Winter Haven Florida Homes for Sale

Winter Haven Florida Homes for Sale

$295,000
3 Beds ⋅ 2 Baths ⋅ P4938435 MLS
Better then new 2022-built home on a desirable corner lot in the heart of 33884, located in a family-style community loaded with amenities! This beautiful 3-bedroom, 2-bath home offers modern living with an open, functional layout and split floorplan. A standout feature is the upgraded enclosed patio/all-seasons room, complete with windows and screens—perfect for relaxing year-round, entertaining guests, or enjoying Florida living without the bugs. The home shows better then new and offers peace of mind with newer construction, while the community amenities add incredible value and lifestyle appeal. Conveniently located near shopping, dining, schools and everything Winter Haven has to offer. Move-in ready and priced to sell—don’t miss this one!

2415 Brassie Court, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$190,000
2 Beds ⋅ 2 Baths ⋅ L4961077 MLS
Welcome to the affordable lifestyle of living in a Villa within a golf course community. Upon entering the front of the home you will notice a courtyard area on the left and right side of the entrance, which opens up additional outside entertaining space. Once inside the home you will notice it has recently been refreshed with new interior painting throughout, all new flooring, and new stove and dishwasher. As you enter, you will find the open and bright kitchen with all Stainless Steel appliances on the immediate right hand side of entryway. The dining room is open to the living room and it will handle a large dinning room set for company dinning. The living room opens to a slight step down into a less formal family room area which overlooks the lush setting of the tropical, backyard landscaping, a beauty to enjoy from your rear windows. The community clubhouse, restaurant and swimming pool are just a few steps away. The tennis courts and pickle ball courts are currently being resurfaced.

1052 Medinah Drive, Winter Haven

Listing courtesy of XCELLENCE. 866-595-6025
$265,000
3 Beds ⋅ 2 Baths ⋅ TB8495461 MLS
MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

4140 Sophia Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700
$279,900
3 Beds ⋅ 2 Baths ⋅ L4961034 MLS
Better Than New 2022 Home – Move-In Ready! VA Assumable Mortgage!!! Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, located on a desirable corner lot in the sought-after Villamar community of Winter Haven. Built in 2022, this home offers modern living without the wait for new construction. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living areas, with comfortable bedrooms and a spacious primary suite. The kitchen comes equipped with appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Enjoy outdoor living in the screened lanai, ideal for relaxing or hosting guests. The home also includes an irrigation system and established landscaping, features often not included in new builds. Located in a community with resort-style amenities including a pool, playground, and sidewalks, and just minutes from shopping, dining, and local schools, this home offers both convenience and lifestyle. Skip the construction wait, this home is vacant and ready for immediate move-in! Don’t miss your opportunity to own a newer home in a growing area at an incredible value. Schedule your private showing today!

851 Vienna Drive, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
$439,900
3 Beds ⋅ 2 Baths ⋅ TB8496517 MLS
Under contract-accepting backup offers. PRICE IMPROVEMENT! LAKEFRONT 3 BEDROOM / 2 BATH HOME ~ 2,847 SQ FT ~ WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! OWNER FINANCING AVAILABLE. Located directly on Lake Pansy in the gated subdivision of Hartridge Hills, a quaint lakefront community of approximately 60 homes. NEWER ROOF 2022 and NEWER GENERAC GENERATOR 2020. Lot size is 150 X 83 ft directly on Lake Pansy. Additional lot size in records of 2.44 acres includes riparian or water rights into the lake. Beautiful stone working fireplace with vaulted ceiling in the great room. Spacious kitchen with plenty of storage and breakfast area overlooking tranquil water views. With 2,847 sq ft of air-conditioned living space under roof, you have plenty or room for entertaining and extended family. Large windows and sliding glass doors frame panoramic vistas, infusing the space with a sense of tranquility and connection to nature. Attached 2-car garage with large storage room with AC. HOA fees include lawn care, trimming and fertilizer to give you more time to relax. Access to Lake Hartridge and the ‘Chain of Lakes’, a navigable canal system connecting 15 lakes, is obtained from the private community boat ramp and dock. This community is well known and desired by aircraft owners and flying enthusiasts as it is near Gilbert Field-Winter Haven Regional Airport, a city-owned airport that supports over 80,000 flights a year. It is also home to the Jack Brown Seaplane Base renowned as the largest and one of the oldest seaplane training and base operations in the world. Conveniently located between Orlando and Tampa with great attractions, waterfront restaurants, shopping, and some of the best fishing and ski lakes available! Welcome home to endless days of sunshine and relaxation. Please see the interactive 3D virtual tour and floor plan. Virtually staged photos are included.

247 S Lake Pansy Drive, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
$370,000
5 Beds ⋅ 3 Baths ⋅ S5147603 MLS
Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll

1392 Axel Cir, Winter Haven

Listing courtesy of LA ROSA REALTY KISSIMMEE. 407-930-3530
$195,000
2 Beds ⋅ 2 Baths ⋅ P4938418 MLS
Welcome to your new home, located in Dove's Rest, a 55+ community. This home features an open living area with a new refrigerator and stove. The Air Conditioner was installed in 2024 and the roof is 2021. The windows are a double pane window for added insulation value. The washer and dryer are located inside the home for convenience. This home will be sold mostly unfurnished with the bed in the second bedroom, bar stools, kitchen table, and mounted TV remaining. One dog under 20 lb is allowed. The community offers many activities and amenities including a clubhouse, pool, and shuffleboard. Join in with the many activities or just enjoy the peaceful community.

4925 Cypress Gardens Road Unit 100, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$335,000
4 Beds ⋅ 3 Baths ⋅ O6398240 MLS
Virtually Staged. Welcome to 441 McKenna Dr, a well-maintained 4-bedroom, 2.5-bath home in the Lucerne Park Reserve community, where modern design, energy efficiency, and everyday functionality come together in a comfortable Winter Haven setting. From the moment you enter, the home feels bright and open, featuring a clean, neutral palette and durable tile flooring throughout the main living areas. The open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an ideal environment for both daily living and entertaining. Here is a clean, MLS-appropriate disclaimer you can use: --- All information provided is deemed reliable but is not guaranteed and should be independently verified by buyers and their agents. Room dimensions are approximate and should be measured for accuracy. HOA fees, rules, and restrictions are subject to change and must be confirmed directly with the association. Information regarding the solar system, roof, utilities, and other property features is based on seller representations and has not been independently verified. Listing broker and seller make no warranties, expressed or implied, as to the accuracy of the information provided. The kitchen serves as the heart of the home, showcasing white cabinetry, stainless steel appliances, quartz countertops, ample prep space, and a central island that naturally brings everyone together. The living area is enhanced by a decorative feature wall with a fireplace focal point, adding character and visual interest beyond standard finishes. Large sliding glass doors invite in natural light and provide direct access to the fenced backyard, offering a versatile outdoor space for relaxing, entertaining, or pets. The primary suite features a spacious bathroom with dual sinks, quartz countertops, a glass-enclosed shower, and built-in shelving for added storage and convenience. Additional bedrooms offer flexibility for guests, a home office, or hobbies, while the half bath provides added convenience for visitors. A dedicated laundry room further enhances the home's functionality. This home also includes smart outlet features compatible with Alexa, allowing for convenient voice-controlled functionality and adding a modern smart-home element that enhances everyday living. One of the standout features is the seller-reported solar panel system, designed to produce 100% of the home’s energy consumption. According to the seller, the electric bill is typically around $40 or less per month, reflecting primarily the grid connection charge. The seller will also pay for the solar transfer, adding significant long-term value. Additionally, the seller reports a new roof installed in 2024. Located in Lucerne Park Reserve, residents enjoy access to community amenities including a pool, playground/tot lot, and scenic lakes. The Winter Haven location offers convenient access to shopping, dining, healthcare, schools, and local attractions including LEGOLAND Florida Resort. This property offers a compelling combination of modern features, energy efficiency, and community living—making it an excellent opportunity for buyers seeking both comfort and long-term value. Virtually Staged.

441 Mckenna Drive, Winter Haven

Listing courtesy of NEXTHOME MY WAY. 407-544-4545
$275,000
3 Beds ⋅ 2 Baths ⋅ TB8496082 MLS
Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bath residence ideally situated in the heart of Winter Haven, just minutes from downtown and surrounded by the area’s picturesque lakes. This move-in ready home has been thoughtfully upgraded throughout, offering stylish vinyl flooring, refreshed bathrooms, modern light fixtures, and a beautifully renovated kitchen featuring granite countertops, updated cabinetry, a trendy backsplash, and stainless steel appliances. The inviting living room is anchored by a cozy fireplace, creating the perfect space to relax or entertain. Step outside to your private, fully fenced backyard complete with a fire pit—ideal for enjoying Florida evenings with family and friends. Additional highlights include a spacious two-car garage with laundry area, a convenient enclosed storage space, and a newer roof (2022) for added peace of mind. With no HOA and a prime location close to shopping, dining, and everything downtown Winter Haven has to offer, this home truly combines comfort, style, and convenience. Don’t miss your chance to make it yours!

303 Dillon Street, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$215,000
3 Beds ⋅ 1 Baths ⋅ O6398170 MLS
Virtually Staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! NEW FLOORS! NEW FENCE! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This home home also comes with a SHE SHED/WORKSHOP/ART STUDIO with electricity! This move-in ready property features brand new flooring and fresh interior paint, offering a clean, modern feel throughout. This home is light and bright and ready for its new owner! Whether you enjoy sipping your coffee on the front porch and talking with your neighbors or heading to your huge backyard to climb some trees or stoke up the fire pit, you will have years of happy memories in this solidly built Winter Haven home. A termite bond is in place, providing you added peace of mind! Located in the heart of Winter Haven, this home offers convenient access to major roadways including US-27 and the Polk Parkway, making commuting and travel simple. Enjoy being just 45–60 minutes to Orlando area attractions, including Walt Disney World and about 1.5 to 2 hours to Florida’s Gulf Coast beaches such as Clearwater and St. Pete Beach. Nature lovers will appreciate the close proximity to some of Florida’s most beautiful outdoor destinations. Nearby options include Circle B Bar Reserve which is known for scenic trails and wildlife viewing or Colt Creek State Park, offering hiking, horseback riding, and camping. Prefert the water? Lake Kissimmee State Park is perfect for boating, fishing, and exploring Florida’s natural landscape. Winter Haven itself is known for its chain of lakes, boating lifestyle, and local charm with shopping, dining, and entertainment just minutes away. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and access to everything that makes Central Florida special!

3426 Hickory Street Nw, Winter Haven

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY. 407-203-0007
$380,000
5 Beds ⋅ 3 Baths ⋅ L4960820 MLS
HUGE $45,000 PRICE DROP! Welcome to one of the largest homes in the desirable Harmony Lake Eloise community! This spacious 5-bedroom, 3-bathroom residence offers a versatile and thoughtfully designed layout perfect for modern living. A generously sized flex room—currently used as a dining area—can easily be converted into a 6th bedroom, home office, or bonus space to suit your needs. The spacious kitchen is a true centerpiece, featuring quartz countertops, beautiful cabinetry, recessed lighting, stainless steel appliances, a large kitchen island, and a walk-in pantry. The interior paint throughout the home offers a soft, inviting color palette that’s easy on the eyes. The first floor showcases beautiful tile flooring throughout, along with a large bedroom and full bathroom—ideal for guests or multigenerational living. You’ll also find an additional sitting area or playroom, providing even more functional living space. Upstairs, all bedrooms are upgraded with luxury vinyl flooring, offering both style and durability. The conveniently located upstairs laundry room adds everyday ease. The expansive primary suite boasts his-and-her closets, dual vanities, and a walk-in shower —your own private retreat. With tons of storage throughout and one of the largest floor plans in the community, this home combines space, comfort, and flexibility. Enjoy a low monthly HOA fee and access to a beautiful community pool. Ideally located just minutes from Lake Eloise, Legoland Florida Resort, shopping, dining, schools, and major roadways, with easy access to Orlando, Tampa, and Walt Disney World. This is a must-see property in Winter Haven!

1328 Daisy Field Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$195,000
3 Beds ⋅ 1 Baths ⋅ L4960914 MLS
One or more photo(s) has been virtually staged. Price Improvement! No HOA and a great inner-city location just minutes from Downtown Winter Haven. This charming 1920s home blends original character with modern updates, featuring beautiful hardwood floors, flexible living spaces, and desirable R-3 zoning. Step inside to a bright foyer that opens to spacious living and dining areas showcasing original hardwood flooring. The functional kitchen comes equipped with a refrigerator, range, microwave, and dishwasher. A split-bedroom layout provides added privacy, while the bonus flex space off the primary bedroom offers plenty of possibilities for a home office, nursery, gym, hobby room, or additional sitting area. The large Florida room provides even more usable living space with convenient direct access to the driveway, making it ideal for entertaining, relaxing, or everyday living. With no HOA and R-3 zoning, this property offers added flexibility for homeowners and investors alike. Buyers are encouraged to verify zoning, permitted uses, and development possibilities directly with the City of Winter Haven. Enjoy an established inner-city location just minutes from Downtown Winter Haven, with convenient access to restaurants, shopping, medical facilities, LEGOLAND® Florida Resort, major roadways, and the Chain of Lakes. Now offered at an improved price. Schedule your private showing today and discover the character, location, and potential this Winter Haven property has to give to the next home owner..

231 Avenue A Ne, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350
$380,000
3 Beds ⋅ 2 Baths ⋅ P4938411 MLS
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this delightful, remarkably private, and fully updated 3-bedroom, 2-bath home awaits your arrival. To the west lies a forested nature preserve that circles to the north and then east, providing absolute privacy on two sides of the oversized lot and creating a serene, natural backdrop to everyday living. The exterior of the house was freshly painted in 2025, and the roof was replaced on December 29, 2022, offering both beauty and peace of mind. As you approach the home, you will immediately notice the greatly expanded paver driveway and the inviting front screened enclosure at the entryway. The home’s gorgeous front door with sidelights offers a gracious welcome and sets the tone for what awaits inside. Stepping through the entry, you will appreciate the lovely porcelain tile flooring, the tasteful paint color palette, chair railing in the dining area, and elegant crown molding that adds a refined touch throughout. Three solar tubes provide abundant natural light, creating a bright and cheerful interior. The kitchen has been thoughtfully updated with all appliances replaced, including a new refrigerator installed in April 2026. The kitchen floor is marble, and all counters are granite, combining durability with timeless style. The second bedroom hosts a Murphey bed. Extending the living space is the impressive 10’ by 26’ tiled veranda, which is fully enclosed and air conditioned, providing comfortable additional living space year-round. Just outside the veranda, a 14’ by 26’ screened and pavered enclosure offers the perfect setting for entertaining guests or simply relaxing while enjoying the peaceful, natural surroundings and the soothing sounds of nature. Residents of Lake Ashton enjoy unmatched amenities, including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, both indoor and outdoor swimming pools, a movie theater, pickleball courts, a bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community. Schedule your private showing today and experience the very best of Florida living.

5137 Winged Foot Lane, Winter Haven

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242
$95,000
2 Beds ⋅ 2 Baths ⋅ P4938419 MLS
Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing cool blue paint and chair rail. Additionally there is a built in for additional storage and display area for your trinkets. The kitchen offers a nice flooring, with upgraded countertops and lots of cabinets and storage. The hall bathroom has been upgraded with vinyl plank and a custom shower. The primary bathroom offers nice space and a walk in closet. All the floors have plywood subfloors with vinyl plank or carpet. The back porch on the home has been framed in and divided into two office spaces. The walls at the back of the house are freestanding and can be easily removed revealing the glass behind them. Step out the back door onto a covered porch area allowing access to the shed that houses the washer and dryer. Oakwood Estates, a 55+ community, offers many activities and amenities. You can be as active as you would like or just sit back and watch the world go by. The Seller is a smoker inside the home. Please beware if you have smoke allergies.

4173 Rolling Oaks Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$394,900
5 Beds ⋅ 3 Baths ⋅ S5147440 MLS ⋅ Pulte / Centex BLDG.
Under contract-accepting backup offers. *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main living areas flow seamlessly, creating the perfect space for gatherings, while large windows bring in abundant natural light. The modern kitchen serves as the heart of the home, featuring sleek finishes, ample cabinetry, and generous counter space for cooking and entertaining. With five generously sized bedrooms, there’s room for everyone—including a flexible space for guests, a home office, or multi-generational living. The primary suite offers a private retreat with a well-appointed en-suite bathroom and plenty of closet space. This home is equipped with smart home technology, providing convenience, efficiency, and peace of mind at your fingertips.Step outside and enjoy your own private outdoor retreat situated on a generous 0.24-acre lot, offering plenty of space for relaxation, play, or future customization. The covered back patio and screened enclosure create the perfect setting for year-round outdoor living—ideal for morning coffee, evening gatherings, or simply enjoying Florida’s beautiful weather without the bugs. Built in 2023, this home offers the advantages of newer construction without the wait, combining modern features with move-in ready convenience. Home is just minutes from Legoland and the sea life aquarium! Don’t miss the opportunity to own this beautifully designed home—schedule your private showing today!

1138 Michelangelo Lane, Winter Haven

Listing courtesy of JASON MITCHELL REAL ESTATE FLO. 754-307-0607
$146,000
2 Beds ⋅ 2 Baths ⋅ P4938365 MLS
EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER, DRYER ALSO INCLUDED. THIS HOME FEATURES UPDATES INCLUDING NEW CENTRAL A/C /Heat pump 2026, NEW ALUMINUM ROOF 2024, PVC/CPVC WHOLE HOUSE PLUMBIMG. ALSO FEATURING 12X40 CARPORT AND 13x10 SOUTH FACING SCREEN ENCLOSED PORCH PLUS A 14x10 COVERED PATIO. BROOKHAVEN VILLAGE A STABLE WELL ESTABLISHED AND-MAINTAINED COMFORTABLE AND QUIET, AGE 55+ CENTRAL FLORIDA COMMUNITY. VERY AFFORDABLE HOA FEE JUST $34.00 MONTHLY (PAID ANNUALLY) INCLUDES USE OF COMMUNITY CLUBHOUSE, HEATED POOL and SHUFFLEBOARD. THE COMMNUITY ALSO HAS AN RV, BOAT/TRAILER, FENCED STORAGE PARKING AREA. THIS HOME IS PERFECT FOR SUNNY SEASONAL OR YEAR AROUND LIVING! QUICK RESPONSE TO OFFERS. TAKE A LOOK!

6473 Peppertree Path Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$236,900
3 Beds ⋅ 2 Baths ⋅ S5147546 MLS
Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable living space; this well-designed home features a functional layout for everyday living, with a bright and inviting living area that flows seamlessly into the dining and kitchen spaces; the bedrooms provide flexibility for family, guests, or a home office, while the 1-car garage adds convenience and additional storage; whether you’re a first-time buyer or looking to downsize, this home offers great potential in a desirable location—don’t miss out, schedule your private showing today!

1334 Stately Oaks Drive Nw, Winter Haven

Listing courtesy of REALTYCITY INC. 863-438-6605
$429,500
4 Beds ⋅ 4 Baths ⋅ P4938404 MLS ⋅ 139 BLDG.
DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VIEWS OF LAKE ELOISE. THIS HOME FEATURES 4BR/3.5BA WHICH INCLUDES A DOWNSTAIRS PRIMARY SUITE AND A SECONDARY UPSTARS PRIMARY. THIS CUSTOM JOHN TOUCHTON BUILT HOME BOASTS OF STUNNING QUALITIES THROUGHOUT. THE KITCHEN HAS PORCELAIN TILE FLOORING, MODERN MID-CENTURY OAK CABINETRY, STAINLESS APPLIANCES AND A CONVENIENT COFFEE BAR. ANDERSEN THERMAL PANE WINDOWS WITH SOLAR SHADES PROVIDE ENERGY EFFICIENCY AND ABUNDANCE OF NATURAL LIGHT THROUGHOUT. OVERSIZED 2 CAR GARAGE ALSO HAS A WORKSHOP. ENJOY YOUR RESORT STYLE AMENITIES WITH THE CLUBHOUSE, POOL, TENNIS AND YES , "PICKLEBALL". ONLY MINUTES TO DOWNTOWN WINTER HAVEN FOR RESTAURANTS, SHOPPING AND COMMUNITY EVENTS. EASY ACCESS TO HWY 27 TO I-4 ACCESS TO ORLANDO/DISNEY OR TAMPA. YOU'LL LOVE LIVING IN "THE CENTER OF THE STATE" ... FLORIDA LIVING AT ITS BEST!

139 Woden Way, Winter Haven

Listing courtesy of FLORIDA HOME CHOICE REALTY. 863-412-2727
$254,900
3 Beds ⋅ 2 Baths ⋅ O6393480 MLS
This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.

204 Kingshill Court Se, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869
$579,900
3 Beds ⋅ 2 Baths ⋅ L4960893 MLS
DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the back. You can see the LAKE easily from the extended Screen Veranda, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE with FRONTAGE ON the 2ND GREEN of the WEST COURSE...and the SUNSETS are GORGEOUS. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, the Amazing Stone Accent on the front corners of the house, Gutters on the Front, Side and Back of the home and the Enclosed Screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. ... A Huge benefit in choosing this home is that "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Stainless Steel Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. The Exterior of the house has been Painted in 2025. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The View looks over the Golf Course and Lake in the back. The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Cellular Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage with the added MOTORIZED SCREEN on the garage door along with the added protection with the insulated Garage Doors. Also, the large garage adds additional storage and leads into the inside laundry giving added room for the Washer and Dryer and Walk in Pantry. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.

5268 Pebble Beach Boulevard, Winter Haven

Listing courtesy of ROOST REALTY GROUP LLC. 863-398-0267
$247,990
3 Beds ⋅ 2 Baths ⋅ O6397178 MLS
BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room serves as the natural gathering space of the home, perfect for entertaining friends and family or relaxing with a favorite book or movie. The living area, laundry room, and baths texture luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. The owner's suite includes a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. 2-car garage, architectural shingles. Peace Creek Reserve is a Masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. safe small town feel with convenience, the perfect place to raise a family.

961 Harold Pass, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$315,990
4 Beds ⋅ 3 Baths ⋅ S5146407 MLS
Virtually Staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.

1658 Teagan Lane, Winter Haven

Listing courtesy of NEWKEY REAL ESTATE LLC. 407-496-5187
$369,000
3 Beds ⋅ 2 Baths ⋅ P4938379 MLS
Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest. Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A standout feature is the seamless connection to the outdoor space, with three separate access points to the 33x10 screened-in lanai, from the dinette, formal dining area, and primary suite—creating true indoor-outdoor living. The kitchen has been tastefully updated with brand new granite countertops, new range, and new microwave, along with ample cabinetry, a closet pantry, and breakfast bar. The primary suite is generously sized and opens into an en-suite featuring dual walk-in closets, split vanities, a garden tub, walk-in tile shower, and a private water closet. The split-bedroom floor plan offers privacy, while all bedrooms include walk-in closets. Recent improvements make this one stand out from others in the neighborhood, including brand new carpet throughout, fresh interior paint, and a new water heater, giving buyers peace of mind from day one. Located in the gated Ruby Lake community in Southeast Winter Haven, just minutes from convenient access to shopping, dining, Publix, Walmart, Legoland, and Hwy 27 for an easy commute.

131 Ruby Lake Drive, Winter Haven

Listing courtesy of STAR REALTY OF WINTER HAVEN. 863-299-7827
$75,000
P4938352 MLS
Great vacant lot for sale. Owner wishes to sell adjoining lot at same time. Adjoining lot is 3790 Avenue U NW. 3790 is.68/acre. Total land available is 1.11 acres. Pretty trees on both lots! No structure on property; however, a footer is present from a previous owner who started to build a house on this lot. 3790 Avenue U NW is a beautiful lakefront lot, across the street from Lake Blue. There is a public park on the actual lake frontage. The park has a boat ramp, fishing dock, picnic tables, playground and grills available. There is a great paved walking trail that runs through the park. The park will never be built on, so the lakeview is permanent. What a wonderful future homesite this could be for you! Please call agent with any questions!

3799 Avenue T Nw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$524,000
3 Beds ⋅ 3 Baths ⋅ P4938356 MLS
This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property delivers stunning water views and a peaceful setting that’s hard to match. Located within a gated, low-maintenance community, this home allows you to enjoy all the perks of ownership without the added upkeep. The community pool and hot tub sits just steps away—offering the feel of a personal pool without the responsibility. Residents also enjoy access to a community dock with first-come, first-served boat slips, making it easy to embrace the lake lifestyle. The property itself features a fenced yard, and a beautiful pergola—perfect for relaxing, entertaining, or enjoying the serene lakefront setting. The garage is equipped with a 2021 split-unit AC system, creating a versatile space ideal for a workshop, gym, or even additional living area. For added peace of mind, the home includes a gas-powered generator that automatically kicks on when needed. Inside, the home is nothing short of impressive—boasting soaring cathedral ceilings, expansive balconies with breathtaking views, and a layout that is both majestic and thoughtfully designed. The primary suite is a true retreat, featuring a private balcony, dual vanities, and a luxurious soaking tub designed for relaxation. Additional office and bonus spaces offers flexibility and can easily be converted into extra bedrooms to fit your needs. Updates include two AC units installed in 2017, along with a durable metal roof added in 2021 and the roof tiles were sealed and coated for an extra long life. Whether you’re looking for a full-time residence, a seasonal getaway, or a place to gather with family and friends, this home delivers a warm, inviting atmosphere with unique architectural character throughout. Enjoy peaceful mornings overlooking the lake, afternoons gardening in your yard, or evenings unwinding on the balcony while taking in the surrounding wildlife. Conveniently located near shopping, grocery stores, and Home Depot, this is more than just a home—it’s a lifestyle. A property like this must be seen in person to truly appreciate the grandeur and exceptional living experience it offers.

4 Casarena Court, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
$265,000
3 Beds ⋅ 2 Baths ⋅ L4960889 MLS
Welcome to Eagle Landing Community in Winter Haven. This move-in-ready home offers an open living area, a split floor plan for privacy, and a spacious primary suite with a walk-in closet. The kitchen features granite countertops and stainless-steel appliances, with added conveniences like a laundry room, two-car garage, and low HOA dues. SOLAR PANELS WILL BE PAID OFF AT CLOSING, giving the new owner the benefit of low electric bills from day one. Enjoy a generous backyard perfect for relaxing or entertaining, plus a location just minutes from Legoland, shopping, dining, and major routes to Tampa and Orlando. Experience small-town charm alongside Winter Haven’s growing communities.

542 Eagle Landing Boulevard, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
$300,000
P4938353 MLS
Beautiful vacant lakefront lot for sale!! .68 acres! Owner wishes to sell an adjoining lot at the same time. Adjoining lot is 3799 Avenue T NW which is .43/acre. Total land available is 1.11 acres. Very nice trees on each side of lot. No structure on property. This lot is across the street from Lake Blue. There is a public park on the actual lake frontage. The park has a boat ramp, fishing dock, picnic tables, playground and grills available. There is also a great paved walking trail that runs through the park. The park will never be built on, so the lakeview is permanent. This could be a very beautiful lakefront homesite for your future new home! Please call agent with any questions.

3790 Avenue U Nw, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$174,900
2 Beds ⋅ 2 Baths ⋅ L4960802 MLS
Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shores of sparkling Lake Henry in sunny Winter Haven. Offering 1,456 square feet of comfortable living space, this well-loved home has been thoughtfully improved from top to bottom and is ready for its next owner. Step inside to find a bright and inviting interior featuring all new flooring, updated lighting, and ceiling fans throughout. The completely renovated kitchen is a standout, showcasing soft-close cabinetry with convenient pull-out drawers, providing both style and functionality. Both bathrooms have been tastefully remodeled, offering a fresh, modern feel. Major updates include a new roof, new AC system, new dual-pane double tilt-in windows, new skylights, and a new electrical panel—giving peace of mind for years to come. The guest bedroom comes fully furnished, making it perfect for visiting family or friends. Enjoy year-round relaxation in the Florida room, complete with its own heating and cooling, or step outside to the private backyard patio surrounded by beautiful landscaping and a full irrigation system. Enjoy lake view from both front and rear of this beautiful home! This home offers the perfect blend of comfort, convenience, and low-maintenance living in a welcoming lakefront community. Call today to schedule your private tour!

6643 Westchester Drive Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-687-2233
$274,900
3 Beds ⋅ 2 Baths ⋅ O6396753 MLS
Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

5561 Taverna Loop, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$240,000
6 Beds ⋅ 4 Baths ⋅ TB8493899 MLS
Under contract-accepting backup offers. This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!

15 Lake Howard Drive Nw, Winter Haven

Listing courtesy of MARZUCCO REAL ESTATE. 813-679-1365
$299,000
P4938315 MLS
Great land opportunity in Winter Haven. These are 2 adjacent lots located near HWY 17 totaling .24 acres. Close to shopping, dining and Downtown Winter Haven. Currently zoned residential (future land use BPC-2). Parcel ID's 26-29-05-670500-002800 & 26-29-05-670500-002700. Call today for more information. Seller financing available!

205 Snively Avenue, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$120,000
2 Beds ⋅ 2 Baths ⋅ P4938325 MLS
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.

4155 Sprucewood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$159,750
2 Beds ⋅ 2 Baths ⋅ P4938313 MLS
OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring throughout. The floor plan is open with the living room and dining room upon entering. The kitchen provides space for a bistro table, has a pantry, and great cabinet space. New Ceiling fans, faucets, regularly maintained AC, with 25 yr shingles from 2015. Inside laundry also has a utility sink! Both bedrooms are well sized and have walk-in closets. Primary bedroom has an en suite bathroom. Average total utilities are $150/month...water, sewer, electric! The owner has provided a copy of their 4-Point report just done in March for their insurance company. No grey pipe!

6309 Grove Pointe Drive Se, Winter Haven

Listing courtesy of GOOD COMPANY REALTY INC.. 863-585-9610
$155,900
2 Beds ⋅ 2 Baths ⋅ L4960831 MLS
Under contract-accepting backup offers. Discover the best of retirement living in Brookhaven, a welcoming 55+ community! This partially furnished and well-maintained home sits on a desirable lot with OWNED LAND, offering a peaceful and private retreat.Featuring 1,596 sq. ft. of living space, this home boasts a spacious open-concept layout with 2 bedrooms and 2 bathrooms. Recent updates include a new shingle roof (2024), new A/C unit (2025), and hot water heater (2023). The kitchen offers ample counter space and cabinetry, perfect for everyday living and entertaining.Enjoy plenty of storage throughout, along with sliding doors that lead to the porch—ideal for relaxing or hosting guests. The guest bedroom and bathroom are generously sized, while the oversized primary suite features a private ensuite bath complete with a double-sink vanity, garden tub, and walk-in shower.The laundry area is conveniently located in the spacious workshop and includes a washer, dryer, and utility sink. This home also features two porches—one screened and one enclosed—providing additional living space to enjoy year-round.Surrounded by mature landscaping, the property offers both charm and tranquility. Additional perks include an irrigation system and lawn maintenance already paid through February. This home has recently had a 4-point inspection.Brookhaven residents enjoy fantastic amenities including a pool, clubhouse, and shuffleboard—all with a low HOA fee of just $34 per month. Conveniently located near Hwy 27, shopping, medical facilities, and restaurants, you’re also just about an hour from Disney and 1.5–2 hours from both Florida coasts.Don’t miss your opportunity to own this beautiful home at 6561 Chinaberry Dr NE — schedule your private showing today!

6561 Chinaberry Dr Ne, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600
$293,999
4 Beds ⋅ 3 Baths ⋅ P4938331 MLS
***SELLER'S ARE VERY MOTIVATED DUE TO JOB TRANSFER***Welcome to this updated 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful backsplash and new pantry door, new tile in guest bath and new shower in primary bathroom! Centrally located near Legoland, shopping, and all your medical facilities, the property includes a new fenced back yard and new storage shed that is HOA/City approved.

1382 Salisbury Drive, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585
$176,000
2 Beds ⋅ 3 Baths ⋅ S5147117 MLS ⋅ 15 BLDG.
Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

2500 21st Street Nw Unit 15, Winter Haven

Listing courtesy of AROD PARTNERS REALTY. 407-627-7621
$74,900
2 Beds ⋅ 2 Baths ⋅ S5147114 MLS ⋅ Orchid Springs Granada BLDG.
Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.

100 El Camino Drive Unit 101, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$220,000
3 Beds ⋅ 2 Baths ⋅ O6390090 MLS
Short Sale. Located in the Villamar community of Winter Haven, this 3-bedroom, 2-bath home built in 2023 offers modern construction with a two-car garage and a functional layout designed for everyday living. The home features open living spaces, well-sized bedrooms, and contemporary finishes typical of newer construction. The property appears to require cosmetic refreshing, presenting an opportunity for buyers to personalize a relatively new home without undertaking a major renovation. With a low HOA of approximately $212 and no flood zone designation, this home offers both affordability and added peace of mind. Conveniently located near shopping, dining, schools, and major roadways throughout Winter Haven and Polk County. Buyers are encouraged to conduct their own inspections to determine condition. Agents: Please review all private remarks prior to scheduling a showing.

3098 Laurel Oak Lane, Winter Haven

Listing courtesy of NEXTHOME LUXE COASTAL. 239-949-8338
$430,000
3 Beds ⋅ 4 Baths ⋅ O6395853 MLS
Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home with natural light. Major updates have already been taken care of, including a newer roof, HVAC system, water heater, new garage door giving buyers peace of mind and true move-in-ready convenience. The easy access to the docks makes it simple to embrace an active, outdoor lifestyle without the high price of direct waterfront. Located just minutes from LEGOLAND Florida Resort, shopping, dining, and entertainment, this home offers the perfect balance of adventure and convenience. Whether you're a boating enthusiast, weekend adventurer, or simply someone who loves being near the water, this property delivers the lifestyle -- not just the home.

236 W Lake Ina Drive, Winter Haven

Listing courtesy of RELENTLESS REAL ESTATE CO.. 321-302-0763
$80,000
2 Beds ⋅ 2 Baths ⋅ L4960788 MLS ⋅ 4 BLDG.
Under contract-accepting backup offers. Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary suite includes a full en-suite bathroom and ample closet space, while the second bedroom is perfect for guests, a home office, or family. Enjoy your morning coffee on the screened in back patio or take a short stroll to the community clubhouse, where you’ll find a sparkling swimming pool, social spaces, and exclusive access to a private fishing area—perfect for outdoor enthusiasts. Nestled in a quiet neighborhood with beautifully landscaped grounds, this condo is ideal for those seeking comfort, convenience, and a touch of nature. Whether you're downsizing, investing, or buying your first home, this property offers a unique blend of tranquility and community living. Don’t miss this opportunity—schedule your private showing today!

404 Country Lane Ne Unit 404, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
$145,000
2 Beds ⋅ 2 Baths ⋅ P4938301 MLS
Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVAC is 6 years old. A new vapor barrier has been installed. There are new plywood subfloors and luxury vinyl plank in the living room, dining room, hall, and both bathrooms. There is no carpet in this home. The kitchen is perfect for preparing all those special meals. The living room is open and spacious. The front Florida room is perfect for your morning coffee. Lake n Golf Estates, a 55+ community, offers many amenities including a pool, shuffleboard, and clubhouse. Join in the activities or just sit back and enjoy the peaceful community.

6773 Brentwood Drive Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$90,000
L4960795 MLS
Build your vision on this vacant lot located on 4th Lake Ida Street in Winter Haven. This property offers a great opportunity to create the home or investment project you’ve been planning. Situated in an established area, the lot provides convenient access to nearby shopping, dining, schools, and major roadways while still maintaining the quiet feel of a residential neighborhood. Whether you're looking to build a primary residence, add to your investment portfolio, or secure land in a growing area, this parcel offers flexibility and potential. Enjoy the charm of Winter Haven while being just a short drive from surrounding Central Florida cities. Additional parcel available at 0 Denmark Street in Bartow, Florida. Lots can be sold as a package deal or individually. Don’t miss the chance to own a piece of land with endless possibilities.

831 4th Street, Winter Haven

Listing courtesy of ALL COUNTY POLK PROPERTY MANAG. 863-510-5965
$100,000
2 Beds ⋅ 2 Baths ⋅ P4938311 MLS
NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater, newer vinyl flooring, and updated appliances. The home features a spacious layout with walk-in closets in both bedrooms, a private primary suite with a step-in shower, and an enclosed Florida room that is perfect for relaxing mornings or unwinding in the evening. Enjoy an active, low-maintenance lifestyle with monthly fees that include cable, internet, and trash, in a community that allows only service and emotional support animals. Residents have access to a wide range of amenities including a community pool, clubhouse, billiards, shuffleboard, horseshoes, mini golf, fishing, lake access, and a full calendar of social activities such as bingo, cards, sports tournaments, quilting, and much more. Additional features include onsite management, 24-hour emergency service, extra storage for boats and recreational vehicles, and boat slips. Located in Southeast Winter Haven, you are just minutes from shopping, dining, and everyday conveniences, with Legoland ad Peppa Pig theme parks nearby for visiting guests. This is a great opportunity to enjoy comfort, convenience, and community all in one place.

125 Lake Hazel Drive, Winter Haven

Listing courtesy of FLORIDA REALTY MARKETPLACE. 863-877-1915
$442,500
5 Beds ⋅ 3 Baths ⋅ S5146706 MLS
Under contract-accepting backup offers. Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of the home is a wide-open living area and a huge kitchen featuring a gigantic island, 42-inch upper cabinets, a spacious pantry, and top-of-the-line stainless steel appliances. Whether you are relaxing, hosting, or cooking, the home provides boundless space to move and mingle. High-quality finishes are found throughout, including granite countertops in the bathrooms, luxury vinyl plank flooring in the main areas, and premium carpeting in the bedrooms. This isn't just a home; it’s an investment featuring $30,000 in upgrades available for your review! One of the standout benefits of this property is the incredible energy efficiency. Powered by solar panels plus a solar-powered attic fan, the home’s energy costs are cut in half compared to neighboring homes that have much smaller living areas. The solar panel lease is a manageable $180 a month, which keeps the actual electric bill payable to TECO energy as low as $5 to $20 a month. For added convenience, the home also includes a paid security system and a water softener system paired with reverse osmosis in the kitchen. The outdoor space is just as impressive, featuring a large, private backyard on a quarter-acre lot fully enclosed by a vinyl fence. You can enjoy the Florida weather from the comfort of a huge, screened-in lanai, surrounded by custom pavers that wrap seamlessly around the sides and back of the home. The meticulous landscaping is easily maintained by a full irrigation system. Located in a quiet, peaceful community in Polk County, you are perfectly positioned near Highway 27 for an easy drive to Disney and the Orlando Airport. Best of all, there are no CDD fees and a low HOA of only $725 a year. This home is being sold AS IS and is ready for you to move in. Schedule your showing today!

1096 Sandpiper Loop, Winter Haven

Listing courtesy of MAZELG REALTY. 863-399-0226
$188,500
2 Beds ⋅ 2 Baths ⋅ L4960650 MLS
One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!

6450 Hollyberry Lane Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$349,999
3 Beds ⋅ 2 Baths ⋅ L4959745 MLS
This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!

1522 Eckart Drive, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
$283,490
4 Beds ⋅ 3 Baths ⋅ O6395254 MLS
Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6221 Bottlecella Boulevard, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611
$239,000
3 Beds ⋅ 1 Baths ⋅ O6395140 MLS
Under contract-accepting backup offers. Welcome to this beautifully renovated, move-in-ready home offering the perfect combination of style, comfort, and convenience! This charming property has been thoughtfully updated and features a bright open layout filled with natural light, creating a warm and inviting atmosphere for family and friends. Recent improvements include a bonus room with a bathroom, a new roof (2024), updated electrical system (2025), new water heater (2025), updated flooring, fresh interior and exterior finishes, and a modern kitchen with contemporary cabinetry and ample counter space. The spacious living areas provide flexibility for everyday living and entertaining, while the generously sized backyard offers endless possibilities to create your own outdoor retreat. Conveniently located in the heart of Winter Haven, this home offers easy access to US-17, Cypress Gardens Boulevard, and the Polk Parkway, making commuting throughout Central Florida simple. Enjoy being just minutes from LEGOLAND Florida Resort, Downtown Winter Haven, local restaurants, shopping centers, grocery stores, medical facilities, and beautiful lakes known throughout the area. Outdoor enthusiasts will appreciate the nearby parks, walking trails, boating, fishing, and recreational activities that make Winter Haven one of Central Florida’s most desirable communities. Also close to Walt Disney World, Disney Springs, Universal Orlando Resort, Orlando International Airport (MCO), schools, hospitals, golf courses, and everyday conveniences. Whether you’re a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this beautifully updated home offers exceptional value, modern upgrades, and an unbeatable Central Florida location. A bonus room and an additional bathroom may not be reflected in public records. Buyer to verify all measurements, permits, and property information. Property sold AS-IS. Schedule your private showing today and discover everything this wonderful home has to offer!

2105 9th Street Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-352-1040
$180,000
2 Beds ⋅ 1 Baths ⋅ P4938281 MLS
Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers both comfort and opportunity. The home features a functional layout and a new AC installed in 2024, providing added efficiency and peace of mind. The spacious backyard includes a detached shed with great potential, perfect for a workshop, studio, storage, or a future conversion to fit your needs. Conveniently located just minutes from shopping, dining, and everyday essentials, and close to the new Publix plaza currently under development, this home is perfectly positioned in an area experiencing exciting growth. A great opportunity for homeowners or investors looking to own in one of Winter Haven’s expanding neighborhoods.

213 Cleveland Avenue, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283
$349,521
4 Beds ⋅ 3 Baths ⋅ S5146851 MLS
This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5347 Mickey Avenue, Winter Haven

Listing courtesy of AXEN REALTY, LLC. 818-932-8800
$599,900
3 Beds ⋅ 2 Baths ⋅ P4938226 MLS
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

5365 Hogan Lane, Winter Haven

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242
$200,000
2 Beds ⋅ 3 Baths ⋅ S5146754 MLS ⋅ N/A BLDG.
Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

321 Orange Blossom Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$344,900
4 Beds ⋅ 2 Baths ⋅ S5146731 MLS
HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the generous living spaces and connects seamlessly to a modern kitchen. Picture yourself enjoying a spacious yard or hosting gatherings in a versatile layout designed for effortless living. Remote workers and commuters will love the strategic location along the I-4 corridor, offering a quiet retreat with easy access to both Tampa and Orlando. Only 2 miles away from the premier Willowbrook Golf Course. To make your move even smoother, the seller is offering a $10.000 dollar contribution toward buyer closing costs alongside a 1 year home warranty. This property delivers affordable modern comfort just minutes from dining, shopping, and major roadways. It is incredibly easy to tour, schedule your private showing today.

551 Lake Smart Boulevard, Winter Haven

Listing courtesy of LA ROSA REALTY CW PROPERTIES L. 407-910-2168
$425,000
3 Beds ⋅ 3 Baths ⋅ S5146723 MLS
One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

900 Lake Jessie Drive, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188
$132,500
3 Beds ⋅ 2 Baths ⋅ S5146696 MLS
Virtually Staged. Welcome to 6775 Brentwood Dr NE, located in the desirable, no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms & 2 bathrooms with a spacious & functional layout, including a Florida room, formal dining room, breakfast nook & a dedicated laundry/storage room, providing plenty of flexibility for everyday living & entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. The home already passed the insurance/4-pointe inspection & will come with a one-year home warranty at closing. It is situated within an established, beautifully maintained community known for its welcoming atmosphere & convenient access to nearby shopping, dining, medical facilities, & major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort & peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today & experience all that Lake N Golf Estates has to offer!

6775 Brentwood Drive Ne, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188
$119,000
2 Beds ⋅ 1 Baths ⋅ B4902220 MLS
***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

220 King Road, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010
$334,999
4 Beds ⋅ 3 Baths ⋅ TB8491382 MLS
Virtually Staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5444 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
$142,500
2 Beds ⋅ 2 Baths ⋅ P4938221 MLS ⋅ 600 BLDG.
R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .

607 Country Lane Ne Unit 607, Winter Haven

Listing courtesy of FLORIDA HOME CHOICE REALTY. 863-412-2727
$199,900
4 Beds ⋅ 2 Baths ⋅ O6390730 MLS
Under contract-accepting backup offers. Short Sale. Subject to lender approval. Property has sustained prior storm-related damage with documented mold and interior environmental conditions. Due to these conditions, interior access is limited and not suitable for routine showings. Property is being sold AS-IS and will require substantial remediation, including potential structural and electrical work. Access is restricted to serious, qualified buyers and must be coordinated with the listing agent. Property includes leased solar panels. Buyer to verify terms and assume existing lease. Buyer to verify all measurements, square footage, HOA, and property information.

1374 Benevento Drive, Winter Haven

Listing courtesy of FLORIDA REALTY INVESTMENTS. 407-207-2220
$279,000
3 Beds ⋅ 2 Baths ⋅ P4938259 MLS
Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample space, a walk-in closet, and an en-suite bathroom. The additional two bedrooms available for a home office, a guest room, or a personal hobby spa. . Enjoy the resort-style amenities that make this community truly exceptional. The clubhouse serves as a gathering place for residents. The sparkling pool and hot tub invite you to take a refreshing. Bring your boat- ramp available for enjoying Winter Haven’s famous chain-of-lakes.

144 Morning Glory Circle, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
$125,000
2 Beds ⋅ 2 Baths ⋅ P4938247 MLS
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. This home will be sold mostly furnished. If that isn't enough, from the carport area there is a beautiful view of the lake and lakeside amenities. Oakwood Estates is a very active 55+ community offering many amenities including two pools, two clubhouses, miniature golf, tennis courts, shuffleboard and more. You can be as busy as you want, or just sit back and enjoy peaceful Florida living. Visit the Oakwood website for more info on the community and to see the governing docs.

4918 Rosewood Street, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$450,000
4 Beds ⋅ 4 Baths ⋅ L4960608 MLS
Under contract-accepting backup offers. Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout feature is the expansive 480 sq ft detached game room, included in the total living area, complete with a full bathroom and generous closet space—ideal for conversion into a private guest house, in-law suite, or home office. The primary suite boasts a recently renovated en-suite bathroom and direct access to the large screened lanai and pool area, creating a relaxing retreat. Major updates include a roof replacement in 2017. This exceptional property offers space, flexibility, and charm—don’t miss your opportunity to make it yours!

184 Lake Otis Road, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
$259,900
3 Beds ⋅ 2 Baths ⋅ L4960626 MLS
New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

5125 Sylas Jax Avenue, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
$259,499
3 Beds ⋅ 2 Baths ⋅ TB8490938 MLS
Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

6006 Navona Way, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
$279,999
3 Beds ⋅ 2 Baths ⋅ TB8490929 MLS
Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a laundry room located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Our model home is located at 5512 Taverna Loop, Winter Haven, FL 33884. Take I-4 W to exit 55 for US 27-S. Continue on US 27-S then turn right onto Thompson Nursery Road. Continue straight on Eloise Loop Road then turn left onto Rialto Road. Continue straight and our model homes will be on your right. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

6010 Navona Way, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
$819,000
3 Beds ⋅ 3 Baths ⋅ P4938222 MLS
Under contract-accepting backup offers. Rare opportunity to own a direct-waterfront pool home on Lake Mariam, now offered at a reduced price. Set on the shores of Lake Mariam in Winter Haven, this home offers direct lake access, a private dock, and open water views from the backyard. Water views extend through much of the home, including the master bedroom, formal living room, family room, kitchen, and guest bedroom, with beautiful sunsets over the lake each evening. The home features a durable metal roof and owned solar panels, keeping maintenance low and energy costs down year-round. Whether it's coffee by the fireplace, sunset over the lake from the master suite, or an afternoon on the water, the setting delivers the lakefront lifestyle buyers are looking for. The floor plan includes three bedrooms and a spacious bonus room suited for a home office, media room, guest suite, or playroom. The kitchen anchors the home with abundant cabinetry, stainless steel appliances, granite countertops, a center island, breakfast bar seating, glass-front upper cabinets, and recessed lighting, opening into the main living space with water views from the adjoining room. The oversized 2-car garage offers ample storage for vehicles and lake gear. Outside, a private heated pool and spa overlook the water, alongside one of the longest private docks on Lake Mariam, ideal for boating, fishing, water skiing, or kayaking directly from the backyard. Situated on a 0.33-acre lot in Winter Haven's lake corridor, the home is minutes from dining, shopping, and Legoland Florida, with easy I-4 access to Tampa and Orlando. Schedule your private tour today!

1028 S Lake Mariam Drive, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656
$563,900
4 Beds ⋅ 4 Baths ⋅ L4959891 MLS
Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.

2935 Plantation Road, Winter Haven

Listing courtesy of LBJ REALTY AND ASSOCIATES LLC. 863-206-1552
$399,000
4 Beds ⋅ 3 Baths ⋅ O6392519 MLS
Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect setting for everyday living and effortless entertaining. Built with long-lasting quality in mind, homes feature block-on-block construction, architectural shingles, and timeless stucco exteriors. The largest lot in the community. The open floor plan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops, stainless steel appliances, a disposal, and thoughtful layout for everyday meal prep and hosting. The owner's suite includes a spa-style bathroom and walk-in closet; other bedrooms are generous in size and brightness. A dedicated loft space with scenic window views offers the perfect spot for relaxation or a home office. Eco-conscious tenants will appreciate the solar power system, which contributes to energy savings, and a modern security camera system for peace of mind. With a quiet and good-sized lot, perfect to enjoy Florida weather. Inside, integrated smart home technology brings added convenience, comfort, and peace of mind. The community boasts a state-of-the-art, two-story amenity center, an impressive hub for recreation, relaxation, and connection. Residents will also enjoy private boat slips with direct access to Lake Eloise, offering a true Central Florida lifestyle on the water. Harmony at Lake Eloise is where modern living, exceptional amenities, and a connected location come together. Beyond the interiors, residents can enjoy the tranquil surroundings of Lake Eloise, where outdoor activities abound. Whether you prefer strolls along the water or engaging in recreational activities, this community offers a wealth of opportunities to connect with nature. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven Lake Eloise location, offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (publicly discussed development plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals. Discover the harmony of life at Lake Eloise today!

1114 Brimstone Circle, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420
$189,000
2 Beds ⋅ 1 Baths ⋅ OM721475 MLS
Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!

121 Bates Avenue Se, Winter Haven

Listing courtesy of RE/MAX REALTY PLUS. 863-385-0077
$279,900
3 Beds ⋅ 2 Baths ⋅ TB8490344 MLS
Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community! Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today

1629 Nantucket Way, Winter Haven

Listing courtesy of LGI REALTY- FLORIDA, LLC. 904-449-3938
$304,000
3 Beds ⋅ 2 Baths ⋅ P4938216 MLS
**SELLER IS OFFERING UP TO $2500 TO ASSIST BUYER WITH CLOSING COSTS** Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.

3905 Osprey Pointe Circle, Winter Haven

Listing courtesy of STRAIGHT UP REALTY & PM LLC. 863-313-1221
$110,000
2 Beds ⋅ 2 Baths ⋅ L4960495 MLS
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood with a welcoming atmosphere and a beautiful lake view to enjoy. Recent updates include new kitchen and bathroom flooring, new windows, and new interior and exterior doors, along with a roof that is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

4511 Redwood Street, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
$268,000
3 Beds ⋅ 2 Baths ⋅ TB8490278 MLS
Welcome to this beautifully built 2022 new construction home in Winter Haven, FL, offering the perfect blend of modern design, energy efficiency, and affordability — all conveniently located near Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Built by one of Winter Haven’s most recognized affordable builders, J&S Properties, this 3-bedroom, 2-bathroom, 2-car garage home features 1,421 square feet of thoughtfully designed living space with an open-concept floor plan ideal for both everyday living and entertaining. Step inside to find tray ceilings in the living room and primary suite, enhancing the home’s spacious feel, along with LED recessed lighting throughout and abundant natural light. The kitchen is equipped with granite countertops, solid wood soft-close cabinetry, and energy-efficient appliances, combining style with functionality. This home is loaded with upgrades and energy-saving features, including efficient pull-out windows, architectural 30-year shingles, Decora switches, ceiling fans throughout, and window blinds already in place — making it truly move-in ready. Enjoy the benefits of new construction in Central Florida without the wait to build, all in a location that offers easy access to Orlando, Lakeland, Tampa, shopping, dining, and major highways.

1727 Second Street Ne, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$244,900
3 Beds ⋅ 2 Baths ⋅ O6392892 MLS
Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!

357 Squires Grove Drive, Winter Haven

Listing courtesy of CITRAVEST MANAGEMENT LLC. 407-495-4744
$469,000
4 Beds ⋅ 3 Baths ⋅ P4938236 MLS
Under contract-accepting backup offers. Welcome to this immaculately maintained 4-bedroom, 3-bathroom home with a spacious 3-car garage, perfectly situated in the highly desirable Country Club area of Northeast Winter Haven. Located within a gated community, this home offers both privacy and peace of mind. Backing up to an 11-acre jurisdictional wetland, the property provides complete rear privacy with a beautiful natural landscape—no rear neighbors, just serene views and tranquil surroundings. Inside, you’ll find a thoughtfully designed split floor plan with upgraded flooring, modern cabinetry, and stylish countertops throughout. The layout offers both functionality and comfort, ideal for those who love to entertain. Step outside to your private screened back porch retreat and fully fenced yard—perfect for relaxing evenings or weekend gatherings while enjoying the quiet, natural backdrop. This home truly combines luxury, privacy, and location—don’t miss the opportunity to make it yours.

132 Broad Street, Winter Haven

Listing courtesy of VILLAGE REALTY OF WINTER HAVEN. 863-299-6767
$155,000
2 Beds ⋅ 3 Baths ⋅ S5146381 MLS ⋅ 28 BLDG.
Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.

28 Casarena Court, Winter Haven

Listing courtesy of REALTYCITY INC. 863-438-6605
$259,990
3 Beds ⋅ 2 Baths ⋅ S5146164 MLS
Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

3661 Queens Cove Boulevard, Winter Haven

Listing courtesy of AGENT TRUST REALTY CORPORATION. 407-251-0669
$209,900
4 Beds ⋅ 2 Baths ⋅ L4960484 MLS
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
$220,900
3 Beds ⋅ 2 Baths ⋅ O6392455 MLS
Short Sale. **SHORT SALE** BANK APPROVED PRICE** CAN CLOSE QUICKLY*** Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susan's that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long schedule your private showing today!

936 Avenue T Se, Winter Haven

Listing courtesy of NEW HEIGHTS REALTY GROUP. 407-934-0305
$43,000
OM721305 MLS
Vacant land opportunity located in the Winter Haven area of Polk County. This parcel offers 1.01 acre of land with potential for residential use, providing a peaceful setting while still being within reasonable distance to schools, shopping, and major roadways. The property may be suitable for buyers looking to build a home or hold land as an investment in a growing area. All information provided is deemed reliable but not guaranteed. Buyers and buyer’s agents should perform their own due diligence and verify all aspects of the property.

TBD Gerver Dairy Rd, Winter Haven

Listing courtesy of GLOBALWIDE REALTY LLC. 352-456-9788
$315,000
4 Beds ⋅ 2 Baths ⋅ O6392524 MLS
Step into comfort and versatility with this beautifully maintained two-story home featuring 4 spacious bedrooms and 3 full bathrooms, perfect for growing families or those who love extra space. Enjoy peace of mind with a brand-new air conditioning system installed in 2025, ensuring year-round comfort. The home offers a well-designed layout with a spacious walk-in pantry, ideal for keeping your kitchen organized and functional. A mix of laminate, tile, and carpet flooring adds both style and practicality throughout the home. Upstairs, you’ll find a convenient laundry closet, making everyday living even easier. The two-car garage has been partially converted, offering flexible space that can be used as needed while still maintaining storage options. Outside, the ample driveway provides plenty of parking for guests and multiple vehicles. This home combines comfort, functionality, and flexibility, ready for you to make it your own!

231 Haines Boulevard, Winter Haven

Listing courtesy of GIPSTAR REALTY LLC. 954-678-8416
$399,900
3 Beds ⋅ 2 Baths ⋅ L4960449 MLS
Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home, showcasing sleek quartz countertops, a breakfast bar, closet pantry, and durable tile flooring. Retreat to the impressive primary suite, offering a large 17x15 bedroom, walk-in closet, and a spa-like en suite bath complete with soaking tub, walk-in shower, and dual vanities. Thoughtfully designed, the secondary bedroom and bath are handicap accessible with widened doorways for added ease. Enjoy Florida living year-round on the expansive 10x38 screened lanai—perfect for gatherings or quiet evenings. Additional highlights include an interior laundry room with sink, surround sound throughout, plantation shelving with ambient lighting, ceiling fans, irrigation system with separate meter, and a 2-car garage with a high-profile door. Conveniently located near shopping, dining, medical facilities, schools, and Legoland, with easy access to Tampa and Orlando—this exceptional home truly has it all. Don’t miss your opportunity to make it yours!

357 Ruby Lake Loop, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
$268,900
3 Beds ⋅ 2 Baths ⋅ O6391813 MLS
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2775 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$299,000
5 Beds ⋅ 2 Baths ⋅ L4960456 MLS
CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
$269,900
3 Beds ⋅ 2 Baths ⋅ O6392427 MLS
Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

3111 Firebrush Lane, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$258,500
2 Beds ⋅ 2 Baths ⋅ L4960316 MLS
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$325,000
4 Beds ⋅ 2 Baths ⋅ S5146156 MLS
Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880—a beautifully designed ranch-style home offering an airy, open-concept layout centered around a spacious great room and a modern kitchen, perfect for both everyday living and entertaining. The kitchen features quartz countertops, stainless steel appliances, and elegant 42" white upper cabinets, while the bathrooms showcase cultured marble finishes for a clean, polished look. The private primary suite includes a generously sized bedroom, a large en-suite bath, and a walk-in closet. Step outside to enjoy the covered screened in patio—ideal for relaxing or hosting gatherings year-round with the privacy of your fenced in yard!. All appliances included, adds to the home’s move-in ready appeal. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, and entertainment, including nearby grocery stores, local restaurants, and parks. Just a short drive to downtown Winter Haven, you can enjoy the Chain of Lakes, outdoor recreation, and community events. With close proximity to major roadways, commuting to Lakeland, Orlando, and surrounding areas is a breeze.

2849 Cathy Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS ADVANTAGE III. murraycoleman@kw.com
$305,990
5 Beds ⋅ 3 Baths ⋅ O6392165 MLS
Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6457 Domizio Drive, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611
$199,500
L4960331 MLS
Prime commercial opportunity on busy Havendale Blvd in Winter Haven! This ±0.47-acre parcel is fully cleared and ready for development, offering excellent visibility and access along a high-traffic corridor. Zoned for commercial use, this site is ideally positioned next to the Social Security office and a legal firm, with numerous established businesses nearby—making it a strong location for a variety of professional or retail uses. Competitively priced for today’s market, this property presents a rare chance to secure a build-ready site in a highly active commercial area. owners must join "Havendale Shoppes & Offices Owners Assoications Inc." Duke Energy easement present along the property line.

1407 Havendale Boulevard Nw, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$380,000
4 Beds ⋅ 3 Baths ⋅ O6392049 MLS
Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 2.5 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!

1117 Michelangelo Lane, Winter Haven

Listing courtesy of ORANGE SLICE PROPERTIES. 863-632-9765
$336,000
4 Beds ⋅ 3 Baths ⋅ P4938156 MLS
HUGE PRICE REDUCTION! Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring a spacious living area that flows seamlessly into the kitchen and dining area—ideal for entertaining and everyday living. The kitchen is a true centerpiece, showcasing sleek quartz countertops, stainless steel appliances, ample cabinetry, and a large island for gathering. The first floor also includes a convenient bedroom and full bathroom, perfect for guests or a private home office. Upstairs, you’ll find a versatile spacious loft space that can serve as a second living area, media room, or guest retreat. The second floor also features three additional bedrooms, including a generously sized primary suite complete with a walk-in closet and a well-appointed en-suite bathroom. A dedicated laundry room adds convenience to the upper level. This home is equipped with a smart home system, allowing you to control key features with ease and efficiency. The two-car garage provides plenty of storage and parking space. Located in the desirable Harmony at Lake Eloise community, residents enjoy a low HOA of just $30 per month along with excellent amenities including a community swimming pool and sidewalks. Even more exciting, and only a stones throw away the neighborhood is expanding to include a future lakefront clubhouse on Lake Eloise, one of 25 canal connected lakes connected to the world renowned "Winter Haven Chain of Lakes" offering endless fishing, skiing and recreational opportunities. Also future plans include playground, and boat slips on Lake Eloise for homeowners—offering a true Florida lifestyle experience. Don’t miss your opportunity to own this move-in-ready, nearly new home in one of Winter Haven’s premier neighborhoods.

1063 Brimstone Circle, Winter Haven

Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY. 904-853-6386
$125,000
2 Beds ⋅ 2 Baths ⋅ O6391774 MLS ⋅ Berkeley House BLDG.
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven

Listing courtesy of CENTRIC REALTY SERVICES LLC. 407-421-9391
$269,900
3 Beds ⋅ 2 Baths ⋅ O6391726 MLS
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. 2 Spare Bedrooms and an Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2790 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$315,000
4 Beds ⋅ 2 Baths ⋅ O6386883 MLS
Virtually Staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart of Winter Haven. This move-in-ready residence features a functional, open floor plan designed for modern living and effortless entertaining. The bright, airy interior flows seamlessly into versatile living spaces, including a comfortable primary suite and additional bedrooms perfect for a growing family or a dedicated home office. Positioned in a quiet, family-oriented community, this property sits just moments from top-rated schools like Lake Shipp Elementary and the renowned Jewett School of the Arts. Residents enjoy immediate access to the Chain of Lakes for premier boating and fishing, as well as the dining and boutiques of historic downtown Winter Haven. Perfectly situated between Orlando and Tampa, this home provides a high-quality lifestyle and significant appreciation potential without the metropolitan price tag. Schedule your private showing today to discover why 943 Summer Glen Dr is the perfect place to start your next chapter!

943 Summer Glen Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800
$295,990
4 Beds ⋅ 2 Baths ⋅ O6391683 MLS
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce you to the Freeport II this 1498 sqft, 4 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas and Great room and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and the laundry room also includes a Washer and Dryer. With 2 Spare Bedrooms in the Front one in the Middle and an Owners Suite in the Back. The Owners Suite can easily fit a King size bed and has a large Walk-in closet. It also includes a Home Smart System. Come by today! *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2786 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$226,000
3 Beds ⋅ 3 Baths ⋅ O6391663 MLS
Cozy 3-Bed, 3-Bath Home Near Downtown Winter Haven Welcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-bathroom home offers the perfect blend of comfort, convenience, and Florida charm. Just minutes from downtown, you’ll enjoy easy access to local shops, dining, parks, and community events while still coming home to a peaceful, cozy retreat. Step inside to discover a spacious layout designed for both relaxation and connection. Whether you’re hosting gatherings or enjoying quiet evenings in, this home offers plenty of room for your family to grow and make memories. One of the standout perks of this location is the proximity to beautiful Lake Silver. Spend your weekends enjoying water sports, lakeside strolls, or taking in the festive fireworks that light up the sky throughout the year. It’s a lifestyle that blends everyday comfort with a touch of lakeside magic. This home is ready to welcome its new family with open arms—and plenty of space.

221 Avenue L Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 407-333-8088
$329,000
5 Beds ⋅ 3 Baths ⋅ S5145959 MLS
Under contract-accepting backup offers. This 2022-built 'Hayden' model in Squires Grove surpasses new construction, offering five generously sized bedrooms and a flexible open-concept floor plan. The property features a bright, south-facing backyard, ideal for enjoying Florida afternoons, a contemporary kitchen equipped with granite countertops, and the assurance of a low-risk Flood Zone X designation. Avoid the typical waiting period for new construction and transition into this energy-efficient smart home promptly. This residence is perfectly suited for either a primary dwelling or an investment opportunity. We encourage you to schedule an appointment to view the home today.

814 Sun Burst Road, Winter Haven

Listing courtesy of FLORIDA REALTY INVESTMENTS. 407-207-2220
$345,000
4 Beds ⋅ 3 Baths ⋅ S5146036 MLS
Back to the Market! Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a sparking pool on a quiet cul-de-sac with no HOA. Sitting on a generous 0.32-acre lot, this property delivers the space, privacy, and lifestyle buyers are searching for. The main floor features modern updates, an open layout, and a brand-new sliding door (2024) leading to the backyard oasis. Step outside to a large deck overlooking the pool, perfect for entertaining, relaxing, or enjoying Florida evenings. The fully fenced yard includes a farm style barn offering incredible storage, workshop potential, or hobby space. Major improvements have already been completed for you, including foundation work (2024), ensuring long-term stability and peace of mind. This move in ready, feature packed and priced to sell, this is the one you've been waiting for. Property is being sold As-Is.

525 Avenue A Ne, Winter Haven

Listing courtesy of NORKIS & CO REALTY. 407-506-7070
$357,835
3 Beds ⋅ 2 Baths ⋅ W7883981 MLS
Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space upgraded to a study. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

1509 Covey Rise Terrace, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255
$299,900
4 Beds ⋅ 3 Baths ⋅ S5146003 MLS
Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!

5445 Chandler Drive, Winter Haven

Listing courtesy of TRANSCEND REALTY. 407-518-7653
$150,000
3 Beds ⋅ 2 Baths ⋅ B4902213 MLS
Under contract-accepting backup offers. Step inside through the large enclosed foyer—perfect as a welcoming entryway, mudroom, or additional sitting space. The home features a comfortable living room and a well-appointed kitchen with a separate dining area, ideal for everyday living and entertaining. A bonus back room provides flexibility and can easily be used as a home office, hobby room, or additional living space. Enjoy outdoor living on the covered back porch overlooking a fully fenced yard—perfect for pets, gatherings, or simply relaxing in your own private oasis. The property is a true gem for those who love fresh fruit, featuring numerous mature trees including mango, avocado, peach, lemon, and other citrus varieties. Additional highlights include two large storage sheds with electricity already in place, offering excellent space for a workshop, storage, or creative projects. There is also a full RV hookup with electric, water, and septic—perfect for travelers or accommodating guests. This property offers a rare combination of comfort, utility, and outdoor enjoyment. Don’t miss this opportunity to own a home with so much to offer!

120 4th Wahneta Street E, Winter Haven

Listing courtesy of LAND SOUTH REALTY, LLC. 863-937-8867
$2,600,000
P4938049 MLS
Exceptional Multi-Family Investment Opportunity – Winter Haven, Florida Investors take notice! This outstanding income-producing property features five apartment buildings with a total of 17 units, each offering 2 bedrooms and 2 bathrooms. All units are currently leased, providing immediate cash flow and a stable rental history for the new owner. These well-maintained apartments are centrally located in Winter Haven, placing tenants close to major employment centers, medical facilities, shopping, dining, and Central Florida’s world-famous attractions. The strong rental demand in the area makes this an excellent opportunity for investors seeking consistent income and long-term growth potential. With solid occupancy, desirable unit layouts, and a convenient location, this property offers the perfect chance to step into an established rental portfolio with proven performance. Whether you are expanding your investment holdings or entering the multi-family market, this property presents a rare opportunity to own a well-positioned income-producing asset in one of Central Florida’s growing communities.

2300 Cannon Terrace Nw Unit A,B,C,D,E,F, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$239,900
3 Beds ⋅ 2 Baths ⋅ O6390069 MLS
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.

638 Lake Dexter Circle, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869
$430,000
4 Beds ⋅ 2 Baths ⋅ O6380041 MLS
ROOF 2022! Enjoy the HEATED SALTWATER POOL all year in your backyard Oasis. LARGE CORNER LOT (.28 acre). SINGLE STORY HOME. Terranova is a GATED COMMUNITY nestled among the Winter Haven Chain of Lakes. LOW HOA. NO CDD. Screened in patio is great for enjoying the beautiful Florida weather. Fully fenced yard with double door gate so you can pull a small boat inside! SPLIT FLOOR PLAN features the primary bedroom and bathroom on one side of the home and three additional bedrooms and a full bath on the other. High ceilings. BRAND NEW PUBLIX GROCERY STORE less than five minutes away! Walking trail within the community to Chain of Lakes Elementary School. The pool has a child safety fence that can be put up if desired - not photographed. Call to schedule your private showing today.

496 Terranova Street, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$318,900
4 Beds ⋅ 2 Baths ⋅ L4960283 MLS
Pre-Construction. To be built. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

740 Bayside Boulevard, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
$45,000
P4938139 MLS
This vacant lot offers a prime development opportunity in Winter Haven. The property is a 0.35-acre level lot, providing ample space for a residential build in an established neighborhood.

716 Avenue Y Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$245,000
3 Beds ⋅ 2 Baths ⋅ L4960233 MLS
Under contract-accepting backup offers. Welcome to your move-in-ready dream home! This charming 3-bedroom, 2-bathroom split-family residence features a spacious living room serves as the heart of the home, providing a seamless flow into the primary bedroom, which boasts an ensuite bathroom and a walk-in closet for maximum convenience. Just off the living room, you'll find a well-designed kitchen, complete with all major appliances, perfect for meal preparation and entertaining. The adjacent dining room offers direct access to the backyard with no rear neighbors overlooking a ranch, creating an ideal setting for outdoor gatherings or quiet relaxation. For even more living space, family room sits just off the kitchen, providing easy access to the backyard as well, making indoor-outdoor living a breeze. Bedrooms 2 and 3 are thoughtfully tucked away off the family room, sharing a conveniently located full bathroom. The nearby laundry room adds to the home's functional layout, ensuring practicality and ease of living. With its open floor plan and quiet outdoor space, this home is perfect for families seeking both comfort and convenience. Located just minutes from Polk parkway, shopping, grocery stores, and only 20 minutes from LEGOLAND, this home offers everything you need for easy, everyday living. Don't miss your chance to make this beautiful property your own!

3942 Warbler Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
$440,000
4 Beds ⋅ 3 Baths ⋅ P4938096 MLS
Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

1531 Fuji Court, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
$279,900
3 Beds ⋅ 3 Baths ⋅ O6389762 MLS ⋅ Clusters BLDG.
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven

Listing courtesy of KURUVILA REALTY ASSOCIATES LLC. 954-530-9477
$325,000
2 Beds ⋅ 3 Baths ⋅ P4938108 MLS ⋅ Haven Place BLDG.
Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509
$1,100,000
P4938066 MLS
Prime investment opportunity in the expanding Winter Haven area! This 52.52± acre parcel of vacant land offers exceptional potential for future development. The property is currently being used for agricultural purposes, with beautiful grazing pasture and cattle on site, providing wide open space and scenic surroundings. Winter Haven and the surrounding Central Florida region continue to experience significant growth with new residential communities, commercial development, and expanding infrastructure. Its strategic location between Orlando and Tampa has contributed to increasing population growth, new businesses, and rising demand for land and housing in the area. Nearby utilities include electric, water, and sewer, offering convenient access for future improvements. The property is ideally located close to major highways, shopping, dining, and Central Florida attractions, including world-famous theme parks. This property presents an excellent opportunity for developers, investors, or those seeking a large land holding in one of Central Florida’s fastest-growing areas. All dimensions are approximate. Buyers are responsible for verifying all information including zoning, land use, utilities, and flood zone.

3705 High Street, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585
$80,000
O6389618 MLS
Prime Commercial Mix- Use, Vacant Land – Cleared Corner Lot Opportunity! Excellent commercial development opportunity located on a high-traffic road with prime corner lot visibility, offering outstanding exposure for future retail or service-based businesses. Zoned Retail Sales / Service, this parcel is ideal for retail storefronts, professional services, convenience retail, or small business development. The location will be great for Car Wash, Car Dealership, Laundromat, Oil Change Facility and/or Tire Shop. Strategically positioned in a rapidly growing area of Winter Haven, the property benefits from strong traffic flow and easy accessibility, making it an attractive location for businesses seeking visibility and customer access. Surrounded by established neighborhoods, local businesses, and major commuter routes, this site is well-positioned to capture both local residential traffic and pass-through customers. The area continues to experience ongoing commercial and residential growth, creating excellent potential for investors, developers, and owner-users looking to establish a presence in a thriving market.

Martin Luther King Boulevard Ne, Winter Haven

Listing courtesy of HOME WISE REALTY GROUP, INC.. 407-712-2000
$405,900
4 Beds ⋅ 3 Baths ⋅ O6389154 MLS
Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!

4020 Carteret Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS ADVANTAGE III. murraycoleman@kw.com
$274,900
4 Beds ⋅ 2 Baths ⋅ TB8479025 MLS
One or more photo(s) has been virtually staged. Some seller concessions possible. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like the open-concept living areas, big island kitchen with walk-in kitchen pantry. The large master suite with ensuite bath has a large walk in closet. Plenty of natural light brightens your living spaces from the energy efficient windows. All bedrooms are generously sized. Style and comfort welcome you with brand new beautiful, premium style, extra thick, waterproof luxury vinyl plank flooring in all the living areas. Fresh new carpet in all bedrooms. Pretty ceramic tile in wet areas. ROOF 2024! A fresh coat of premium exterior paint has been done and seals the deal for years to come. MOVE IN READY! Come and see this lovely home in the well-maintained Lakes at Lucerne community today!

262 Oleander Street, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283
$170,000
2 Beds ⋅ 2 Baths ⋅ L4960143 MLS
Under contract-accepting backup offers. MOTIVATIED SELLERS!!! MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well maintained 2 Bedroom/ 2 Bathroom Villa that offers a complete update, boasting tasteful renovations throughout. Being sold Fully Furnished! From the kitchen to the bathrooms, flooring to the roof, nearly everything has been thoughtfully upgraded. Step inside to discover new ceramic tile and luxury vinyl flooring that sets a modern tone. The kitchen showcases stainless steel appliances, granite countertops, ample cabinet and countertop space. Retreat to the owner's suite at the back of the villa, offering a beautifully tiled walk-in shower and a generous walk-in closet. Through the great room, step into to enclosed lanai. Updates include: Roof (2020), Electrical Panel (2023), HVAC (2012) & Tankless Hot Water Heater (2018). Residents of this community have access to a refreshing pool, making it perfect for leisurely afternoons. The low HOA fee of $270/month covers water, internet, cable, gas, trash and grounds maintenance, ensuring a hassle-free lifestyle. Conveniently located just a short walk from the picturesque Lake Howard and minutes away from downtown Winter Haven. You'll have easy access to charming shops, delectable restaurants, the historic Ritz Theater, and vibrant events like farmers markets in the park. Don't miss out on the opportunity to make this your new home. Schedule your private showing today and experience the epitome of Florida living!!

345 24th Street Nw Unit 23, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541
$149,900
2 Beds ⋅ 2 Baths ⋅ L4959932 MLS
Major 2026 Updates Make This Home a Standout! Welcome to 6133 Grand Oaks Drive SE in the desirable 55+ community of Garden Grove Oaks, where you own your land and enjoy low HOA fees. This furnished 2-bedroom, 2-bath home offers a bright, open floor plan with spacious living areas and a screened porch to enjoy the Florida lifestyle. The new price reflects extensive improvements completed in July 2026, including a new roof, new A/C system, updated plumbing, and professionally completed foundation work—providing exceptional value and peace of mind. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this move-in-ready home is an outstanding opportunity for year-round or seasonal living.

6133 Grand Oaks Drive Se, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
$287,220
3 Beds ⋅ 2 Baths ⋅ L4960115 MLS
Pre-Construction. To be built. New construction home with 1,486 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

705 Bayside Boulevard, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
$275,000
3 Beds ⋅ 2 Baths ⋅ L4959947 MLS
JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$364,900
5 Beds ⋅ 3 Baths ⋅ TB8484188 MLS
Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home designed for modern living. Conveniently located close to the community playground, this home offers easy access to outdoor fun while maintaining a peaceful setting. As you enter, a long and inviting foyer leads into the heart of the home. The first floor boasts a bright and open family room, perfect for gathering and entertaining. The modern kitchen features a large island, breakfast bar, and brand-new Whirlpool appliances, making meal prep effortless. A guest bedroom and full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master suite is a true retreat, offering plenty of space for a king-sized bed, dresser, and a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for extra storage, and a spacious walk-in closet to keep everything organized. The four additional bedrooms are generously sized, making them perfect for family members or adaptable spaces like a home office, playroom, or hobby room. With three full bathrooms, mornings are stress-free with plenty of space for everyone. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Outside, the covered back patio and covered front porch provide great spots to relax and enjoy the fresh air. Located in the highly sought-after Peach Crossings community, this home is just minutes from top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community Schedule your private tour today!

1790 White Elephant Loop, Winter Haven

Listing courtesy of LGI REALTY- FLORIDA, LLC. 904-449-3938
$280,000
5 Beds ⋅ 3 Baths ⋅ L4960079 MLS
Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

3935 Palazzo Place, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234
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Winter Haven Florida Homes for Sale

Are you looking to buy or sell a home in Winter Haven Florida? Call or Text (239) 880-8850 to schedule a showing on any Winter Haven, FL home for sale or to sell your Winter Haven Florida home! As Realtors specializing in the Winter Haven area, we can take care of all of your Winter Haven FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Winter Haven Florida. We can also help you find distressed properties in Winter Haven including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Winter Haven, we have access to some of the best lenders that service the Winter Haven Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Winter Haven area to help you build your home while building up your credit. If you are going to buy or sell a home in Winter Haven Florida, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Winter Haven, FL area! Displayed are homes for sale in Winter Haven, FL, a city located in Florida. These Winter Haven Listings are updated every 15 minutes from the Winter Haven MLS.