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$295,990
5 Beds 3 Baths O6437016 MLS
Under Construction. Beautiful Corner Lot! The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. 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.

6257 Botticella Boulevard, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

$258,610
5 Beds 12 Baths O6436402 MLS
Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

$429,000
4 Beds 2 Baths S5156261 MLS
Welcome to 344 Ruby Lake Loop, a stunning 4-bedroom, 2-bath home offering 2,215 square feet of living space on a lush 10,411-square-foot lot. Nestled on a quiet street in Ruby Lake, one of Southeast Polk County’s most desirable gated communities, this beautifully renovated home is move-in ready. The triple-split floor plan offers spacious, open living areas with high ceilings, tray ceilings, crown molding, and abundant natural light. The modern open kitchen features granite countertops, wood cabinetry, stainless steel appliances, generous workspace, and an easy flow into the family room—perfect for everyday living and entertaining. The spacious primary suite includes walk-in closets and a large ensuite bathroom. Additional features include ceramic tile and luxury vinyl flooring, generously sized bedrooms, an interior laundry room, a two-car garage, and a covered rear porch overlooking the large backyard. Conveniently located in Southeast Winter Haven near shopping, dining, medical facilities, area lakes, and LEGOLAND Florida Resort. Schedule your private showing today and discover everything this exceptional Ruby Lake home has to offer!

344 Ruby Lake Loop, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

$475,000
3 Beds 2 Baths TB8540976 MLS
Virtually Staged. **Lakefront**Brand New Roof**This true lakefront pool home in southeast Winter Haven features 3 bedrooms, 2 bathrooms, and 2,050 square feet of living space on a 0.46-acre lot with 100 feet of direct frontage on Lake Mariam. The masonry-built residence is situated in the Valencia Wood Hills subdivision and includes a private in-ground pool within a large screened enclosure. The outdoor area includes a screened-in patio and a gorgeous brick paver driveway leading to a 2-car attached garage. The interior features a remodeled kitchen equipped with stainless steel appliances and granite countertops, offering direct lake views. The primary suite and both bathrooms have also been renovated, and new wood flooring has been installed in key areas. The property is conveniently located near shopping, dining, and Legoland. The homeowners association covers road maintenance and architectural oversight. Schedule your showing today!

308 Hernando Road, Winter Haven

Listing courtesy of REDFIN CORPORATION. 813-518-8756

$515,000
4 Beds 3 Baths P4939630 MLS
Welcome Home to Hampton Cove! Welcome to your dream home in Winter Haven! Nestled within the gated community of Hampton Cove, this impressive 4-bedroom, 3-bathroom single-family residence offers 3,024 square feet of spacious living designed with comfort and versatility in mind. Step inside to discover beautiful tile flooring throughout the main living areas, complemented by cozy carpeting in the bedrooms. The thoughtfully designed floor plan includes a separate laundry room for added convenience, along with a versatile bonus/theater room that can easily be transformed into a home theater, game room, office, playroom, or additional living space to fit your family's needs. Step outside and enjoy Florida living at its best on the spacious covered and screened-in patio, perfect for morning coffee, family gatherings, or relaxing after a long day. The fenced-in backyard offers privacy and a great space for family and pets. Located in the heart of Winter Haven, this home provides the peaceful feel of a gated community while keeping you conveniently close to shopping, dining, entertainment, and everyday amenities. With plenty of space, flexibility, and indoor-outdoor living, this Hampton Cove home is ready to welcome its next chapter. Schedule your private showing today and come see why this could be the one you've been waiting for!

230 Broad Street, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

$175,000
3 Beds 2 Baths P4939645 MLS
Welcome to 5872 Red Fox Drive in Winter Haven! This fully updated home sits on two parcels totaling almost one acre, offering spacious grounds, higher elevation, and plenty of room to enjoy the outdoors. Inside, you’ll find generous living spaces, a brand-new A/C system, a Florida room, and plenty of storage throughout. The patio provides an ideal place to relax, entertain, or enjoy Florida’s year-round sunshine. Surrounded by established residential properties on larger lots, this home offers an open neighborhood setting while remaining close to everyday conveniences. Enjoy easy access to shopping, restaurants, medical facilities, and Highway 27. Popular nearby attractions include LEGOLAND Florida Resort, PEPPA PIG Theme Park, downtown Winter Haven, the Chain of Lakes, and Bok Tower Gardens. With nearly an acre across two parcels, updated interiors, spacious indoor and outdoor areas, and a convenient Central Florida location, this property offers space, comfort, and flexibility. Schedule your private showing today!

5872 Red Fox Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$125,000
2 Beds 2 Baths P4939669 MLS Lakeridge Condos BLDG.
Virtually Staged. Virtually staged bedroom. CENTRAL FLORIDA LAKE VIEW CONDO- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. (Slightly younger buyer could possibly get approved.) NEW ENERGY-EFFICIENT WINDOWS IN THIS IMMACULATE, MOVE-IN READY 2 BEDROOM 2 BATH CONDO. WATER HEATER is 2025 & CENTRAL AIR CONDITIONER is a 2020. The kitchen is larger than most condo kitchens & the unit has a total of 1,347 sq. ft. of living area. MONTHLY FEE INCLUDES-WATER, SEWER, CABLE, FIBER OPTIC INTERNET, TRASH REMOVAL, CONDO RESERVES & use of recreational facilities- HEATED POOL, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. All appliances & washer/dryer are included. The 26'x14' great room adjoins the additional FL/bonus room with large storage closet. The 16X14 foot master bedroom easily accommodates a king-size bed & has a walk-in closet & en-suite bathroom with walk-in shower. The 2nd bedroom includes a space-saving drop-down Murphy bed. The 2nd bathroom has a tub/shower combination. The linen closet is near the washer & dryer for convenience. Lakeridge is close to shopping, places of worship, groceries, restaurants, medical offices & hospital. Extra assigned storage on the same floor. Social activities available, if you wish to participate. Lakeridge is well-maintained, well-managed & passed inspections & studies with flying colors. Electric car charger on site for owners use. YOU ONLY HAVE TO PAY FOR YOUR ELECTRICITY HERE, AS EVERYTHING ELSE IS INCLUDED IN THE MONTHLY FEE. ONE SMALL PET MAY BE APPROVED. NON SMOKING PROPERTY. Quick Closing is available. Information believed to be accurate but not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 409, Winter Haven

Listing courtesy of JUDY B CLEAVES PROPERTIES INC. 863-299-5878

$435,000
3 Beds 2 Baths L4964346 MLS
Built in 2023 and situated on 1.59 acres, this 3 bedroom, 2 bath home offers something increasingly hard to find in Winter Haven: a newer home with land, flexibility and NO HOA. Nearly 200 feet of street visibility along Hwy 540 creates a unique opportunity for a small business owner who understands the value of exposure. Imagine the visibility your brand could capture simply by parking your wrapped work vehicle along the road frontage while coming home to your own private retreat. Inside, the split floor plan offers an open and functional layout centered around a spacious kitchen with quartz countertops, a large island and plenty of room for gathering. A newly added statement fireplace wall gives the living area a custom finished feel. The home also features a whole home water filtration system and a dedicated internet line from the provider, ideal for working from home, streaming and staying connected. Large covered front and back porches extend the living space outdoors, while the side entry garage adds to the home's beautiful curb appeal and keeps the front elevation clean and inviting. With 1.59 acres and no HOA, there is plenty of room for boats, RVs, additional vehicles, outdoor toys, trailers or work equipment. The expansive property also offers space to explore future possibilities such as a guest house, mother in law suite or additional dwelling, subject to applicable zoning and permitting. Conveniently located with easy access to major roadways, this property combines accessibility with the freedom and breathing room of acreage. Whether you're looking for space for your family, your toys, your work equipment or simply a little more freedom, 795 Crosstower Drive offers possibilities you won't find in a typical neighborhood.

795 Crosstower Drive, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

$1,399,900
4 Beds 3 Baths L4964316 MLS
Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

$269,900
3 Beds 2 Baths S5155622 MLS
WELCOME TO 2802 SUNSET DRIVE NW IN WINTER HAVEN! NO HOA AND A SPACIOUS LOT. THIS INVITING 3-BEDROOM, 2-BATHROOM HOME OFFERS A WONDERFUL OPPORTUNITY FOR BUYERS LOOKING FOR COMFORT, FUNCTIONALITY, AND A GREAT LOCATION. THE SPACIOUS LAYOUT PROVIDES PLENTY OF ROOM FOR EVERYDAY LIVING AND ENTERTAINING, WITH WELL-APPOINTED BEDROOMS AND TWO FULL BATHROOMS. ENJOY THE FLORIDA LIFESTYLE FROM THIS SPACIOUS LANAI, CONVENIENTLY SITUATED NEAR SHOPPING, DINING, BOAT RAMPS, PARKS, AND AREA ATTRACTIONS. WHETHER YOU ARE A FIRST-TIME BUYER LOOKING FOR A FAMILY HOME OR SEEKING AN INVESTMENT OPPORTUNITY, THIS PROPERTY IS LOCATED ON A DEAD-END STREET. NO HOA AND A PRIME LOCATION, THIS HOME COMBINES COMFORT, CONVENIENCE, AND VALUE. THE SELLERS ARE OFFERING A GENEROUS $10,000 CREDIT TO BE APPLIED TOWARD THE BUYER'S PREPAID EXPENSES AND CLOSING COSTS. THIS INCENTIVE PROVIDES ADDED FLEXIBILITY AND CAN HELP REDUCE OUT-OF-POCKET EXPENSES AT CLOSING, MAKING HOMEOWNERSHIP EVEN MORE ATTAINABLE. SCHEDULE YOUR PRIVATE SHOWING TODAY.

2802 Sunset Drive Nw, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$295,000
4 Beds 3 Baths O6435409 MLS
Priced to Sell! Just installed brand new flooring in the living room and kitchen on the first floor! Carpet was newly installed in 2025. Two story Single Family Home in beautiful DUNDEE STATION community in Winter Haven. This 4 bedroom/2.5 bathroom home features a great open floor plan. As you enter, you are greeted with a spacious living, dining and kitchen area. The kitchen features stainless steel appliances, granite counter tops, breakfast bar/island and large pantry. Half bath is conveniently located next to the living room. Laminate floor on the 1st floor in the common areas and carpet on the 2nd floor. All bedrooms are on the second floor. Nice size master bedroom comes with large walk-in closet. Master Bath has a garden tub, separate walk-in shower, and dual vanity sinks. No washer and dryer. LOW HOA Fee! Close to historic downtown, schools, LEGOLAND/Cypress Gardens Theme Park and shopping. THE PROPERTY IS GREAT FOR PRIMARY USE or INVESTMENT.

1370 Salisbury Drive, Winter Haven

Listing courtesy of RATIO REAL ESTATE, LLC. 305-354-0388

$819,900
4 Beds 3 Baths TB8540975 MLS
Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

9469 Waterford Oaks Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com

$345,000
4 Beds 2 Baths L4964379 MLS
Virtually Staged. Newer home with NO CDD and large yard!!! Welcome home to this beautifully maintained 4 bedroom, 2 bath home offering 1,983 square feet of comfortable living space and modern finishes throughout. Built in 2023, this home features a desirable open split-floor plan designed for both everyday living and entertaining. The spacious kitchen boasts granite countertops, large island, stainless steel appliances, and plenty of room to gather with family and friends. The split-bedroom layout provides privacy for the primary suite while keeping the additional bedrooms conveniently accessible. Step outside to enjoy the large yard and relaxing covered lanai—perfect for morning coffee, outdoor dining, or entertaining. Additional highlights include a 2-car garage, new carpet, and no CDD. With its modern construction, spacious layout, and move-in-ready appeal, this home is a must-see!

1425 Engelberg Street, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$310,000
4 Beds 2 Baths O6434394 MLS
3D tour available! Welcome to this spacious 4-bedroom, 2-bath single-family home in the Lake Smart Estates community of Winter Haven. With an open-concept layout and 1,842 square feet of living space, the home offers plenty of room for everyday living and entertaining. Major updates provide added peace of mind, including a new roof in 2026, new A/C in 2024, and brand-new appliances in 2026. The kitchen offers generous cabinet and counter space and opens directly to the main living and dining areas. The primary suite features a walk-in closet and private bathroom with dual sinks and a spacious shower. An interior laundry room and attached two-car garage add everyday convenience. One of the property's biggest highlights is the oversized lot, one of the largest in the community. The expansive backyard provides exceptional outdoor space with plenty of possibilities for entertaining, play areas, gardening, or creating your own Florida outdoor retreat. Lake Smart Estates offers community amenities including a swimming pool, dock, gazebo, and water access. Golf enthusiasts will appreciate having Willowbrook Golf Course just minutes away, a public 18-hole course offering a driving range, putting green, chipping areas, and practice facilities. Conveniently located near US-17, the home provides easy access to Downtown Winter Haven, shopping, restaurants, schools, Polk State College, and everyday services. With four bedrooms, significant recent upgrades, an oversized yard, community amenities, and golf nearby, this move-in-ready home offers an excellent combination of indoor and outdoor space in a convenient Winter Haven location.

3695 Julius Estates Boulevard, Winter Haven

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

$355,000
4 Beds 3 Baths L4964251 MLS
PRICE IMPROVEMENT! SELLER HIGHLY MOTIVATED! BEST VALUE IN EAGLE LANDING! Welcome to this beautiful 2022-built home in the desirable Eagle Landing community of Winter Haven, conveniently located just minutes from LEGOLAND Florida and ideally positioned between Tampa and Orlando. Offering approximately 2,300 square feet of living space, this move-in-ready home features a spacious open-concept floor plan designed for comfortable everyday living and entertaining. The modern kitchen flows seamlessly into the main living areas, creating a bright and inviting space. Enjoy Florida living from the screened-in porch overlooking the private, fully vinyl-fenced backyard. Additional features include durable block construction, architectural shingle roof, modern stucco exterior, and a LOW HOA. Whether you're looking for a primary residence, vacation home, or investment property, this home offers an excellent combination of location, size, condition, and value. Offered at $355,000 with a highly motivated seller. Easy to show—schedule your private showing today!

662 Eagle Landing Boulevard, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

$139,900
2 Beds 2 Baths P4939620 MLS Winter Ridge Condo BLDG.
MUST SEE! Discover the perfect blend of comfort, convenience, and Florida lifestyle in this beautifully maintained 2-bedroom, 2-bathroom unit in the desirable Winter Ridge Condominium Community. Featuring new laminate flooring throughout the living areas and bedrooms, fresh paint, updated baseboards, and A/C, this move-in-ready home offers a clean, modern feel with no carpet. The open-concept layout is thoughtfully designed to maximize every square foot, creating a spacious and inviting atmosphere for everyday living or entertaining. The property also includes two dedicated parking spaces, providing added convenience for residents and guests. Enjoy resort-style community amenities including a heated pool, clubhouse, chain-of-lakes access, boat dock, and boat slips, making it easy to embrace the best of Central Florida living. The HOA includes exterior and grounds maintenance as well as trash service, helping simplify ownership and enhance the property's appeal for both homeowners and investors. Conveniently located just minutes from downtown amenities, Legoland, shopping, dining, and entertainment, this property offers an excellent opportunity for a primary residence, second home, or income-producing investment. Seller or private financing available with an easy and fast approval process and just 20% down! Don't miss this exceptional opportunity schedule your showing today before it's gone!

244 Winter Ridge Boulevard Unit 244, Winter Haven

Listing courtesy of HUT REALTY, LLC. 407-559-2929

$430,000
3 Beds 2 Baths L4964337 MLS
Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!

280 Santa Rosa Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$299,990
4 Beds 2 Baths S5155776 MLS
Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway and backyard. The property also includes a Newer Shingle Roof (2026), Newer A/C (2025) and newer LVP flooring (2026). Inside, the living area offers two living room areas with high ceilings, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

5641 Royal Hills Drive, Winter Haven

Listing courtesy of FLORIDA SPIRIT HOMES. 407-396-4441

$178,500
2 Beds 2 Baths O6433957 MLS 2007 BLDG.
Welcome to resort-style living in the heart of Winter Haven! This charming 2-bedroom, 2-bath condo/Townhouse offers the perfect combination of comfort, convenience, and an incredible community lifestyle. Located inside a desirable gated community, residents enjoy an impressive selection of amenities including a sparkling community pool, clubhouse, boat ramp with access to Lake Winterset and the Chain of Lakes, tennis and pickleball courts, and more. The location is hard to beat! Just minutes from LEGOLAND Florida, approximately 5 minutes from US Highway 27, and conveniently close to grocery stores, shopping, dining, and some of Winter Haven's hidden-gem local restaurants. Whether you're looking for a full-time residence, a Florida getaway, or a low-maintenance home in a vibrant community, this property offers an exceptional opportunity. Come experience the relaxed Florida lifestyle, recreational amenities, and convenient location that make this community such a special place to call home. Schedule your private showing today!

2007 Garden Lake Drive Unit 2007, Winter Haven

Listing courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC. 407-861-8009

$425,000
4 Beds 3 Baths P4939591 MLS
ON THE GOLF COURSE IN THE BEAUTIFUL & GATED COMMUNITY OF CYPRESSWOOD GOLF & COUNTRY CLUB!!! Recently remodeled, open, spacious & ready to move in! Enjoy the Cypresswood Country Club lifestyle, including an active clubhouse, junior Olympic size pool, pickle ball courts, tennis, golf and a great restaurant with bar! When you're not enjoying all of the amenities, take a walk or ride your bike on the quiet, tree-lined streets throughout the community! This is a one-of-a-kind, two-story classic home on an extra-large lot, so plenty of room for a swimming pool!!! No rear neighbors, just Florida nature and golf in your backyard! Great place for socializing, family gathering and just lots of relaxing! You can park a dozen cars in your driveway and room to park your fishing boat or up to 6 cars in your garage! The oversized garages come complete with a "golf cart" garage in the rear of the home. Freshly remodeled by Bill Reed Construction, the updates include a freshly painted & neutral color scheme and luxury vinyl flooring throughout. You'll enjoy the golf-course views in the updated kitchen with granite tops and GE appliances. The open & bright kitchen nook area has sliding glass doors, and the family room is adjacent as well as a spacious dining room with lots of windows to enjoy! There is a separate living room with glass sliding doors to the oversized screened lanai and features a brick wood-burning fireplace creating a cozy area with lots of "flex" space. Room for all with 4 bedrooms and the primary suite boasts a walk-in closet, built-ins, dual sinks and a modern barn door. Three of the bedrooms are on the second floor. Mature landscaping and shade trees make perfect areas for enjoying the outdoor beauty and watching golf. Cypresswood is just minutes to Highway 27, great shopping, medical and the new Publix. Right in the heart of Central Florida with a "Chain of Lakes" for boating, fishing and a great "foodie" scene in the charming downtown district. This property has so much for your family to enjoy!!! Call today to schedule your private tour!

300 Greenfield Road, Winter Haven

Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC. 863-604-1601

$320,000
3 Beds 2 Baths L4964270 MLS
NEARLY NEW WITHOUT THE WAIT—AND NO HOA! Built in 2024 by premiere builder WCM Construction, and only briefly lived in, this 3-bedroom, 2-bath home offers the benefits of newer construction without having to wait for a home to be built. Situated on an oversized approximately .28-acre lot, the property also features a large fenced backyard, giving you plenty of room for pets, play, entertaining, gardening or simply enjoying your own outdoor space. Inside, the home offers a clean, modern feel with wood-grain tile flooring throughout—no carpet—Level 3 granite countertops in the kitchen and bathrooms, quality cabinetry and upgraded appliances. The open layout makes excellent use of the space while the attached garage provides additional convenience and storage. One of the biggest advantages is what you won't find here—NO HOA, giving you greater flexibility without monthly association dues or community restrictions. Located in southwest Winter Haven, this home offers convenient access to major roadways and makes commuting throughout Polk County easy. Winter Haven, Bartow, Lakeland and surrounding areas are all within easy reach, while shopping, dining, schools and everyday conveniences are just a short drive away. If you've been considering new construction but don't want the added expense, construction timeline or HOA commonly associated with newer homes, 6631 Thornhill Road offers an excellent alternative—a nearly new home, generous fenced yard and no HOA. Schedule your private showing and see why this one deserves a closer look!

6631 Thornhill Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$369,900
3 Beds 2 Baths TB8538203 MLS
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven

Listing courtesy of LISTED SIMPLY. 800-995-5879

$369,900
4 Beds 3 Baths TB8537697 MLS
Welcome to 3035 Buckeye Point Drive, a beautifully refreshed pool home located in the desirable Buckeye Pointe community of Winter Haven. Offering 4 bedrooms, 3 bathrooms, and approximately 2,070 square feet of living space, this spacious home combines a functional layout, modern updates, and the Florida lifestyle buyers are looking for. The home has been freshly repainted inside and out, featuring a modern light gray exterior with crisp trim and a refreshed interior with light gray walls and bright trim throughout. The fresh finishes create a clean, updated, and move-in-ready feel from the moment you arrive. Inside, you'll find high ceilings and a spacious floor plan with plenty of room for everyday living, entertaining, family, and guests. Step outside to your private screened-in pool and enjoy your own backyard retreat—perfect for relaxing, entertaining, or enjoying Florida weather year-round. Located in Winter Haven, Buckeye Pointe offers convenient access to shopping, dining, schools, medical facilities, recreation, and major roadways connecting you throughout Central Florida. Whether you're looking for a primary residence, vacation home, or investment opportunity, this updated 4-bedroom, 3-bath pool home offers an excellent combination of space, comfort, location, and value. Don't miss the opportunity to make 3035 Buckeye Point Drive your own!

3035 Buckeye Pointe Drive, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$198,900
2 Beds 2 Baths P4939570 MLS
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000

$315,000
4 Beds 3 Baths O6432281 MLS
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven

Listing courtesy of KELLER WILLIAMS CLASSIC. murraycoleman@kw.com

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