Winter Haven Florida Homes for Sale - Search All Homes & Real Estate for Sale in Winter Haven Florida

Virtually Staged. Welcome to 321 Alexzander Way, a spacious, well apportioned home in the heart of Winter Haven! This location is central to Tampa and Orlando along with a very short drive to attractions such as Legoland. Built in 2021, this home boasts new sleek vinyl flooring in living areas, new carpet in bedrooms, new quartz countertops in the kitchen and fresh paint. 5 full bedrooms and 3 full baths, including a full bed/bath on the first floor for privacy or guests. Don't miss out on one of the few opportunities for a truly move-in ready home in this price point.

321 Alexzander Way, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ O6416559 MLS

Updated Pricing!! Large lot!! Welcome to this beautifully maintained home on a generously sized lot in Winter Haven, where thoughtful upgrades and functional spaces make everyday living even better. Inside, you'll find an open, inviting floor plan with spacious living areas, an oversized ceiling fan in the family room, and a well-appointed kitchen featuring granite countertops, abundant cabinetry, and plenty of prep space. The spacious primary suite offers dual vanities, a walk-in shower, and a relaxing retreat at the end of the day. One of the standout features is the finished garage, complete with durable epoxy flooring and its own mini-split A/C system, creating the perfect climate-controlled space for a home gym, workshop, hobby room, or additional entertaining area. The home also includes a whole-home water softener with UV light, pre-wiring for security cameras, and other thoughtful upgrades throughout. Step outside to the large screened-in porch with two ceiling fans and a hot tub, offering the perfect place to unwind or entertain while enjoying the Florida lifestyle year-round. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home combines comfort, versatility, and exceptional value.

232 Lake Lucerne Way, Winter Haven

$255,000

3 Beds ⋅ 2 Baths ⋅ O6420480 MLS

A 55+ resort style, guarded and gated community, plus incredible value make this home a MUST SEE! Welcome to a well maintained, bright and cheery 3 bedroom, 2 bathroom home. The entryway welcomes you with a soaring ceiling and gorgeous chandelier, and the home flows easily into a spacious kitchen and living and dining areas. Enjoy the lush yard and inviting screened-in outdoor living space- perfect for entertaining. Living here just might feel like living on a permanent vacation! Visit the two golf courses, clubhouse, movie theater room, bowling, rooms for cards, crafts, and billiards, a fitness center, and sparkling outdoor and indoor pools, sauna, indoor basketball and racquetball courts, bocce ball, pickleball, tennis courts, and a fenced dog park. Come make this home your own and be part of this vibrant community!

5308 Green Drive, Winter Haven

$120,000

2 Beds ⋅ 2 Baths ⋅ P4939139 MLS

Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many activities and amenities including 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf and bocci ball. Make your appointment to see this lovely home today!!

4242 Cedarwood Street, Winter Haven

$449,900

3 Beds ⋅ 2 Baths ⋅ L4963110 MLS

WELCOME to the lifestyle you've been dreaming of in the premier 55+ community of Lake Ashton! This Stunning Designer residence offers the perfect blend of elegance, comfort, and resort-style living with 3 spacious bedrooms, 2 beautifully appointed baths, plus a private den/office in a desirable split-bedroom floor plan. The heart of the home is the spectacular open-concept kitchen, featuring upgraded all-wood raised-panel cabinetry, gleaming granite countertops, stainless steel appliances, abundant storage, and a large breakfast bar overlooking the expansive living and dining areas. Gorgeous tile flooring flows throughout the main living spaces, while plush carpeting adds warmth and comfort to the bedrooms. Natural light fills every room through an abundance of windows, creating a bright and inviting atmosphere. Step through the sliding glass doors onto the screened veranda, where you can relax with your morning coffee or evening cocktail while enjoying peaceful pond views and Florida's beautiful sunsets. The luxurious owner's suite is a private retreat featuring an incredible spa-inspired bath with dual granite vanities, upgraded wood cabinetry, and a spectacular walk-through fully tiled shower designed for both beauty and convenience. Enjoy the pocket doors throughout the house. This house has so many Designer Upgrades, its difficult to list all of them. Life at Lake Ashton is second to none, offering two private golf courses, three pristine natural lakes, two magnificent clubhouses, indoor and outdoor resort-style swimming pools (including a relaxing hot tub), two state-of-the-art fitness centers, racquetball, basketball, tennis, pickleball, scenic walking trails winding throughout the golf course, and the convenience of a golf cart-friendly community. Enjoy dining at the restaurant overlooking the golf course, meet friends for endless social activities and entertainment, and experience the vibrant, active lifestyle you've always imagined. This home has solar panels that will save on your electric bills for years to come. Don't miss this exceptional opportunity to own one of Lake Ashton's most BEAUTIFUL DESIGNER HOMES. Schedule your private showing today and be the first to call this extraordinary residence HOME!

1061 Sawgrass Drive, Winter Haven

$679,900

4 Beds ⋅ 3 Baths ⋅ L4963085 MLS

Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from shopping, dining, and everyday amenities in Winter Haven. With no HOA, no deed restrictions, and no CDD fees, this property provides exceptional versatility and is zoned for horses, creating opportunities for a variety of lifestyle and recreational uses. The home offers 3,155 square feet of living space, featuring a welcoming living room with a brick fireplace, an expansive 23' x 19' family room, and a flexible floor plan designed to accommodate today's needs. The formal dining room, highlighted by a beautiful bay window, can easily serve as a home office, hobby space, or additional living area. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive garage facilities, including a three-bay 57' x 31' detached garage with workshop and one bay is a drive-through, along with a spacious two-car attached garage. There is ample room for recreational vehicles, boats, equipment, and additional parking. Numerous updates provide added value and peace of mind, including * Roof replaced in 2021 * Exterior painted in 2024 * New garage door in 2024 * New refrigerator in 2025 * Microwave replaced in 2019 * Two water heaters (2019 and 2025) * Two HVAC systems, including one new unit installed in 2025 and the 2nd unit is 2010 * Brand-new mini-split system added to the family room as a 3rd unit. Offering a unique blend of acreage, functionality, and convenient access to downtown Winter Haven—approximately a 10-minute drive—this exceptional property is ready for its next owner. Schedule your private showing today and discover all the possibilities this remarkable home has.

815 Lake Ned Road, Winter Haven

$235,000

3 Beds ⋅ 2 Baths ⋅ P4939176 MLS

The property you are inquiring about is located in Winter Haven, FL, in the Planters Walk area of SE Polk County. This is a lovely home nestled in the Garden Grove South area featuring 3 bedrooms, 2 bathrooms, open family, kitchen, dining area and separated bedrooms. The home has new updates to include new laminate flooring. Approximately 1,300 sq.ft. living, and a two-car garage. Call, text, or email to see it today.

406 Saint Anns Drive, Winter Haven

$230,000

3 Beds ⋅ 1 Baths ⋅ O6420432 MLS

Virtually Staged. 3129 Avenue W NW is a residence with a functional layout and modern finishes throughout. Clean interior finishes and updated flooring carry through the home, creating a well-maintained aesthetic throughout. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

3129 Avenue W Nw, Winter Haven

$199,000

2 Beds ⋅ 2 Baths ⋅ TB8522413 MLS

Turn-key elegance in one of Winter Haven’s 55+ community! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel. This smokefree, move-in ready 2BR/2BA residence delivers the perfect balance of relaxation and functionality. You will love the attached neighbors. The heart of the home features a bright, open-concept living/dining area flowing into a kitchen with abundant cabinetry and appliances. Guests appreciate the split-bedroom layout, while the owner enjoys a serene suite with a large walk-in shower. Bonus space includes a flexible rear den—ideal for a library/hobby room. Truly low-maintenance living: the low $165/mo. One year whole house warranty. HOA covers your roof replacement, exterior painting, and lawn care! Spend your days exploring local dining, shopping, and Legoland, or travel easily via nearby Orlando and Tampa airports. Schedule a showing today! Move right in and enjoy! Room sizes are approximate. Buyer's agent to check HOA requirements. Attached to MLS. 5 unit building.

1525 Oakview Circle Se, Winter Haven

$359,900

3 Beds ⋅ 2 Baths ⋅ K4903596 MLS

Virtually Staged. Pool pump replaced in 2026, hot water tank and HVAC unit 5 years old, 10 year old roof! Welcome home to this well-maintained 3-bedroom, 2-bath plan offering 1,666 square feet living on over a 1/2 acre of land, and no HOA!!! The desirable split floor plan provides privacy and functionality, while the spacious living area is perfect for everyday living and entertaining. The kitchen comes complete with all appliances, indoor central vacuum system, and the home includes a security camera system for added peace of mind. Step outside to enjoy the large screened lanai overlooking a sparkling in-ground saltwater pool, complete with a solar heating system to extend your swimming season. Bring all your toys-there is plenty of parking, including a large camper/RV carport 29x11 and an additional storage shed. The fully fenced backyard offers privacy and ample space for pets, outdoor activities, and family gatherings. Conveniently located and move-in ready, this property combines comfort, flexibility, and outdoor enjoyment without the added expense of HOA fees. Schedule your private showing today!

122 Quailwood Drive, Winter Haven

$314,900

4 Beds ⋅ 2 Baths ⋅ O6420366 MLS

Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *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.*

1738 Hummingbird Road, Winter Haven

$318,900

4 Beds ⋅ 2 Baths ⋅ O6420357 MLS

Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Harmony at Lake Eloise, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Harmony at Lake Eloise. *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.*

2519 Sage Valley Way, Winter Haven

$1,050,000

5 Beds ⋅ 4 Baths ⋅ P4939113 MLS

5 BEDROOM 4 BATH POOL HOME ON 5 ACRES WITH AN IN-LAW SUITE!!! Built by custom home builder Bill Reed, this residence is full of beautiful detail and remarkable finishes. Features include: over 3600sqft of living area, towering ceiling heights, spacious great room, formal living/den/office space, open kitchen with GAS, walk in pantry, butler's pantry, a poured safe room, a mud room, separate 1BR/1BA guest quarters above the garage, 3 car garage, private 1/4 acre pond, gorgeous crown molding, new pool and hot tub, new outdoor kitchen with brand new grill, covered outdoor seating, primary suite downstairs, metal roof, massive front porch, fire pit, gazebo, expansive utility room, NO CARPET, and the list goes on! Nestled amongst towering oaks on a secluded 5 acre parcel adjacent to the Country Club of Winter Haven and a tranquil natural creek - privacy is guaranteed! Want an out building or guest house? There is plenty of room to make that happen! This one of a kind home is conveniently located close to Winter Haven Country Club, 3 miles from Hwy 27 for easy access to Interstate 4, and just minutes to downtown Winter Haven. The pictures speak for themselves and this residence is even more impressive in person. Schedule your showing today to see one of Winter Haven’s most unique properties!

1645 Crump Road, Winter Haven

$254,900

3 Beds ⋅ 3 Baths ⋅ O6420341 MLS ⋅ 48 BLDG.

Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,673 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. Enjoy seamless indoor-outdoor living with a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms offer flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides a sophisticated urban lifestyle in a desirable location. Contact us today and find your home at Harmony at Lake Eloise.

2711 Gladiola Road, Winter Haven

$300,000

4 Beds ⋅ 3 Baths ⋅ TB8523412 MLS

**WELCOME TO CRESCENT VIEW – SPACIOUS LIVING IN A PRIME WINTER HAVEN LOCATION!** Perfectly positioned in the desirable Crescent View community, this beautifully maintained 4-bedroom, 3-bath home with a 2-car garage offers the ideal combination of comfort, space, and convenience. Built in 2008 and featuring soaring ceilings, an open-concept layout, and abundant natural light, this home is designed for both everyday living and effortless entertaining. The spacious kitchen overlooks the expansive living and dining areas and offers abundant cabinetry, granite countertops, a breakfast bar, pantry, and plenty of prep space for family gatherings. The split-bedroom floor plan provides privacy for the generously sized primary suite, complete with a large walk-in closet, dual vanity, garden tub, and separate walk-in shower. Three additional bedrooms and two full guest baths provide flexible space for family, guests, or a home office. One of the home's standout features is the oversized all-weather enclosed porch, added in 2014, creating an incredible year-round living space perfect for relaxing, entertaining, or enjoying Florida's beautiful weather regardless of the season. Step outside to the fully fenced backyard with plenty of room for pets, play, or future outdoor amenities. Families will appreciate the unbeatable location—**just a short walk to highly regarded Chain of Lakes Elementary School**—while enjoying the benefits of a friendly neighborhood with a **low HOA**. Conveniently located near shopping, dining, medical facilities, parks, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything Central Florida has to offer. **Notable Features & Updates:** * 4 Bedrooms | 3 Full Bathrooms * 2-Car Garage * Built in 2008 * Open-concept floor plan with soaring ceilings * Spacious kitchen with granite countertops, breakfast bar, pantry, and abundant cabinetry * Private primary suite with walk-in closet, garden tub, dual vanities, and separate shower * Split-bedroom layout * Oversized all-weather enclosed porch (added 2014) * Fully fenced backyard * **New roof (2018)** * Low HOA fees * Walking distance to Chain of Lakes Elementary School * Convenient access to shopping, restaurants, parks, and Winter Haven's famous Chain of Lakes Don't miss this exceptional opportunity to own a spacious move-in-ready home in one of Winter Haven's most convenient neighborhoods!

6549 Crescent Loop, Winter Haven

$320,000

5 Beds ⋅ 3 Baths ⋅ S5152488 MLS

Excellent investment opportunity in Winter Haven, one of Central Florida’s growing residential markets, known for its family-friendly lifestyle, beautiful lakes, peaceful atmosphere, and strategic location approximately one hour from Tampa and one hour from Orlando. The property is also just minutes from LEGOLAND Florida Resort, adding even more value to the area’s appeal for both residents and investors seeking strong rental demand. Located in a comfortable and well-connected residential community, this property represents an opportunity you do not want to miss: it is currently rented, allowing the next owner to step into an income-producing asset from day one. The home offers a modern and functional design with an open-concept layout, a bright great room that flows into the dining area, and a contemporary kitchen featuring stainless steel appliances, sleek cabinetry, and generous counter space. The laundry room is conveniently located on the first floor, adding everyday comfort and practicality. Upstairs, the home features a versatile loft ideal for a home office, entertainment area, or additional family space, along with spacious bedrooms and a private primary suite with an ensuite bathroom and walk-in closet. The private backyard adds lifestyle value for future occupants, offering the perfect space to enjoy Florida’s outdoor living. The seller is motivated and open to considering strong offers, making this property an excellent option for investors looking for location, growth, rental appeal, and income potential in one of Central Florida’s expanding markets.

1454 Austin St, Winter Haven

$94,900

2 Beds ⋅ 1 Baths ⋅ TB8523172 MLS

Under contract-accepting backup offers. Calling all investors, flippers, landlords, and buyers looking for an affordable property with room to add value. Home was previously rented at $1150 in the current condition and could easily bring in $1450 with completed renovations. NO SIGHT UNSEEN OFFERS!!! Situated on a generously sized lot shaded by mature trees, this charming bungalow-style home is full of potential and ready for its next chapter. As you arrive, you'll appreciate the spacious lot, long driveway, and inviting covered front porch that adds to the home's timeless appeal. A major improvement has already been completed with a newer roof installed in 2026 featuring hurricane clips, along with a newer water heater, which may help reduce homeowners insurance costs. The seller is also including three brand-new window A/C units (see photos). Inside, you'll find a functional layout featuring a living area, eat-in kitchen, two bedrooms, and one bathroom. The home offers a solid foundation for renovations and personal touches, providing an excellent opportunity to create value and maximize its potential. The home will require a new kitchen , bath, flooring, and cosmetic work. One of the property's standout features is the expansive backyard, offering plenty of room for gardening, entertaining, pets, storage, or future improvements. Large lots like this are becoming increasingly difficult to find at this price point. The lot is also mostly fenced. The property is being sold as-is and will require repairs and updates. Located just minutes from Winter Haven's Chain of Lakes, shopping, restaurants, medical facilities, parks, downtown Winter Haven, and major transportation routes, this property provides easy access to everything Central Florida has to offer.

1496 33rd Street Nw, Winter Haven

$355,000

3 Beds ⋅ 2 Baths ⋅ P4939102 MLS

Welcome to 5337 Hogan Lane, Winter Haven, Florida 33884. This home for sale in Lake Ashton is located behind the secure gates of Lake Ashton, a Premier, Florida 55 Plus Community. This Biscayne Floor Plan home offers 1,833 sq. ft. living area, a covered and screened lanai, concrete pad in the back of the home and a paver driveway and paver walkway from the driveway to the side garage door. 5337 Hogan Lane is ideally situated on a premium lot with peaceful water view and no rear neighbors. From the moment you arrive, the home’s curb appeal stands out with well maintained and mature landscape. The poured curbing and stone in the landscaped areas will catch your attention. Inside, the bright open floor plan is spacious and inviting, with triple sliding glass doors in the Living Room and Double Sliding Glass doors in the Dinette Area. The sliders provide access to the screened/covered lanai—perfect for relaxing and enjoying the tranquil water views year-round. The sought-after floor plan features a beautifully designed kitchen with 42” cabinetry with Moulding, Corian countertops, Under-cabinet lighting, Tiled backsplash, Breakfast bar seating, Wine Rack holder, and a window over the sink. There is also a window in the dinette area that allows natural light to fill the space. The primary suite offers serene pond views and includes an En-Suite bath with His and Her Vanities, 2 walk in closets, a soaking tub, and a separate room that includes a walk in shower with glass door enclosure, toilet and linen closet. A pocket door provides privacy between the Vanity and Shower areas. The guest bedroom and bath are located on the front of the home. A pocket door provides privacy for your overnight guests. The Flex Room has double doors that provide separation from the Living Room. The Flex Room is currently being used as a bedroom with twin beds and desk. It could easily be used as a Craft Room, too. Tile flooring runs throughout the main living areas for easy maintenance, while the bedrooms have comfortable carpeting. The laundry room is conveniently located off the kitchen and includes a solar tube and storage cabinetry. The garage offers a wash sink, Epoxy coating on the garage floor, the garage door has glass inserts, and a side door. Updates in this home include: A/C (2022), Water Heater (2019). Lake Ashton offers resort-style living with two 24-hour manned gatehouses, two clubhouses, heated indoor and outdoor pools, an indoor lap pool, fitness center, two championship 18-hole golf courses, pro shop, movie theater, bowling alley, billiards room, card rooms, arts and crafts studio, ballroom, three dog parks, and RV and boat storage. Schedule your private tour today.

5337 Hogan Lane, Winter Haven

$289,490

5 Beds ⋅ 3 Baths ⋅ O6419902 MLS

Under Construction. 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.

6213 Botticella Boulevard, Winter Haven

$315,000

4 Beds ⋅ 2 Baths ⋅ TB8523082 MLS

Short Sale. Short Sale: roomy single-story residence crafted for ease and elegance. Its 4-bedroom design boasts an open-concept kitchen, dining, and family area perfect for gatherings and daily life. The sleek kitchen includes granite counters, stainless appliances, and premium cabinetry. Three bedrooms sit upfront, with the secluded primary suite featuring a walk-in closet and luxurious bath. Relax on the covered patio off the family room. This energy-efficient home with 2-car garage combines function and appeal.

3530 Evening Star Drive, Winter Haven

$345,990

5 Beds ⋅ 3 Baths ⋅ G5114258 MLS

Virtually Staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!

312 Meredith Boulevard, Winter Haven

$254,900

3 Beds ⋅ 2 Baths ⋅ L4962850 MLS

Under contract-accepting backup offers. Move-In Ready with Major Updates! Welcome home to this beautifully refreshed 3-bedroom, 2-bath, 2-car garage residence offering over 1,700 square feet of comfortable living space in the heart of Winter Haven. Featuring a NEW ROOF, a NEW HVAC SYSTEM, and stylish interior finishes throughout, this home is ready for its next owner to move right in! Inside, you'll find a spacious open living and dining area that's perfect for entertaining family and friends or simply relaxing at home. The bright and inviting sunroom provides the perfect flex space for a home office, reading nook, playroom, or additional living area while overlooking the backyard. Step outside to enjoy the screened-in back porch—an ideal spot for morning coffee or evening relaxation. The backyard also includes a storage shed, providing plenty of room for tools, lawn equipment, or hobbies. Conveniently located near shopping, dining, schools, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers an excellent opportunity for first-time buyers, seasonal residents, or investors alike.

4622 Cypress Gardens Road, Winter Haven

$350,000

4 Beds ⋅ 2 Baths ⋅ O6419370 MLS

Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spacious layout, and private pool. The home's generous floor plan provides multiple living areas and ample space for everyday living, entertaining, or accommodating a variety of household needs. Based on available information and photographs, the property appears to be in generally good cosmetic condition. The home offers an opportunity for buyers seeking a larger residence with a functional layout and desirable outdoor living features. The property includes a screened lanai and pool area; however, buyers are encouraged to independently verify the condition and functionality of the pool and all related equipment. Conveniently located near shopping, dining, schools, and other area amenities, this property combines size, location, and potential in today's market. Buyers are encouraged to conduct thorough inspections and verify the condition and functionality of all systems, components, and improvements. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a s

302 Sterling Drive, Winter Haven

$239,900

3 Beds ⋅ 2 Baths ⋅ S5152271 MLS

Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located this home won't last long! Near hospital, shopping and restaurants. Schedule your private showing today and make this Winter Haven treasure your own.

622 Crystals Boulevard, Winter Haven

$179,000

L4962996 MLS

Rare development opportunity in the heart of Winter Haven's Urban Core. This corner parcel is zoned R-4 and designated Primary Mixed Use Hub (PMUH), placing it within one of the city's most flexible and growth-oriented future land use districts. According to the City of Winter Haven zoning and future land use maps, the property allows for a variety of residential development opportunities including apartments, condominiums, townhomes, and single-family residences. The site benefits from Urban Core standards with residential density of up to 50 dwelling units per acre, building heights up to 65 feet, and the potential for up to 11 residential units on the property, subject to city approval and development requirements. Positioned near downtown Winter Haven, residents and future tenants can enjoy convenient access to restaurants, shopping, entertainment, medical facilities, and the city's renowned Chain of Lakes. The Primary Mixed Use Hub designation is intended to encourage redevelopment and a vibrant mix of residential and commercial activity, making this an attractive opportunity for investors, builders, and developers seeking long-term upside in a rapidly growing area. Survey available. Buyer to verify all zoning, density, development standards, utilities, and intended use with the City of Winter Haven.

702 Avenue A, Winter Haven

$92,000

2 Beds ⋅ 2 Baths ⋅ L4962922 MLS ⋅ C BLDG.

Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida retreat. The end-unit placement provides added privacy, while the half bath gives the floor plan extra everyday convenience compared to many smaller or single-bath options. Enjoy the low-maintenance lifestyle Winter Haven Harbour is known for, with community amenities that include a heated pool, clubhouse, shuffleboard, grilling area, fitness/community space, car wash area, elevator access, assigned/covered parking, and storage/laundry conveniences. Whether you are a full-time resident or a snowbird looking for a manageable Florida home base, this condo puts convenience, community, and value in one package. Buyer approval required. Buyer and buyer’s agent to verify association rules, fees, leasing restrictions, measurements, and all community information. **Some photos are AI enhanced**

1700 6th Street Nw Unit C21, Winter Haven

$499,999

8 Beds ⋅ 4 Baths ⋅ O6419175 MLS

Under contract-accepting backup offers. Photos are from premove in! Welcome to this high-yield, income-producing quadraplex in Winter Haven! Featuring two separate detached buildings on over a 1/4 acre lot, this property offers 4 total units, each featuring 2 bedrooms and 1 full bath. Excellent efficiency for the owner—all units feature separate, individual meters for both water and electricity paid directly by the tenants. Low expenses mean maximum profit. Conveniently located near shopping, schools, and major transit. Don't miss out on this prime investment opportunity!

1604 2nd Street Nw, Winter Haven

$184,900

3 Beds ⋅ 2 Baths ⋅ P4939129 MLS

Renovation opportunity at 4079 Lake Marianna Drive. NO HOA, this 3-bedroom, 2-bath home features a circular drive, single car garage, front family room with views of Lake Marianna, newer solar panels, and a new roof installed at the same time as the solar system. The large, fenced backyard includes two extra-wide gates for boat or RV access, plus a shed, workshop, and air-conditioned outbuilding. The home needs repairs and updating and is currently cooled by window units rather than central air. Central Air was removed, but ducts remain. Bring your vision and make it your own. Close to Winter Haven Regional Airport!

4079 Lake Marianna Drive, Winter Haven

$286,990

3 Beds ⋅ 2 Baths ⋅ O6419242 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. *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.*

4049 Giorgio Drive, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ O6419297 MLS

Under Construction. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper 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. *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.*

4045 Giorgio Drive, Winter Haven

$239,990

3 Beds ⋅ 3 Baths ⋅ O6419265 MLS

Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3025 Captain Jax Way, Winter Haven

$219,990

3 Beds ⋅ 3 Baths ⋅ O6419263 MLS

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3013 Captain Jax Way, Winter Haven

$219,990

3 Beds ⋅ 3 Baths ⋅ O6419257 MLS

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3009 Captain Jax Way, Winter Haven

$277,900

4 Beds ⋅ 2 Baths ⋅ O6415737 MLS

Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & ensuite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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. *

4663 Ostero Street, Winter Haven

$375,000

4 Beds ⋅ 3 Baths ⋅ TB8522219 MLS

Set on a spacious .24-acre homesite in the gated Terranova community, this beautifully designed 4-bedroom, 3-bathroom home offers over 2,400 square feet of comfortable living space with a layout that perfectly balances openness and privacy. Mature fruit trees, a low HOA, and no CDD fees make this an exceptional opportunity in one of Winter Haven’s most desirable neighborhoods. Inside, you'll find an inviting open-concept design filled with natural light, enhanced by tile flooring throughout the main living areas and plush carpet in the bedrooms. The split-bedroom floor plan provides added privacy, making it ideal for families, guests, or multi-generational living. Spacious gathering areas flow seamlessly into a separate dining space featuring custom built-in shelving and a convenient sliding glass door leading to the backyard. The heart of the home is the generously sized kitchen, complete with a breakfast bar, abundant cabinet storage, and plenty of workspace for cooking and entertaining. Just beyond, the screened patio offers the perfect place to enjoy Florida’s year-round sunshine while overlooking the expansive backyard. Retreat to the oversized primary suite, where wide windows bring in beautiful natural light. The suite also features a large walk-in closet and a private ensuite bath with a soaking tub, separate shower, and dual functionality designed for everyday comfort. Additional highlights include a 2-car garage, three full bathrooms, ample storage throughout, and a thoughtfully designed single-story floor plan that maximizes both space and convenience. Located just minutes from LEGOLAND Florida Resort, shopping, dining, major roadways, and Winter Haven’s renowned Chain of Lakes, this home combines the tranquility of a gated community with easy access to everything Central Florida has to offer. Call now and schedule your viewing today because space, functionality, and location come together beautifully in this Terranova gem.

306 Terranova Boulevard, Winter Haven

$261,100

3 Beds ⋅ 3 Baths ⋅ O6419206 MLS

Under contract-accepting backup offers. Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the back of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage along with access to the home's dining room. Rounding out this ranch style floorplan is the primary suite and two secondary bedrooms. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!

924 S Heron Circle, Winter Haven

$375,000

4 Beds ⋅ 3 Baths ⋅ TB8505250 MLS

This thoughtfully designed home, built in 2021 and located on a quiet cul-de-sac in the heart of Winter Haven, offers four bedrooms, three bathrooms, and a modern open-concept layout ideal for everyday living and entertaining. The kitchen features stainless steel appliances, a breakfast bar, custom added storage, and a water filtration system, all overlooking a spacious living area complete with a built-in television and electric fireplace. The primary suite provides a private retreat with a large walk-in closet and dual vanities, while the additional bedrooms offer comfortable layouts with ample storage. Please note: The home is currently undergoing light cosmetic improvements to further enhance its presentation. The photos reflect its current condition; updated finishes and final touches will be completed prior to showings, offering an even more polished look in person. Residents enjoy resort-style amenities including pools and playgrounds, with convenient access to LEGOLAND Florida Resort, shopping, dining, and major corridors like Highway 27 and the Polk Parkway.

528 Mckenna Drive, Winter Haven

$268,520

3 Beds ⋅ 2 Baths ⋅ P4939000 MLS

Price Reduced and seller is motivated! Welcome home to this beautiful 3-bedroom, 2-bath home located in the gated community of Solis Gardens comprised of 61 homes. Built in 2018, this home offers modern construction, comfortable living spaces, and energy-conscious features designed for everyday convenience. Inside, you’ll find a functional layout with inviting living areas, a split bedroom plan, and a seamless flow that makes the home easy to enjoy. The private owner’s suite features a spacious bathroom with a large walk-in shower and soaking tub, creating a comfortable retreat at the end of the day. The A/C was serviced and has also had a UV light added to keep bacteria and germs at bay. The fenced backyard provides added privacy and usable outdoor space, perfect for relaxing, entertaining, pets, or simply enjoying Florida living. Also, if you enjoy gardening, you'll love the beautiful flowers that are growing as well as the use of the raised planting beds. One of the standout features of this home is the solar panel system, which helps keep monthly utility costs impressively low. The sellers pay a connection fee, along with a low solar payment for easy budgeting. The neighborhood offers a tucked-away feel with its gated entrance and limited number of homes, while still being close to everyday conveniences. Enjoy easy access to LEGOLAND, restaurants, medical facilities, schools, shopping, and the beautiful Chain of Lakes. If you’re looking for a newer home with a fenced yard, solar savings, and a welcoming community setting in a convenient Central Florida location, this one is a must-see. No CDD!

180 Solis Drive, Winter Haven

$459,990

5 Beds ⋅ 3 Baths ⋅ L4962714 MLS

PRICE DROP! NEW ROOF TO BE INSTALLED BEFORE CLOSING! Poolside Paradise, Stylish Updates & Exceptional Outdoor Living! Welcome to this beautifully appointed five-bedroom, three-bath home offering a spacious layout, modern finishes, and an impressive screened-in pool area designed for year-round enjoyment. Ideally located with convenient access to Highway 27, this home combines everyday comfort with an entertainer’s dream backyard. A striking double-door entry opens to a bright, expansive floor plan featuring luxury vinyl plank flooring throughout the main living areas, plush carpeting in the bedrooms, and sleek tile in the bathrooms. High ceilings with double crown molding add an elegant touch, while the formal living and dining rooms provide inviting spaces for entertaining. The thoughtfully designed split-bedroom floor plan offers privacy and flexibility for family and guests. At the center of the home, the large open kitchen is sure to impress, featuring granite countertops, a MASSIVE ISLAND with seating for six, and stylish black stainless-steel appliances. The primary suite offers a peaceful retreat with abundant natural light and sliding glass doors leading directly to the covered lanai and pool area. Its spacious en-suite bathroom features a garden tub, separate walk-in shower, and a generous walk-in closet with built-in organization. Outside, the screened-in pool area truly takes center stage, featuring a heated saltwater pool, soothing water-feature fountain, BUILT IN TABLE AND STOOLS beneath a tiki umbrella, and a CHILD SAFETY FENCE. MARINE GRADE PRIVACY CURTAINS and LED lighting create the perfect setting for relaxing or entertaining well into the evening. The covered back patio is also plumbed and wired for an outdoor kitchen, providing an exciting opportunity to create your own custom outdoor entertaining space. The fully vinyl-fenced backyard offers privacy and plenty of room for children and pets to enjoy. An irrigation meter adds convenience and value by allowing the lawn irrigation system and exterior water hose to operate without sewer charges from the city. The home also FEATURES A WATER SOFTENER adding an extra layer of convenience for everyday living. Additional energy efficiency comes from the home's solar panel system, with an assumable lease currently at approximately $145 per month and an approximate remaining balance of $20,000, offering the opportunity to enjoy renewable energy while potentially reducing monthly utility expenses. With a new roof being installed by the seller before closing, buyers can enjoy added peace of mind along with the home's spacious interior, desirable split-bedroom layout, resort-style pool area, upgraded kitchen, fenced backyard, and solar benefits. With its convenient Winter Haven location, easy access to major roadways, nearby amenities, and exceptional outdoor living spaces, this home offers an outstanding combination of comfort, convenience, and Florida lifestyle.

3749 Fieldstone Circle, Winter Haven

$289,000

3 Beds ⋅ 2 Baths ⋅ P4939103 MLS

Seller is offering $5,000 towards buyers closing costs! Welcome home to this charming pool home nestled in the heart of Winter Haven! Offering plenty of space for everyone, this home features a versatile bonus room perfect for a home office, playroom, media room, or additional living space to fit your needs. Step outside and dive into your own private in-ground pool, the perfect place to cool off and beat the Florida heat while entertaining family and friends. Conveniently located just minutes from shopping, dining, medical facilities, schools, and everything Winter Haven has to offer, you'll love the combination of comfort and convenience this property provides. Whether you're relaxing poolside, enjoying the flexible interior spaces, or taking advantage of the nearby amenities, this home offers the Florida lifestyle you've been looking for. Don't miss your opportunity to make this beautiful property your own—schedule your private showing today!

2095 W Hartridge Terrace, Winter Haven

$351,370

4 Beds ⋅ 4 Baths ⋅ L4962977 MLS

Under Construction. New construction home with 2227 square feet on two-story including 4 bedrooms with loft, 3.5 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, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. 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."

2820 Sam Marcy Way E, Winter Haven

$310,000

3 Beds ⋅ 2 Baths ⋅ TB8522011 MLS

Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained residence offers the ideal blend of comfort, space, and carefree Florida living. With 3 bedrooms, 2 bathrooms, and 2,109 square feet of thoughtfully designed living space, the open split-bedroom floor plan is perfect for both everyday living and entertaining. From the moment you arrive, the paver driveway, carriage-style lighting, manicured landscaping, and covered entry create impressive curb appeal. Inside, soaring ceilings and solid-surface flooring enhance the bright, open feel of the home. The spacious kitchen overlooks the family room and features 42-inch maple cabinetry with decorative rain-glass accents, Corian countertops, a breakfast bar, closet pantry, and a charming dining nook. Designed for gathering, the expansive family room is framed by triple sliding glass doors that showcase tranquil pond views and seamlessly connect to the oversized Florida room. Whether you're hosting friends or enjoying a quiet morning coffee, this inviting space provides the perfect backdrop, complete with views of the soothing waterfront fountain. The generously sized primary suite is a true retreat, offering its own waterfront sitting area, direct access to the Florida room, dual walk-in closets, and a spacious en-suite bath featuring a comfort-height double vanity, garden tub, seated walk-in shower, linen closet, and private water closet. Two additional bedrooms provide flexibility for guests, hobbies, or a home office, while the interior utility room includes a washer, dryer, and utility sink for added convenience. Additional highlights include a 2021 roof, 2024 HVAC system, 2018 water heater, gutters, security system, and a two-car garage with an additional refrigerator. Life at Traditions at Lake Ruby feels like a year-round vacation. Residents enjoy an impressive collection of resort-style amenities, including a lakefront clubhouse, heated pool and spa, fitness center, ballroom, library, billiards room, craft and meeting rooms, tennis courts, pickleball courts, bocce ball, basketball, shuffleboard, dog park, private dock, boat ramp, and a full calendar of social activities. The HOA provides exceptional value with lawn maintenance, exterior house painting, cable, internet, and full access to community amenities included. Conveniently located near shopping, dining, medical facilities, major highways, and LEGOLAND, this waterfront gem offers the perfect opportunity to enjoy an active, low-maintenance lifestyle in one of Central Florida’s most desirable 55+ communities.

3614 Plymouth Drive, Winter Haven

$410,000

5 Beds ⋅ 2 Baths ⋅ TB8521428 MLS

Welcome to your new home! This spacious 5/2 has all you could need for functionality, family, and entertaining. Nestled just near Lake Elbert, less than a mile from downtown Winter Haven where you will find tons of local shopping, food, and lounges. On the main floor you will find both a formal and family living room, dining room, kitchen with attached laundry and plenty of pantry space, and the main bedroom with an ensuite bathroom, a built-in closet as well as a larger multi-function walk-in closet, or you can make it into an office! The ensuite bathroom has a separate door, a walk-in shower with multi heads/rain head, and a spa tub. On the second floor, you will find four additional bedrooms, the second bathroom, and the landing space can be utilized as a small living/game room area. On the second floor you will find 2 utility closets, so no toting cleaning supplies up the stairs! The home has original and working whole home exhaust, so in the cooler months or if you just like the windows open the exhaust pulls air through the house allowing for natural cooling as well as attic space to store seasonal décor. The A/C was replaced less than a year ago. Outside you will find in the front a semicircle driveway as well as a long drive that leads all the way back to the detached 2 car garage. There’s storage shelving in the garage and a working utility sink. Everything you could need in a home is right before you! all dimensions are approximate, buyer and or buyer's agent to confirm room dimensions.

199 8th Street Se, Winter Haven

$58,988

P4939086 MLS

1 Lot that must be sold with Lot 2 Please see MLS#P4934066, SEE REALTOR REMARKS, Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two lots for the price of one. This property includes a single-family home with 3 bedrooms and 2-bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL 33880. The single-family & Mobile home needs Lot's TLC. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers flexibility depending on your needs. This is truly a rare find at this price point. Don't miss out on this fantastic investment opportunity! Dual Rental Income, Fix-and-Flip Potential, Multi-Generational Living. Both lots must be SOLD together for a different total amount.

213 10th Wahneta Street W, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ L4962962 MLS

Under contract-accepting backup offers. Welcome to your private Florida oasis. Thoughtfully maintained and beautifully updated over the past 18 years! This move-in-ready home combines modern upgrades with the charm and lifestyle that make Florida living so desirable. Inside, you’ll find real hardwood flooring throughout, stunning quartz kitchen countertops (2013), fully remodeled bathrooms, and spacious living areas designed for comfort and functionality. Major improvements provide peace of mind, including storm windows (2011), HVAC system (2020), a newer roof, complete home replumbing (2026). Outdoor enhancements include a newly rescreened lanai, Leaf Filter gutter system, and new metal roofing over the carport and rear patio (2025). Step outside to enjoy a fully fenced backyard featuring mature fruit trees, attractive paver landscaping, and plenty of space to relax or entertain while embracing the natural Florida lifestyle. A standout feature of this property is the two large bonus rooms, a home office, gym, media room, playroom, or hobby space-tailored to fit your needs and lifestyle. True Florida Charm is waiting for you.

2227 12th Street Nw, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ O6418683 MLS

Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling fans.The functional, bright layout features a practical indoor laundry closet and double-pane window blinds for added privacy. Move-in ready appliances include a built-in range and refrigerator.The exterior boasts excellent curb appeal, a deep driveway with a 1-car carport, and a fully fenced chain-link backyard perfect for pets or outdoor entertainment. Nestled on a quiet and paved road. You are just minutes away from downtown Winter Haven, shopping, top-rated schools, and local entertainment. Schedule your private tour today!

108 Edgewater Drive, Winter Haven

$140,000

2 Beds ⋅ 2 Baths ⋅ P4939076 MLS

You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.

4146 Sprucewood Street, Winter Haven

$369,000

3 Beds ⋅ 2 Baths ⋅ O6416706 MLS

Welcome to your private Central Florida oasis! This beautifully updated, 3-bedroom, 2-bathroom ranch-style home combines classic mid-century durability with modern, high-end updates. Step inside to an open-concept living and dining area featuring clean, carpet-free flooring and a striking brick, perfect for cozy evenings. The heart of the home is a fully remodeled, bright white kitchen equipped with sleek quartz countertops, premium stainless steel appliances, and a convenient breakfast bar for casual dining. Retreat to the spacious primary suite, which offers private sliding glass door access to your backyard paradise. Outside, Florida living truly shines within a massive, floor-to-ceiling screen enclosure. Host gatherings on the expansive 20x14 covered concrete lanai with updated patio pavers, or cool off in the sparkling, oversized in-ground pool. Complete with a versatile, insulated 2-car garage that can easily double as a bonus family room, a durable roof replaced in 2018, and a fully fenced-in yard with no restrictive HOA fees. Feel free to install a custom firepit so the whole family can hang around and catch up on those cool Florida nights. This Winter Haven gem is ready for you to move right in.

516 Alachua Drive, Winter Haven

$750,000

4 Beds ⋅ 3 Baths ⋅ O6415193 MLS

Under contract-accepting backup offers. *Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.

440 Palma Ceia Road, Winter Haven

$385,000

4 Beds ⋅ 3 Baths ⋅ S5151925 MLS

*NEW-PRICE REDUCTION in a classic Winter Haven Community-Beautiful Home!* *NEW ROOF 2026 * NEW INSULATION 2026 * NEW HOT WATER HEATER 2026* NEWER AIR CONDITIONER 2020* Welcome to the classic neighborhood of Lakewood, located in Southeast Winter Haven. This spacious 4 bedroom, 3 bath home, & with the additional 4th bedroom it offers versatility, including a closet, private sliding door access, making it ideal for a bedroom, office/flex room, guest space, or home office. The split floor plan provides comfortable living with over 2,300 square feet of living space, multiple living and entertaining areas, a convenient inside laundry room, and beautiful hard wood flooring in the living room, dining room, and family room, this home offers endless potential. Step outside to enjoy the large screened in-ground pool with heater, perfect for relaxing and entertaining year round. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this home is ready for its next owners to add their personal touches and make it their own. Schedule your private showing today!

136 Lake Mariam Road Se, Winter Haven

$300,000

2 Beds ⋅ 2 Baths ⋅ L4962907 MLS

Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The full HVAC system was replaced in July 2026, providing added efficiency and peace of mind for the new owner. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.

2452 Salzburg Loop, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ TB8521417 MLS

Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing and offers ample outdoor space. Additional features include a 2-car garage, spacious bedrooms, and convenient access to shopping, dining, recreation, and major roadways. Move-in ready with numerous interior updates throughout.

1966 White Hawk Way, Winter Haven

$195,000

3 Beds ⋅ 2 Baths ⋅ P4939058 MLS

NEW ROOF installed last week! Situated on a spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.

921 Avenue E Ne, Winter Haven

$204,900

3 Beds ⋅ 2 Baths ⋅ L4962934 MLS

Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home with a new roof, updated bathroom, and spacious fenced yard with a storage shed. The property could use some finishing touches, making it the perfect opportunity to add your own style and build equity. With ample outdoor space and plenty of potential, don't miss your chance to make this home your own! Just minutes away from Downtown Winter Haven, full of shops and restaurants.

238 Avenue F Se, Winter Haven

$319,900

3 Beds ⋅ 2 Baths ⋅ L4962810 MLS

**PRICE REDUCTION**MOTIVATED SELLERS**Enjoy the best of Florida living in this inviting 3-bedroom, 2-bathroom home located in the established Lake Link Estates community of Winter Haven. Positioned on a corner lot, this property offers a thoughtful floor plan with generous living spaces and plenty of room to make yourself at home. The interior features an open feel with a seamless flow between the main living areas, while the primary bedroom provides a comfortable retreat complete with a walk-in closet and private en-suite bath. Large windows throughout the home allow natural light to fill the space, creating a bright and welcoming environment. Out back, you'll find a true highlight of the property—a screened outdoor living area overlooking a refreshing pool and fenced backyard. Whether you're hosting friends, spending time with family, or simply enjoying a quiet evening outdoors, this space is designed to be enjoyed year-round. Conveniently located near everyday amenities, restaurants, parks, and Winter Haven's famous Chain of Lakes, this home offers a wonderful opportunity to enjoy both comfort and convenience in one of Central Florida's most desirable areas.

54 Lake Link Circle Se, Winter Haven

$235,000

2 Beds ⋅ 2 Baths ⋅ P4939078 MLS ⋅ N/A BLDG.

Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.

664 Clubhouse Road, Winter Haven

$234,700

3 Beds ⋅ 2 Baths ⋅ R4911482 MLS

USDA financing may be available for qualified buyers, potentially allowing 100% financing with no down payment. Buyers should verify eligibility with their lender. Welcome to your slice of country living with room to breathe! Situated on approximately 0.65 acres, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, functionality, and convenience. Step inside to find comfortable living spaces designed for everyday living and entertaining. Outside, the possibilities are endless. The oversized lot provides ample space for gardening, pets, recreational vehicles, boats, or simply enjoying the Florida lifestyle without the restrictions often found in subdivision communities. One of the standout features is the large detached metal building/workshop, offering incredible flexibility for hobbyists, contractors, mechanics, small business owners, or anyone needing additional storage space. Whether you’re looking for a workshop, home business setup, equipment storage, or the ultimate man cave, this structure adds tremendous value and versatility. Enjoy the peace and quiet of a larger homesite while remaining just a short drive from shopping, dining, schools, medical facilities, and major commuter routes. If you’ve been searching for a property with space, freedom, and a workshop that’s hard to find in today’s market, this is one you won’t want to miss.

509 Sharon Hill Court, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ L4962912 MLS

Welcome to 820 NW 26th St, Winter Haven, Florida—a move-in ready 3-bedroom, 2-bath home featuring updates inside and out. This property has been thoughtfully refreshed with a focus on comfort, style, and modern living. Enjoy a beautifully updated interior along with exterior improvements that enhance the home’s appeal. The kitchen comes equipped with all-new appliances, making everyday living and entertaining effortless. The spacious layout offers comfortable living areas, well-appointed bedrooms, and a functional design perfect for families, guests, or anyone looking for a fresh, updated home in Central Florida.

820 26th Street Nw, Winter Haven

$245,000

3 Beds ⋅ 1 Baths ⋅ P4939088 MLS

A recently renovated 3-bedroom, 1-bath home featuring a bonus room and a spacious family room, offering flexible living space for work, play, or guests. Updates include new ceramic tile flooring, some new kitchen cabinets, a remodeled bathroom, fresh interior paint, and a partially new fence. The property also offers a 1?car garage and sits on a large lot, providing room for outdoor enjoyment or future possibilities. This home is ideal for first-time buyers or a strong addition to a rental portfolio. Owner financing may be available, offering additional flexibility for qualified buyers. Conveniently located near Lake Elbert Elementary School, Polk State College, the new Publix

Winter Haven

$178,990

2 Beds ⋅ 3 Baths ⋅ L4962615 MLS ⋅ N/A BLDG.

PRICE DROP! Welcome to easy Florida living at this beautifully updated 2-bedroom, 2.5-bath townhome with a rare 2 CAR GARAGE in the desirable Casa Del Sol community of Winter Haven. Offering direct views of the community pool and multiple outdoor living spaces, this home combines comfort, convenience, and a low-maintenance lifestyle in one attractive package. As you enter, you'll find a versatile flex space that can easily serve as a dining room, home office, reading nook, or additional sitting area. This inviting space features access to a private front patio, creating the perfect setting to enjoy your morning coffee. The updated galley-style kitchen showcases modern white cabinetry, granite countertops, stainless steel appliances, and ample storage, providing both style and functionality. The spacious living room features attractive laminate flooring and sliding glass doors that lead to the screened rear patio, creating a seamless indoor-outdoor flow ideal for entertaining or everyday living. A convenient half bath and a full laundry room add functionality and convenience to the first floor. Upstairs, both bedrooms provide privacy and comfort. The spacious primary suite serves as a relaxing retreat, complete with a large walk-in closet, a private bathroom with a tub, and access to a PRIVATE BALCONY overlooking the sparkling community pool. Enjoy peaceful mornings or unwind in the evenings while taking in the tranquil pool views from your own bedroom. The second bedroom offers flexibility for guests, family members, or additional workspace. The screened rear patio provides another wonderful outdoor living area and is perfectly positioned just steps from the community pool. Whether you're entertaining guests or simply enjoying Florida's beautiful weather, this space offers the ideal place to relax. Additional peace of mind comes from the 2020 air conditioning system. Residents enjoy access to community amenities including a swimming pool, shuffleboard courts, exterior maintenance services, sewer, trash service, and beautifully maintained grounds. Conveniently located in the heart of Winter Haven, this home is just minutes from downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and LEGOLAND Florida Resort. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this move-in-ready townhome offers an exceptional combination of location, lifestyle, and value.

2500 21st Street Nw Unit 22, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ S5151706 MLS

**MLS PUBLIC REMARKS** Welcome to this beautiful 3-bedroom, 2-bathroom home with a 2-car garage located in the desirable Buckeye Ridge community of Winter Haven. This well-maintained home features an open and inviting layout, a spacious primary suite, and a covered rear patio perfect for relaxing or entertaining. Enjoy the convenience of community sidewalks and a location close to shopping, dining, schools, medical facilities, and major roadways. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this home offers comfort, convenience, and value. Schedule your private showing today!

1199 Sophia Boulevard, Winter Haven

$459,000

2 Beds ⋅ 3 Baths ⋅ P4938977 MLS

New Lake Life listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, dryer, and storage. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. Each house has one bedroom. main house has space to build a second bedroom. 23 chain lakes are connected by canals. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1620 17th Street Nw, Winter Haven

$299,900

3 Beds ⋅ 2 Baths ⋅ O6417950 MLS

Updated 3 bedroom / 2 bathroom home located at 2018 Marilyn Ave, Winter Haven, FL 33881. This 1968-built home has been personally improved and maintained, with many major updates already completed. The property features a 50-year metal roof installed in 2017, Trane XL20i high-SEER 2-stage A/C system with humidity control, 3.5-ton air handler, digital thermostat, tankless water heater, and under-sink reverse osmosis drinking water system. The plumbing under the home has been redone with a resin-coated pipe system and includes a lifetime warranty. A 200-foot well is also located on the property and is not currently connected. Inside, the home features hardwood flooring in multiple areas, floating hardwood floors in the living room and hallway, tile in the kitchen/dining area, and generous closet space throughout. The kitchen includes wood cabinets, stainless appliances, breakfast bar seating, reverse osmosis drinking water, convection microwave/oven, and good cabinet space. All appliances stay with the home, along with the living room TV and sound bar. The guest bathroom has been upgraded with travertine tile, glass shower doors, black fixtures, recessed lighting, and a clean updated look. Both bathrooms include Govee lighting, and additional Govee lighting is available for the front exterior of the home. Outside, the property includes a fenced backyard, patio area, garage, laundry area, and travertine firepit setup. The firepit can be used as a traditional firepit or converted to gas, with a sleeve already run for future gas use. The yard provides space for outdoor seating, landscaping, gardening, and other outdoor improvements. Conveniently located near Downtown Winter Haven, Polk State College, shopping, dining, lakes, parks, medical offices, and major Winter Haven attractions. This property is a strong option for anyone seeking an updated home with major systems already improved and room to personalize the finishing touches.

2018 Marilyn Avenue, Winter Haven

$134,500

3 Beds ⋅ 1 Baths ⋅ L4962861 MLS

The seller is ready to make a deal!!! Amazing investment opportunity with NO HOA on a fenced 0.35-acre lot! This 3BR/1BA traditional-style home features central A/C, luxury vinyl flooring, and a dedicated laundry room. The expansive property includes a workshop and multiple storage sheds, offering plenty of room to build, create, or store equipment. Bring your creative ideas to update this handyman special and build instant equity. The seller is highly motivated, willing to assist with closing costs, and offering Owner Financing with down payment. Property is being sold as-is. All measurements to be verified by buyer. Don't miss out on this high-potential Winter Haven property!

110 Valencia Street, Winter Haven

$990,000

4 Beds ⋅ 5 Baths ⋅ L4960912 MLS

Under contract-accepting backup offers. Calling for best and final by Thursday, July 2nd, 2026 by 5pm. This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.

9480 Waterford Oaks Drive, Winter Haven

$350,000

3 Beds ⋅ 2 Baths ⋅ TB8520450 MLS

Pre-Construction. To be built. Lot 4 - Crown Model - Build the home you've always envisioned in beautiful Winter Haven! This to-be-built new construction home offers a unique opportunity to personalize your future residence from the very beginning. Buyers will have the ability to select interior and exterior color schemes and finishes, creating a home that truly reflects their individual style and preferences. Designed with modern living in mind, this home will feature a thoughtfully planned layout, quality craftsmanship, energy-efficient construction, and all the benefits that come with owning a brand-new home. Conveniently located near Winter Haven's shopping, dining, schools, parks, and the area's renowned chain of lakes, you'll enjoy both everyday convenience and the charm of one of Central Florida's fastest-growing communities. FHA construction loans are accepted, making homeownership more attainable for buyers looking to build instead of buy resale. Secure your homesite now and take advantage of the opportunity to customize your new home before construction is complete. Photos are for demonstration purposes only and may include finishes, colors, and upgrades that vary from the final product. Contact us today for available plans, timelines, and customization options.

38th Street Nw, Winter Haven

$350,000

3 Beds ⋅ 2 Baths ⋅ TB8520435 MLS

Pre-Construction. To be built. Lot # 3 - Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

38th Street Nw, Winter Haven

$340,000

4 Beds ⋅ 2 Baths ⋅ W7886749 MLS

Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!

937 Cattleman Street, Winter Haven

$350,000

3 Beds ⋅ 2 Baths ⋅ TB8520422 MLS

Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

38th Street Nw, Winter Haven

$224,990

3 Beds ⋅ 3 Baths ⋅ O6417849 MLS

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3080 Captain Jax Way, Winter Haven

$350,000

3 Beds ⋅ 2 Baths ⋅ TB8520402 MLS

Pre-Construction. To be built. Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.

38th Street Nw, Winter Haven

$219,990

3 Beds ⋅ 3 Baths ⋅ O6417834 MLS

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3076 Captain Jax Way, Winter Haven

$274,190

3 Beds ⋅ 2 Baths ⋅ TB8520161 MLS ⋅ Meritage Homes BLDG.

Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3932 Giorgio Drive, Winter Haven

$500,000

4 Beds ⋅ 3 Baths ⋅ L4962795 MLS

No HOA! Tucked behind a private canopy of trees, this beautiful 2 story 4-bedroom, 3-bath home offers peaceful country living on just under 2.5 acres. With plenty of space for vehicles, recreational equipment, and outdoor hobbies, the property provides endless possibilities. An oversized garage offers ample room for storage, a workshop, or hobby space, making this home the perfect blend of privacy, comfort, and functionality.

29 Lake Arrowhead Drive, Winter Haven

$200,999

2 Beds ⋅ 1 Baths ⋅ O6414725 MLS

Unlock Incredible Income Potential in Winter Haven! This unique property at 1101 28th St NW is the ultimate value-add or "house-hack" opportunity you’ve been waiting for! While public records show a 2/1, the property features a spacious 3-bedroom, 2-bathroom layout, completely optimized with a separate, income-producing apartment unit that is currently rented. Whether you are looking to offset your mortgage by living in one side and renting the other, accommodating multi-generational living, or adding an asset to your portfolio, this property delivers. Sold AS-IS—bring your vision and capitalize on this rare find today!

1101 28th Street Nw, Winter Haven

$200,000

2 Beds ⋅ 1 Baths ⋅ TB8520126 MLS

Don’t miss this beautifully renovated 2-bedroom, 1-bath home conveniently located near downtown Winter Haven and just minutes from Polk State College. Whether you’re a first-time homebuyer, downsizing, or looking for a great investment property, this home offers exceptional value and is priced to sell. Recent updates provide a fresh, modern feel throughout, making this property truly move-in ready. Enjoy the convenience of a covered carport, a spacious screened patio perfect for relaxing or entertaining, and a large backyard with plenty of room for outdoor activities, pets, or future improvements. With its prime location, updated condition, and strong rental potential, this home is an excellent opportunity for both homeowners and investors alike. Schedule your private showing today before it’s gone! Some photos have been virtually staged

905 Avenue E Ne, Winter Haven

$319,900

4 Beds ⋅ 3 Baths ⋅ P4939067 MLS

Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**

1355 Benevento Drive, Winter Haven

$369,800

3 Beds ⋅ 3 Baths ⋅ A4697252 MLS

Nestled on a spacious 0.5-acre lot with an in-ground pool, this solid Winter Haven home balances completed improvements with an opportunity to add your own personal updates. A stunning converted family room boasts a natural wood interior, full wet bar, and an open layout, while a separate detached 2-car garage provides ample parking. Enjoy a cozy living area with a brick fireplace and built-in bookshelf. The large master suite features a walk-in closet and a jacuzzi tub. With extensive storage, a large cabinet-packed kitchen, and an optional HOA, this home is ready for your vision!

4253 Stafford Drive, Winter Haven

$266,900

3 Beds ⋅ 2 Baths ⋅ O6417447 MLS

Under Construction. Discover the Downing floorplan at Villamar in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this home prioritizes efficient living without sacrificing an ounce of warmth. Step inside and be greeted by a thoughtfully arranged space, designed to maximize both comfort and flow. (Luxury vinyl) flooring guides you through the home, setting the stage for everyday living. The heart of the Downing is its open concept living area, where the living room and kitchen merge seamlessly, fostering connection and ease. This central space, bathed in natural light, is perfect for cozy evenings or casual gatherings. The kitchen, a model of efficiency, is equipped with modern appliances and well-organized storage, making meal preparation a breeze. Each of the three bedrooms provides a tranquil escape, with the primary suite offering a private bathroom for added convenience. The second bathroom, strategically located, serves the remaining bedrooms with ease. Like every (Community) home, the Downing is built with all concrete block construction and integrated smart home technology. This allows you to effortlessly manage your home's systems, from lighting to temperature, all from the palm of your hand, whether you're relaxing inside or out and about. The Downing floorplan is ideal for those seeking a streamlined, comfortable lifestyle. It's a place where thoughtful design meets modern convenience, creating a true sense of home. Experience the blend of simplicity and sophistication at Villamar. 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.*

5560 Taverna Loop, Winter Haven

$331,710

4 Beds ⋅ 2 Baths ⋅ L4962813 MLS

Under Construction. 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!

572 Ituna Circle, Winter Haven

$345,000

3 Beds ⋅ 2 Baths ⋅ K4903563 MLS

Virtually Staged. Welcome to one of the premier homesites in Cypresswood Golf & Country Club. Perfectly positioned on a rare cul-de-sac lot, this beautifully maintained residence enjoys exceptional water frontage wrapping around two sides of the property, creating panoramic water views, enhanced privacy, and a serene setting rarely found within the community. Offering approximately 2,045 square feet of living space, this 3-bedroom, 2-bath home features a spacious, light-filled floor plan designed to maximize its spectacular waterfront location. Large windows throughout invite abundant natural light while framing picturesque lake views from multiple living areas and bedrooms. The home has been meticulously maintained and offers outstanding peace of mind with several major recent improvements, including a new roof (2021), new HVAC system (2019), and a completely renovated irrigation system (2025). These significant updates allow the next owner to focus on making the home their own rather than replacing major mechanical components. Inside, the home is clean, well cared for, and move-in ready, offering an excellent opportunity for buyers who prefer to personalize finishes to match their own style. Thoughtfully priced to reflect an original interior, it provides the flexibility to update the kitchen, flooring, and décor according to your vision instead of paying a premium for renovations chosen by someone else—all while enjoying one of Cypresswood's finest waterfront locations and the benefit of substantial recent capital improvements. Whether you're sipping your morning coffee while overlooking the lake, entertaining family and friends, or taking advantage of the golf, clubhouse, and other community amenities, this home offers an exceptional Florida lifestyle in a setting that is increasingly difficult to find. Rarely does a property combine such an outstanding waterfront location, expansive lake views, quiet cul-de-sac setting, and the opportunity to create your own dream home. Don't miss your chance to own one of Cypresswood Golf & Country Club's most desirable lakefront properties.

1819 Sandhill Lane, Winter Haven

$190,000

2 Beds ⋅ 2 Baths ⋅ O6417208 MLS

Under contract-accepting backup offers. Very motivated seller! Welcome to your private slice of Old Florida! Nestled on a fully fenced half-acre lot, this well-maintained 2-bedroom, 2-bath home offers the perfect combination of space, privacy, and freedom with NO HOA restrictions. Inside, you'll find an inviting open floor plan featuring updated waterproof laminate flooring, a spacious kitchen with breakfast bar, and a comfortable living area ideal for everyday living and entertaining. The split-bedroom layout provides added privacy, while the screened rear porch creates the perfect place to enjoy morning coffee and peaceful wooded views. Outdoor enthusiasts, hobbyists, and business owners will appreciate the impressive 24' x 24' insulated metal garage/workshop with power, offering ample space for vehicles, boats, RV storage, projects, or a home-based business. Additional covered parking, storage buildings, and a large fenced yard provide even more versatility. Recent updates include a durable metal roof, updated HVAC system, updated plumbing, newer water heater, and fresh interior and exterior paint, allowing for worry-free ownership. The property backs up to expansive wooded acreage, creating a tranquil setting with no rear neighbors. Conveniently located with easy access to the Polk Parkway, I-4, Lakeland, Orlando, and Tampa, this property offers country-style privacy while remaining close to shopping, dining, and everyday amenities. Whether you're looking for a primary residence, winter retreat, or a property with room for all your toys, this unique opportunity delivers space, flexibility, and value.

312 Donald Lane, Winter Haven

$189,000

3 Beds ⋅ 1 Baths ⋅ S5152009 MLS

Great opportunity to obtain a house at a lower price. The house has new kitchen and new bathroom. No HOA fees. Can be purchase with a low monthly mortgage payment. New AC to be install.

345 Avenue P Ne, Winter Haven

$110,000

2 Beds ⋅ 1 Baths ⋅ TB8519843 MLS

Explore this charming 2-bedroom, 1-bath residence set in a peaceful and well-located Winter Haven community. Large lot with great potential. Bring your paint brush and toolbox and make it your own or make it your next investment.

1114 30th Street Nw, Winter Haven

$299,000

3 Beds ⋅ 2 Baths ⋅ O6417325 MLS

Why wait to build when you can own this never-occupied former model home in the highly sought-after community of Peace Creek Reserve? Offering the ease of new construction without the wait, this beautifully designed single-story residence blends comfort, style, and functionality throughout. The spacious open-concept layout seamlessly connects the family room, dining area, and gourmet kitchen—perfect for both everyday living and entertaining. The kitchen showcases 42" upper cabinetry, stainless steel appliances, quartz countertops, and an island with seating. A sliding glass door extends the living space outdoors to the patio, providing the perfect opportunity to create your own private outdoor oasis. The owner’s suite is thoughtfully positioned at the rear of the home for added privacy and features a generous walk-in closet and a spa-inspired bath complete with dual vanities, a walk-in shower, and private water closet. Two additional bedrooms and a well-appointed guest bathroom offer ideal space for family or overnight guests. A two-car garage provides ample storage for vehicles and recreational items, while a dedicated laundry room enhances everyday convenience. Residents of Peace Creek Reserve enjoy resort-style amenities, including a community swimming pool and a family-friendly playground, all set within beautifully maintained natural surroundings. Ideally located in Winter Haven, the area offers a vibrant lifestyle surrounded by scenic lakes, parks, and recreation centers. Home to the world-renowned LEGOLAND® Florida Resort and a variety of dining, shopping, and outdoor experiences, Winter Haven delivers year-round activities for residents of all ages.

1104 Tyler Loop, Winter Haven

$200,000

3 Beds ⋅ 1 Baths ⋅ O6416312 MLS

Virtually Staged. Don't miss this charming 1-story home featuring 3 bedrooms, 1 bathroom, and a 1-car carport. The functional floor plan offers comfortable living spaces with plenty of natural light and room for everyday living. The kitchen provides ample cabinet and counter space, while the bedrooms offer flexibility for family, guests, or a home office. Enjoy the spacious yard with plenty of room for outdoor activities, gardening, or entertaining. Conveniently designed for easy living, this property presents a great opportunity to make it your own. One or more photo(s) has been virtually staged, AI generated, or rendered.

1680 32nd Street Nw, Winter Haven

$245,000

3 Beds ⋅ 2 Baths ⋅ S5151981 MLS

If you want a property perfect for first time homeowners or investors that needs a bit of tender, love, and care this is the home for you! Located in Winter Haven, be near of several Florida’s major attractions and major cities! The home has a wooden fence that surrounds the back of the property, be filled with serenity thanks to having a private porch that can be access through wonderful French doors. Enter the home and be greeted by the open floor plan and the fireplace; with three bedrooms and two bathrooms there is room for everyone. With no HOA come use your imagination and make your future dream home!

3430 Fox Ridge Street, Winter Haven

$169,000

2 Beds ⋅ 2 Baths ⋅ P4938978 MLS ⋅ 645 BLDG.

FLORIDA LIVING AT IT'S BEST!!! Don't miss out on this end unit, spacious 2 bedroom 2 bath townhome in a gated community. This unit is conveniently located right across the street from the clubhouse, pool, tennis courts and golf course!! Great for just starting out or ready to retire. Great Florida Room for relaxing when the weather is nice. Close to shopping and LegoLand!!

645 Broadmoor Circle Unit 645, Winter Haven

$319,990

4 Beds ⋅ 3 Baths ⋅ G5113847 MLS

Virtually Staged. Under Construction. Welcome to this stunning Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous white cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

304 Meredith Boulevard, Winter Haven

$304,990

4 Beds ⋅ 2 Baths ⋅ G5113846 MLS

Virtually Staged. Under Construction. Hillcrest floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

300 Meredith Boulevard, Winter Haven

$284,990

4 Beds ⋅ 2 Baths ⋅ G5113845 MLS

Virtually Staged. Under Construction. Ready by August 2026 The Bradley looks and feels bigger than 1,625 Sq. Ft. Is an open concept floor plan. Spacious master bathroom, dual vanity and a nice size closet. Nice upgrades included stone counters in kitchen and in all bathroom counters, tile in wet and common areas, 9'4" ceiling height and a lot more. Sample Image

288 Meredith Boulevard, Winter Haven

$274,990

3 Beds ⋅ 2 Baths ⋅ O6417045 MLS

Welcome to the Winter Haven community of Krenson Bay. This 3bd/2ba home was built in 2022 with the property condition like new! Move in ready with an open layout of kitchen/dining/family room combo. The kitchen has stainless steel appliances and a large island to host gatherings. Located close to major highways and LEGOLAND! Schedule your showing today!

136 Krenson Bay Loop, Winter Haven

$299,000

4 Beds ⋅ 2 Baths ⋅ TB8517611 MLS ⋅ Meritage Homes BLDG.

Under Construction. Brand new, energy-efficient home available by Jul 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3960 Giorgio Drive, Winter Haven

$399,000

4 Beds ⋅ 3 Baths ⋅ L4962765 MLS

Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home situated on a desirable corner lot in Winter Haven! Offering a flexible floor plan, the spacious 4th bedroom can easily serve as a bonus room, home office, playroom or guest suite to fit your lifestyle. Inside, you'll find a stylish luxury vinyl plan flooring throughout and an open-concept living area perfect for everyday living and entertaining. The kitchen features granite countertops, ample cabinetry and an eat-in dining area. Step outside to your private backyard oasis complete with a sparkling pool, ideal for enjoying Florida's year-round sunshine. With a low HOA and a convenient location between Tampa and Orlando, this home offers the perfect combination of comfort, flexibility, and value. Schedule your private showing today!

2925 E Lake Hartridge Drive, Winter Haven

$315,000

3 Beds ⋅ 2 Baths ⋅ L4962763 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

4201 Shadow Wood Drive, Winter Haven

$210,000

2 Beds ⋅ 2 Baths ⋅ L4962492 MLS

Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

Winter Haven

$249,900

3 Beds ⋅ 3 Baths ⋅ L4962759 MLS ⋅ 1 BLDG.

Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

117 Nemo Lane, Winter Haven

$119,000

2 Beds ⋅ 2 Baths ⋅ P4939037 MLS ⋅ Spring Lake Towers BLDG.

PRICED TO SELL!! **GORGEOUS VIEWS FROM THIS FURNISHED DIRECT LAKEFRONT CONDO** THE 2ND BEDROOM EXTENDS THE LIVING AREA AND CAN BE CLOSED FOR GUEST BEDROOM USE. THIS BEAUTIFUL CONDO IS ON THE SOUTH "CHAIN OF LAKES" IN WINTER HAVEN, FLORIDA (CENTER OF THE STATE LOCATION). THE NICE QUALITY FURNITURE IS INCLUDED. The monthly fee includes cable, internet, water, sewer, trash removal, roof, building insurance, ground maintenance, use of the pool, recreational room, exercise room, and library. The custom design features in this condominium are; raised panel wood cabinets in the kitchen, beautiful granite countertops, custom tile backsplash, stainless steel appliances, and up to date paint selections. Spring Lake Towers Condominium is an (age 55+) NON-SMOKING, NO PETS complex. BOAT SLIPS are currently available for a reasonable yearly fee. This condo complex is immaculate and conveniently located to grocery, shopping, movie theater, medical, places of worship, restaurants, bus line & downtown Winter Haven. Spring Lake Towers holds occasional social events and planned group activities if you wish to participate. This is truly living the Florida lifestyle with a gorgeous lakefront setting. Make this your full-time residence or a winter home. All information is believed to be accurate but not guaranteed. Make your showing appointment today as it is sure to sell quickly. Measurements are approximate.

700 Mirror Terrace Nw Unit 506, Winter Haven

$326,900

4 Beds ⋅ 2 Baths ⋅ L4962574 MLS

Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.

2610 San Marco Way, Winter Haven

$349,500

3 Beds ⋅ 2 Baths ⋅ P4938985 MLS

5553 Hogan Lane, Winter Haven, Fl. 33884 is located in Lake Ashton, a Gated and Guarded Premier 55+ community with Resort Style Amenities, Planned Activities, (2)-18 Hole Golf Courses, Pro Shop and Boat Slip Rentals. This St. Croix floor plan home with tile flooring throughout has a view of Lake Hart and has no backyard neighbors. You'll love the unobstructed view of the lake and the tranquil living this home offers. Upon entering you will love the Open and Spacious living area with cathedral ceilings, giving the home an expansive and airy feel. The focal point from the entrance of this home is the water view in the back of the home. Double French Doors open to the covered lanai and extended birdcage. This 2 Bedroom/2 Bath home with Flex Room offers over 1,858 sq. ft. living area. The expanded kitchen with additional cabinetry provides an abundance of storage and counter top space. Kitchen highlights include: granite countertops, tiled backsplash, maple cabinets, gas stove, breakfast bar and pendant lights. Initial Construction upgrades in this home include: pocket doors, 250 gallon propane tank buried to service stove & gas grill hook up, whole house water softener system, fans in all rooms, a whole house (except A/C) generator, the lanai is wired for hurricane shutters. The garage floors have epoxy finish, skeeter beater, wire shelving, attic above garage has flooring with pull down stairs for additional storage. Improvements since 2023 include: A/C Heat Pump and Air Handler have been replaced, Closets added to the Entry way, Guest Room and Flex Room, New Interior Paint, New Bosch Dishwasher, New Hardware on Cabinetry, Recessed Lighting in the Kitchen, New Chandelier, New Door Handles with Locks, New Toilets, Towel Fixtures, New Landscaping with Poured Curbing, New Plants and Rock. Residents in Lake Ashton enjoy a Main Clubhouse with Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Center and Outdoor Pool. There is also a Health and Fitness Center with Indoor Pool, Card, Craft and Billiard Rooms, Fitness Center with Sauna, Indoor 1/2 Court Basketball, Indoor Racquetball. Bocce Courts, Pickle Ball, and Tennis Courts are Enjoyed by Residents, Too. There is a great variety of clubs & activities available for residents. You can be as active as you like, or stay put & enjoy the serenity of your new home. Make an appointment to tour this home today!

5553 Hogan Lane, Winter Haven

$309,990

3 Beds ⋅ 2 Baths ⋅ R4911379 MLS

Schedule your showing before it’s gone!! Check out this beautiful custom home. It sits on a big corner lot and it is the newest house in the neighborhood. Some of the items this home comes with include 9’4 ceilings, 8ft doors, open floor concept, crown molding, St. Augustine grass, irrigation system, insulation injected into the block, custom stone back wall in the living room, ceramic tile, granite counter tops, custom closets, a range hood, real wood cabinets, a back patio pergola, gutters,LED lighting throughout the home and so much more!! So schedule your showing to see this beauty before its to late.

3014 Buckeye Pointe Drive, Winter Haven

$307,900

3 Beds ⋅ 2 Baths ⋅ L4962705 MLS

Under contract-accepting backup offers. Welcome home! Located in the heart of Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms and 2 bathrooms, this move in ready home was thoughtfully designed for both everyday living and entertaining .Step inside and immediately fall in love with the STUNNING FULLY RENOVATED MODERN KITCHEN featuring newer stainless appliances, all-new cabinetry, gorgeous granite countertops, and a custom coffee bar perfect for your morning routine. The OPEN CONCEPT FLOORPLAN creates a bright and inviting atmosphere with seamless flow between the kitchen, dining, and living spaces, making this home ideal for hosting family and friends. Additional interior upgrades include NEW TILE FLOORING THROUGHOUT, fresh interior paint, and beautifully remodeled bathrooms complete with updated vanities and toilets. Every detail has been thoughtfully updated to provide a clean, modern, and stylish feel throughout the entire residence. Outside, your PRIVATE BACKYARD OASIS awaits! The stunning pool and spa, installed in 2025, features all equipment still under warranty, creating a worry free opportunity for the next owner. Enjoy relaxing or entertaining year-round on the EXTRA LARGE SCREENED IN LANAI featuring new double insulated roof panels, three oversized ceiling fans, installed power access, and a mounted TV bracket ready for game days or outdoor movie nights. The FULLY FENCED BACKYARD with privacy fencing provides the perfect space for pets, family gatherings, or simply relaxing in peace and tranquility. Located in a quiet and desirable community with a LOW ANNUAL HOA, this home truly checks all the boxes whether you are looking for your first home, a vacation retreat, or the perfect place to entertain. Schedule your private showing today!

3312 Queens Cove Loop, Winter Haven

$269,000

3 Beds ⋅ 2 Baths ⋅ S5151796 MLS

Under contract-accepting backup offers. Welcome to this beautiful and well-maintained home in the desirable Julius Estates community of Winter Haven! This spacious residence offers a modern open-concept layout, perfect for both everyday living and entertaining. The kitchen features ample cabinet space, a large island, and overlooks the living and dining areas, creating a bright and inviting atmosphere. The primary suite provides a private retreat with a spacious walk-in closet and an en-suite bathroom. Additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a two-car garage, indoor laundry room, and energy-efficient features throughout. Step outside to a generous backyard with plenty of space for outdoor gatherings, pets, or future enhancements. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this home offers the perfect combination of comfort, convenience, and value. Whether you're a first-time homebuyer, growing family, or investor, this is an exceptional opportunity to own a move-in-ready home in one of Winter Haven's growing communities. Schedule your private showing today!

3467 Julius Estates Boulevard, Winter Haven

$82,000

1 Beds ⋅ 1 Baths ⋅ L4962685 MLS ⋅ 171 BLDG.

Under contract-accepting backup offers. Welcome home to this charming 1 bedroom condo. Enjoy a lifestyle that blends comfort and convience, with everything you need cloSse by-shopping, parks, dining and commuting routes. Inside, you'll find a bright and functional layout with a spacious living area and cozy bedroom. Whether you're a first time homebuyer, downsizing or investor. Schedule your showing today.

2075 Isle Royale Court Se Unit 171, Winter Haven

$323,250

3 Beds ⋅ 2 Baths ⋅ O6413542 MLS

Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers!

2748 San Marco Way, Winter Haven

$49,000

P4938990 MLS

Looking for the perfect spot to build your dream home or put your mobile home? Look no further than this gorgeous vacant lot in Winter Haven, Florida! Measuring 0.16 acres, this prime piece of real estate is situated just a stone's throw from Westwood Middle School, making it the ideal location for families or anyone looking to enjoy easy access to excellent schools. With plenty of space to stretch out and a location that can't be beat. PROPERTY ALREADY HAS A SEPTIC TANK AND WELL. Don't miss your chance to make your dreams a reality

1251 37th Street Nw, Winter Haven

$400,000

2 Beds ⋅ 2 Baths ⋅ S5151595 MLS

Under contract-accepting backup offers. This architecturally significant residence offers a rare blend of iconic mid-century design and historical provenance. One of only a few remaining original 1957 Craney Spec homes, the home was designed by celebrated architect Gene Leedy. Regarded as a legend and an icon, Leedy’s importance in history is prominent as a pioneering architect of the Sarasota School of Architecture movement, famous for integrating mid-century modernism with Florida’s climate. This historic residence showcases Leedy’s signature aesthetic, seamlessly merging natural surroundings with interior and exterior living spaces. Meticulously maintained landscaping and fig vines accent the perimeter walls, adding to the property's quintessential style. Clean lines and a seamless connection between interior and exterior spaces define the home’s architectural character. Floor-to-ceiling sliding glass walls, Ocala block, structural beams, and rich mahogany paneling demonstrate Leedy’s mastery of space, proportion, and detail as well as his talent for displaying the beauty of raw materials rather than covering them up. Drexel Avenue remains a celebrated example of Leedy's Florida climate-responsive Mid-Century Modern homes. In 1989, the home was remodeled by Leedy himself. The redesign improved functionality by extending the primary bedroom and primary bathroom walls, adding depth while creating additional storage and a more versatile living space. Other interior highlights include rich tongue-and-groove wood ceilings, a floating gas fireplace, built-in shelving, and wide unobstructed views of the peaceful landscape. The kitchen and both bathrooms have been gutted, providing a blank canvas for a personalized restoration, allowing you to blend historic character with modern convenience. The dining area overlooks the courtyard, creating a stronger connection to the outdoors. The guest bedroom can also serve as an office, with a sliding glass wall that opens to the backyard. Other features include interior and exterior post-and-beam construction, an enclosed garage, original wrought-iron front gate, outdoor shower, tankless water heater, ample storage, track lighting throughout, central air conditioning, lush gardens, a relaxing courtyard for enjoying Florida's cooler days and evenings, and an eight-foot perimeter wall with ambient downlighting throughout. Gene Leedy chose to bring his modernist vision to Winter Haven, a city uniquely shaped by his work. Winter Haven is situated between Orlando and Tampa and surrounded by lakes and year-round pleasant weather. The Lake Elbert Trail is just two blocks away, and downtown is an easy bike ride or enjoyable walk. Polk State College and other everyday conveniences are only minutes from Drexel Avenue. One or more photos have been virtually staged. UPDATE ON PRICE!!!! The home’s remodel (after interior cosmetic demolition) has recently begun, with the goal of preserving the home’s key historic mid-century elements. Key areas of improvement are: New electric wiring throughout the home; all new PEX plumbing to replace original galvanized plumbing; non-tempered sliding glass door glass is being replaced with modern tempered safety glass and new sliding glass door track glides--so the walls of glass slide easily. The original frames from the sliding glass doors will be preserved, thus maintaining the home’s historic integrity. A price adjustment has been made accordingly for these items.

1549 Drexel Ave Ne, Winter Haven

$265,000

4 Beds ⋅ 2 Baths ⋅ O6416140 MLS

Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. Currently renting as an Airbnb. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

3357 Timberline Road W, Winter Haven

$245,000

3 Beds ⋅ 2 Baths ⋅ P4939016 MLS

Short Sale. This home is located in Villamar Subdivision in Southeast Winter Haven. It was built in 2022, and it features a nice open concept with split bedroom plan, inside laundry room, and an open kitchen with a large island. The home has ceramic tile and wood flooring throughout for ease of living. The kitchen features stainless steel appliances package with granite countertops. Other features of this home include a two-car garage, vinyl fencing, and beautiful landscaping. The community features a community pool and playground to enjoy!

1912 Carnostie Road, Winter Haven

$229,900

3 Beds ⋅ 2 Baths ⋅ S5151702 MLS

Welcome to this wonderful 3 bedroom, 2 bathroom home located on a spacious corner lot with NO rear neighbors in the desirable Orchid Springs community in SE Winter Haven. NEW METAL ROOF PUT ON IN 2021 AND AC REPLACED IN 2023! Offering a versatile split-bedroom floor plan, this home features a living room, dining room and family room, providing plenty of space for both everyday living and entertaining. The bright and open living room showcases vaulted ceilings & glass doors that lead to a private courtyard, creating a seamless connection between indoor & outdoor living. The kitchen is centrally located and offers a spacious breakfast bar, closet pantry & ample cabinet & counter space, making it ideal for meal preparation & gathering with family & friends. The primary suite provides a relaxing retreat with a walk-in closet, garden tub, separate shower & also has access directly to the screened patio. Ceramic tile flooring throughout the home offers both durability & easy maintenance. Additional features include a 2-car garage with built-in storage, utility sink, and washer/dryer hookups. The fenced backyard offers privacy & room for pets, gardening, or outdoor enjoyment. Residents of Orchid Springs enjoy access to community amenities including a clubhouse & swimming pool, all while being conveniently located near shopping, dining, churches, medical facilities, golf courses & major roadways. Don't miss this opportunity to own a spacious home in one of Winter Haven's most established communities.

381 San Jose Drive, Winter Haven

$165,000

3 Beds ⋅ 2 Baths ⋅ L4962572 MLS

Under contract-accepting backup offers. Virtually Staged. Short Sale. Investor Special! (short sale requiring 3rd party approval) Don't miss this opportunity to transform this 3-bedroom, 2-bath block home into something truly special. Featuring a newer roof and AC system, some of the major improvements have already been completed, providing a solid foundation for your renovation plans. Whether you're an investor searching for your next flip, looking to add to your rental portfolio, or a buyer ready to create your dream home, this property offers incredible potential. Situated in a convenient Central Florida location, you'll be close to shopping, dining, major highways, world-famous theme parks, and both the Gulf and Atlantic Coast beaches. Bring your tools, creativity, and vision. This handyman special is ready for its next chapter! Seller is working cooperatively with the lender to facilitate a smooth transaction. Experienced short sale negotiator involved.

124 Center Street, Winter Haven

$286,900

3 Beds ⋅ 2 Baths ⋅ L4962612 MLS

Imagine yourself starting each morning with a cup of coffee on your covered lanai, enjoying the peaceful Florida weather before the day begins. Step inside this beautifully upgraded 3-bedroom, 2-bath split-plan home and you’ll immediately notice the care that’s been put into every detail. From the updated flooring throughout the bedrooms, living room, and dining room to the stunning epoxy countertops in the kitchen and bathrooms, this home blends comfort and style effortlessly. The kitchen has been refreshed with a modern backsplash, while new ceiling fans in the living room and primary bedroom add the perfect finishing touch. Outside, you’ll enjoy the privacy of a fully fenced backyard, a whole-home water filtration system, and the peace of mind that comes with a new roof installed in 2023. Conveniently located just minutes from I-4, shopping, dining, and entertainment, you’ll have everything you need close to home. Plus, enjoy access to two community pools and a community playing field. This isn’t just a house—it’s where movie nights become traditions, morning coffee becomes a ritual, and ordinary moments become memories. Ready to make it yours? Let’s schedule your private showing today.

3184 Royal Tern Drive, Winter Haven

$249,900

3 Beds ⋅ 2 Baths ⋅ P4938971 MLS

Super nice! Very affordable with NO HOA! This 3 bedroom, 2 full baths home has lots of great features like high ceilings, laminate flooring throughout, great room, kitchen, cute bathrooms and front and back porches. Quality too, this home has been verified to meet the DOE Challenge Home (US Department of Energy guidelines), verifications are attached in MLS. Certified energy efficiencies that will save you money and universal design for aging in place with wide doors, easy open fixtures, etc.

2456 Bates Avenue Sw, Winter Haven

$264,000

3 Beds ⋅ 2 Baths ⋅ P4939014 MLS

Under contract-accepting backup offers. REDUCED, REDUCED, REDUCED!!! The Best Deal in Harmony on Lake Eloise, and the seller will also assist with buyer's loan closing cost!!! The Seller has upgraded everything with custom finishes throughout! The open, light and bright floor plan is perfect for entertaining with a welcoming kitchen that is the heart of the home & features a solid-surface island large enough to seat six guests. Stainless appliances and a spacious pantry are just a couple of amenities creating the perfect place for "the chef". The spacious primary suite offers a generous walk-in closet, dual sinks and a walk-in shower. The additional bedrooms are of ample size and beautifully positioned to allow privacy for all. Enjoy the Florida lifestyle with two covered patios! Outdoor living on the rear patio is complete with a fabulous porch swing, perfect for cookouts and relaxing. The large backyard is surrounded by beautifully enhanced landscaping in a tropical setting to ensure privacy. This home is one-of-a-kind and feels like a custom-built property, the upgrades include the following: High-end water treatment system, interior and exterior repaint completed, crown molding throughout, French doors, recessed lighting in 3 rooms, ceiling fans, light fixtures, patio swing, custom window treatments, upgraded guest bathroom vanity, framed mirrors, designer hardware for showers and sinks, extensive landscaping and rear irrigation & more! Located between Tampa & Orlando in the master community of "Harmony on Lake Eloise", a premier lakefront community with all of the "amenities" - resort style pool, gazebos and picnic area, sidewalks, scenic walking paths, ponds and designated bicycle access way, just minutes from medical, shopping, downtown area with upscale dining, minutes to boating on the chain of lakes, local schools & LEGOLAND. Harmony is also located in close proximity to the Polk Parkway for easy access to Lakeland, Tampa & Orlando. Call today for an appointment to see all this beautiful home and neighborhood has to enjoy!!!

1109 Brimstone Circle, Winter Haven

$287,990

3 Beds ⋅ 2 Baths ⋅ O6415782 MLS

Under Construction. This BEAUTIFUL ALLEX II Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The ALLEX II is3/2/2- 1504 S/F & newly upgraded! This new model has an open floor plan with a spacious DINING room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & ensuite bathroom away from the other 2 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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.*

4129 Giorgio Drive, Winter Haven

$144,900

P4938999 MLS

Build your dream home on one of Winter Haven's most exclusive and private streets. Tucked away on prestigious Brogden Court SE, on nearly an acre of land, this exceptional vacant homesite offers a rare opportunity to create a custom residence in a secluded setting while remaining remarkably close to everything Central Florida has to offer. Enjoy the perfect balance of privacy and convenience with easy access to Winter Haven's vibrant and growing downtown district featuring waterfront dining, local boutiques, coffee shops, entertainment venues, and year-round community events. Everyday essentials are just minutes away--including grocery stores, shopping centers, medical facilities, and highly regarded recreational amenities. Commuters will appreciate the property's central location with convenient access to major transportation corridors connecting Orlando, Tampa, Lakeland, and surrounding employment centers. World-famous attractions including Walt Disney World, Universal Orlando Resort, LEGOLAND Florida Resort, Orlando International Airport, Gulf Coast beaches, and Atlantic Coast destinations are all within reach for work, travel, or weekend adventures. Whether you're envisioning a luxury estate, a private retreat, or your forever home, this unique homesite offers the opportunity to build exactly what you want in one of Winter Haven's most desirable and established locations. Don't miss your chance to secure one of the area's most exceptional and rare vacant parcels to bring your vision to life.

Brogden Court Se, Winter Haven

$615,000

4 Beds ⋅ 2 Baths ⋅ L4962611 MLS

Under contract-accepting backup offers. Welcome home to this stunning lakefront 4-bedroom, 2-bath retreat on Lake Hamilton featuring a courtyard outside along with lake views from both the sitting areas and the dining rooms inside of the home. The rooms are spacious, ideal for everyday living and remote work. Whether you're hosting, friends, enjoying family meals, or taking in the scenery after a long day. Spending mornings with coffee, enjoy evenings outdoors, or entertain with ease that comes from a deck right where you want to be, overlooking the lake lifestyle. The community is located near daily conveniences, including shopping, dining, and nearby attractions such as Legoland. From the first look at the views to the comfort of this home, this lakefront home is ready to be enjoyed. Don't miss the opportunity to own a home with lake views in multiple living areas and the added benefit of a deck for outdoor relaxation.

1210 W Lake Hamilton Drive, Winter Haven

$364,999

3 Beds ⋅ 2 Baths ⋅ TB8517445 MLS

WATERFRONT VIEWS, Private Screened POOL, Nearly ½ Acre Lot, NO HOA, Expansive Screened Lanai, Spacious Indoor & Outdoor Living Room for Boat, RV & Toys (verify restrictions), Established Neighborhood, Convenient Winter Haven Location Welcome to your own private Florida retreat! Nestled on an oversized waterfront lot in one of Winter Haven's established neighborhoods, this beautifully maintained pool home offers the perfect blend of comfort, privacy, and outdoor living. Wake up each morning to peaceful water views, spend sunny afternoons relaxing by the sparkling screened pool, and entertain family and friends on the expansive lanai designed for year-round Florida living. With nearly half an acre of land, there's plenty of room to spread out while enjoying the serenity of your own backyard oasis. Inside, you'll find spacious living areas filled with natural light and a functional floor plan that is perfect for everyday living and entertaining alike. Whether you're hosting holiday gatherings, enjoying quiet evenings overlooking the water, or creating lasting memories poolside, this home delivers the Florida lifestyle buyers dream about. Located just minutes from shopping, dining, medical facilities, golf courses, and LEGOLAND Florida Resort, with convenient access to both Tampa and Orlando, you'll enjoy the perfect balance of peaceful surroundings and everyday convenience. This is more than just a home—it's a lifestyle. Whether you're looking for a primary residence, a place to entertain, or your own private escape, this exceptional waterfront pool home checks all the boxes. Schedule your private showing today! Don't miss this rare opportunity to own a home where every day feels like a vacation. Schedule your private showing today! **Home is currently on AirBnb so showings are limited based on bookings ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

146 Lake Ring Drive, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ TB8517307 MLS

Fully paid off Solar Panels. Save on your electricity monthly! Welcome home to this affordable, beautifully designed single-family residence nestled in the desirable Heather Glen community! Spanning 1,538 sq. ft. of comfortable living space, this 3-bedroom, 2-bathroom home features a highly sought-after split-bedroom floor plan decorated in inviting, neutral colors. The inviting interior boasts soaring vaulted ceilings, elegant plant ledges, and a spacious living room anchored by a cozy wood-burning fireplace. The fully equipped kitchen comes complete with a breakfast bar that opens seamlessly into the formal dining room. Retreat to the expansive primary suite featuring large walk-in closets and a spacious layout. Step outside through the sliding doors to find a lovely covered patio and a fully fenced backyard, providing the perfect private oasis for pets, play, or outdoor dining. This home is centrally located close to schools, shopping, and dining!

531 Heather Glen Drive, Winter Haven

$137,500

2 Beds ⋅ 2 Baths ⋅ L4962605 MLS

Under contract-accepting backup offers. ENJOY FLORIDA LIVING AS IT'S FINEST...Welcome yourself home to this 2 Bedroom/ 2 Bath home offering over 1,300 sq ft of comfortable living space and with valuable upgrades, including True Hardwood Floors in the Living Room, Hall and Bedrooms, NEW ROOF 2026 and Newer A/C 2020. Relax and unwind in the large Florida room in the front or the screened-in lanai on the side of the house, ideal for enjoying Florida’s beautiful weather year-round. The property also features an attached utility room with washer and dryer included plus a storage shed giving you plenty of room for tools, hobbies, or seasonal items. Additional storage shed behind the lanai for all your lawn equipment. Fully fenced back yard. Located in the desirable Village Park community for those 55+ years young, residents enjoy an incredibly low HOA fee of just $55 a month, which includes access to a sparkling pool and community amenities. Best of all—you own the land! Limited trailer/RV storage is also available on a first-come basis. Perfectly situated between Tampa and Orlando, this home offers convenient access to world-renowned attractions like LEGOLAND Florida Resort, Walt Disney World, Universal Studios Florida, Busch Gardens Tampa Bay, ZooTampa at Lowry Park, and Seminole Hard Rock Hotel & Casino Tampa. You’re also just minutes from shopping, dining, grocery stores, hospitals, golf courses, nature parks, and Florida’s beautiful beaches. With both Tampa and Orlando international airports within about an hour’s drive, travel is incredibly convenient. Whether you're looking for a full-time residence or a seasonal retreat, this home checks all the boxes. Don’t miss your opportunity to live in Village Park—schedule your private showing today!

435 Village Circle Sw, Winter Haven