Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,727
Status:
NEW LISTING
MLS#:
S5160598
Type:
Single Family
Subdivision:
INWOOD
Lot size:
0.19 Acres
Year built:
2022
A broker reciprocity listing Courtesy: ADAN INVESTMENTS REAL ESTATE GROUP, PLLC 407-967-2867
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ADDITIONAL INFORMATION

Virtually Staged. Turnkey, tenant-occupied investment opportunity in Winter Haven. This single-story home offers a practical layout, an attached garage, and a spacious yard. The existing lease provides an established income stream for a buyer seeking a rental property. Do not disturb the tenant; contact the listing agent to arrange a showing. Interior photos depict a similar model at 2433 Avenue F NW and are illustrative; finishes and condition at the subject property may differ. One or more photo(s) was virtually staged.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,154
Status:
NEW LISTING
MLS#:
L4966255
Type:
Single Family
Subdivision:
SOUTHEAST TERRACE
Lot size:
0.24 Acres
Year built:
1960
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2020. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,316
Status:
NEW LISTING
MLS#:
L4966253
Type:
Single Family
Subdivision:
TIMBER WOOD
Lot size:
0.08 Acres
Year built:
1983
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

GREAT OPPORTUNITY TO BUILD SWEAT EQUITY IN WINTER HAVEN! Looking for a fixer-upper with potential, an investment property, or a home you can make your own? This 2-bedroom, 1.5-bath concrete block home offers approximately 904 square feet of living space, a one-car garage, and plenty of possibilities for the right buyer. Two significant improvements include a roof installed in 2019 and an HVAC system replaced in 2024. While the home does need repairs and renovations, it presents an opportunity for buyers willing to put in the work and bring their own vision to life. Conveniently situated near schools, shopping, dining, and major roadways, with easy access to surrounding Central Florida communities. Whether you're a first-time buyer looking to build sweat equity, an investor searching for your next project, or someone who enjoys transforming a property, this home offers a great starting point. Bring your creativity and discover the possibilities!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,464
Status:
NEW LISTING
MLS#:
L4966053
Type:
Single Family
Subdivision:
OAKWOOD ESTATES
Lot size:
0.08 Acres
Year built:
1984
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood. The roof is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,304
Status:
NEW LISTING
MLS#:
L4965555
Type:
Single Family
Subdivision:
SUNSHINE TREE PH 01
Lot size:
0.16 Acres
Year built:
1984
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

NEW ROOF (2025), NEW EXTERIOR AND INTERIOR PAINT (2025), NEW WATER HEATER (2022) and an UPDATED BATHROOM. Affordable home with excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or find an affordable place to call home, 926 Sunshine Way Drive offers a great opportunity with plenty of upside potential! This 2 bedroom, 1 bath concrete block home features several valuable improvements, including a newer architectural shingle roof, newer exterior paint and fresh inside paint providing a solid starting point for future updates and improvements. For investors, an added opportunity awaits with the neighboring property at 928 Sunshine Way (MLS# L4965553) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home features a comfortable great room and dining room combination with a functional layout designed for everyday living. The kitchen offers a breakfast bar, closet pantry, gas range connection, and dishwasher hookup, providing a practical space with plenty of possibilities for future improvements. Both bedrooms are comfortably sized and share a conveniently located bathroom featuring an updated shower surround and vanity. Additional features include a screened back patio overlooking a nicely sized backyard, perfect for enjoying the Florida weather, while mature trees in the front yard provide welcome shade and added curb appeal. A one-car garage offers covered parking and additional storage space. Conveniently located approximately 10 minutes from the Polk Parkway, the property provides easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. With no HOA restrictions or fees, a desirable concrete block construction, and the opportunity to make improvements that enhance its appeal and value, this property offers plenty of possibilities. While some updating is needed, the potential is undeniable. Purchase one or take advantage of the opportunity to own two neighboring properties and maximize your investment potential!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,304
Status:
NEW LISTING
MLS#:
L4965553
Type:
Single Family
Subdivision:
SUNSHINE TREE PH 01
Lot size:
0.17 Acres
Year built:
1984
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

NEW ROOF (2025), NEW AC (2025), NEW WATER HEATER (2025) and NEW EXTERIOR PAINT (2025)!! Welcome to affordable living with valuable updates and excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or simply find an affordable place to live, 928 Sunshine Way presents a wonderful opportunity with plenty of upside potential! This 2 bedroom, 1 bath home offers several significant improvements providing valuable peace of mind and reducing the need for major expenses (roof, exterior paint, water heater and AC). For investors, an exciting opportunity awaits with the neighboring property at 926 Sunshine Way (MLS# L4965555) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home offers a comfortable and functional layout with plenty of opportunity to make updates and improvements to suit your personal style or investment goals. A welcoming living room flows into the dining area and adjoining kitchen, creating a practical arrangement for everyday living. The kitchen offers convenient access to the screened back porch, providing a nice extension of the living space and a comfortable place to enjoy the outdoors. Both bedrooms are generously sized and share a conveniently located full bathroom. Outside, a screened back patio overlooks a fenced backyard providing added privacy and a great space for pets, outdoor activities, or simply relaxing and enjoying the Florida weather. With no HOA restrictions or fees, you'll appreciate the added flexibility of homeownership without the expense of monthly association dues. Conveniently located approximately 10 minutes from the Polk Parkway, the property offers easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. Whether you're an investor searching for your next rental property, a first-time buyer looking to build equity, or someone ready to downsize, this home offers an affordable opportunity with room for future improvements. Purchase one or take advantage of the rare opportunity to own two neighboring properties and maximize your investment potential. With major mechanical updates already completed, the possibilities are yours to explore!

Beds:
2
Baths:
2.00
Sq.Ft.:
967
Status:
NEW LISTING
MLS#:
O6453052
Type:
Single Family
Subdivision:
PARK LAKE 02
Lot size:
0.01 Acres
Year built:
1984
A broker reciprocity listing Courtesy: PRIMESTATE REALTY, INC. 407-850-9494
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ADDITIONAL INFORMATION

Enjoy city convenience Living in this 2-bedroom, 2-bath in Winter Garden Chain of Lakes Condo. Relax on private dock, fish or swim in the community pool. This home blends style with comport. Low maintenance and ready for your personal touch. Easy access from top shopping , dining, and entertainment-- perfect as a week-end getaway, or year round home. Come check and see for the opportunity to own or investment possibilities. Must be sold. Seller may hold first mortgage with a good down payment.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,550
Status:
NEW LISTING
MLS#:
O6454181
Type:
Single Family
Subdivision:
LAKE THOMAS ESTATES
Lot size:
0.23 Acres
Year built:
1984
A broker reciprocity listing Courtesy: OAK AVENUE REAL ESTATE LLC 407-720-5000
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ADDITIONAL INFORMATION

This 3-bedroom, 2-bathroom remodeled home features a split floor plan with a private primary bedroom and no HOA fees, making it perfect if you have a boat, camper, or extra recreational vehicles. Key features include: - Living Space: A huge great/family room with cathedral ceilings and a wood-burning fireplace. - Kitchen & Dining: An open dining room located off the galley kitchen. - Bonus Room: Sliding glass doors lead to a bonus room with a separate air conditioner (currently has no closet, but could be converted into a 4th bedroom). - Exterior & Parking: An oversized driveway, a 2-car garage, and a large, fully fenced backyard. - Community Amenities: Access to a community boat ramp on Lake Charles. - Location: Conveniently located to grocery stores, bus stops, playgrounds, soccer fields, and a dog park. Offers easy access to the Polk Parkway leading to I-4, Orlando, and Tampa. Come see it ,It wont last long !! NEW ROOF , NEWER AC and water heater .

Beds:
4
Baths:
3.00
Sq.Ft.:
3,124
Status:
NEW LISTING
MLS#:
S5160457
Type:
Single Family
Subdivision:
SUNRIDGE VILLAGE EAST
Lot size:
0.25 Acres
Year built:
2004
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Welcome to 6052 Kaley Dr in Sunridge Village! This spacious 4-BEDROOM, 3-FULL-BATH POOL HOME PLUS a dedicated HOME OFFICE/BONUS ROOM offers 2,200 square feet of living space, an impressive outdoor entertaining area, and numerous valuable upgrades! THE SELLERS WILL OFFER $10,000 TOWARDS A RATE BUY DOWN WITH A FULL PRICE OFFER! Located in a desirable NO CDD community with an exceptionally LOW HOA OF JUST $165 PER YEAR, this home offers both space and affordability! THE ROOF, A/C SYSTEM, REMODELED KITCHEN, and INTERIOR PAINTING ALL DONE IN 2019, while additional recent updates provide even more value and appeal. This inviting two-story home features an OPEN FLOOR PLAN with TALL CEILINGS, attractive CROWN MOLDING, and generous living spaces designed for both everyday comfort and entertaining. The beautifully UPDATED ISLAND KITCHEN boasts GRANITE COUNTERTOPS, DOUBLE CLOSET PANTRIES, and STAINLESS STEEL APPLIANCES. The spacious living room features a distinctive SPECIALTY CEILING and FRENCH DOORS opening directly to the covered lanai, creating a wonderful connection between indoor and outdoor living. A separate dining room provides additional space for gatherings, while the convenient inside laundry room includes a washer and dryer. The spacious PRIMARY SUITE features a private EN SUITE BATHROOM with a WALK-IN SHOWER and relaxing GARDEN TUB. Three additional bedrooms provide comfortable accommodations, while the DOWNSTAIRS BONUS ROOM, currently used as a HOME OFFICE, offers incredible flexibility and POTENTIAL TO CONVERT INTO A FULL 5TH BEDROOM! With one of the THREE FULL BATHROOMS conveniently located downstairs, this layout provides excellent options for guests, multigenerational living, or anyone looking for additional living space. SPACIOUS 3 CAR GARAGE! Get the full FLORIDA EXPERIENCE by stepping outside to your own PRIVATE BACKYARD OASIS! The spacious COVERED LANAI features TILE FLOORING and OUTDOOR CEILING FANS, providing the perfect setting for relaxing or entertaining. Beyond the lanai, you'll discover a SCREEN-ENCLOSED IN-GROUND SWIMMING POOL & SPA, complete with an OUTDOOR BAR, BUILT-IN PLANTERS, and a charming TIKI-STYLE COVER OVER THE SPA! The pool area has also benefited from several improvements, including a NEW POOL PUMP in 2023, EPOXY-COATED POOL DECK PAVERS in 2023, and a POOL HEAT EXCHANGER replaced approximately 4.5 years ago. The current owners have also installed VINYL PRIVACY FENCING, creating a FULLY FENCED BACKYARD for additional privacy and enjoyment. Other improvements include a BEAUTIFUL NEW DOUBLE FRONT ENTRY DOOR installed in 2025, adding to the home's curb appeal. Situated on a generous .25-ACRE LOT in Sunridge Village, this property offers an EXCELLENT CENTRAL FLORIDA LOCATION! Enjoy convenient access to the POLK PARKWAY, providing easy connections toward TAMPA and ORLANDO, as well as nearby HIGHWAY 60, offering a direct route west toward TAMPA and east toward VERO BEACH and Florida's Atlantic Coast. Shopping, restaurants, and everything Winter Haven has to offer are also conveniently located nearby. With ALL THE UPDATES, 4 BEDROOMS PLUS A FLEXIBLE DOWNSTAIRS BONUS ROOM, 3 FULL BATHROOMS, FULLY FENCED BACKYARD, and spectacular SCREENED POOL & SPA AREA, this home offers an outstanding combination of space, improvements, and Florida living! Add in the NO CDD and incredibly LOW ANNUAL HOA of just $165, and this is an opportunity you won't want to miss. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,278
Status:
Active
MLS#:
L4966002
Type:
Single Family
Subdivision:
JAN PHYL VILLAGE UNIT 03 A
Lot size:
0.17 Acres
Year built:
1962
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,478
Status:
Active
MLS#:
A4711107
Type:
Single Family
Subdivision:
ORANGEWOOD ADD
Lot size:
0.27 Acres
Year built:
1971
A broker reciprocity listing Courtesy: FLATFEE.COM 954-965-3990
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ADDITIONAL INFORMATION

GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other amenities. Property requires updates and improvements, offering excellent potential for investors.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,370
Status:
Active
MLS#:
S5160316
Type:
Single Family
Subdivision:
LAKE DEER
Lot size:
0.2 Acres
Year built:
2020
A broker reciprocity listing Courtesy: AMY INTERNATIONAL CORP 321-695-7040
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ADDITIONAL INFORMATION

WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Haven! Designed with comfort and functionality in mind, this residence showcases a beautiful open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a spacious and inviting atmosphere perfect for everyday living and entertaining. The modern kitchen features elegant granite countertops, stainless steel appliances, and a functional layout that makes meal preparation and gatherings a pleasure. The spacious primary bedroom provides a comfortable retreat, while two additional bedrooms allow flexibility for guests, a home office, or additional living needs. ONE OF THE PROPERTY'S STANDOUT FEATURES IS THE SOLAR PANEL SYSTEM, WHICH WILL BE PAID IN FULL BY THE SELLER AT CLOSING, allowing the new owner to enjoy the potential benefits of lower electricity bills without assuming the existing solar financing. Step outside to your fully fenced, private backyard, an ideal setting for outdoor gatherings, weekend barbecues, pets, or simply relaxing in the Florida sunshine. The property also features a SPACIOUS 2-CAR GARAGE, providing ample room for parking and additional storage. Conveniently situated near shopping, dining, schools, and major roadways, this home combines the appeal of newer construction with everyday convenience. Whether you're searching for a primary residence or an investment opportunity, this property is an excellent choice. Don't miss this fantastic opportunity! Schedule your private showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,180
Status:
Active
MLS#:
TB8561956
Type:
Single Family
Subdivision:
LAKE ELOISE POINTE
Lot size:
0.25 Acres
Year built:
2013
A broker reciprocity listing Courtesy: JAY ALAN REAL ESTATE 855-529-2526
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ADDITIONAL INFORMATION

Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in closet. Ready for you to move in and drop your bags- new permitted roof. Guaranteed to pass a 4 point!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,851
Status:
Active
MLS#:
406394
Type:
Single Family
Subdivision:
SQUIRES GROVE
Lot size:
0.13 Acres
Year built:
2019
Courtesy: Jamie L Boone LLC 786-600-4465
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ADDITIONAL INFORMATION

Foreclosure Auction Ends November 2, 2026 at 10:00 AM EST. Discover this spacious 4-bedroom, 2-bathroom single-family home, offering a unique opportunity in a desirable Winter Haven neighborhood. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,987
Status:
Active
MLS#:
L4966009
Type:
Single Family
Subdivision:
TWELVE OAKS ESTATES
Lot size:
3.96 Acres
Year built:
2021
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,565 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
P4940236
Type:
Single Family
Subdivision:
OAKWOOD ESTATES
Lot size:
0.08 Acres
Year built:
1981
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Walk right into this beautifully maintained home located in Oakwood Estates, a 55+ community. The metal roof is only 6 years old. The home has newer windows and a new vapor barrier. The lanai has all new windows. The home also has a water filtration system. The furnishings you see will stay with the home. The living and dining room give a very open and inviting feel. The kitchen bar offers additional eating space for when the whole family comes to visit. The ample kitchen cabinetry has been updated. The only carpet remaining in the home is in the guest bedroom, but it is in very good condition. Sit on the front porch or side lanai for your morning coffee. Enjoy the peaceful community or join in to the many activities available year round. The community offers two pools, two clubhouses, shuffleboard, tennis courts, bocci ball, miniature golf, and much, much more. Make your appointment today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
P4940252
Type:
Single Family
Subdivision:
LAKE SHIPP HEIGHTS
Lot size:
0.31 Acres
Year built:
1955
A broker reciprocity listing Courtesy: ALLSTATE REALTY SERVICES 863-965-0207
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ADDITIONAL INFORMATION

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. This property is being sold furnished, and includes AirBNB bookings.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,464
Status:
Active
MLS#:
P4940221
Type:
Single Family
Subdivision:
OAKWOOD ESTATES
Lot size:
0.08 Acres
Year built:
1984
A broker reciprocity listing Courtesy: STACEY TOWNS REALTY LLC 863-422-1585
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 3-bedroom, 3-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven, Florida! This spacious home offers an inviting open floor plan with comfortable living and dining areas, perfect for everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, and a functional layout. Each of the three bedrooms offers its own bathroom and walk-in closet, providing comfort, privacy, and convenience for family and guests. Enjoy the enclosed patio, ideal for relaxing or entertaining year-round. Additional features include a covered carport, a spacious workshop, and a dedicated laundry area. This home has numerous upgrades throughout and has been lovingly maintained! BEST OF ALL, YOU OWN THE LAND — NO LOT RENT! Enjoy the benefits of ownership with only a low monthly community fee. CO-OP COMMUNITY Oakwood Estates offers an active lifestyle with exceptional amenities, including a clubhouse, two swimming pools, fitness center, shuffleboard, tennis courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community living. Don’t miss this wonderful opportunity to enjoy Florida living at its finest! Schedule your private showing today! Watch the short video and explore the 360° Interactive Aerial Virtual Tour for an even closer look at this home and its surroundings. Enjoy the freedom to zoom in and out, explore the property from every angle, and see as far as the eye can see!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,404
Status:
Active
MLS#:
O6451407
Type:
Single Family
Subdivision:
EAGLE LANDING PHASE II
Lot size:
0.14 Acres
Year built:
2023
A broker reciprocity listing Courtesy: M2M REALTY 407-401-2275
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ADDITIONAL INFORMATION

Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built just three years ago and barely lived in, this beautiful home has recently undergone fantastic upgrades, including brand-new luxury vinyl flooring throughout all bedrooms and the staircase, with absolutely NO CARPET anywhere in the home! Situated on one of the most desirable lots in the community, this home enjoys a beautiful, wide-open wooded backdrop with NO REAR NEIGHBORS, offering a rare sense of privacy and tranquility. Tucked away toward the quiet rear of the neighborhood, its peaceful setting makes it feel like your own private retreat. Step inside and immediately appreciate the sleek, modern interior, inviting living spaces, and abundance of natural light that fills the home. The thoughtfully designed layout offers four generously sized bedrooms, 2.5 bathrooms, and a spacious garage, providing plenty of room for comfortable everyday living. The oversized primary suite is a true highlight, featuring an exceptionally spacious bedroom, a generous walk-in closet, and an additional storage or closet area for even more convenience. Located in beautiful Winter Haven, famously known as the Chain of Lakes City, this home places you in one of Central Florida's most charming destinations, celebrated for its picturesque lakes, outdoor recreation, and relaxed Florida lifestyle. Enjoy convenient access to Chain of Lakes Park, a recreational destination near Lake Lulu offering sports facilities, open green spaces, and opportunities to enjoy the outdoors. Just a short drive away, discover the excitement of LEGOLAND Florida Resort and the new SEA LIFE Florida Aquarium, along with a wonderful variety of shopping, dining, and entertainment options. Whether you're drawn to lakeside adventures, outdoor activities, or local attractions, Winter Haven offers something for everyone! With its fresh upgrades, contemporary finishes, exceptional lot, and barely lived-in condition, this home offers the look and feel of new construction without the wait! Whether you're enjoying the bright, welcoming interior or the peaceful wooded views out back, every detail makes this property a wonderful place to call home. Homes with this combination of privacy, location, condition, and modern upgrades are hard to find! Don't miss your opportunity to make this exceptional home yours. Schedule your private showing today!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,892
Status:
Active
MLS#:
S5159911
Type:
Single Family
Subdivision:
PINNACLE POINT
Lot size:
0.17 Acres
Year built:
2022
A broker reciprocity listing Courtesy: REAL BROKER, LLC 407-279-0038
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ADDITIONAL INFORMATION

Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated living space on a 0.17-acre corner lot. The living room and kitchen are located on the first floor, while the primary bedroom is upstairs. A two-car attached garage provides parking and storage space. With five bedrooms, there’s flexibility for guests, a home office, or hobbies. Enjoy no CDD fees and an HOA fee of $214 per quarter. Located in Central Florida between Tampa and Orlando, Pinnacle Point offers convenient access to shopping, dining, schools, parks, and medical facilities. Nearby LEGOLAND Florida Resort adds another option for recreation, while access to major highways connects you to destinations throughout the region.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,585
Status:
Active
MLS#:
G5118766
Type:
Single Family
Subdivision:
SUTTON PRESERVE
Lot size:
0.15 Acres
Year built:
2024
A broker reciprocity listing Courtesy: HOMESMART 407-476-0461
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ADDITIONAL INFORMATION

Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space with an open-concept layout and desirable upgrades throughout. The spacious kitchen features quartz countertops, stainless-steel appliances, a large center island, and pantry, opening seamlessly to the living and dining areas. Tile flooring enhances the main living spaces, with carpet in the bedrooms. Additional features include an epoxy-finished garage floor, rain gutters, security cameras that convey, and solar panels. Enjoy Florida living on the enclosed screened lanai, complete with roll-down shades and patio furniture that convey, overlooking a fully fenced backyard. Located just minutes from Lake McLeod and a public boat dock, with convenient access to shopping, dining, schools, and major roadways. No CDD, low HOA fees that include high-speed internet, and a seller-provided one-year home warranty! A wonderful opportunity to own a move-in-ready home with valuable upgrades already in place. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,078
Status:
Active
MLS#:
P4940172
Type:
Single Family
Subdivision:
PARK LAKE 03 02 AMD
Lot size:
0.02 Acres
Year built:
1985
A broker reciprocity listing Courtesy: BROKERS REALTY OF CENTRAL FLOR 863-294-6773
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ADDITIONAL INFORMATION

This 2-bedroom, 2-bath condo located in the heart of Winter Haven is ready for you to make it your home. This unit features carpet and ceramic tile throughout the unit, large family room with fireplace overlooking the pool and baseball fields, and galley kitchen with a pass thru to the dining area. Community features include pool and clubhouse that overlook the newly renovated baseball complex and a community deed on the Lake Lulu of the Chain of Lakes. Located close to many restaurants, shopping, walking trails, this one truly is all about location! Call, text, or email to see it today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,303
Status:
Active
MLS#:
O6450768
Type:
Single Family
Subdivision:
WATERSIDE VILLAGE
Lot size:
0.14 Acres
Year built:
2018
A broker reciprocity listing Courtesy: BEYCOME OF FLORIDA LLC 804-656-5007
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ADDITIONAL INFORMATION

Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday convenience. This delightful home features a spacious living area of 1,714 square feet, thoughtfully designed to provide both comfort and functionality. The property includes three well-appointed bedrooms and two full bathrooms, making it a superb setting for relaxing and unwinding. The rear patio overlooks a fishing canal, an ideal spot for morning coffee, evening sunsets, or casting a line without leaving home. Supermarkets, shopping, and pharmacies are all within walking distance, and Legoland is nearby, so errands and family outings are easy. Inside, 9½-foot ceilings and rounded corners give the home an open, polished feel, with ceramic tile wall to wall for easy care. The kitchen comes equipped with a refrigerator, electric range/oven, dishwasher, microwave, trash compactor, and a kitchen reverse osmosis system, and a gas range hookup is available for the buyer who prefers to cook with flame. The washer and gas dryer are included, and a whole-house water filtration and softener system rounds out the package. Peace of mind comes built in with a standby gas generator, hurricane panels for the exterior windows and doors, and a gas tankless water heater for endless hot water. The garage features a professionally installed epoxy floor, giving you a clean, durable, showroom-ready space for parking, projects, or storage.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,396
Status:
Active
MLS#:
TB8558466
Type:
Single Family
Subdivision:
JAN PHYL VILLAGE
Lot size:
0.19 Acres
Year built:
1968
A broker reciprocity listing Courtesy: OAKSTRAND REALTY 888-912-5258
View additional info

ADDITIONAL INFORMATION

Be the First to Enjoy This Beautifully Renovated Home! Featuring brand-new paint, flooring, kitchen, bathrooms, windows, doors and AC. This home offers modern finishes and a bright, open layout with granite countertops, new cabinetry, and stainless-steel appliances. Situated on an oversized lot in a quiet, established neighborhood with NO HOA, enjoy a spacious yard, ample parking, and plenty of room to entertain. Conveniently located near shopping, dining, and major roadways, this move-in-ready home is a must-see!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,532
Status:
Active
MLS#:
O6447971
Type:
Single Family
Subdivision:
SUN RIDGE VILLAGE PH 01
Lot size:
0.22 Acres
Year built:
2006
A broker reciprocity listing Courtesy: ENTERA REALTY LLC 713-248-9869
View additional info

ADDITIONAL INFORMATION

Move-in ready four-bedroom, 2.5-bathroom home located in the desirable Sun Ridge Village Ph 01 neighborhood. This home features an open floor plan that flows seamlessly throughout the main living spaces. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances, making it a functional and modern space for cooking and gathering. The primary suite offers a private retreat, complete with a primary bathroom and a large walk-in closet. Outside, enjoy a fully fenced backyard perfect for privacy and outdoor enjoyment. Conveniently located minutes from the toll road with easy access to Tampa and Orlando. Schedule your private showing today!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of Tallahassee Board of Realtors. The information is provided exclusively for consumers’ personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate.




Winter Haven 33880 Real Estate

Winter Haven is located in Florida. Winter Haven, Florida 33880has a population of 48,707. Winter Haven 33880 is less family-centric than the surrounding county with 24.73% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida 33880 is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven 33880 is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $230,000
    25.4%
    change since last quarter
  • # Active listings

    289
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Davenport School of the Arts PK - 08 1,086 16 33837
Eagle Lake Elementary School PK - 05 473 15.8 33839
Eastside Elementary School PK - 05 1,040 16.3 33844
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Highland City Elementary School PK - 05 428 13.8 33846
Horizons Elementary School PK - 05 1,059 16.8 33837
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Loughman Oaks Elementary School PK - 05 1,027 15.1 33837
Pinewood Elementary School PK - 05 678 14.7 33839
South McKeel Academy PK - 08 1,167 16.7 33803
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Bartow Middle School 06 - 08 826 15.3 33830
Crystal Lake Middle School 06 - 08 942 15.4 33801
Denison Middle School 06 - 08 842 15.9 33880
Discovery Academy of Lake Alfred 06 - 08 1,040 18.3 33850
Jere L. Stambaugh Middle 06 - 08 851 17.7 33823
Lake Alfred-Addair Middle School 06 - 08 827 18.4 33850
Lake Gibson Middle School 06 - 08 1,130 16.6 33809
Lake Marion Creek Middle School 05 - 08 964 18.2 34759
Lakeland Highlands Middle School 06 - 08 1,217 18.4 33813
Mulberry Middle School 06 - 08 1,035 18.2 33860
Shelley S. Boone Middle School 06 - 08 923 17.4 33844
Southwest Middle School 06 - 08 852 16.4 33803

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Auburndale Senior High School 09 - 12 1,640 19.5 33823
Bartow Senior High School 09 - 12 2,039 17 33830
George W. Jenkins Senior High 09 - 12 2,319 20 33813
Haines City Senior High School 09 - 12 2,422 20.4 33844
Kathleen Senior High School 09 - 12 2,124 19.9 33815
Lake Gibson Senior High School 09 - 12 1,834 19.9 33809
Lake Region High School 09 - 12 1,892 19.9 33839
Lake Wales Senior High School 09 - 12 1,439 22.1 33853
Lakeland Senior High School 09 - 12 2,139 18.3 33801
Ridge Community High School 09 - 12 2,462 20.9 33837
Tenoroc High School 09 - 12 1,170 16.3 33801
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
* Davenport Community Campus 09 - 12 309 34.3 33837
* Highlands Youth Academy 09 - 12 80 7.3 33825
* Maynard A. Traviss Career Center 08 - 12 243 4 33803
* Polk County Sheriff's Central Center 07 - 12 32 16 33830
* Ridge Career Center 09 - 12 123 3.2 33881
* Transition School 11 - 12 59 33830
Bartow Youth Academy 06 - 12 22 11 33830
Bill Duncan Opportunity Center 06 - 12 169 12.1 33803
Davenport Adult and Career Education Center AE - AE 0 33837
Don E Woods Opportunity Center 06 - 12 127 9.1 33838
Doris A. Sanders Learning Center PK - 12 88 5.2 33801
East Area Adult School AE - AE 0 33823
ESE Countywide KG - 12 81 8.1 33801
Future School UG - UG 0 33830
Gause Academy of Leadership 06 - 12 240 12 33830
Jean O'Dell Learning Center PK - 12 77 7.7 33830
Karen M. Siegel Academy PK - 12 166 9.2 33850
McKeel Academy of Technology 06 - 12 1,166 16.2 33815
Mulberry Step Up Academy UG - UG 0 33860
New Horizons 06 - 12 16 16 33860
Pace Center for Girls 06 - 12 45 7.5 33815
Polk County Sheriffs Regional Detention Center 05 - 12 30 10 33830
Polk Full Time Eschool KG - 12 104 33801
Polk Halfway House 05 - 12 23 11.5 33830
Polk Pre-Collegiate Academy 09 - 10 109 33823
Polk Virtual Franchise 06 - 12 0 33801
Polk Virtual Instruction (Course Offerings) PK - 12 0 33801
Polk Virtual Instruction Program KG - 12 43 131 33801
Ridge Teen Parent Program 06 - 12 71 33881
Roosevelt Academy 06 - 12 290 11.6 33853
Sheriff's Youth Villa 05 - 12 7 3.5 33830
West Area Adult/Community School AE - AE 0 33815
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL 33880

Zip Code City
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven