Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
NEW LISTING
MLS#:
P4939793
Type:
Single Family
Subdivision:
SOUTH COLLEGE ADD REVISED PB 4 PG 74
Lot size:
0.09 Acres
Year built:
1925
A broker reciprocity listing Courtesy: TRUE FLORIDA REALTY LLC 863-337-9667
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ADDITIONAL INFORMATION

MOTIVATED SELLER!! INVESTORS DREAM!! New roof on this

Beds:
4
Baths:
2.00
Sq.Ft.:
2,208
Status:
NEW LISTING
MLS#:
P4939766
Type:
Single Family
Subdivision:
WEST WINTER HAVEN
Lot size:
0.17 Acres
Year built:
1925
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

Beds:
3
Baths:
2.00
Sq.Ft.:
988
Status:
NEW LISTING
MLS#:
R4911936
Type:
Manufactured Home
Subdivision:
DEERWOOD OR HARRIBEN INVESTMENT CO
Lot size:
0.18 Acres
Year built:
1993
A broker reciprocity listing Courtesy: MILLSHIRE REALTY 863-815-8000
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ADDITIONAL INFORMATION

Excellent investment property centrally located in Winter Haven,

Beds:
3
Baths:
2.00
Sq.Ft.:
1,226
Status:
NEW LISTING
MLS#:
O6437272
Type:
Condo
Subdivision:
IMPERIAL HARBOURSPHASES 01 & 02
Lot size:
0.01 Acres
Year built:
1973
A broker reciprocity listing Courtesy: UNITED REAL ESTATE PREFERRED 407-243-8840
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ADDITIONAL INFORMATION

**Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an enclosed bonus room perfect for an office, sitting area, or hobby space. The generous primary suite features a private bath and large walk-in closet. Enjoy the peace of mind of a **BRAND-NEW A/C**, newer double-pane windows, updated bathroom vanities, fresh interior paint, and an in-unit washer and dryer. Additional features include an exterior storage unit, elevator access, covered assigned parking, guest parking, and community car wash. Enjoy resort-style amenities including a **heated pool, fitness room, billiards, recreation room, shuffleboard, BBQ grills, gazebo, fishing, dock access, and nearby boat ramp.** HOA includes **water, internet, cable, and trash!** Conveniently located near hospitals, restaurants, shopping, and everyday essentials. **Come experience the Florida lifestyle at Imperial Harbours—schedule your private showing today!**

Beds:
3
Baths:
2.00
Sq.Ft.:
5,994
Status:
NEW LISTING
MLS#:
O6438788
Type:
Single Family
Subdivision:
QUEENS COVE PH 04
Lot size:
0.14 Acres
Year built:
2005
A broker reciprocity listing Courtesy: FLORIDA REALTY INVESTMENTS 407-207-2220
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ADDITIONAL INFORMATION

Virtually Staged. Virtual stage. Move-in ready and beautifully renovated! NEW ROOF TO BE INSTALLED PRIOR TO CLOSING! This beautifully updated home features brand-new luxury vinyl plank flooring throughout, fresh interior paint, and a completely remodeled kitchen with elegant quartz countertops. A new roof will be installed prior to closing, along with new cabinetry, a new microwave, and a new range. The bathrooms have also been tastefully renovated with modern finishes, creating a fresh and contemporary feel throughout the home. Conveniently located near shopping, dining, schools, and major roadways, this home is perfect for first-time buyers, families, or investors. Don't miss this incredible opportunity—schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
NEW LISTING
MLS#:
O6439573
Type:
Condo
Subdivision:
WINTER RIDGE CONDO
Lot size:
0.03 Acres
Year built:
2000
A broker reciprocity listing Courtesy: RP INVESTMENT REALTY LLC 407-283-7133
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ADDITIONAL INFORMATION

SERENE WATERFRONT LIVING ON THE CHAIN OF LAKES 2 Bedrooms 2 Full Bathrooms 1,073 SQFT Single-Story Villa-Style Condo. Water Views & Chain-of-Lakes Lifestyle! Welcome home to low-maintenance living with a view! Situated in the desirable waterfront community of Winter Ridge, this turn-key 2-bedroom, 2-bath end unit pairs interior updates with living on Lake Smart. Unlike multi-story apartment complexes, this single-story villa design offers easy entry and maximum privacy. Step onto your private 8x17 screened-in covered lanai to enjoy the outdoors pest-free. Fresh & Fully Modernized Interior. Inside, the refreshed open-concept living space awaits. Stylish, water-resistant Luxury Vinyl Plank (LVP) flooring runs seamlessly throughout the home—no carpet! Enhanced by a fresh, clean, neutral paint palette. Gourmet Galley Kitchen: Features a full suite of modern appliances, a closet pantry, ample cabinet storage, and an integrated indoor laundry area. Primary Suite Sanctuary: A spacious retreat showcasing a large walk-in closet and an updated en-suite bathroom. Capital improvements include a brand-new roof (2025) and an updated water heater, offering buyers significant savings on home insurance and maintenance. Living at Winter Ridge feels like a year-round vacation on the Winter Haven Chain of Lakes: Boater’s Dream: Take advantage of direct access to Lake Smart via the private community boat launch ramp and fishing dock. Active Recreation: Unwind in the geothermal heated community pool, social clubhouse, or on the shuffleboard courts. Prime Parking: Includes two dedicated parking spaces, including a covered carport directly near your front entrance. All-Ages Community: Unlike many surrounding lakefront complexes that enforce age restrictions, Winter Ridge is an all-ages community, making it ideal for primary homeowners, snowbirds, or long-term investors. Location & Convenience: Nestled in Central Florida’s lake country with quick access to US-17, US-27, and I-4. Enjoy a short 10-minute drive to charming Downtown Winter Haven dining, shopping, medical centers, Polk State College, and LEGOLAND Florida. Low-maintenance waterfront living, major structural updates, and direct chain-of-lakes access—schedule your private tour today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,902
Status:
NEW LISTING
MLS#:
B4902354
Type:
Condo
Subdivision:
HARTRIDGE LANDING
Lot size:
0.07 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KLINE REAL ESTATE SERVICES 863-287-0204
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ADDITIONAL INFORMATION

Great condo in Hartridge Landings. A premier 55+ small 42 unit custom condominium complex Walking out the front door one can find themselves only a few steps from the clubhouse, pool and the famous Chain of Lakes...Lake Hartridge. 17-lake chain of inter connected lakes. Boating and fishing enthusiasts paradise! Well maintained. This home comes with several skylights to brighten your day. It also has several custom shelves and engineered closet built-ins. Large totally private rear patio area that's great for entertaining outside and room to add a portable spa. Large double car garage with some storage closets. New TPO roof, re-piped plumbing and a/c system in 2022. Vacant and easy to show.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
O6439455
Type:
Single Family
Subdivision:
LUCERNE PARK RESERVE
Lot size:
0.15 Acres
Year built:
2021
A broker reciprocity listing Courtesy: CAPITAL HOMES INC 800-642-0668
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to this beautiful one-story Freeport floor plan featuring 4 bedrooms, 2 bathrooms, an open-concept kitchen and great room, a private primary suite with a walk-in closet, a patio, and a two-car garage. The home also includes solar panels, offering incredible energy savings even during August, one of the hottest months of the year; the electric bill was under $20! The buyer must assume the existing solar-panel account. Don’t miss this wonderful opportunity to enjoy a comfortable home with significantly lower energy costs!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,850
Status:
NEW LISTING
MLS#:
L4964856
Type:
Single Family
Subdivision:
RUBY LAKE PH 06
Lot size:
0.26 Acres
Year built:
2002
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to this beautifully remodeled 3-bedroom, 3-bath home with a private office that can easily serve as a 4th bedroom. Located in the Desirable Ruby Lake gated community in Winter Haven, this move-in-ready home offers a great combination of modern updates, spacious living, mature landscaping, and a peaceful lake view. Inside, you'll find soaring 10-foot ceilings, crown molding, and porcelain tile flooring throughout the entire home. The fully remodeled kitchen features granite countertops, stainless steel appliances, updated cabinetry, and plenty of space for cooking and entertaining. The primary bathroom has also been completely renovated with modern finishes, giving the home a fresh, updated feel. Step outside to the fully screened back patio and enjoy relaxing or entertaining while overlooking the lake and mature landscaping. The home has been freshly painted inside and out, and the garage features a clean, durable epoxy-coated floor. A private well provides irrigation for the landscaping, helping reduce monthly water expenses. Conveniently located near LEGOLAND Florida Resort, Winter Haven's famous Chain of Lakes, shopping, dining, schools, and local attractions, this home offers the comfort of an established neighborhood with the updates and finishes of a newly remodeled property. With 3 bedrooms, 3 full bathrooms, a flexible office/4th bedroom, beautiful lake views, and extensive renovations throughout, this Winter Haven home is ready for its next owner! Schedule your private showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,034
Status:
NEW LISTING
MLS#:
G5117422
Type:
Single Family
Subdivision:
LAKE SMART POINTE
Lot size:
0.14 Acres
Year built:
2020
A broker reciprocity listing Courtesy: OLYMPUS EXECUTIVE REALTY INC 407-469-0090
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ADDITIONAL INFORMATION

Spacious 4-bedroom home in the beautiful and well-kept Lake Smart Pointe community, offering LOW HOA and NO CDD. This home features an open-concept layout with a kitchen island, Jack & Jill bath, and a private backyard with no rear neighbors and expansive green space behind the property. Nice neighborhood with convenient access to shopping, dining, schools, and major highways. More photos coming soon.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,157
Status:
NEW LISTING
MLS#:
P4939778
Type:
Single Family
Subdivision:
SUMMERHAVEN SHORES
Lot size:
0.25 Acres
Year built:
1979
A broker reciprocity listing Courtesy: JUDY B CLEAVES PROPERTIES INC 863-299-5878
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ADDITIONAL INFORMATION

**THIS IS THE ONE!!** IMMACULATE SE WINTER HAVEN, FLORIDA HOME LOCATED ON A SHADED CUL-DE-SAC LOT WITH NO HOA. NEW ARCHITECTURAL SHINGLE ROOF INSTALLED 2022, AC-HEAT PUMP SYSTEM UPDATED 2020 and NEW INSULATED WINDOWS THROUGHOUT! The privacy-fenced rear yard has double-wide gates allowing access for storing your boat or RV plus plenty of space for the existing 10 x 16 storage/work shed with power, a large patio & separate fenced area for dog space or a garden! The living room & dining room area are conveniently located adjacent to the spacious, updated custom kitchen featuring granite countertops, stainless steel appliances, a 4-door refrigerator, 10 cabinet drawers, a pull-out trash drawer & center island. The family room features a beautiful brick fireplace with hearth and mantle ...perfect for enjoying & decorating on holidays! Sliding glass exit doors allow access from the family room to the welcoming 18 x 37 covered and screened patio. The primary bedroom has a walk-in closet and includes a remodeled en-suite bathroom with a custom tiled walk-in shower and glass shower door. Bedrooms 2 and 3 are near the remodeled hall bath that features a comfort-height vanity & tub-shower combination. This lovely, well-maintained home is perfect for gatherings & entertaining! A public park with a boat ramp on Lake Ned is less than a mile away! Shopping and restaurants are nearby, plus be sure to check out the brand-new Publix grocery store located on Dundee Road! Easy access to Hwy 27 & I-4, Orlando, Tampa area attractions & both coasts. Measurements are approximate. Info is believed to be accurate but not guaranteed. This one will sell soon, so make your showing appointment today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,439
Status:
NEW LISTING
MLS#:
S5156959
Type:
Manufactured Home
Subdivision:
BROOKHAVEN VILLAGE
Lot size:
0.1 Acres
Year built:
1985
A broker reciprocity listing Courtesy: CAISSA REALTY INVESTMENT INC 407-364-3056
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ADDITIONAL INFORMATION

Located in the 55+ community of Brookhaven Village, this home features 2 bedrooms and 2 bathrooms, with vinyl and carpet flooring. You own your lot! Low HOA fee of just $34 month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical services, and everything Winter Haven has to offer, this home provides comfort and peace of mind. Solar panels are leased and installed on a cement beam. Buyers interested will just need to transfer the solar lease to their name. Lease payment is $87 monthly, and the electricity bill is around $18 monthly. Schedule a showing today.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,108
Status:
NEW LISTING
MLS#:
L4964771
Type:
Manufactured Home
Subdivision:
GARDEN GROVE OAKS
Lot size:
0.24 Acres
Year built:
1998
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

Welcome home to 6107 Grand Oaks Dr SE, nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,350
Status:
NEW LISTING
MLS#:
L4964782
Type:
Single Family
Subdivision:
HART LAKE HILLS PH 01
Lot size:
0.62 Acres
Year built:
2002
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

From the moment you enter, it is immediately apparent this is not your typical lakefront home. Elevated sightlines extend across the pool to the tranquil waters of Hart Lake, creating a dramatic first impression and an almost infinity-edge style of living. Situated on approximately half an acre in the gated SE Winter Haven community of Hart Lake Hills, this immaculate custom residence offers 4 bedrooms, 3 baths and over 2,500 SF of refined living space with a level of finish and customization rarely found at this price point. Designed for upscale everyday living and impressive entertaining, the home showcases gorgeous travertine and wood flooring, substantial millwork, designer lighting, custom tile and stonework, granite surfaces and distinctive architectural details throughout. Statement fixtures incorporating sculptural, crystal and glass elements add another layer of sophistication. The open, triple-split bedroom floor plan includes a spacious family room, formal dining, office/den, kitchen with dinette and inside laundry. The family room captures panoramic lake views through expansive glass doors opening to the pool and features a custom wood TV wall accented with natural-edge detailing. The kitchen offers quartz countertops, stainless appliances, custom wood cabinetry, breakfast bar and a light-filled dinette overlooking the pool and lake. The adjoining dining room is illuminated by a dramatic faceted glass chandelier, while the office/den room provides flexibility as an office, study or additional sitting room. The primary suite features wood flooring, a large walk-in closet with built-ins and an extraordinary spa-inspired bath. Travertine and stone surround a floating-edge soaking tub with black stone deck, dramatic underlighting and sleek linear fireplace. An oversized open shower features multiple body sprays, handheld fixture and rainfall shower, complemented by floating cabinetry, granite-topped vanity, designer lighting and a private water closet. Three generously sized guest bedrooms are privately positioned away from the primary suite with excellent closet space and access to beautifully customized guest baths. The third bath also serves the pool and features a glass-enclosed MrSteam steam shower. Outside, wide steps transition from the elevated interior to an expansive screened outdoor living area where the saltwater pool appears visually connected to Hart Lake beyond. A large covered lanai with travertine flooring offers room for dining and lounging, while generous deck space provides plenty of room for entertaining and enjoying the Florida sunshine. Hart Lake offers opportunities for fishing, boating and enjoying the natural waterfront setting. Additional features include double-pane windows, insulated sliding doors, central vacuum, irrigation well, 2019 roof, 2020 A/C and a pool enclosure refurbished in 2024 with new screening, doors and screws. All this and centrally located between Tampa and Orlando, approximately 10 minutes from shopping, dining and medical facilities, and within walking distance of Chain of Lakes Elementary.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,357
Status:
NEW LISTING
MLS#:
P4939775
Type:
Single Family
Subdivision:
DUNDEE STATION
Lot size:
0.12 Acres
Year built:
2007
A broker reciprocity listing Courtesy: ASSOCIATE REALTY 863-618-4000
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ADDITIONAL INFORMATION

Welcome home! This move-in ready gem offers 3 bedrooms, 2 bathrooms, and a two-car garage, providing over 1,700 square feet of bright, comfortable living space. The heart of the home is a spacious living room that looks into the kitchen, making it perfect for family gatherings, along with a separate formal dining room for special occasions. The kitchen is a chef's delight, boasting striking dark cabinets, stainless steel appliances, plenty of counter space, a stylish backsplash, and a cozy eat-in area. The primary bedroom is complete with an en suite bathroom featuring a walk-in closet, dual-sink vanity, a deep garden tub, and a separate step-in shower. For added convenience, the home includes a dedicated indoor laundry room. Outside, you will find a large covered rear porch—your new favorite spot for morning coffee, weekend barbecues, or simply relaxing at the end of the day. Don't wait- contact us today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,567
Status:
NEW LISTING
MLS#:
TB8545235
Type:
Single Family
Subdivision:
CARROLLS SUB PB 8 PG 7
Lot size:
0.21 Acres
Year built:
2026
A broker reciprocity listing Courtesy: EZ CHOICE REALTY 813-653-9676
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ADDITIONAL INFORMATION

Discover this brand-new construction 4-bedroom, 2-bathroom single-family home, offering the perfect blend of modern style and functional living. The heart of the home is a contemporary kitchen featuring beautiful cabinetry, premium upgraded appliances, and clever design elements, including a hidden pantry and a dedicated coffee or liquor bar for effortless entertaining. The spacious living area provides an open, airy feel perfect for daily life or hosting guests. Retreat to the luxurious master suite, which acts as a private sanctuary with a spa-like bathroom. The master bath features a modern walk-in shower, a large soaking tub for ultimate relaxation, and generous his-and-her closets. Complete with a 1-car garage and located in the heart of Winter Haven, this home is move-in ready and designed for those who appreciate contemporary finishes and thoughtful, brand-new layouts.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,740
Status:
NEW LISTING
MLS#:
G5117324
Type:
Single Family
Subdivision:
TERRANOVA PH 01
Lot size:
0.17 Acres
Year built:
2003
A broker reciprocity listing Courtesy: PREFERRED RE BROKERS III 407-440-4900
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ADDITIONAL INFORMATION

POOL HOME WITH POND VIEW IN GATED TERRANOVA! Welcome to this spacious 3-bedroom, 2-bath home offering 2,118 square feet of living space and a relaxing Florida lifestyle in one of southeast Winter Haven’s gated communities. The highlight of the home is the screened-in private pool overlooking the pond, creating a peaceful water-view backdrop for relaxing, entertaining, or enjoying time outdoors. Inside, the split-bedroom floor plan offers multiple living spaces, including a comfortable family room featuring a wood-burning fireplace. The eat-in kitchen provides plenty of space for casual dining and features a decorative backsplash behind the countertops, while the dining area flows naturally into the living room for an open and connected feel. Sliding doors provide access to the covered and screened pool area, where you can enjoy the pond views from your own backyard. The home also features a full bathroom with direct access to the pool area, adding extra convenience for family and guests. Additional features include an inside laundry room, walk-in closet, ceiling fans, attached 2-car garage, and a north-facing front exposure. Terranova is a gated community conveniently located in southeast Winter Haven with easy access to shopping, dining, schools, medical facilities, and area attractions including LEGOLAND Florida. Enjoy the combination of a private pool, water view, spacious interior, and gated-community setting—all in a convenient Winter Haven location. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,134
Status:
NEW LISTING
MLS#:
O6439240
Type:
Condo
Subdivision:
IMPERIAL HARBOURSPHASES 01 & 02
Lot size:
0.01 Acres
Year built:
1973
A broker reciprocity listing Courtesy: UNITED REALTY GROUP INC 954-450-2000
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ADDITIONAL INFORMATION

This fully furnished 2-bedroom, 2-bathroom condominium is located on the third floor of the Imperial Harbours 55+ active community in Winter Haven, Florida. Situated directly along Lake Howard with direct entry to the Chain of Lakes, the 1,134-square-foot unit offers water views, updated laminate flooring, a walk-in primary closet, and a dedicated Florida room. Residents enjoy a low-maintenance lifestyle with a monthly $440 condo fee covering community pool access, dock and fishing pier amenities, cable TV, and exterior insurance, along with an assigned carport space and elevator access. A perfect winter home...no snow shovel needed!

Beds:
2
Baths:
2.00
Sq.Ft.:
2,615
Status:
NEW LISTING
MLS#:
S5156843
Type:
Manufactured Home
Subdivision:
LAKE N GOLF ESTATES ADD
Lot size:
0.15 Acres
Year built:
1990
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings and offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances and a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,560
Status:
NEW LISTING
MLS#:
L4964795
Type:
Single Family
Subdivision:
PINNACLE POINT
Lot size:
0.13 Acres
Year built:
2022
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Short Sale. This is a SHORT SALE-THIRD PARTY APPROVAL REQUIRED. Spacious and extensively upgraded, this 5-bedroom, 3-bath home offers more than 3,000 square feet of flexible living space in the Pinnacle Point community. The open floor plan features an impressive remodeled kitchen, upgraded flooring, generous living and gathering areas, and plenty of room for a large household, home offices, guests, or multigenerational living. Outside, enjoy a fenced backyard and improved patio area ready for relaxing, entertaining, or weekend cookouts. Built in 2022, the home also includes a two-car garage and convenient access to shopping, dining, medical facilities, and Central Florida attractions. Some interior projects remain unfinished, allowing the next owner to add their personal finishing touches.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,058
Status:
NEW LISTING
MLS#:
P4939726
Type:
Single Family
Subdivision:
LAKE MARIAM HILLS REP
Lot size:
0.34 Acres
Year built:
1995
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Welcome home to this beautifully maintained four-bedroom, 2½-bathroom home located in a desirable gated community. New Roof installed along with a private access boat launch to Lake Mariam, perfect for enjoying Florida’s outdoor lifestyle. From the moment you walk through the front door, the home’s thoughtfully designed open floor plan immediately stands out. Your view leads straight through to the sparkling pool, creating a wonderful sense of space and bringing the outdoors in. The dining room is conveniently located to the right, while the spacious living room provides plenty of room for relaxing and entertaining. The kitchen features a large island with a breakfast bar, making it the perfect gathering spot for family and friends. Its open design allows you to prepare meals or wash dishes while still keeping an eye on the family enjoying the pool. Step outside to the expansive pool area, where there is plenty of space for outdoor dining, morning coffee, entertaining, or simply relaxing by the pool. It’s an ideal setting for enjoying the Florida sunshine year-round. The oversized master suite offers plenty of room to unwind and features a spacious master bathroom with a garden tub and dual vanity sinks. And there are some important recent updates to appreciate, including a new roof installed just one year ago and a new garage door. With its spacious floor plan, private lake access, boat launch, pool, oversized master suite, and recent improvements, this home offers the perfect combination of comfort, convenience, and Florida living—all within a gated community.

Beds:
1
Baths:
1.00
Sq.Ft.:
481
Status:
NEW LISTING
MLS#:
V4951130
Type:
Manufactured Home
Subdivision:
FAIRVIEW VILLAGE
Lot size:
0.05 Acres
Year built:
2023
A broker reciprocity listing Courtesy: LPT REALTY 877-366-2213
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ADDITIONAL INFORMATION

Welcome Home to Easy Florida Living! Come discover this beautifully maintained 2023 Skyline Park Model, installed in August 2022 and thoughtfully designed with comfort, convenience, and relaxation in mind. From the moment you arrive, you’ll appreciate the new concrete driveway, newer roof, central air, spacious storage, and inviting outdoor living opportunities. Inside, the home offers an open and comfortable layout with a large pantry, dining island, electric fireplace, walk-in shower, and a bedroom spacious enough for a king-size bed. The home is being offered with many furnishings and features, including a French-door refrigerator, electric range, microwave, washer/dryer combo, water softener, blinds, generator ready and more. The lifestyle is just as appealing! The 99-year perpetual lease is renewable for only $1, while the current $90 monthly association fee includes water, sewer, trash, seasonal lawn maintenance, heated pool access, clubhouse, and a variety of community activities. Enjoy shuffleboard, horseshoes, billiards, ping pong, and a community dock with direct canal access to Lake Henry, complete with a pier bench and fire pit. Whether you’re looking for a seasonal retreat, a comfortable Florida getaway, or a place to enjoy the relaxed community lifestyle, this one is ready for you to come see and fall in love with it! Financing Available!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,240
Status:
NEW LISTING
MLS#:
O6439202
Type:
Other
Subdivision:
WINTER HAVEN
Lot size:
0.15 Acres
Year built:
1915
A broker reciprocity listing Courtesy: REAL BROKER, LLC 407-279-0038
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ADDITIONAL INFORMATION

Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1,240 square feet of total living space. Built in 1915, the property also includes a one-car garage and is connected to public water and sewer. Conveniently located near Downtown Winter Haven, shopping, restaurants, schools, medical facilities, and major roadways. Whether you are expanding your rental portfolio or purchasing your first income-producing property, this duplex offers excellent potential in a central location. Schedule your private showing today. Please do not disturb the tenants.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
NEW LISTING
MLS#:
P4939520
Type:
Condo
Subdivision:
LAKE BUCKEYE CONDO
Lot size:
0.01 Acres
Year built:
1974
A broker reciprocity listing Courtesy: COLLANY PROPERTIES 863-295-9886
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ADDITIONAL INFORMATION

Beautifully Updated Condo with Water View in the Desirable Lake Buckeye Community! Enjoy the best of Florida living in this move-in-ready condo with a scenic water view in the sought-after Lake Buckeye Condominium community in Winter Haven. Perfect as a full-time residence, seasonal retreat, or investment property, this home offers comfort, convenience, and a relaxed lakefront lifestyle. Recent updates include new flooring in both bedrooms, new blinds throughout, updated light fixtures, a new refrigerator, range, and vent hood, convenient in-unit washer and dryer hookups, and a newly refurbished screened porch—the perfect place to relax and enjoy the peaceful surroundings. The unit also includes a designated parking space. Residents enjoy access to beautiful Lake Buckeye, along with a community pool, clubhouse, private boat ramp, fishing dock, and beautifully maintained grounds. The HOA has made significant community improvements, including new roofs in 2021, an upgraded irrigation system, well maintained building exteriors, resurfaced parking areas, and a renovated community pool. Conveniently located just minutes from downtown Winter Haven, the Chain of Lakes, Polk State College, shopping, dining, golf, medical facilities, and LEGOLAND® Florida Resort, this exceptional condo offers the perfect blend of waterfront living and everyday convenience. Don't miss this opportunity to own an updated condo with a water view in one of Winter Haven's most desirable lakefront communities!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,820
Status:
NEW LISTING
MLS#:
L4964806
Type:
Single Family
Subdivision:
PEACE CRK RESERVE
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: PMI ARRICO REALTY AND PRTP MGT 863-606-1094
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ADDITIONAL INFORMATION

Modern Comfort Meets Natural Serenity – 1228 Tyler Loop, Winter Haven, FL Discover peaceful Florida living in this beautifully maintained 4-bedroom, 3-bath Lennar Next Gen® home in the desirable Peace Creek Reserve community. Built in 2024 and offering approximately 2,100 square feet of thoughtfully designed, single-story living space, this home combines modern comfort, flexible living arrangements, and tranquil natural views. The open-concept main living area features high ceilings, abundant natural light, quartz countertops, stainless-steel appliances, and tile flooring in all wet areas. The smart, spacious layout creates an inviting setting for both everyday living and entertaining. A standout feature is the private Next Gen suite, complete with its own entrance, kitchenette, living room, bedroom, and full bathroom. This flexible space is ideal for extended family, guests, a home office, or a comfortable multigenerational living arrangement. Step outside to a fully fenced backyard overlooking a natural retention basin with protected wetlands beyond. The open rear fencing preserves the peaceful view, where Sandhill cranes, water birds, turtles, and other native wildlife can often be seen. With no immediate rear neighbor, the outdoor space offers an added sense of openness and connection to nature. The two-car garage features an eye-catching epoxy-coated floor with black, silver, gold, and brown flecks that shimmer in the light—a sleek and practical upgrade that sets this home apart. A six-foot privacy fence with gates on both sides provides additional seclusion while maintaining the panoramic rear view. Peace Creek Reserve offers residents access to a community swimming pool and playground. The home is situated on a quiet, U-shaped street with low traffic and is conveniently located near shopping, dining, schools, Highway 27, and Winter Haven’s celebrated Chain of Lakes. For recreation and entertainment, LEGOLAND® Florida Resort is approximately 15 minutes away, while Walt Disney World is generally less than an hour away, depending on traffic. This location offers an appealing balance of peaceful residential living and convenient access to some of Central Florida’s most popular attractions. Schedule your private tour today and experience the comfort, flexibility, and natural setting this distinctive home has to offer.

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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.



Winter Haven Real Estate

Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% 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 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 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

    $275,000
    25.4%
    change since last quarter
  • # Active listings

    1,082
    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
Eagle Lake Elementary School PK - 05 473 15.8 33839
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
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
Pinewood Elementary School PK - 05 678 14.7 33839
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
Denison Middle School 06 - 08 842 15.9 33880
Jewett Middle Academy Magnet 06 - 08 606 18.4 33881
Westwood Middle School 06 - 08 821 15.5 33881

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Collegiate High School 11 - 12 291 32.3 33881
Lake Region High School 09 - 12 1,892 19.9 33839
New Beginnings High School 07 - 12 382 27.3 33881
Polk State College Collegiate High School 11 - 12 281 40.1 33881
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Ridge Teen Parent Program 06 - 12 71 33881
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL

City County
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