Winter Haven Florida Homes for Sale

Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.

Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.

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Displaying results 391-400 of 757
49 Photos 1061 Sandpiper Loop Winter Haven, FL 33881

1061 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Crk
Residential

MLS# O6412012 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2472 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Chestnut Crk

Fall in love with this stunning 5-bedroom, 3-bath home with a 3-car garage, perfectly situated on one of the largest lots in the neighborhood. Comb... 

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$485,000
Provided courtesy of EXP REALTY LLC
60 Photos 5312 Nicklaus Drive Winter Haven, FL 33884

5312 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# O6411968 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1700 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet an... 

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$334,900
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE
39 Photos 270 Meadowbrook Boulevard Winter Haven, FL 33881

270 Meadowbrook Boulevard
Winter Haven, FL 33881
Lucerne Park Reserve
Residential

MLS# O6411678 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2696 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

Investors Only. Leased through August 31, 2027, at $2,575/month. Landlord provides lawn care. No rear neighbors and entirely fenced for privacy! Lo... 

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$355,900
Provided courtesy of 3% REAL E$TATE
40 Photos 3875 Osprey Pointe Circle Winter Haven, FL 33884

3875 Osprey Pointe Circle
Winter Haven, FL 33884
Osprey Pointe
Residential

MLS# O6411657 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1729 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Osprey Pointe

This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builders Group Inc. is located in SE Winter Haven in the OSPREY POINTE community f... 

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$285,000
Provided courtesy of COLDWELL BANKER REALTY
30 Photos 2540 14th Street Winter Haven, FL 33884

2540 14th Street
Winter Haven, FL 33884
South Roy Shores
Residential

MLS# O6411362 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1753 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: South Roy Shores

Turnkey Airbnb opportunity in the heart of Winter Haven! This fully furnished 4-bedroom, 2-bath pool home is perfect for short-term rental income, ... 

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$369,900
Provided courtesy of EXP REALTY LLC
51 Photos 4111 Island Lakes Drive Winter Haven, FL 33881

4111 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# O6411190 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1998 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence com... 

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$399,900
Provided courtesy of EXP REALTY LLC
2 Photos 811 Andrew Street Winter Haven, FL 33881

811 Andrew Street
Winter Haven, FL 33881
Willowbrook North
Residential

MLS# O6410787 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1600 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Willowbrook North

Under Construction. Ready in September 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept ... 

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$322,490
Increase +$15,000
Provided courtesy of DRB GROUP REALTY, LLC
35 Photos 2026 Kings Crossing Winter Haven, FL 33880

2026 Kings Crossing
Winter Haven, FL 33880
Stonebridge Ph 02
Residential

MLS# O6410748 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1131 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Stonebridge Ph 02

PRICE ENHANCEMENT!!!! WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER!Step through the custom-gated courtyard and ... 

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$229,900
Reduced -$5,100
Provided courtesy of COLDWELL BANKER REALTY
35 Photos 912 E Heron Circle Winter Haven, FL 33884

912 E Heron Circle
Winter Haven, FL 33884
Garden Grove South Add
Residential

MLS# O6410695 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1502 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove South Add

Welcome to this FULLY renovated, beautiful and large 3Bed 2bath home in Winter Haven!! Property has been fully renovated to 2026 standards in and o... 

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$325,000
Provided courtesy of CARDINAL REALTY GROUP, LLC.
34 Photos 603 Maggie Circle Winter Haven, FL 33880

603 Maggie Circle
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# O6410507 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1482 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and ... 

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$255,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO

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Specific Searches of Winter Haven Florida

55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL