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 231-240 of 760
11 Photos 3715 Avenue J Winter Haven, FL 33881

3715 Avenue J
Winter Haven, FL 33881
Deerwood Or Harriben Investment Co
Residential

MLS# O6346989 / Active
3 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 892 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Deerwood Or Harriben Investment Co

Welcome to this charming 3-bedroom, 1.5-bath home nestled in the heart of Winter Haven! Built in 1995, this well-maintained property offers a cozy ... 

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$217,000
Provided courtesy of LA ROSA REALTY PRESTIGE
35 Photos 649 Broadmoor Circle Winter Haven, FL 33884

649 Broadmoor Circle
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# O6352259 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1278 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

UNDER MARKET VALUE!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throu... 

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$149,700
Reduced -$1,800
Provided courtesy of SUCCESS INVESTMENT REALTY
42 Photos 2964 Plantation Road Winter Haven, FL 33884

2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential

MLS# O6352519 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3614 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantations

Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat... 

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$579,900
Reduced -$20,000
Provided courtesy of PREMIER SOTHEBYS INT'L REALTY
11 Photos 400 El Camino Drive UNIT #223 Winter Haven, FL 33884

400 El Camino Drive UNIT #223
Winter Haven, FL 33884
Orchid Spgs Vill 400 San Miguel
Residential

MLS# O6354793 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 850 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 400 San Miguel

Welcome Home to Orchid Springs Village!Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful O... 

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$59,900
Provided courtesy of KELLER WILLIAMS CLASSIC
13 Photos 1601 Roselawn Street Winter Haven, FL 33880

1601 Roselawn Street
Winter Haven, FL 33880
Tranquility Park 02 Rep
Residential

MLS# O6356028 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 1099 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Tranquility Park 02 Rep

Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunni... 

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$256,500
Reduced -$500
Provided courtesy of LA ROSA REALTY PRESTIGE
54 Photos 4048 Phoenician Way Winter Haven, FL 33884

4048 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# O6361389 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This hig... 

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$435,000
Reduced -$10,000
Provided courtesy of HEROES REAL ESTATE GROUP LLC
27 Photos 6405 Domizio Drive Winter Haven, FL 33884

6405 Domizio Drive
Winter Haven, FL 33884
Villa Mar 40's
Residential

MLS# O6363245 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1880 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villa Mar 40's

This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept... 

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$277,490
Increase +$3,000
Provided courtesy of LENNAR REALTY
38 Photos 718 Eagle Landing Boulevard Winter Haven, FL 33880

718 Eagle Landing Boulevard
Winter Haven, FL 33880
Eagle Landing Phase II
Residential

MLS# O6363455 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1900 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Eagle Landing Phase II

One or more photo(s) has been virtually staged. Welcome to 718 Eagle Landing Blvd, where privacy, peaceful views, and modern living come together b... 

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$326,999
Reduced -$2,001
Provided courtesy of M2M REALTY
20 Photos 3349 Costello Circle Winter Haven, FL 33884

3349 Costello Circle
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6364268 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1516 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want t... 

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$249,990
Reduced -$1,000
Provided courtesy of VALOR REALTY SERVICES LLC
27 Photos 4160 Giorgio Drive Winter Haven, FL 33884

4160 Giorgio Drive
Winter Haven, FL 33884
Villamar Phase 6 and Phase 6d
Residential

MLS# O6366024 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1665 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Phase 6 and Phase 6d

This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedro... 

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$296,990
Increase +$2,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

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Specific Searches of Winter Haven Florida

55 Plus Homes For Sale Winter Haven FL
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Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
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Waterfront Homes For Sale Winter Haven FL