Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 501-510 of 756
51 Photos 116 Mandolin Drive Winter Haven, FL 33884

116 Mandolin Drive
Winter Haven, FL 33884
Mandolin
Residential

MLS# O6403313 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Mandolin

ARE YOU LOOKING FOR A GATED COMMUNITY WITH A LOW HOA and NO CDD? At 116 Mandolin Dr in WINTER HAVEN, FL! This spacious 4-bedroom, 2-bathroom home o... 

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$365,000
Reduced -$5,000
Provided courtesy of LPT REALTY, LLC
45 Photos 780 Overlook Grove Drive Winter Haven, FL 33884

780 Overlook Grove Drive
Winter Haven, FL 33884
Overlook Rdg
Residential

MLS# L4960255 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1583 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Overlook Rdg

HOME WARRANTY INCLUDED! Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Hav... 

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$272,500
Reduced -$22,500
Provided courtesy of FLORIDA REAL ESTATE COMPANY
31 Photos 693 Squires Grove Drive Winter Haven, FL 33880

693 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# TB8502032 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1690 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

Welcome to this beautifully maintained newer home in the desirable Squires Grove community of Winter Haven! Built in 2022, this spacious 3-bedroom,... 

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$264,900
Reduced -$5,100
Provided courtesy of MARK SPAIN REAL ESTATE
39 Photos 811 22nd Street Winter Haven, FL 33881

811 22nd Street
Winter Haven, FL 33881
Hutton Rep
Residential

MLS# S5148769 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1408 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hutton Rep

""Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, makin... 

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$269,990
Provided courtesy of FLORIDA REALTY INVESTMENTS
32 Photos 554 Eagle Landing Boulevard Winter Haven, FL 33880

554 Eagle Landing Boulevard
Winter Haven, FL 33880
Eagle Lndg Ph I
Residential

MLS# O6402516 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1628 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Eagle Lndg Ph I

Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home is a move-in-ready living space. Th... 

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$269,999
Reduced -$4,001
Provided courtesy of SPANN & ASSOCIATES REAL ESTATE
23 Photos 316 Lake Smart Circle Winter Haven, FL 33881

316 Lake Smart Circle
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# L4961472 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1500 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be ... 

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$289,900
Provided courtesy of REMAX EXPERTS
13 Photos 6103 Grey Heron Drive Winter Haven, FL 33881

6103 Grey Heron Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential

MLS# O6403532 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Landings Ph 01

Welcome to 6103 Grey Heron Dr in Winter Haven, FL a beautifully maintained move-in ready home offering modern finishes, open-concept living, and st... 

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$304,999
Reduced -$1
Provided courtesy of BROKER HUB REALTY GROUP LLC
38 Photos 612 Morgan Road Winter Haven, FL 33880

612 Morgan Road
Winter Haven, FL 33880
Peace River Development
Residential

MLS# TB8502352 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 896 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Peace River Development

Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with t... 

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$524,900
Provided courtesy of AGENT GROUP REALTY
24 Photos 2108 River Hawk Loop Winter Haven, FL 33880

2108 River Hawk Loop
Winter Haven, FL 33880
Residences At Winter Haven
Residential

MLS# S5148855 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2032 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Residences At Winter Haven

Move-in ready! Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and conne... 

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$384,900
Provided courtesy of KELLER WILLIAMS REALTY AT THE LAKES
39 Photos 2112 River Hawk Loop Winter Haven, FL 33880

2112 River Hawk Loop
Winter Haven, FL 33880
Residences of Winter Haven
Residential

MLS# S5148856 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2378 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Residences of Winter Haven

Move-in Ready! Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and conne... 

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$429,900
Provided courtesy of KELLER WILLIAMS REALTY AT THE LAKES

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-12-2026 3:28 PM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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