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 321-330 of 769
60 Photos 4577 Back Nine Drive Winter Haven, FL 33884

4577 Back Nine Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937386 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1918 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclusive Florida Retir... 

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$349,600
Reduced -$10,300
Provided courtesy of LAKE ASHTON REALTY INC.
36 Photos 2202 Garden Lake Drive Winter Haven, FL 33884

2202 Garden Lake Drive
Winter Haven, FL 33884
Richmond Square Sub
Residential

MLS# P4937345 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1442 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Richmond Square Sub

Experience resort-style living in the prestigious gated community of Winterset, just minutes from Legoland. This captivating 3-bedroom, 2-bath vill... 

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$249,000
Reduced -$15,900
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
54 Photos 2925 Dayton Drive Winter Haven, FL 33884

2925 Dayton Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# P4937324 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2109 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoug... 

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$284,500
Reduced -$15,400
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
64 Photos 4251 Cedarwood Street Winter Haven, FL 33880

4251 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937233 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1216 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two ... 

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$106,000
Reduced -$12,000
Provided courtesy of COLDWELL BANKER REALTY
54 Photos 5197 Pebble Beach Boulevard Winter Haven, FL 33884

5197 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937220 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1677 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WAS... 

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$340,000
Reduced -$5,000
Provided courtesy of LAKE ASHTON REALTY INC.
34 Photos 874 Buccaneer Boulevard Winter Haven, FL 33880

874 Buccaneer Boulevard
Winter Haven, FL 33880
Shores At Lake Sears
Residential

MLS# P4937137 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1429 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shores At Lake Sears

PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost!Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! J... 

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$279,900
Reduced -$10,000
Provided courtesy of LA ROSA REALTY PRESTIGE
48 Photos 802 Marcia Loop Winter Haven, FL 33884

802 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential

MLS# P4937120 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1539 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Crystals Landing

Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the str... 

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$349,900
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
69 Photos 6315 Grove Pointe Drive Winter Haven, FL 33884

6315 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4936981 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This beautiful home is back on the market due to buyer financing falling through right before closing - no fault of the seller.The good news? The s... 

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$160,000
Reduced -$2,500
Provided courtesy of LOCKHART & ASSOCIATES INC
38 Photos 3971 Island Lakes Drive Winter Haven, FL 33881

3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4936971 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2023 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Let's make a deal!! Bring them an OFFER!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully m... 

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$457,400
Reduced -$2,500
Provided courtesy of LA ROSA REALTY PRESTIGE
70 Photos 239 Golf Aire Boulevard Winter Haven, FL 33884

239 Golf Aire Boulevard
Winter Haven, FL 33884
Lake Bess Country Club
Residential

MLS# P4936940 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2263 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Bess Country Club

PRICE IMPROVEMENT OF $5K MOTIVATED SELLERBEAUTIFUL GATED GOLF COURSE COMMUNITYAn exceptional opportunity to own a beautiful 3brm/2.5 bath home nest... 

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$394,000
Reduced -$5,000
Provided courtesy of DALTON WADE INC

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 06-16-2026 5:56 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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