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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30 Photos 323 Orange Blossom Drive UNIT #323 Winter Haven, FL 33880

323 Orange Blossom Drive UNIT #323
Winter Haven, FL 33880
Waters Edge Unit 1 Replat
Residential

MLS# P4938498 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1280 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Waters Edge Unit 1 Replat

WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great... 

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$209,900
Provided courtesy of CROSBY & ASSOCIATES, INC.
20 Photos 3048 Captain Jax Way Winter Haven, FL 33884

3048 Captain Jax Way
Winter Haven, FL 33884
Serenity At Peace Creek Th
Residential

MLS# O6401056 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1386 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Serenity At Peace Creek Th

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first lev... 

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$219,990
Provided courtesy of LENNAR REALTY
32 Photos 2747 San Marco Way Winter Haven, FL 33884

2747 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6401087 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1680 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfu... 

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$284,990
Reduced -$20,000
Provided courtesy of RE/MAX ASSURED
20 Photos 305 Arbuthnot Street Winter Haven, FL 33881

305 Arbuthnot Street
Winter Haven, FL 33881
Sanctuary By the Lake Ph 2
Residential

MLS# P4938517 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1758 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph 2

This approximately 1,730-square-foot home offers three bedrooms and two bathrooms in a gated community close to bike trail. The home features a cle... 

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$280,000
Increase +$5,000
Provided courtesy of COLDWELL BANKER REALTY
30 Photos 3420 Avenue T Winter Haven, FL 33881

3420 Avenue T
Winter Haven, FL 33881
Inwood
Residential

MLS# L4961252 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1088 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Fully Remodeled 3 Bed / 3 Bath with No HOA - Move-In Ready in Winter Haven! Welcome to 3420 Avenue T NW — a completely updated 3-bedroom, 3-bathro... 

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$225,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
20 Photos 3732 Giorgio Drive Winter Haven, FL 33884

3732 Giorgio Drive
Winter Haven, FL 33884
Villamar Ph 6 & Ph 6d
Residential

MLS# S5147116 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1713 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 6 & Ph 6d

Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable ... 

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$250,000
Reduced -$10,000
Provided courtesy of MY REALTY GROUP, LLC.
4 Photos 443 Ituna Circle Winter Haven, FL 33881

443 Ituna Circle
Winter Haven, FL 33881
Harbor At Lake Henry
Residential

MLS# L4961315 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1644 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harbor At Lake Henry

Under Construction. Brand-new 3-bedroom 2-bath home! The Ashlyn features an inviting and open living area under an airy volume ceiling. Relax in yo... 

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$303,900
Reduced -$5,000
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
17 Photos 1742 Upland Lane Winter Haven, FL 33884

1742 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885110 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2250 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$380,990
Provided courtesy of MALTBIE REALTY GROUP
21 Photos 1726 Upland Lane Winter Haven, FL 33884

1726 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885114 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2797 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$386,990
Provided courtesy of MALTBIE REALTY GROUP
19 Photos 1739 Upland Lane Winter Haven, FL 33884

1739 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885115 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$326,990
Provided courtesy of MALTBIE REALTY GROUP

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 07-11-2026 7:47 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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