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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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52 Photos 840 Piedmont Drive Winter Haven, FL 33880

840 Piedmont Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# L4962339 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1870 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

Welcome to your own private backyard retreat in the heart of Winter Haven! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacio... 

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$425,000
Provided courtesy of LIVE FLORIDA REALTY
19 Photos 4463 Rapallo Avenue Winter Haven, FL 33884

4463 Rapallo Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# L4958024 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1744 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

New construction home with 1744 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Silesto... 

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$294,900
Reduced -$5,000
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
70 Photos 1018 Brimstone Circle Winter Haven, FL 33884

1018 Brimstone Circle
Winter Haven, FL 33884
Harmony/lk Eloise Ph 1
Residential

MLS# P4938672 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2457 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony/lk Eloise Ph 1

Like-New Casa Fresca Home with a VA Assumable Rate @ 4.99%! This Jazmin Floorplan in Harmony on Lake Eloise is a must-see! Built in 2025, this stun... 

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$475,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
49 Photos 305 Meadowbrook Boulevard Winter Haven, FL 33881

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

MLS# O6381073 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2696 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! SELLER MOTIVATED! Needs new carpet - giving buyers a clear opportunity to update... 

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$340,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE REALTY
35 Photos 2500 21st Street UNIT #23 Winter Haven, FL 33881

2500 21st Street UNIT #23
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential

MLS# L4959772 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1334 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casa Del Sol Condo Village Ph 02

Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 ba... 

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$178,000
Provided courtesy of COLDWELL BANKER REALTY
42 Photos 6825 S Lake Henry Drive Winter Haven, FL 33881

6825 S Lake Henry Drive
Winter Haven, FL 33881
Lucerne Park Fruit Assn
Residential

MLS# S5143698 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1790 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Fruit Assn

One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 sq... 

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$239,000
Reduced -$10,900
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
39 Photos 265 Majestic Gardens Lane Winter Haven, FL 33880

265 Majestic Gardens Lane
Winter Haven, FL 33880
Gardens Ph 01
Residential

MLS# L4962565 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1951 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Gardens Ph 01

Located in a desirable gated community on a oversized corner lot, paved driveway and low HOA fee and convenient access to everything Central Florid... 

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$299,999
Reduced -$10,001
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
9 Photos 119 Allen Avenue Winter Haven, FL 33880

119 Allen Avenue
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# TB8399712 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1520 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Short Sale. Requires a some TLC & Refresh. Pool Home. 

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$250,000
Reduced -$20,000
Provided courtesy of WESTBAY REAL ESTATE
70 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4961930 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amen... 

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$549,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
62 Photos 3365 Costello Circle Winter Haven, FL 33884

3365 Costello Circle
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# L4962031 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2522 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Short Sale. Discover this beautifully designed 2023-built 5-bedroom, 3-bathroom home located in the highly sought-after Villamar community in Winte... 

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$320,000
Provided courtesy of ENGEL & VOELKERS LAKELAND

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 06-20-2026 1:39 PM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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