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 271-280 of 782
27 Photos 4669 Osprey Way Winter Haven, FL 33881

4669 Osprey Way
Winter Haven, FL 33881
St James Xing
Residential

MLS# R4911042 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1992 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: St James Xing

This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36"" x 24"" porcelain tile flooring, o... 

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$319,500
Provided courtesy of EASY REALTY
22 Photos 5460 San Pietro Drive Winter Haven, FL 33884

5460 San Pietro Drive
Winter Haven, FL 33884
Villa Mar
Residential

MLS# TB8504154 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2038 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villa Mar

Under Construction. TurquesaBELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-sto... 

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$319,499
Reduced -$500
Provided courtesy of CASA FRESCA REALTY
12 Photos 3932 Giorgio Drive Winter Haven, FL 33884

3932 Giorgio Drive
Winter Haven, FL 33884
Villamar
Residential

MLS# TB8520161 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1695 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office s... 

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$319,190
Provided courtesy of MERITAGE HOMES OF FL REALTY
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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$319,120
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
28 Photos 1144 High Seas Street Winter Haven, FL 33880

1144 High Seas Street
Winter Haven, FL 33880
Shores At Lake Sears
Residential

MLS# B4902112 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1716 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shores At Lake Sears

Step inside this well-designed single-family home offering comfort, functionality, and a layout that truly makes sense. Youre welcomed by a screene... 

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$319,000
Reduced -$10,000
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
4 Photos 448 Ituna Circle Winter Haven, FL 33881

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

MLS# L4962701 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1744 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harbor At Lake Henry

Brand-new, 3-bedroom home for sale! Say hello to life in the Sophia, featuring an open living area with luxury vinyl plank flooring, under an airy ... 

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$318,900
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
23 Photos 2371 Brassie Court Winter Haven, FL 33884

2371 Brassie Court
Winter Haven, FL 33884
Villamar Ph 3
Residential

MLS# O6389688 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2522 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 3

Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and ... 

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$318,000
Reduced -$1,999
Provided courtesy of LPT REALTY, LLC
23 Photos 3777 Giorgio Drive Winter Haven, FL 33884

3777 Giorgio Drive
Winter Haven, FL 33884
Villamar Phase 6
Residential

MLS# O6382787 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1695 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Phase 6

Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and pr... 

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$318,000
Reduced -$7,000
Provided courtesy of PRIVILEGE REAL ESTATE & INVESTMENTS INC
32 Photos 3827 Pomelo Drive Winter Haven, FL 33881

3827 Pomelo Drive
Winter Haven, FL 33881
Harmony On Lake Eloise Phase 4
Residential

MLS# O6396937 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harmony On Lake Eloise Phase 4

Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with ... 

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$317,900
Reduced -$12,590
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
26 Photos 423 Majestic Gardens Blvd Winter Haven, FL 33880

423 Majestic Gardens Blvd
Winter Haven, FL 33880
Gardens Ph 01
Residential

MLS# TB8508845 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1941 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Gardens Ph 01

Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed fo... 

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$316,900
Reduced -$2,600
Provided courtesy of ORCHARD BROKERAGE, LLC

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 06-17-2026 7:58 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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