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 531-540 of 758
61 Photos 47 Enclave Drive Winter Haven, FL 33884

47 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 2
Residential

MLS# P4937867 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 2

PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Ho... 

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$245,000
Reduced -$15,000
Provided courtesy of XCELLENCE REALTY, INC
7 Photos 1540 Avenue C Winter Haven, FL 33881

1540 Avenue C
Winter Haven, FL 33881
Lake Elbert Heights Unit 02 02 Rep
Residential

MLS# R4909059 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Elbert Heights Unit 02 02 Rep

Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank appro... 

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$245,000
Provided courtesy of MILLSHIRE REALTY
17 Photos 419 Avenue M Winter Haven, FL 33881

419 Avenue M
Winter Haven, FL 33881
Silvercrest Add
Residential

MLS# TB8507931 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1232 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Silvercrest Add

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. Step inside to f... 

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$244,999
Reduced -$5,000
Provided courtesy of FLAT FEE MLS REALTY
18 Photos 800 Ware Avenue Winter Haven, FL 33881

800 Ware Avenue
Winter Haven, FL 33881
Swan Lake Estates
Residential

MLS# O6399008 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1000 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Swan Lake Estates

Welcome to 800 Ware Ave NE, Winter Haven, FL, TENANT OCCUPIED, a fantastic opportunity for both investors and future homeowners alike!This 3-bedroo... 

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$242,999
Reduced -$1,996
Provided courtesy of EXP REALTY LLC
21 Photos 3208 Timberline Road Winter Haven, FL 33880

3208 Timberline Road
Winter Haven, FL 33880
Timber Wood
Residential

MLS# S5125258 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1043 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Timber Wood

MOVE-IN READY & COMPLETELY REMODELED!This stunning home features a bright, open layout with modern shiplap accents, skylights, and a cozy fireplace... 

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$240,000
Provided courtesy of LPT REALTY, LLC
44 Photos 542 Lake Dexter Boulevard Winter Haven, FL 33884

542 Lake Dexter Boulevard
Winter Haven, FL 33884
Lake Dexter Woods Ph 02
Residential

MLS# L4962517 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1131 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Dexter Woods Ph 02

Welcome to this charming home in the desirable Lake Dexter Woods community of Southeast Winter Haven. This well-maintained residence offers comfort... 

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$240,000
Provided courtesy of DILIGENCE LLC
30 Photos 2634 Rutledge Court Winter Haven, FL 33884

2634 Rutledge Court
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# L4962710 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1536 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Welcome to easy, maintenance-free living in the highly sought-after Verandahs at Traditions on Lake Reeves! This beautifully maintained one-story c... 

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$240,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
51 Photos 447 San Jose Drive Winter Haven, FL 33884

447 San Jose Drive
Winter Haven, FL 33884
Orchid Springs Patio Homes
Residential

MLS# P4937807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1600 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Patio Homes

With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven ... 

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$239,900
Reduced -$10,000
Provided courtesy of COLDWELL BANKER REALTY
21 Photos 638 Lake Dexter Circle Winter Haven, FL 33884

638 Lake Dexter Circle
Winter Haven, FL 33884
Lake Dexter Woods Ph 02
Residential

MLS# O6390069 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1316 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Dexter Woods Ph 02

This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functiona... 

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$239,900
Reduced -$5,000
Provided courtesy of ENTERA REALTY LLC
39 Photos 3440 Grenville Drive Winter Haven, FL 33884

3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# O6401312 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1275 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit... 

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$239,900
Reduced -$9,000
Provided courtesy of LOVELAND PROPERTIES

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 06-15-2026 7:44 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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