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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Displaying results 51-60 of 775
11 Photos 1103 Cypress Gardens Boulevard UNIT #30 Winter Haven, FL 33884

1103 Cypress Gardens Boulevard UNIT #30
Winter Haven, FL 33884
Lamplighter Village
Residential

MLS# P4939172 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 475 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lamplighter Village

Rare opportunity in the desirable Lamplighter Condominium community on Lake Roy! This well-maintained 1-bedroom, 1-bath downstairs unit offers affo... 

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$120,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
10 Photos 689 Lake Howard Drive UNIT 1E Winter Haven, FL 33880

689 Lake Howard Drive UNIT 1E
Winter Haven, FL 33880
Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B
Residential

MLS# TB8360466 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1050 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B

Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend o... 

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$124,000
Provided courtesy of RIVERA & ASSOCIATES REALTY
33 Photos 900 Avenue Z UNIT A1 Winter Haven, FL 33880

900 Avenue Z UNIT A1
Winter Haven, FL 33880
Sandy Cove Winter Haven
Residential

MLS# L4961664 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 840 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Sandy Cove Winter Haven

Conveniently located within a well-maintained waterfront community in Winter Haven, this affordable condo offers comfortable, low-maintenance livin... 

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$124,900
Reduced -$10,100
Provided courtesy of THE STONES REAL ESTATE FIRM
70 Photos 4158 Rolling Oaks Drive Winter Haven, FL 33880

4158 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4938916 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1403 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contai... 

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$124,900
Provided courtesy of COLDWELL BANKER REALTY
25 Photos 1700 6th Street UNIT B23 Winter Haven, FL 33881

1700 6th Street UNIT B23
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential

MLS# O6391774 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 960 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Harbour Apts Condo

This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything youve been searching forlocated in a desirable **55+ community**... 

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$125,000
Provided courtesy of CENTRIC REALTY SERVICES LLC
63 Photos 4918 Rosewood Street Winter Haven, FL 33880

4918 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4938247 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1008 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the... 

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$125,000
Provided courtesy of COLDWELL BANKER REALTY
1 Photos 1513 32nd Street Winter Haven, FL 33881

1513 32nd Street
Winter Haven, FL 33881
Inwood
Residential

MLS# P4938918 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1016 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Investment opportunity. Stable tenant with opportunity. 

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$125,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
70 Photos 2500 21st Street UNIT #50 Winter Haven, FL 33881

2500 21st Street UNIT #50
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 01
Residential

MLS# S5152769 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1184 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casa Del Sol Condo Village Ph 01

Priced to Sell — Bring Your Vision (and Your Toolbelt) Opportunity is knocking at 2500 21st St NW, #50 in Winter Haven, and it’s asking for some... 

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$125,000
Provided courtesy of LPT REALTY, LLC
64 Photos 4239 Cedarwood Street Winter Haven, FL 33880

4239 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937986 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1368 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The pr... 

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$128,000
Provided courtesy of COLDWELL BANKER REALTY
67 Photos 4132 Sprucewood Street Winter Haven, FL 33880

4132 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4938951 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubho... 

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$129,000
Provided courtesy of COLDWELL BANKER REALTY

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 07-10-2026 7:53 PM EST.

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


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