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
38 Photos 2500 21st Street UNIT #22 Winter Haven, FL 33881

2500 21st Street UNIT #22
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential

MLS# L4962615 / 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 easy Florida living at this beautifully updated 2-bedroom, 2.5-bath townhome with a rare 2 CAR GARAGE in the desirable Casa Del Sol comm... 

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$179,990
Increase +$90
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
8 Photos 28 Casarena Court Winter Haven, FL 33881

28 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential

MLS# S5146381 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed... 

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$165,000
Reduced -$10,000
Provided courtesy of REALTYCITY INC
44 Photos 2 Casarena Court Winter Haven, FL 33881

2 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential

MLS# L4958770 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2377 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

**RECENTLY REDUCED AND PRICED TO SELL** Welcome to this spacious 3 bedroom, 3 bath townhouse located in the private, gated, lakefront community of ... 

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$320,000
Reduced -$19,000
Provided courtesy of BERRY REALTY & APPRAISAL SERVICES PA
51 Photos 21 Casarena Court Winter Haven, FL 33881

21 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential

MLS# L4956453 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and metic... 

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$285,000
Provided courtesy of HOMETRUST REAL ESTATE & PTY MGT
70 Photos 11 Casarena Court Winter Haven, FL 33881

11 Casarena Court
Winter Haven, FL 33881
Casarena On the Lake
Residential

MLS# S5132611 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lake

Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the... 

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$230,000
Reduced -$20,000
Provided courtesy of DREAM BUILDERS REALTY
51 Photos 4 Casarena Court Winter Haven, FL 33881

4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential

MLS# P4938356 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3911 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lakes

This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ... 

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$524,000
Reduced -$5,000
Provided courtesy of LA ROSA REALTY PRESTIGE
42 Photos 340 Vail Drive Winter Haven, FL 33884

340 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential

MLS# S5142678 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2042 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cedar Cove Ph 01

One or more photo(s) has been virtually staged. Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove commu... 

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$365,000
Provided courtesy of EXIT REALTY 4CORNERS
58 Photos 328 Vail Drive Winter Haven, FL 33884

328 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential

MLS# TB8511866 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1712 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cedar Cove Ph 01

Tucked away on a low-traffic cul-de-sac in Cedar Cove, this well-maintained home offers something increasingly difficult to find in today’s market:... 

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$325,000
Reduced -$5,000
Provided courtesy of CENTURY 21 BE3
24 Photos 352 Vail Drive Winter Haven, FL 33884

352 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 02
Residential

MLS# L4962337 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2040 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cedar Cove Ph 02

Move-in ready and priced to sell! Located in a quiet, neighborhood with a low HOA of just $200 annually, this beautifully updated 3-bedroom, 2-bath... 

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$265,000
Reduced -$9,900
Provided courtesy of EXP REALTY LLC
29 Photos 1097 Sandpiper Loop Winter Haven, FL 33881

1097 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential

MLS# L4959736 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Chestnut Creek

Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positione... 

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$410,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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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