Winter Haven FL Gated Community Homes For Sale
Winter Haven FL Gated Community 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 gated community homes, please call David at 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.
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35 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 02
Residential
MLS# P4932313 / Active
NEW PRICE ON THIS ENCLAVE 3 BEDROOM IN CYPRESSWOOD!!! VILLA WITH OVER 2,000 PLUS SQ. FT. LIVING 3 BEDROOM 3 BATH PLAN! YOU WILL ENJOY A TRUE FLORID...
Reduced -$5,900
381 Troon Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential
MLS# P4935066 / Active
Updated and beautifully maintained 2bd/2bath plus Bonus Room. Definitely one of the loveliest houses in Cypresswood. Golf and Country Club located ...
Reduced -$10,900
14 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential
MLS# L4951457 / Active
Beautiful Condo featuring 2-Bedroom, 2.5-Bath in Gated Casarena on the Lakes! Located in a small community, this contemporary Mediterranean-style t...
Reduced -$5,000
3173 Whispering Trails Avenue
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential
MLS# P4935188 / Active
One or more photo(s) has been virtually staged. WELCOME to this charming 3-bedroom, 3-bathroom home located in the beautiful gated community of Whi...
Reduced -$4,000
620 Wexford Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential
MLS# O6281987 / Active
Welcome to your dream home-Step inside to discover this spacious and stunning MOVE-IN READY 2 bed/ 2 bath with an oversize 2 car garage located in ...
2202 Garden Lake Drive
Winter Haven, FL 33884
Richmond Square Sub
Residential
MLS# TB8390860 / Active
Welcome to beautiful southeast Winter Haven, home to the Chain of Lakes and Legoland! This spacious 3-bedroom, 2-bath home is in move-in ready cond...
Reduced -$10,000
188 Morning Dew Court
Winter Haven, FL 33884
Morningside Ph 02
Residential
MLS# L4953123 / Active
Price Reduction! Seller is Motivated! Welcome to this beautifully maintained Mediterranean-style home, nestled in the sought-after, gated Winterset...
5325 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4934140 / Active
Pride of ownership is evident in this well-maintained ""snowbird"" owned Caribbean floor plan home. The curb appeal comes from the quality landscap...
15 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# P4933739 / Active
CHAIN OF LAKES COMMUNITY--Townhome 2 bedroom 3 bath move in ready nestled in the quaint gated community of Casarena On The Lakes located on Lake Ca...
985 Lunar Lane
Winter Haven, FL 33884
Crescent Pointe
Residential
MLS# R4909228 / Active
Under Construction. Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy ...
Reduced -$668
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MLS IDX data last updated on 07-21-2025 7:25 PM EST.
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