David Shippey
863.521.4517

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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Displaying results 1-10 of 115
44 Photos 234 Santa Rosa Dr Winter Haven, FL 33884

234 Santa Rosa Dr
Winter Haven, FL 33884
Overlook Estates
Residential

MLS# T3522014 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2792 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Overlook Estates

Welcome Home to the gated community of Overlook Estates. Come see this beautiful pool home that sits on a mostly fenced almost 1/2 an acre lot with... 

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$445,000
Provided courtesy of SIGNATURE REALTY ASSOCIATES
45 Photos 9705 Lake Bess Road UNIT #709 Winter Haven, FL 33884

9705 Lake Bess Road UNIT #709
Winter Haven, FL 33884
Carefree
Residential

MLS# P4930199 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 840 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Carefree

Carefree Country Club 55+ gated golf community. This lakeview home consists of Living Room, Dining room, Primary bedroom with built in shelving and... 

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$119,900
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
38 Photos 1801 Sandhill Lane Winter Haven, FL 33884

1801 Sandhill Lane
Winter Haven, FL 33884
Sand Hill Lane
Residential

MLS# P4929973 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2916 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Sand Hill Lane

CYPRESSWOOD POOL HOME!! Absolutely immaculate 4BR/3BA pool home located in the gated, Cypresswood Golf Community! You will love the triple split fl... 

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$535,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
32 Photos 1198 Sawgrass Drive Winter Haven, FL 33884

1198 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# L4944306 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2035 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

Lake Ashton Golf Community is a 55+ community with a blend of luxury living and leisure. The Sebastian floorplan epitomizes comfort and entertainme... 

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$424,900
Provided courtesy of AGILE GROUP REALTY
41 Photos 1620 Linz Court Winter Haven, FL 33884

1620 Linz Court
Winter Haven, FL 33884
Vienna Square Ph 2c
Residential

MLS# L4944296 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1329 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2c

Introducing your dream retirement oasis! Nestled in a serene 55+ community, this charming 2-bedroom, 2-bathroom abode offers comfort and convenienc... 

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$248,000
Provided courtesy of LPT REALTY
45 Photos 507 Eagle Pond Drive UNIT #507 Winter Haven, FL 33884

507 Eagle Pond Drive UNIT #507
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# P4930189 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

Welcome to maintenance-free living nestled in the thriving community of Cypresswood Golf and Country Club that offers an unparalleled lifestyle. Th... 

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$199,900
Provided courtesy of JOHN WOOD REALTY, INC.
49 Photos 455 Ruby Lake Place Winter Haven, FL 33884

455 Ruby Lake Place
Winter Haven, FL 33884
Ruby Lake Ph 05
Residential

MLS# P4930142 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2127 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 05

Wonderful pool home nestled inside the gated and desirable community of Ruby Lake. Situated in a quiet enclave of the community, 455 Ruby Lake Plac... 

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$459,000
Provided courtesy of THE STONES REAL ESTATE FIRM
34 Photos 3588 Raleigh Drive Winter Haven, FL 33884

3588 Raleigh Drive
Winter Haven, FL 33884
Traditions Ph 02
Residential

MLS# L4944159 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1719 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 02

Come see this immaculate 2 bedroom 2 bathroom home in the very sought after 55+ community of Traditions! Nestled on a corner lot this property boas... 

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$334,900
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
51 Photos 2869 Attwater Loop Winter Haven, FL 33884

2869 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# T3520559 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1521 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

NEW LISTING !!! Unbelievably GREAT DEAL in this amazing Resort Style WATERFRONT Community on LAKE RUBY. PRICED WAY WAY BELOW MARKET VALUE. Located ... 

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$224,900
Provided courtesy of KEMPA REALTY, LLC
91 Photos 710 Magnolia Place Winter Haven, FL 33884

710 Magnolia Place
Winter Haven, FL 33884
Winterset 03 A Condo Ph 01
Residential

MLS# T3505604 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1078 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Winterset 03 A Condo Ph 01

Welcome to this immaculate condo located in the community of Winterset, on the east shore of Lake Winterset, part of the Chain of Lakes. This beaut... 

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$325,000
Provided courtesy of BAHIA INTERNATIONAL REALTY

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