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.

Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.

Modify Search Criteria

Displaying results 31-40 of 144
36 Photos 1102 Eagle Pond Drive UNIT #1102 Winter Haven, FL 33884

1102 Eagle Pond Drive UNIT #1102
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# P4935141 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

Welcome to the Eagle Pond condominium in the Cypress Woods Golf and Country Club community. This coveted community is gated with 24-hour security g... 

More Details

$200,000
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
43 Photos 1507 Eagle Pond Drive UNIT #1507 Winter Haven, FL 33884

1507 Eagle Pond Drive UNIT #1507
Winter Haven, FL 33884
Eagle Pond Condominiums
Residential

MLS# P4935145 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condominiums

Welcome to the Eagle Pond condominium in the Cypress Woods Golf and Country Club community. This coveted community is gated with 24-hour security g... 

More Details

$194,500
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
60 Photos 1904 Eloise Cove Drive Winter Haven, FL 33884

1904 Eloise Cove Drive
Winter Haven, FL 33884
Eloise Cove
Residential

MLS# P4933727 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3368 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Cove

""HUGE PRICE REDUCTION"" ON THIS 2 STORY FAMILY HOME FEATURING 4 BEDROOMS, 4.5 BATHROOMS LOCATED IN A VERY ESTABLISHED GATED COMMUNITY JUST STEPS F... 

More Details

$460,000
Provided courtesy of COLDWELL BANKER REALTY
46 Photos 2428 Wildwood Court Winter Haven, FL 33884

2428 Wildwood Court
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# P4933270 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3001 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Pointe Estates

****Veterans: Take Advantage of a 4.875% Assumable VA Loan!****Welcome to the lifestyle youve been dreaming of. Nestled within the gated enclave of... 

More Details

$640,000
Reduced -$10,000
Provided courtesy of EXP REALTY LLC
42 Photos 2418 Berkshire Drive Winter Haven, FL 33884

2418 Berkshire Drive
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# B4901738 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3790 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Pointe Estates

Executive custom built home offered for the first time since it was built in 1991. As you enter through the upscale Eloise Pointe Estates community... 

More Details

$749,000
Reduced -$50,000
Provided courtesy of KLINE REAL ESTATE SERVICES
40 Photos 7046 Fairview Village Circle Winter Haven, FL 33881

7046 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# L4951816 / Active
3 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 700 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Do you have dreams of easy mornings on your front porch sipping your perfect cup of coffee with a spectacular view of Lake Henry. This great commun... 

More Details

$85,000
Reduced -$15,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
46 Photos 7005 Fairview Village Circle Winter Haven, FL 33881

7005 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# P4933532 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 765 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Welcome to Fairview Village, a sought-after 55+ community offering a relaxed and carefree lifestyle! This charming 2-bedroom, 2-bath home provides ... 

More Details

$90,000
Reduced -$5,000
Provided courtesy of STACEY TOWNS REALTY LLC
34 Photos 7094 Fairview Village Circle Winter Haven, FL 33881

7094 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# S5128614 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 700 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Welcome to 7094 Fairview Village Circle in Winter Havena charming and well-maintained 2-bedroom, 2-bathroom split-level mobile home located in the ... 

More Details

$82,500
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
20 Photos 7072 Fairview Village Circle Winter Haven, FL 33881

7072 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# L4950375 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 680 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Take a look at this 1 bedroom, 1 bathroom home with a metal roof, located in the active 55+ community of Fairview Village! This great community fea... 

More Details

$49,900
Reduced -$9,600
Provided courtesy of KELLER WILLIAMS REALTY SMART
29 Photos 7102 Fairview Village Circle Winter Haven, FL 33881

7102 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# L4952803 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 712 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Welcome to this active 55+ waterfront community nestled along the peaceful canal between Lake Hamilton and Lake Henry, offering stunning lake views... 

More Details

$72,500
Reduced -$2,500
Provided courtesy of KELLER WILLIAMS REALTY SMART

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 07-20-2025 8:01 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

The gated community homes above are brought to you by David Shippey REALTOR®.

Not finding what you are looking for? View all Winter Haven Homes for Sale here.