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 21-30 of 115
96 Photos 1831 Woodpointe Drive Winter Haven, FL 33884

1831 Woodpointe Drive
Winter Haven, FL 33884
Woodpointe Ph 01
Residential

MLS# P4928217 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2978 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Ph 01

PRICE IMPROVEMENT! Welcome to this extraordinary Woodpointe residence that effortlessly blends luxury, thoughtful design, and seamless transitions ... 

More Details

$569,000
Reduced -$21,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
30 Photos 4013 Rolling Oaks Dr Winter Haven, FL 33880

4013 Rolling Oaks Dr
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4928222 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1008 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome to Oakwood Estates, a serene 55+ community that offers a delightful lifestyle with an array of amenities. This charming 2-bedroom, 2-bathro... 

More Details

$110,000
Reduced -$2,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
50 Photos 222 Golf Aire Boulevard Winter Haven, FL 33884

222 Golf Aire Boulevard
Winter Haven, FL 33884
Lake Bess Country Club
Residential

MLS# P4928244 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1627 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Bess Country Club

PRICE IMPROVEMENT AND SELLER OFFERING $5,000 TOWARDS BUYERS CLOSING COST AT CLOSING!Welcome to Paradise in Lake Bess Country Club's Exclusive gated... 

More Details

$349,000
Reduced -$26,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
52 Photos 2915 Traditions Boulevard Winter Haven, FL 33884

2915 Traditions Boulevard
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# P4928338 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1521 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

Price Improvement! Welcome to this Pristine Maintenance-Free End Unit Villa nestled in the Desirable Gated Community of Traditions. This lovely vil... 

More Details

$235,000
Reduced -$5,000
Provided courtesy of CENTURY 21 AT YOUR SERVICE
87 Photos 4 Casarena Court Winter Haven, FL 33881

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

MLS# L4941142 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3000 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

Enjoy lake and tennis living in a gated community on the Chain of Lakes conveniently located right next to the community pool, hot tub, tennis cour... 

More Details

$549,900
Provided courtesy of EXP REALTY LLC
62 Photos 4117 Sprucewood Street Winter Haven, FL 33880

4117 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4928413 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1464 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this beautiful 3 bedroom and 2 bath home located in Oakwood Estates, a 55+ community. This home is in excellent condition with a ne... 

More Details

$145,900
Reduced -$4,000
Provided courtesy of COLDWELL BANKER REALTY
25 Photos 2692 Whispering Trails Drive Winter Haven, FL 33884

2692 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# O6164497 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1889 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

Amazing and Spacious corner lot in Winter Haven! Nestled within the esteemed Whispering Trails gated community, this stunning property boasts 4 bed... 

More Details

$294,000
Reduced -$1,000
Provided courtesy of OAK AVENUE REAL ESTATE LLC
35 Photos 3154 Beauchamp Court Winter Haven, FL 33884

3154 Beauchamp Court
Winter Haven, FL 33884
Cypresswood Plantations
Residential

MLS# P4928554 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2287 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantations

Nestled on a tree-shaded lot on a quiet cul-de-sac street, this updated 3 bedroom estate home boasts soaring cathedral ceilings, engineered hardwoo... 

More Details

$420,000
Reduced -$5,000
Provided courtesy of LOCKHART & ASSOCIATES INC
76 Photos 2 Casarena Court Winter Haven, FL 33881

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

MLS# B4901400 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2377 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

PRICE ADJUSTMENT......Welcome Home! Located in the highly desirable gated community of Casarena on the Lakes this 3 bedroom 3 full bathroom townhom... 

More Details

$379,900
Reduced -$5,100
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
34 Photos 14 Navel Drive Winter Haven, FL 33884

14 Navel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# G5076863 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1260 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Loc... 

More Details

$125,000
Provided courtesy of MOSAIC SERVICES LLC

Broker Reciprocity The information being provided by © 2024 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 04-28-2024 3:49 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 Dynamic IDX, LLC (843.637.2411)

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.