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 for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

Create a Free Profile - By creating a new profile, you will be able to save your favorite listings, save search criteria, subscribe to daily listings based on your saved search critera and have access to more features!

View all Winter Haven Fl Homes For Sale.

Modify Search Criteria
Displaying results 1-21 of 128
46 Photos 6081 Eloise Loop Road Winter Haven, FL 33884

6081 Eloise Loop Road
Winter Haven, FL 33884
Osprey Estates
Residential

MLS# P4903007 / Active
5 br, 5 ba, 2 half bath, 7206 sqft
area: Winter Haven / Cypress Gardens, subdivision: Osprey Estates

Gorgeous estate on the shore of Lake Winterset, the southernmost lake on the famed Winter Haven Chain of Lakes. 2.78 acres in neighborhood of exce... 

More Details

$1,850,000
Reduced -$50,000
Provided courtesy of LOCKHART & ASSOCIATES INC
50 Photos 6075 Eloise Loop Road Winter Haven, FL 33884

6075 Eloise Loop Road
Winter Haven, FL 33884
Osprey Estates
Residential

MLS# G5009787 / Active
4 br, 4 ba, 1 half bath, 5341 sqft
area: Winter Haven / Cypress Gardens, subdivision: Osprey Estates

This stunning custom home is both a private oasis and an entertainer's dream! Nothing has been overlooked in this design, offering plenty of room f... 

More Details

$1,199,999
Reduced -$100,000
Provided courtesy of RE/MAX TITANIUM GROUP
25 Photos 116 Wyndham Drive Winter Haven, FL 33884

116 Wyndham Drive
Winter Haven, FL 33884
Wyndham At Lake Winterset
Residential

MLS# P4719669 / Active
8 br, 3 ba, 2 half bath, 9990 sqft
area: Winter Haven / Cypress Gardens, subdivision: Wyndham At Lake Winterset

**HUGE PRICE REDUCTION** ON THIS EXCEPTIONAL CUSTOM-BUILT LAKEFRONT HOME IN THE GATED AND GUARDED COMMUNITY OF WYNDHAM! Located on Lake Winterset w... 

More Details

$999,999
Reduced -$100,001
Provided courtesy of Coldwell Banker Residential Re
50 Photos 2677 Wyndsor Oaks Place Winter Haven, FL 33884

2677 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# P4904542 / Active
4 br, 5 ba, 4835 sqft
area: Winter Haven / Cypress Gardens, subdivision: Wyndsor At Lake Winterset

Award winning Luxury Home.Classic exterior design with stone accents, enormous circular brick paver drive. Open foyer with 14' stepped ceilings, fo... 

More Details

$847,000
Reduced -$32,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
49 Photos 301 Quails Run Pass Winter Haven, FL 33884

301 Quails Run Pass
Winter Haven, FL 33884
Renaissance
Residential

MLS# P4906461 / Active
4 br, 5 ba, 4438 sqft
area: Winter Haven / Cypress Gardens, subdivision: Renaissance

This Gorgeous Custom Built 4 BR/5 BA Pool Home is sited on a Corner Lot in the Prestigious Gated Community of Renaissance permitting access to Wint... 

More Details

$789,900
Provided courtesy of CENTURY 21 AT YOUR SERVICE
50 Photos 4318 Duck Down Lane Winter Haven, FL 33884

4318 Duck Down Lane
Winter Haven, FL 33884
Mallard Pointe Ph 02
Residential

MLS# P4907152 / Active
5 br, 3 ba, 2794 sqft
area: Winter Haven / Cypress Gardens, subdivision: Mallard Pointe Ph 02

Rare lakefront acreage located in SE Winter Haven's gated Mallard Pointe with access to not one, but two private lakes (Lake Bess and Lake Ruby) wh... 

More Details

$699,000
Provided courtesy of THE STONES REAL ESTATE FIRM
43 Photos 2516 Partridge Drive Winter Haven, FL 33884

2516 Partridge Drive
Winter Haven, FL 33884
Eloise Pointe Ests
Residential

MLS# L4909815 / Active
5 br, 3 ba, 1 half bath, 4021 sqft
area: Winter Haven / Cypress Gardens, subdivision: Eloise Pointe Ests

Here's your perfect chance to own an incredible home to entertain and grow in! WOW! Huge great room with tons of natural light due to the wall of F... 

More Details

$525,000
Provided courtesy of CENTURY 21 MYERS
27 Photos 237 Mclean Point Winter Haven, FL 33884

237 Mclean Point
Winter Haven, FL 33884
Renaissance
Residential

MLS# P4906937 / Active
4 br, 4 ba, 2961 sqft
area: Winter Haven / Cypress Gardens, subdivision: Renaissance

This is an exquisite home, completely remodeled after storm damage in 2012. The remodel was done by Lori Waters. Here are the upgrades and changes... 

More Details

$499,900
Provided courtesy of TOWN & COUNTRY REAL ESTATE
45 Photos 1036 Sawgrass Drive Winter Haven, FL 33884

1036 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential

MLS# P4903245 / Active
3 br, 2 ba, 2489 sqft
area: Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph 2 South

If your dream is to own a brand new 2,489 sq ft Ashton floor plan home without waiting 6-8 months for a build, this home just may be your solution!... 

More Details

$499,900
Reduced -$20,000
Provided courtesy of LAKE ASHTON REALTY INC.
50 Photos 2995 Plantation Road Winter Haven, FL 33884

2995 Plantation Road
Winter Haven, FL 33884
Cypresswood
Residential

MLS# P4905847 / Active
4 br, 3 ba, 3426 sqft
area: Winter Haven / Cypress Gardens, subdivision: Cypresswood

Stunning 4 Bedroom Pool home in gated, golf community of Cypresswood. Beautiful entry of this updated home opens into formal Living Room which fe... 

More Details

$454,000
Reduced -$11,000
Provided courtesy of ACTION REALTY OF POLK COUNTY
50 Photos 204 Mclean Pt Winter Haven, FL 33884

204 Mclean Pt
Winter Haven, FL 33884
Renaissance
Residential

MLS# T3184766 / Active
3 br, 2 ba, 1 half bath, 2893 sqft
area: Winter Haven / Cypress Gardens, subdivision: Renaissance

Dont miss this charming Mediterranean home with stately columns in one of Winter Haven's most desirable gated communities. Just a minutes drive to... 

More Details

$450,000
Provided courtesy of HOMEBAY BROKER SE. INC.
50 Photos 5357 Hogan Lane Winter Haven, FL 33884

5357 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4907408 / Active
4 br, 2 ba, 2720 sqft
area: Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph 01

**CDD PAID OFF** Come take a look at this gorgeously maintained, extremely upgraded, 4 bedroom 2 Bath home in Lake Ashton that overlooks a peaceful... 

More Details

$419,900
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE BY DESIGN
37 Photos 5580 Hogan Lane Winter Haven, FL 33884

5580 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# P4903575 / Active
3 br, 2 ba, 2491 sqft
area: Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Atlee Add

This highly upgraded Ashton on an over-sized corner lot emphasizes the homes unparalleled landscaping and vegetation. A few of this outstanding ho... 

More Details

$389,900
Provided courtesy of LAKE ASHTON REALTY INC.
50 Photos 5473 Hogan Lane Winter Haven, FL 33884

5473 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# P4904706 / Active
3 br, 2 ba, 2422 sqft
area: Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Atlee Add

This beautiful home is in a great location overlooking the lake and the Health and Fitness Center. The Ashton floor plan is very desirable. Enjoy s... 

More Details

$384,500
Reduced -$5,000
Provided courtesy of A+ REALTY LLC
50 Photos 6128 Pebble Beach Boulevard Winter Haven, FL 33880

6128 Pebble Beach Boulevard
Winter Haven, FL 33880
Lake Ashton West
Residential

MLS# P4906217 / Active
3 br, 2 ba, 2057 sqft
area: Winter Haven/eloise/jpv/wahnetta, subdivision: Lake Ashton West

Spectacular views set this BRAND NEW, NEVER LIVED IN 3 bedroom and 2 bath SEBASTIAN "green home" apart! Why wait months for new construction when y... 

More Details

$354,900
Increase +$5,000
Provided courtesy of A+ REALTY LLC
36 Photos 2539 Partridge Dr Winter Haven, FL 33884

2539 Partridge Dr
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# P4907134 / Active
4 br, 3 ba, 3068 sqft
area: Winter Haven / Cypress Gardens, subdivision: Eloise Pointe Estates

WONDERFUL SPACIOUS 4 BEDROOM, 1 OFFICE, 3 BATHROOM POOL HOME IN DESIRABLE SE WINTER HAVEN GATED COMMUNITY "ELOISE POINTE ESTATES". Oversized kitche... 

More Details

$350,000
Provided courtesy of I THINK REALTY, LLC
39 Photos 4054 Bedford Avenue Winter Haven, FL 33884

4054 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 02
Residential

MLS# P4907207 / Active
3 br, 2 ba, 2013 sqft
area: Winter Haven / Cypress Gardens, subdivision: Traditions Ph 02

This Wonderful Lakefront Home offers 3 Bedrooms/ 2 Baths and is located in the Desirable Maintenance Free Gated Community of Traditions at Lake Rud... 

More Details

$349,900
Provided courtesy of CENTURY 21 AT YOUR SERVICE
16 Photos 2111 Clermont Street Winter Haven, FL 33881

2111 Clermont Street
Winter Haven, FL 33881
Crossroads At Lake Region
Residential

MLS# T3189916 / Active
4 br, 3 ba, 1 half bath, 3716 sqft
area: Winter Haven / Florence Villa, subdivision: Crossroads At Lake Region

Beautiful 2 story home conveniently located in the gated community of Crossroads of Lake Region. This spacious home has had someamazing updates to ... 

More Details

$349,900
Reduced -$5,000
Provided courtesy of COMMUNITY REALTY ASSOCIATES
20 Photos 7380 Bent Grass Drive Winter Haven, FL 33884

7380 Bent Grass Drive
Winter Haven, FL 33884
Millers Landing
Residential

MLS# P4907128 / Active
4 br, 2 ba, 1 half bath, 2775 sqft
area: Winter Haven / Cypress Gardens, subdivision: Millers Landing

Southeast Winter Haven Gated Miller's Landing! This home sits at the beginning of a cul-de-sac in a very quiet section of the neighborhood. It ha... 

More Details

$339,900
Provided courtesy of THOMAS REALTY
25 Photos 1843 Woodpointe Drive Winter Haven, FL 33884

1843 Woodpointe Drive
Winter Haven, FL 33884
Woodpointe Ph 02
Residential

MLS# P4907178 / Active
4 br, 3 ba, 2367 sqft
area: Winter Haven / Cypress Gardens, subdivision: Woodpointe Ph 02

NEW OFFERING!!! WONDERFUL 4 BEDROOM 3 BATH POOL HOME IN THE GATED WATERFRONT COMMUNITY OF WOODPOINTE IN SOUTHEAST WINTER HAVEN!! This lovely custom... 

More Details

$335,000
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
35 Photos 713 Heritage Drive Winter Haven, FL 33881

713 Heritage Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential

MLS# P4906804 / Active
4 br, 2 ba, 2676 sqft
area: Winter Haven / Florence Villa, subdivision: Hamilton Pointe

BEAUTIFUL HOME IN DESIRABLE HAMILTON POINTE! This lovely, split-plan 4 bedroom, 2 bath pool home has a New Roof and is ready for its new owner. The... 

More Details

$335,000
Reduced -$7,500
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE

Broker Reciprocity The information being provided by © 2019 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. 255000565 is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of 255000565, 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. Images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website.
MLS IDX data last updated on 08-25-2019 5:35 AM EST.