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.

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Displaying results 1-21 of 112
25 Photos 222 McLean Point Court Winter Haven, FL 33884

222 McLean Point Court
Winter Haven, FL 33884
Renaissance
Residential

MLS# A4466174 / Active
5 br, 4 ba, 4938 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Renaissance

Lakefront Pool home on Lake Winterset on the Chain of lakes in the desirable Renaissance gated community. Lake view from large master suite. 4,938 ... 

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$1,199,000
Provided courtesy of SAVVY AVENUE, LLC
39 Photos 106 Campbell Drive Winter Haven, FL 33884

106 Campbell Drive
Winter Haven, FL 33884
Lake Rubywood Rep
Residential

MLS# P4907446 / Active
6 br, 4 ba, 2 half bath, 5072 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Rubywood Rep

Executive Lake Ruby lakefront home near LEGOLAND! This stunning 6 bedroom 4 1/2 bathroom Mediterranean style home is perfect for entertaining. ""... 

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$920,000
Reduced -$19,000
Provided courtesy of LOCKHART & ASSOCIATES INC
63 Photos 127 Wyndham Drive Winter Haven, FL 33884

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

MLS# P4910084 / Active
5 br, 5 ba, 4970 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Wyndham At Lake Winterset

Immaculate Waterfront Pool Home in the Exclusive S.E. Winter Haven Community of Wyndham at Lake Winterset. Welcome to 127 Wyndham Dr, a 5 bedroom, ... 

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$779,900
Provided courtesy of THE STONES REAL ESTATE FIRM
61 Photos 4426 Emerald Palms Lane Winter Haven, FL 33884

4426 Emerald Palms Lane
Winter Haven, FL 33884
Emerald Palms
Residential

MLS# L4915585 / Active
4 br, 3 ba, 3533 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Emerald Palms

This is the one you have been waiting for! A truly outstanding home with a level of finish that is usually only found in million dollar properties.... 

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$725,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
54 Photos 2679 Wyndsor Oaks Place Winter Haven, FL 33884

2679 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# P4910506 / Active
4 br, 4 ba, 3960 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Wyndsor At Lake Winterset

Living is easy in this impressive, generously spacious waterfront residence, situated in the guard gated and exclusive community of Wyndsor at Lake... 

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$625,000
Provided courtesy of NEXTHOME NORRIS & COMPANY REALTY
51 Photos 9469 Waterford Oaks Drive Winter Haven, FL 33884

9469 Waterford Oaks Drive
Winter Haven, FL 33884
Waterford Oaks
Residential

MLS# P4909233 / Active
4 br, 3 ba, 1 half bath, 3648 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Waterford Oaks

Custom Waterford Oaks home with amazing outdoor living with beautiful pool and NEW OUTDOOR KITCHEN!!!. This is a 3 bedroom 3 bath home with a bonu... 

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$599,900
Reduced -$25,000
Provided courtesy of CROSBY & ASSOCIATES, INC.
32 Photos 431 Archaic Drive Winter Haven, FL 33880

431 Archaic Drive
Winter Haven, FL 33880
Village At Spirit Lake Ph 1
Residential

MLS# L4914370 / Active
4 br, 4 ba, 3774 sqft
area: 33880 - Winter Haven/eloise/jpv/wahnetta, subdivision: Village At Spirit Lake Ph 1

NEW PRICE!!! You will not find a better house at this price point, so ACT FAST!!! Imagine never having to leave home because you feel like you're... 

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$599,000
Reduced -$31,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
43 Photos 1100 Island Way Winter Haven, FL 33884

1100 Island Way
Winter Haven, FL 33884
Unrec Orchid Springs
Residential

MLS# P4909063 / Active
3 br, 3 ba, 1 half bath, 3989 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Unrec Orchid Springs

EXCLUSIVE & GATED S.E. WINTER HAVEN LAKEFRONT HOME -3989 SQFT - 3 BEDROOMS - 3.5 BATHS -INCLUDING AN IN-LAW SUITE A private drive winds through tr... 

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$579,900
Reduced -$20,000
Provided courtesy of THE STONES REAL ESTATE FIRM
34 Photos 5188 Pebble Beach Boulevard Winter Haven, FL 33884

5188 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4910067 / Active
3 br, 3 ba, 2275 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph 01

Elegant Lake Ashton Home BRAND NEW to the Market! This well appointed 3 Bedroom, 3 Bath home comes Fully Furnished and has both Golf Course and Wat... 

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$575,000
Provided courtesy of REAL ESTATE BROKERS USA, INC.
38 Photos 2976 Plantation Road Winter Haven, FL 33884

2976 Plantation Road
Winter Haven, FL 33884
N/a
Residential

MLS# P4908667 / Active
4 br, 3 ba, 3941 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: N/a

A STUNNING CUSTOM-BUILT-ONE OWNER HOME IN A GATED/GUARDED S.E. WINTER HAVEN GOLF COURSE COMMUNITY. THIS IMMACULATE HOME IS SITUATED ON ONE OF THE ... 

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$509,900
Provided courtesy of COLDWELL BANKER REALTY
56 Photos 113 Covington Cove Winter Haven, FL 33880

113 Covington Cove
Winter Haven, FL 33880
Covington Cove
Residential

MLS# P4910791 / Active
4 br, 3 ba, 1 half bath, 3535 sqft
area: 33880 - Winter Haven/eloise/jpv/wahnetta, subdivision: Covington Cove

STUNNING CUSTOM HOME located in the beautiful and highly sought after, private gated Community of Covington Cove right alongside Little Lake Otis, ... 

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$489,800
Provided courtesy of LOCKHART & ASSOCIATES INC
35 Photos 1036 Sawgrass Drive Winter Haven, FL 33884

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

MLS# P4908559 / Active
3 br, 2 ba, 2459 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph 2 South

Move right into this AMAZING NEW HOME located in one of Florida's OUTSTANDING 55+ COMMUNITIES! This home has never been occupied and the owner has... 

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$450,000
Reduced -$29,900
Provided courtesy of COLDWELL BANKER REALTY
47 Photos 27 The Village Boulevard Winter Haven, FL 33880

27 The Village Boulevard
Winter Haven, FL 33880
Village Spirit Lake Ph 02
Residential

MLS# L4913073 / Active
4 br, 3 ba, 3472 sqft
area: 33880 - Winter Haven/eloise/jpv/wahnetta, subdivision: Village Spirit Lake Ph 02

One or more photo(s) has been virtually staged. HUGE PRICE REDUCTION. Come see this stunning custom built Village at Spirit Lake home, boasts 4 tr... 

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$449,900
Reduced -$25,100
Provided courtesy of XCELLENCE REALTY, INC
35 Photos 1104 Interlochen Boulevard Winter Haven, FL 33884

1104 Interlochen Boulevard
Winter Haven, FL 33884
Interlochen
Residential

MLS# P4910263 / Active
3 br, 2 ba, 3003 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Interlochen

Charming Cottage Style home in sought after INTERLOCHEN! Close to LEGOLAND! This custom built one owner home boasts over 3000 sqft of living area... 

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$439,900
Provided courtesy of LOCKHART & ASSOCIATES INC
100 Photos 5304 Pebble Beach Boulevard Winter Haven, FL 33884

5304 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph I
Residential

MLS# P4909870 / Active
3 br, 2 ba, 2621 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph I

SPECTACULAR is insufficient when describing this expanded, modified and highly upgraded PLANTATION split floor plan certified ""green"" home. Every... 

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$424,900
Provided courtesy of A+ REALTY LLC
47 Photos 5184 Pebble Beach Boulevard Winter Haven, FL 33884

5184 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4910876 / Active
3 br, 2 ba, 2354 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Ph 01

CDD Bond PAID IN FULL!!! Awesome St. John Home which is 3 Bedrooms, Den, 2 Bath, 2 Car Garage with Golf Cart Garage!!! The Home-site is Fabulous w... 

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$399,000
Provided courtesy of LAKE ASHTON REALTY INC.
46 Photos 686 Hart Lake Drive Winter Haven, FL 33884

686 Hart Lake Drive
Winter Haven, FL 33884
Hart Lake Hills Ph 02
Residential

MLS# P4910776 / Active
5 br, 2 ba, 1 half bath, 2695 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Hart Lake Hills Ph 02

JUST REDUCED!!! This home is a MUST see!! This home is truly reborn from the ground up! New roof, new AC's, brand new salt water pool and enclosure... 

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$395,000
Reduced -$9,900
Provided courtesy of HOME@LAST REALTY LLC
43 Photos 9458 Waterford Oaks Drive Winter Haven, FL 33884

9458 Waterford Oaks Drive
Winter Haven, FL 33884
Waterford Oaks
Residential

MLS# T3201042 / Active
4 br, 3 ba, 3353 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Waterford Oaks

Short Sale. Beautiful Home in Gated LAKEFRONT WATERFORD OAKS. This spacious 4 bedroom, 3 bath home has 3,353 sq. ft. living area plus a den/media r... 

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$390,000
Reduced -$20,000
Provided courtesy of CHARLES RUTENBERG REALTY INC
2 Photos 6153 Pebble Beach Boulevard Winter Haven, FL 33884

6153 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Phase II
Residential

MLS# P4909907 / Active
3 br, 2 ba, 2013 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Lake Ashton West Phase II

You do not want to miss this lovely home, located in the fabulous, active, gated 55+ golf course community, Lake Ashton, in Winter Haven, Florida. ... 

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$389,000
Provided courtesy of DGCF REALTY ADVISORS LLC
2 Photos 209 Santa Rosa Drive Winter Haven, FL 33884

209 Santa Rosa Drive
Winter Haven, FL 33884
Overlook Estates
Residential

MLS# P4910888 / Active
3 br, 3 ba, 1 half bath, 2338 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Overlook Estates

For Sale-Gorgeous 3 Bedroom/3 1/2 Bath Pool Home in the heart of Winter Haven. This home is located in a gated community and sits on a corner lot.... 

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$380,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
22 Photos 9511 Waterford Oaks Boulevard Winter Haven, FL 33884

9511 Waterford Oaks Boulevard
Winter Haven, FL 33884
Waterford Oaks
Residential

MLS# P4907549 / Active
3 br, 3 ba, 1 half bath, 3392 sqft
area: 33884 - Winter Haven / Cypress Gardens, subdivision: Waterford Oaks

Back on the Market and yet ANOTHER Hugh price reduction!! Can't beat this price in this community. Welcome to your dream home. This home is locat... 

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$375,000
Reduced -$24,900
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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MLS IDX data last updated on 05-26-2020 7:35 AM EST.