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 91-100 of 115
45 Photos 2992 Plantation Road Winter Haven, FL 33884

2992 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantation
Residential

MLS# P4928637 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2466 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantation

This Winter Haven home located in Plantations neighborhood of Cypresswood Golf and Country Club. Amazing 4 bedroom 3 car garage on the golf course ... 

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$444,400
Reduced -$100
Provided courtesy of LA ROSA REALTY PRESTIGE
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... 

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$125,000
Provided courtesy of MOSAIC SERVICES LLC
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... 

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$379,900
Reduced -$5,100
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, 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... 

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$420,000
Reduced -$5,000
Provided courtesy of LOCKHART & ASSOCIATES INC
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... 

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$289,900
Reduced -$4,100
Provided courtesy of OAK AVENUE REAL ESTATE 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... 

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$139,900
Reduced -$6,000
Provided courtesy of COLDWELL BANKER REALTY
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... 

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$549,900
Provided courtesy of EXP REALTY LLC
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 $4,000 TOWARDS BUYERS CLOSING COST AT CLOSING! NEW STAINLESS STEEL KITCHEN APPLIANCES INSTALLED (05/2024) Wel... 

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$336,000
Reduced -$13,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
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 ... 

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$569,000
Reduced -$21,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
64 Photos 4925 Cypress Gardens Road UNIT #123 Winter Haven, FL 33884

4925 Cypress Gardens Road UNIT #123
Winter Haven, FL 33884
Doves Rest Add
Residential

MLS# P4928121 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1960 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Doves Rest Add

EXPANSION AND RENOVATIONS COMPLETED IN 2010. This is a spacious, open floor plan with a gorgeous kitchen with Kraftmaid cabinets, quartz countertop... 

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$224,900
Reduced -$10,000
Provided courtesy of QUINN & COMPANY REALTORS, LLC

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