Janet Bowlin
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Gated communities in Winter Garden

127 active listings in Winter Garden, Florida

346 CRYSTAL WOOD DRIVE

$899,000

346 CRYSTAL WOOD DRIVE, WINTER GARDEN

4 bd · 3 ba · 3,147 sqft

14501 GROVE RESORT AVENUE UNIT 3227

$365,000

14501 GROVE RESORT AVENUE UNIT 3227, WINTER GARDEN

3 bd · 3 ba · 1,544 sqft

14501 GROVE RESORT AVENUE UNIT 3737

$350,000

14501 GROVE RESORT AVENUE UNIT 3737, WINTER GARDEN

3 bd · 2 ba · 1,396 sqft

14501 GROVE RESORT AVENUE UNIT 1439

$180,000

14501 GROVE RESORT AVENUE UNIT 1439, WINTER GARDEN

2 bd · 2 ba · 1,265 sqft

325 CRYSTAL WOOD DRIVE

$1,600,000

325 CRYSTAL WOOD DRIVE, WINTER GARDEN

5 bd · 5 ba · 4,442 sqft

14779 MCCLANE ROAD

$899,000

14779 MCCLANE ROAD, WINTER GARDEN

5 bd · 4 ba · 3,118 sqft

2139 TILLMAN AVENUE

$870,000

2139 TILLMAN AVENUE, WINTER GARDEN

4 bd · 4 ba · 3,078 sqft

13613 LARSEN LANE

$825,000

13613 LARSEN LANE, WINTER GARDEN

5 bd · 4 ba · 3,812 sqft

3447 CURRENT

$725,000

3447 CURRENT, WINTER GARDEN

4 bd · 3.5 ba · 2,741 sqft

706 STRIHAL LOOP

$599,000

706 STRIHAL LOOP, WINTER GARDEN

5 bd · 3.5 ba · 3,020 sqft

14501 GROVE RESORT AVENUE UNIT 1603

$350,000

14501 GROVE RESORT AVENUE UNIT 1603, WINTER GARDEN

3 bd · 2 ba · 1,396 sqft

13349 HARBOR SHORE LANE

$316,000

13349 HARBOR SHORE LANE, WINTER GARDEN

2 bd · 2.5 ba · 1,236 sqft

142 SOUTHERN PECAN CIRCLE UNIT 205

$297,900

142 SOUTHERN PECAN CIRCLE UNIT 205, WINTER GARDEN

3 bd · 2 ba · 1,453 sqft

200 SOUTHERN PECAN CIRCLE UNIT 104

$295,000

200 SOUTHERN PECAN CIRCLE UNIT 104, WINTER GARDEN

3 bd · 2 ba · 1,340 sqft

1300 EASTERN PECAN PLACE UNIT 208

$295,000

1300 EASTERN PECAN PLACE UNIT 208, WINTER GARDEN

3 bd · 2 ba · 1,453 sqft

14501 GROVE RESORT AVENUE UNIT 1503

$285,000

14501 GROVE RESORT AVENUE UNIT 1503, WINTER GARDEN

3 bd · 2 ba · 1,396 sqft

14501 GROVE RESORT AVENUE UNIT 2532

$275,000

14501 GROVE RESORT AVENUE UNIT 2532, WINTER GARDEN

2 bd · 2 ba · 1,265 sqft

14501 GROVE RESORT AVENUE UNIT 2530

$275,000

14501 GROVE RESORT AVENUE UNIT 2530, WINTER GARDEN

2 bd · 2 ba · 1,265 sqft

14501 GROVE RESORT AVENUE UNIT 3135

$270,000

14501 GROVE RESORT AVENUE UNIT 3135, WINTER GARDEN

2 bd · 2 ba · 1,434 sqft

14501 GROVE RESORT AVENUE UNIT 1728

$260,000

14501 GROVE RESORT AVENUE UNIT 1728, WINTER GARDEN

3 bd · 2 ba · 1,396 sqft

14501 GROVE RESORT AVENUE UNIT 2233

$230,000

14501 GROVE RESORT AVENUE UNIT 2233, WINTER GARDEN

3 bd · 2 ba · 1,396 sqft

14501 GROVE RESORT AVENUE UNIT 1343

$225,000

14501 GROVE RESORT AVENUE UNIT 1343, WINTER GARDEN

2 bd · 2 ba · 1,375 sqft

417 SOUTHERN PECAN CIRCLE UNIT 202

$217,500

417 SOUTHERN PECAN CIRCLE UNIT 202, WINTER GARDEN

1 bd · 1 ba · 942 sqft

14501 GROVE RESORT AVENUE UNIT 3303

$215,000

14501 GROVE RESORT AVENUE UNIT 3303, WINTER GARDEN

2 bd · 2 ba · 1,265 sqft

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 19, 2026 at 11:27 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.