CENTURY 21 Edge
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Gated communities in Winter Park

24 active listings in Winter Park, Florida

1462 SICILIANO POINT

$325,000

1462 SICILIANO POINT, WINTER PARK

3 bd · 2.5 ba · 1,628 sqft

1407 BROAD WING LANE

$491,000

1407 BROAD WING LANE, WINTER PARK

3 bd · 2.5 ba · 2,308 sqft

2052 WOOD THRUSH LANE

$900,000

2052 WOOD THRUSH LANE, WINTER PARK

4 bd · 3 ba · 2,807 sqft

7498 ALOMA PINES COURT

$355,000

7498 ALOMA PINES COURT, WINTER PARK

3 bd · 2.5 ba · 1,872 sqft

250 CAROLINA AVENUE UNIT 202

$699,000

250 CAROLINA AVENUE UNIT 202, WINTER PARK

3 bd · 2 ba · 1,450 sqft

5303 PINE LILY CIRCLE

$659,000

5303 PINE LILY CIRCLE, WINTER PARK

3 bd · 2 ba · 2,265 sqft

1257 WADING WATERS CIRCLE

$1,550,000

1257 WADING WATERS CIRCLE, WINTER PARK

6 bd · 5 ba · 5,239 sqft

1287 VERDANT GLADE PLACE

$745,000

1287 VERDANT GLADE PLACE, WINTER PARK

4 bd · 3.5 ba · 3,020 sqft

2349 SHADOWLAND LOOP

$425,000

2349 SHADOWLAND LOOP, WINTER PARK

3 bd · 2.5 ba · 1,755 sqft

7605 ALOMA PINES COURT

$349,000

7605 ALOMA PINES COURT, WINTER PARK

3 bd · 2.5 ba · 1,872 sqft

2857 CLEVER LANE

$399,995

2857 CLEVER LANE, WINTER PARK

3 bd · 2.5 ba · 1,782 sqft

250 CAROLINA AVENUE UNIT 205

$739,000

250 CAROLINA AVENUE UNIT 205, WINTER PARK

2 bd · 2 ba · 1,311 sqft

1122 WILDMEADOW RUN

$660,000

1122 WILDMEADOW RUN, WINTER PARK

4 bd · 2.5 ba · 1,770 sqft

2017 CANNY COVE

$379,999

2017 CANNY COVE, WINTER PARK

3 bd · 2.5 ba · 1,907 sqft

125 S INTERLACHEN AVENUE UNIT 1

$3,695,000

125 S INTERLACHEN AVENUE UNIT 1, WINTER PARK

3 bd · 4 ba · 3,878 sqft

2033 CANNY COVE

$389,000

2033 CANNY COVE, WINTER PARK

3 bd · 2.5 ba · 1,907 sqft

1418 LONE FEATHER TRAIL

$699,500

1418 LONE FEATHER TRAIL, WINTER PARK

4 bd · 2.5 ba · 2,197 sqft

1316 BLUE STEM LANE

$725,000

1316 BLUE STEM LANE, WINTER PARK

4 bd · 2.5 ba · 2,196 sqft

1448 LAKE FLORENCE WAY

$1,049,900

1448 LAKE FLORENCE WAY, WINTER PARK

5 bd · 4.5 ba · 3,652 sqft

7522 ALOMA PINES COURT

$375,000

7522 ALOMA PINES COURT, WINTER PARK

3 bd · 2.5 ba · 1,872 sqft

300 CAROLINA AVENUE UNIT 402C

$650,000

300 CAROLINA AVENUE UNIT 402C, WINTER PARK

3 bd · 2 ba · 1,350 sqft

269 E CANTON AVENUE UNIT 269

$989,500

269 E CANTON AVENUE UNIT 269, WINTER PARK

1 bd · 1.5 ba · 1,109 sqft

1995 CANNY COVE

$399,000

1995 CANNY COVE, WINTER PARK

3 bd · 2.5 ba · 1,907 sqft

1131 WILDMEADOW RUN

$825,000

1131 WILDMEADOW RUN, WINTER PARK

4 bd · 3.5 ba · 2,589 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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Stellar MLS / MFRMLSCopyright © MFRMLS.com. All 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 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 on this site was last updated October 11, 2026 at 5:14 AM UTC. The listing information on this page last changed on October 11, 2026 at 5:14 AM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on October 11, 2026 at 5:14 AM UTC.

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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: October 11, 2026 at 5:14 AM 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.