CENTURY 21 Edge
← All of Winter Park

Winter Park homes $200K – $300K

35 active listings in Winter Park, Florida

1500 GAY ROAD UNIT 26-C

$255,000

1500 GAY ROAD UNIT 26-C, WINTER PARK

2 bd · 2 ba · 1,026 sqft

188 SANDLEWOOD UNIT 1

$290,000

188 SANDLEWOOD UNIT 1, WINTER PARK

2 bd · 2.5 ba · 1,133 sqft

1250 S DENNING DRIVE UNIT 119

$265,000

1250 S DENNING DRIVE UNIT 119, WINTER PARK

2 bd · 2 ba · 908 sqft

7348 GRAND AVENUE

$285,000

7348 GRAND AVENUE, WINTER PARK

3 bd · 2 ba · 1,509 sqft

2463 GRAND TETON CIRCLE UNIT 2463

$249,000

2463 GRAND TETON CIRCLE UNIT 2463, WINTER PARK

3 bd · 2.5 ba · 1,720 sqft

2383 SUN VALLEY CIRCLE UNIT 2383

$234,900

2383 SUN VALLEY CIRCLE UNIT 2383, WINTER PARK

2 bd · 2 ba · 1,295 sqft

1250 S DENNING DRIVE UNIT 127

$245,000

1250 S DENNING DRIVE UNIT 127, WINTER PARK

2 bd · 2 ba · 908 sqft

2275 ISLAND RUN

$299,990

2275 ISLAND RUN, WINTER PARK

3 bd · 2 ba · 1,467 sqft

2302 BARBADOS DRIVE

$275,000

2302 BARBADOS DRIVE, WINTER PARK

2 bd · 2 ba · 1,544 sqft

151 N ORLANDO AVENUE UNIT 242

$269,000

151 N ORLANDO AVENUE UNIT 242, WINTER PARK

2 bd · 1 ba · 710 sqft

3302 ROYAL STREET

$269,900

3302 ROYAL STREET, WINTER PARK

3 bd · 2 ba · 1,197 sqft

5108 LAZY OAKS DRIVE UNIT 5108

$255,000

5108 LAZY OAKS DRIVE UNIT 5108, WINTER PARK

2 bd · 2 ba · 1,008 sqft

283 SANDLEWOOD TRAIL UNIT 3

$285,000

283 SANDLEWOOD TRAIL UNIT 3, WINTER PARK

2 bd · 2.5 ba · 960 sqft

1250 S DENNING DR Unit 233

$242,500

1250 S DENNING DR Unit 233, WINTER PARK

2 bd · 2 ba · 913 sqft

2477 TAHOE CIRCLE UNIT 2477

$247,000

2477 TAHOE CIRCLE UNIT 2477, WINTER PARK

2 bd · 2 ba · 1,316 sqft

5210 LAZY OAKS DRIVE

$279,900

5210 LAZY OAKS DRIVE, WINTER PARK

2 bd · 2.5 ba · 1,236 sqft

7413 BELLE RIVER COURT UNIT 3

$214,900

7413 BELLE RIVER COURT UNIT 3, WINTER PARK

3 bd · 2.5 ba · 1,151 sqft

2475 TAHOE CIRCLE

$268,000

2475 TAHOE CIRCLE, WINTER PARK

2 bd · 2 ba · 1,295 sqft

2487 HARBOUR WAY

$270,000

2487 HARBOUR WAY, WINTER PARK

3 bd · 3 ba · 1,803 sqft

2450 GRAND TETON CIRCLE UNIT 2450

$250,000

2450 GRAND TETON CIRCLE UNIT 2450, WINTER PARK

3 bd · 2 ba · 1,311 sqft

5184 LAZY OAKS DRIVE

$275,000

5184 LAZY OAKS DRIVE, WINTER PARK

2 bd · 2 ba · 1,008 sqft

2305 SUN VALLEY CIR, WINTER PARK, FL 32792

$279,900

2305 SUN VALLEY CIR, WINTER PARK, FL 32792, WINTER PARK

2 bd · 2 ba · 1,295 sqft

2372 SUN VALLEY CIRCLE UNIT 2372

$285,000

2372 SUN VALLEY CIRCLE UNIT 2372, WINTER PARK

2 bd · 2 ba · 1,495 sqft

2712 TORTOISE CV

$230,000

2712 TORTOISE CV, WINTER PARK

2 bd · 1 ba · 924 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: October 11, 2026 at 5:15 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.