CENTURY 21 Edge
← All of Winter Park

Winter Park homes over $2M

50 active listings in Winter Park, Florida

1760 OAKHURST AVENUE

$2,500,000

1760 OAKHURST AVENUE, WINTER PARK

5 bd · 4.5 ba · 3,700 sqft

2234 HOWARD DRIVE

$2,295,000

2234 HOWARD DRIVE, WINTER PARK

4 bd · 5.5 ba · 3,295 sqft

2823 PARKLAND CIRCLE

$3,250,000

2823 PARKLAND CIRCLE, WINTER PARK

5 bd · 6 ba · 4,459 sqft

2119 HOWARD DRIVE

$3,195,000

2119 HOWARD DRIVE, WINTER PARK

5 bd · 5.5 ba · 4,139 sqft

918 ENCLAVE PLACE

$2,125,000

918 ENCLAVE PLACE, WINTER PARK

5 bd · 4.5 ba · 3,713 sqft

698 N NEW YORK AVENUE

$6,195,000

698 N NEW YORK AVENUE, WINTER PARK

5 bd · 5.5 ba · 5,096 sqft

532 LANGHOLM DRIVE

$2,990,000

532 LANGHOLM DRIVE, WINTER PARK

5 bd · 4.5 ba · 4,050 sqft

1742 TEMPLE DRIVE

$3,695,999

1742 TEMPLE DRIVE, WINTER PARK

4 bd · 5 ba · 3,658 sqft

555 E LAKE SUE AVENUE

$2,095,000

555 E LAKE SUE AVENUE, WINTER PARK

4 bd · 4 ba · 3,776 sqft

901 GOLFVIEW TERRACE

$6,995,000

901 GOLFVIEW TERRACE, WINTER PARK

5 bd · 5.5 ba · 5,479 sqft

662 GRANVILLE DRIVE

$3,495,000

662 GRANVILLE DRIVE, WINTER PARK

5 bd · 5.5 ba · 4,478 sqft

1951 WINTER PARK ROAD

$2,089,000

1951 WINTER PARK ROAD, WINTER PARK

4 bd · 3.5 ba · 3,479 sqft

1166 PALMER AVENUE

$5,500,000

1166 PALMER AVENUE, WINTER PARK

5 bd · 6 ba · 5,181 sqft

825 PALMER AVENUE

$5,195,900

825 PALMER AVENUE, WINTER PARK

5 bd · 6 ba · 5,122 sqft

702 VIA BELLA

$4,400,000

702 VIA BELLA, WINTER PARK

4 bd · 5.5 ba · 3,720 sqft

1803 BARKER DRIVE

$2,190,000

1803 BARKER DRIVE, WINTER PARK

4 bd · 3 ba · 3,463 sqft

540 N PENNSYLVANIA AVENUE

$3,950,000

540 N PENNSYLVANIA AVENUE, WINTER PARK

4 bd · 2 ba · 1,652 sqft

311 E MORSE BOULEVARD UNIT 1-5

$2,475,000

311 E MORSE BOULEVARD UNIT 1-5, WINTER PARK

3 bd · 3 ba · 2,316 sqft

1773 WALNUT AVENUE

$2,725,000

1773 WALNUT AVENUE, WINTER PARK

5 bd · 4.5 ba · 3,784 sqft

1271 PALMER AVENUE

$2,195,000

1271 PALMER AVENUE, WINTER PARK

4 bd · 4.5 ba · 2,850 sqft

160 W ROCKWOOD WAY

$3,395,000

160 W ROCKWOOD WAY, WINTER PARK

5 bd · 5.5 ba · 4,015 sqft

2661 VIA TUSCANY

$5,999,990

2661 VIA TUSCANY, WINTER PARK

4 bd · 4.5 ba · 3,880 sqft

200 S INTERLACHEN AVENUE UNIT 350

$2,350,000

200 S INTERLACHEN AVENUE UNIT 350, WINTER PARK

3 bd · 3.5 ba · 3,110 sqft

276 DETMAR DRIVE

$3,600,000

276 DETMAR DRIVE, WINTER PARK

4 bd · 5 ba · 4,202 sqft

See all 50 on the map

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CENTURY 21 Edge
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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.