CENTURY 21 Edge
← All of Winter Park

Winter Park homes $750K – $1M

32 active listings in Winter Park, Florida

2052 WOOD THRUSH LANE

$900,000

2052 WOOD THRUSH LANE, WINTER PARK

4 bd · 3 ba · 2,807 sqft

100 S INTERLACHEN AVENUE UNIT 401

$850,000

100 S INTERLACHEN AVENUE UNIT 401, WINTER PARK

3 bd · 2 ba · 1,639 sqft

1256 S PENNSYLVANIA AVENUE UNIT 9

$950,000

1256 S PENNSYLVANIA AVENUE UNIT 9, WINTER PARK

3 bd · 2.5 ba · 1,957 sqft

1003 GOLFSIDE DRIVE

$769,900

1003 GOLFSIDE DRIVE, WINTER PARK

3 bd · 3 ba · 2,145 sqft

739 ROUGHBEARD ROAD

$780,000

739 ROUGHBEARD ROAD, WINTER PARK

5 bd · 3 ba · 2,194 sqft

913 MOSS LANE

$950,000

913 MOSS LANE, WINTER PARK

3 bd · 2 ba · 1,887 sqft

311 E MORSE BOULEVARD UNIT 4-5

$925,000

311 E MORSE BOULEVARD UNIT 4-5, WINTER PARK

2 bd · 2 ba · 1,763 sqft

2572 FIFESHIRE DRIVE

$899,900

2572 FIFESHIRE DRIVE, WINTER PARK

4 bd · 2.5 ba · 2,578 sqft

2410 SHERBROOKE ROAD

$769,000

2410 SHERBROOKE ROAD, WINTER PARK

4 bd · 2.5 ba · 2,141 sqft

618 BLAIRSHIRE CIRCLE

$895,000

618 BLAIRSHIRE CIRCLE, WINTER PARK

4 bd · 3 ba · 1,876 sqft

443 BROADVIEW AVENUE

$999,000

443 BROADVIEW AVENUE, WINTER PARK

4 bd · 3 ba · 2,803 sqft

1164 DODD ROAD

$775,000

1164 DODD ROAD, WINTER PARK

5 bd · 3.5 ba · 2,840 sqft

1927 S LAKEMONT AVENUE

$915,000

1927 S LAKEMONT AVENUE, WINTER PARK

3 bd · 3.5 ba · 2,093 sqft

471 HOLT AVENUE

$950,000

471 HOLT AVENUE, WINTER PARK

4 bd · 3 ba · 2,528 sqft

1621 CHESTNUT AVENUE

$879,000

1621 CHESTNUT AVENUE, WINTER PARK

3 bd · 2.5 ba · 2,022 sqft

1220 HOWELL BRANCH ROAD

$950,000

1220 HOWELL BRANCH ROAD, WINTER PARK

3 bd · 2 ba · 1,487 sqft

724 MONMOUTH WAY

$798,000

724 MONMOUTH WAY, WINTER PARK

5 bd · 3.5 ba · 2,832 sqft

120 LONGBRANCH ROAD

$860,000

120 LONGBRANCH ROAD, WINTER PARK

5 bd · 3.5 ba · 3,284 sqft

1431 PALM AVENUE

$799,999

1431 PALM AVENUE, WINTER PARK

2 bd · 2 ba · 1,540 sqft

2667 COCHISE TRAIL

$985,000

2667 COCHISE TRAIL, WINTER PARK

4 bd · 3 ba · 2,868 sqft

1562 ARBOR PARK DRIVE

$775,000

1562 ARBOR PARK DRIVE, WINTER PARK

4 bd · 2.5 ba · 1,899 sqft

3006 NORTHWOOD BOULEVARD

$925,000

3006 NORTHWOOD BOULEVARD, WINTER PARK

4 bd · 3 ba · 2,075 sqft

1138 S PENNSYLVANIA AVENUE

$925,000

1138 S PENNSYLVANIA AVENUE, WINTER PARK

3 bd · 3 ba · 2,434 sqft

437 N CAPEN AVENUE

$849,000

437 N CAPEN AVENUE, WINTER PARK

3 bd · 2.5 ba · 1,904 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
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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.