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Winter Park FL Homes
  • All Listings
  • Under $100,000
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4421 Steed Terrace, WINTER PARK

$399,900

4421 Steed Terrace, WINTER PARK

4 Beds 3 Baths 1,788 SqFt Residential MLS® # O6288387
1560 Woodland Avenue, WINTER PARK

$1,999,000

↓ $151,000

1560 Woodland Avenue, WINTER PARK

5 Beds 5 Baths 3,851 SqFt Residential MLS® # O6293517
316 Scottsdale Square 316, WINTER PARK

$120,000

316 Scottsdale Square 316, WINTER PARK

2 Beds 2 Baths 1,085 SqFt Residential MLS® # O6303221
3601 Midiron Drive, WINTER PARK

$459,000

↓ $20,000

3601 Midiron Drive, WINTER PARK

2 Beds 1 Bath 954 SqFt Residential MLS® # O6302210
450 Lakewood Drive, WINTER PARK

$2,500,000

450 Lakewood Drive, WINTER PARK

5 Beds 6 Baths 4,676 SqFt Residential MLS® # O6279653
1391 Richmond Road, WINTER PARK

$3,325,000

↓ $174,500

1391 Richmond Road, WINTER PARK

4 Beds 6 Baths 4,635 SqFt Residential MLS® # O6246352
1682 Arbor Park Drive, WINTER PARK

$1,800,000

1682 Arbor Park Drive, WINTER PARK

4 Beds 4 Baths 2,950 SqFt Residential MLS® # O6285459
1840 W Fawsett Road, WINTER PARK

$4,295,000

↓ $100,000

1840 W Fawsett Road, WINTER PARK

5 Beds 5 Baths 4,129 SqFt Residential MLS® # O6289194
3011 George Mason Avenue 3, WINTER PARK

$135,000

↓ $5,000

3011 George Mason Avenue 3, WINTER PARK

2 Beds 2 Baths 1,056 SqFt Residential MLS® # G5093322
2627 Ambergate Road, WINTER PARK

$510,000

↓ $40,000

2627 Ambergate Road, WINTER PARK

4 Beds 3 Baths 1,805 SqFt Residential MLS® # O6093816
737 N Capen Avenue, WINTER PARK

$824,900

737 N Capen Avenue, WINTER PARK

3 Beds 2 Baths 1,930 SqFt Residential MLS® # O6120134
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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 23rd, 2025 at 10:54pm EDT.