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236 Properties Available
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$1,595,000
Single Family Home
1460 VIA SANGRO PL, Winter Park, FL 32792
Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-b...
Listed by


$479,900
Single Family Home
1931 ASTER DR, Winter Park, FL 32792
One or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines throughout this well maintained ...
Listed by


$475,000
Single Family Home
2152 CONIFER AVE, Winter Park, FL 32792
This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand...
Listed by


$1,499,000
Single Family Home
1306 LINDENWOOD LN, Winter Park, FL 32792
Located in the heart of Winter Park, this stunning home offers easy access to some of the area's finest shopping, dining...
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$85,000
Condo
7341 DANIEL WEBSTER DR #c-2b, Winter Park, FL 32792
Affordable living in Winter Park. This 1-bedroom, 1-bath condo in The Colonies offers an excellent opportunity for inves...
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$689,000
Single Family Home
2087 LAURELWOOD WAY, Winter Park, FL 32792
Set within the serene gated community of Hawks Crest in Winter Park, this beautifully designed single-story home combine...
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$459,900
Single Family Home
5338 TANGERINE AVE, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Major Price Reduction! Don't miss this rare opportunity in sought after ...
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$475,000
Single Family Home
7730 BROKEN ARROW TRL, Winter Park, FL 32792
Welcome to this inviting 3-bedroom, 2-bathroom home, perfectly situated on a spacious lot that offers peace, privacy, an...
Listed by


$320,000
Townhouse
615 WARRENTON RD, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Don't miss out on this beautifully maintained, 2 bed, 2 bath, single sto...
Listed by


$2,410
Single Family Home
3074 RIVERBROOK DR, Winter Park, FL 32792
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with fu...
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$1,500
Condo
4860 TANGERINE AVE #4860, Winter Park, FL 32792
For Rent -- Immediate Move In!!! <br>This 1 bedroom 1 bath condo is Now Available. No Carpet, Very Clean with updated Ap...
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$567,000
Single Family Home
7502 WAUNAQUA DR, Winter Park, FL 32792
Welcome home to Lake Waunatta Cove subdivision in Orange County. This attractive, beautifully decorated, very spacious ...
Listed by


$3,000
Single Family Home
2181 LINDEN ROAD, Winter Park, FL 32792
Modern Winter Park Living • Fully Renovated 2025 Home • Independent In-Law Suite • No HOA <br> <br>Welcome to your newly...
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$1,625
Condo
2917 ANTIQUE OAKS CIR #17, Winter Park, FL 32792
For Rent – Beautifully Remodeled 2 Bedroom / 2 Bath Condo in Winter Park <br> <br>This beautifully remodeled first-floor...
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$1,399
Condo
3044 ANTIQUE OAKS CIR #184, Winter Park, FL 32792
For Rent – Beautiful 1 Bedroom Condo in Parkview Village, Winter Park <br> <br>This beautifully renovated one-bedroom co...
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$679,900
Single Family Home
2920 ABBEY CT, Winter Park, FL 32792
Completely Renovated and Move-In Ready! A rare found NO HOA Winter Park POOL home with top rated schools.. This 5-bedro...
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$530,000
Single Family Home
4991 TANGERINE AVE, Winter Park, FL 32792
Experience the perfect blend of modern luxury and timeless charm in this newly renovated 4-bedroom, 2-bath Winter Park r...
Listed by


$439,000
Single Family Home
1630 GLADIOLAS DR, Winter Park, FL 32792
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this stunning Winter ...
Listed by


$428,900
Single Family Home
5201 ARDMORE DR, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Beautifully Renovated 3-Bed, 2-Bath Home in Winter Park!!! <br> <br>Exp...
Listed by


$1,399
Condo
3044 ANTIQUE OAKS CIR #178, Winter Park, FL 32792
Welcome home! This fantastic 1-bedroom, 1-bath home is available on November 4, 2025! Located conveniently in the desira...
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$347,500
Single Family Home
121 STEFANIK RD, Winter Park, FL 32792
A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. This is a two bedroom and one bath in the front with a one bedr...
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$170,000
Condo
2905 ANTIQUE OAKS CIR #6, Winter Park, FL 32792
For Sale – Beautifully Remodeled 1 Bedroom / 1 Bath Condo – Parkview Village, Winter Park <br> <br>Beautifully remodeled...
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$319,900
Townhouse
1509 WINTER GREEN BLVD, Winter Park, FL 32792
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! <br>Welcome to this beautifully updated 3...
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$1,550
Condo
3651 N GOLDENROD RD #B#104, Winter Park, FL 32792
Great location in Winter Park! This 2-bedroom, 2-bath apartment offers comfortable living with easy access to everything...
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