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11 Properties Available
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- Newest Listings
- Beds (Most)
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
$749,900
Condo
535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue...
Listed by KELLER WILLIAMS WINTER PARK
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
$725,000
Condo
350 CAROLINA AVE #301, Winter Park, FL 32789
Under contract-accepting backup offers. JUST LISTED – Beautiful 2-bedroom end unit at Winter Park's Park West Condominiu...
Listed by KELLY PRICE & COMPANY LLC
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
$930,000
Single Family Home
675 OVERSPIN DR, Winter Park, FL 32789
This well-appointed house features approximately 2,962 square feet of living space with four bedrooms and three and a ha...
Listed by COLDWELL BANKER RESIDENTIAL RE
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
$1,190,000
Single Family Home
1885 TEMPLE DR, Winter Park, FL 32789
Under contract-accepting backup offers. Priced BELOW appraisal! New PEX plumbing and water heater replaced January 2025....
Listed by KELLY PRICE & COMPANY LLC
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
$2,650,000
Single Family Home
1010 N PENNSYLVANIA AVE, Winter Park, FL 32789
Under contract-accepting backup offers. New price is $150K below a November 2024 appraisal! Home has been pre-inspected...
Listed by BHHS FLORIDA REALTY
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
$3,250,000
Single Family Home
1900 W FAWSETT RD, Winter Park, FL 32789
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 1...
Listed by KELLY PRICE & COMPANY LLC
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
$1,185,000
Condo
625 N INTERLACHEN AVE #A, Winter Park, FL 32789
Under contract-accepting backup offers. Experience Luxury and Charm! Discover an extraordinary residence nestled in the ...
Listed by KELLY PRICE & COMPANY LLC
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
$6,950,000
Single Family Home
1400 ALABAMA DR, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of ...
Listed by IRON VALLEY REAL ESTATE CENTRAL FLORIDA
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
$1,775,000
Single Family Home
508 W SWOOPE AVE, Winter Park, FL 32789
Under contract-accepting backup offers. **Now Offered at a New, Improved Price** Discover luxury living at its finest in...
Listed by COLDWELL BANKER REALTY
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
$2,200
Single Family Home
460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
NEW YEAR RENT SPECIAL: Lease by 31 January for $200 off of first month's rent! <br> <br>Modern Comfort in a Classic Sett...
Listed by 4 ACRE REALTY LLC
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
$1,750,000
Single Family Home
1350 LYNDALE BLVD, Winter Park, FL 32789
Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of W...
Listed by HOMEVEST REALTY
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