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37 Properties Available In 32789
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$359,000
Single Family Home
156 OAK GROVE RD, Winter Park, FL 32789
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks commu...
Listed by EVERLANE REALTY LLC


$1,550,000
Single Family Home
2408 LAFAYETTE AVE, Winter Park, FL 32789
This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines mode...
Listed by CORCORAN PREMIER REALTY


$1,475,000
Single Family Home
1750 WINCHESTER DR, Winter Park, FL 32789
Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timbe...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,825,000
Single Family Home
817 ANTONETTE AVE, Winter Park, FL 32789
Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality an...
Listed by FANNIE HILLMAN & ASSOCIATES


$599,000
Townhouse
1392 INDIANA AVE, Winter Park, FL 32789
Motivated seller! NEW ROOF, LESS THAN A YEAR OLD! Nestled in the heart of Winter Park, just off Indiana Avenue, this stu...
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,100,000
Single Family Home
708 BALMORAL RD, Winter Park, FL 32789
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, lo...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,599,999
Single Family Home
1429 CHAPMAN CIR, Winter Park, FL 32789
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophistica...
Listed by CORCORAN PREMIER REALTY


$997,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. This is a diamond location home! New Construction built by the well resp...
Listed by COMPASS FLORIDA LLC


$2,249,000
Single Family Home
1299 HARDING STREET, Winter Park, FL 32789
Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat,...
Listed by FANNIE HILLMAN & ASSOCIATES


$259,900
Condo
255 SANDLEWOOD TRL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice...
Listed by INVESTOR'S REAL ESTATE LLC


$435,000
Townhouse
1228 PARK GREEN PL, Winter Park, FL 32789
Welcome to 1228 Park Green Place in beautiful Winter Park! This updated 3-bedroom, 2-bathroom home effortlessly combines...
Listed by KELLER WILLIAMS ADVANTAGE REALTY


$499,000
Single Family Home
1564 CAVENDISH RD, Winter Park, FL 32789
Nice 3BR/1bath with one-car garage in sought-after Orwin Manor. Updated kitchen includes solid wood cabinets, SS appli...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$424,900
Condo
311 E MORSE BLVD #6-7, Winter Park, FL 32789
Tucked away just two blocks from Park Avenue, this one bedroom, one bathroom corner unit places you in the heart of down...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,795
Single Family Home
1714 MILLER AVE, Winter Park, FL 32789
Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport ...
Listed by RE/MAX 200 REALTY


$1,895
Single Family Home
1716 MILLER AVE, Winter Park, FL 32789
Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport ...
Listed by RE/MAX 200 REALTY


$1,685
Single Family Home
657 MINNESOTA AVE, Winter Park, FL 32789
DUPLEX - FANTASTIC WINTER PARK LOCATION. 2 bedroom, 1 bath, with carport on driveway.. PRIVATE FENCED BACKYARD!! Terrazz...
Listed by A+ HOME RENTALS LLC


$4,395,000
Single Family Home
229 ALEXANDER PL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award-winning design in t...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$6,500,000
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 THE AGENCY ORLANDO


$174,900
Condo
1695 LEE RD #E103, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This char...
Listed by ROBERT SLACK LLC


$699,000
Single Family Home
2812 MULFORD AVE, Winter Park, FL 32789
Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking dist...
Listed by SYNCHRONICITY REAL ESTATE SOLUTIONS


$725,000
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


$5,450,000
Single Family Home
1660 PALMER AVE, Winter Park, FL 32789
Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend of elegance and mode...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$675,000
Condo
100 S INTERLACHEN AVE #111, Winter Park, FL 32789
Under contract-accepting backup offers. Fresh, modern and move-in ready. This pristine, first-floor condo is located in ...
Listed by FANNIE HILLMAN & ASSOCIATES


$152,000
Condo
1695 LEE RD #B109, Winter Park, FL 32789
WELCOME Home! This first floor home offers easy access to this corner unit located in a prime central Winter Park locati...
Listed by EXP REALTY LLC
