220 Properties Available
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$619,900
Single Family Home
220 BLOSSOM LN, Winter Park, FL 32789
COMPLETELY RENOVATED - POOL REDONE - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. T...
Listed by SUMMERHILL REALTY GROUP LLC
$429,000
Single Family Home
1830 ANZLE AVE, Winter Park, FL 32789
Fantastic opportunity for investors or those with a keen eye for design, situated in the sought-after and well-establish...
Listed by COLDWELL BANKER REALTY
$3,150,000
Single Family Home
1833 LOCH BERRY RD, Winter Park, FL 32789
Under Construction. Located in the heart of Winter Park this exquisite modern residence is being built by Vimaro Homes a...
Listed by COMPASS FLORIDA, LLC
$749,900
Single Family Home
2612 LAFAYETTE AVE, Winter Park, FL 32789
***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and ...
Listed by EXP REALTY LLC
$649,900
Single Family Home
2955 SANBINA ST, Winter Park, FL 32789
Newly updated home perfect for all-year round entertaining. The home has been tastefully updated throughout. 3 bedroom 2...
Listed by EMPIRE NETWORK REALTY
$390,000
Condo
535 N INTERLACHEN AVE #101, Winter Park, FL 32789
What’s better than being steps away from Park Avenue and all of the shopping, dining, and charm that downtown Winter Par...
Listed by MILLER GRANT AND COMPANY
$1,977,000
Single Family Home
1340 CHESTNUT AVE, Winter Park, FL 32789
Amazing contemporary home in the heart of Winter Park. This home was fully remodeled in 2023 and in 2018 was added the s...
Listed by WRA BUSINESS & REAL ESTATE
$1,499,000
Single Family Home
513 WORTHINGTON DR, Winter Park, FL 32789
Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kit...
Listed by COLONIALTOWN REALTY
$1,695,000
Single Family Home
1530 VIA TUSCANY, Winter Park, FL 32789
This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Bath...
Listed by COLDWELL BANKER REALTY
$4,500,000
Single Family Home
421 LAKEWOOD DR, Winter Park, FL 32789
Under contract-accepting backup offers. This elegant Winter Park lakefront residence offers luxury lakeside living, situ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,550,000
Single Family Home
1871 TAYLOR AVE, Winter Park, FL 32789
Sellers have an assumable mortgage at a rate of 2.5%. This "Transitional Home" offers a blend of traditional and modern ...
Listed by CORCORAN PREMIER REALTY
$824,900
Single Family Home
737 N CAPEN AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home wi...
Listed by LPT REALTY, LLC
$7,000
Single Family Home
1791 GOODRICH AVE, Winter Park, FL 32789
MID - TERM - RENTAL AVAILABLE FOR JUNE 2024. Beautiful furnished and fully equipped kitchen 4-bedroom, 3-bath home whi...
Listed by CLARA HERRERA REALTY
$1,600,000
Single Family Home
281 BREWER AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shor...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$590,000
Vacant Land
2228 HOWARD DR, Winter Park, FL 32789
Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighbo...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,000,000
Commercial
865 BALCH AVE, Winter Park, FL 32789
Second Gen Dental Office. Renovated in 2020. Zoned for Mixed Used. This appealing building would fit many office/medical...
Listed by OPTIMA REAL ESTATE
$13,396
Commercial
1095 W MORSE BLVD #202, Winter Park, FL 32789
Professional Office/Work Space Newly Available! This second floor office features its own classic space and kitchenette,...
Listed by OPTIMA REAL ESTATE
$1,075,000
Vacant Land
1000 HOWELL BRANCH RD, Winter Park, FL 32789
Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversiz...
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
$435,000
Commercial
2180 N PARK AVE #C40, Winter Park, FL 32789
Unique professional office space in a beautiful Spanish-style building in prestigious Park Avenue, minutes from prime Pa...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$990,000
Commercial
2445 LEE RD, Winter Park, FL 32789
Prime commercial opportunity in the heart of Winter Park! This fully renovated, one-story, duplex-style building offers ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,395,000
Vacant Land
1681 BLUE RIDGE RD, Winter Park, FL 32789
Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre...
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
$750,000
Vacant Land
471 W COMSTOCK AVE, Winter Park, FL 32789
Great opportunity to build your dream home in the heart of Winter Park! Lot is located within a great school district an...
Listed by COLDWELL BANKER RESIDENTIAL RE
$23,400
Commercial
2117 W FAIRBANKS AVE, Winter Park, FL 32789
WINTER PARK!! FAIRBANKS AVENUE!!! AVAILABLE IMMEDIATELY!! This is an amazing opportunity to establish your retail busi...
Listed by EXP REALTY LLC
$499,900
Vacant Land
1010 GARDEN DR, Winter Park, FL 32789
Over a quarter acre of cleared land is ready for you to build your Winter Park dream home. Conveniently located near th...
Listed by WATSON REALTY CORP.