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27 Properties Available
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$1,295,000
Single Family Home
2728 EASTERN Pkwy, Winter Park, FL 32789
Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park's most desirable ne...
Listed by FANNIE HILLMAN & ASSOCIATES
$949,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom H...
Listed by CORCORAN PREMIER REALTY
$475,000
Single Family Home
955 MINNESOTA AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Location, Location, Location! Nestled in the heart of highly sought-afte...
Listed by WYNNMORE REALTY LLC
$3,400,000
Single Family Home
473 FLETCHER PL, Winter Park, FL 32789
Experience the perfect blend of luxury, lifestyle, and location in this completely custom 2017 Lundev build, just one mi...
Listed by COMPASS FLORIDA LLC
$880,000
Condo
100 S INTERLACHEN AVE #204D, Winter Park, FL 32789
Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perfectly positioned bet...
Listed by COLDWELL BANKER RESIDENTIAL RE
$3,975,000
Single Family Home
1742 TEMPLE DR, Winter Park, FL 32789
In one of Winter Park's desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,976,000
Single Family Home
617 WORTHINGTON DR, Winter Park, FL 32789
Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-b...
Listed by KELLY PRICE & COMPANY LLC
$3,895,000
Single Family Home
1820 GLENCOE RD, Winter Park, FL 32789
Welcome to your dream home—a masterfully designed, Dutch West Indies-inspired custom residence that blends timeless eleg...
Listed by CORCORAN PREMIER REALTY
$1,795,000
Single Family Home
1780 MIZELL AVE., Winter Park, FL 32789
Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary H...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$3,544,999
Single Family Home
1761 LEGION DR, Winter Park, FL 32789
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was complet...
Listed by SCANLON REALTY GROUP LLC
$1,470,000
Single Family Home
2401 LAFAYETTE AVE, Winter Park, FL 32789
Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3...
Listed by DIVINE ESTATES REALTY LLC
$200,000
Condo
2500 LEE RD #243, Winter Park, FL 32789
Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil ...
Listed by KELLER WILLIAMS WINTER PARK
$610,000
Condo
151 N ORLANDO AVE #212, Winter Park, FL 32789
Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expa...
Listed by THE AGENCY ORLANDO
$349,800
Condo
1308 S PENNSYLVANIA AVE #3, Winter Park, FL 32789
PRICE IMPROVEMENT! WINTER PARK FOR UNDER 350k!!! Sip coffee or tea overlooking lush Mead Gardens from your private deck....
Listed by KELLER WILLIAMS CLASSIC
$1,888,000
Single Family Home
2407 LAFAYETTE AVE, Winter Park, FL 32789
Discover this exceptional custom-designed modern pool home, ideally situated on a quiet street in Winter Park. This spac...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,900,000
Single Family Home
1401 GREEN COVE RD, Winter Park, FL 32789
This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open inte...
Listed by BUCKEYE REALTY LLC
$524,000
Townhouse
1745 INDIANA AVE #J, Winter Park, FL 32789
Welcome to this beautifully updated townhome, conveniently located near everything you need. Step inside to discover a b...
Listed by COMPASS FLORIDA LLC
$2,725,000
Single Family Home
1400 PLACE PICARDY, Winter Park, FL 32789
1440 Place Picardy, Winter Park, FL <br>Custom-Built Elegance with Timeless Finishes <br> <br>A custom-built residence c...
Listed by CORCORAN PREMIER REALTY
$1,249,000
Single Family Home
2525 VENETIAN WAY, Winter Park, FL 32789
Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access <br>This meticulously renovated 3-bed, 2.5-...
Listed by KELLY PRICE & COMPANY LLC
$950,000
Townhouse
1251 ARLINGTON PL, Winter Park, FL 32789
STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASIS <br>Welcome to this rare gem in the hea...
Listed by ANNE ROGERS REALTY GROUP INC
$1,869,000
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
$699,000
Condo
101 S INTERLACHEN AVE #104, Winter Park, FL 32789
FIRST TIME ON THE MARKET! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE NOW AVAILABLE! This gorge...
Listed by KELLY PRICE & COMPANY LLC
$450,000
Condo
535 N INTERLACHEN AVE #107, Winter Park, FL 32789
Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,389,000
Single Family Home
2412 CHANTILLY AVE, Winter Park, FL 32789
Step into a realm of refined living—an architectural tour de force in the heart of Winter Park. Designed by a premier bo...
Listed by COMPASS FLORIDA LLC