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33 Properties Available
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$3,975,000
Single Family Home
1742 TEMPLE DR, Winter Park, FL 32789
Nestled in one of Winter Park's most coveted neighborhoods, this stunning four-bedroom, five-bath modern masterpiece wit...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,550,000
Single Family Home
1541 CHESTNUT AVE, Winter Park, FL 32789
An extraordinary home, built in 2018 by Lazarus, is situated on a quaint cobblestone street in the exclusive “Tree Stree...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$799,900
Single Family Home
311 CORTLAND AVE, Winter Park, FL 32789
Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Flor...
Listed by KELLER WILLIAMS WINTER PARK
$429,000
Condo
240 KILLARNEY BAY CT #4, Winter Park, FL 32789
Welcome to Killarney Bay—Winter Park's best-kept secret for tranquil lakeside living, and just steps from the city's fin...
Listed by KELLER WILLIAMS WINTER PARK
$6,180,000
Single Family Home
2211 AZALEA PL, Winter Park, FL 32789
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront...
Listed by FORTUNE INTERNATIONAL REALTY
$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
$1,799,000
Single Family Home
1640 MAYFIELD AVE, Winter Park, FL 32789
This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush...
Listed by RE/MAX PRIME PROPERTIES
$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
$1,675,000
Single Family Home
1350 LYNDALE BLVD, Winter Park, FL 32789
THIS HOUSE CHECKS ALL OF THE BOXES!!! <br>Situated on a quiet one-way street in Winter Park and recently renovated is th...
Listed by PALMANO GROUP RE BROKERAGE LLC
$1,925,000
Single Family Home
1355 HIBISCUS AVE, Winter Park, FL 32789
Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering over 4,100 SF of liv...
Listed by PALMANO GROUP RE BROKERAGE LLC
$1,595,000
Single Family Home
1733 HARMON AVE, Winter Park, FL 32789
Experience the charm and elegance of Winter Park living in this beautifully designed 5-bedroom, 4.5-bath home offering 3...
Listed by SOUTH REALTY, INC
$1,499,000
Single Family Home
1327 BRIDGEPORT DR, Winter Park, FL 32789
This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, do...
Listed by RE/MAX TOWN & COUNTRY REALTY
$1,449,900
Single Family Home
1420 PALMER AVE, Winter Park, FL 32789
Luxurious Retreat in the Heart of Winter Park's Premier Neighborhood – Minutes from Park Ave! <br>Discover timeless eleg...
Listed by KELLER WILLIAMS WINTER PARK
$850,000
Single Family Home
730 W SWOOPE AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner Home <br>We...
Listed by LPT REALTY, LLC
$2,999,000
Single Family Home
1891 LAKE SPIER DR, Winter Park, FL 32789
Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blend...
Listed by LPT REALTY, LLC
$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
$207,900
Condo
2500 LEE RD #134, Winter Park, FL 32789
Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney,...
Listed by COMPASS FLORIDA LLC
$3,595,000
Single Family Home
141 S PHELPS AVE, Winter Park, FL 32789
**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$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
$1,350,000
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
$725,000
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
$2,650,000
Single Family Home
1630 LASBURY AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Nestled on a serene, brick-paved street in the heart of Winter Park, thi...
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