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29 Properties Available
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$449,990
Single Family Home
3641 HAWTHORNE LN, Winter Park, FL 32792
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Comb...
Listed by Keegan Siegfried LPT REALTY, LLC
$925,000
Single Family Home
2572 FIFESHIRE DR, Winter Park, FL 32792
Welcome to this warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner ...
Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY
$850,000
Single Family Home
2345 BROOKSHIRE AVE, Winter Park, FL 32792
Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces foun...
Listed by Amy Turner KELLER WILLIAMS WINTER PARK
$675,000
Single Family Home
2215 WOODCREST DR, Winter Park, FL 32792
Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern p...
Listed by Shari Klafter KELLER WILLIAMS WINTER PARK
$895,000
Single Family Home
618 BLAIRSHIRE CIR, Winter Park, FL 32792
Virtually Staged. Fully renovated from top to bottom, this 4-bedroom, 3-bathroom pool home sits on a 9,915-square-foot l...
Listed by Ken Pozek REAL BROKER, LLC
$675,000
Single Family Home
4599 WHIMBREL PL, Winter Park, FL 32792
Welcome home to this beautifully maintained 4-bedroom, 3-bath pool home, tucked away at the end of a quiet cul-de-sac in...
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
$380,000
Single Family Home
4870 SEMINOLE AVE, Winter Park, FL 32792
Location, location, location! Discover this beautiful, meticulously maintained home in a highly desirable Winter Park ne...
Listed by Tamara Mazo Ferro COLDWELL BANKER REALTY
$2,500
Single Family Home
4870 SEMINOLE AVE, Winter Park, FL 32792
Location, location, location! Discover this beautiful, meticulously maintained home in a highly desirable Winter Park ne...
Listed by Tamara Mazo Ferro COLDWELL BANKER REALTY
$789,000
Single Family Home
2410 SHERBROOKE RD, Winter Park, FL 32792
Welcome to 2410 Sherbrooke Rd in Winter Park! This spacious single-story home offers 2,141 sq ft of living space with 4 ...
Listed by Li Ju Huang AMERICA REAL ESTATE COMPANY LL
$295,000
Townhouse
2302 BARBADOS DR, Winter Park, FL 32792
Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment ...
Listed by George Freelove KELLER WILLIAMS REALTY AT THE PARKS
$1,600,000
Single Family Home
1257 WADING WATERS CIR, Winter Park, FL 32792
Welcome to luxury living in Hawks Crest, Winter Park's only guard-gated community. This exceptional six-bedroom Del Rio ...
Listed by Jennifer Christ RE/MAX TOWN & COUNTRY REALTY
$3,890
Single Family Home
274 N RANGER BLVD, Winter Park, FL 32792
Bright, airy, and designed for a resort living! Welcome to a turn-key Winter Park Pine home where everyday life feels li...
Listed by Shannon Lee EXPLORE FLORIDA REALTY SERVICES LLC
$450,000
Single Family Home
1011 MANCHESTER CIR, Winter Park, FL 32792
The one you've been waiting for! This beautifully redesigned home offers 4 bedrooms, 2 bathrooms, and nearly 1,700 squar...
Listed by Rene Droz, III CHARLES RUTENBERG REALTY ORLANDO
$689,900
Single Family Home
943 FAIRWAY DR, Winter Park, FL 32792
Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully...
Listed by Amy Turner KELLER WILLIAMS WINTER PARK
$925,000
Townhouse
1927 S LAKEMONT AVE, Winter Park, FL 32792
Welcome to Lake Spier Crossing with NO CDD and low HOA fees, an exclusive boutique lakefront community built by Winter P...
Listed by Abby Green IAD REAL ESTATE
$1,999,990
Single Family Home
525 S LAKEMONT AVE, Winter Park, FL 32792
Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new cons...
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$669,900
Single Family Home
433 GILBERT RD, Winter Park, FL 32792
**DONT MISS OUT!** Welcome home to the Winter Park Pines where trees line the streets and the mailman delivers right to ...
Listed by Amy Turner KELLER WILLIAMS WINTER PARK
$185,000
Condo
7450 WYNNEWOOD SQ #189, Winter Park, FL 32792
This charming 2-bedroom, 2.5-bathroom townhome style condo offers the perfect blend of comfort and convenience. Enjoy th...
Listed by Kim King REAL ESTATE PROFESSIONALS SE
$1,262,500
Single Family Home
2015 SUMMERFIELD RD, Winter Park, FL 32792
Welcome to one of Winter Park's most impressive move-in-ready homes, where luxury, comfort, and location come together s...
Listed by Courtney Lindsay UNITED REAL ESTATE PREFERRED
$2,375,000
Single Family Home
946 ENCLAVE PL, Winter Park, FL 32792
Pre-Construction. To be built. Welcome to Lot 22 at 946 Enclave Place, a beautifully designed 5-bedroom, 4.5-bath home w...
Listed by Matthew Burks CORCORAN PREMIER REALTY
$2,475,000
Single Family Home
926 ENCLAVE PL, Winter Park, FL 32792
Pre-Construction. To be built. A striking blend of timeless architecture and refined modern living, this 5-bedroom, 4.5-...
Listed by Laura Earl CORCORAN PREMIER REALTY
$2,300,000
Single Family Home
938 ENCLAVE PL, Winter Park, FL 32792
Pre-Construction. To be built. Thoughtfully designed with a refined coastal-modern farmhouse aesthetic, this exceptional...
Listed by Laura Earl CORCORAN PREMIER REALTY
$2,275,000
Single Family Home
930 ENCLAVE PL, Winter Park, FL 32792
Pre-Construction. To be built. Lot 19 at 930 Enclave Place presents a rare opportunity to own a newly constructed custom...
Listed by Matthew Burks CORCORAN PREMIER REALTY
$1,299,000
Single Family Home
102 BELL PL, Winter Park, FL 32792
Step into elevated Florida living with this stunning brand-new residence, where modern design meets lasting quality. Con...
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
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