39 Properties Available
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$829,000
Condo
1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789
Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends ...
Listed by COMPASS FLORIDA LLC
$1,695,000
Single Family Home
279 RIPPLING LN, Winter Park, FL 32789
Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against...
Listed by FANNIE HILLMAN & ASSOCIATES
$215,000
Condo
700 MELROSE AVE #K32, Winter Park, FL 32789
Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your p...
Listed by BALDWIN PARK REALTY LLC
$479,000
Condo
690 OSCEOLA AVE #405, Winter Park, FL 32789
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South faci...
Listed by SAVVY AVENUE, LLC
$1,800
Condo
1695 LEE RD #E103, Winter Park, FL 32789
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where ur...
Listed by ROBERT SLACK LLC
$369,000
Single Family Home
657 OVERSPIN DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. **Seller is motivated and encourages all serious offers—bring your buyer...
Listed by RE/MAX 200 REALTY
$1,499
Condo
1500 GAY RD #5C, Winter Park, FL 32789
Welcome to Winter Park, FL! This charming one-bedroom, one-bathroom apartment is perfectly situated close to shopping an...
Listed by TRANSCEND REALTY
$1,495
Single Family Home
1434 MINNESOTA AVE, Winter Park, FL 32789
Remo2 bedroom and Mid Century Modern two bedroom and one bath home for rent in the heart of the industrial area of Winte...
Listed by COLDWELL BANKER RESIDENTIAL RE
$995,000
Single Family Home
1821 WINDSOR DR, Winter Park, FL 32789
Under contract-accepting backup offers. WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME...
Listed by CREEGAN GROUP
$1,049,000
Single Family Home
913 MOSS LN, Winter Park, FL 32789
***Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Mos...
Listed by VECTOR PROPERTY GROUP
$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
$775,000
Townhouse
1429 INDIANA AVE, Winter Park, FL 32789
Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtf...
Listed by KELLY PRICE & COMPANY LLC
$2,750
Single Family Home
1931 OGLESBY AVE, Winter Park, FL 32789
Location, Location, Location... Offered here is an Amazing Rental with many potential options of usage... 4 Bedrooms and...
Listed by KEEN REALTY GROUP, INC.
$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
$1,385,000
Single Family Home
2105 FOSGATE DR, Winter Park, FL 32789
This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to b...
Listed by LPT REALTY, LLC
$669,000
Single Family Home
2711 PARKLAND DR, Winter Park, FL 32789
Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-b...
Listed by CORCORAN PREMIER REALTY
$2,199,999
Single Family Home
2614 PARKLAND DR, Winter Park, FL 32789
Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...
Listed by JW GASTON LLC
$2,950,000
Single Family Home
1020 MAYFIELD AVE, Winter Park, FL 32789
Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phi...
Listed by KELLY PRICE & COMPANY LLC
$137,500
Condo
1695 LEE RD #E214, Winter Park, FL 32789
Don't miss out on this wonderful 2/1 featuring an awesome balcony overlooking a peaceful green space with a tranquil pon...
Listed by RE/MAX ASSURED
$550,000
Single Family Home
3019 NORTHWOOD BLVD, Winter Park, FL 32789
WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath w...
Listed by SAND DOLLAR REALTY GROUP INC
$259,000
Condo
1250 S DENNING DR #111, Winter Park, FL 32789
LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the...
Listed by EXP REALTY LLC
$349,000
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
$5,995
Single Family Home
433 CAROLINA AVE, Winter Park, FL 32789
A stunning two-story house with five bedrooms is now available. The house has ceramic tittle except for the bedrooms whi...
Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
$1,030,000
Single Family Home
250 CORTLAND AVE, Winter Park, FL 32789
Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of th...
Listed by EXP REALTY LLC