37 Properties Available
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$569,000
Single Family Home
2803 RIDDLE DR, Winter Park, FL 32789
Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle...
Listed by Allie George CORCORAN PREMIER REALTY
$1,669,000
Single Family Home
641 NORTHWOOD CIRCLE, Winter Park, FL 32789
Tucked away on a peaceful cut-de-sac in the heart of Winter Park, this striking modern residence offers a rare blend of ...
Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY
$639,000
Single Family Home
1707 HARMON AVE, Winter Park, FL 32789
A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled ...
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES
$1,049,000
Single Family Home
2702 PARKLAND DR, Winter Park, FL 32789
Welcome to this beautifully updated Winter Park home, perfectly positioned on a desirable corner lot and zoned for Audub...
Listed by Elizabeth Nordquist NORDQUIST & COMPANY INC
$3,275,000
Single Family Home
1581 FOREST AVE, Winter Park, FL 32789
This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoug...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$2,100
Condo
151 N ORLANDO AVE #203, Winter Park, FL 32789
FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two resid...
Listed by Robert Arnold, Jr SAND DOLLAR REALTY GROUP INC
$1,189,000
Single Family Home
3006 NORTHWOOD BLVD, Winter Park, FL 32789
Reimagined from the ground up for modern living while honoring its original mid-century modern heritage, this 1953 Winte...
Listed by Daren Ellington ORLANDO HOMES GROUP LLC
$1,025,000
Townhouse
1138 S PENNSYLVANIA AVE, Winter Park, FL 32789
Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake...
Listed by George Stringer COLDWELL BANKER REALTY
$459,900
Single Family Home
259 ORANGE TERRACE DRIVE, Winter Park, FL 32789
Beautifully renovated three-bedroom, two-bath home in desirable Winter Park 32789. Extensively updated throughout, this ...
Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY
$2,300
Single Family Home
301 S CAPEN AVE, Winter Park, FL 32789
Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. <br> <br>Inside, you'll find a b...
Listed by Jordan Heidrich CORCORAN PREMIER REALTY
$244,900
Condo
1500 GAY RD #3C, Winter Park, FL 32789
New Price/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! ...
Listed by Heather Frazee FANNIE HILLMAN & ASSOCIATES
$1,500
Condo
1695 LEE RD #B204, Winter Park, FL 32789
2 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New ti...
Listed by Mauricio Toro MTRE GROUPE LLC
$3,795,000
Single Family Home
1600 LEGION DR, Winter Park, FL 32789
Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Kei...
Listed by Brian Teach COLDWELL BANKER REALTY
$849,900
Townhouse
1265 ARLINGTON PL, Winter Park, FL 32789
Virtually Staged. Welcome to 1265 Arlington Place, a beautifully appointed townhome nestled in the heart of Winter Park'...
Listed by Erika Beerbower FANNIE HILLMAN & ASSOCIATES
$2,600
Condo
151 N ORLANDO AVE #238, Winter Park, FL 32789
Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. En...
Listed by Alexander Scures COLONIALTOWN REALTY
$675,000
Single Family Home
2831 MULFORD AVE, Winter Park, FL 32789
Just Reduced by $20,000! This is your chance to own a beautifully updated Winter Park home at an even better value. Come...
Listed by Patrick Arenson UNITED REAL ESTATE PREFERRED
$995,000
Single Family Home
241 W LAKE SUE AVE, Winter Park, FL 32789
Seller is offering a generous $25,000 credit toward price or closing costs, giving the next owner an incredible opportun...
Listed by Ken Dalton COLDWELL BANKER REALTY
$649,900
Single Family Home
840 W CANTON AVE, Winter Park, FL 32789
Fully renovated 2 bedroom and 2 bathroom home with a bonus room, ideally located in the heart of Winter Park. Every deta...
Listed by Ken Pozek REAL BROKER, LLC
$328,000
Single Family Home
2006 CORNELL AVE, Winter Park, FL 32789
Welcome home to this charming and fully remodeled 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND Coll...
Listed by Stacia Stephenson FLORIDA HOME TEAM REALTY LLC
$1,695,000
Single Family Home
1420 MAGNOLIA AVE, Winter Park, FL 32789
On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless arc...
Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY
$659,998
Single Family Home
2418 EUSTON RD, Winter Park, FL 32789
Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Pa...
Listed by Rick Bavec TOLARIS REALTY GROUP LLC
$380,000
Condo
700 MELROSE AVE #J24, Winter Park, FL 32789
Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bed...
Listed by Scott Butts KIMBRIDGE REALTY, LLC
$249,900
Condo
1500 GAY RD #17D, Winter Park, FL 32789
MAJOR PRICE ADJUSTMENT! <br>Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has La...
Listed by Janice Erickson REALCOM REAL ESTATE SERVICES INC
$149,000
Condo
2500 LEE RD #232, Winter Park, FL 32789
LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this ch...
Listed by Wendy Rodriguez COLDWELL BANKER REALTY
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