239 Properties Available
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$373,800
Single Family Home
1307 FORMOSA AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Charming 2-bed home in Winter Park located in the Golfview subdivision offering ...
Listed by Tyler Gibson LLC LPT REALTY, LLC
$209,999
Condo
851 MILES AVE #13, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom seco...
Listed by Eric Campbell LPT REALTY, LLC
$1,995,000
Single Family Home
2261 MULBRY DRIVE, Winter Park, FL 32789
Welcome to this truly extraordinary, better than new residence in the heart of Winter Park, a thoughtfully designed and ...
Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY
$1,200,000
Single Family Home
1404 BORDER DR, Winter Park, FL 32789
Experience the perfect blend of modern luxury, thoughtful design, and an unbeatable Winter Park location in this stunnin...
Listed by Brian Hyser THE AGENCY FL
$2,000,000
Single Family Home
723 SYMONDS AVE, Winter Park, FL 32789
Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophistic...
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
$1,750,000
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
$1,495,000
Single Family Home
1581 MAGNOLIA AVE, Winter Park, FL 32789
Beautifully updated with a refined, welcoming feel, this two-story home sits on a charming brick-lined street in the hea...
Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY
$1,095,000
Single Family Home
1741 MIZELL AVE, Winter Park, FL 32789
Discover refined living in the heart of Winter Park, where timeless luxury meets an unmatched lifestyle. This beautifull...
Listed by Farah Novin PREMIER SOTHEBY'S INTL. REALTY
$1,895,000
Single Family Home
622 PENN PL, Winter Park, FL 32789
Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought a...
Listed by Douglas Addeo COMMUNITY REALTY ASSOCIATES
$989,500
Condo
269 E CANTON AVE #269, Winter Park, FL 32789
Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy ...
Listed by Cathy Sawruk Williams COLDWELL BANKER REALTY
$395,000
Condo
340 KILLARNEY BAY CT #4-4, Winter Park, FL 32789
Welcome to 340 Killarney Bay, a beautifully maintained residence located within one of Winter Park's most charming and s...
Listed by Blaike Gill KELLER WILLIAMS WINTER PARK
$1,665,000
Single Family Home
2430 CHANTILLY AVE, Winter Park, FL 32789
Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$1,995,000
Condo
311 E MORSE BLVD #1-3, Winter Park, FL 32789
Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square fe...
Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES
$1,100,000
Single Family Home
1611 CHESTNUT AVE, Winter Park, FL 32789
Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedro...
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
$1,569,000
Single Family Home
1660 WALNUT AVE, Winter Park, FL 32789
Introducing a standout new construction in Winter Park's coveted Tree Streets! As you arrive the home's modern façade i...
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$539,000
Townhouse
1261 INDIANA AVE, Winter Park, FL 32789
Tucked in the heart of Harper Place, this 3-bedroom, 2.5 bath end unit townhome 1,660 sq ft of light-filled, low mainten...
Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES
$2,289,000
Single Family Home
2361 MULBRY DR, Winter Park, FL 32789
Casa Noir | Selected as a 2026 Parade of Homes showcase in Winter Park, this signature new construction residence blends...
Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC
$639,900
Single Family Home
1830 EDWIN BLVD, Winter Park, FL 32789
Beautifully RENOVATED and MOVE-IN READY/TURN-KEY home in the heart of Winter Park. From the moment you enter, you're wel...
Listed by Nydia Marrero ZEN LIVING HOMES LLC
$1,650,000
Single Family Home
1565 FOREST AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Set apart from the ordinary, this historic Winter Park residence offers ...
Listed by Elizabeth Nordquist NORDQUIST & COMPANY INC
$1,139,750
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
$1,275,000
Single Family Home
1651 WESTCHESTER AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neig...
Listed by Shawn Layton SERHANT
$2,495,000
Single Family Home
1130 PARK NORTH PLACE, Winter Park, FL 32789
Half-acre lot just steps from Park Avenue shopping and dining, tucked on a quiet cul-de-sac in the heart of Winter Park....
Listed by Jennifer King CORCORAN PREMIER REALTY
$1,989,000
Single Family Home
785 N PHELPS AVE, Winter Park, FL 32789
Exquisite new construction in the heart of Winter Park, this LUIH Luxury Homes residence distinguishes itself through re...
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$1,000,000
Single Family Home
1800 MAGNOLIA AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated c...
Listed by Kathy Summers FLORIDA REALTY INVESTMENTS
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