32 Properties Available
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$325,000
Single Family Home
1921 DARTMOUTH AVE, Winter Park, FL 32789
BACK ON THE MARKET! PRICE DROP! SELLER WILLING TO GIVE CONCESSIONS FOR DOWN PAYMENT ASSISTANCE! <br>Welcome to your dre...
Listed by LPT REALTY
$665,000
Single Family Home
1792 KILLARNEY DR, Winter Park, FL 32789
Welcome to this incredible and rare opportunity to own a Winter Park home with deeded private lake access to Lake Killar...
Listed by THE AGENCY ORLANDO
$370,000
Condo
1308 S PENNSYLVANIA AVE #3, Winter Park, FL 32789
Sip coffee or tea overlooking lush Mead Gardens from your private deck. Unwind beneath vaulted ceilings and skylights, a...
Listed by KELLER WILLIAMS CLASSIC
$3,095,000
Single Family Home
940 LINCOLN CIR, Winter Park, FL 32789
Located in Winter Park's highly sought-after “Golden Triangle,” 940 Lincoln Circle is a beautifully renovated West Indie...
Listed by KELLY PRICE & COMPANY LLC
$950,000
Single Family Home
3011 TEMPLE TRL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to t...
Listed by WEMERT GROUP REALTY LLC
$2,749,000
Single Family Home
1690 PALM AVE, Winter Park, FL 32789
This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown ...
Listed by HOUWZER INC
$485,000
Single Family Home
2886 CAREW AVE, Winter Park, FL 32789
This charming 4 bedroom home is available now! With lots of open space, a cozy fireplace, and a walk-in closet in the pr...
Listed by OLDE TOWN BROKERS INC
$1,899,000
Single Family Home
2402.5 TEMPLE DR, Winter Park, FL 32789
Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 1...
Listed by OLDE TOWN BROKERS INC
$6,800
Condo
311 E MORSE BLVD #2-3, Winter Park, FL 32789
Enjoy the perfect blend of modern comfort and timeless charm in this beautifully updated 2-bedroom, 2-bathroom condo for...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$1,250,000
Single Family Home
309 PARK NORTH CT, Winter Park, FL 32789
Endless Potential in the Heart of Park North! <br>Just steps from the charm and energy of Winter Park's Park Avenue—wher...
Listed by FANNIE HILLMAN & ASSOCIATES
$205,990
Condo
1695 LEE RD #E215, Winter Park, FL 32789
Move-in Ready Renovated Condo – Prime Location! <br>This beautifully renovated condo offers both style and convenience, ...
Listed by LA ROSA REALTY CENTRAL FLORIDA
$220,000
Condo
2500 LEE RD #208, Winter Park, FL 32789
This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring t...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$3,850
Condo
690 OSCEOLA AVE #502, Winter Park, FL 32789
Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, l...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$549,000
Condo
690 OSCEOLA AVE #502, Winter Park, FL 32789
Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$1,490,000
Single Family Home
2408 LAFAYETTE AVE, Winter Park, FL 32789
This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines mode...
Listed by CORCORAN PREMIER REALTY
$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
$485,000
Single Family Home
1564 CAVENDISH RD, Winter Park, FL 32789
Nice 3BR/1bath with one-car garage in sought-after Orwin Manor. Updated kitchen includes solid wood cabinets, SS appli...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$3,195,000
Single Family Home
1911 STONEHURST RD, Winter Park, FL 32789
Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exe...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,249,000
Single Family Home
1213 RICHMOND RD, Winter Park, FL 32789
An extraordinary and rare opportunity awaits in the highly sought-after Virginia Heights neighborhood, just a short stro...
Listed by KELLY PRICE & COMPANY LLC
$699,000
Condo
535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue...
Listed by KELLER WILLIAMS WINTER PARK
$1,795,000
Single Family Home
817 ANTONETTE AVE, Winter Park, FL 32789
Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality an...
Listed by FANNIE HILLMAN & ASSOCIATES
$359,000
Condo
690 OSCEOLA AVE #209, Winter Park, FL 32789
Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$10,900,000
Single Family Home
1120 PRESERVE POINT DR, Winter Park, FL 32789
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate i...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,265,000
Single Family Home
1611 WALNUT AVE, Winter Park, FL 32789
PRICE REDUCED TO $1,265,000 <br>Prime Location! <br>Step into the charm of Old Winter Park in this uniquely designed one...
Listed by COLDWELL BANKER RESIDENTIAL RE