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128 Properties Available In Winter Park
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$835,000
Single Family Home
1421 SUNSET DR, Winter Park, FL 32789
BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! <b...
Listed by COMPASS FLORIDA LLC
$990,000
Single Family Home
208 BREWER AVE, Winter Park, FL 32789
SELLERS ARE OFFERING $10,000 BUYER CLOSING COST CONCESSION FOR ANY BUYER WITH AN ACCEPTED CONTRACT BY 8/31/25. A $5,000 ...
Listed by COMPASS FLORIDA LLC
$2,999,000
Single Family Home
575 PALMER AVE, Winter Park, FL 32789
Step into elevated Winter Park living with this exceptional Mediterranean-inspired estate. Built in 2020, every inch of ...
Listed by DEVLIN INVESTORS & ASSOCIATES
$759,000
Single Family Home
620 DARCEY DR, Winter Park, FL 32792
New Roof installed July 2025. Charming brick Winter Park home in the desirable Brookshire Heights neighborhood. This hom...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,325,000
Single Family Home
1420 PALMER AVE, Winter Park, FL 32789
Luxurious Retreat in the Heart of Winter Park's Premier Neighborhood – Minutes from Park Ave! <br>Discover timeless eleg...
Listed by KELLER WILLIAMS WINTER PARK
$474,900
Single Family Home
2835 BONGART RD, Winter Park, FL 32792
Huge Price Reduction!!! Seller is Motivated and must sell NOW! - Welcome to your spectacular pool home in Winter Park Es...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$539,500
Single Family Home
8162 LAZY BEAR LN, Winter Park, FL 32792
*20K PRICE DROP* 4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park...
Listed by AUTHENTIC REAL ESTATE TEAM
$415,000
Condo
690 OSCEOLA AVE #209, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Beautifully updated 2-bedroom, 2-bathroom lakefront condo (Lake Virginia...
Listed by LOKATION
$489,900
Single Family Home
1028 PRINCESS GATE BLVD, Winter Park, FL 32792
Welcome to 1028 Princess Gate – A Fully Renovated Gem in the Heart of Winter Park <br> <br>Step into this beautifully up...
Listed by LA ROSA REALTY CW PROPERTIES L
$100,000
Condo
3053 GEORGE MASON AVE #7, Winter Park, FL 32792
Prime Location and Smart Investment! This spacious 2-bedroom, 2-bath ground-floor condo offers easy, low-maintenance liv...
Listed by RE/MAX 200 REALTY
$1,500
Condo
2500 LEE RD #235, Winter Park, FL 32789
Comfort and recreation in this charming 2-bedroom, 1-bathroom condo. Located in a sought-after lakefront community on La...
Listed by NEW HEIGHTS REALTY GROUP
$2,995
Single Family Home
1037 N VIRGINIA AVE, Winter Park, FL 32789
THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park...
Listed by KELLER WILLIAMS WINTER PARK
$3,300
Single Family Home
2680 FITZHUGH RD, Winter Park, FL 32792
Beautifully remodeled and ideally located, this 4-bedroom, 3-bathroom home in Winter Park Pines offers the perfect blend...
Listed by BHHS FLORIDA REALTY
$379,999
Single Family Home
3383 HAMLET LOOP, Winter Park, FL 32792
Charming Winter Park Home with Private Pool on Corner Lot! <br> <br>Don't miss this beautifully updated 3-bedroom, 2-bat...
Listed by FLATFEE.COM
$425,000
Single Family Home
524 BYRON RD, Winter Park, FL 32792
Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park's most convenient and sought-after...
Listed by RE/MAX 200 REALTY
$7,150
Single Family Home
1841 HARLAND PARK DR, Winter Park, FL 32789
Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you w...
Listed by SELECTIVE REALTY GROUP LLC
$2,410
Single Family Home
1729 PURITAN AVE, Winter Park, FL 32792
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with fu...
Listed by MAIN STREET RENEWAL LLC
$420,000
Single Family Home
3415 N GOLDENROD RD, Winter Park, FL 32792
THIS HOME HAS IT ALL! Private lot with NO rear neighbors and NO HOA. Features 4 bedrooms, 3 bathrooms, including a poten...
Listed by BORGES & JAIME REAL ESTATE , LLC
$690,000
Single Family Home
1620 HOWELL BRANCH RD, Winter Park, FL 32789
Welcome to 1620 Howell Branch Road—a beautifully reimagined 3-bedroom, 3-bath home that effortlessly blends timeless cha...
Listed by THE WILKINS WAY LLC
$359,000
Single Family Home
2006 PONDEROSA AVE, Winter Park, FL 32792
Pure Potential in Winter Park's Eastbrook Community! Renovate or move-in, this is a great opportunity for an investor or...
Listed by KELLY PRICE & COMPANY LLC
$609,990
Single Family Home
7988 PLEASANT PINE CIR, Winter Park, FL 32792
Stylish, Updated & Move-In Ready in Gated Winter Park Community! <br>Welcome to this impeccably maintained 4-bedroom, 2....
Listed by ABSOLUTE REALTY GROUP, LLC
$474,998
Single Family Home
7602 LODGE POLE TRL, Winter Park, FL 32792
Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Wi...
Listed by KELLER WILLIAMS CLASSIC
$3,000
Single Family Home
1816 MIZELL AVE, Winter Park, FL 32789
Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,615
Single Family Home
7431 PORTSIDE CT, Winter Park, FL 32792
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with fu...
Listed by MAIN STREET RENEWAL LLC