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540 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
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- Square Feet (Biggest)
$760,000
Single Family Home
1312 GOLFSIDE DR, Winter Park, FL 32792
Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the go...
Listed by HOPKEY REALTY
$625,000
Condo
777 S DENNING DR #B, Winter Park, FL 32789
Under contract-accepting backup offers. This beautifully updated 3 bedroom, 3 bath home offers a perfect blend of rustic...
Listed by KELLER WILLIAMS WINTER PARK
$2,145
Townhouse
2508 GALLIANO CIR, Winter Park, FL 32792
This 3 bedroom, 2.5 bathroom townhouse is located on a quiet street in the gated community of Vistas at Lake Howell near...
Listed by REAL PROPERTY MANAGEMENT AND REALTY
$1,685
Single Family Home
657 MINNESOTA AVE, Winter Park, FL 32789
DUPLEX - FANTASTIC WINTER PARK LOCATION. 2 bedroom, 1 bath, with carport on driveway.. PRIVATE FENCED BACKYARD!! Terrazz...
Listed by A+ HOME RENTALS LLC
$1,500,000
Single Family Home
1741 PINE AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Nestled in the heart of Winter Park, this stunning 4-bedroom, 3-bathroom pool ho...
Listed by FANNIE HILLMAN & ASSOCIATES
$205,000
Condo
2936 ANTIQUE OAKS CIR #71, Winter Park, FL 32792
Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and ...
Listed by PMI PROPERTY ALLIANCE
$200,000
Condo
145 SCOTTSDALE SQ #145, Winter Park, FL 32792
Excellent opportunity to own an apartment home close to everything imaginable near downtown Orlando. One block form Ful...
Listed by GLOVEN REALTY
$1,750
Condo
1250 S DENNING DR #130, Winter Park, FL 32789
Great Location & Available 05/15/25! Beautiful Condo for Rent at the Mead Garden in Winter Park. Spacious 2 Bedroom and ...
Listed by FLORIDA TOP REALTY
$145,000
Condo
1695 LEE RD #E205, Winter Park, FL 32789
SPECIAL FINANCING AVAILABLE! First Horizon Home Start w/ Diversity Grant available for this home while funds last. Thi...
Listed by KELLER WILLIAMS HERITAGE REALTY
$564,000
Single Family Home
4029 COOL WATER CT, Winter Park, FL 32792
Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a ve...
Listed by MAGNUS REALTY GROUP LLC
$559,500
Single Family Home
5073 LAKE HOWELL RD, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Discover this large 5-bedroom, 2-bathroom POOL home in an established Wi...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$469,000
Townhouse
2472 FIRSTLIGHT WAY, Winter Park, FL 32792
Under contract-accepting backup offers. Welcome to this stunning townhome in the highly desirable neighborhood of Hawk's...
Listed by KELLER WILLIAMS WINTER PARK
$399,900
Single Family Home
1109 DENTON RD, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $6,100 through the Seller's preferred lender.**Look no further...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$1,575,000
Condo
690 OSCEOLA AVE #604, Winter Park, FL 32789
Gorgeous Lakefront 2-Story Winter Park Penthouse, corner builder's unit with panoramic views of Lake Virginia from almos...
Listed by COLDWELL BANKER RESIDENTIAL RE
$4,395,000
Single Family Home
229 ALEXANDER PL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award-winning design in t...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$95,000
Condo
7461 DANIEL WEBSTER DR #13, Winter Park, FL 32792
NEW PRICE!! Location!! Location!! Location!!!GREAT INVESTMENT PROPERTY. THIS WILL NOT LAST. This unit is located on the...
Listed by PRIMROSE REALTY
$89,995
Condo
3071 GEORGE MASON AVE #A, Winter Park, FL 32792
This could be a great investment opportunity or a property for a first-time home buyer. The community recently rebuilt ...
Listed by SUNCREST REALTY LLC
$4,600,000
Single Family Home
2118 LAKE DR, Winter Park, FL 32789
"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a p...
Listed by COMPASS FLORIDA LLC
$699,000
Single Family Home
1321 MEDINAH CT, Winter Park, FL 32792
Under contract-accepting backup offers. This incredible home has only ever had one owner! It's your opportunity to own ....
Listed by MILLER GRANT AND COMPANY
$409,900
Single Family Home
1975 STAUNTON AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an...
Listed by ABSOLUTE REALTY GROUP, LLC
$259,900
Condo
7706 COUNTRY PL #7706, Winter Park, FL 32792
Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas,...
Listed by REALTY TECH INC
$465,000
Townhouse
1522 BANTAM WAY, Winter Park, FL 32792
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge livi...
Listed by U S GLORY REALTY
$1,475,000
Single Family Home
1750 WINCHESTER DR, Winter Park, FL 32789
Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timbe...
Listed by FANNIE HILLMAN & ASSOCIATES
$3,975
Single Family Home
1344 BLUE STEM LN, Winter Park, FL 32792
A beautiful home with open floor plan having 4 bedrooms and 3.5 baths. Master bedroom suite with walk-in closet is conve...
Listed by DALTON WADE INC