- Register
- Sign In
516 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$9,000
Single Family Home
1915 KIMBRACE PL, Winter Park, FL 32792
Experience the pinnacle of Winter Park living in this fully renovated Transitional Modern masterpiece. This exceptional ...
Listed by SIMPLICITY: A RE BROKERAGE CO
$4,150
Single Family Home
830 W CANTON AVE, Winter Park, FL 32789
Luxury Modern Home - Fantastic Rental home at 830 W Canton Ave. Every detail of this property has been carefully crafted...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,650
Single Family Home
2617 NOLES CT, Winter Park, FL 32792
Welcome home to this gorgeous duplex. Upgrades include granite in kitchen, stainless steel appliances, ceiling fans thro...
Listed by ELITE REAL ESTATE AND PROPERTY MANAGEMENT
$3,850,000
Single Family Home
861 BONITA DR, Winter Park, FL 32789
Nestled on one of Winter Park's most picturesque brick-lined streets, this stunning Mediterranean residence offers a ref...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$424,000
Single Family Home
3021 LITTLE CYPRESS CV, Winter Park, FL 32792
Welcome home! This well maintained home is located in the quaint, Winter Park neighborhood of Hyde Park. Located on a q...
Listed by LPT REALTY LLC
$200,000
Condo
200 SAINT ANDREWS BLVD #1603, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Wint...
Listed by FANNIE HILLMAN & ASSOCIATES
$79,900
Condo
194 SCOTTSDALE SQ #194, Winter Park, FL 32792
Spacious 2-Bedroom Winter Park Condo – Prime Location & Incredible Potential! <br> <br>This 2-bedroom, 1.5-bathroom cond...
Listed by THE NAVY HOUSE
$2,675
Single Family Home
2308 DUNBURY CT, Winter Park, FL 32792
Welcome to 2308 Dunbury Ct, a charming 4-bedroom, 2-bathroom single-family home in a serene cul-de-sac in Winter Park, F...
Listed by PERKINSON PROPERTIES, LLC
$420,000
Single Family Home
1041 MANCHESTER CIR, Winter Park, FL 32792
Incredible Winter Park Location! <br>This spacious 4-bedroom, 2-bathroom pool home is situated in a highly desirable are...
Listed by COLDWELL BANKER RESIDENTIAL RE
$10,500
Single Family Home
Winter Park, FL 32789
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Newly Renovated Home in ...
Listed by LOKATION
$6,000
Single Family Home
1441 ONECO AVE, Winter Park, FL 32789
Gorgeous Modern Home with 4 bedrooms + 3 and a half bath home with numerous upgrades throughout located in desirable Win...
Listed by OLDE TOWN BROKERS INC
$2,350
Single Family Home
633 S LAKEMONT AVE, Winter Park, FL 32792
Wonderful Winter Park Home! Centrally located to shopping, great public schools and top rated medical facilities. This u...
Listed by WEICHERT REALTORS HALLMARK PROPERTIES
$599,000
Single Family Home
701 DENTON RD, Winter Park, FL 32792
Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quarter-acre lot, step into your private ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$445,000
Single Family Home
3259 ELLWOOD CT, Winter Park, FL 32792
Located in Eastbrook Community, unincorporated Winter Park area with NO HOA. Top-rated Seminole County schools, and end...
Listed by LPT REALTY LLC
$2,200
Condo
2441 GRAND TETON CIR #2441, Winter Park, FL 32792
Wonderful opportunity to rent a completely renovated single story condo in the heart of Winter Park! Located in the high...
Listed by KELLER WILLIAMS WINTER PARK
$1,595
Condo
1000 S SEMORAN BLVD #813, Winter Park, FL 32792
This roomy 2/2 condo located in Golf side Villas, off South Semoran Boulevard, minutes away from shopping and Baldwin Pa...
Listed by BELLA VIEW REALTY LLC
$1,450
Single Family Home
1436 MINNESOTA AVE, Winter Park, FL 32789
Adorable 2-bedroom and 1 bath midcentury home located in the heart of Winter Park 32789. Close to Everything!!
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,290,000
Single Family Home
1201 WADING WATERS CIR, Winter Park, FL 32792
Welcome to Waters Edge at Hawks Crest! This stunning, energy-efficient home, built by Meritage Homes, offers modern eleg...
Listed by COLDWELL BANKER RESIDENTIAL RE
$5,800
Single Family Home
2237 HOWARD DR, Winter Park, FL 32789
You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through...
Listed by COLEDEV REAL ESTATE LLC
$3,995,000
Single Family Home
2020 VENETIAN WAY, Winter Park, FL 32789
Under contract-accepting backup offers. This custom-built home has stylish midcentury influences and is elevated over a ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,495,000
Single Family Home
1601 CHESTNUT AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Nestled in one of the most sought-after locations, the “Tree Streets” of Winter ...
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
$1,395,000
Single Family Home
7706 WAUNATTA CT, Winter Park, FL 32792
Spectacular lakefront living on Lake Waunatta! This beautifully appointed five-bedroom, three-bath home offers 3,858 squ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$554,900
Single Family Home
2025 KIMBRACE PL, Winter Park, FL 32792
Nestled in the heart of Winter Park, this remarkable 3 bedroom 2 bathroom ranch style home represents a rare opportunity...
Listed by CORCORAN PREMIER REALTY
$525,000
Single Family Home
1946 KING ARTHURS CT, Winter Park, FL 32792
Under contract-accepting backup offers. Fully renovated Winter Park home! Remodeled in 2021, this exquisite home sits on...
Listed by FANNIE HILLMAN & ASSOCIATES