470 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
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$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


$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


$300,000
Condo
200 SAINT ANDREWS BLVD #1004, Winter Park, FL 32792
Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end u...
Listed by WINTER PARK REAL ESTATE CO LLC


$243,000
Condo
7461 SWALLOW RUN #46, Winter Park, FL 32792
LOCATION, LOCATION, LOCATION! Welcome to 7461 Swallow Run! Beautiful MOVE-IN READY, 2 bedroom and 2.5 bathroom condo. Ni...
Listed by CALVARY REAL ESTATE GROUP LLC


$185,000
Condo
3208 OAK LAWN PL #218, Winter Park, FL 32792
Experience the perfect blend of charm, convenience, and value in this beautifully maintained (freshly cleaned and painte...
Listed by REALTY HUB


$165,000
Condo
302 LEWFIELD CIR #302, Winter Park, FL 32792
This charming 1-bedroom, 1-bathroom condo in the heart of Winter Park offers comfort, convenience, and an unbeatable loc...
Listed by REGENCY REAL ESTATE LLC


$2,200,000
Single Family Home
4469 OLD BEAR RUN, Winter Park, FL 32792
Welcome to this amazing custom home located on PRIVATE BEAR GULLY LAKE, with 137 ACRES OF GORGEOUS WATERFRONT! This stun...
Listed by HOME WISE REALTY GROUP, INC.


$2,150,000
Single Family Home
1560 WOODLAND AVE, Winter Park, FL 32789
You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situ...
Listed by LOKATION


$1,050,000
Single Family Home
2680 OGLESBY AVE, Winter Park, FL 32789
Welcome to your Winter Park dream home—a modern farmhouse masterpiece blending timeless design with contemporary comfort...
Listed by COMPASS FLORIDA LLC


$569,000
Single Family Home
426 S LAKEMONT AVE, Winter Park, FL 32792
Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. <b...
Listed by KELLER WILLIAMS HERITAGE REALTY


$550,000
Single Family Home
2565 BROOKSHIRE AVE, Winter Park, FL 32792
Come create your dream home on this 70 X 125 lot or add your personal touch to this charming gem, located in the desirab...
Listed by FANNIE HILLMAN & ASSOCIATES


$199,900
Condo
7352 SWALLOW RUN #7352, Winter Park, FL 32792
Spacious 2nd floor condo in quiet community! You will absolutely fall in love with this newly renovated 2 bedroom 2 bath...
Listed by LEERDAM PROPERTIES INC.


$141,500
Condo
1695 LEE RD #D211, Winter Park, FL 32789
This lovely 2 bedroom 1 bath home is situated in beautiful Winter Park in the Waterfall Cove community. It features bran...
Listed by LOKATION


$185,000
Condo
200 ST ANDREWS BLVD #512, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $2,700 through the Seller's preferred lender.**Welcome home to...
Listed by KELLER WILLIAMS REALTY AT THE PARKS


$2,200
Townhouse
5163 LAZY OAKS DR, Winter Park, FL 32792
AVAILABLE APRIL 1,2025! Ultra modern executive style townhome in the highly sought after Oviedo neighborhood. Centrall...
Listed by KELLER WILLIAMS ADVANTAGE III


$2,180
Single Family Home
1833 PINEVIEW CIR, Winter Park, FL 32792
Enjoy this gorgeous home featuring living and entertainment space. This adorable home offers 3 bedroom and 2 bathroom ho...
Listed by FIRSTKEY HOMES LLC


$1,250
Condo
293 SCOTTSDALE SQ #293, Winter Park, FL 32792
Welcome to your Winter Park cozy ground floor 1 bed 1 bath condo space. This unit features a screened in patio, washer, ...
Listed by COLDWELL BANKER RESIDENTIAL RE


$625,000
Multi-Family
1360 FORMOSA AVE, Winter Park, FL 32789
Discover a rare and lucrative opportunity at 1360 Formosa Ave, a corner lot triplex in the highly sought-after Winter Pa...
Listed by TOP FLORIDA HOMES


$510,000
Single Family Home
Winter Park, FL 32792
Rare Opportunity in Highly Sought-After Winter Park! <br> <br>Don't miss your chance to own this fantastic 1960s gem in...
Listed by KELLER WILLIAMS CLASSIC


$504,000
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


$3,295
Single Family Home
723 MARYLAND AVE, Winter Park, FL 32789
Welcome to your dream rental! This newly updated 2-bedroom, 1-bath gem is nestled in the heart of Winter Park, offering ...
Listed by HOMEVEST REALTY


$1,875,000
Single Family Home
1970 LAUREL RD, Winter Park, FL 32789
Experience modern luxury in this stunning custom-built residence by LunDev Custom Homes, positioned in the heart of Wint...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$565,000
Single Family Home
2381 ROXBURY RD, Winter Park, FL 32789
WINTER PARK-Outstanding Renovations! Beautiful 3 Bedrooms 2 Baths! Open concept floor plan, single story with a lot of n...
Listed by KELLER WILLIAMS HERITAGE REALTY
