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95 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)

$639,000
Condo
100 S INTERLACHEN AVE #107F, Winter Park, FL 32789
Welcome to the heart of Winter Park living! This beautifully updated 2 bedroom, 1 bath, first floor condo offers the per...
Listed by MAINFRAME REAL ESTATE


$385,000
Single Family Home
5144 ORANGE AVE, Winter Park, FL 32792
One or more photo(s) has been virtually staged. PRICED TO SELL! NEW ROOF, UPDATED PANEL BOX, UPDATED KITCHEN. Welcome Ho...
Listed by WEMERT GROUP REALTY LLC


$2,100,000
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.


$745,000
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


$1,495,000
Single Family Home
1701 PALMER AVE, Winter Park, FL 32789
Charming Winter Park Pool Home – A Rare Opportunity! Nestled in the heart of Winter Park's highly sought after 32789 zip...
Listed by TRUST EQUITY GROUP LLC


$483,700
Single Family Home
1776 E CHERYL DR, Winter Park, FL 32792
Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4...
Listed by MINK REALTY


$399,900
Condo
311 E MORSE BLVD #6-7, Winter Park, FL 32789
Priced to sell!! Motivated Seller. Outstanding structural integrity, no big assessments ahead! Whispering Waters passed ...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,350,000
Single Family Home
2536 BROOKSHIRE AVE, Winter Park, FL 32792
Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The...
Listed by PALMANO GROUP RE BROKERAGE LLC


$285,000
Condo
700 MELROSE AVE #A 22, Winter Park, FL 32789
HUGE PRICE CHANGE! <br>Welcome to this beautifully updated second-floor unit, offering a fresh and modern living exper...
Listed by FANNIE HILLMAN & ASSOCIATES


$2,850,000
Single Family Home
1400 PLACE PICARDY, Winter Park, FL 32789
Gorgeous Warm and Welcoming, this five-bedroom, 5.5-bath custom home is full of modern elegance with over 4,400 square ...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$888,000
Single Family Home
675 OVERSPIN DR, Winter Park, FL 32789
This well-appointed house features approximately 2,962 square feet of living space with four bedrooms and three and a ha...
Listed by COLDWELL BANKER RESIDENTIAL RE


$569,900
Single Family Home
1116 FAIRWAY DR, Winter Park, FL 32792
Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathr...
Listed by TURN-KEY MOVES REALTY


$593,000
Single Family Home
5255 SEMINOLE AVE, Winter Park, FL 32792
Price Improvement!!Great opportunity!This stunning 4-bedroom, 3-bath home is currently under construction in one of the ...
Listed by COLDWELL BANKER RESIDENTIAL RE


$258,000
Condo
7707 COUNTRY PL, Winter Park, FL 32792
RARE FannieMae Approved Condo! Welcome to this beautiful and recently updated single-story condo in the peaceful Goldenr...
Listed by INVESTOR'S REAL ESTATE LLC


$679,000
Single Family Home
2817 PRINCE JOHN RD, Winter Park, FL 32792
NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN!...
Listed by LORI GILMORE REAL ESTATE LLC


$569,900
Single Family Home
7584 LODGE POLE TRL, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Beautiful remodeled home. Luxury vinyl plank flooring throughout the en...
Listed by SAND DOLLAR REALTY GROUP INC


$95,000
Condo
337 SCOTTSDALE SQ #337, Winter Park, FL 32792
This well-maintained unit offers a combination of functionality, comfort, and an excellent location. The unit features t...
Listed by HOMERIVER GROUP


$2,099,000
Single Family Home
1299 HARDING STREET, Winter Park, FL 32789
Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat,...
Listed by FANNIE HILLMAN & ASSOCIATES


$279,900
Condo
2309 SUN VALLEY CIR #2309, Winter Park, FL 32792
Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fre...
Listed by CENTURY 21 INTEGRA


$2,095
Single Family Home
1445 CHILEAN LN, Winter Park, FL 32792
No security deposit required to qualified applicants! This property is enrolled with Obligo, allowing qualified renters ...
Listed by RE/MAX TOWN & COUNTRY REALTY


$259,900
Condo
255 SANDLEWOOD TRL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice...
Listed by INVESTOR'S REAL ESTATE LLC


$1,795
Condo
300 SCOTTSDALE SQ #300, Winter Park, FL 32792
Charming 2-bedroom, 1.5-bathroom townhouse in Winter Park's Winter Park Woods community. This two-story unit features ne...
Listed by LA ROSA REALTY ORLANDO LLC


$359,000
Single Family Home
156 OAK GROVE RD, Winter Park, FL 32789
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks commu...
Listed by EVERLANE REALTY LLC


$489,900
Single Family Home
4887 SEMINOLE AVE, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Location, Location, Location!!!! Winter Park Florida: Large 4 Bedroom 3 ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
