- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
50 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)
$3,350,000
Single Family Home
940 LINCOLN CIR, Winter Park, FL 32789
Located in Winter Park's highly sought-after “Golden Triangle,” 940 Lincoln Circle is a beautifully renovated West Indie...
Listed by KELLY PRICE & COMPANY LLC
$400,000
Single Family Home
5234 OHIO ST, Winter Park, FL 32792
Welcome to this beautifully maintained 3-bedroom, 2-bath pool home nestled in the heart of Winter Park. Step inside to a...
Listed by EXP REALTY LLC
$315,000
Single Family Home
849 DRIVER AVE, Winter Park, FL 32789
Great Opportunity in Prime Location! <br> <br>Located just off the Fairbanks Avenue exit from I-4, this charming 2-bedr...
Listed by CASTLE & COTTAGE REALTY LLC
$249,999
Condo
151 N ORLANDO AVE #204, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-ba...
Listed by MAINFRAME REAL ESTATE
$725,000
Single Family Home
2756 SUMMERFIELD RD, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well ...
Listed by FANNIE HILLMAN & ASSOCIATES
$485,000
Single Family Home
1026 MANCHESTER CIR, Winter Park, FL 32792
Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incr...
Listed by KELLER WILLIAMS HERITAGE REALTY
$485,000
Single Family Home
417 CARVELL DR, Winter Park, FL 32792
Welcome to 417 Carvell Drive—where timeless mid-century modern design meets contemporary comfort. This beautifully updat...
Listed by KELLER WILLIAMS WINTER PARK
$484,990
Townhouse
2949 CLEVER LN, Winter Park, FL 32792
Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community...
Listed by KELLER WILLIAMS WINTER PARK
$799,000
Townhouse
1429 INDIANA AVE, Winter Park, FL 32789
Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtf...
Listed by KELLY PRICE & COMPANY LLC
$789,000
Single Family Home
2159 MARSH SEDGE LN, Winter Park, FL 32792
JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Mar...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$725,000
Condo
1130 WASHINGTON AVE #11-C, Winter Park, FL 32789
One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located j...
Listed by FANNIE HILLMAN & ASSOCIATES
$575,000
Single Family Home
4353 STEED TER, Winter Park, FL 32792
Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a spark...
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,800
Single Family Home
3352 NETHERWOOD DR, Winter Park, FL 32792
Comfortable 2-bedroom, 1-bath half duplex in Winter Park featuring tile flooring, a washer and dryer, and a cozy enclose...
Listed by CAPITAL HOMES INC
$2,825,000
Single Family Home
1400 PLACE PICARDY, Winter Park, FL 32789
1440 Place Picardy, Winter Park, FL <br>Custom-Built Elegance with Timeless Finishes <br> <br>A custom-built residence c...
Listed by CORCORAN PREMIER REALTY
$1,000,000
Single Family Home
3011 TEMPLE TRL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to t...
Listed by WEMERT GROUP REALTY LLC
$895,000
Single Family Home
1090 WILDMEADOW RUN, Winter Park, FL 32792
One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in eve...
Listed by BHHS FLORIDA REALTY
$470,000
Single Family Home
3001 LITTLE CYPRESS CV, Winter Park, FL 32792
Welcome to your dream home in the heart of Winter Parks sought after Hyde Park community. Situated at the end of a quiet...
Listed by PIXEL REALTY
$675,000
Single Family Home
1399 ALOMA AVE, Winter Park, FL 32789
Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on...
Listed by FLORIDA HOMES REALTY & MTG
$800,000
Single Family Home
441 N CAPEN AVE, Winter Park, FL 32789
Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This mode...
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,275,000
Single Family Home
309 PARK NORTH CT, Winter Park, FL 32789
Endless Potential in the Heart of Park North! <br>Just steps from the charm and energy of Winter Park's Park Avenue—wher...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,295,000
Single Family Home
2614 PARKLAND DR, Winter Park, FL 32789
Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...
Listed by JW GASTON LLC
$3,195,000
Single Family Home
1020 MAYFIELD AVE, Winter Park, FL 32789
Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phi...
Listed by KELLY PRICE & COMPANY LLC
$950,000
Townhouse
1251 ARLINGTON PL, Winter Park, FL 32789
STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASIS <br>Welcome to this rare gem in the hea...
Listed by ANNE ROGERS REALTY GROUP INC
$1,550,000
Single Family Home
1661 WOODLAND AVE, Winter Park, FL 32789
Fabulous Top-to-Bottom Renovation on Coveted Brick Street in Prime Winter Park Location! This exceptional 3-bedroom, 3.5...
Listed by FANNIE HILLMAN & ASSOCIATES