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668 Overspin Dr, Winter Park, FL 32789
7341 Daniel Webster Dr Unit c-2b, Winter Park, FL 32792
1695 Lee Rd Unit C214, Winter Park, FL 32789
1923 Linden Rd, Winter Park, FL 32792
1909 Cyril Ct, Winter Park, FL 32792
5275 Pine Lily Cir, Winter Park, FL 32792
2489 Tahoe Cir, Winter Park, FL 32792
1540 Miller Ave, Winter Park, FL 32789
1510 Miller Ave, Winter Park, FL 32789
2758 Sandwell Dr, Winter Park, FL 32792
7326 Swallow Run #7326, Winter Park, FL 32792Loading...
700 Melrose Ave Unit D21, Winter Park, FL 32789
1120 Preserve Point Dr, Winter Park, FL 32789
1422 Tierra Cir, Winter Park, FL 32792
1816 Ivy Ln, Winter Park, FL 32792
5422 Albert Dr, Winter Park, FL 32792
1732 Ridgewood Ave Unit S, Maitland, FL 32751
1670 Clematis Ln, Winter Park, FL 32792
2336 Sun Valley Cir Bldg 20, Winter Park, FL 32792
2001 Lake Dr, Winter Park, FL 32789
5150 Old Howell Branch Rd, Winter Park, FL 32792
319 Santiago Dr, Winter Park, FL 32789
1500 Gay Rd Unit 24B, Winter Park, FL 32789
3075 Aaron Burr Ave Unit Q-6, Winter Park, FL 32792
207 E Kings Way, Winter Park, FL 32789
1616 Oriole Ave, Orlando, FL 32803
182 Scottsdale Sq #182, Winter Park, FL 32792
151 N Orlando Ave #101, Winter Park, FL 32789
1540 Palm Ave, Winter Park, FL 32789
340 Alberta Dr, Winter Park, FL 32789
1821 Englewood Rd, Winter Park, FL 32789
1278 S Pennsylvania Ave #13, Winter Park, FL 32789
1261 Indiana Ave, Winter Park, FL 32789
1250 S Denning Dr #213, Winter Park, FL 32789
501 W Canton Ave, Winter Park, FL 32789
2087 Laurelwood Way, Winter Park, FL 32792
Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Homes with Pools for Sale in Winter Park
There are currently 349 homes with pools for sale in Winter Park at a median listing price of $835K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Park stay on the market for 94 days and receive 5 offers. Popular neighborhoods include Audubon Park, College Park, Winter Park Pines, Baldwin Park, and Downtown Maitland. This map is refreshed with the newest listings in Winter Park every 15 minutes.
In the past month, 51 homes have been sold in Winter Park. In addition to houses in Winter Park, there were also 66 condos, 16 townhouses, and 2 multi-family units for sale in Winter Park last month. Winter Park is a minimally walkable city in Orange County with a Walk Score of 44. Winter Park is home to approximately 27,958 people and 25,253 jobs. Find your dream home in Winter Park using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Park are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Park. Our Winter Park real estate stats and trends will give you more information about home buying and selling trends in Winter Park. If you're looking to sell your home in the Winter Park area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Park with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.
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