Winter Park
Winter Park has more history and more parks then virtually any other city in Florida, and its entire aura is the epitome of “high class.”
On weekends, enjoy sidewalk art festivals, window shop on Park Ave. and peruse the best farmer market or museum. While Winter Park has one of the strongest historical roots in all of Central FL, colleges like Rollins and Full Sail have brought new, young (and artistic) blood into the town.
Winter Park has close-knit suburban neighborhoods, lakes and a boat launch and is truly an ideal place to grow a family. Schools like Dommerich Elementary, Maitland Middle School and Winter Park High School consistently have been voted best in the state,. You will see often see generations of families reside nearby each other.
If you take a walk anywhere in Winter Park, from behind Rollins or near Lakemont and the Winter Park YMCA, you will notice every single home is completely different (except for the Spanish Moss draped over trees). Mansions housing Partridge Family types next to a cozy split-level fit for newlyweds.
Many residents embrace the city roots and partake in the tours of historic locations like the Winter Park Historical Museum Charles Hosmer Morse Museum of American Art (famous for the largest collection of Tiffany glass on Earth), the Temple Grove, the Edward Hill Brewer House and All Saints Episcopal Church.
Diverse homes in both old developments and new neighborhoods, but incredible community of people. There are so many local events that you simply don’t have an excuse to meander outside and meet neighbors of nearby communities during the weekends!
8 Neighborhoods In This Community
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Bear Gully Pointe
Located in Seminole County east of Winter Park and S.R. 436 this gated community offers a private ski-able spring-fed lake, Bear Gully Lake.
Price Range $579,000-$619,000 Type Single Family, Condo Gated Yes -
Price Range Type Town Home Gated No -
Lake Knowles Terrace
Located in the Northeast section of Winter Park between Lake Howell Rd and Temple Dr. an eclectic subdivision of about 450 homes that began development in the 1950’s and has continued to evolve up to the present day.
Price Range $475,000-$699,000 Type Single Family, Condo Gated No -
Maitland Shores
Located on the northeast shore of Lake Maitland. Attractive older homes in established section of Winter Park.
Price Range $475,000-3,000,000+ Type Single Family, Condo Gated No -
Orwin Manor (Westminster)
Located between Clay Ave and Orange Ave, near Florida Hospital. A charming nicely wooded neighborhood with tree lined streets and approximately 435 homes.
Price Range $133,000-$450,000 Type Single Family, Condo Gated No -
Price Range Type Single Family Gated No -
Via’s area of Old Winter Park
Located between the eastern shore of Lake Maitland is the prestigious The Via’s. A much sought after premium section of Winter Park.
Price Range $450,000-$3,500,000 Type Single Family, Condo Gated No -
Windsong
Located a short distance from downtown Winter Park. Access to Windsong from the north side is from Park Ave., east on Aloma Ave., south on Phelps. Access from the Southside is from Glenridge north into Preserve Point Drive.
Price Range $475,000-$7,900,000 Type Single Family Gated No