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Winter Park Real Estate
Winter Park is a very upscale city located just three miles northeast of downtown Orlando. Known for its beautiful chain of lakes, brick streets with massive oaks, high-end shopping, and old world charm, Winter
Park is considered by many to be the finest urban village in the state of Florida. Once a 19th century resort destination, Winter Park is now home to Central Florida's highest priced real estate. Residents and visitors enjoy art galleries and museums, including the Charles Hosmer Morse Museum of American Art, which houses the largest collection of Tiffany glass in the world. 
Click the blue button to view all Winter Park homes for sale.
Rollins College, a highly-rated private liberal arts school, sits in the middle of Winter Park on the shores of Lake Virginia. The Winter Park chain of lakes are connected by small navigable canals, giving the community an old world Venetian charm. Winter Park's Park Avenue shopping and dining district is a popular area destination and is Central Florida's version of Rodeo Drive. In March, Park Ave. and Central Park in downtown Winter Park host the annual, Winter Park Sidewalk Art Festival, one of the largest art festivals in the southeast. With more than 70 parks, Winter Park is a nature lover's paradise.
Homes for sale in Winter Park range from $250,000 cottages to multi-million dollar lakefront estates.
Latest Winter Park Listings
Location! Location! Location!. This well appointed home is in the heart of Winter Park and perfectly situated on a classic brick street. You can walk or bike to Park Ave...
- 3 Beds
- 3.5 Baths
- Bungalow Park SubDv.
- 32789 Zip Code
Prepared to be amazed by this 4-bedroom, 3-full-bath custom pool home boasting over 2800sqft of living space and located in desirable Winter Park! Upon entering the home,...
- 4 Beds
- 3 Baths
- Sylvan Park SubDv.
- 32789 Zip Code
Elegant waterfront residence in Winter Park! This impeccable Mediterranean home features 5 bedrooms and 4 bathrooms and is located on Howell Creek canal off Lake Maitland...
- 5 Beds
- 4.5 Baths
- Maitland Shores First Add SubDv.
- 32789 Zip Code
*First time on the market in over 34 years* Located on a perfectly landscaped lot in Winter Park, you will love this warm and spacious one-story POOL home in the Winter...
- 4 Beds
- 3 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
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Orlando Area Communities
Due to frequent work relocations, we have worked with a significant number of realtors as both buyers and sellers in widely varying markets. Many realtors did a good job for us. One, however, clearly distinguished himself as being in a complete league of his own. That person was Doug Packard.
- Kimberly and Russ Stocker Read More