Winter Park Real Estate

Winter Park Real Estate Market Statistics

Total Listings: 349
Average Price: $1,025,359
Highest Price: $8,490,000
Lowest Price: $64,900
Average Days on Market: 124 Days
List to Sell Price Percentage: 96%
Winter Park Real Estate
Winter Park Real Estate Winter Park Florida Winter Park Fl

Roll over thumbnail to enlarge.

Located northeast of Downtown Orlando, Winter Park is a city of beautiful natural scenery and friendly small town villages. Winter Park real estate is populated by approximately 25,000 residents and nearly as many oak trees. Originally a sanctuary for artists and many of the countries most influential families, Winter Park provides its citizens with relaxing, upscale living with the comforts of nature and the nearby excitement of Central Florida's world-class attractions.

Winter Park Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
New Listings First
349 Properties Found.
Page 1 of 59
Photo of Listing #O5506738 NEW
MLS® #O5506738

2708 Wright Ave


Winter Park, FL
3 Bed, 2 Bath, 1657 Sqft, 0.21 Acres

Photo of Listing #O5506625 NEW
MLS® #O5506625

929 Palmer Ave


Winter Park, FL
4 Bed, 5 Bath, 4249 Sqft, 0.3 Acres

Photo of Listing #O5504110 NEW
MLS® #O5504110

901 Moss Ln


Winter Park, FL
3 Bed, 4 Bath, 3078 Sqft, 0.2 Acres

Photo of Listing #O5506981 NEW
MLS® #O5506981

1132 Carvell Dr


Winter Park, FL
4 Bed, 2 Bath, 2048 Sqft, 0.21 Acres

Photo of Listing #O5506452 NEW
MLS® #O5506452

1763 Michigan Ave


Winter Park, FL
3 Bed, 2 Bath, 1156 Sqft, 0.16 Acres

A journey into Winter Park reveals breathtaking luxury homes, gorgeous scenery, and an inviting community of towns with character and old world charm.  Packed with 70 different parks and a beautiful chain of lakes, Winter Park has earned a reputation as a one Central Florida's most relaxing and tranquil cities. Chartered in 1870, Winter Park gets its name from the wealthy northerners who visited the city to escape harsh and cold winters.  Fortunately, Winter Park has retained that aesthetic throughout the years.

Winter Park Luxury Real Estate

Winter Park is famous for its brick lined streets, tall oak trees, and European style thoroughfare. Blocks and blocks of boutique shops, sidewalk cafés, and courtyards populate the city. There is a wide range of fine dining restaurants, local theaters and museums, including the Charles Hosmer Morse Museum of American Art, housing the world's largest collection of Tiffany glass. Being a city rich in culture, residents enjoy year round festivals and events from the Sidewalk Art Festival to the Exotic Car Show to Saturday morning Farmers' markets. It is the city's beauty and sense of community that attracts these celebrations and makes them highly anticipated events.    

Thanks to the Winter Park Chain of Lakes, residents take advantage of plenty of water recreation from boating and fishing to swimming and water skiing. The shores of Lake Virginia are home to Florida's oldest institution of higher education, Rollins College. Home to the Cornell Fine Art museum and the world renowned Bach Festival Choir, Rollins College is recognized by U.S. News and World Report as one of  "America's Best Colleges." The local schools are considered to be some of Florida's finest, making Winter Park the perfect place to raise a family.

As special and unique as Winter Park is, citizens can easily travel to another one of Florida's most exciting places, Orlando. Just a short drive away, downtown Orlando has world class dining and entertainment, exquisite shopping opportunities, and an elegant night life. World famous theme parks such as Walt Disney World, Universal Studios, and Sea World are perfectly in reach for family getaways. Winter Park is so close to the excitement while remaining far enough away to be sheltered from the hustle and bustle associated with big city living.

Since its inception, Winter Park has been refuge for those looking for a comfortable yet exciting place to live, complete with picturesque parks, rich culture and history, and amazing educational opportunities.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on April 28th, 2017 at 2:19am EDT.