Winter Park Real Estate Winter Park Orlando Florida

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

Winter Park Homes for Sale - Page #2

126 Properties Found. Page 2 of 3.
Photo of Listing #O5940878
WINTER PARK
MLS® # O5940878
3 Beds, 3 Baths, 2,017 Sf
Photo of Listing #O5984784
Reduced 4.4%
WINTER PARK
MLS® # O5984784
3 Beds, 2 Baths, 1,419 Sf
Photo of Listing #O5971742
Reduced 3.1%
WINTER PARK
MLS® # O5971742
2 Beds, 2 Baths, 1,214 Sf
Photo of Listing #O5957841

1120 Azalea Lane

$599,000
WINTER PARK
MLS® # O5957841
3 Beds, 4 Baths, 2,431 Sf
Photo of Listing #O5975969
Reduced 3.3%
WINTER PARK
MLS® # O5975969
3 Beds, 3 Baths, 1,894 Sf
Photo of Listing #O5982539
WINTER PARK
MLS® # O5982539
4 Beds, 3 Baths, 2,472 Sf
Photo of Listing #O5984215

1281 Sara Court

$549,900
WINTER PARK
MLS® # O5984215
3 Beds, 3 Baths, 1,932 Sf
Photo of Listing #O5986148
WINTER PARK
MLS® # O5986148
2 Beds, 2 Baths, 1,532 Sf
Photo of Listing #O5975630
Reduced 1.5%
WINTER PARK
MLS® # O5975630
4 Beds, 2 Baths, 1,925 Sf
Photo of Listing #O5968426
Reduced 4.4%

1843 Barker Dr

$525,000
WINTER PARK
MLS® # O5968426
3 Beds, 2 Baths, 1,697 Sf
Photo of Listing #O5944213
WINTER PARK
MLS® # O5944213
4 Beds, 3 Baths, 2,319 Sf
Photo of Listing #O5980208

1450 Gene Street

$520,000
WINTER PARK
MLS® # O5980208
3 Beds, 3 Baths, 2,428 Sf
Photo of Listing #O5986324
WINTER PARK
MLS® # O5986324
4 Beds, 3 Baths, 2,454 Sf
Photo of Listing #O5985358
Reduced 5%
WINTER PARK
MLS® # O5985358
2 Beds, 2 Baths, 1,399 Sf
Photo of Listing #O5985953
WINTER PARK
MLS® # O5985953
3 Beds, 2 Baths, 1,842 Sf
Photo of Listing #O5954570
Reduced 5.8%
WINTER PARK
MLS® # O5954570
5 Beds, 3 Baths, 2,120 Sf
Photo of Listing #O5956436
Reduced 20%
WINTER PARK
MLS® # O5956436
3 Beds, 1 Baths, 1,036 Sf
Photo of Listing #O5971960
Reduced 2.1%
WINTER PARK
MLS® # O5971960
3 Beds, 3 Baths, 1,546 Sf
Photo of Listing #O5987221
WINTER PARK
MLS® # O5987221
3 Beds, 4 Baths, 1,937 Sf
Photo of Listing #O5987121
WINTER PARK
MLS® # O5987121
3 Beds, 3 Baths, 1,389 Sf
Photo of Listing #O5973108
WINTER PARK
MLS® # O5973108
3 Beds, 2 Baths, 1,243 Sf
Photo of Listing #O5959481

1837 Willow Lane

$459,900
WINTER PARK
MLS® # O5959481
3 Beds, 2 Baths, 2,172 Sf
Photo of Listing #O5978257
Reduced 1.5%

2650 Euston Road

$458,000
WINTER PARK
MLS® # O5978257
4 Beds, 2 Baths, 1,961 Sf
Photo of Listing #W7834314
WINTER PARK
MLS® # W7834314
2 Beds, 1 Baths, 884 Sf
Photo of Listing #O5970800
Reduced 8.2%
WINTER PARK
MLS® # O5970800
6 Beds, 2 Baths, 1,584 Sf
Photo of Listing #O5958676
WINTER PARK
MLS® # O5958676
3 Beds, 2 Baths, 1,532 Sf
Photo of Listing #O5982665
WINTER PARK
MLS® # O5982665
3 Beds, 4 Baths, 1,937 Sf
Photo of Listing #O5947651
WINTER PARK
MLS® # O5947651
5 Beds, 3 Baths, 2,112 Sf
Photo of Listing #O5974539
WINTER PARK
MLS® # O5974539
2 Beds, 2 Baths, 1,400 Sf
Photo of Listing #O5972725
Reduced 1.7%
WINTER PARK
MLS® # O5972725
4 Beds, 3 Baths, 2,609 Sf
Photo of Listing #O5982778
WINTER PARK
MLS® # O5982778
3 Beds, 2 Baths, 1,414 Sf
Photo of Listing #O5985062
WINTER PARK
MLS® # O5985062
3 Beds, 3 Baths, 1,750 Sf
Photo of Listing #O5968510
Reduced 2.3%

531 Byron Road

$419,900
WINTER PARK
MLS® # O5968510
3 Beds, 2 Baths, 1,409 Sf
Photo of Listing #O5952595
WINTER PARK
MLS® # O5952595
3 Beds, 3 Baths, 2,378 Sf
Photo of Listing #G5045114

3117 Raiders Run

$419,000
WINTER PARK
MLS® # G5045114
5 Beds, 3 Baths, 2,047 Sf
Photo of Listing #O5974152
Reduced 1.7%
WINTER PARK
MLS® # O5974152
2 Beds, 1 Baths, 1,139 Sf
Photo of Listing #O5985811
WINTER PARK
MLS® # O5985811
3 Beds, 2 Baths, 1,467 Sf
Photo of Listing #O5968481
WINTER PARK
MLS® # O5968481
2 Beds, 1 Baths, 754 Sf
Photo of Listing #O5988129
New
WINTER PARK
MLS® # O5988129
3 Beds, 2 Baths, 1,495 Sf
Photo of Listing #O5985098
WINTER PARK
MLS® # O5985098
3 Beds, 2 Baths, 1,936 Sf
Photo of Listing #O5975524
Reduced 1.7%

1123 Denton Road

$387,500
WINTER PARK
MLS® # O5975524
4 Beds, 3 Baths, 2,040 Sf
Photo of Listing #O5969859
Reduced 1.3%
WINTER PARK
MLS® # O5969859
3 Beds, 2 Baths, 1,528 Sf
Photo of Listing #O5975714
Reduced 1.6%
WINTER PARK
MLS® # O5975714
3 Beds, 2 Baths, 1,339 Sf
Photo of Listing #S5059033
New
WINTER PARK
MLS® # S5059033
3 Beds, 2 Baths, 2,251 Sf
Photo of Listing #T3338065
Reduced 2.6%
WINTER PARK
MLS® # T3338065
3 Beds, 2 Baths, 1,377 Sf
Photo of Listing #O5987559
New
WINTER PARK
MLS® # O5987559
4 Beds, 2 Baths, 1,615 Sf
Photo of Listing #O5976346
Reduced 1.9%
WINTER PARK
MLS® # O5976346
3 Beds, 2 Baths, 1,732 Sf
Photo of Listing #O5971757
Reduced 7%
WINTER PARK
MLS® # O5971757
1 Beds, 1 Baths, 900 Sf

More about Winter Park

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.

Downtown Winter Park Orlando Florida

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 DBA Stellar MLS.

Listing information last updated on November 28th, 2021 at 12:38pm EST.