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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, $400,000 - $500,000

Winter Park Homes for Sale, $400,000 - $500,000

28 Properties Found. Page 1 of 1.
Photo of Listing #O6172555
Reduced 2.9%
WINTER PARK
MLS® # O6172555
3 Beds, 2 Baths, 1,906 Sf
Photo of Listing #O6150479
Reduced 2%
WINTER PARK
MLS® # O6150479
4 Beds, 2 Baths, 2,096 Sf
Photo of Listing #O6182759
Reduced 2%
WINTER PARK
MLS® # O6182759
3 Beds, 2 Baths, 1,878 Sf
Photo of Listing #S5094636
Reduced 1%
WINTER PARK
MLS® # S5094636
3 Beds, 2 Baths, 1,520 Sf
Photo of Listing #V4934677
Reduced 2%

1951 Aster Drive

$480,000
WINTER PARK
MLS® # V4934677
3 Beds, 2 Baths, 2,054 Sf
Photo of Listing #O6182374
Reduced 4%

2189 Sussex Road

$479,999
WINTER PARK
MLS® # O6182374
3 Beds, 3 Baths, 1,776 Sf
Photo of Listing #O6185355
WINTER PARK
MLS® # O6185355
3 Beds, 3 Baths, 2,010 Sf
Photo of Listing #O6175772
Reduced 1%
WINTER PARK
MLS® # O6175772
3 Beds, 3 Baths, 2,378 Sf
Photo of Listing #O6157847
Reduced 4.6%

1806 Linden Road

$472,000
WINTER PARK
MLS® # O6157847
3 Beds, 2 Baths, 1,748 Sf
Photo of Listing #O6180992
Reduced 2.1%
WINTER PARK
MLS® # O6180992
2 Beds, 2 Baths, 968 Sf
Photo of Listing #T3513193
New
WINTER PARK
MLS® # T3513193
2 Beds, 1 Baths, 1,223 Sf
Photo of Listing #O6187138
WINTER PARK
MLS® # O6187138
2 Beds, 1 Baths, 1,192 Sf
Photo of Listing #S5100154
Reduced 3.4%
WINTER PARK
MLS® # S5100154
4 Beds, 2 Baths, 1,694 Sf
Photo of Listing #O6181229
WINTER PARK
MLS® # O6181229
3 Beds, 2 Baths, 1,792 Sf
Photo of Listing #O6188417
WINTER PARK
MLS® # O6188417
3 Beds, 3 Baths, 1,907 Sf
Photo of Listing #O6162964
Reduced 2.5%
WINTER PARK
MLS® # O6162964
3 Beds, 3 Baths, 1,725 Sf
Photo of Listing #O6186742
New
WINTER PARK
MLS® # O6186742
4 Beds, 2 Baths, 1,570 Sf
Photo of Listing #O6190577
New
WINTER PARK
MLS® # O6190577
3 Beds, 2 Baths, 1,268 Sf
Photo of Listing #O6189380
New
WINTER PARK
MLS® # O6189380
3 Beds, 2 Baths, 1,375 Sf
Photo of Listing #O6185824
Reduced 3.3%
WINTER PARK
MLS® # O6185824
3 Beds, 2 Baths, 1,226 Sf
Photo of Listing #O6153999
Reduced 2.7%
WINTER PARK
MLS® # O6153999
4 Beds, 2 Baths, 1,672 Sf
Photo of Listing #S5101905
New

2877 Euston Road

$425,000
WINTER PARK
MLS® # S5101905
2 Beds, 2 Baths, 1,030 Sf
Photo of Listing #O6174734
WINTER PARK
MLS® # O6174734
3 Beds, 2 Baths, 1,518 Sf
Photo of Listing #O6181146
Reduced 2.3%

340 Ohio Street

$415,000
WINTER PARK
MLS® # O6181146
3 Beds, 2 Baths, 1,236 Sf
Photo of Listing #O6174500
Reduced 3.5%

1847 Willow Lane

$410,000
WINTER PARK
MLS® # O6174500
2 Beds, 2 Baths, 1,692 Sf
Photo of Listing #O6146989
Reduced 2.4%
WINTER PARK
MLS® # O6146989
4 Beds, 3 Baths, 1,760 Sf
Photo of Listing #O6146077
Reduced 1.7%
WINTER PARK
MLS® # O6146077
2 Beds, 2 Baths, 1,074 Sf
Photo of Listing #O6181106
Reduced 1.8%

1860 Aster Drive

$402,500
WINTER PARK
MLS® # O6181106
3 Beds, 2 Baths, 1,668 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 March 28th, 2024 at 12:35pm EDT.