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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

Winter Park Homes for Sale - Page #4

275 Properties Found. Page 4 of 6.
Photo of Listing #O6202325
Reduced 0.7%
WINTER PARK
MLS® # O6202325
3 Beds, 2 Baths, 1,568 Sf
Photo of Listing #O6196347
Reduced 0.8%
WINTER PARK
MLS® # O6196347
3 Beds, 3 Baths, 1,669 Sf
Photo of Listing #O6215930

627 Greene Drive

$589,900
WINTER PARK
MLS® # O6215930
4 Beds, 2 Baths, 2,214 Sf
Photo of Listing #S5103315
Reduced 1.5%

2710 Euston Road

$589,900
WINTER PARK
MLS® # S5103315
4 Beds, 3 Baths, 1,946 Sf
Photo of Listing #O6222187
New
WINTER PARK
MLS® # O6222187
3 Beds, 2 Baths, 1,740 Sf
Photo of Listing #O6196291
Reduced 3.4%
WINTER PARK
MLS® # O6196291
3 Beds, 2 Baths, 1,376 Sf
Photo of Listing #NS1081669
Reduced 2.3%
WINTER PARK
MLS® # NS1081669
3 Beds, 3 Baths, 2,020 Sf
Photo of Listing #O6222491
New
WINTER PARK
MLS® # O6222491
4 Beds, 3 Baths, 2,019 Sf
Photo of Listing #O6218549
Reduced 2.7%

105 Conrad Court

$550,000
WINTER PARK
MLS® # O6218549
3 Beds, 2 Baths, 1,533 Sf
Photo of Listing #O6156969
Reduced 3.5%
WINTER PARK
MLS® # O6156969
4 Beds, 3 Baths, 2,300 Sf
Photo of Listing #O6215377
WINTER PARK
MLS® # O6215377
3 Beds, 2 Baths, 2,143 Sf
Photo of Listing #O6200506
Reduced 1.6%
WINTER PARK
MLS® # O6200506
3 Beds, 2 Baths, 1,919 Sf
Photo of Listing #O6182627
Reduced 1.8%
WINTER PARK
MLS® # O6182627
1 Beds, 1 Baths, 1,570 Sf
Photo of Listing #O6222481
New
WINTER PARK
MLS® # O6222481
1 Beds, 1 Baths, 900 Sf
Photo of Listing #O6188237
Reduced 1%
WINTER PARK
MLS® # O6188237
3 Beds, 2 Baths, 2,197 Sf
Photo of Listing #O6207442
Reduced 1.1%

7112 Ivy Court

$519,000
WINTER PARK
MLS® # O6207442
4 Beds, 2 Baths, 2,040 Sf
Photo of Listing #O6185134
Reduced 1.9%
WINTER PARK
MLS® # O6185134
5 Beds, 2 Baths, 2,188 Sf
Photo of Listing #O6222196
New
WINTER PARK
MLS® # O6222196
3 Beds, 2 Baths, 1,645 Sf
Photo of Listing #O6219722

1860 Aster Drive

$509,900
WINTER PARK
MLS® # O6219722
3 Beds, 2 Baths, 1,668 Sf
Photo of Listing #O6213247
Reduced 4.8%
WINTER PARK
MLS® # O6213247
4 Beds, 2 Baths, 2,086 Sf
Photo of Listing #O6201966
Reduced 10%
WINTER PARK
MLS® # O6201966
2 Beds, 3 Baths, 1,214 Sf
Photo of Listing #O6186883
Reduced 1%
WINTER PARK
MLS® # O6186883
4 Beds, 2 Baths, 1,878 Sf
Photo of Listing #O6209190
Reduced 0.5%
WINTER PARK
MLS® # O6209190
3 Beds, 2 Baths, 1,932 Sf
Photo of Listing #O6221407
New
WINTER PARK
MLS® # O6221407
2 Beds, 2 Baths, 1,631 Sf
Photo of Listing #O6214075

2144 Ridge Drive

$487,000
WINTER PARK
MLS® # O6214075
4 Beds, 3 Baths, 3,020 Sf
Photo of Listing #O6150479
Reduced 1%
WINTER PARK
MLS® # O6150479
4 Beds, 2 Baths, 2,096 Sf
Photo of Listing #O6204283
Reduced 3.1%
WINTER PARK
MLS® # O6204283
3 Beds, 3 Baths, 1,990 Sf
Photo of Listing #O6210978
Reduced 2.1%
WINTER PARK
MLS® # O6210978
3 Beds, 3 Baths, 2,038 Sf
Photo of Listing #O6190494
Reduced 3.2%
WINTER PARK
MLS® # O6190494
4 Beds, 2 Baths, 1,522 Sf
Photo of Listing #O6208718
Reduced 0.1%
WINTER PARK
MLS® # O6208718
3 Beds, 2 Baths, 1,738 Sf
Photo of Listing #S5103770
Reduced 3.2%
WINTER PARK
MLS® # S5103770
3 Beds, 2 Baths, 1,434 Sf
Photo of Listing #O6220867
WINTER PARK
MLS® # O6220867
3 Beds, 3 Baths, 1,525 Sf
Photo of Listing #O6209399

208 Tyree Lane

$450,000
WINTER PARK
MLS® # O6209399
3 Beds, 2 Baths, 1,192 Sf
Photo of Listing #O6205155
Reduced 4.2%
WINTER PARK
MLS® # O6205155
2 Beds, 1 Baths, 1,036 Sf
Photo of Listing #O6162964
Reduced 2.5%
WINTER PARK
MLS® # O6162964
3 Beds, 3 Baths, 1,725 Sf
Photo of Listing #O6214420
WINTER PARK
MLS® # O6214420
2 Beds, 2 Baths, 1,148 Sf
Photo of Listing #O6180992
Reduced 3.7%
WINTER PARK
MLS® # O6180992
2 Beds, 2 Baths, 968 Sf
Photo of Listing #O6187138
Reduced 1.1%
WINTER PARK
MLS® # O6187138
2 Beds, 1 Baths, 1,192 Sf
Photo of Listing #O6203546
Reduced 2%

1914 Aster Drive

$439,995
WINTER PARK
MLS® # O6203546
3 Beds, 2 Baths, 1,645 Sf
Photo of Listing #O6217827
Reduced 3.3%
WINTER PARK
MLS® # O6217827
4 Beds, 3 Baths, 1,485 Sf
Photo of Listing #O6186742
Reduced 0.7%
WINTER PARK
MLS® # O6186742
4 Beds, 2 Baths, 1,570 Sf
Photo of Listing #O6157847
Reduced 3.6%

1806 Linden Road

$430,000
WINTER PARK
MLS® # O6157847
3 Beds, 2 Baths, 1,748 Sf
Photo of Listing #O6194293
Reduced 2.3%
WINTER PARK
MLS® # O6194293
4 Beds, 2 Baths, 1,512 Sf
Photo of Listing #O6220792
WINTER PARK
MLS® # O6220792
3 Beds, 2 Baths, 1,906 Sf
Photo of Listing #O6213538
Reduced 3.7%

3463 Arnel Drive

$419,000
WINTER PARK
MLS® # O6213538
4 Beds, 2 Baths, 1,750 Sf
Photo of Listing #O6206543
Reduced 2.3%
WINTER PARK
MLS® # O6206543
4 Beds, 2 Baths, 1,636 Sf
Photo of Listing #O6205879
WINTER PARK
MLS® # O6205879
3 Beds, 2 Baths, 1,318 Sf
Photo of Listing #O6222335
New
WINTER PARK
MLS® # O6222335
4 Beds, 2 Baths, 1,521 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 July 15th, 2024 at 8:04pm EDT.