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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 #3

296 Properties Found. Page 3 of 7.
Photo of Listing #O6178122
Reduced 3.1%
WINTER PARK
MLS® # O6178122
3 Beds, 3 Baths, 1,829 Sf
Photo of Listing #O6202663
Reduced 1.1%
WINTER PARK
MLS® # O6202663
4 Beds, 3 Baths, 3,902 Sf
Photo of Listing #O6185006
Reduced 5.1%
WINTER PARK
MLS® # O6185006
3 Beds, 4 Baths, 2,193 Sf
Photo of Listing #O6225345

922 Garden Drive

$899,900
WINTER PARK
MLS® # O6225345
3 Beds, 3 Baths, 2,131 Sf
Photo of Listing #O6210889
WINTER PARK
MLS® # O6210889
3 Beds, 4 Baths, 2,066 Sf
Photo of Listing #O6217655
Reduced 5.9%
WINTER PARK
MLS® # O6217655
4 Beds, 2 Baths, 2,105 Sf
Photo of Listing #O6221832
WINTER PARK
MLS® # O6221832
4 Beds, 4 Baths, 2,610 Sf
Photo of Listing #O6191177
Reduced 2.2%
WINTER PARK
MLS® # O6191177
3 Beds, 3 Baths, 1,957 Sf
Photo of Listing #O6164933
Reduced 5.5%
WINTER PARK
MLS® # O6164933
4 Beds, 3 Baths, 2,533 Sf
Photo of Listing #O6206303
WINTER PARK
MLS® # O6206303
4 Beds, 3 Baths, 2,478 Sf
Photo of Listing #O6195868
Reduced 3.3%
WINTER PARK
MLS® # O6195868
4 Beds, 3 Baths, 2,548 Sf
Photo of Listing #O6220247

2804 Dike Road

$849,900
WINTER PARK
MLS® # O6220247
4 Beds, 3 Baths, 2,503 Sf
Photo of Listing #T3545786
WINTER PARK
MLS® # T3545786
3 Beds, 2 Baths, 1,407 Sf
Photo of Listing #O6219989
Reduced 2.3%
WINTER PARK
MLS® # O6219989
4 Beds, 3 Baths, 2,584 Sf
Photo of Listing #O6228965
New
WINTER PARK
MLS® # O6228965
2 Beds, 3 Baths, 1,773 Sf
Photo of Listing #A4611556
Reduced 1.2%
WINTER PARK
MLS® # A4611556
3 Beds, 3 Baths, 1,957 Sf
Photo of Listing #O6190685
WINTER PARK
MLS® # O6190685
2 Beds, 2 Baths, 1,351 Sf
Photo of Listing #O6208471
Reduced 1.2%
WINTER PARK
MLS® # O6208471
4 Beds, 3 Baths, 2,637 Sf
Photo of Listing #O6223854
Reduced 3%
WINTER PARK
MLS® # O6223854
4 Beds, 3 Baths, 2,564 Sf
Photo of Listing #O6231606
New
WINTER PARK
MLS® # O6231606
4 Beds, 3 Baths, 2,192 Sf
Photo of Listing #O6230771
New

1612 Neola Trail

$799,000
WINTER PARK
MLS® # O6230771
3 Beds, 3 Baths, 2,029 Sf
Photo of Listing #O6227926
WINTER PARK
MLS® # O6227926
3 Beds, 3 Baths, 1,628 Sf
Photo of Listing #S5110298
New
WINTER PARK
MLS® # S5110298
4 Beds, 4 Baths, 3,215 Sf
Photo of Listing #O6221646
WINTER PARK
MLS® # O6221646
4 Beds, 4 Baths, 2,589 Sf
Photo of Listing #O6130245
WINTER PARK
MLS® # O6130245
3 Beds, 1 Baths, 1,318 Sf
Photo of Listing #T3548086
New
WINTER PARK
MLS® # T3548086
3 Beds, 2 Baths, 1,693 Sf
Photo of Listing #O6195037
Reduced 0.3%
WINTER PARK
MLS® # O6195037
3 Beds, 2 Baths, 1,669 Sf
Photo of Listing #T3520666
Reduced 1.3%
WINTER PARK
MLS® # T3520666
4 Beds, 4 Baths, 2,137 Sf
Photo of Listing #O6223595
WINTER PARK
MLS® # O6223595
4 Beds, 4 Baths, 2,317 Sf
Photo of Listing #O6214064
Reduced 1.4%
WINTER PARK
MLS® # O6214064
4 Beds, 3 Baths, 2,082 Sf
Photo of Listing #O6216911
Reduced 3.6%
WINTER PARK
MLS® # O6216911
3 Beds, 2 Baths, 2,309 Sf
Photo of Listing #O6185776
Reduced 1.6%
WINTER PARK
MLS® # O6185776
3 Beds, 2 Baths, 1,715 Sf
Photo of Listing #O6210192
Reduced 1.4%
WINTER PARK
MLS® # O6210192
4 Beds, 3 Baths, 1,770 Sf
Photo of Listing #O6228291
WINTER PARK
MLS® # O6228291
4 Beds, 2 Baths, 2,518 Sf
Photo of Listing #O6230460
New
WINTER PARK
MLS® # O6230460
3 Beds, 2 Baths, 2,038 Sf
Photo of Listing #O6194323
Reduced 2.8%

4041 Yacht Court

$650,000
WINTER PARK
MLS® # O6194323
5 Beds, 3 Baths, 2,153 Sf
Photo of Listing #O6183727
WINTER PARK
MLS® # O6183727
3 Beds, 2 Baths, 1,553 Sf
Photo of Listing #O6227285
New
WINTER PARK
MLS® # O6227285
3 Beds, 4 Baths, 1,893 Sf
Photo of Listing #O6214438
WINTER PARK
MLS® # O6214438
3 Beds, 2 Baths, 1,144 Sf
Photo of Listing #O6187877
Reduced 2.4%

220 Blossom Lane

$643,000
WINTER PARK
MLS® # O6187877
3 Beds, 2 Baths, 2,193 Sf
Photo of Listing #O6227599
New
WINTER PARK
MLS® # O6227599
4 Beds, 2 Baths, 2,145 Sf
Photo of Listing #O6231051
New
WINTER PARK
MLS® # O6231051
4 Beds, 3 Baths, 2,278 Sf
Photo of Listing #O6215384
Reduced 4.2%
WINTER PARK
MLS® # O6215384
4 Beds, 3 Baths, 1,705 Sf
Photo of Listing #S5108859
Reduced 0.8%
WINTER PARK
MLS® # S5108859
4 Beds, 3 Baths, 2,130 Sf
Photo of Listing #O6202988
Reduced 3.3%
WINTER PARK
MLS® # O6202988
3 Beds, 2 Baths, 2,407 Sf
Photo of Listing #O6202325
Reduced 0.7%
WINTER PARK
MLS® # O6202325
3 Beds, 2 Baths, 1,568 Sf
Photo of Listing #NS1081669
Reduced 2.3%
WINTER PARK
MLS® # NS1081669
3 Beds, 3 Baths, 2,020 Sf
Photo of Listing #NS1082187
WINTER PARK
MLS® # NS1082187
4 Beds, 2 Baths, 2,439 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 August 14th, 2024 at 5:19am EDT.