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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, Over $1,000,000

Winter Park Homes for Sale, Over $1,000,000 - Page #2

72 Properties Found. Page 2 of 2.
Photo of Listing #O6154133
Reduced 5.6%

1530 Via Tuscany

$1,695,000
WINTER PARK
MLS® # O6154133
4 Beds, 4 Baths, 3,341 Sf
Photo of Listing #O6147977
Reduced 5.8%
WINTER PARK
MLS® # O6147977
4 Beds, 4 Baths, 2,829 Sf
Photo of Listing #O6167429
Reduced 2.9%
WINTER PARK
MLS® # O6167429
5 Beds, 4 Baths, 4,021 Sf
Photo of Listing #O6161030
Reduced 5.9%

2016 Lake Drive

$1,599,900
WINTER PARK
MLS® # O6161030
3 Beds, 2 Baths, 2,560 Sf
Photo of Listing #O6180611
WINTER PARK
MLS® # O6180611
6 Beds, 6 Baths, 6,252 Sf
Photo of Listing #O6186624
New

810 Bonita Drive

$1,595,000
WINTER PARK
MLS® # O6186624
4 Beds, 4 Baths, 3,501 Sf
Photo of Listing #O6178427
Reduced 6.2%

1016 Tuscany Place

$1,595,000
WINTER PARK
MLS® # O6178427
5 Beds, 4 Baths, 3,151 Sf
Photo of Listing #O6166451
Reduced 3.9%

1881 Carollee Lane

$1,585,000
WINTER PARK
MLS® # O6166451
3 Beds, 3 Baths, 2,901 Sf
Photo of Listing #O6174319
Reduced 0.7%

1361 Place Vendome

$1,480,000
WINTER PARK
MLS® # O6174319
4 Beds, 4 Baths, 3,578 Sf
Photo of Listing #O6173279
Reduced 3.4%

313 Sylvan Drive

$1,400,000
WINTER PARK
MLS® # O6173279
3 Beds, 3 Baths, 2,525 Sf
Photo of Listing #O6179374
Reduced 3.6%
WINTER PARK
MLS® # O6179374
4 Beds, 4 Baths, 2,894 Sf
Photo of Listing #O6189285
New

1718 Demetree Drive

$1,300,000
WINTER PARK
MLS® # O6189285
4 Beds, 3 Baths, 2,752 Sf
Photo of Listing #O6180792
WINTER PARK
MLS® # O6180792
3 Beds, 4 Baths, 2,265 Sf
Photo of Listing #O6181408
Reduced 1.9%

150 Conrad Court

$1,299,999
WINTER PARK
MLS® # O6181408
3 Beds, 3 Baths, 2,100 Sf
Photo of Listing #O6187090
WINTER PARK
MLS® # O6187090
3 Beds, 3 Baths, 2,585 Sf
Photo of Listing #O6168515
Reduced 13.1%

2501 Modac Trail

$1,299,000
WINTER PARK
MLS® # O6168515
5 Beds, 5 Baths, 4,364 Sf
Photo of Listing #O6165834
Reduced 6.2%

1431 Golfside Drive

$1,290,000
WINTER PARK
MLS® # O6165834
4 Beds, 4 Baths, 3,082 Sf
Photo of Listing #O6178612
Reduced 0.9%
WINTER PARK
MLS® # O6178612
2 Beds, 2 Baths, 1,630 Sf
Photo of Listing #O6182619
Reduced 6.3%
WINTER PARK
MLS® # O6182619
3 Beds, 3 Baths, 2,615 Sf
Photo of Listing #O6171886

151 Stirling Avenue

$1,195,000
WINTER PARK
MLS® # O6171886
3 Beds, 2 Baths, 2,352 Sf
Photo of Listing #O6189298
New

1725 Pine Avenue

$1,185,000
WINTER PARK
MLS® # O6189298
4 Beds, 4 Baths, 3,125 Sf
Photo of Listing #O6187046

1771 Bryan Avenue

$1,150,000
WINTER PARK
MLS® # O6187046
3 Beds, 3 Baths, 2,507 Sf
Photo of Listing #O6179037
Reduced 8.4%
WINTER PARK
MLS® # O6179037
4 Beds, 3 Baths, 2,472 Sf
Photo of Listing #O6135942
WINTER PARK
MLS® # O6135942
3 Beds, 4 Baths, 2,085 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.

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 28th, 2024 at 3:35pm EDT.