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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 #2

275 Properties Found. Page 2 of 6.
Photo of Listing #O6212649

2816 Norris Avenue

$1,990,000
WINTER PARK
MLS® # O6212649
5 Beds, 5 Baths, 3,880 Sf
Photo of Listing #O6181258
WINTER PARK
MLS® # O6181258
4 Beds, 4 Baths, 2,857 Sf
Photo of Listing #O6187113

2144 Sycamore Drive

$1,960,000
WINTER PARK
MLS® # O6187113
4 Beds, 5 Baths, 3,499 Sf
Photo of Listing #O6199494
WINTER PARK
MLS® # O6199494
4 Beds, 4 Baths, 2,701 Sf
Photo of Listing #O6215116
Reduced 1.8%

2125 Sycamore Drive

$1,895,000
WINTER PARK
MLS® # O6215116
4 Beds, 5 Baths, 3,590 Sf
Photo of Listing #O6208366
Reduced 4.5%
WINTER PARK
MLS® # O6208366
4 Beds, 4 Baths, 4,133 Sf
Photo of Listing #O6203731

1181 Via Capri

$1,895,000
WINTER PARK
MLS® # O6203731
3 Beds, 3 Baths, 3,653 Sf
Photo of Listing #O6202026
Reduced 1.1%

1250 Via Capri

$1,875,000
WINTER PARK
MLS® # O6202026
3 Beds, 3 Baths, 3,217 Sf
Photo of Listing #O6172852

1101 Kenwood Avenue

$1,875,000
WINTER PARK
MLS® # O6172852
3 Beds, 3 Baths, 2,955 Sf
Photo of Listing #O6200787
Reduced 1.4%
WINTER PARK
MLS® # O6200787
4 Beds, 5 Baths, 3,478 Sf
Photo of Listing #O6201554
Reduced 2.7%
WINTER PARK
MLS® # O6201554
4 Beds, 5 Baths, 3,361 Sf
Photo of Listing #O6205484
Reduced 4.5%

1540 Palm Avenue

$1,790,000
WINTER PARK
MLS® # O6205484
5 Beds, 4 Baths, 3,423 Sf
Photo of Listing #O6138358
Reduced 5.6%

1731 Windsor Drive

$1,699,000
WINTER PARK
MLS® # O6138358
4 Beds, 4 Baths, 3,669 Sf
Photo of Listing #O6193303
Reduced 4.2%

1251 Palmer Avenue

$1,698,000
WINTER PARK
MLS® # O6193303
4 Beds, 3 Baths, 2,859 Sf
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 #O6216286
WINTER PARK
MLS® # O6216286
3 Beds, 4 Baths, 3,174 Sf
Photo of Listing #O6212814

2105 Fosgate Drive

$1,675,000
WINTER PARK
MLS® # O6212814
5 Beds, 4 Baths, 3,068 Sf
Photo of Listing #O6194670
Reduced 2.4%

425 Selkirk Drive

$1,649,000
WINTER PARK
MLS® # O6194670
4 Beds, 5 Baths, 3,330 Sf
Photo of Listing #O6157218
Reduced 2.7%
WINTER PARK
MLS® # O6157218
4 Beds, 4 Baths, 3,112 Sf
Photo of Listing #O6199755
Reduced 1.2%

1801 Legion Drive

$1,645,000
WINTER PARK
MLS® # O6199755
5 Beds, 5 Baths, 3,518 Sf
Photo of Listing #O6180799
Reduced 4.5%
WINTER PARK
MLS® # O6180799
6 Beds, 7 Baths, 4,173 Sf
Photo of Listing #O6218203
WINTER PARK
MLS® # O6218203
4 Beds, 4 Baths, 2,858 Sf
Photo of Listing #O6163891
Reduced 3.1%

1631 Lasbury Avenue

$1,549,900
WINTER PARK
MLS® # O6163891
3 Beds, 3 Baths, 2,651 Sf
Photo of Listing #O6215483
WINTER PARK
MLS® # O6215483
4 Beds, 3 Baths, 2,795 Sf
Photo of Listing #O6176414
Reduced 6.3%
WINTER PARK
MLS® # O6176414
3 Beds, 4 Baths, 2,290 Sf
Photo of Listing #O6216221
WINTER PARK
MLS® # O6216221
4 Beds, 4 Baths, 2,838 Sf
Photo of Listing #V4937374
New
WINTER PARK
MLS® # V4937374
3 Beds, 4 Baths, 2,734 Sf
Photo of Listing #V4936864

858 Douglas Avenue

$1,400,000
WINTER PARK
MLS® # V4936864
4 Beds, 4 Baths, 2,334 Sf
Photo of Listing #O6218751

1932 Temple Drive

$1,395,000
WINTER PARK
MLS® # O6218751
3 Beds, 3 Baths, 2,432 Sf
Photo of Listing #O6220260
WINTER PARK
MLS® # O6220260
3 Beds, 3 Baths, 2,372 Sf
Photo of Listing #O6209075
Reduced 6.5%

850 Juanita Rael

$1,295,000
WINTER PARK
MLS® # O6209075
4 Beds, 3 Baths, 2,306 Sf
Photo of Listing #O6195756
Reduced 5.6%

1503 Palmer Avenue

$1,275,000
WINTER PARK
MLS® # O6195756
4 Beds, 3 Baths, 2,688 Sf
Photo of Listing #O6218618

449 Seymour Avenue

$1,260,000
WINTER PARK
MLS® # O6218618
3 Beds, 3 Baths, 2,051 Sf
Photo of Listing #O6212040
Reduced 3.8%

150 Conrad Court

$1,249,999
WINTER PARK
MLS® # O6212040
3 Beds, 3 Baths, 2,100 Sf
Photo of Listing #O6219248

3720 Vinsetta Court

$1,200,000
WINTER PARK
MLS® # O6219248
6 Beds, 5 Baths, 5,021 Sf
Photo of Listing #O6221409
New
WINTER PARK
MLS® # O6221409
2 Beds, 2 Baths, 1,610 Sf
Photo of Listing #O6218556
Reduced 4.2%

1771 Windsor Drive

$1,150,000
WINTER PARK
MLS® # O6218556
3 Beds, 3 Baths, 2,059 Sf
Photo of Listing #O6216166

1700 Mizell Avenue

$1,150,000
WINTER PARK
MLS® # O6216166
4 Beds, 4 Baths, 2,045 Sf
Photo of Listing #O6212475
Reduced 0.9%
WINTER PARK
MLS® # O6212475
3 Beds, 3 Baths, 2,615 Sf
Photo of Listing #O6182619
Reduced 5%
WINTER PARK
MLS® # O6182619
3 Beds, 3 Baths, 2,615 Sf
Photo of Listing #O6189285
Reduced 6.3%

1718 Demetree Drive

$1,125,000
WINTER PARK
MLS® # O6189285
4 Beds, 3 Baths, 2,752 Sf
Photo of Listing #O6216744
Reduced 8.3%

1223 Formosa Avenue

$1,100,000
WINTER PARK
MLS® # O6216744
4 Beds, 3 Baths, 3,834 Sf
Photo of Listing #O6135942
Reduced 0.5%
WINTER PARK
MLS® # O6135942
3 Beds, 4 Baths, 2,085 Sf
Photo of Listing #O6218202

1795 Walker Avenue

$1,000,000
WINTER PARK
MLS® # O6218202
5 Beds, 3 Baths, 1,813 Sf
Photo of Listing #O6217655
WINTER PARK
MLS® # O6217655
4 Beds, 2 Baths, 2,105 Sf
Photo of Listing #V4935671
Reduced 20.4%

251 Dana Way

$995,000
WINTER PARK
MLS® # V4935671
4 Beds, 3 Baths, 2,100 Sf
Photo of Listing #O6087546
Reduced 1%
WINTER PARK
MLS® # O6087546
4 Beds, 3 Baths, 2,867 Sf
Photo of Listing #O6213697
WINTER PARK
MLS® # O6213697
3 Beds, 4 Baths, 2,265 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.