Please ensure Javascript is enabled for purposes of website accessibility
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 #5

224 Properties Found. Page 5 of 5.
Photo of Listing #S5101257
WINTER PARK
MLS® # S5101257
2 Beds, 1 Baths, 881 Sf
Photo of Listing #S5084488
WINTER PARK
MLS® # S5084488
2 Beds, 2 Baths, 1,035 Sf
Photo of Listing #O6183552
Reduced 1.6%
WINTER PARK
MLS® # O6183552
1 Beds, 1 Baths, 793 Sf
Photo of Listing #S5095945
WINTER PARK
MLS® # S5095945
2 Beds, 2 Baths, 784 Sf
Photo of Listing #O6183503
WINTER PARK
MLS® # O6183503
2 Beds, 2 Baths, 1,030 Sf
Photo of Listing #O6174804
Reduced 4.3%
WINTER PARK
MLS® # O6174804
1 Beds, 1 Baths, 678 Sf
Photo of Listing #O6169855
Reduced 3.2%
WINTER PARK
MLS® # O6169855
1 Beds, 1 Baths, 749 Sf
Photo of Listing #O6176493
WINTER PARK
MLS® # O6176493
2 Beds, 1 Baths, 881 Sf
Photo of Listing #O6187263
Reduced 1.6%

N/A

$175,000
WINTER PARK
MLS® # O6187263
2 Beds, 2 Baths, 1,035 Sf
Photo of Listing #R4907507
Reduced 3%
WINTER PARK
MLS® # R4907507
1 Beds, 1 Baths, 678 Sf
Photo of Listing #O6162395
WINTER PARK
MLS® # O6162395
3 Beds, 2 Baths, 1,300 Sf
Photo of Listing #NS1080352
Reduced 0.3%
WINTER PARK
MLS® # NS1080352
2 Beds, 2 Baths, 1,085 Sf
Photo of Listing #O6190233
New
WINTER PARK
MLS® # O6190233
2 Beds, 2 Baths, 1,036 Sf
Photo of Listing #O6186770
New
WINTER PARK
MLS® # O6186770
2 Beds, 3 Baths, 1,079 Sf
Photo of Listing #O6162300
WINTER PARK
MLS® # O6162300
2 Beds, 2 Baths, 1,085 Sf
Photo of Listing #P4928739
Reduced 9.1%
WINTER PARK
MLS® # P4928739
2 Beds, 2 Baths, 1,020 Sf
Photo of Listing #O6169307
WINTER PARK
MLS® # O6169307
2 Beds, 2 Baths, 1,020 Sf
Photo of Listing #O6134458
Reduced 3.3%
WINTER PARK
MLS® # O6134458
1 Beds, 1 Baths, 796 Sf
Photo of Listing #O6134455
Reduced 3.3%
WINTER PARK
MLS® # O6134455
1 Beds, 1 Baths, 776 Sf
Photo of Listing #O6134432
Reduced 3.3%
WINTER PARK
MLS® # O6134432
1 Beds, 1 Baths, 776 Sf
Photo of Listing #O6157921
Reduced 2%
WINTER PARK
MLS® # O6157921
1 Beds, 1 Baths, 638 Sf
Photo of Listing #S5100630
WINTER PARK
MLS® # S5100630
2 Beds, 2 Baths, 1,085 Sf
Photo of Listing #O5991336
Reduced 1.4%
WINTER PARK
MLS® # O5991336
2 Beds, 2 Baths, 1,085 Sf
Photo of Listing #O6187730
WINTER PARK
MLS® # O6187730
1 Beds, 1 Baths, 803 Sf
Photo of Listing #S5101161
WINTER PARK
MLS® # S5101161
1 Beds, 1 Baths, 785 Sf
Photo of Listing #O6170646
Reduced 7.7%
WINTER PARK
MLS® # O6170646
1 Beds, 1 Baths, 785 Sf
Photo of Listing #O5991055
Reduced 9.8%
WINTER PARK
MLS® # O5991055
1 Beds, 1 Baths, 756 Sf
Photo of Listing #O5914571
Reduced 2.4%
WINTER PARK
MLS® # O5914571
1 Beds, 1 Baths, 756 Sf
Photo of Listing #O5988052
Reduced 1.7%
WINTER PARK
MLS® # O5988052
1 Beds, 1 Baths, 756 Sf
Photo of Listing #O6189094
New
WINTER PARK
MLS® # O6189094
1 Beds, 1 Baths, 600 Sf
Photo of Listing #O6160030
Reduced 4.1%
WINTER PARK
MLS® # O6160030
1 Beds, 1 Baths, 549 Sf
Photo of Listing #O6181246
Reduced 4.4%
WINTER PARK
MLS® # O6181246
1 Baths, 525 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 5:19am EDT.