Winter Park FL Homes For Sale

Envision a life where Old World charm blends seamlessly with modern amenities, where cultural richness meets the tranquility of lakeside living. Welcome to Winter Park, FL, a community that exudes elegance and educational excellence amidst a canopy of historic oaks. Here, bricked streets lead to fine shops, exquisite dining, and world-class museums like the Charles Hosmer Morse Museum of American Art.

Can you picture yourself living this kind of life? In Winter Park, your days could start with a stroll through the lush gardens of Central Park, and afternoons might find you on a serene boat tour across a chain of pristine lakes. Education is a cornerstone in our community, with nationally-ranked schools from the prestigious Rollins College to the esteemed Winter Park High School shaping the minds of tomorrow.


A Blend of Cultural Richness and Lakeside Elegance

Winter Park is more than a city; it's a lifestyle. It's where the vibrancy of a cultured city meets the close-knit feel of a small town. Whether you're attending one of our nationally recognized art festivals or enjoying a leisurely day in one of our many parks, Winter Park offers a way of life that's as rewarding as it is picturesque.

  1. Historic Charm and Elegance: Winter Park is known for its Old World charm, with picturesque bricked streets and a significant tree canopy. This historic atmosphere contributes to the city's unique character.

  2. Cultural Attractions: The city boasts several world-class museums, including The Charles Hosmer Morse Museum of American Art, Cornell Fine Arts Museum, Albin Polasek Museum & Sculpture Gardens, and Winter Park Historical Museum.

  3. Prestigious Education Institutions: Winter Park is home to Rollins College, the oldest private college in Florida, and Winter Park High School, adding to the city's reputation for high-quality education.

  4. Scenic Boat Tours: The Winter Park Scenic Boat Tour offers breathtaking views of the city’s lakes and homes, providing a unique perspective on the area's beauty.

  5. Vibrant Shopping and Dining: The city offers first-class shopping and dining experiences, with a mix of quaint shops and scrumptious restaurants that reflect a European flavor.

  6. Extensive Parks System: Winter Park's large parks system includes Central Park, Mead Botanical Garden, and Kraft Azalea Garden, offering ample space for outdoor activities and relaxation.

  7. Historic Hannibal Square District: This historic area adds a rich cultural dimension to the city, with its blend of history and contemporary lifestyle.

  8. Winter Park Village: A hub for upscale shopping and unique dining experiences, adding to the city's lively urban vibe.

  9. Nationally-Ranked Schools: Besides the higher education institutions, the city prides itself on its nationally-ranked K-12 schools.

  10. Rich Community Events: Winter Park hosts several notable events like the Winter Park Sidewalk Art Festival and the Winter Park Autumn Art Festival, contributing to its vibrant community life.


Places to Go and People to See in Winter Park, FL

Nestled just north of Orlando, Winter Park, FL, emerges as a cultural and social hub, brimming with places to explore and people to meet. This charming city invites you to experience a blend of art, history, and natural beauty.

Rollins College: A stroll through the historic Rollins College campus is not just a walk through lush landscapes, but a journey through a vibrant academic community. Meet students and educators who shape the future.

Park Avenue: The heart of Winter Park, Park Avenue, is lined with boutique shops, fine dining, and art galleries. It’s a perfect place to mingle with locals and experience the city's upscale yet welcoming vibe.

Charles Hosmer Morse Museum of American Art: Home to the world’s most comprehensive collection of works by Louis Comfort Tiffany, this museum is a must-visit for art enthusiasts.

Winter Park Scenic Boat Tour: Embark on a boat tour for picturesque views of Winter Park’s waterways and learn about the city’s rich history.

Winter Park Farmer’s Market: Held every Saturday, this bustling market is a local gathering spot where you can meet farmers, artisans, and chefs.

Historic Hannibal Square: Explore this culturally rich district and experience its unique blend of history and contemporary lifestyle.

Albin Polasek Museum & Sculpture Gardens: Enjoy the fusion of art and nature at this museum, showcasing the work of the famous Czech sculptor.

Mead Botanical Garden: A serene escape within the city, perfect for nature lovers and those seeking a peaceful retreat.

Winter Park Sidewalk Art Festival: Participate in one of the nation’s oldest, largest, and most prestigious outdoor art festivals.

Kraft Azalea Garden: Ideal for a tranquil afternoon, these gardens offer stunning views and a quiet place to connect with nature.

Top-Rated Schools in Winter Park, FL

Brookshire Elementary School: Known for its strong academic programs and community involvement.

Lakemont Elementary School: Offers a well-rounded education with a focus on developing critical thinking skills.

Maitland Middle School: Focuses on providing a nurturing environment for students during their transitional years.

Glenridge Middle School: Renowned for its strong arts and science programs.

Winter Park High School: One of the top public high schools in Florida, known for its Advanced Placement program and strong athletics.

Trinity Preparatory School: A prestigious private school offering a rigorous academic curriculum.


As you can see, this is an incredible place to call home. When you picture your dream life, are you living in Winter Park, FL?

 

Winter Park June 23, 2024
293
Listed
72
Avg. DOM
$412.19
Avg. $ / Sq.Ft.
$615,000
Med. List Price
293 Properties
Page 1 of 25
$380,000
Neighborhood: Wrenwood Unit 3 4Th Add
3
Beds
2
Baths
1,604
Sq.Ft.
1981
Year Built
2
Days on Site
O6217129
MLS
Open 6/23
1631 Lasbury Ave Winter Park,  FL 32789
$1,599,900
Neighborhood: Comstock Park
3
Beds
2F11/2
Baths
2,651
Sq.Ft.
2005
Year Built
3
Days on Site
O6163891
MLS
Open 6/23
2408 Lafayette Ave Winter Park,  FL 32789
$1,489,000
Neighborhood: Winter Park Village
4
Beds
3F11/2
Baths
2,838
Sq.Ft.
2024
Year Built
3
Days on Site
O6216221
MLS
$1,150,000
Neighborhood: Tangerine Court
4
Beds
2F21/2
Baths
2,045
Sq.Ft.
1949
Year Built
3
Days on Site
O6216166
MLS
$325,000
Neighborhood: Four Seasons Condo
3
Beds
2
Baths
1,165
Sq.Ft.
1970
Year Built
3
Days on Site
O6216967
MLS
$487,000
Neighborhood: Ridge High Sub
4
Beds
3
Baths
3,020
Sq.Ft.
1959
Year Built
3
Days on Site
O6214075
MLS
$137,500
Neighborhood: Colonies
2
Beds
2
Baths
1,035
Sq.Ft.
1974
Year Built
3
Days on Site
O6216783
MLS
$750,000
Neighborhood: Winter Park Pines
3
Beds
2
Baths
2,309
Sq.Ft.
1963
Year Built
3
Days on Site
O6216911
MLS
$1,675,000
Neighborhood: Winter Park Residential
3
Beds
3F11/2
Baths
3,174
Sq.Ft.
2009
Year Built
3
Days on Site
O6216286
MLS
Open 6/23
2234 Via Luna Winter Park,  FL 32789
$2,250,000
Neighborhood: Tuscany Terrace
6
Beds
3F11/2
Baths
3,554
Sq.Ft.
1998
Year Built
3
Days on Site
O6217019
MLS
Open 6/23
7796 Country PLACE #7796 Winter Park,  FL 32792
$280,000
Neighborhood: Goldenrod Villas Condo
2
Beds
2
Baths
1,227
Sq.Ft.
1988
Year Built
4
Days on Site
O6216381
MLS
Open 6/23
1357 Sawgrass Ct Winter Park,  FL 32792
$625,000
Neighborhood: Greenview At Winter Pines
3
Beds
2
Baths
1,940
Sq.Ft.
1979
Year Built
4
Days on Site
O6209560
MLS