Homes For Sale In Winter Park FL

Winter Park is home to traditional yet sustainable living.  Winter Park real estateFind homes for sale in Winter Park FL and research local real estate market trends. Search new listings, scheduled open houses, recent solds, and price reductions in Winter Park. To adjust how your search is displayed, click the gray arrows next to "Sort" to display Winter Park homes in Orlando by price, number of bedrooms, or days on market.

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Winter Park Homes October 31, 2020
190
Listed
101
Avg. DOM
$354.91
Avg. $ / Sq.Ft.
$878,000
Med. List Price
190 Properties
Page 1 of 16
$1,395,000
Subdivision: Temple Estates
4
Beds
4F11/2
Baths
3,238
Sq.Ft.
2019
Year Built
2
Days on Site
O5902530
MLS
Stunning, warm and comfortable LunDev modern farmhouse with lux features throughout is now available! This meticulously cared for new construction transitional home is ready for a new owner to bring...
$1,280,000
Subdivision: Jenkins Add
4
Beds
3F11/2
Baths
3,374
Sq.Ft.
2020
Year Built
2
Days on Site
O5901901
MLS
This new construction has everything your family is looking for in their Winter Park home. 3374 square feet of open floor plan, with 4 bedrooms, private office, 3-1/2 baths including master retreat...
$749,900
Subdivision: Sylvan Lake Shores
2
Beds
2
Baths
1,915
Sq.Ft.
1994
Year Built
3
Days on Site
O5887666
MLS
LOCATION, LOCATION, LOCATION- "THE TRIANGLE HOUSE"- beautifully landscaped, professionally decorated, amazing Master Bedroom - 3 full baths and 2 bedrooms. This house has it all! 2 fireplaces-...
Open 10/31
2594 Forfarshire Dr Winter Park, FL 32792
$425,000
Subdivision: Brookshire Heights 2Nd Add
3
Beds
2
Baths
1,944
Sq.Ft.
1962
Year Built
3
Days on Site
O5901814
MLS
**Offer deadline Friday, Oct. 30 by 5 pm.** Welcome to this utterly charming Winter Park home on quiet cul-de-sac in Brookshire Heights. Gorgeous remodel was extensive. Amazing curb appeal including...
$400,000
Subdivision: Winter Park Manor
3
Beds
2
Baths
1,914
Sq.Ft.
1959
Year Built
3
Days on Site
O5902069
MLS
Welcome home! Check out these schools at this price! You don't want to miss out on this lovely 3 bedroom, 2 bathroom plus an office home sitting on an almost 1/4 acre lot in Winter Park! Over $55K...
$1,268,000
Subdivision: Lake Waunatta
4
Beds
3
Baths
3,417
Sq.Ft.
2015
Year Built
4
Days on Site
O5900681
MLS
LAKEFRONT ONE STORY- Winter Park Stunning 4 Beds 3 Full Bath pool home located on beautiful Lake Waunatta. This 3,417 Sqft one story home completely remodeled in year 2015. Open floor plan, family...
$759,000
Subdivision: Tuscany Terrace
3
Beds
2
Baths
1,770
Sq.Ft.
1957
Year Built
4
Days on Site
O5901816
MLS
LOOK! A tear down in the prestigious Vias of Winter Park. This large, 0.41 acre lakefront lot presents a wonderful opportunity to build your dream home on Little Lake Tuscany. Located just a short...
Open 11/1
1750 Edwin Blvd Winter Park, FL 32789
$1,495,000
Subdivision: Campo Bello
5
Beds
4F11/2
Baths
4,108
Sq.Ft.
2020
Year Built
4
Days on Site
O5902080
MLS
Beautifully custom built two story modern home offers five bedrooms, four and a half baths, circular driveway with two car side entry garage, and an amazing outdoor living and entertaining area. The...
$4,195,000
Subdivision: Boiley Green Sub
5
Beds
5F21/2
Baths
6,444
Sq.Ft.
1999
Year Built
4
Days on Site
O5902307
MLS
Luxury and elegance abound in this private, gated Winter Park Chain of Lakes estate, nestled on almost an acre at the end of a secluded cul-de-sac, with elevated views of beautiful Lake Maitland....
$409,900
Subdivision: Seville Park
2
Beds
2F11/2
Baths
1,777
Sq.Ft.
2003
Year Built
4
Days on Site
O5902327
MLS
Priced To Sell!!! 1/2 Duplex! Fully renovated in 2016. New Roof 5/2019 and New AC October 2020. All quality materials used, it's sure to make the short list for buyers looking for that true downtown...
Open 11/1
820 N Lakemont Ave Winter Park, FL 32792
$890,000
Subdivision: Acreage
4
Beds
3
Baths
3,113
Sq.Ft.
2018
Year Built
4
Days on Site
O5902124
MLS
Amazing opportunity to own this transitional style custom home in Winter Park. The exterior features paver walkway and driveway to a 2-car garage and neatly landscaped yard. The beautiful interior of...
$795,000
Subdivision: Comstock Park
3
Beds
3
Baths
2,267
Sq.Ft.
1986
Year Built
5
Days on Site
O5900249
MLS
One-of-a-kind Winter Park contemporary home on a quiet brick street in a wonderful neighborhood. This home shows like a model home and is in "like new" condition. Clean lines and modern finishes, but...

Winter Park is one of Orlando’s finest cities, it is famous for spectacular homes, abundant parks, world class museums, beautiful lakes, and fine shopping. Winter Park is a city of about $37,000 residents just north of Orlando. With some of the cities best dining experiences, most luxurious homes, and serene nature parks, Winter Park is one of the most desirable places to live in Central Florida.

Winter Park is a small city full of rich history. Starting out as an eight-acre parcel of land purchased in 1858, Winter Park was originally called Lakeview. By 1883, the city expanded by 600 acres and was renamed Winter Park. The city was originally intended to be a winter haven for wealthy northerners seeking refuge from the harsh winters, ergo the new name, a park for the winter. In 1883, Winter Park’s first school opened and quickly following the public library which is still the library today. However, come Spring of 2021, a new public library facility is set to open with world-class, future ready technology. 

 

Ever expanding and changing with the times, Winter Park’s combination of established roots and new construction homes provides the area’s unique charm and pull to live here. There is plenty of tradition in Winter Park but the city also treasures new, eclectic architecture as well. Spanish-roofed architecture is prevalent in the area, but you will also see traditional American styled homes, Mediterranean features, and contemporary styles with playful colors and bright greenery. 

 

Winter park is a Mecca for world-class art and rich cultural experiences. A city filled with art and culture, Winter Park cherishes its traditional charm while building a sustainable future for the generations to come. Considered by many to be a premier urban village in the sunshine state, Winter Park is coined one of the finest cities in the United States. 

 

Winter Park is home to the one and only “Park Ave.” A destination for dining and shopping like none other. With more than 140 upscale boutiques and restaurants, on Park Ave you can find almost anything your heart desires. One night enjoy more laid back traditional Turkish cuisine from Bosphorous and then tomorrow you can treat yourself to a fine dining experience in a five-star environment at Luma on Park. 

 

Winter Park is also home to A-rated elementary, middle and high schools, outstanding and always happening community events, and one of the most amazing college campuses in the US, Rollins College. Whether you are seeking refuge from the cold north and retiring in Winter Park or coming to this unique city to start your family, Winter Park is a city like none other. The demand to live in this traditional, eclectic city is always high.