Winter Park FL Homes & Real Estate

Included below are homes for sale and real estate in Winter Park, FL.

If you would like more information on any of these Winter Park real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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Winter Park October 25, 2021
155
Listed
62
Avg. DOM
$341.56
Avg. $ / Sq.Ft.
$472,400
Med. List Price
155 Properties
Page 1 of 13
$120,000
Subdivision: Winter Park Woods Condo
2
Beds
2
Baths
1,020
Sq.Ft.
1974
Year Built
2
Days on Site
O5981008
MLS
A must see. Two bedroom two bath located on the first floor. Winter Park Location close to Full Sail University, UCF, Valencia and more. Close to the Orlando International Airport. Downtown Winter...
$259,900
Subdivision: Grand Pines
3
Beds
2
Baths
1,124
Sq.Ft.
1984
Year Built
3
Days on Site
O5981393
MLS
This immaculate two story beauty boasts a NEW roof (10/21), NEW hot water heater, new interior paint and remodeled kitchen and hall bathroom. Primary bedroom is downstairs with large walk in closet,...
$399,000
Subdivision: Golfside Sec 03
4
Beds
2
Baths
2,214
Sq.Ft.
1973
Year Built
3
Days on Site
O5981614
MLS
Short Sale. Short Sale. Presenting a fabulous opportunity to own a home right across the street from Winter Pines Golf Club, and to live in coveted Winter Park, known for its shopping, dining, art...
$369,000
Subdivision: Winter Park Estates
4
Beds
3
Baths
1,960
Sq.Ft.
1958
Year Built
3
Days on Site
O5981626
MLS
Great opportunity to own a spacious home in the Winter Park Estates neighborhood. This property can be utilized as a 4-bedroom, 3-bathroom home, or a 3-bedroom, 2-bathroom home with an IN-LAW...
$600,000
Subdivision: Kenilworth Estates 1St Add
4
Beds
2
Baths
1,681
Sq.Ft.
1963
Year Built
4
Days on Site
O5981269
MLS
New windows providing abundant light and added efficiency. Beautiful, fully renovated Winter Park home. Easy walk to Winter Park High School and close to both downtown Winter Park and Baldwin Park...
$375,000
Subdivision: Hyde Park
3
Beds
2
Baths
1,673
Sq.Ft.
1987
Year Built
4
Days on Site
O5979017
MLS
Beautiful Brick Front Home in the established community of Hyde Park with 3 Bedrooms, 2 Baths, a NEWER ROOF (2020), NEW Fence, Double Pane Windows & Sliders in a quiet CUL-DE-SAC. Be greeted by a...
$535,000
Subdivision: Park West Condo
2
Beds
2
Baths
1,488
Sq.Ft.
1982
Year Built
4
Days on Site
O5981079
MLS
Gorgeous Winter Park condo with a NYC loft feeling and million-dollar views, and just steps from Park Avenue! Rare opportunity to own a large TOP floor unit in the perfect downtown Winter Park...
$1,850,000
Subdivision: Forest Hills
4
Beds
4
Baths
4,225
Sq.Ft.
1951
Year Built
4
Days on Site
O5981110
MLS
This quintessential Winter Park home was built up on a 0.44-acre corner lot hill, surrounded by brick streets, overlooking Lake Chelton. Built in 1951, it has been expanded and updated over time,...
$415,000
Subdivision: Las Casas De Indiana Condo
3
Beds
2F11/2
Baths
1,616
Sq.Ft.
2008
Year Built
5
Days on Site
O5980870
MLS
This Mediterranean two story townhome feels welcoming and cozy and is full of high end finishes. When you enter the stately double arched wood entry doors, you will discover the bright and spacious...
$225,000
Subdivision: Windward Square Sec 3
3
Beds
2
Baths
1,284
Sq.Ft.
1979
Year Built
5
Days on Site
O5980843
MLS
This one story townhome has a NEW roof (1/21), NEWER A/C (6/18), NEWER hot water heater (6/18) and NEW oven (9/21), NEW carpet (10/21) and NEW interior paint (10/21). It is READY! Large tile in...
$750,000
Subdivision: Cortland Park
4
Beds
3F11/2
Baths
2,273
Sq.Ft.
1925
Year Built
5
Days on Site
O5981252
MLS
A must see beautiful 4 bedroom 3 bathroom home in the heart of Winter Park. Minutes away from the renowned strip, Park Ave. Once you enter you are greeted by a welcoming foyer with double doors that...
$1,250,000
Subdivision: Pennsylvania Place Rep
4
Beds
3F11/2
Baths
3,356
Sq.Ft.
2001
Year Built
5
Days on Site
O5973018
MLS
European charmer is located in the highly desired community of Pennsylvania Place (a total of 28 homes) and is walking distance from Park Avenues restaurants, shops, and the favorite Winter Park 9...