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 June 6, 2023
148
Listed
83
Avg. DOM
$463.58
Avg. $ / Sq.Ft.
$912,000
Med. List Price
148 Properties
Page 1 of 13
$339,000
Neighborhood: Winter Park Oaks
3
Beds
2
Baths
1,156
Sq.Ft.
1995
Year Built
1
Day on Site
O6116547
MLS
Welcome Home! Located only MINUTES from the luxury Winter Park Village and Park Avenue. This home
is situated exactly where you need to be in order to make the most of everything Winter Park...
$1,485,000
Neighborhood: Sylvan Lake Shores
3
Beds
3
Baths
3,010
Sq.Ft.
2000
Year Built
1
Day on Site
O6116419
MLS
Looking for the quintessential Winter Park home? This exquisite, single story 3 bedroom, 3 bath, plus office home is located in the beautiful Lake Sylvan Shores neighborhood in Winter Park. Stroll...
$795,000
Neighborhood: Landings At Hawks Crest
4
Beds
3F11/2
Baths
3,094
Sq.Ft.
2023
Year Built
2
Days on Site
O6115939
MLS
Welcome to this newly constructed home in the beautiful, gated community of Hawks Crest. This stunning Anastasia model has 4 bedrooms 3.5 bathrooms that comes with 2 AC units allowing you to set...
$233,000
Neighborhood: Hidden Oaks Condo
2
Beds
2F11/2
Baths
1,031
Sq.Ft.
1983
Year Built
2
Days on Site
O6087140
MLS
PRICE ADJUSTMENT
Lovely Condo located in a very convenient area of Winter Park. Plenty of shopping areas and restaurants plus you are in close proximity to
UCF and Full Sail. The downstairs...
Open 6/10
431 Fletcher PLACE Winter Park,  FL 32789
$2,000,000
Neighborhood: Sorensen Heights
4
Beds
3F11/2
Baths
4,257
Sq.Ft.
2004
Year Built
2
Days on Site
O6116410
MLS
A stunning home in Winter Park ready for the next lucky family to move in! This charming four-bedroom, 3.5-bath home has it all. The moment you walk in the front door from the circular drive you will...
$780,000
Neighborhood: Kenilworth Shores Sec 06
4
Beds
2
Baths
1,796
Sq.Ft.
1958
Year Built
2
Days on Site
O6115910
MLS
Picturesque 4 Bedroom / 2 Bathroom Home on tranquil end of street. Don't Be fooled by the square footage. This home feels and lives much larger! Gorgeous Light and Bright Split Plan with Huge Front...
$200,000
Neighborhood: Wrenwood Condominium
2
Beds
2
Baths
1,059
Sq.Ft.
1973
Year Built
2
Days on Site
O6102998
MLS
Come see this beautifully maintained condominium! Upon entering the foyer and hall with coat closet you will enter a large living/dining space flooded with natural light. The light comes through the...
Open 6/9
550 Lake Front Blvd Winter Park,  FL 32789
$1,975,000
Neighborhood: Lords Sub
4
Beds
4F11/2
Baths
3,896
Sq.Ft.
2019
Year Built
2
Days on Site
O6116228
MLS
Welcome to 550 Lake Front Boulevard, a luxurious haven situated in Winter Park, Florida. This remarkable residence, built in 2019, embodies elegance, meticulous craftsmanship, and a keen attention to...
$219,000
Neighborhood: Stratford A Winter Park Condominium
2
Beds
2
Baths
953
Sq.Ft.
1973
Year Built
4
Days on Site
O6115862
MLS
Welcome to this wonderful condo that perfectly combines functionality with modern updates! Step inside this two-bedroom, two-bathroom gem and experience the open floor plan that maximizes space and...
$749,900
Neighborhood: Kenilworth Shores Sec 04
3
Beds
2
Baths
1,827
Sq.Ft.
1961
Year Built
5
Days on Site
O6115741
MLS
A timeless home awaits among the tree canopies of Kenilworth Shores, a tried-and-true Winter Park neighborhood steeped in history. A pristine property and beautifully appointed. A charming brick...
$769,000
Neighborhood: Meadows At Hawks Crest
4
Beds
3F11/2
Baths
2,894
Sq.Ft.
2020
Year Built
5
Days on Site
O6115510
MLS
Welcome to the exclusive gated community, Meadows at Hawk's Crest, located in sought-after Winter Park northeast of Orlando. We promise that this house will not disappoint and its exactly what you're...
$929,000
Neighborhood: Landings At Hawks Crest
4
Beds
3F11/2
Baths
2,895
Sq.Ft.
2022
Year Built
5
Days on Site
A4572378
MLS
Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly updated Anastasia+ plan in the...