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 4, 2023
149
Listed
83
Avg. DOM
$464.40
Avg. $ / Sq.Ft.
$895,000
Med. List Price
149 Properties
Page 1 of 13
$589,000
Neighborhood: Indiana Place Twnhms Tr A
3
Beds
2F11/2
Baths
2,054
Sq.Ft.
2008
Year Built
2
Days on Site
O6116103
MLS
Welcome to 1400 Indiana Avenue! The unit offers an ideal floorplan, with a downstairs main bedroom suite, open floorplan, 2 car-garage, and 3 outdoor patios/decks. And new roof installed 2022. The...
$219,000
Neighborhood: Stratford A Winter Park Condominium
2
Beds
2
Baths
953
Sq.Ft.
1973
Year Built
2
Days on Site
O6115862
MLS
Introducing 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
3
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...
$534,900
Neighborhood: Winter Park Pines
4
Beds
2
Baths
1,783
Sq.Ft.
1964
Year Built
3
Days on Site
O6111082
MLS
She. Is. A. Prize. So who is gonna win the prize? Living it up in the stylish Winter Park Pines, you'll find her in one of the nicest neighborhoods in ALL of Central Florida with the best neighbors,...
$769,000
Neighborhood: Meadows At Hawks Crest
4
Beds
3F11/2
Baths
2,894
Sq.Ft.
2020
Year Built
3
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
3
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...
$425,000
Neighborhood: Winter Park Estates
3
Beds
2
Baths
1,581
Sq.Ft.
1973
Year Built
4
Days on Site
O6115084
MLS
Welcome home to this charming 3 bedroom, 2 bathroom home in Winter Park Estates, zoned for top-rated schools Lakemont Elementary, Maitland Middle, and Winter Park High School! In addition to a split...
$2,299,000
Neighborhood: Lake Knowles Terrace
5
Beds
2F11/2
Baths
3,155
Sq.Ft.
2013
Year Built
4
Days on Site
S5085738
MLS
Welcome to Old Winter Park's coveted Tree Streets - a place where your dream home is waiting for you! This truly sustainable 5/3 property rests in a neighborhood teeming with charisma and...
$330,000
Neighborhood: Pines
2
Beds
1
Baths
809
Sq.Ft.
1956
Year Built
4
Days on Site
O6115469
MLS
Just listed! This adorable two bedroom bungalow is located in Central Florida's hottest zip code! Nestled between Winter Park and College Park, this home boasts beautiful natural hardwood floors,...
$895,000
Neighborhood: Kenilworth Shores Sec 02
3
Beds
2
Baths
2,152
Sq.Ft.
1956
Year Built
4
Days on Site
S5085567
MLS
Located in the quaint, desirable Kenilworth Shores of Winter Park is where you will find this UPDATED traditional home that features over 2100 sq. ft., boasting 3 bedrooms, 2 bathrooms PLUS a...
$399,900
Neighborhood: Eastbrook Sub Unit 05
3
Beds
2
Baths
1,240
Sq.Ft.
1961
Year Built
4
Days on Site
S5085954
MLS
Attention All Buyers and Investors This is a Must See 3br/2bath single story home in one of Winter Parks highly sought out neighborhoods in Eastbrook. This property has No HOA and No CDD. Home...
$515,000
Neighborhood: Kenilworth Shores Section Seven
4
Beds
2
Baths
1,504
Sq.Ft.
1958
Year Built
6
Days on Site
O6114069
MLS
Terrific opportunity to renovate or restart and build new! Situated on a large .30 acre (13,035 sf) corner lot, the property offers lots of possibilities! Tucked away in a wonderful neighborhood....