Downtown Winter Park Homes For Sale

Included below are homes for sale in Downtown Winter Park. If you would like more information on any of these Downtown Winter Park real estate listings, just click the "Email Agent" button when viewing the details of the property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.  If you'd like to take a tour, click "Schedule a Tour." 

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Downtown Winter Park Homes For Sale September 30, 2020
13
Listed
126
Avg. DOM
$566.72
Avg. $ / Sq.Ft.
$1,450,000
Med. List Price
13 Properties
Page 1 of 2
Open 10/3
225 E Canton Ave #225 Winter Park, FL 32789
$450,000
Subdivision: Village Winterset Inc
2
Beds
2
Baths
1,057
Sq.Ft.
1971
Year Built
6
Days on Site
O5894518
MLS
Come find your new home - a truly rare find in the highly-regarded Village of Winterset! Right in the heart of Winter Park and JUST ONE BLOCK AWAY FROM PARK AVE. These units rarely come onto the...
$799,000
Subdivision: Douglas Grand/Winter Park Residential Condominium
3
Beds
3F11/2
Baths
2,734
Sq.Ft.
2009
Year Built
12
Days on Site
O5893588
MLS
Opportunity at The Douglas Grand! Enjoy a carefree, urban lifestyle in beautiful downtown Winter Park - just one block from chic Park Avenue with its lovely boutique shoppes, bistros, sidewalk cafes...
$1,750,000
Subdivision: 147 Interlachen Place
3
Beds
3F11/2
Baths
3,272
Sq.Ft.
1990
Year Built
58
Days on Site
O5882425
MLS
One or more photo(s) has been virtually staged. Just completed in downtown Winter Park's distinctive Interlachen Place, this third-floor condo was entirely reconfigured by a renowned local builder to...
$785,000
Subdivision: Winter Park Town Of
2
Beds
1
Baths
988
Sq.Ft.
1970
Year Built
60
Days on Site
O5881936
MLS
Heart of Winter Park! 2 Lots! Build on 14,867 sq ft of land (.34 acres, 2 lots) - - One Block to toney Park Avenue - - with upscale restaurants and shopping! Two single-family adjacent lots in this...
$1,625,000
Subdivision: Landmark Winter Park
2
Beds
3
Baths
2,450
Sq.Ft.
2007
Year Built
69
Days on Site
O5880298
MLS
Luxury living in the Landmark Building - Winter Park s premiere address for privacy and proximity to all Park Ave has to offer. Just steps from charming caf s, boutiques and Central Park (location of...
$2,250,000
Subdivision: Winter Park
3
Beds
3F11/2
Baths
5,583
Sq.Ft.
2001
Year Built
80
Days on Site
O5876945
MLS
Unique and one-of-a-kind are often overused. This home s elegant, understated fa ade has a distinctive stainless steel entry door which upon opening, reveals exactly that - a wondrous interior...
$3,395,000
Subdivision: South Interlachen Place
3
Beds
3F21/2
Baths
4,160
Sq.Ft.
2020
Year Built
128
Days on Site
O5863273
MLS
South Interlachen Place offers private, separate, luxurious townhome living in downtown
Winter Park. The newly constructed residences are built to a standard rarely seen, even in Winter
Park....
$2,385,000
Subdivision: South Interlachen Place
2
Beds
3F21/2
Baths
3,244
Sq.Ft.
2020
Year Built
128
Days on Site
O5863271
MLS
South Interlachen Place offers private, separate, luxurious townhome living in downtown
Winter Park. The newly constructed residences are built to a standard rarely seen, even in Winter
Park....
$369,900
Subdivision: Park West Condo
2
Beds
2
Baths
1,340
Sq.Ft.
1981
Year Built
134
Days on Site
O5865391
MLS
Welcome home to Park West Condominiums, and the brick streets of beautiful, historic Winter Park, Florida. As one of the nations elite residential communities and destinations, this 2 bedroom 2...
Open 10/4
135 W Swoope Ave Winter Park, FL 32789
$1,450,000
Subdivision: Stovins Sub
3
Beds
3
Baths
2,457
Sq.Ft.
1998
Year Built
153
Days on Site
O5835530
MLS
HUGE PRICE REDUCTION!! This exquisite property is worthy of your attention! If you are thinking of downsizing or just want a more carefree lifestyle, consider this elegant town home. This is city...
$789,000
Subdivision: Lyman Ave Villas 1
3
Beds
3
Baths
1,999
Sq.Ft.
2014
Year Built
204
Days on Site
O5850401
MLS
INCREDIBLE LOCATION! CLOSE TO EVERYTHING! MODERN, BEAUTIFUL Villa in downtown Winter Park that is elegantly appointed throughout! 1 1/2 blocks from all that Park Avenue and Hannibal Square have to...
$3,465,000
Subdivision: Park Hill
3
Beds
3F21/2
Baths
4,244
Sq.Ft.
2018
Year Built
219
Days on Site
V4912283
MLS
WINTER PARK: EXCLUSIVE LEGACY TOWNHOUSE | DOWNTOWN PARK AVENUE | A STROLL TO RESTAURANTS AND SHOPS | HIGH END FINISHES: Built in 2019 by Hill Gray Steven LLC, this stunning property sets the bar for...