View 650 DOUGLAS AVENUE Winter Park, FL MLS# O6414807
$550,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

650 DOUGLAS AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 413 W MORSE BOULEVARD Winter Park, FL MLS# O6412134
  • Recently Listed with Virtual Tour
1 of 28
$2,695,000
3

Beds

3.1

Baths

3,048

Sq.Ft.

413 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 300 CAROLINA AVENUE 301 Winter Park, FL MLS# O6413279
  • Recently Listed with Virtual Tour
1 of 32
$739,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

300 CAROLINA AVENUE 301

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 641 W LYMAN AVENUE Winter Park, FL MLS# O6408078
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Saturday 6/13 11:00 AM - 2:00 PM
$509,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

641 W LYMAN AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 649 N PARK AVENUE Winter Park, FL MLS# O6411141
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
$3,500,000
3

Beds

3.2

Baths

3,180

Sq.Ft.

649 N PARK AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 723 SYMONDS AVENUE Winter Park, FL MLS# O6406823
  • Recently Listed with Virtual Tour
1 of 50
$2,000,000
4

Beds

4.0

Baths

3,065

Sq.Ft.

723 SYMONDS AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 300 CAROLINA AVENUE 402C Winter Park, FL MLS# O6410016
$750,000
3

Beds

2.0

Baths

1,350

Sq.Ft.

300 CAROLINA AVENUE 402C

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 643 N PARK AVENUE Winter Park, FL MLS# O6403591
  • Virtual Tour
1 of 82
$4,295,000
3

Beds

3.2

Baths

4,231

Sq.Ft.

643 N PARK AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 266 W LYMAN AVENUE Winter Park, FL MLS# O6406526
$1,375,000
3

Beds

3.0

Baths

2,000

Sq.Ft.

266 W LYMAN AVENUE

Winter Park, FL

Courtesy of MAROON REALTY GROUP LLC
View 721 DUNBAR STREET Winter Park, FL MLS# O6405338
  • Virtual Tour
1 of 36
$399,999
2

Beds

2.0

Baths

1,018

Sq.Ft.

721 DUNBAR STREET

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 726/720 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6402984
$1,185,999
6

Beds

4.0

Baths

2,282

Sq.Ft.

726/720 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 541 W CANTON AVENUE Winter Park, FL MLS# O6389829
  • New Construction with Virtual Tour
1 of 51
$2,800,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6375719
  • Virtual Tour
1 of 20
$695,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

432 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY

About Downtown Winter Park

Listings in Downtown Winter Park, Winter Park, FL

13

Estimated median home price

$1,185,999
Downtown Winter Park, Winter Park Real Estate

Search Downtown Winter Park, Florida Real Estate Listings & New Homes for Sale in Downtown Winter Park, FL. Find Downtown Winter Park Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Downtown Winter Park, Winter Park, FL

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 1
$400K - 500K 0
$500K - 600K 2
$600K - 700K 1
$700K - 800K 2
$800K - 900K 0
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Downtown Winter Park, Winter Park, FL

Property Type Count
Single Family 5
Townhouse 5
Condo 2
Commercial 0
Rental 3
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 6/9/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/12/2026.