56 total properties
Did you mean the neighborhood Winter Park?
View 2652 ABBEY ROAD Winter Park, FL MLS# O6419026
  • Recently Listed with Virtual Tour
1 of 44
$625,000
5

Beds

2.0

Baths

1,938

Sq.Ft.

2652 ABBEY ROAD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 332 FLEET ROAD Winter Park, FL MLS# O6414829
  • Recently Listed with Virtual Tour
1 of 35
$595,000
4

Beds

2.0

Baths

2,355

Sq.Ft.

332 FLEET ROAD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 410 SAINT DUNSTAN WAY Winter Park, FL MLS# O6416796
$500,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

410 SAINT DUNSTAN WAY

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 2715 PRINCE JOHN ROAD Winter Park, FL MLS# O6415084
  • Recently Listed with Virtual Tour
1 of 29
$504,900
3

Beds

2.0

Baths

1,565

Sq.Ft.

2715 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of VIA PROPERTIES LLC
View 2974 CHANTILLY AVENUE Winter Park, FL MLS# O6412851
  • Recently Listed with Virtual Tour
1 of 26
$499,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2974 CHANTILLY AVENUE

Winter Park, FL

View 528 SAINT DUNSTAN WAY Winter Park, FL MLS# O6414677
  • Recently Listed with Virtual Tour
1 of 35
$535,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

528 SAINT DUNSTAN WAY

Winter Park, FL

View 685 OVERSPIN DRIVE Winter Park, FL MLS# O6415537
  • Recently Listed
1 of 26
$629,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

685 OVERSPIN DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6412954
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 6/27 1:00 PM - 4:00 PM
$560,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 641 W LYMAN AVENUE Winter Park, FL MLS# O6408078
$509,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

641 W LYMAN AVENUE

Winter Park, FL

View 1944 NATALEN ROAD Winter Park, FL MLS# O6405802
$519,000
3

Beds

2.0

Baths

1,380

Sq.Ft.

1944 NATALEN ROAD

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 508 DUNRAVEN DRIVE Winter Park, FL MLS# O6412363
$595,000
3

Beds

2.0

Baths

1,370

Sq.Ft.

508 DUNRAVEN DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 2803 BANCHORY ROAD Winter Park, FL MLS# O6404011
$495,000
4

Beds

2.0

Baths

1,596

Sq.Ft.

2803 BANCHORY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1946 STRATHAVEN ROAD Winter Park, FL MLS# O6411329
$650,000
4

Beds

2.0

Baths

2,102

Sq.Ft.

1946 STRATHAVEN ROAD

Winter Park, FL

View 1871 BRYAN AVENUE Winter Park, FL MLS# O6410779
$499,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

1871 BRYAN AVENUE

Winter Park, FL

View 1821 KILLARNEY DRIVE Winter Park, FL MLS# O6410660
$599,999
Studio

Beds

0.0

Baths

1821 KILLARNEY DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 333 CORNWALL ROAD Winter Park, FL MLS# O6409379
$579,000
4

Beds

2.0

Baths

1,660

Sq.Ft.

333 CORNWALL ROAD

Winter Park, FL

View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6409849
$650,000
3

Beds

2.0

Baths

1,467

Sq.Ft.

1009 LAKE BELL DRIVE

Winter Park, FL

View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6410167
$650,000
Studio

Beds

0.0

Baths

1009 LAKE BELL DRIVE

Winter Park, FL

View 2718 SANDWELL DRIVE Winter Park, FL MLS# O6410283
$525,000
3

Beds

2.0

Baths

1,597

Sq.Ft.

2718 SANDWELL DRIVE

Winter Park, FL

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

400

Estimated median home price

$834,500
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

PriceCount
$0 - 100K2
$100K - 200K41
$200K - 300K24
$300K - 400K22
$400K - 500K29
$500K - 600K31
$600K - 700K30
$700K - 800K20
$800K - 900K15
$900K - 1M10
$1M - Max176

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family264
Townhouse17
Condo84
Commercial7
Rental74
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/23/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/23/2026.