45 total properties
Did you mean the neighborhood Winter Park?
View 2306 LEE ROAD Winter Park, FL MLS# O6353126
  • Virtual Tour
1 of 68
$715,000
2,256

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of BUCKEYE REALTY LLC
View 1267 MICHIGAN AVENUE Winter Park, FL MLS# O6355014
  • Virtual Tour
1 of 31
$635,000
3

Beds

2.1

Baths

1,798

Sq.Ft.

1267 MICHIGAN AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
$640,000
5

Beds

3.0

Baths

2,312

Sq.Ft.

2920 ABBEY COURT

Winter Park, FL

Courtesy of ORLANDO INTERNATIONAL RELOCATION REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
  • Virtual Tour
1 of 33
$650,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 785 MCINTYRE AVENUE 785 Winter Park, FL MLS# O6352513
$625,000
3

Beds

2.1

Baths

2,015

Sq.Ft.

785 MCINTYRE AVENUE 785

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 265 E CANTON AVENUE GE Winter Park, FL MLS# O6352115
$605,000
2

Beds

2.0

Baths

1,057

Sq.Ft.

265 E CANTON AVENUE GE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2002 KAROLINA AVENUE Winter Park, FL MLS# O6327155
$750,000
Studio

Beds

0.0

Baths

2002 KAROLINA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1760 BRYAN AVENUE Winter Park, FL MLS# O6348488
  • Virtual Tour
1 of 8
$800,000
Studio

Beds

0.0

Baths

1760 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1278 S PENNSYLVANIA AVENUE 13 Winter Park, FL MLS# O6330567
$769,000
3

Beds

2.1

Baths

1,957

Sq.Ft.

1278 S PENNSYLVANIA AVENUE 13

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6342500
$649,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 1275 MICHIGAN AVENUE Winter Park, FL MLS# O6342391
  • Virtual Tour
1 of 26
$679,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

1275 MICHIGAN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1977 DUNDEE DRIVE Winter Park, FL MLS# O6341378
$695,500
1,656

Sq.Ft.

1977 DUNDEE DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 2955 LOLISSA LANE Winter Park, FL MLS# O6345484
  • Virtual Tour
1 of 58
$739,000
4

Beds

3.0

Baths

3,538

Sq.Ft.

2955 LOLISSA LANE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$598,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 595 HUNTINGTON AVENUE 4 Winter Park, FL MLS# O6329412
$649,000
3

Beds

2.1

Baths

1,951

Sq.Ft.

595 HUNTINGTON AVENUE 4

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 770 W WEBSTER AVENUE Winter Park, FL MLS# O6323574
  • Virtual Tour
1 of 34
$725,000
4

Beds

2.0

Baths

1,008

Sq.Ft.

770 W WEBSTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 770 W WEBSTER AVENUE REAR LOT Winter Park, FL MLS# O6323647
$725,000
Studio

Beds

0.0

Baths

770 W WEBSTER AVENUE REAR LOT

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1926 NATALEN ROAD Winter Park, FL MLS# O6317801
  • Virtual Tour
1 of 49
$649,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1399 ALOMA AVENUE Winter Park, FL MLS# O6304495
  • Virtual Tour
1 of 38
$665,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1399 ALOMA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 7839 UNIVERSITY GARDEN DRIVE Winter Park, FL MLS# O6301948
$702,000
Studio

Beds

0.0

Baths

7839 UNIVERSITY GARDEN DRIVE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

267

Estimated median home price

$679,000
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

Price Count
$0 - 100K 5
$100K - 200K 34
$200K - 300K 20
$300K - 400K 15
$400K - 500K 23
$500K - 600K 20
$600K - 700K 21
$700K - 800K 22
$800K - 900K 4
$900K - 1M 10
$1M - Max 93

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 155
Townhouse 18
Condo 66
Commercial 5
Rental 102
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

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 1/8/2026.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/8/2026.

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 1/8/2026.