130 total properties
Did you mean the neighborhood Winter Park?
View 1660 ORANGE AVENUE Winter Park, FL MLS# L4965340
  • Recently Listed with Virtual Tour
1 of 61
$479,900
3

Beds

2.0

Baths

1,614

Sq.Ft.

1660 ORANGE AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 450 N LAKEMONT AVE Winter Park, FL MLS# O6445021
  • Recently Listed with Virtual Tour
1 of 25
$200,000

450 N LAKEMONT AVE

Winter Park, FL

Courtesy of DOVER INTERNATIONAL CO., INC.
View 173 SCOTTSDALE SQUARE 173 Winter Park, FL MLS# S5158339
  • Recently Listed with Virtual Tour
1 of 13
$100,000
1

Beds

1.0

Baths

785

Sq.Ft.

173 SCOTTSDALE SQUARE 173

Winter Park, FL

Courtesy of AXEN REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 188 SANDLEWOOD 1 Winter Park, FL MLS# O6445407
  • Recently Listed with Virtual Tour
1 of 25
$290,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

188 SANDLEWOOD 1

Winter Park, FL

Courtesy of NOELKE REALTY
View 192 BALFOUR DRIVE 2 Winter Park, FL MLS# O6443731
  • Recently Listed with Virtual Tour
1 of 52
$319,000
2

Beds

2.0

Baths

1,287

Sq.Ft.

192 BALFOUR DRIVE 2

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8551269
  • Recently Listed with Virtual Tour
1 of 24
$140,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of INVESTMENT REALTY
View 624 FITZWALTER DRIVE Winter Park, FL MLS# O6443363
$549,000
3

Beds

2.0

Baths

1,335

Sq.Ft.

624 FITZWALTER DRIVE

Winter Park, FL

Courtesy of MARK SPAIN REAL ESTATE
View 602 TRINIDAD COURT 602 Winter Park, FL MLS# O6443577
$227,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

602 TRINIDAD COURT 602

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 1306 S PENNSYLVANIA AVENUE 5 Winter Park, FL MLS# O6443013
$359,000
2

Beds

1.0

Baths

830

Sq.Ft.

1306 S PENNSYLVANIA AVENUE 5

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 7302 SWALLOW RUN 7302 Winter Park, FL MLS# O6442345
$134,900
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

Courtesy of THE NAVY HOUSE
View 3334 YOUNG STREET Winter Park, FL MLS# O6442952
$474,900
3

Beds

2.0

Baths

1,706

Sq.Ft.

3334 YOUNG STREET

Winter Park, FL

Courtesy of EQUITYPRO LLC
View 3209 HEARTWOOD AVENUE Winter Park, FL MLS# O6442556
$439,900
4

Beds

2.0

Baths

1,627

Sq.Ft.

3209 HEARTWOOD AVENUE

Winter Park, FL

Courtesy of LEDGE REAL ESTATE SOLUTIONS LLC
View 7453 DANIEL WEBSTER DRIVE A5 Winter Park, FL MLS# O6442597
$150,000
2

Beds

2.0

Baths

1,063

Sq.Ft.

7453 DANIEL WEBSTER DRIVE A5

Winter Park, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 786 W CANTON AVENUE Winter Park, FL MLS# O6441522
$450,000
0.0

Baths

786 W CANTON AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3484 SEAGRAPE DRIVE Winter Park, FL MLS# GC543625
$299,900
4

Beds

2.0

Baths

1,227

Sq.Ft.

3484 SEAGRAPE DRIVE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 4870 SEMINOLE AVENUE Winter Park, FL MLS# O6441887
$380,000
3

Beds

2.0

Baths

1,277

Sq.Ft.

4870 SEMINOLE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7476 WOODBURN COURT 38 Winter Park, FL MLS# O6434437
$170,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7476 WOODBURN COURT 38

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1211 SCHULTZ AVENUE Winter Park, FL MLS# O6442460
$475,000
3

Beds

2.0

Baths

1,085

Sq.Ft.

1211 SCHULTZ AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3651 N GOLDENROD ROAD C109 Winter Park, FL MLS# O6439897
$165,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C109

Winter Park, FL

Courtesy of REAL ESTATE PROFESSIONALS SE
View 2626 AMBERGATE ROAD Winter Park, FL MLS# O6439689
$380,000
3

Beds

1.0

Baths

1,143

Sq.Ft.

2626 AMBERGATE ROAD

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC

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

373

Estimated median home price

$750,000
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

PriceCount
$0 - 100K2
$100K - 200K39
$200K - 300K25
$300K - 400K19
$400K - 500K32
$500K - 600K23
$600K - 700K36
$700K - 800K22
$800K - 900K11
$900K - 1M15
$1M - Max149

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family220
Townhouse21
Condo81
Commercial14
Rental91
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms0

(Data as of 10/9/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 10/12/2026.