130 total properties
Did you mean the neighborhood Winter Park?
View 2818 AMBERGATE ROAD Winter Park, FL MLS# O6444112
  • Recently Listed
1 of 30
$429,900
3

Beds

2.0

Baths

1,398

Sq.Ft.

2818 AMBERGATE ROAD

Winter Park, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1660 ORANGE AVENUE Winter Park, FL MLS# L4965340
  • Recently Listed
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 192 BALFOUR DRIVE 2 Winter Park, FL MLS# O6443731
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Sunday 9/27 1:00 PM - 4:00 PM
$319,000
2

Beds

2.0

Baths

1,287

Sq.Ft.

192 BALFOUR DRIVE 2

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2711 ALOMA AVENUE Winter Park, FL MLS# O6444339
  • Recently Listed with Virtual Tour
1 of 47
$424,900
3

Beds

2.0

Baths

1,175

Sq.Ft.

2711 ALOMA AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 624 FITZWALTER DRIVE Winter Park, FL MLS# O6443363
  • Recently Listed
1 of 32
$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
  • Recently Listed with Virtual Tour
1 of 31
$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
  • Recently Listed with Virtual Tour
1 of 24
$134,900
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

View 720 KILLARNEY BAY COURT 7-6 Winter Park, FL MLS# O6442721
$389,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

720 KILLARNEY BAY COURT 7-6

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3334 YOUNG STREET Winter Park, FL MLS# O6442952
  • Recently Listed with Virtual Tour
1 of 22
$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
  • Recently Listed with Virtual Tour
1 of 12
$449,900
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
  • Recently Listed with Virtual Tour
1 of 20
$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
  • Recently Listed with Virtual Tour
1 of 20
$450,000
Studio

Beds

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
  • Virtual Tour
1 of 30
$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
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Sunday 9/27 11:00 AM - 2:00 PM
$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
  • Recently Listed
1 of 28
$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
  • Recently Listed with Virtual Tour
1 of 35
$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
  • Recently Listed with Virtual Tour
1 of 18
$165,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C109

Winter Park, FL

View 2626 AMBERGATE ROAD Winter Park, FL MLS# O6439689
  • Recently Listed with Virtual Tour
1 of 20
$380,000
3

Beds

1.0

Baths

1,143

Sq.Ft.

2626 AMBERGATE ROAD

Winter Park, FL

View 1250 S DENNING DRIVE 127 Winter Park, FL MLS# O6439854
  • Recently Listed with Virtual Tour
1 of 28
$245,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 127

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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

392

Estimated median home price

$804,500
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

Price Count
$0 - 100K 3
$100K - 200K 39
$200K - 300K 20
$300K - 400K 20
$400K - 500K 33
$500K - 600K 27
$600K - 700K 39
$700K - 800K 15
$800K - 900K 11
$900K - 1M 19
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 241
Townhouse 21
Condo 81
Commercial 11
Rental 88
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 7
Mobile Home 0
Farms 0

(Data as of 9/24/2026)

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 9/25/2026.