75 total properties
Did you mean the neighborhood Winter Park?
View 7606 WAUNATTA COURT Winter Park, FL MLS# O6439510
  • Recently Listed with Virtual Tour
1 of 29
$3,250
4

Beds

2.0

Baths

2,228

Sq.Ft.

7606 WAUNATTA COURT

Winter Park, FL

View 101 S LAKEMONT AVENUE Winter Park, FL MLS# O6439257
  • Recently Listed with Virtual Tour
1 of 17
$2,899
3

Beds

2.0

Baths

1,641

Sq.Ft.

101 S LAKEMONT AVENUE

Winter Park, FL

View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6438878
  • Recently Listed with Virtual Tour
1 of 10
$1,700
2

Beds

1.1

Baths

990

Sq.Ft.

7336 FOREST HILL COURT 240

Winter Park, FL

Courtesy of REALIZE INTERNATIONAL REALTY L
The time to sell is now! THE TIME TO SELL IS NOW!
View 3651 N GOLDENROD ROAD A103 Winter Park, FL MLS# O6439090
  • Recently Listed with Virtual Tour
1 of 18
$1,600
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD A103

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 7309 DANIEL WEBSTER DRIVE O4 Winter Park, FL MLS# O6438811
  • Recently Listed with Virtual Tour
1 of 12
$1,150
1

Beds

1.0

Baths

590

Sq.Ft.

7309 DANIEL WEBSTER DRIVE O4

Winter Park, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 1620 PALM AVENUE Winter Park, FL MLS# O6436831
  • Recently Listed with Virtual Tour
1 of 59
$10,000
6

Beds

4.1

Baths

3,806

Sq.Ft.

1620 PALM AVENUE

Winter Park, FL

View 2918 ANTIQUE OAKS CIRCLE 25 Winter Park, FL MLS# O6438168
  • Recently Listed with Virtual Tour
1 of 21
$1,595
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 25

Winter Park, FL

View 1939 GUNN ROAD Winter Park, FL MLS# O6437716
  • Recently Listed with Virtual Tour
1 of 28
$3,400
3

Beds

2.0

Baths

1,438

Sq.Ft.

1939 GUNN ROAD

Winter Park, FL

View 652 SAINT JOHNS COURT 652 Winter Park, FL MLS# O6437920
  • Recently Listed with Virtual Tour
1 of 19
$1,750
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JOHNS COURT 652

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 7338 SWALLOW RUN 7338 Winter Park, FL MLS# TB8543318
  • Recently Listed
1 of 11
$1,600
2

Beds

2.0

Baths

774

Sq.Ft.

7338 SWALLOW RUN 7338

Winter Park, FL

View 937 ARAGON AVE Winter Park, FL MLS# O6436654
  • Recently Listed with Virtual Tour
1 of 23
$1,995
2

Beds

1.1

Baths

988

Sq.Ft.

937 ARAGON AVE

Winter Park, FL

View 450 W CANTON AVENUE Winter Park, FL MLS# O6434931
  • Recently Listed with Virtual Tour
1 of 38
$3,200
3

Beds

2.0

Baths

1,782

Sq.Ft.

450 W CANTON AVENUE

Winter Park, FL

View 7033 EASTER STREET Winter Park, FL MLS# O6428828
  • Recently Listed with Virtual Tour
1 of 42
$2,950
4

Beds

3.0

Baths

2,151

Sq.Ft.

7033 EASTER STREET

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1000 S SEMORAN BOULEVARD 305 Winter Park, FL MLS# O6435992
  • Recently Listed with Virtual Tour
1 of 19
$1,195
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 305

Winter Park, FL

View 1741 MIZELL AVENUE Winter Park, FL MLS# O6435821
  • Recently Listed with Virtual Tour
1 of 37
$4,200
3

Beds

2.0

Baths

2,015

Sq.Ft.

1741 MIZELL AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 436 W SWOOPE AVENUE Winter Park, FL MLS# O6435450
  • Recently Listed with Virtual Tour
1 of 60
$4,300
4

Beds

3.1

Baths

2,602

Sq.Ft.

436 W SWOOPE AVENUE

Winter Park, FL

View Address not provided Winter Park, FL MLS# O6435262
  • Recently Listed
1 of 2
$2,500
Studio

Beds

0.0

Baths

Address not provided

Winter Park, FL

View 1720 MILLER AVENUE Winter Park, FL MLS# O6435312
  • Recently Listed with Virtual Tour
1 of 20
$1,775
2

Beds

1.0

Baths

800

Sq.Ft.

1720 MILLER AVENUE

Winter Park, FL

View 1500 GAY ROAD 25B Winter Park, FL MLS# O6434320
  • Recently Listed with Virtual Tour
1 of 22
$1,900
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 25B

Winter Park, FL

View 1695 LEE ROAD E215 Winter Park, FL MLS# O6434749
  • Recently Listed with Virtual Tour
1 of 82
$1,850
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

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

355

Estimated median home price

$725,000
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 3
$100K - 200K 38
$200K - 300K 22
$300K - 400K 15
$400K - 500K 36
$500K - 600K 26
$600K - 700K 35
$700K - 800K 11
$800K - 900K 10
$900K - 1M 10
$1M - Max 149

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 216
Townhouse 21
Condo 76
Commercial 9
Rental 77
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 9/6/2026)

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 9/7/2026.