70 total properties
Did you mean the neighborhood Winter Park?
View Address not provided Winter Park, FL MLS# O6419312
  • Recently Listed with Virtual Tour
1 of 56
$7,500
4

Beds

4.0

Baths

3,046

Sq.Ft.

Address not provided

Winter Park, FL

View 301 S CAPEN AVE Winter Park, FL MLS# O6416050
  • Recently Listed with Virtual Tour
1 of 26
$2,500
3

Beds

2.0

Baths

1,158

Sq.Ft.

301 S CAPEN AVE

Winter Park, FL

View 887 EASTBROOK BOULEVARD Winter Park, FL MLS# O6420055
  • Recently Listed with Virtual Tour
1 of 21
$2,650
4

Beds

2.0

Baths

1,701

Sq.Ft.

887 EASTBROOK BOULEVARD

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1791 SPRUCE AVENUE Winter Park, FL MLS# O6420234
  • Recently Listed with Virtual Tour
1 of 30
$4,900
3

Beds

2.0

Baths

1,776

Sq.Ft.

1791 SPRUCE AVENUE

Winter Park, FL

View 7522 LAUREL SPRINGS DRIVE Winter Park, FL MLS# O6419181
  • Recently Listed with Virtual Tour
1 of 30
$2,200
3

Beds

2.0

Baths

1,106

Sq.Ft.

7522 LAUREL SPRINGS DRIVE

Winter Park, FL

View 7425 DANIEL WEBSTER DRIVE B11 Winter Park, FL MLS# O6415308
  • Recently Listed with Virtual Tour
1 of 9
$1,295
1

Beds

1.0

Baths

809

Sq.Ft.

7425 DANIEL WEBSTER DRIVE B11

Winter Park, FL

View 2234 HOWARD DRIVE Winter Park, FL MLS# O6419042
  • Recently Listed
1 of 24
$8,295
4

Beds

5.1

Baths

3,295

Sq.Ft.

2234 HOWARD DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 4796 TANGERINE AVENUE 4796 Winter Park, FL MLS# O6415325
$1,600
2

Beds

2.0

Baths

1,058

Sq.Ft.

4796 TANGERINE AVENUE 4796

Winter Park, FL

View 1540 ONECO AVENUE Winter Park, FL MLS# O6413008
  • Recently Listed with Virtual Tour
1 of 12
$2,500
3

Beds

2.0

Baths

1,441

Sq.Ft.

1540 ONECO AVENUE

Winter Park, FL

Courtesy of WATSON REALTY CORP
View 501 W CANTON AVENUE Winter Park, FL MLS# O6418569
$6,500
3

Beds

2.1

Baths

2,372

Sq.Ft.

501 W CANTON AVENUE

Winter Park, FL

View 1695 LEE ROAD B204 Winter Park, FL MLS# O6418108
  • Recently Listed with Virtual Tour
1 of 21
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B204

Winter Park, FL

View 330 W MORSE BLVD 104 Winter Park, FL MLS# O6416951
  • Recently Listed with Virtual Tour
1 of 21
$93,080
1,790

Sq.Ft.

330 W MORSE BLVD 104

Winter Park, FL

View 7302 SWALLOW RUN 7302 Winter Park, FL MLS# O6417858
$1,495
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 1440 MICHIGAN AVENUE Winter Park, FL MLS# O6417917
  • Recently Listed with Virtual Tour
1 of 23
$2,450
2

Beds

2.0

Baths

1,137

Sq.Ft.

1440 MICHIGAN AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3651 N GOLDENROD ROAD B207 Winter Park, FL MLS# O6417268
  • Recently Listed with Virtual Tour
1 of 18
$1,295
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD B207

Winter Park, FL

View 1603 Alabama Dr 0 Winter Park, FL MLS# A12038415
  • Recently Listed with Virtual Tour
1 of 16
$2,400
2

Beds

2.0

Baths

1603 Alabama Dr 0

Winter Park, FL

Courtesy of MARIA OTTINGER R.E BROKER
View 1000 S SEMORAN BOULEVARD 103 Winter Park, FL MLS# S5151826
  • Recently Listed with Virtual Tour
1 of 25
$1,750
3

Beds

2.0

Baths

1,281

Sq.Ft.

1000 S SEMORAN BOULEVARD 103

Winter Park, FL

Courtesy of TRANSCEND REALTY
View 350 CAROLINA AVENUE 407 Winter Park, FL MLS# O6415216
$2,895
2

Beds

2.0

Baths

1,529

Sq.Ft.

350 CAROLINA AVENUE 407

Winter Park, FL

View 151 N ORLANDO AVENUE 238 Winter Park, FL MLS# O6415735
  • Recently Listed with Virtual Tour
1 of 30
$2,750
2

Beds

1.0

Baths

768

Sq.Ft.

151 N ORLANDO AVENUE 238

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 418 R GILBERT ROAD Winter Park, FL MLS# O6415814
  • Recently Listed
1 of 26
$4,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 R GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING

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

404

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 - 100K3
$100K - 200K45
$200K - 300K26
$300K - 400K20
$400K - 500K30
$500K - 600K33
$600K - 700K34
$700K - 800K19
$800K - 900K14
$900K - 1M9
$1M - Max171

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family259
Townhouse18
Condo90
Commercial7
Rental72
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/27/2026)

Information deemed reliable but not guaranteed.

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

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 6/27/2026.