73 total properties
Did you mean the neighborhood Winter Park?
View 1136 S PENNSYLVANIA AVENUE Winter Park, FL MLS# O6430077
$6,300
3

Beds

3.0

Baths

2,434

Sq.Ft.

1136 S PENNSYLVANIA AVENUE

Winter Park, FL

View 1409 MICHIGAN AVENUE Winter Park, FL MLS# O6430070
  • Recently Listed
1 of 18
$3,150
3

Beds

2.1

Baths

1,803

Sq.Ft.

1409 MICHIGAN AVENUE

Winter Park, FL

View 1815 BARKER DRIVE Winter Park, FL MLS# O6429070
  • Recently Listed with Virtual Tour
1 of 88
$4,000
4

Beds

2.0

Baths

1,548

Sq.Ft.

1815 BARKER DRIVE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Winter Park, FL MLS# O6429868
  • Recently Listed
1 of 40
$3,950
4

Beds

2.0

Baths

1,660

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of EXP REALTY LLC
View 835 W CANTON AVENUE Winter Park, FL MLS# O6429943
  • Recently Listed with Virtual Tour
1 of 32
$6,450
3

Beds

3.1

Baths

2,415

Sq.Ft.

835 W CANTON AVENUE

Winter Park, FL

View 912 CARVELL DRIVE Winter Park, FL MLS# O6429936
  • Recently Listed with Virtual Tour
1 of 22
$2,800
3

Beds

2.0

Baths

1,614

Sq.Ft.

912 CARVELL DRIVE

Winter Park, FL

Courtesy of INTOP REALTY LLC
View 612 TRINIDAD COURT 612 Winter Park, FL MLS# O6429437
$1,750
2

Beds

2.0

Baths

1,037

Sq.Ft.

612 TRINIDAD COURT 612

Winter Park, FL

View 7514 LAUREL SPRINGS DRIVE Winter Park, FL MLS# O6429608
  • Recently Listed with Virtual Tour
1 of 37
$2,600
4

Beds

2.0

Baths

1,677

Sq.Ft.

7514 LAUREL SPRINGS DRIVE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1434 MINNESOTA AVENUE Winter Park, FL MLS# O6429250
  • Recently Listed with Virtual Tour
1 of 11
$1,495
2

Beds

1.0

Baths

1,000

Sq.Ft.

1434 MINNESOTA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1368 HIBISCUS AVENUE Winter Park, FL MLS# O6429182
  • Recently Listed with Virtual Tour
1 of 46
$7,500
4

Beds

2.1

Baths

2,394

Sq.Ft.

1368 HIBISCUS AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3035 GEORGE MASON AVENUE D20 Winter Park, FL MLS# S5154582
  • Recently Listed with Virtual Tour
1 of 22
$1,250
1

Beds

1.0

Baths

549

Sq.Ft.

3035 GEORGE MASON AVENUE D20

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1442 PALM AVENUE Winter Park, FL MLS# O6421394
  • Recently Listed with Virtual Tour
1 of 33
$9,900
5

Beds

6.0

Baths

2,735

Sq.Ft.

1442 PALM AVENUE

Winter Park, FL

View 2401 ALBERT LEE PARKWAY Winter Park, FL MLS# O6428494
$3,150
3

Beds

2.0

Baths

1,450

Sq.Ft.

2401 ALBERT LEE PARKWAY

Winter Park, FL

View 2234 HOWARD DRIVE Winter Park, FL MLS# O6427633
  • Recently Listed with Virtual Tour
1 of 25
$8,295
4

Beds

5.1

Baths

3,295

Sq.Ft.

2234 HOWARD DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1501 W FAIRBANKS AVENUE Winter Park, FL MLS# O6419718
  • Recently Listed with Virtual Tour
1 of 8
$72,000
1,649

Sq.Ft.

1501 W FAIRBANKS AVENUE

Winter Park, FL

View 648 FITZWALTER DRIVE Winter Park, FL MLS# O6421916
  • Recently Listed with Virtual Tour
1 of 27
$4,400
3

Beds

2.0

Baths

1,554

Sq.Ft.

648 FITZWALTER DRIVE

Winter Park, FL

View 700 MELROSE AVENUE A5 Winter Park, FL MLS# O6428424
  • Recently Listed with Virtual Tour
1 of 21
$2,350
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE A5

Winter Park, FL

View 1261 RICHMOND ROAD Winter Park, FL MLS# O6419129
  • Recently Listed with Virtual Tour
1 of 16
$2,099
2

Beds

1.0

Baths

954

Sq.Ft.

1261 RICHMOND ROAD

Winter Park, FL

View 1627 ORANGE AVENUE Winter Park, FL MLS# O6424429
  • Recently Listed with Virtual Tour
1 of 36
$2,750
3

Beds

2.0

Baths

1,302

Sq.Ft.

1627 ORANGE AVENUE

Winter Park, FL

View 640 N PARK AVENUE 4 Winter Park, FL MLS# O6425848
$2,200
1

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 4

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

354

Estimated median home price

$732,000
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 - 100K7
$100K - 200K40
$200K - 300K22
$300K - 400K15
$400K - 500K33
$500K - 600K25
$600K - 700K31
$700K - 800K15
$800K - 900K12
$900K - 1M10
$1M - Max144

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family214
Townhouse21
Condo79
Commercial10
Rental73
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 8/2/2026)

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 8/2/2026.