71 total properties
Did you mean the neighborhood Winter Park?
View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5153133
$1,150
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 715

Winter Park, FL

Courtesy of LPT REALTY, LLC
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 2500 LEE ROAD 244 Winter Park, FL MLS# O6344785
$1,350
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 244

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7302 SWALLOW RUN 7302 Winter Park, FL MLS# O6417858
$1,445
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 3651 N GOLDENROD ROAD 110 Winter Park, FL MLS# O6377754
$1,450
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD 110

Winter Park, FL

Courtesy of RIGHTHOUSE REALTY 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 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6402679
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

View 1695 LEE ROAD B204 Winter Park, FL MLS# O6418108
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B204

Winter Park, FL

View Address not provided Winter Park, FL MLS# O6421564
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 1941 LANIER COURT Winter Park, FL MLS# O6404537
$1,595
2

Beds

1.0

Baths

865

Sq.Ft.

1941 LANIER COURT

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 1695 LEE ROAD C103 Winter Park, FL MLS# O6425155
  • Recently Listed with Virtual Tour
1 of 14
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C103

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 3045 AARON BURR AVENUE 12D Winter Park, FL MLS# S5150999
$1,650
2

Beds

2.0

Baths

1,062

Sq.Ft.

3045 AARON BURR AVENUE 12D

Winter Park, FL

View 1695 LEE ROAD A101 Winter Park, FL MLS# O6419704
$1,650
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD A101

Winter Park, FL

View 4812 TANGERINE AVENUE 4812 Winter Park, FL MLS# O6420610
$1,700
2

Beds

2.0

Baths

1,058

Sq.Ft.

4812 TANGERINE AVENUE 4812

Winter Park, FL

View 3374 CEDAR SPRINGS PLACE 155 Winter Park, FL MLS# O6424930
$1,750
2

Beds

2.1

Baths

1,031

Sq.Ft.

3374 CEDAR SPRINGS PLACE 155

Winter Park, FL

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 652 SAINT JHONS 652 Winter Park, FL MLS# TB8514256
$1,800
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JHONS 652

Winter Park, FL

View 419 WARRENTON ROAD 419 Winter Park, FL MLS# O6430293
  • Recently Listed with Virtual Tour
1 of 15
$1,850
2

Beds

2.0

Baths

1,043

Sq.Ft.

419 WARRENTON ROAD 419

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 3220 OAK LAWN PLACE PLACE 210 Winter Park, FL MLS# S5150258
$1,900
3

Beds

2.1

Baths

1,151

Sq.Ft.

3220 OAK LAWN PLACE PLACE 210

Winter Park, FL

View Address not provided Winter Park, FL MLS# O6423856
$1,997
1

Beds

1.0

Baths

650

Sq.Ft.

Address not provided

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

359

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

PriceCount
$0 - 100K7
$100K - 200K41
$200K - 300K23
$300K - 400K15
$400K - 500K34
$500K - 600K25
$600K - 700K32
$700K - 800K15
$800K - 900K12
$900K - 1M10
$1M - Max145

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family217
Townhouse21
Condo80
Commercial10
Rental74
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 8/4/2026)

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 8/5/2026.