34 total properties
Did you mean the neighborhood Winter Park?
View 1250 S DENNING #122 STREET 00122 Winter Park, FL MLS# G5103457
$179,900
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING #122 STREET 00122

Winter Park, FL

Courtesy of EDEN CREST REALTY, LLC
View 200 SAINT ANDREWS BOULEVARD 1905 Winter Park, FL MLS# O6360351
$179,900
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 1905

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
  • Virtual Tour
1 of 37
$179,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6340137
$179,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$177,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 3651 N GOLDENROD ROAD E205 Winter Park, FL MLS# O6323065
$174,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E205

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3651 N GOLDENROD ROAD E102 Winter Park, FL MLS# O6362614
$168,150
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E102

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3651 N GOLDENROD ROAD C205 Winter Park, FL MLS# O6366866
  • Recently Listed with Virtual Tour
1 of 11
$164,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C205

Winter Park, FL

Courtesy of CFRP REALTY LLC
View 1695 LEE ROAD E215 Winter Park, FL MLS# S5125345
$160,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of LA ROSA REALTY CENTRAL FLORIDA
View 4876 TANGERINE AVENUE 4876 Winter Park, FL MLS# G5105277
$160,000
1

Beds

1.0

Baths

763

Sq.Ft.

4876 TANGERINE AVENUE 4876

Winter Park, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$158,500
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1695 LEE ROAD D113 Winter Park, FL MLS# O6341439
$158,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D113

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$157,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 1695 LEE ROAD D116 Winter Park, FL MLS# S5130337
$155,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD D116

Winter Park, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6342254
$150,000
1

Beds

1.0

Baths

749

Sq.Ft.

2948 ANTIQUE OAKS CIRCLE 94

Winter Park, FL

Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
View 2500 LEE ROAD 243 Winter Park, FL MLS# O6315656
$145,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 243

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5138926
$145,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 3053 GEORGE MASON AVENUE 8 Winter Park, FL MLS# O6256375
$139,900
2

Beds

2.0

Baths

1,030

Sq.Ft.

3053 GEORGE MASON AVENUE 8

Winter Park, FL

Courtesy of GRAVES REALTY
View 7326 SWALLOW RUN 7326 Winter Park, FL MLS# O6337449
$136,000
2

Beds

2.0

Baths

800

Sq.Ft.

7326 SWALLOW RUN 7326

Winter Park, FL

Courtesy of CREATIVE HOMES OF ORLANDO
View 3011 GEORGE MASON AVENUE 3 Winter Park, FL MLS# G5093322
$135,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

3011 GEORGE MASON AVENUE 3

Winter Park, FL

Courtesy of WHEATLEY REALTY GROUP

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

301

Estimated median home price

$639,000
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 - 100K6
$100K - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family176
Townhouse19
Condo77
Commercial5
Rental108
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 12/28/2025)

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

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 12/29/2025.