67 total properties
Did you mean the neighborhood Winter Park?
View 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$299,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
$298,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

Winter Park, FL

Courtesy of CREEGAN GROUP
View 700 MELROSE AVENUE H4 Winter Park, FL MLS# O6409318
  • Adult Community with Virtual Tour
1 of 43
$290,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE H4

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$284,900
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-19

Winter Park, FL

Courtesy of TURN-KEY MOVES REALTY
View 311 E MORSE BOULEVARD 6-12 Winter Park, FL MLS# O6413554
$275,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 6-12

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3220 NETHERWOOD DRIVE Winter Park, FL MLS# O6374172
$269,000
2

Beds

2.0

Baths

1,036

Sq.Ft.

3220 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of THE FIRM RE
View 3580 WILDE AVENUE Winter Park, FL MLS# O6296776
$260,000
Studio

Beds

0.0

Baths

3580 WILDE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2500 LEE ROAD 104 Winter Park, FL MLS# TB8517242
  • Recently Listed with Virtual Tour
1 of 24
$259,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 104

Winter Park, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 1500 GAY ROAD 17D Winter Park, FL MLS# O6408516
$259,900
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 17D

Winter Park, FL

View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
$259,500
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
$258,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 20D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1500 GAY ROAD 3C Winter Park, FL MLS# O6417533
  • Recently Listed with Virtual Tour
1 of 26
$250,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 3C

Winter Park, FL

View 7470 CANFORD COURT 23 Winter Park, FL MLS# O6360198
$245,900
3

Beds

2.1

Baths

1,580

Sq.Ft.

7470 CANFORD COURT 23

Winter Park, FL

View 700 MELROSE AVENUE K25 Winter Park, FL MLS# O6414821
  • Adult Community with Virtual Tour
1 of 30
$245,000
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE K25

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 7484 CANFORD COURT 8 Winter Park, FL MLS# O6402492
$240,000
3

Beds

3.0

Baths

1,578

Sq.Ft.

7484 CANFORD COURT 8

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 700 MELROSE AVENUE F 21 Winter Park, FL MLS# O6413612
  • Recently Listed with Virtual Tour
1 of 27
$235,900
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE F 21

Winter Park, FL

View 200 SAINT ANDREWS BLVD 3206 Winter Park, FL MLS# O6416143
$230,000
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BLVD 3206

Winter Park, FL

Courtesy of EXP REALTY LLC
View 151 N ORLANDO AVENUE 259 Winter Park, FL MLS# O6409651
$229,900
1

Beds

1.0

Baths

582

Sq.Ft.

151 N ORLANDO AVENUE 259

Winter Park, FL

View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6386578
  • Adult Community with Virtual Tour
1 of 29
$229,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

7454 WYNNEWOOD SQUARE 188

Winter Park, FL

Courtesy of APPLE REALTY
View 200 SAINT ANDREWS BOULEVARD 2901 Winter Park, FL MLS# O6395720
$225,000
2

Beds

1.1

Baths

1,266

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2901

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

397

Estimated median home price

$849,000
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 - 100K2
$100K - 200K41
$200K - 300K24
$300K - 400K22
$400K - 500K29
$500K - 600K31
$600K - 700K28
$700K - 800K20
$800K - 900K14
$900K - 1M9
$1M - Max177

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family262
Townhouse16
Condo84
Commercial7
Rental73
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/22/2026)

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 6/23/2026.