84 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 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
$299,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
$290,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

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 1500 GAY ROAD 18D Winter Park, FL MLS# O6422691
  • Recently Listed with Virtual Tour
1 of 30
$275,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 18D

Winter Park, FL

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 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 2500 LEE ROAD 104 Winter Park, FL MLS# TB8517242
  • Adult Community with Virtual Tour
1 of 24
$254,900
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 104

Winter Park, FL

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 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 7488 WHISPERWOOD DRIVE 28 Winter Park, FL MLS# O6419151
  • Recently Listed with Virtual Tour
1 of 64
$230,000
2

Beds

2.1

Baths

1,578

Sq.Ft.

7488 WHISPERWOOD DRIVE 28

Winter Park, FL

View Address not provided Winter Park, FL MLS# O6419422
$229,900
2

Beds

1.1

Baths

1,219

Sq.Ft.

Address not provided

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 2500 LEE ROAD 202 Winter Park, FL MLS# O6277579
$224,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 202

Winter Park, FL

Courtesy of THE ANDERSON GROUP & CO PL
View 1695 LEE ROAD C202 Winter Park, FL MLS# O6285607
$205,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD C202

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.
View 2500 LEE ROAD 220 Winter Park, FL MLS# O6411927
$199,900
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE ROAD 220

Winter Park, FL

View 151 NORTH ORLANDO AVENUE 142 Winter Park, FL MLS# O6412768
$199,900
1

Beds

1.0

Baths

582

Sq.Ft.

151 NORTH ORLANDO AVENUE 142

Winter Park, FL

View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$199,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD REAL ESTATE

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

390

Estimated median home price

$747,500
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 - 100K5
$100K - 200K43
$200K - 300K28
$300K - 400K18
$400K - 500K32
$500K - 600K27
$600K - 700K34
$700K - 800K17
$800K - 900K13
$900K - 1M9
$1M - Max164

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family249
Townhouse17
Condo89
Commercial7
Rental69
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 7/8/2026)

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

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 7/8/2026.