72 total properties
Did you mean the neighborhood Winter Park?
View 700 MELROSE AVENUE M23 Winter Park, FL MLS# O6447242
  • Adult Community with Virtual Tour
1 of 29
$354,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE M23

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 700 MELROSE AVENUE J24 Winter Park, FL MLS# R4911307
  • Adult Community with Virtual Tour
1 of 28
$350,000
1

Beds

1.0

Baths

987

Sq.Ft.

700 MELROSE AVENUE J24

Winter Park, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 500 N PENNSYLVANIA AVENUE G Winter Park, FL MLS# G5117377
  • Virtual Tour
1 of 27
OPEN HOUSE: Sunday 11/1 12:30 PM - 3:00 PM
$349,500
2

Beds

1.0

Baths

709

Sq.Ft.

500 N PENNSYLVANIA AVENUE G

Winter Park, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1306 S PENNSYLVANIA AVENUE 5 Winter Park, FL MLS# O6443013
$347,500
2

Beds

1.0

Baths

830

Sq.Ft.

1306 S PENNSYLVANIA AVENUE 5

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 220 KILLARNEY BAY COURT 6-2 Winter Park, FL MLS# O6450663
$339,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

220 KILLARNEY BAY COURT 6-2

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2526 PASSAMONTE DRIVE 10F Winter Park, FL MLS# O6418710
$335,000
3

Beds

2.1

Baths

1,790

Sq.Ft.

2526 PASSAMONTE DRIVE 10F

Winter Park, FL

Courtesy of LEGACY CORNERSTONE INC
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
$329,900
3

Beds

2.0

Baths

1,216

Sq.Ft.

4910 SEMINOLE AVENUE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# O6447315
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 700 MELROSE AVENUE A22 Winter Park, FL MLS# S5160491
$325,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE A22

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 148 OAK GROVE RD Winter Park, FL MLS# O6450470
  • Virtual Tour
1 of 41
$320,000
3

Beds

2.0

Baths

1,156

Sq.Ft.

148 OAK GROVE RD

Winter Park, FL

Courtesy of CENTRAL FLORIDA REALTY EXPERTS
View 192 BALFOUR DRIVE 2 Winter Park, FL MLS# O6443731
  • Adult Community with Virtual Tour
1 of 52
$319,000
2

Beds

2.0

Baths

1,287

Sq.Ft.

192 BALFOUR DRIVE 2

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 7530 CRANES CREEK COURT Winter Park, FL MLS# O6436269
$306,900
3

Beds

2.1

Baths

1,545

Sq.Ft.

7530 CRANES CREEK COURT

Winter Park, FL

Courtesy of ROO REALTY LLC
View 2640 BEVERLY AVENUE Winter Park, FL MLS# TB8559088
  • Recently Listed with Virtual Tour
1 of 29
$305,000
3

Beds

1.0

Baths

1,216

Sq.Ft.

2640 BEVERLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6311340
$299,999
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 170 BALFOUR DRIVE 1 Winter Park, FL MLS# O6446433
$299,000
2

Beds

2.0

Baths

1,032

Sq.Ft.

170 BALFOUR DRIVE 1

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 188 SANDLEWOOD 1 Winter Park, FL MLS# O6445407
  • Virtual Tour
1 of 25
$290,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

188 SANDLEWOOD 1

Winter Park, FL

Courtesy of NOELKE REALTY
View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
$285,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

Winter Park, FL

Courtesy of CREEGAN GROUP
View 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$279,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 283 SANDLEWOOD TRAIL 3 Winter Park, FL MLS# O6431475
$279,000
2

Beds

2.1

Baths

960

Sq.Ft.

283 SANDLEWOOD TRAIL 3

Winter Park, FL

Courtesy of RE/MAX INNOVATION
View 7463 CANFORD COURT 15 Winter Park, FL MLS# O6452947
$270,000
3

Beds

2.1

Baths

1,580

Sq.Ft.

7463 CANFORD COURT 15

Winter Park, FL

Courtesy of EXP REALTY LLC

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

363

Estimated median home price

$825,000
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 - 100K3
$100K - 200K35
$200K - 300K21
$300K - 400K15
$400K - 500K31
$500K - 600K26
$600K - 700K33
$700K - 800K16
$800K - 900K17
$900K - 1M13
$1M - Max153

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family217
Townhouse23
Condo78
Commercial15
Rental90
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 10/31/2026)

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 11/1/2026.