128 total properties
Did you mean the neighborhood Winter Park?
View 1521 CAVENDISH RD Winter Park, FL MLS# O6415985
  • Recently Listed
1 of 22
$470,000
2

Beds

1.0

Baths

1,036

Sq.Ft.

1521 CAVENDISH RD

Winter Park, FL

Courtesy of STOCKWORTH REALTY GROUP
View 700 MELROSE AVENUE K25 Winter Park, FL MLS# O6414821
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Sunday 6/14 2:00 PM - 4:00 PM
$245,000
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE K25

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2715 PRINCE JOHN ROAD Winter Park, FL MLS# O6415084
  • Recently Listed with Virtual Tour
1 of 29
$519,900
3

Beds

2.0

Baths

1,565

Sq.Ft.

2715 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of VIA PROPERTIES LLC
View 700 MELROSE AVENUE F 21 Winter Park, FL MLS# O6413612
  • Recently Listed with Virtual Tour
1 of 27
OPEN HOUSE: Sunday 6/14 2:00 PM - 4:00 PM
$235,900
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE F 21

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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

Courtesy of CREEGAN GROUP
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 2006 CORNELL AVENUE Winter Park, FL MLS# O6412789
  • Recently Listed with Virtual Tour
1 of 28
$338,000
2

Beds

1.0

Baths

797

Sq.Ft.

2006 CORNELL AVENUE

Winter Park, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 641 W LYMAN AVENUE Winter Park, FL MLS# O6408078
  • Recently Listed with Virtual Tour
1 of 36
$509,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

641 W LYMAN AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1944 NATALEN ROAD Winter Park, FL MLS# O6405802
$519,000
3

Beds

2.0

Baths

1,380

Sq.Ft.

1944 NATALEN ROAD

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 4798 TANGERINE AVENUE 4798 Winter Park, FL MLS# S5150136
  • Recently Listed with Virtual Tour
1 of 35
$185,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4798 TANGERINE AVENUE 4798

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2803 BANCHORY ROAD Winter Park, FL MLS# O6404011
  • Recently Listed
1 of 31
$495,000
4

Beds

2.0

Baths

1,596

Sq.Ft.

2803 BANCHORY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 610 ELLENDALE DRIVE Winter Park, FL MLS# O6411325
$399,000
4

Beds

3.0

Baths

1,359

Sq.Ft.

610 ELLENDALE DRIVE

Winter Park, FL

Courtesy of 4 ACRE REALTY LLC
View 2500 LEE ROAD 220 Winter Park, FL MLS# O6411927
  • Recently Listed with Virtual Tour
1 of 28
$199,900
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE ROAD 220

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1871 BRYAN AVENUE Winter Park, FL MLS# O6410779
$499,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

1871 BRYAN AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 316 BECKETT COURT Winter Park, FL MLS# O6411108
  • Recently Listed with Virtual Tour
1 of 33
$450,000
4

Beds

2.0

Baths

1,651

Sq.Ft.

316 BECKETT COURT

Winter Park, FL

Courtesy of ITS REALTY
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

Courtesy of TAL BUSIDAN PA
View 700 MELROSE AVENUE J24 Winter Park, FL MLS# R4911307
  • Recently Listed with Virtual Tour
1 of 28
$390,000
1

Beds

1.0

Baths

987

Sq.Ft.

700 MELROSE AVENUE J24

Winter Park, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 2923 ANTIQUE OAKS CIRCLE 34 Winter Park, FL MLS# S5150301
$190,000
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 34

Winter Park, FL

Courtesy of EXP REALTY LLC
View 200 SAINT ANDREWS BOULEVARD 704 Winter Park, FL MLS# O6411608
  • Recently Listed with Virtual Tour
1 of 27
$164,999
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 704

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

399

Estimated median home price

$765,000
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 - 200K43
$200K - 300K23
$300K - 400K24
$400K - 500K29
$500K - 600K30
$600K - 700K30
$700K - 800K23
$800K - 900K14
$900K - 1M9
$1M - Max172

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family264
Townhouse15
Condo84
Commercial7
Rental69
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/11/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/11/2026.

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 6/11/2026.