26 total properties
Did you mean the neighborhood Winter Park?
View 837 APPALACHEE AVENUE Winter Park, FL MLS# O6393151
$439,000
4

Beds

2.0

Baths

1,771

Sq.Ft.

837 APPALACHEE AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
  • Recently Listed with Virtual Tour
1 of 45
$459,999
3

Beds

2.0

Baths

1,491

Sq.Ft.

405 LAKE FAIR LANE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2652 ABBEY ROAD Winter Park, FL MLS# O6394577
  • Virtual Tour
1 of 19
$450,000
5

Beds

2.0

Baths

1,938

Sq.Ft.

2652 ABBEY ROAD

Winter Park, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2779 SANBINA STREET Winter Park, FL MLS# O6388746
  • Recently Listed
1 of 29
$460,000
3

Beds

2.0

Baths

1,405

Sq.Ft.

2779 SANBINA STREET

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 633 LANDER ROAD Winter Park, FL MLS# O6390096
  • Virtual Tour
1 of 38
$424,900
3

Beds

2.0

Baths

1,400

Sq.Ft.

633 LANDER ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View Address not provided Winter Park, FL MLS# S5145631
  • Recently Listed with Virtual Tour
1 of 11
$440,000
4

Beds

2.0

Baths

1,296

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of EXP REALTY LLC
View 765 BAFFIE AVENUE Winter Park, FL MLS# O6384768
$380,000
2

Beds

1.0

Baths

936

Sq.Ft.

765 BAFFIE AVENUE

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 1028 LAKE BELL DRIVE Winter Park, FL MLS# O6385009
$400,000
2

Beds

2.0

Baths

1,418

Sq.Ft.

1028 LAKE BELL DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 764 W COMSTOCK AVENUE Winter Park, FL MLS# O6379596
$474,000
2

Beds

1.0

Baths

925

Sq.Ft.

764 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 4872 ORANGE AVENUE Winter Park, FL MLS# O6380333
$375,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

4872 ORANGE AVENUE

Winter Park, FL

Courtesy of ALFA REAL ESTATE LLC
View 989 EASTBROOK BLVD Winter Park, FL MLS# O6376456
  • Recently Listed
1 of 27
$359,000
3

Beds

1.1

Baths

1,140

Sq.Ft.

989 EASTBROOK BLVD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7618 WAUNATTA COURT Winter Park, FL MLS# V4946886
$457,000
3

Beds

3.0

Baths

1,970

Sq.Ft.

7618 WAUNATTA COURT

Winter Park, FL

Courtesy of PHOENIX REALTY ADVISORS LLC
View 958 DUPONT AVENUE Winter Park, FL MLS# O6371341
$375,000
3

Beds

2.0

Baths

1,572

Sq.Ft.

958 DUPONT AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 2002 INDIANA AVENUE Winter Park, FL MLS# GC536284
$358,000
Studio

Beds

0.0

Baths

2002 INDIANA AVENUE

Winter Park, FL

Courtesy of DAWN REALTY
View 1518 PINEWOOD DRIVE Winter Park, FL MLS# O6369571
$415,000
3

Beds

2.0

Baths

1,197

Sq.Ft.

1518 PINEWOOD DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1518 PINEWOOD DRIVE Winter Park, FL MLS# O6369600
$415,000
3

Beds

2.0

Baths

1,197

Sq.Ft.

1518 PINEWOOD DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 640 N PARK AVENUE 5 Winter Park, FL MLS# O6367841
$450,000
1

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 5

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 1909 EDWIN BOULEVARD Winter Park, FL MLS# O6362682
$440,000
3

Beds

2.0

Baths

1,355

Sq.Ft.

1909 EDWIN BOULEVARD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3312 HEARTWOOD AVENUE Winter Park, FL MLS# O6352582
$484,000
4

Beds

3.0

Baths

2,878

Sq.Ft.

3312 HEARTWOOD AVENUE

Winter Park, FL

Courtesy of MID-STATE PROPERTIES PSL LLC
View 770 CARVER STREET Winter Park, FL MLS# O6349509
$375,000
4

Beds

1.1

Baths

1,248

Sq.Ft.

770 CARVER STREET

Winter Park, FL

Courtesy of LEGENDS REALTY

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

339

Estimated median home price

$750,000
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 - 100K4
$100K - 200K48
$200K - 300K24
$300K - 400K15
$400K - 500K31
$500K - 600K15
$600K - 700K22
$700K - 800K17
$800K - 900K9
$900K - 1M8
$1M - Max146

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family201
Townhouse17
Condo89
Commercial3
Rental82
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 3/31/2026)

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 4/1/2026.