72 total properties
Did you mean the neighborhood Winter Park?
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8489708
$1,595
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of ROSS RENTALS LLC
View 7307 SANDSCOVE COURT 5 Winter Park, FL MLS# O6392725
$42,000
23,760

Sq.Ft.

7307 SANDSCOVE COURT 5

Winter Park, FL

Courtesy of FUSILIER MANAGEMENT GROUP
View 110 KILLARNEY BAY COURT 1 Winter Park, FL MLS# O6392456
$2,550
2

Beds

2.0

Baths

1,140

Sq.Ft.

110 KILLARNEY BAY COURT 1

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 4818 TANGERINE AVENUE 4818 Winter Park, FL MLS# O6391063
$1,350
1

Beds

1.0

Baths

753

Sq.Ft.

4818 TANGERINE AVENUE 4818

Winter Park, FL

Courtesy of BENCHMARK REAL ESTATE GRP INC
View 540 W COMSTOCK AVENUE Winter Park, FL MLS# GC538622
$2,900
3

Beds

1.0

Baths

1,056

Sq.Ft.

540 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS GAINESVILLE REALTY PARTNERS
View 2306 LEE ROAD Winter Park, FL MLS# O6390092
  • Virtual Tour
1 of 7
$119,568
2,289

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 1235 VIA ESTRELLA Winter Park, FL MLS# O6388913
$5,895
4

Beds

3.0

Baths

2,207

Sq.Ft.

1235 VIA ESTRELLA

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 200 SAINT ANDREWS BOULEVARD 2302 Winter Park, FL MLS# O6386317
$1,750
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2302

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 952 FAIRWAY DRIVE Winter Park, FL MLS# G5109152
$3,300
3

Beds

2.0

Baths

2,007

Sq.Ft.

952 FAIRWAY DRIVE

Winter Park, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 663 HAROLD AVENUE Winter Park, FL MLS# O6387903
$42,000
10,429

Sq.Ft.

663 HAROLD AVENUE

Winter Park, FL

Courtesy of RCI REAL ESTATE INC.
View 687 HAROLD AVENUE Winter Park, FL MLS# O6387921
  • New Construction
1 of 3
$84,000
4,500

Sq.Ft.

687 HAROLD AVENUE

Winter Park, FL

Courtesy of RCI REAL ESTATE INC.
View 527 LANGHOLM DRIVE Winter Park, FL MLS# O6387427
$6,750
4

Beds

3.1

Baths

3,276

Sq.Ft.

527 LANGHOLM DRIVE

Winter Park, FL

Courtesy of WOODRUFF REALTY, INC.
View 4550 PALMETTO AVENUE Winter Park, FL MLS# O6388575
$78,750
4,206

Sq.Ft.

4550 PALMETTO AVENUE

Winter Park, FL

Courtesy of SOLANTIS LLC
View 2075 JEWELL AVENUE Winter Park, FL MLS# O6386721
$6,995
5

Beds

4.0

Baths

2,918

Sq.Ft.

2075 JEWELL AVENUE

Winter Park, FL

Courtesy of URBANISTA BROKERS
View 1815 BARKER DRIVE Winter Park, FL MLS# O6386321
$4,000
4

Beds

2.0

Baths

1,548

Sq.Ft.

1815 BARKER DRIVE

Winter Park, FL

Courtesy of SOTERA LIVING
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6386414
$2,500
3

Beds

2.0

Baths

1,500

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 301 W COMSTOCK AVENUE Winter Park, FL MLS# O6385827
  • New Construction with Virtual Tour
1 of 12
$6,000
2

Beds

2.1

Baths

1,500

Sq.Ft.

301 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of THE SYDGAN CORP
View 1850 WHITEHALL DRIVE Winter Park, FL MLS# O6385792
$3,475
3

Beds

2.0

Baths

1,670

Sq.Ft.

1850 WHITEHALL DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 782 S PENNSYLVANIA AVENUE 1 Winter Park, FL MLS# O6380197
$5,490
3

Beds

2.1

Baths

2,354

Sq.Ft.

782 S PENNSYLVANIA AVENUE 1

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1695 LEE ROAD ROAD C110 Winter Park, FL MLS# O6377466
$1,400
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD ROAD C110

Winter Park, FL

Courtesy of EMPIRE NETWORK 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

387

Estimated median home price

$785,000
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 - 200K50
$200K - 300K22
$300K - 400K22
$400K - 500K29
$500K - 600K23
$600K - 700K28
$700K - 800K20
$800K - 900K16
$900K - 1M8
$1M - Max166

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family242
Townhouse16
Condo88
Commercial7
Rental72
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/20/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 5/20/2026.