70 total properties
Did you mean the neighborhood Winter Park?
View 1941 LANIER COURT Winter Park, FL MLS# O6404537
$1,595
2

Beds

1.0

Baths

865

Sq.Ft.

1941 LANIER COURT

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 625 TRINIDAD COURT 625 Winter Park, FL MLS# O6406224
$1,650
2

Beds

2.0

Baths

1,037

Sq.Ft.

625 TRINIDAD COURT 625

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
View 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6402679
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2035 GLENWOOD DRIVE Winter Park, FL MLS# O6403420
$47,400
3,718

Sq.Ft.

2035 GLENWOOD DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3121 HEARTWOOD AVENUE Winter Park, FL MLS# S5148754
$2,450
3

Beds

2.0

Baths

1,627

Sq.Ft.

3121 HEARTWOOD AVENUE

Winter Park, FL

Courtesy of DELUXE REALTY OF CENTRAL FLORIDA
View 2530 PASSAMONTE DRIVE 10E Winter Park, FL MLS# O6400096
$2,600
3

Beds

2.1

Baths

1,837

Sq.Ft.

2530 PASSAMONTE DRIVE 10E

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1947 SUMMERFIELD ROAD Winter Park, FL MLS# O6396107
$2,499
3

Beds

2.0

Baths

1,422

Sq.Ft.

1947 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of 407 PROPERTIES
View 1695 Lee Road D213 Winter Park, FL MLS# 1074322
$1,300
2

Beds

1.0

Baths

881

Sq.Ft.

1695 Lee Road D213

Winter Park, FL

Brevard
View 200 SAINT ANDREWS BOULEVARD 3707 Winter Park, FL MLS# O6397644
$1,900
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3707

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 438 LAKEVIEW AVENUE Winter Park, FL MLS# O6396001
$3,200
2

Beds

1.0

Baths

1,250

Sq.Ft.

438 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1814 BARKER DRIVE Winter Park, FL MLS# O6395037
$10,000
5

Beds

4.0

Baths

4,200

Sq.Ft.

1814 BARKER DRIVE

Winter Park, FL

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 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 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
$6,600
5

Beds

4.0

Baths

2,918

Sq.Ft.

2075 JEWELL AVENUE

Winter Park, FL

Courtesy of URBANISTA BROKERS
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6386414
$2,200
3

Beds

1.0

Baths

1,500

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

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

405

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 - 100K3
$100K - 200K46
$200K - 300K26
$300K - 400K20
$400K - 500K32
$500K - 600K31
$600K - 700K34
$700K - 800K19
$800K - 900K13
$900K - 1M9
$1M - Max172

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family260
Townhouse17
Condo92
Commercial7
Rental70
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/29/2026)

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

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 6/29/2026.