70 total properties
Did you mean the neighborhood Winter Park?
View 2500 LEE ROAD 229 Winter Park, FL MLS# O6377616
$255,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 229

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 3315 AMBER WOOD WAY 104 Winter Park, FL MLS# O6376997
$165,000
2

Beds

1.1

Baths

990

Sq.Ft.

3315 AMBER WOOD WAY 104

Winter Park, FL

Courtesy of 100% REAL ESTATE, INC
View 2500 LEE ROAD 110 Winter Park, FL MLS# O6375907
$159,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 110

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1500 GAY ROAD 18A Winter Park, FL MLS# O6376215
$259,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 18A

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 2500 LEE ROAD 228 Winter Park, FL MLS# O6375288
$249,900
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 228

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 3220 NETHERWOOD DRIVE Winter Park, FL MLS# O6374172
$285,000
2

Beds

2.0

Baths

1,036

Sq.Ft.

3220 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of THE FIRM RE
View 1500 GAY ROAD 21-C Winter Park, FL MLS# O6373517
$265,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 21-C

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 6980 ALOMA AVENUE 32 Winter Park, FL MLS# O6373864
$250,000
900

Sq.Ft.

6980 ALOMA AVENUE 32

Winter Park, FL

Courtesy of APPLE REALTY
View 7468 CANFORD COURT 24 Winter Park, FL MLS# O6373850
$205,000
2

Beds

1.1

Baths

1,365

Sq.Ft.

7468 CANFORD COURT 24

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 200 SAINT ANDREWS BOULEVARD 3203 Winter Park, FL MLS# O6373542
$218,000
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3203

Winter Park, FL

Courtesy of WINTER PARK REAL ESTATE CO LLC
View 1250 S DENNING DRIVE 104 Winter Park, FL MLS# O6371777
$215,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 104

Winter Park, FL

Courtesy of SERHANT
View 200 SAINT ANDREW 3103 Winter Park, FL MLS# S5141362
$190,000
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREW 3103

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1996 INDIANA AVENUE Winter Park, FL MLS# O6372229
$249,900
2

Beds

1.0

Baths

818

Sq.Ft.

1996 INDIANA AVENUE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 3060 GEORGE MASON AVENUE 10C Winter Park, FL MLS# O6371260
$99,900
1

Beds

1.0

Baths

803

Sq.Ft.

3060 GEORGE MASON AVENUE 10C

Winter Park, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 2500 LEE ROAD 237 Winter Park, FL MLS# V4946519
$169,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 237

Winter Park, FL

Courtesy of LPT REALTY LLC (DB)
View 2500 LEE RD. 222 Winter Park, FL MLS# O6368580
$189,500
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE RD. 222

Winter Park, FL

Courtesy of HOMESMART
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
$150,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 851 MILES AVENUE 13 Winter Park, FL MLS# O6368234
$209,999
2

Beds

1.0

Baths

808

Sq.Ft.

851 MILES AVENUE 13

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 200 Saint Andrews 3001 Winter Park, FL MLS# A11924851
$225,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

200 Saint Andrews 3001

Winter Park, FL

Courtesy of KLEROS REALTY
View 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
$127,400
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION

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

306

Estimated median home price

$724,950
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 - 100K5
$100K - 200K38
$200K - 300K30
$300K - 400K21
$400K - 500K24
$500K - 600K15
$600K - 700K18
$700K - 800K21
$800K - 900K6
$900K - 1M8
$1M - Max120

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family172
Townhouse16
Condo83
Commercial4
Rental75
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 3/3/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 3/3/2026.

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 3/3/2026.