101 total properties
Did you mean the neighborhood Winter Park?
View 200 Saint Andrews Boulevard 315 Winter Park, FL MLS# 1222982
$169,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 Saint Andrews Boulevard 315

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 315 Winter Park, FL MLS# V4947283
$169,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 315

Winter Park, FL

Courtesy of RE/MAX ADVANTAGE
View 278 SCOTTSDALE SQUARE 278 Winter Park, FL MLS# O6383638
$99,000
2

Beds

2.0

Baths

1,020

Sq.Ft.

278 SCOTTSDALE SQUARE 278

Winter Park, FL

Courtesy of CREEGAN GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
$314,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 1500 GAY ROAD 5 Winter Park, FL MLS# S5143213
  • Virtual Tour
1 of 17
$170,000
1

Beds

1.0

Baths

732

Sq.Ft.

1500 GAY ROAD 5

Winter Park, FL

Courtesy of TRANSCEND REALTY
View 2500 LEE ROAD 229 Winter Park, FL MLS# O6377616
$245,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 229

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1695 LEE ROAD B210 Winter Park, FL MLS# O6375872
$104,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B210

Winter Park, FL

Courtesy of GM SUNSHINE REALTY LLC
View 3220 NETHERWOOD DRIVE Winter Park, FL MLS# O6374172
$269,000
2

Beds

2.0

Baths

1,036

Sq.Ft.

3220 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of THE FIRM RE
View 7468 CANFORD COURT 24 Winter Park, FL MLS# O6373850
$189,999
2

Beds

1.1

Baths

1,365

Sq.Ft.

7468 CANFORD COURT 24

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1695 LEE ROAD B204 Winter Park, FL MLS# O6375348
$120,000
2

Beds

1.0

Baths

1695 LEE ROAD B204

Winter Park, FL

Courtesy of MTRE GROUPE 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 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 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 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 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$284,900
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-19

Winter Park, FL

Courtesy of TURN-KEY MOVES REALTY
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 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
$115,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION
View 3057 AARON BURR AVENUE 1 Winter Park, FL MLS# O6364189
$116,000
2

Beds

2.0

Baths

1,066

Sq.Ft.

3057 AARON BURR AVENUE 1

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
$298,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

Winter Park, FL

Courtesy of CREEGAN GROUP

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

389

Estimated median home price

$790,000
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 - 200K48
$200K - 300K24
$300K - 400K23
$400K - 500K29
$500K - 600K22
$600K - 700K29
$700K - 800K20
$800K - 900K15
$900K - 1M10
$1M - Max167

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family246
Townhouse15
Condo87
Commercial7
Rental73
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/25/2026)

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 5/26/2026.

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 5/26/2026.