85 total properties
Did you mean the neighborhood Winter Park?
View 7508 GLENMOOR LANE Winter Park, FL MLS# O6379312
$359,900
3

Beds

2.0

Baths

1,676

Sq.Ft.

7508 GLENMOOR LANE

Winter Park, FL

Courtesy of THE TEAM REAL ESTATE GROUP INC
View 311 E MORSE BOULEVARD 7-5 Winter Park, FL MLS# O6308664
$359,000
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-5

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 223 SANDLEWOOD TRAIL Winter Park, FL MLS# TB8475595
$349,890
3

Beds

3.1

Baths

1,132

Sq.Ft.

223 SANDLEWOOD TRAIL

Winter Park, FL

Courtesy of HOMECOIN.COM
View 150 KILLARNEY BAY COURT 5 Winter Park, FL MLS# O6328063
$345,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

150 KILLARNEY BAY COURT 5

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 638 WARRENTON ROAD Winter Park, FL MLS# O6324688
$331,985
2

Beds

2.0

Baths

1,362

Sq.Ft.

638 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 2417 PASSAMONTE DRIVE 1E Winter Park, FL MLS# TB8387465
$329,999
3

Beds

2.1

Baths

1,837

Sq.Ft.

2417 PASSAMONTE DRIVE 1E

Winter Park, FL

Courtesy of FLAT FEE MLS REALTY
View 3204 NETHERWOOD Winter Park, FL MLS# O6380637
  • Recently Listed with Virtual Tour
1 of 35
$324,000
2

Beds

1.1

Baths

1,056

Sq.Ft.

3204 NETHERWOOD

Winter Park, FL

Courtesy of WATSON REALTY CORP.
View 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
  • Recently Listed with Virtual Tour
1 of 30
$319,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 311 E MORSE BOULEVARD 6-3 Winter Park, FL MLS# O6362964
  • Adult Community with Virtual Tour
1 of 36
$315,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 6-3

Winter Park, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$314,900
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$309,900
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-19

Winter Park, FL

Courtesy of TURN-KEY MOVES REALTY
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6311340
$299,999
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 3209 ROYAL STREET Winter Park, FL MLS# O6382371
$299,900
3

Beds

2.0

Baths

1,116

Sq.Ft.

3209 ROYAL STREET

Winter Park, FL

Courtesy of THE SHUGAN GROUP INC
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
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 200 SAINT ANDREWS BOULEVARD 2504 Winter Park, FL MLS# O6382293
$275,000
3

Beds

2.0

Baths

1,322

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2504

Winter Park, FL

Courtesy of WINTER PARK REAL ESTATE CO LLC
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 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
$264,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
  • Recently Listed with Virtual Tour
1 of 22
$262,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 20D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC

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

307

Estimated median home price

$699,800
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 - 500K25
$500K - 600K16
$600K - 700K19
$700K - 800K21
$800K - 900K6
$900K - 1M7
$1M - Max119

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family174
Townhouse15
Condo83
Commercial4
Rental76
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 3/2/2026)

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.