15 total properties
Did you mean the neighborhood Winter Park?
View 3227 CROWN JEWEL COURT Winter Park, FL MLS# W7883548
$329,900
3

Beds

2.1

Baths

1,430

Sq.Ft.

3227 CROWN JEWEL COURT

Winter Park, FL

Courtesy of 1% LISTS CENTRAL FLORIDA
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 3204 NETHERWOOD Winter Park, FL MLS# O6380637
  • 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
$318,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 989 EASTBROOK BLVD Winter Park, FL MLS# O6376456
  • Recently Listed
1 of 27
$359,000
3

Beds

1.1

Baths

1,140

Sq.Ft.

989 EASTBROOK BLVD

Winter Park, FL

Courtesy of COLDWELL BANKER 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 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 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$299,900
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 #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 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 150 KILLARNEY BAY COURT 5 Winter Park, FL MLS# O6328063
$335,000
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 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

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

318

Estimated median home price

$737,350
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 - 100K6
$100K - 200K42
$200K - 300K23
$300K - 400K16
$400K - 500K28
$500K - 600K14
$600K - 700K22
$700K - 800K17
$800K - 900K8
$900K - 1M9
$1M - Max133

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family183
Townhouse17
Condo83
Commercial3
Rental87
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

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 3/20/2026.