63 total properties
Did you mean the neighborhood Winter Springs?
View 142 BAYBERRY COURT Winter Springs, FL MLS# O6422888
$355,000
4

Beds

2.0

Baths

1,425

Sq.Ft.

142 BAYBERRY COURT

Winter Springs, FL

Courtesy of ROSE PROPERTY MANAGEMENT INC
View 140 BOMBAY AVENUE Winter Springs, FL MLS# O6448262
  • Recently Listed with Virtual Tour
1 of 24
$355,000
3

Beds

2.0

Baths

1,373

Sq.Ft.

140 BOMBAY AVENUE

Winter Springs, FL

Courtesy of FLORIDA REALTY OF MIAMI CORP
View 717 LANCEWOOD DRIVE Winter Springs, FL MLS# TB8507824
$350,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

717 LANCEWOOD DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
The time to sell is now! THE TIME TO SELL IS NOW!
View 321 KIRKCALDY DRIVE Winter Springs, FL MLS# O6427178
$350,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

321 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 615 PEARL ROAD Winter Springs, FL MLS# O6445919
  • Recently Listed
1 of 21
$350,000
3

Beds

2.0

Baths

1,784

Sq.Ft.

615 PEARL ROAD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 113 LIDO ROAD Winter Springs, FL MLS# O6447866
  • Recently Listed with Virtual Tour
1 of 25
$350,000
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of REDFIN CORPORATION
View 108 SUNDANCE COURT Winter Springs, FL MLS# O6409784
$349,900
3

Beds

2.0

Baths

1,161

Sq.Ft.

108 SUNDANCE COURT

Winter Springs, FL

Courtesy of JEMINI REALTY CORP
View 203 COTTONWOOD DRIVE Winter Springs, FL MLS# O6436607
  • Virtual Tour
1 of 51
OPEN HOUSE: Saturday 10/10 10:00 AM - 1:00 PM
$349,000
3

Beds

2.0

Baths

1,168

Sq.Ft.

203 COTTONWOOD DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 408 LANCERS DRIVE Winter Springs, FL MLS# O6446680
  • Recently Listed with Virtual Tour
1 of 57
$349,000
3

Beds

2.0

Baths

1,406

Sq.Ft.

408 LANCERS DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY LLC
View 1482 CREEKSIDE CIRCLE Winter Springs, FL MLS# O6434501
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 10/11 12:00 PM - 2:30 PM
$344,900
3

Beds

2.1

Baths

1,605

Sq.Ft.

1482 CREEKSIDE CIRCLE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
$344,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 672 NIGHTHAWK CIRCLE Winter Springs, FL MLS# O6446510
$340,000
2

Beds

2.0

Baths

1,560

Sq.Ft.

672 NIGHTHAWK CIRCLE

Winter Springs, FL

Courtesy of CREEGAN GROUP
View 617 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6429343
$339,900
3

Beds

2.1

Baths

1,602

Sq.Ft.

617 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of IAD REAL ESTATE
View 512 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6442383
  • Recently Listed with Virtual Tour
1 of 45
$330,000
2

Beds

2.1

Baths

1,558

Sq.Ft.

512 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 472 HARBOR WINDS COURT Winter Springs, FL MLS# O6428353
$329,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

472 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 654 CYPRESS LANE Winter Springs, FL MLS# O6441810
$325,000
3

Beds

2.0

Baths

1,201

Sq.Ft.

654 CYPRESS LANE

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
$324,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of MILLENIUM REALTY GROUP
View 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$323,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1053 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6314126
$309,777
3

Beds

2.0

Baths

1,574

Sq.Ft.

1053 W PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of INTERNATIONAL PROFESSIONAL REALTY INC
View 702 GLASGOW COURT Winter Springs, FL MLS# O6394959
$301,000
4

Beds

2.1

Baths

1,878

Sq.Ft.

702 GLASGOW COURT

Winter Springs, FL

Courtesy of SHAWFIELD REALTY GROUP

About Winter Springs

Distinguished as one of the county's newer communities, Winter Springs is also the largest in terms of land area.  The community once called the Village of North Orlando has seen phenomenal growth over recent decades, experiencing an 800 percent increase in population from 1970 to 2000.  The influx of new businesses, commercial activity, and industrial development is heralding another milestone in the evolution of Winter Springs. The area is quickly transforming from a bedroom community into a highly integrated and well-balanced city.  Winter Springs serves as the host municipality for the country club community of Tuscawilla, recognized as one of the most expansive residential villages northeast of Orlando.  With approximately 12,000 residents, Tuscawilla represents nearly one-third of the total population of Winter Springs.  The community had its genesis in the early 1970s, steadily adding one subdivision after another.  More than 20 of these subdivisions now provide an attractive selection of housing in every price range and architectural style, each one managed by its own homeowners' association.

Listings in Winter Springs, FL

180

Estimated median home price

$407,995
Winter Springs FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Springs, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Springs, FL.

Homes for Sale by Price in Winter Springs, FL

PriceCount
$0 - 100K0
$100K - 200K15
$200K - 300K28
$300K - 400K45
$400K - 500K42
$500K - 600K21
$600K - 700K10
$700K - 800K5
$800K - 900K4
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family117
Townhouse41
Condo14
Commercial4
Rental39
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/9/2026)

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 10/9/2026.

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 10/9/2026.