40 total properties
Did you mean the neighborhood Winter Springs?
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6433718
$299,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 272 SAN GABRIEL STREET Winter Springs, FL MLS# S5155512
$275,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

272 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of IAD REAL ESTATE
View 923 TORREY PINE DRIVE Winter Springs, FL MLS# O6431747
$360,000
2

Beds

2.0

Baths

1,193

Sq.Ft.

923 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 1350 PALO ALTO COURT Winter Springs, FL MLS# O6431416
$359,900
3

Beds

2.0

Baths

1,238

Sq.Ft.

1350 PALO ALTO COURT

Winter Springs, FL

Courtesy of HEARTFELT REALTY HOMETEAM
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 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 717 LANCEWOOD DRIVE Winter Springs, FL MLS# TB8507824
$335,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

717 LANCEWOOD DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 162 CONSTITUTION WAY Winter Springs, FL MLS# O6424530
$289,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

162 CONSTITUTION WAY

Winter Springs, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
View 101 S FLAMINGO AVENUE Winter Springs, FL MLS# S5150918
$349,900
3

Beds

2.0

Baths

1,368

Sq.Ft.

101 S FLAMINGO AVENUE

Winter Springs, FL

Courtesy of HAMILTON REALTY
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 207 BIRCH TERRACE Winter Springs, FL MLS# O6411799
$284,999
3

Beds

2.0

Baths

1,318

Sq.Ft.

207 BIRCH TERRACE

Winter Springs, FL

Courtesy of REILLY REALTY & MGMT.
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 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$321,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
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 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
$275,000
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 4113 HEDGE MAPLE PLACE Winter Springs, FL MLS# O6396927
$276,200
2

Beds

2.1

Baths

1,330

Sq.Ft.

4113 HEDGE MAPLE PLACE

Winter Springs, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
$285,000
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
$272,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

Courtesy of WORTH CLARK 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

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

183

Estimated median home price

$399,999
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 - 100K1
$100K - 200K13
$200K - 300K31
$300K - 400K47
$400K - 500K45
$500K - 600K19
$600K - 700K12
$700K - 800K3
$800K - 900K2
$900K - 1M3
$1M - Max7

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family118
Townhouse44
Condo11
Commercial4
Rental51
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 11/1/2026)

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 11/2/2026.