39 total properties
Did you mean the neighborhood Winter Springs?
View 629 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6371337
$1,980
3

Beds

2.1

Baths

1,602

Sq.Ft.

629 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 154 TUSKAWILLA RD 224 Winter Springs, FL MLS# O6368801
$1,950
2

Beds

2.0

Baths

1,068

Sq.Ft.

154 TUSKAWILLA RD 224

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 154 TUSKAWILLA RD 204 Winter Springs, FL MLS# O6368809
$1,950
2

Beds

2.0

Baths

1,068

Sq.Ft.

154 TUSKAWILLA RD 204

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1373 VIA VILLA NOVA Winter Springs, FL MLS# O6379255
$1,950
2

Beds

2.0

Baths

1,005

Sq.Ft.

1373 VIA VILLA NOVA

Winter Springs, FL

Courtesy of HOUSESTAR REALTY GROUP INC
View 140 MCLEODS WAY Winter Springs, FL MLS# O6389826
  • Recently Listed with Virtual Tour
1 of 23
$1,950
2

Beds

2.0

Baths

1,129

Sq.Ft.

140 MCLEODS WAY

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 610 CASA PARK COURT H Winter Springs, FL MLS# O6391421
  • Recently Listed with Virtual Tour
1 of 11
$1,900
2

Beds

1.0

Baths

980

Sq.Ft.

610 CASA PARK COURT H

Winter Springs, FL

Courtesy of HOUSESTAR REALTY GROUP INC
View 227 SAN GABRIEL STREET Winter Springs, FL MLS# O6355096
$1,875
3

Beds

2.0

Baths

1,102

Sq.Ft.

227 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 600 NORTHERN WAY 506 Winter Springs, FL MLS# S5141310
$1,875
2

Beds

2.0

Baths

1,132

Sq.Ft.

600 NORTHERN WAY 506

Winter Springs, FL

Courtesy of PR REAL ESTATE SERVICES
View 643 DAVID STREET Winter Springs, FL MLS# O6393501
  • Recently Listed with Virtual Tour
1 of 24
$1,795
3

Beds

1.1

Baths

1,349

Sq.Ft.

643 DAVID STREET

Winter Springs, FL

Courtesy of WILSON MANAGEMENT GROUP
View 137 GARDEN DRIVE Winter Springs, FL MLS# O6389170
  • Recently Listed with Virtual Tour
1 of 16
$1,695
2

Beds

1.1

Baths

900

Sq.Ft.

137 GARDEN DRIVE

Winter Springs, FL

Courtesy of FLORIDA RENTAL TEAM
View 133 GARDEN DRIVE Winter Springs, FL MLS# O6389179
  • Recently Listed with Virtual Tour
1 of 15
$1,695
2

Beds

1.1

Baths

900

Sq.Ft.

133 GARDEN DRIVE

Winter Springs, FL

Courtesy of FLORIDA RENTAL TEAM
View 603 CASA PARK COURT H Winter Springs, FL MLS# S5146166
  • Recently Listed with Virtual Tour
1 of 21
$1,695
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT H

Winter Springs, FL

Courtesy of TRANSCEND REALTY
View 407 SHEOAH BOULEVARD 13 Winter Springs, FL MLS# O6380890
$1,600
2

Beds

1.1

Baths

1,080

Sq.Ft.

407 SHEOAH BOULEVARD 13

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 70 MOREE LOOP 63 Winter Springs, FL MLS# O6385980
$1,600
2

Beds

1.1

Baths

1,080

Sq.Ft.

70 MOREE LOOP 63

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 1525 CASA PARK CIRCLE Winter Springs, FL MLS# O6376971
$1,595
2

Beds

1.1

Baths

1,088

Sq.Ft.

1525 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of LUMINA PROPERTY MANAGEMENT LLC
View 207 S MOSS ROAD Winter Springs, FL MLS# O6374591
$1,495
2

Beds

1.1

Baths

870

Sq.Ft.

207 S MOSS ROAD

Winter Springs, FL

Courtesy of SLOANE REALTY, LLC
View 52 N FAIRFAX AVENUE Winter Springs, FL MLS# O6374679
$1,450
2

Beds

1.1

Baths

920

Sq.Ft.

52 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of ORLANDO ADVANTAGE REALTY INC
View 209 S MOSS ROAD 209 Winter Springs, FL MLS# S5144494
$1,400
2

Beds

1.1

Baths

930

Sq.Ft.

209 S MOSS ROAD 209

Winter Springs, FL

Courtesy of COASTAL PIONEER REALTY
View 120 Lori Anne LANE #126 Winter Springs, FL MLS# O6202698
  • Recently Listed with Virtual Tour
1 of 17
$1,350
2

Beds

1.1

Baths

1,350

Sq.Ft.

120 Lori Anne LANE #126

Winter Springs, FL

Courtesy of THE REALTY MEDICS

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

215

Estimated median home price

$425,000
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 - 200K5
$200K - 300K35
$300K - 400K56
$400K - 500K56
$500K - 600K16
$600K - 700K12
$700K - 800K14
$800K - 900K8
$900K - 1M3
$1M - Max9

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family138
Townhouse55
Condo12
Commercial3
Rental38
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/27/2026)

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 3/27/2026.