48 total properties
Did you mean the neighborhood Winter Springs?
View 337 KIRKCALDY DRIVE Winter Springs, FL MLS# O6375532
$287,900
2

Beds

2.0

Baths

974

Sq.Ft.

337 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 229 BENNETT STREET Winter Springs, FL MLS# O6378070
$335,000
3

Beds

2.0

Baths

1,164

Sq.Ft.

229 BENNETT STREET

Winter Springs, FL

Courtesy of RISE 24 REAL ESTATE LLC
View 650 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6375715
$332,000
2

Beds

2.1

Baths

1,558

Sq.Ft.

650 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3825 BLACK SPRUCE LANE Winter Springs, FL MLS# O6372860
$280,000
2

Beds

2.1

Baths

1,306

Sq.Ft.

3825 BLACK SPRUCE LANE

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
View 51 N CORTEZ AVENUE Winter Springs, FL MLS# V4946830
$275,000
2

Beds

1.0

Baths

912

Sq.Ft.

51 N CORTEZ AVENUE

Winter Springs, FL

Courtesy of PRIME REAL ESTATE, INC.
View 600 NORTHERN WAY 906 Winter Springs, FL MLS# O6375918
$310,000
3

Beds

3.0

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 906

Winter Springs, FL

Courtesy of JR REALTY GROUP LLC
View 563 PINEBRANCH CIRCLE Winter Springs, FL MLS# S5141632
$339,900
3

Beds

2.1

Baths

1,602

Sq.Ft.

563 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY LLC
View 310 PANAMA CIRCLE Winter Springs, FL MLS# S5141236
$352,000
3

Beds

3.0

Baths

1,104

Sq.Ft.

310 PANAMA CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 476 TRADITION LANE Winter Springs, FL MLS# O6371009
$299,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

476 TRADITION LANE

Winter Springs, FL

Courtesy of SET HOMES REALTY LLC
View 1171 SAN BLAS COVE Winter Springs, FL MLS# A4676256
$339,800
2

Beds

2.0

Baths

1,551

Sq.Ft.

1171 SAN BLAS COVE

Winter Springs, FL

Courtesy of SAVVY AVENUE, LLC
View 705 CRESTWOOD WAY Winter Springs, FL MLS# O6366158
$319,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

705 CRESTWOOD WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
$331,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 794 AUSTIN COURT Winter Springs, FL MLS# O6364167
$345,000
2

Beds

2.0

Baths

1,510

Sq.Ft.

794 AUSTIN COURT

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6361447
$339,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 114 SUNDANCE COURT Winter Springs, FL MLS# O6359275
$315,500
4

Beds

2.0

Baths

1,356

Sq.Ft.

114 SUNDANCE COURT

Winter Springs, FL

Courtesy of Orlando/Downtown - WEICHERT, REALTORS® - Hallmark Properties
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$269,900
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 150 N EDGEMON AVENUE Winter Springs, FL MLS# O6356058
$289,999
3

Beds

1.0

Baths

1,008

Sq.Ft.

150 N EDGEMON AVENUE

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
View 31 S EDGEMON AVENUE Winter Springs, FL MLS# O6355441
$348,000
4

Beds

3.0

Baths

1,270

Sq.Ft.

31 S EDGEMON AVENUE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
$279,990
3

Beds

2.0

Baths

1,091

Sq.Ft.

314 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 1340 DELANEY DRIVE Winter Springs, FL MLS# O6346776
$265,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

1340 DELANEY DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC

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 3/30/2026.