38 total properties
Did you mean the neighborhood Winter Springs?
View 1401 TOWN PLAZA COURT 1020 Winter Springs, FL MLS# O6336730
$19,800
6,500

Sq.Ft.

1401 TOWN PLAZA COURT 1020

Winter Springs, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 910 BELLE AVENUE 1140 Winter Springs, FL MLS# O6383587
  • Recently Listed with Virtual Tour
1 of 8
$16,800
687

Sq.Ft.

910 BELLE AVENUE 1140

Winter Springs, FL

Courtesy of SLOANE REALTY, LLC
View 1100 TOWN PLAZA COURT 2010-F Winter Springs, FL MLS# O6383668
  • Recently Listed with Virtual Tour
1 of 12
$11,400
7,648

Sq.Ft.

1100 TOWN PLAZA COURT 2010-F

Winter Springs, FL

Courtesy of RE/MAX TOWN CENTRE
The time to sell is now! THE TIME TO SELL IS NOW!
View 312 MICHAEL BLAKE BOULEVARD Winter Springs, FL MLS# O6386363
  • Recently Listed with Virtual Tour
1 of 23
$2,900
4

Beds

2.1

Baths

2,076

Sq.Ft.

312 MICHAEL BLAKE BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1422 SPALDING ROAD Winter Springs, FL MLS# O6355612
$2,800
3

Beds

2.0

Baths

1,456

Sq.Ft.

1422 SPALDING ROAD

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 115 REDTAIL PLACE Winter Springs, FL MLS# O6359400
$2,595
4

Beds

2.0

Baths

1,978

Sq.Ft.

115 REDTAIL PLACE

Winter Springs, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 207 LITTLE CREEK LN Winter Springs, FL MLS# O6379455
$2,595
3

Beds

2.0

Baths

1,969

Sq.Ft.

207 LITTLE CREEK LN

Winter Springs, FL

Courtesy of DAHLIA REALTY GROUP
View 419 HARBOR WINDS COURT Winter Springs, FL MLS# O6364811
$2,550
3

Beds

2.1

Baths

1,914

Sq.Ft.

419 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 837 BENCHWOOD COURT Winter Springs, FL MLS# O6382634
$2,550
4

Beds

2.0

Baths

1,764

Sq.Ft.

837 BENCHWOOD COURT

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View Address not provided Winter Springs, FL MLS# TB8463959
$2,539
3

Beds

2.1

Baths

2,404

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 203 MCLEODS WAY Winter Springs, FL MLS# O6359541
$2,500
3

Beds

3.1

Baths

1,854

Sq.Ft.

203 MCLEODS WAY

Winter Springs, FL

Courtesy of EATON REALTY SERVICES
View 1197 GULFSTAR DRIVE Winter Springs, FL MLS# O6378560
$2,500
3

Beds

2.0

Baths

1,915

Sq.Ft.

1197 GULFSTAR DRIVE

Winter Springs, FL

Courtesy of DON ASHER & ASSOCIATES, INC.
View 142 BAYBERRY COURT Winter Springs, FL MLS# O6385403
  • Recently Listed with Virtual Tour
1 of 11
$2,450
4

Beds

2.0

Baths

1,675

Sq.Ft.

142 BAYBERRY COURT

Winter Springs, FL

Courtesy of ROSE PROPERTY MANAGEMENT INC
View 299 MCLEODS WAY Winter Springs, FL MLS# O6378836
$2,400
3

Beds

3.1

Baths

1,844

Sq.Ft.

299 MCLEODS WAY

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 600 NORTHERN WAY 1403 Winter Springs, FL MLS# O6355068
$2,300
3

Beds

2.0

Baths

1,377

Sq.Ft.

600 NORTHERN WAY 1403

Winter Springs, FL

Courtesy of JULIE B REALTY, INC
View 132 SUNDANCE COURT Winter Springs, FL MLS# O6382836
  • Recently Listed with Virtual Tour
1 of 25
$2,200
3

Beds

2.0

Baths

1,161

Sq.Ft.

132 SUNDANCE COURT

Winter Springs, FL

Courtesy of PORZIG REALTY
View 1714 FOX GLEN COURT Winter Springs, FL MLS# O6339636
$2,190
3

Beds

2.1

Baths

1,484

Sq.Ft.

1714 FOX GLEN COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 1392 SAN DIEGO COURT Winter Springs, FL MLS# O6377700
$2,100
3

Beds

2.0

Baths

1,407

Sq.Ft.

1392 SAN DIEGO COURT

Winter Springs, FL

Courtesy of P & C PROPERTIES
View 424 CLUB DRIVE Winter Springs, FL MLS# O6339349
$2,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

424 CLUB DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
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

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

209

Estimated median home price

$419,900
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 - 300K36
$300K - 400K55
$400K - 500K52
$500K - 600K15
$600K - 700K12
$700K - 800K17
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family137
Townhouse52
Condo13
Commercial1
Rental38
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

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 3/4/2026.