40 total properties
Did you mean the neighborhood Winter Springs?
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
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 46 N FAIRFAX AVENUE 40 Winter Springs, FL MLS# O6382464
  • Recently Listed with Virtual Tour
1 of 9
$1,500
2

Beds

1.1

Baths

909

Sq.Ft.

46 N FAIRFAX AVENUE 40

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 46 N FAIRFAX AVENUE 44 Winter Springs, FL MLS# O6382495
  • Recently Listed with Virtual Tour
1 of 9
$1,500
2

Beds

1.1

Baths

909

Sq.Ft.

46 N FAIRFAX AVENUE 44

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 46 N FAIRFAX AVENUE 46 Winter Springs, FL MLS# O6382504
  • Recently Listed with Virtual Tour
1 of 8
$1,500
2

Beds

1.1

Baths

909

Sq.Ft.

46 N FAIRFAX AVENUE 46

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
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# O6381157
  • Recently Listed with Virtual Tour
1 of 10
$1,950
3

Beds

2.0

Baths

1,096

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of PICERNE REALTY CORPORATION
View 407 SHEOAH BOULEVARD 13 Winter Springs, FL MLS# O6380890
  • Recently Listed with Virtual Tour
1 of 16
$1,650
2

Beds

1.1

Baths

1,080

Sq.Ft.

407 SHEOAH BOULEVARD 13

Winter Springs, FL

Courtesy of WATSON REALTY CORP
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 1197 GULFSTAR DRIVE Winter Springs, FL MLS# O6378560
  • Recently Listed with Virtual Tour
1 of 34
$2,650
3

Beds

2.0

Baths

1,915

Sq.Ft.

1197 GULFSTAR DRIVE

Winter Springs, FL

Courtesy of DON ASHER & ASSOCIATES, 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 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 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 4419 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6376278
$1,785
2

Beds

1.1

Baths

1,116

Sq.Ft.

4419 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of EXIT REAL ESTATE RESULTS
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 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 Address not provided Winter Springs, FL MLS# TB8463959
$2,559
3

Beds

2.1

Baths

2,404

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
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 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

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

204

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 - 100K2
$100K - 200K5
$200K - 300K34
$300K - 400K49
$400K - 500K53
$500K - 600K19
$600K - 700K9
$700K - 800K17
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family131
Townhouse51
Condo12
Commercial2
Rental40
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 2/20/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 2/20/2026.

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.

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 2/20/2026.