86 total properties
Did you mean the neighborhood Winter Springs?
View 1433 WHITEHALL BOULEVARD Winter Springs, FL MLS# O6346118
$430,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

1433 WHITEHALL BOULEVARD

Winter Springs, FL

Courtesy of RED BIRD REALTY OF FLORIDA INC
View 1422 SPALDING ROAD Winter Springs, FL MLS# O6313691
$425,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

1422 SPALDING ROAD

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 1163 SADDLEHORN CIRCLE Winter Springs, FL MLS# O6350556
$425,000
3

Beds

2.0

Baths

1,462

Sq.Ft.

1163 SADDLEHORN CIRCLE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 109 MOCKINGBIRD LANE Winter Springs, FL MLS# O6355097
$419,000
3

Beds

2.0

Baths

1,503

Sq.Ft.

109 MOCKINGBIRD LANE

Winter Springs, FL

Courtesy of JR REALTY GROUP LLC
View 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$415,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 746 N GRETNA COURT Winter Springs, FL MLS# O6336189
$415,000
3

Beds

2.0

Baths

1,652

Sq.Ft.

746 N GRETNA COURT

Winter Springs, FL

Courtesy of RE/MAX 200 REALTY
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
  • Recently Listed with Virtual Tour
1 of 28
$415,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 1283 TARFLOWER DRIVE Winter Springs, FL MLS# O6345977
  • New Construction with Virtual Tour
1 of 19
$411,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1283 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1306 TARFLOWER DRIVE Winter Springs, FL MLS# O6349222
  • New Construction with Virtual Tour
1 of 16
OPEN HOUSE: Friday 12/12 10:00 AM - 5:00 PM
$411,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1306 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1288 CRAB APPLE LANE Winter Springs, FL MLS# O6349197
  • New Construction with Virtual Tour
1 of 15
OPEN HOUSE: Friday 12/12 10:00 AM - 5:00 PM
$400,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

1288 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 835 E SR 434 Winter Springs, FL MLS# O6302900
$400,000
Studio

Beds

0.0

Baths

835 E SR 434

Winter Springs, FL

Courtesy of HOMEVEST REALTY
View 909 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6363116
  • Recently Listed with Virtual Tour
1 of 18
$400,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

909 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 878 ELGIN DRIVE Winter Springs, FL MLS# S5129323
$399,999
4

Beds

3.0

Baths

2,008

Sq.Ft.

878 ELGIN DRIVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 838 DUNBAR TERRACE Winter Springs, FL MLS# O6358032
$399,999
3

Beds

2.0

Baths

1,313

Sq.Ft.

838 DUNBAR TERRACE

Winter Springs, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1328 CRAB APPLE LANE Winter Springs, FL MLS# O6345981
  • New Construction with Virtual Tour
1 of 19
OPEN HOUSE: Friday 12/12 10:00 AM - 5:00 PM
$399,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1328 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1308 CRAB APPLE LANE Winter Springs, FL MLS# O6349267
  • New Construction with Virtual Tour
1 of 18
OPEN HOUSE: Friday 12/12 10:00 AM - 5:00 PM
$399,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1308 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1294 MADELENA AVENUE Winter Springs, FL MLS# O6354857
$399,900
3

Beds

2.0

Baths

1,722

Sq.Ft.

1294 MADELENA AVENUE

Winter Springs, FL

Courtesy of MAGNA PROPERTY GROUP, LLC
View 1275 MADELENA AVENUE Winter Springs, FL MLS# O6355731
$399,900
3

Beds

2.0

Baths

1,634

Sq.Ft.

1275 MADELENA AVENUE

Winter Springs, FL

Courtesy of PARKVIEW REAL ESTATE
View 1356 ORTEGA STREET Winter Springs, FL MLS# O6360987
$398,500
3

Beds

2.0

Baths

1,036

Sq.Ft.

1356 ORTEGA STREET

Winter Springs, FL

Courtesy of EPIQUE REALTY, INC.
View 1320 CRAB APPLE LANE Winter Springs, FL MLS# O6345986
  • New Construction with Virtual Tour
1 of 18
$397,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1320 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES

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

175

Estimated median home price

$430,990
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 - 200K7
$200K - 300K19
$300K - 400K49
$400K - 500K42
$500K - 600K16
$600K - 700K14
$700K - 800K15
$800K - 900K2
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family115
Townhouse38
Condo10
Commercial2
Rental53
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 12/11/2025)

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 12/12/2025.