51 total properties
Did you mean the neighborhood Winter Springs?
View 539 CRIMSON LANE Winter Springs, FL MLS# O6355523
$394,000
3

Beds

3.1

Baths

1,854

Sq.Ft.

539 CRIMSON LANE

Winter Springs, FL

Courtesy of FUTURE HOME REALTY INC
View 31 S EDGEMON AVENUE Winter Springs, FL MLS# O6355441
  • Virtual Tour
1 of 28
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 465 GEE HAMMOCK LANE Winter Springs, FL MLS# TB8438510
$410,000
4

Beds

2.1

Baths

1,666

Sq.Ft.

465 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of EXCLUSIVE HOMES REALTY, INC.
View 744 N GRETNA COURT Winter Springs, FL MLS# TB8437197
$385,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

744 N GRETNA COURT

Winter Springs, FL

Courtesy of BY OWNER.COM
View 1345 MILL STREAM LANE Winter Springs, FL MLS# O6347475
$369,000
3

Beds

3.1

Baths

1,519

Sq.Ft.

1345 MILL STREAM LANE

Winter Springs, FL

Courtesy of GERARD LAND AQUATIC, INC
View 1300 CRAB APPLE LANE Winter Springs, FL MLS# O6349168
  • New Construction with Virtual Tour
1 of 14
OPEN HOUSE: Friday 1/9 10:00 AM - 5:00 PM
$397,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

1300 CRAB APPLE LANE

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 1/9 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 1308 CRAB APPLE LANE Winter Springs, FL MLS# O6349267
  • New Construction with Virtual Tour
1 of 18
OPEN HOUSE: Friday 1/9 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 451 HARBOR WINDS COURT Winter Springs, FL MLS# O6348504
$369,900
3

Beds

2.1

Baths

1,914

Sq.Ft.

451 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 1328 CRAB APPLE LANE Winter Springs, FL MLS# O6345981
  • New Construction with Virtual Tour
1 of 19
OPEN HOUSE: Friday 1/9 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 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
View 1312 CRAB APPLE LANE Winter Springs, FL MLS# O6345989
  • New Construction with Virtual Tour
1 of 20
OPEN HOUSE: Friday 1/9 10:00 AM - 5:00 PM
$369,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

1312 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 600 NORTHERN WAY 1403 Winter Springs, FL MLS# O6342248
$325,000
3

Beds

2.0

Baths

1,377

Sq.Ft.

600 NORTHERN WAY 1403

Winter Springs, FL

Courtesy of JULIE B REALTY, INC
View 554 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6342227
$318,900
2

Beds

2.1

Baths

1,558

Sq.Ft.

554 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 121 N FAIRFAX AVENUE Winter Springs, FL MLS# S5132787
$345,000
3

Beds

2.0

Baths

1,336

Sq.Ft.

121 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of AVILA & ASSOCIATES REALTY
View 221 ALBERT STREET Winter Springs, FL MLS# O6339526
$375,000
4

Beds

2.0

Baths

1,983

Sq.Ft.

221 ALBERT STREET

Winter Springs, FL

Courtesy of REDFIN CORPORATION
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

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

161

Estimated median home price

$433,990
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 - 300K16
$300K - 400K45
$400K - 500K42
$500K - 600K13
$600K - 700K11
$700K - 800K13
$800K - 900K1
$900K - 1M5
$1M - Max7

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family107
Townhouse33
Condo9
Commercial2
Rental49
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 1/6/2026)

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 1/7/2026.