88 total properties
Did you mean the neighborhood Winter Springs?
View 40 MOREE LOOP #11 Winter Springs, FL MLS# O6290876
$179,000
3

Beds

2.1

Baths

1,400

Sq.Ft.

40 MOREE LOOP #11

Winter Springs, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1309 HERITAGE COMMONS DRIVE #1309 Winter Springs, FL MLS# O6349788
$325,000
3

Beds

2.1

Baths

1,492

Sq.Ft.

1309 HERITAGE COMMONS DRIVE #1309

Winter Springs, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
View 320 CASA GRANDE Winter Springs, FL MLS# O6357537
  • Adult Community with Virtual Tour
1 of 46
$44,900
2

Beds

2.0

Baths

1,012

Sq.Ft.

320 CASA GRANDE

Winter Springs, FL

Courtesy of SOUTHERN REALTY ENTERPRISES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1355 CASA PARK CIRCLE Winter Springs, FL MLS# O6356067
$239,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

1355 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 3876 WHITE BIRCH RUN Winter Springs, FL MLS# O6356642
$375,000
5

Beds

3.1

Baths

1,966

Sq.Ft.

3876 WHITE BIRCH RUN

Winter Springs, FL

Courtesy of HEARTFELT REALTY HOMETEAM
View 150 N EDGEMON AVENUE Winter Springs, FL MLS# O6356058
$314,500
3

Beds

1.0

Baths

1,008

Sq.Ft.

150 N EDGEMON AVENUE

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
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 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 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 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 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$430,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
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 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 4004 GARDEN OAK COURT Winter Springs, FL MLS# O6351613
$285,000
2

Beds

2.1

Baths

1,306

Sq.Ft.

4004 GARDEN OAK COURT

Winter Springs, FL

Courtesy of RE/MAX INNOVATION
View 326 SAN MIGUEL STREET Winter Springs, FL MLS# O6352626
$234,000
3

Beds

2.0

Baths

1,032

Sq.Ft.

326 SAN MIGUEL STREET

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
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 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 12/14 1:00 PM - 4:00 PM
$285,990
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 1073 WILLA SPRINGS DRIVE #2041 Winter Springs, FL MLS# R4909941
$195,900
905

Sq.Ft.

1073 WILLA SPRINGS DRIVE #2041

Winter Springs, FL

Courtesy of EXCLUSIVE REAL ESTATE
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
View 1300 CRAB APPLE LANE Winter Springs, FL MLS# O6349168
  • New Construction with Virtual Tour
1 of 14
OPEN HOUSE: Friday 12/12 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

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

177

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 - 100K2
$100K - 200K7
$200K - 300K19
$300K - 400K49
$400K - 500K42
$500K - 600K16
$600K - 700K14
$700K - 800K16
$800K - 900K2
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family116
Townhouse38
Condo10
Commercial2
Rental54
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home2
Farms0

(Data as of 12/9/2025)

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 12/10/2025.