196 total properties
Did you mean the neighborhood Winter Springs?
View 608 JESUP SPRINGS LANE Winter Springs, FL MLS# O6387661
  • Recently Listed with Virtual Tour
1 of 39
$475,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

608 JESUP SPRINGS LANE

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 102 AVERY LAKE DRIVE Winter Springs, FL MLS# O6386713
  • Recently Listed with Virtual Tour
1 of 50
$649,000
4

Beds

3.0

Baths

2,713

Sq.Ft.

102 AVERY LAKE DRIVE

Winter Springs, FL

Courtesy of KEEN REALTY GROUP, INC.
View 1012 FOREST CIRCLE Winter Springs, FL MLS# O6387051
  • Recently Listed with Virtual Tour
1 of 9
$410,900
3

Beds

2.1

Baths

1,609

Sq.Ft.

1012 FOREST CIRCLE

Winter Springs, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
The time to sell is now! THE TIME TO SELL IS NOW!
View 1352 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6386661
  • Recently Listed with Virtual Tour
1 of 48
$429,900
2

Beds

2.0

Baths

1,831

Sq.Ft.

1352 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of URBAN PALM REAL ESTATE COMPANY
View 1059 CEDAR BAY Winter Springs, FL MLS# O6382674
  • Recently Listed with Virtual Tour
1 of 49
$450,000
4

Beds

3.1

Baths

2,225

Sq.Ft.

1059 CEDAR BAY

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 224 SHORE ROAD Winter Springs, FL MLS# O6386377
$230,000
3

Beds

2.0

Baths

1,801

Sq.Ft.

224 SHORE ROAD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 429 SHEOAH BOULEVARD 12 Winter Springs, FL MLS# O6386330
  • Recently Listed with Virtual Tour
1 of 28
$229,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 12

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 632 BLENHEIM LOOP Winter Springs, FL MLS# O6386347
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Sunday 3/8 10:00 AM - 12:30 PM
$495,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

632 BLENHEIM LOOP

Winter Springs, FL

Courtesy of REALTY HUB
View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
$484,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
$484,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

161 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 165 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386473
$384,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

165 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 471 HARBOR WINDS COURT Winter Springs, FL MLS# O6387316
  • Recently Listed with Virtual Tour
1 of 28
$335,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

471 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1082 CLIFTON SPRINGS LANE Winter Springs, FL MLS# O6383933
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$435,000
4

Beds

3.1

Baths

2,287

Sq.Ft.

1082 CLIFTON SPRINGS LANE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 1105 NORTHERN WAY Winter Springs, FL MLS# O6385668
$615,000
4

Beds

2.0

Baths

2,142

Sq.Ft.

1105 NORTHERN WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
  • Recently Listed with Virtual Tour
1 of 29
$324,500
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 1566 CARRINGTON AVENUE Winter Springs, FL MLS# O6385438
$675,000
4

Beds

3.1

Baths

2,554

Sq.Ft.

1566 CARRINGTON AVENUE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 219 BENNETT STREET Winter Springs, FL MLS# O6385674
$309,900
3

Beds

2.0

Baths

2,030

Sq.Ft.

219 BENNETT STREET

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 618 NIGHTHAWK CIRCLE Winter Springs, FL MLS# O6385028
  • Recently Listed with Virtual Tour
1 of 24
$379,500
3

Beds

2.1

Baths

1,771

Sq.Ft.

618 NIGHTHAWK CIRCLE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 1233 STONE HARBOUR ROAD Winter Springs, FL MLS# O6384753
  • Recently Listed with Virtual Tour
1 of 46
$739,900
5

Beds

3.1

Baths

2,908

Sq.Ft.

1233 STONE HARBOUR ROAD

Winter Springs, FL

Courtesy of SHORESTONE PROPERTY GROUP
View 1260 CRAB APPLE LANE Winter Springs, FL MLS# O6385191
  • Recently Listed with Virtual Tour
1 of 27
OPEN HOUSE: Friday 3/6 10:00 AM - 5:00 PM
$424,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1260 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

211

Estimated median home price

$424,990
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 - 200K5
$200K - 300K36
$300K - 400K54
$400K - 500K56
$500K - 600K15
$600K - 700K12
$700K - 800K16
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family134
Townhouse57
Condo13
Commercial1
Rental38
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/5/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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.

Data is updated as of 3/5/2026.

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 3/5/2026.