144 total properties
Did you mean the neighborhood Winter Springs?
View 560 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6401016
  • Recently Listed with Virtual Tour
1 of 23
OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM
$445,000
3

Beds

2.0

Baths

1,654

Sq.Ft.

560 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 610 CASA PARK G COURT Winter Springs, FL MLS# O6397304
$249,000
2

Beds

1.0

Baths

980

Sq.Ft.

610 CASA PARK G COURT

Winter Springs, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 171 CONSTITUTION WAY Winter Springs, FL MLS# O6396871
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

171 CONSTITUTION WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 859 BENCHWOOD DRIVE Winter Springs, FL MLS# O6397781
$454,900
4

Beds

2.0

Baths

1,632

Sq.Ft.

859 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of VALENCE REALTY GROUP
View 4113 HEDGE MAPLE PLACE Winter Springs, FL MLS# O6396927
$275,000
2

Beds

2.1

Baths

1,330

Sq.Ft.

4113 HEDGE MAPLE PLACE

Winter Springs, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 448 MACGREGOR ROAD Winter Springs, FL MLS# O6397231
$365,000
2

Beds

2.0

Baths

1,477

Sq.Ft.

448 MACGREGOR ROAD

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1385 SAN DIEGO COURT Winter Springs, FL MLS# O6397680
$357,500
2

Beds

2.0

Baths

1,518

Sq.Ft.

1385 SAN DIEGO COURT

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 788 ANDOVER CIRCLE Winter Springs, FL MLS# O6397299
  • Recently Listed with Virtual Tour
1 of 40
$445,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

788 ANDOVER CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 655 MURPHY ROAD Winter Springs, FL MLS# O6396767
  • Virtual Tour
1 of 20
$375,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

655 MURPHY ROAD

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 600 NORTHERN WAY 302 Winter Springs, FL MLS# O6396912
  • Recently Listed with Virtual Tour
1 of 39
$275,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 302

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 710 BRIARWOOD DRIVE Winter Springs, FL MLS# O6396343
$375,000
4

Beds

2.0

Baths

1,769

Sq.Ft.

710 BRIARWOOD DRIVE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 632 TUSKAWILLA POINT LANE Winter Springs, FL MLS# O6394544
$450,000
4

Beds

2.0

Baths

1,917

Sq.Ft.

632 TUSKAWILLA POINT LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 30 MOREE LOOP 37 Winter Springs, FL MLS# O6395945
  • Virtual Tour
1 of 25
$189,995
3

Beds

2.1

Baths

1,400

Sq.Ft.

30 MOREE LOOP 37

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 649 DAVID STREET Winter Springs, FL MLS# O6395999
  • Virtual Tour
1 of 27
$265,000
3

Beds

1.0

Baths

1,077

Sq.Ft.

649 DAVID STREET

Winter Springs, FL

Courtesy of BUSBY REALTY LLC
View 702 GLASGOW COURT Winter Springs, FL MLS# O6394959
  • Virtual Tour
1 of 33
$317,700
4

Beds

2.1

Baths

1,878

Sq.Ft.

702 GLASGOW COURT

Winter Springs, FL

Courtesy of SHAWFIELD REALTY GROUP
View 936 TORREY PINE DRIVE Winter Springs, FL MLS# O6386843
$420,000
2

Beds

2.0

Baths

1,678

Sq.Ft.

936 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 60 SHEOAH BOULEVARD 38A Winter Springs, FL MLS# O6394692
$185,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

60 SHEOAH BOULEVARD 38A

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 30 S EDGEMON AVENUE Winter Springs, FL MLS# O6394469
$250,000
3

Beds

2.0

Baths

1,545

Sq.Ft.

30 S EDGEMON AVENUE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 421 RINGWOOD CIRCLE Winter Springs, FL MLS# V4948285
$500,000
4

Beds

2.0

Baths

2,029

Sq.Ft.

421 RINGWOOD CIRCLE

Winter Springs, FL

Courtesy of LPT REALTY LLC
View 130 DEER SONG DRIVE Winter Springs, FL MLS# O6395309
$310,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

130 DEER SONG DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III

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

212

Estimated median home price

$436,500
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

Price Count
$0 - 100K 0
$100K - 200K 9
$200K - 300K 38
$300K - 400K 49
$400K - 500K 45
$500K - 600K 18
$600K - 700K 12
$700K - 800K 17
$800K - 900K 11
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 139
Townhouse 48
Condo 16
Commercial 3
Rental 34
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/30/2026)

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 5/1/2026.

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 5/1/2026.