61 total properties
Did you mean the neighborhood Winter Springs?
View 877 BENCHWOOD DRIVE Winter Springs, FL MLS# O6410431
$445,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

877 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 907 GLEN ABBEY CIRCLE Winter Springs, FL MLS# O6411321
$410,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

907 GLEN ABBEY CIRCLE

Winter Springs, FL

View 1262 TARFLOWER DRIVE Winter Springs, FL MLS# O6407223
  • New Construction
1 of 29
$389,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1262 TARFLOWER DRIVE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1270 TARFLOWER DRIVE Winter Springs, FL MLS# O6407275
  • New Construction
1 of 29
$409,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1270 TARFLOWER DRIVE

Winter Springs, FL

View 629 RYAN COURT Winter Springs, FL MLS# O6396980
  • Virtual Tour
1 of 33
$475,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$479,900
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
  • Virtual Tour
1 of 38
$399,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
$485,000
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

View 807 BUCKIE DRIVE Winter Springs, FL MLS# O6386108
  • Virtual Tour
1 of 25
$375,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

807 BUCKIE DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 560 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6401016
$410,000
3

Beds

2.0

Baths

1,654

Sq.Ft.

560 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
$479,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

107 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
$459,900
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1012 FOREST CIRCLE Winter Springs, FL MLS# O6387051
$410,900
3

Beds

2.0

Baths

1,609

Sq.Ft.

1012 FOREST CIRCLE

Winter Springs, FL

View 632 BLENHEIM LOOP Winter Springs, FL MLS# O6386347
  • Virtual Tour
1 of 51
$484,900
4

Beds

2.1

Baths

1,996

Sq.Ft.

632 BLENHEIM LOOP

Winter Springs, FL

Courtesy of REALTY HUB
View 1307 ORTEGA STREET Winter Springs, FL MLS# O6391915
$400,000
3

Beds

2.0

Baths

1,881

Sq.Ft.

1307 ORTEGA STREET

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 440 BUCKSKIN COURT Winter Springs, FL MLS# O6394274
$499,000
4

Beds

2.1

Baths

1,922

Sq.Ft.

440 BUCKSKIN COURT

Winter Springs, FL

View 1050 NURSERY ROAD Winter Springs, FL MLS# O6376787
$499,900
13,000

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

Courtesy of REALTY HUB
View 1201 WOLVERINE TRAIL Winter Springs, FL MLS# O6374676
$500,000
4

Beds

2.0

Baths

1,979

Sq.Ft.

1201 WOLVERINE TRAIL

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
  • Virtual Tour
1 of 28
$397,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$449,000
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.

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

194

Estimated median home price

$400,000
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 11
$200K - 300K 41
$300K - 400K 46
$400K - 500K 39
$500K - 600K 18
$600K - 700K 11
$700K - 800K 12
$800K - 900K 6
$900K - 1M 1
$1M - Max 9

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 127
Townhouse 45
Condo 15
Commercial 3
Rental 36
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 8/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 8/23/2026.

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 8/23/2026.