172 total properties
Did you mean the neighborhood Winter Springs?
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 568 BUCKHORN DRIVE Winter Springs, FL MLS# O6413584
$475,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

568 BUCKHORN DRIVE

Winter Springs, FL

View 416 MACGREGOR ROAD Winter Springs, FL MLS# O6379428
$470,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

416 MACGREGOR ROAD

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
$469,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 358 BRUSHWOOD LANE Winter Springs, FL MLS# O6412915
  • Recently Listed
1 of 20
$468,000
4

Beds

2.0

Baths

1,922

Sq.Ft.

358 BRUSHWOOD LANE

Winter Springs, FL

View 1126 TROTWOOD BOULEVARD Winter Springs, FL MLS# O6382859
$460,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

1126 TROTWOOD BOULEVARD

Winter Springs, FL

View 877 BENCHWOOD DRIVE Winter Springs, FL MLS# O6410431
$450,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

877 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 1320 ALFONZO CIRCLE Winter Springs, FL MLS# S5151348
$450,000
4

Beds

3.0

Baths

1,597

Sq.Ft.

1320 ALFONZO CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 1335 SAN FELIPE COURT Winter Springs, FL MLS# O6417601
$450,000
4

Beds

2.0

Baths

1,571

Sq.Ft.

1335 SAN FELIPE COURT

Winter Springs, FL

View 1050 NURSERY ROAD Winter Springs, FL MLS# O6376787
$449,900
13,000

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

View 1530 BRAEWICK STREET Winter Springs, FL MLS# TB8518340
$449,900
3

Beds

2.0

Baths

1,889

Sq.Ft.

1530 BRAEWICK STREET

Winter Springs, FL

View 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
  • New Construction
1 of 35
OPEN HOUSE: Thursday 6/25 10:00 AM - 5:00 PM
$444,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

161 BEAR SPRINGS DRIVE

Winter Springs, FL

View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6372546
  • New Construction
1 of 33
$443,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 173 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
  • New Construction
1 of 35
$439,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

173 BEAR SPRINGS DRIVE

Winter Springs, FL

View 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
  • Recently Listed with Virtual Tour
1 of 31
$439,900
2

Beds

2.0

Baths

1,812

Sq.Ft.

717 ADIDAS ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
  • Virtual Tour
1 of 33
$438,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

Courtesy of CAISSA REALTY INVESTMENT INC
View 417 CRUZ BAY CIRCLE Winter Springs, FL MLS# O6408099
$435,000
3

Beds

3.0

Baths

2,176

Sq.Ft.

417 CRUZ BAY CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 661 ANDOVER CIRCLE Winter Springs, FL MLS# O6417072
$435,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

661 ANDOVER CIRCLE

Winter Springs, FL

View 1307 ORTEGA STREET Winter Springs, FL MLS# O6391915
$430,000
3

Beds

2.0

Baths

1,881

Sq.Ft.

1307 ORTEGA STREET

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 1326 TARFLOWER DRIVE Winter Springs, FL MLS# O6416617
  • Recently Listed with Virtual Tour
1 of 30
$430,000
4

Beds

2.1

Baths

1,678

Sq.Ft.

1326 TARFLOWER DRIVE

Winter Springs, FL

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

230

Estimated median home price

$435,000
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 1
$100K - 200K 10
$200K - 300K 40
$300K - 400K 48
$400K - 500K 50
$500K - 600K 23
$600K - 700K 16
$700K - 800K 18
$800K - 900K 9
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 153
Townhouse 52
Condo 16
Commercial 4
Rental 40
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/25/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/25/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 6/25/2026.