43 total properties
Did you mean the neighborhood Winter Springs?
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 268 TAVESTOCK LOOP Winter Springs, FL MLS# O6407307
$557,900
4

Beds

2.1

Baths

2,415

Sq.Ft.

268 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of FUSILIER REALTY GROUP
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

The time to sell is now! THE TIME TO SELL IS NOW!
View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$488,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

View 363 TWELVE OAKS DRIVE Winter Springs, FL MLS# O6394390
$537,000
5

Beds

3.0

Baths

3,408

Sq.Ft.

363 TWELVE OAKS DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
$499,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

107 GOLDEN CREST COURT

Winter Springs, FL

View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
$464,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1254 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6390820
$485,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1254 SPOTTED SANDPIPER LOOP

Winter Springs, FL

View 632 BLENHEIM LOOP Winter Springs, FL MLS# O6386347
  • Virtual Tour
1 of 53
$489,900
4

Beds

2.1

Baths

1,996

Sq.Ft.

632 BLENHEIM LOOP

Winter Springs, FL

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 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
  • New Construction
1 of 35
$444,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

161 BEAR SPRINGS DRIVE

Winter Springs, FL

View 131 LISA LOOP Winter Springs, FL MLS# O6383791
  • Virtual Tour
1 of 43
$489,000
4

Beds

2.1

Baths

2,309

Sq.Ft.

131 LISA LOOP

Winter Springs, FL

Courtesy of BAILEY CAMPBELL PROPERTIES
View 30 SABLE COURT Winter Springs, FL MLS# O6382648
  • Virtual Tour
1 of 11
$569,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

30 SABLE COURT

Winter Springs, FL

Courtesy of HOME SOLD NETWORK LLC
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
View 440 BUCKSKIN COURT Winter Springs, FL MLS# O6394274
$525,000
4

Beds

2.1

Baths

1,922

Sq.Ft.

440 BUCKSKIN COURT

Winter Springs, FL

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

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

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

View 1425 HAPPY BIRD LANE Winter Springs, FL MLS# O6369417
$515,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

1425 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of YORK MILLS REALTY LLC
View 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$533,888
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED

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

155

Estimated median home price

$424,997
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 8
$200K - 300K 30
$300K - 400K 34
$400K - 500K 38
$500K - 600K 13
$600K - 700K 5
$700K - 800K 12
$800K - 900K 5
$900K - 1M 2
$1M - Max 8

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 104
Townhouse 32
Condo 13
Commercial 3
Rental 40
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 7/18/2026)

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 7/18/2026.