48 total properties
Did you mean the neighborhood Winter Springs?
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
$519,000
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
$478,500
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 421 WOODCREST STREET Winter Springs, FL MLS# O6394375
$550,000
4

Beds

3.0

Baths

2,374

Sq.Ft.

421 WOODCREST STREET

Winter Springs, FL

Courtesy of RE/MAX 200 REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1379 TARFLOWER DRIVE Winter Springs, FL MLS# O6390913
  • New Construction with Virtual Tour
1 of 58
$485,000
3

Beds

2.1

Baths

1,704

Sq.Ft.

1379 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 1356 VIA VILLA NOVA Winter Springs, FL MLS# S5146395
$499,999
3

Beds

2.0

Baths

1,864

Sq.Ft.

1356 VIA VILLA NOVA

Winter Springs, FL

Courtesy of LOKATION
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

Courtesy of CREEGAN GROUP
View 632 BLENHEIM LOOP Winter Springs, FL MLS# O6386347
  • Virtual Tour
1 of 53
$495,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

632 BLENHEIM LOOP

Winter Springs, FL

Courtesy of REALTY HUB
View 173 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
  • New Construction
1 of 35
OPEN HOUSE: Thursday 5/21 10:00 AM - 5:00 PM
$484,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

173 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
  • New Construction
1 of 35
OPEN HOUSE: Thursday 5/21 10:00 AM - 5:00 PM
$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 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 1126 TROTWOOD BOULEVARD Winter Springs, FL MLS# O6382859
$470,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

1126 TROTWOOD BOULEVARD

Winter Springs, FL

Courtesy of JOY ESTATE ENTERPRISE INC
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 203 WISE OWL WAY Winter Springs, FL MLS# O6380678
  • Virtual Tour
1 of 60
$599,900
4

Beds

3.0

Baths

2,531

Sq.Ft.

203 WISE OWL WAY

Winter Springs, FL

Courtesy of VOSS REALTY INC
View 903 TORREY PINE DRIVE Winter Springs, FL MLS# O6377459
$469,900
3

Beds

2.0

Baths

1,501

Sq.Ft.

903 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1262 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6380617
$479,999
4

Beds

3.1

Baths

2,353

Sq.Ft.

1262 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of ROI AVE 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 104 REDTAIL PLACE Winter Springs, FL MLS# O6378697
  • Virtual Tour
1 of 45
$469,900
3

Beds

2.0

Baths

1,766

Sq.Ft.

104 REDTAIL PLACE

Winter Springs, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 440 BUCKSKIN COURT Winter Springs, FL MLS# O6394274
  • Recently Listed with Virtual Tour
1 of 62
$549,000
4

Beds

2.1

Baths

1,922

Sq.Ft.

440 BUCKSKIN COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
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 986 TURKEY HOLLOW CIRCLE Winter Springs, FL MLS# O6374288
$498,900
4

Beds

2.0

Baths

1,864

Sq.Ft.

986 TURKEY HOLLOW CIRCLE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY

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

223

Estimated median home price

$438,997
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 9
$200K - 300K 35
$300K - 400K 51
$400K - 500K 52
$500K - 600K 21
$600K - 700K 17
$700K - 800K 15
$800K - 900K 9
$900K - 1M 5
$1M - Max 9

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 146
Townhouse 54
Condo 16
Commercial 3
Rental 41
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/21/2026)

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 5/21/2026.