225 total properties
Did you mean the neighborhood Winter Springs?
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
$272,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

View 131 LISA LOOP Winter Springs, FL MLS# O6383791
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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 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
$438,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

Courtesy of CAISSA REALTY INVESTMENT INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 30 SABLE COURT Winter Springs, FL MLS# O6382648
$569,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

30 SABLE COURT

Winter Springs, FL

Courtesy of HOME SOLD NETWORK LLC
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
$269,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 600 NORTHERN WAY 201 Winter Springs, FL MLS# O6381688
$289,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 201

Winter Springs, FL

Courtesy of EXP REALTY 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 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

Courtesy of SUNNY 365 REALTY GROUP
View 120 E BAHAMA ROAD Winter Springs, FL MLS# O6379165
$1,199,000
4

Beds

3.0

Baths

4,464

Sq.Ft.

120 E BAHAMA ROAD

Winter Springs, FL

View 1411 BORG LANE Winter Springs, FL MLS# O6378665
$385,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1411 BORG LANE

Winter Springs, FL

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 986 TURKEY HOLLOW CIRCLE Winter Springs, FL MLS# O6374288
$494,000
4

Beds

2.0

Baths

1,864

Sq.Ft.

986 TURKEY HOLLOW CIRCLE

Winter Springs, FL

View 600 NORTHERN WAY 906 Winter Springs, FL MLS# O6375918
$290,000
3

Beds

3.0

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 906

Winter Springs, FL

View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6374007
$690,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 4431 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6374194
$220,000
3

Beds

2.0

Baths

1,367

Sq.Ft.

4431 BROOK HOLLOW CIRCLE

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 717 WILSON ROAD Winter Springs, FL MLS# O6372938
$340,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

717 WILSON ROAD

Winter Springs, FL

Courtesy of FLORIDA USA REALTY
View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6372546
$443,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS 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

226

Estimated median home price

$432,500
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

PriceCount
$0 - 100K0
$100K - 200K9
$200K - 300K42
$300K - 400K44
$400K - 500K52
$500K - 600K23
$600K - 700K16
$700K - 800K17
$800K - 900K10
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family151
Townhouse53
Condo15
Commercial3
Rental41
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/2/2026)

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 7/2/2026.