206 total properties
Did you mean the neighborhood Winter Springs?
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 173 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
  • New Construction
1 of 35
OPEN HOUSE: Friday 5/1 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: Friday 5/1 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1716 FOX GLEN COURT Winter Springs, FL MLS# O6362670
$479,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

1716 FOX GLEN COURT

Winter Springs, FL

Courtesy of RED CARPET REALTY FLORIDA
View 562 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6348719
$470,000
3

Beds

2.0

Baths

1,579

Sq.Ft.

562 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of REGENCY REAL ESTATE 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 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 104 REDTAIL PLACE Winter Springs, FL MLS# O6378697
$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 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 905 TORREY PINE DRIVE Winter Springs, FL MLS# O6388252
$455,000
3

Beds

2.0

Baths

1,934

Sq.Ft.

905 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 859 BENCHWOOD DRIVE Winter Springs, FL MLS# O6397781
$454,900
4

Beds

2.0

Baths

1,632

Sq.Ft.

859 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of VALENCE REALTY GROUP
View 431 S HAWTHORN CIRCLE Winter Springs, FL MLS# O6330022
$450,000
5

Beds

2.1

Baths

2,092

Sq.Ft.

431 S HAWTHORN CIRCLE

Winter Springs, FL

Courtesy of THE SHUGAN GROUP INC
View 1059 CEDAR BAY Winter Springs, FL MLS# O6382674
$450,000
4

Beds

3.1

Baths

2,225

Sq.Ft.

1059 CEDAR BAY

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 1331 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6389425
$450,000
3

Beds

2.0

Baths

1,657

Sq.Ft.

1331 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 632 TUSKAWILLA POINT LANE Winter Springs, FL MLS# O6394544
$450,000
4

Beds

2.0

Baths

1,917

Sq.Ft.

632 TUSKAWILLA POINT LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
$448,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

Courtesy of CAISSA REALTY INVESTMENT INC
View 1327 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6399111
  • Recently Listed with Virtual Tour
1 of 20
$448,000
3

Beds

2.0

Baths

2,128

Sq.Ft.

1327 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 788 ANDOVER CIRCLE Winter Springs, FL MLS# O6397299
  • Recently Listed with Virtual Tour
1 of 40
$445,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

788 ANDOVER CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 560 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6401016
  • Recently Listed with Virtual Tour
1 of 23
OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM
$445,000
3

Beds

2.0

Baths

1,654

Sq.Ft.

560 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1011 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6391562
$439,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1011 W PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC

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

212

Estimated median home price

$436,500
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 - 300K38
$300K - 400K49
$400K - 500K45
$500K - 600K18
$600K - 700K12
$700K - 800K17
$800K - 900K11
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family139
Townhouse48
Condo16
Commercial3
Rental34
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/30/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 5/1/2026.

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 5/1/2026.