56 total properties
Did you mean the neighborhood Winter Springs?
View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
  • Recently Listed
1 of 38
$444,500
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 1029 E PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6404082
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Saturday 5/2 1:00 PM - 3:00 PM
$395,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

1029 E PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1328 ANDES DRIVE Winter Springs, FL MLS# O6398729
  • Recently Listed with Virtual Tour
1 of 20
$385,000
4

Beds

2.0

Baths

1,582

Sq.Ft.

1328 ANDES DRIVE

Winter Springs, FL

Courtesy of AVENIR REAL ESTATE BROKERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 807 BUCKIE DRIVE Winter Springs, FL MLS# O6386108
  • Recently Listed with Virtual Tour
1 of 21
$375,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

807 BUCKIE DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 1171 SADDLEHORN CIRCLE Winter Springs, FL MLS# O6401152
  • Recently Listed with Virtual Tour
1 of 24
$420,000
4

Beds

2.0

Baths

1,611

Sq.Ft.

1171 SADDLEHORN CIRCLE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
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 1165 ORANGE AVENUE Winter Springs, FL MLS# O6398101
  • Recently Listed with Virtual Tour
1 of 74
$400,000
3

Beds

3.1

Baths

2,094

Sq.Ft.

1165 ORANGE AVENUE

Winter Springs, FL

Courtesy of EXP REALTY LLC
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 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 448 MACGREGOR ROAD Winter Springs, FL MLS# O6397231
$365,000
2

Beds

2.0

Baths

1,477

Sq.Ft.

448 MACGREGOR ROAD

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1385 SAN DIEGO COURT Winter Springs, FL MLS# O6397680
$357,500
2

Beds

2.0

Baths

1,518

Sq.Ft.

1385 SAN DIEGO COURT

Winter Springs, FL

Courtesy of COLDWELL BANKER 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 655 MURPHY ROAD Winter Springs, FL MLS# O6396767
$375,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

655 MURPHY ROAD

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 710 BRIARWOOD DRIVE Winter Springs, FL MLS# O6396343
$375,000
4

Beds

2.0

Baths

1,769

Sq.Ft.

710 BRIARWOOD DRIVE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
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 936 TORREY PINE DRIVE Winter Springs, FL MLS# O6386843
$420,000
2

Beds

2.0

Baths

1,678

Sq.Ft.

936 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 340 INGLENOOK CIRCLE Winter Springs, FL MLS# O6391808
$399,999
3

Beds

2.0

Baths

1,762

Sq.Ft.

340 INGLENOOK CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
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
View 1275 MARLEY LANE Winter Springs, FL MLS# O6391943
$355,000
3

Beds

2.1

Baths

1,425

Sq.Ft.

1275 MARLEY LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1075 CONDOR PLACE Winter Springs, FL MLS# O6391519
$414,900
3

Beds

2.0

Baths

1,749

Sq.Ft.

1075 CONDOR PLACE

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, 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

209

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

PriceCount
$0 - 100K0
$100K - 200K9
$200K - 300K38
$300K - 400K48
$400K - 500K45
$500K - 600K16
$600K - 700K13
$700K - 800K17
$800K - 900K10
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family136
Townhouse48
Condo16
Commercial3
Rental34
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/1/2026)

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 5/2/2026.