198 total properties
Did you mean the neighborhood Winter Springs?
View 1503 GRACEFUL DOE LOOP Winter Springs, FL MLS# S5141335
$719,000
5

Beds

3.0

Baths

3,287

Sq.Ft.

1503 GRACEFUL DOE LOOP

Winter Springs, FL

Courtesy of FLORIDA SPIRIT HOMES
View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6374007
$719,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 214 CHESTNUT RIDGE STREET Winter Springs, FL MLS# O6372400
  • Recently Listed
1 of 64
OPEN HOUSE: Sunday 3/1 2:00 PM - 4:00 PM
$700,000
4

Beds

3.0

Baths

2,474

Sq.Ft.

214 CHESTNUT RIDGE STREET

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 393 Twelve Oaks DRIVE Winter Springs, FL MLS# O6185501
$695,000
4

Beds

3.0

Baths

2,361

Sq.Ft.

393 Twelve Oaks DRIVE

Winter Springs, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 583 TREEHOUSE STREET Winter Springs, FL MLS# O6279294
$695,000
5

Beds

3.1

Baths

3,418

Sq.Ft.

583 TREEHOUSE STREET

Winter Springs, FL

Courtesy of KNIGHTS REALTY
View 106 THUNBERG COVE Winter Springs, FL MLS# O6373651
$690,000
4

Beds

3.0

Baths

2,501

Sq.Ft.

106 THUNBERG COVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 312 BALFOUR DRIVE Winter Springs, FL MLS# G5103949
$675,000
5

Beds

3.1

Baths

3,317

Sq.Ft.

312 BALFOUR DRIVE

Winter Springs, FL

Courtesy of RE/MAX TITANIUM GROUP
View 1566 CARRINGTON AVENUE Winter Springs, FL MLS# O6385438
$675,000
4

Beds

3.1

Baths

2,554

Sq.Ft.

1566 CARRINGTON AVENUE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 4245 LORI LOOP Winter Springs, FL MLS# O6373966
  • Virtual Tour
1 of 39
OPEN HOUSE: Sunday 3/1 3:00 PM - 5:00 PM
$629,900
4

Beds

2.0

Baths

2,678

Sq.Ft.

4245 LORI LOOP

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 125 E TRADE WINDS ROAD Winter Springs, FL MLS# O6373594
$625,000
4

Beds

3.1

Baths

2,486

Sq.Ft.

125 E TRADE WINDS ROAD

Winter Springs, FL

Courtesy of REALTY ONE GROUP MVP
View 1096 DYSON DRIVE Winter Springs, FL MLS# S5127598
$624,900
3

Beds

2.0

Baths

1,882

Sq.Ft.

1096 DYSON DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1105 NORTHERN WAY Winter Springs, FL MLS# O6385668
  • Recently Listed with Virtual Tour
1 of 62
OPEN HOUSE: Sunday 3/1 1:00 PM - 3:00 PM
$615,000
4

Beds

2.0

Baths

2,142

Sq.Ft.

1105 NORTHERN WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 203 WISE OWL WAY Winter Springs, FL MLS# O6380678
$614,900
4

Beds

3.0

Baths

2,531

Sq.Ft.

203 WISE OWL WAY

Winter Springs, FL

Courtesy of VOSS REALTY INC
View 684 SEVEN OAKS BOULEVARD Winter Springs, FL MLS# O6375627
$600,000
5

Beds

3.0

Baths

2,870

Sq.Ft.

684 SEVEN OAKS BOULEVARD

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 805 LEOPARD TRAIL Winter Springs, FL MLS# O6354441
$599,900
4

Beds

2.0

Baths

2,608

Sq.Ft.

805 LEOPARD TRAIL

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$599,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 203 HERRELL ROAD Winter Springs, FL MLS# O6358036
$598,000
5

Beds

3.1

Baths

3,566

Sq.Ft.

203 HERRELL ROAD

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 30 SABLE COURT Winter Springs, FL MLS# O6382648
  • Recently Listed with Virtual Tour
1 of 11
$579,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

30 SABLE COURT

Winter Springs, FL

Courtesy of HOME SOLD NETWORK LLC
View 212 PERTH COURT Winter Springs, FL MLS# O6343569
$575,000
6

Beds

4.0

Baths

1,123

Sq.Ft.

212 PERTH COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 523 SADDLEWOOD LANE Winter Springs, FL MLS# O6381962
  • Recently Listed with Virtual Tour
1 of 40
$575,000
4

Beds

3.0

Baths

2,315

Sq.Ft.

523 SADDLEWOOD LANE

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

208

Estimated median home price

$422,445
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 - 100K1
$100K - 200K5
$200K - 300K35
$300K - 400K56
$400K - 500K51
$500K - 600K16
$600K - 700K11
$700K - 800K17
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family135
Townhouse52
Condo13
Commercial1
Rental38
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/1/2026)

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 3/1/2026.

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 3/1/2026.