154 total properties
Did you mean the neighborhood Winter Springs?
View 65 S DEVON AVENUE Winter Springs, FL MLS# O6404319
$314,900
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1109 DAPPLED ELM LANE Winter Springs, FL MLS# G5112228
$425,000
3

Beds

2.0

Baths

1,505

Sq.Ft.

1109 DAPPLED ELM LANE

Winter Springs, FL

Courtesy of WORTH CLARK REALTY
View 629 RYAN COURT Winter Springs, FL MLS# O6396980
$479,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

Courtesy of SOTERA LIVING
The time to sell is now! THE TIME TO SELL IS NOW!
View 424 FLATWOOD DRIVE Winter Springs, FL MLS# S5149589
$525,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

424 FLATWOOD DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 444 BLUE BAYOU LANE Winter Springs, FL MLS# O6405666
$385,000
3

Beds

3.1

Baths

1,854

Sq.Ft.

444 BLUE BAYOU LANE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 820 WAKULLA LANE Winter Springs, FL MLS# TB8504175
$419,900
3

Beds

2.1

Baths

1,658

Sq.Ft.

820 WAKULLA LANE

Winter Springs, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
  • Virtual Tour
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OPEN HOUSE: Sunday 6/7 11:00 AM - 3:00 PM
$366,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

221 SHERRY AVE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 510 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6405365
$230,000
2

Beds

2.1

Baths

1,180

Sq.Ft.

510 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
$339,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of MILLENIUM REALTY GROUP
View 1452 CONNORS LANE Winter Springs, FL MLS# O6404505
$475,000
3

Beds

2.0

Baths

1,766

Sq.Ft.

1452 CONNORS LANE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$499,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

Courtesy of HOME PRIME REALTY LLC
View 4490 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6405179
$245,000
3

Beds

2.0

Baths

1,359

Sq.Ft.

4490 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 585 SHADOW GLENN PLACE Winter Springs, FL MLS# O6404267
$264,900
3

Beds

2.1

Baths

1,348

Sq.Ft.

585 SHADOW GLENN PLACE

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 706 LAKESIDE DRIVE Winter Springs, FL MLS# O6402320
$279,500
2

Beds

2.0

Baths

1,092

Sq.Ft.

706 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of REALTY WORLD PREFERRED
View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
$424,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 50 SHEOAH BOULEVARD 33 Winter Springs, FL MLS# O6404380
$179,500
2

Beds

2.0

Baths

972

Sq.Ft.

50 SHEOAH BOULEVARD 33

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
  • Virtual Tour
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OPEN HOUSE: Saturday 6/6 1:00 PM - 4:00 PM
$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

Courtesy of THE PALMS PROPERTY GROUP
View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
$329,900
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 1384 MILL STREAM LANE Winter Springs, FL MLS# TB8504740
$399,900
3

Beds

3.1

Baths

1,932

Sq.Ft.

1384 MILL STREAM LANE

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 578 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401830
$310,000
2

Beds

2.1

Baths

1,516

Sq.Ft.

578 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY 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

217

Estimated median home price

$425,000
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 - 300K41
$300K - 400K47
$400K - 500K46
$500K - 600K20
$600K - 700K13
$700K - 800K18
$800K - 900K9
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family143
Townhouse49
Condo16
Commercial3
Rental33
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 6/5/2026)

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 6/5/2026.

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 6/5/2026.