50 total properties
Did you mean the neighborhood Winter Springs?
View 101 MELTON DRIVE Winter Springs, FL MLS# O6413054
  • Recently Listed with Virtual Tour
1 of 35
$285,000
4

Beds

1.1

Baths

1,212

Sq.Ft.

101 MELTON DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 207 BIRCH TERRACE Winter Springs, FL MLS# O6411799
  • Recently Listed with Virtual Tour
1 of 14
$297,000
3

Beds

2.0

Baths

1,318

Sq.Ft.

207 BIRCH TERRACE

Winter Springs, FL

Courtesy of REILLY REALTY & MGMT.
View 724 LAKESIDE DRIVE Winter Springs, FL MLS# O6412679
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 6/6 1:00 PM - 3:00 PM
$264,900
2

Beds

2.0

Baths

1,168

Sq.Ft.

724 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 603 CASA PARK COURT G Winter Springs, FL MLS# O6411934
  • Recently Listed with Virtual Tour
1 of 26
$249,900
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT G

Winter Springs, FL

Courtesy of PROPERTY LOGIC RE
View 294 SAN GABRIEL STREET Winter Springs, FL MLS# O6409921
  • Recently Listed with Virtual Tour
1 of 43
OPEN HOUSE: Thursday 6/4 3:00 PM - 6:00 PM
$249,990
2

Beds

2.0

Baths

1,105

Sq.Ft.

294 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 180 CONSTITUTION WAY Winter Springs, FL MLS# O6408927
  • Recently Listed with Virtual Tour
1 of 28
$304,999
2

Beds

2.1

Baths

1,275

Sq.Ft.

180 CONSTITUTION WAY

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 343 SAN MIGUEL STREET 343 Winter Springs, FL MLS# O6409678
  • Recently Listed with Virtual Tour
1 of 24
$189,900
2

Beds

2.0

Baths

945

Sq.Ft.

343 SAN MIGUEL STREET 343

Winter Springs, FL

Courtesy of INNOVATIVE REALTY, LLC
View 280 MOREE LOOP 2 Winter Springs, FL MLS# O6409577
  • Recently Listed with Virtual Tour
1 of 20
$150,000
2

Beds

2.0

Baths

1,187

Sq.Ft.

280 MOREE LOOP 2

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 497 CLUB DRIVE Winter Springs, FL MLS# O6408474
  • Recently Listed with Virtual Tour
1 of 17
$218,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

497 CLUB DRIVE

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 224 HIGHLANDS GLEN CIRCLE Winter Springs, FL MLS# O6409042
  • Recently Listed with Virtual Tour
1 of 28
$295,000
3

Beds

2.0

Baths

1,185

Sq.Ft.

224 HIGHLANDS GLEN CIRCLE

Winter Springs, FL

Courtesy of THE AGENCY FL
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 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 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 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6402028
$298,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 607 CASA PARK COURT K Winter Springs, FL MLS# O6402801
$239,900
2

Beds

2.0

Baths

1,088

Sq.Ft.

607 CASA PARK COURT K

Winter Springs, FL

Courtesy of KGV REALTY GROUP
View 477 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6401530
$234,999
3

Beds

1.1

Baths

1,280

Sq.Ft.

477 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 600 NORTHERN WAY 205 Winter Springs, FL MLS# O6401833
$238,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 205

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
$285,000
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

Courtesy of WEMERT GROUP 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

214

Estimated median home price

$422,000
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 - 400K52
$400K - 500K43
$500K - 600K17
$600K - 700K14
$700K - 800K18
$800K - 900K9
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family137
Townhouse52
Condo16
Commercial3
Rental33
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 6/3/2026)

Information deemed reliable but not guaranteed.

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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 6/4/2026.

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 6/4/2026.