157 total properties
Did you mean the neighborhood Winter Springs?
View 167 CONSTITUTION WAY Winter Springs, FL MLS# O6383981
  • Recently Listed with Virtual Tour
1 of 27
$320,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

167 CONSTITUTION WAY

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1126 TROTWOOD BOULEVARD Winter Springs, FL MLS# O6382859
$485,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

1126 TROTWOOD BOULEVARD

Winter Springs, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 710 BRIARWOOD DRIVE Winter Springs, FL MLS# O6382891
$399,000
4

Beds

2.0

Baths

1,769

Sq.Ft.

710 BRIARWOOD DRIVE

Winter Springs, FL

Courtesy of CREEGAN GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 463 HARBOR WINDS COURT Winter Springs, FL MLS# O6378999
$350,000
3

Beds

2.0

Baths

1,386

Sq.Ft.

463 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 552 SHADOW GLENN PLACE Winter Springs, FL MLS# O6382972
$269,900
2

Beds

2.1

Baths

1,359

Sq.Ft.

552 SHADOW GLENN PLACE

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 10 MOREE LOOP 3 Winter Springs, FL MLS# O6381696
$145,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

10 MOREE LOOP 3

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 4467 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# S5143752
  • Virtual Tour
1 of 28
OPEN HOUSE: Sunday 3/15 12:30 PM - 4:00 PM
$268,990
3

Beds

2.1

Baths

1,344

Sq.Ft.

4467 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 1305 PARK VILLA PLACE Winter Springs, FL MLS# O6381179
$249,900
2

Beds

1.1

Baths

1,156

Sq.Ft.

1305 PARK VILLA PLACE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 101 PARTRIDGE CIRCLE Winter Springs, FL MLS# O6377547
$525,000
3

Beds

2.0

Baths

2,181

Sq.Ft.

101 PARTRIDGE CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
$279,900
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 903 TORREY PINE DRIVE Winter Springs, FL MLS# O6377459
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 3/14 2:00 PM - 4:00 PM
$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 1262 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6380617
$489,995
4

Beds

3.1

Baths

2,353

Sq.Ft.

1262 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of ROI AVE LLC
View 600 NORTHERN WAY 201 Winter Springs, FL MLS# O6381688
$285,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 201

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1346 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6378596
$489,000
3

Beds

2.1

Baths

1,684

Sq.Ft.

1346 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 600 NORTHERN WAY 303 Winter Springs, FL MLS# O6378979
$295,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 303

Winter Springs, FL

Courtesy of REDFIN CORPORATION
View 461 DIAMOND DOVE COVE Winter Springs, FL MLS# O6380170
$494,990
4

Beds

3.1

Baths

2,348

Sq.Ft.

461 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 603 CASA PARK COURT C Winter Springs, FL MLS# O6380605
$246,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT C

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 307 FREEDOMS RING DRIVE Winter Springs, FL MLS# O6381323
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Sunday 3/15 3:00 PM - 5:00 PM
$325,000
3

Beds

2.1

Baths

1,886

Sq.Ft.

307 FREEDOMS RING DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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 224 BENNETT STREET Winter Springs, FL MLS# O6378637
$305,000
4

Beds

2.0

Baths

1,071

Sq.Ft.

224 BENNETT STREET

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

210

Estimated median home price

$429,950
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 - 200K6
$200K - 300K35
$300K - 400K53
$400K - 500K55
$500K - 600K15
$600K - 700K12
$700K - 800K13
$800K - 900K7
$900K - 1M4
$1M - Max9

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family133
Townhouse54
Condo13
Commercial3
Rental39
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/14/2026)

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 3/14/2026.

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 3/14/2026.