Single Family 5 Bedroom for Sale in Winchester MA

Photo of 10 Rangeley Road Winchester MA 01890

Favorite

42 photos

10 Rangeley Road Winchester MA 01890

$3,199,000

Beds: 5

Baths: 4.5

Sq Ft: 5,406

Days on Market: 46

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 8 Priscilla Ln Winchester MA 01890

Favorite

36 photos

8 Priscilla Ln Winchester MA 01890

$3,149,000

Beds: 5

Baths: 5.5

Sq Ft: 6,500

Days on Market: 85

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 10 Dartmouth Street Winchester MA 01890

Favorite

42 photos

10 Dartmouth Street Winchester MA 01890

$2,999,000

Beds: 5

Baths: 3

Sq Ft: 4,028

Days on Market: 20

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 9 Plymouth Rd Winchester MA 01890

Favorite

37 photos

9 Plymouth Rd Winchester MA 01890

$2,500,000

Beds: 5

Baths: 3

Sq Ft: 4,071

Days on Market: 24

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 78 Bacon Street Winchester MA 01890

Price Reduced

Favorite

42 photos

78 Bacon Street Winchester MA 01890

$2,499,000

-$30,000

Beds: 5

Baths: 3.5

Sq Ft: 5,230

Days on Market: 63

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 53 Winford Way Winchester MA 01890

Open: Saturday 12:30 pm - 1:30 pm

Favorite

24 photos

53 Winford Way Winchester MA 01890

$2,399,000

Beds: 5

Baths: 4

Sq Ft: 5,083

Days on Market: 64

Open: 8/1/26 12:30 PM - 1:30 PM, 8/2/26 12:30 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 276 High Street Winchester MA 01890

Favorite

38 photos

276 High Street Winchester MA 01890

$2,195,000

Beds: 5

Baths: 3.5

Sq Ft: 5,006

Days on Market: 115

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 79 Grove St Winchester MA 01890

Open: Saturday 12 pm - 1:30 pm

Favorite

41 photos

79 Grove St Winchester MA 01890

$1,899,000

Beds: 5

Baths: 3.5

Sq Ft: 3,210

Days on Market: 23

Open: 8/1/26 12 PM - 1:30 PM, 8/2/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 8 Hawthorne Road Winchester MA 01890

Favorite

27 photos

8 Hawthorne Road Winchester MA 01890

$1,825,000

Beds: 5

Baths: 3

Sq Ft: 3,315

Days on Market: 69

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 117 Highland Ave Winchester MA 01890

Price Reduced

Favorite

40 photos

117 Highland Ave Winchester MA 01890

$1,675,000

-$50,000

Beds: 5

Baths: 3.5

Sq Ft: 3,722

Days on Market: 42

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 8 Oak Street Winchester MA 01890

Open: Saturday 12 pm - 1:30 pm

Favorite

38 photos

8 Oak Street Winchester MA 01890

$1,125,000

Beds: 5

Baths: 2.5

Sq Ft: 2,391

Days on Market: 2

Open: 8/1/26 12 PM - 1:30 PM, 8/2/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 186 Ridge Street Winchester MA 01890

Favorite

40 photos

186 Ridge Street Winchester MA 01890

$15,000 / mo

Beds: 5

Baths: 4.5

Sq Ft: 5,820

Days on Market: 91

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 17 Churchill Road Winchester MA 01890

Price Reduced

Favorite

32 photos

17 Churchill Road Winchester MA 01890

$5,500 / mo

-$250

Beds: 5

Baths: 3.5

Sq Ft: 3,404

Days on Market: 52

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Previous Levels