5 Bedroom Homes for Sale in Winchester, MA

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1-10 of 10 Homes
5+ beds
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
$3,499,000 | 54 Johnson Road, Winchester, MA 01890
1/42
Listed By CompassVirtual Tour

$3,499,000

5
Bedrooms
6,899
Square Feet
0.46
Acres

54 Johnson Road, Winchester, MA 01890

SVGUnlock 6 (38%) more homes you won’t find anywhere else
Listings are only private online. All buyers & agents can access in our offices or by contacting Compass.
front view of a house with a yard
a view of a white house with a big yard and large trees
a front view of a house with garden
a living room with furniture and a large window
a living room with furniture and a window
a living room with furniture flat screen tv and a fireplace
a living room with furniture fireplace and a flat screen tv
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a fireplace
a kitchen with stainless steel appliances kitchen island a sink stove and cabinets
a kitchen with a sink a stove and cabinets
a kitchen with stainless steel appliances a dining table chairs stove and white cabinets
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a view of an empty room with shelves
a view of livingroom with furniture and workspace
a view of entryway livingroom and hall with wooden floor
a view of an empty room with a window
a bathroom with a tub sink double vanity granite and a mirror
a view of an empty room with a window and wooden floor
a bathroom with a toilet sink and mirror
an empty room with windows
a view of entryway and hall with wooden floor
a living room with furniture and a large window
a living room with furniture and a large window
a bathroom with a double vanity sink a mirror a bathtub and shower
a bathroom with a double vanity sink mirror and toilet
a view of an empty room with a window
a white bath tub sitting in a bathroom next to a window
a spacious bedroom with a large bed and a chandelier
a view of an empty walk in closet
a view of an empty room with wooden floor and windows
an empty room with wooden floor and windows
a large bedroom with a bed and a view of kitchen
a front view of a house with a garden
a view of a pathway with a yard
a view of a house with a yard
a picture of a bathroom
a picture of a bathroom with a sink
a picture of a wall with a white wall and a large window
a picture of a book in a kitchen
$2,899,000 | 19 Town Way, Winchester, MA 01890
1/42
Listed By CompassVirtual Tour

$2,899,000

5
Bedrooms
5,257
Square Feet
0.23
Acres

19 Town Way, Winchester, MA 01890

$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
$1,995,000 | 237 Swanton Street, Winchester, MA 01890
1/35
Listed By CompassVirtual Tour

$1,995,000

5
Bedrooms
4,334
Square Feet
0.16
Acres

237 Swanton Street, Winchester, MA 01890

$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
$3,425,000 | 15 Mayflower Road, Winchester, MA 01890
1/39

$3,425,000

7
Bedrooms
7,226
Square Feet
0.43
Acres

15 Mayflower Road, Winchester, MA 01890

$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
$1,998,000 | 10 Hawthorne Road, Winchester, MA 01890
1/34

$1,998,000

5
Bedrooms
3,191
Square Feet
0.45
Acres

10 Hawthorne Road, Winchester, MA 01890

a living room with furniture a fireplace and a flat screen tv
a front view of a house with a yard
a spacious bedroom with a bed and window
a bathroom with a shower sink and mirror
a kitchen with stainless steel appliances kitchen island granite countertop a stove a sink a microwave a dining table and chairs
a living room with furniture a fireplace and a flat screen tv
a living room with fireplace furniture and a large window
a living room with furniture a fireplace a flat screen tv and kitchen view
a living room with furniture and a flat screen tv
a living room with furniture and a dining table with kitchen view
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a stove top oven
a large kitchen with kitchen island granite countertop a sink a counter space appliances and cabinets
a kitchen with stainless steel appliances kitchen island granite countertop a table and chairs in it
a view of a dining room with furniture window and wooden floor
a front view of a house with wooden floor
a workspace with furniture and window
a bathroom with a toilet sink and mirror
a living room with furniture and a table
a living room with furniture and wooden floor
a view of a dining room with furniture and wooden floor
a spacious bedroom with a bed and wooden floor
a bedroom with a bed and a couch
a kitchen with stainless steel appliances cabinets and a large window
a bathroom with a double vanity sink and a mirror
an empty room with a window
a bathroom with a double vanity sink a toilet and a mirror
a bathroom with a sink toilet and shower
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
an empty room with wooden floor and a window
a view of a livingroom with kitchen and a window
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and kitchen view
a bathroom with a toilet a sink and mirror
an empty room with a window
a view of a room with storage and racks
a front view of a house with a yard
a front view of a house with a yard
a view of a white house with large windows
a view of a house with a wooden fence
a front view of a building with a garden
1/42
Virtual Tour

$1,899,000

6
Bedrooms
4,696
Square Feet
0.41
Acres

5 Squire Road, Winchester, MA 01890

a front view of a house with a yard covered in snow
an aerial view of a house with a mountain
a front view of a house with a yard
a front view of a building with a road
a view of a house with a yard
a kitchen with stainless steel appliances granite countertop a refrigerator a stove microwave and white cabinets with wooden floor
a view of kitchen and dining room with wooden floor
a open kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a kitchen with stove and cabinets
a view of a kitchen counter space and wooden floor
a view of a living room a kitchen with wooden floor and a fireplace
a living room with furniture and a fireplace
a view of a livingroom with furniture window and wooden floor
a view of an empty room with wooden floor and a window
a view of empty room with wooden floor and window
a living room with furniture and a flat screen tv
a view of an empty room with wooden floor and a window
an empty room with wooden floor fireplace and windows
a view of empty room with wooden floor
a view of empty room with wooden floor and fan
a bedroom with furniture and a wooden floor
a spacious bathroom with a shower sink and mirror
a view of a room with racks on the wall
wooden floor in an empty room
a view of entryway and hall with wooden floor
a bathroom with a granite countertop sink toilet and a mirror
an empty room with wooden floor and windows
a view of empty room with wooden floor and fan
a view of a room with wooden floor and white walls
an empty room with wooden floor and windows
a view of empty room with wooden floor
an empty room with wooden floor and windows
a bathroom with a granite countertop sink and a mirror
a bathroom with a sink toilet and shower
an empty room with wooden floor and windows
an empty room with wooden floor and windows
a view of wooden floor
an empty room with wooden floor a fireplace and windows
a bathroom with a granite countertop sink and mirror
a picture of a very nice looking hall
a picture of a floor plan
a picture of a room with floor in kitchen
1/42

$2,199,000

5
Bedrooms
4,798
Square Feet
0.23
Acres

61 Grove Street, Winchester, MA 01890

a front view of a house with a yard and trees
a kitchen with a dining table chairs sink and granite counter tops
a kitchen with a sink stove and cabinets
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances kitchen island granite countertop a table chairs in it and white cabinets
a close view of washer and dryer
a dining room with furniture window wooden floor
a view of a a dining room with furniture window and wooden floor
a dining room with furniture window wooden floor
a view of a dining room with furniture window and wooden floor
a living room with furniture and a fireplace
a living room with furniture a fireplace and a potted plant
a dining room with furniture and wooden floor
a dining room with furniture and wooden floor
a view of a dining room with furniture window and wooden floor
a living room with furniture fireplace and flat screen tv
a living room with furniture fireplace and a large window
a living room with furniture fireplace and a large window
a living room with furniture and a large window
a living room with furniture and a large window
a view of an entryway with wooden floor and stairs
a view of a hallway with wooden floors and stairs
a bathroom with a sink a mirror and a window
a bedroom with a bed and a fireplace
a bedroom with a bed and wooden floor
a bathroom with a granite countertop sink mirror and a shower
a view of hallway with wooden floor
a view of a bedroom from the hallway
a view of a room with gym equipment
a bedroom with a bed and window
a utility room with dryer and washer
a view of an empty room with wooden floor and a window
a view of kitchen with a sink and a microwave
a view of kitchen with stainless steel appliances cabinets and wooden floor
a view of a golf course
a view of a park with large trees
a view of a white house with a yard
a view of a white house next to a yard with big trees
1/39

$3,599,000

6
Bedrooms
7,431
Square Feet
0.64
Acres

27 Everett Avenue, Winchester, MA 01890

a front view of a house with garden
a front view of a house with garden
a kitchen with a sink stove and cabinets
a kitchen with a sink stove and cabinets
a view of a dining room with furniture and wooden floor
a living room with furniture a large window and a fireplace
a view of entryway
a bedroom with a bed and a potted plant
a spacious bedroom with a bed and a window
a view of an empty room and wooden floor
a spacious bathroom with a double vanity sink and mirror
a view of a kitchen with white cabinets
a bathroom with a double vanity sink and mirror
a view of an empty room and window
a bathroom with a tub sink and mirror
a view of balcony with wooden floor
a view of a livingroom with a potted plant
a bedroom with a bed and a lamp
a spacious bedroom with a bed and a wooden floor
a view of an empty room with a window
a bedroom with a large bed and a large window
a living room with furniture and a window
a view of entryway and hall with wooden floor
a bedroom with a bed and a large window
a bathroom with a tub and window
a living room with furniture and a potted plant
a living room with furniture and wooden floor
a view of livingroom with furniture and floor to ceiling window
a living room with furniture and a potted plant
a view of a livingroom with wooden floor and a ceiling fan
a view of a backyard with a garden
a view of a house with a yard and plants
an aerial view of a town with trees
a view of a city
a view of a sign board with yard
a view of a swimming pool with a yard
an aerial view of residential houses with outdoor space and swimming pool
a close view of a stove top oven
a view of a city
$2,250,000 | 6 Ivy Circle, Winchester, MA 01890
1/40
Virtual Tour

$2,250,000

6
Bedrooms
3,728
Square Feet
0.24
Acres

6 Ivy Circle, Winchester, MA 01890

$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
$3,600,000 | 20 Amberwood Drive, Winchester, MA 01890
1/36

$3,600,000

6
Bedrooms
8,866
Square Feet
0.53
Acres

20 Amberwood Drive, Winchester, MA 01890

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