Homes for Sale in Winchester, MA

price
-
1-41 of 43 Homes
Active
$1,899,000 | 9 Brookside Place, Winchester, MA 01890
1/40
Listed By Compass

$1,899,000

4
Bedrooms
3,091
Square Feet
0.28
Acres

9 Brookside Place, Winchester, MA 01890

SVGUnlock 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.
$3,199,000 | 10 Rangeley Road, Winchester, MA 01890
1/42
Listed By Compass

$3,199,000

5
Bedrooms
5,406
Square Feet
0.40
Acres

10 Rangeley Road, Winchester, MA 01890

$2,295,000 | 21 Willowdale Road, Winchester, MA 01890
1/42
Listed By Compass

$2,295,000

5
Bedrooms
4,591
Square Feet
0.23
Acres

21 Willowdale Road, Winchester, MA 01890

$2,529,000 | 78 Bacon Street, Winchester, MA 01890
1/42
Listed By Compass

$2,529,000

5
Bedrooms
5,230
Square Feet
0.31
Acres

78 Bacon Street, Winchester, MA 01890

$2,450,000 | 50 Brooks Street, Winchester, MA 01890
1/42
Listed By Compass

$2,450,000

4
Bedrooms
4,403
Square Feet
0.23
Acres

50 Brooks Street, Winchester, MA 01890

$1,799,000 | 1 Town Way, Winchester, MA 01890
1/40
Listed By CompassVirtual Tour

$1,799,000

3
Bedrooms
3,010
Square Feet
0.23
Acres

1 Town Way, Winchester, MA 01890

$1,199,000 | 53 Lake Street, Winchester, MA 01890
1/36
Listed By Compass

$1,199,000

3
Bedrooms
2,235
Square Feet
0.15
Acres

53 Lake Street, Winchester, MA 01890

$2,099,000 | 16 Glenwood Avenue, Winchester, MA 01890
1/41
Listed By Compass

$2,099,000

6
Bedrooms
6,900
Square Feet
0.44
Acres

16 Glenwood Avenue, Winchester, MA 01890

$2,099,000 | 16 Glenwood Avenue, Winchester, MA 01890
1/41
Listed By Compass

$2,099,000

6
Bedrooms
6,900
Square Feet
0.44
Acres

16 Glenwood Avenue, Winchester, MA 01890

$3,379,000 | 37 Mayflower Road, Winchester, MA 01890
1/40
Listed By Compass

$3,379,000

7
Bedrooms
8,540
Square Feet
0.46
Acres

37 Mayflower Road, Winchester, MA 01890

a front view of a house with plants and trees
1/38
Listed By Compass

$2,195,000

5
Bedrooms
5,006
Square Feet
0.46
Acres

276 High Street, Winchester, MA 01890

$3,200,000 | 9 Albamont Road, Winchester, MA 01890
1/10
Listed By Compass

$3,200,000

6
Bedrooms
6,100
Square Feet
0.26
Acres

9 Albamont Road, Winchester, MA 01890

$1,100,000 | 41 Cross Street, Winchester, MA 01890
1/41
Virtual Tour

$1,100,000

4
Bedrooms
2,085
Square Feet
0.14
Acres

41 Cross Street, Winchester, MA 01890

$1,350,000 | 423 Washington Street, Winchester, MA 01890
1/42

$1,350,000

4
Bedrooms
2,690
Square Feet
0.28
Acres

423 Washington Street, Winchester, MA 01890

$900,000 | 84 Oak Street, Winchester, MA 01890
1/38

$900,000

4
Bedrooms
2,083
Square Feet
0.15
Acres

84 Oak Street, Winchester, MA 01890

$1,725,000 | 117 Highland Avenue, Winchester, MA 01890
1/41
Virtual Tour

$1,725,000

5
Bedrooms
3,722
Square Feet
0.17
Acres

117 Highland Avenue, Winchester, MA 01890

$2,199,000 | 26 N Gateway, Winchester, MA 01890
1/36

$2,199,000

4
Bedrooms
3,210
Square Feet
0.23
Acres

26 N Gateway, Winchester, MA 01890

$999,900 | 258 Cross Street, Winchester, MA 01890
1/36

$999,900

4
Bedrooms
1,719
Square Feet
0.18
Acres

258 Cross Street, Winchester, MA 01890

$2,380,000 | 14 Hillside Avenue, Winchester, MA 01890
1/40

$2,380,000

4
Bedrooms
3,881
Square Feet
0.28
Acres

14 Hillside Avenue, Winchester, MA 01890

$1,099,000 | 150 Cambridge Street, Winchester, MA 01890

$1,099,000

3
Bedrooms
1,711
Square Feet
0.30
Acres

150 Cambridge Street, Winchester, MA 01890

$1,225,000 | 38 Robinhood Road, Winchester, MA 01890
1/32

$1,225,000

3
Bedrooms
1,736
Square Feet
0.26
Acres

38 Robinhood Road, Winchester, MA 01890

a view of a building with a street
1/7

$374,900

1
Bedrooms
606
Square Feet

200 Swanton Street, Unit 412, Winchester, MA 01890

$1,999,900 | 15 Fieldstone Drive, Winchester, MA 01890
1/42
Virtual Tour

$1,999,900

4
Bedrooms
3,286
Square Feet
1.23
Acres

15 Fieldstone Drive, Winchester, MA 01890

$1,330,000 | 7 Wainwright Road, Unit 47, Winchester, MA 01890
1/32

$1,330,000

3
Bedrooms
2,145
Square Feet

7 Wainwright Road, Unit 47, Winchester, MA 01890

$729,000 | 171 Swanton Street, Unit 7, Winchester, MA 01890
1/30

$729,000

2
Bedrooms
1,431
Square Feet

171 Swanton Street, Unit 7, Winchester, MA 01890

$699,000 | 23 Shepard Court, Unit U23, Winchester, MA 01890
1/42

$699,000

3
Bedrooms
1,380
Square Feet
0.12
Acres

23 Shepard Court, Unit U23, Winchester, MA 01890

$2,399,000 | 53 Winford Way, Winchester, MA 01890
1/12
Virtual Tour

$2,399,000

5
Bedrooms
5,083
Square Feet
0.49
Acres

53 Winford Way, Winchester, MA 01890

$1,499,000 | 7-9 Ridge Street, Winchester, MA 01890
1/39
Virtual Tour

$1,499,000

5
Bedrooms
3,360
Square Feet
0.39
Acres

7-9 Ridge Street, Winchester, MA 01890

$1,150,000 | 63-65 Harvard Street, Winchester, MA 01890
1/33

$1,150,000

5
Bedrooms
2,186
Square Feet
0.12
Acres

63-65 Harvard Street, Winchester, MA 01890

$3,149,000 | 8 Priscilla Lane, Winchester, MA 01890
1/35
Virtual Tour

$3,149,000

5
Bedrooms
6,500
Square Feet
0.24
Acres

8 Priscilla Lane, Winchester, MA 01890

$499,999 | 200 Swanton Street, Unit 303, Winchester, MA 01890
1/18

$499,999

2
Bedrooms
822
Square Feet

200 Swanton Street, Unit 303, Winchester, MA 01890

a view of a brick house with large windows and a large tree
1/13

$414,500

2
Bedrooms
1,121
Square Feet

22 Arthur Street, Unit 22, Winchester, MA 01890

$1,850,000 | 8 Hawthorne Road, Winchester, MA 01890
1/27
Open: 6/29 06:00PM - 07:00PM

$1,850,000

5
Bedrooms
3,315
Square Feet
0.45
Acres

8 Hawthorne Road, Winchester, MA 01890

$2,795,000 | 18 Middlesex Street, Winchester, MA 01890
1/32

$2,795,000

4
Bedrooms
5,233
Square Feet
0.25
Acres

18 Middlesex Street, Winchester, MA 01890

$3,600,000 | 2 Atherton Road, Winchester, MA 01890
1/38

$3,600,000

6
Bedrooms
7,400
Square Feet
0.30
Acres

2 Atherton Road, Winchester, MA 01890

$1,199,000 | 129 Washington Street, Unit 129, Winchester, MA 01890
1/31

$1,199,000

3
Bedrooms
2,420
Square Feet

129 Washington Street, Unit 129, Winchester, MA 01890

a living room with furniture a dining table with wooden floor
1/30

$364,900

1
Bedrooms
613
Square Feet

200 Swanton Street, Unit 717, Winchester, MA 01890

$400,000 | 200 Swanton Street, Unit T35, Winchester, MA 01890
1/36

$400,000

2
Bedrooms
810
Square Feet

200 Swanton Street, Unit T35, Winchester, MA 01890

a front view of a house with a yard and trees
1/36

$2,000,000

6
Bedrooms
3,403
Square Feet
0.24
Acres

6 Ivy Circle, Winchester, MA 01890

$929,900 | 380 Cross Street, Winchester, MA 01890
1/41

$929,900

4
Bedrooms
1,938
Square Feet
0.18
Acres

380 Cross Street, Winchester, MA 01890

a front view of a house with a yard
1/34
Virtual Tour

$1,100,000

2
Bedrooms
1,365
Square Feet

83 Church Street, Unit 15, Winchester, MA 01890

For Sale:

Discover Your Perfect Home

Explore Nearby Homes

Looking for Rentals?

Homes and Apartments for Rent in Winchester