Single Family for Sale in Winchester MA

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29 Ginn Rd Winchester MA 01890

$3,799,000

Beds: 6

Baths: 7.5

Sq Ft: 6,000

Days on Market: 21

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Photo of 2 Atherton Rd Winchester MA 01890

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2 Atherton Rd Winchester MA 01890

$3,600,000

Beds: 6

Baths: 6.5

Sq Ft: 7,400

Days on Market: 49

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Photo of 2 Everett Ave Winchester MA 01890

Under Contract

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2 Everett Ave Winchester MA 01890

$3,475,000

Beds: 7

Baths: 4.5

Sq Ft: 7,043

Days on Market: 105

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Photo of 37 Mayflower Road Winchester MA 01890

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37 Mayflower Road Winchester MA 01890

$3,379,000

Beds: 7

Baths: 7.5

Sq Ft: 8,540

Days on Market: 77

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Photo of 1 Plymouth Rd Winchester MA 01890

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1 Plymouth Rd Winchester MA 01890

$3,299,000

Beds: 7

Baths: 7.5

Sq Ft: 7,226

Days on Market: 85

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Photo of 9 Albamont Road Winchester MA 01890

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9 Albamont Road Winchester MA 01890

$3,200,000

Beds: 6

Baths: 5.5

Sq Ft: 6,100

Days on Market: 120

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Photo of 10 Rangeley Road Winchester MA 01890

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10 Rangeley Road Winchester MA 01890

$3,199,000

Beds: 5

Baths: 4.5

Sq Ft: 5,406

Days on Market: 18

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Photo of 8 Priscilla Ln Winchester MA 01890

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8 Priscilla Ln Winchester MA 01890

$3,149,000

Beds: 5

Baths: 5.5

Sq Ft: 6,500

Days on Market: 57

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Photo of 18 Middlesex St Winchester MA 01890

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18 Middlesex St Winchester MA 01890

$2,795,000

Beds: 4

Baths: 4.5

Sq Ft: 5,233

Days on Market: 50

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Photo of 78 Bacon Street Winchester MA 01890

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78 Bacon Street Winchester MA 01890

$2,529,000

Beds: 5

Baths: 3.5

Sq Ft: 5,230

Days on Market: 35

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Photo of 50 Brooks Street Winchester MA 01890

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50 Brooks Street Winchester MA 01890

$2,450,000

Beds: 4

Baths: 3.5

Sq Ft: 4,403

Days on Market: 63

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Photo of 53 Winford Way Winchester MA 01890

Open: Sunday 2 pm - 3 pm

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53 Winford Way Winchester MA 01890

$2,399,000

-$200,000

Beds: 5

Baths: 4

Sq Ft: 5,083

Days on Market: 36

Open: 7/5/26 2 PM - 3 PM

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Photo of 14 Hillside Ave Winchester MA 01890

Open: Saturday 12 pm - 2 pm

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14 Hillside Ave Winchester MA 01890

$2,380,000

Beds: 4

Baths: 4.5

Sq Ft: 3,881

Days on Market: 8

Open: 7/4/26 12 PM - 2 PM

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Photo of 21 Willowdale Road Winchester MA 01890

Price Reduced

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21 Willowdale Road Winchester MA 01890

$2,295,000

-$105,000

Beds: 5

Baths: 3.5

Sq Ft: 4,591

Days on Market: 21

Updated 0 Minutes Ago

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Photo of 26 N Gateway Winchester MA 01890

Open: Sunday 12 pm - 1 pm

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26 N Gateway Winchester MA 01890

$2,199,000

Beds: 4

Baths: 3.5

Sq Ft: 3,210

Days on Market: 14

Open: 7/5/26 12 PM - 1 PM

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Photo of 276 High Street Winchester MA 01890

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276 High Street Winchester MA 01890

$2,195,000

Beds: 5

Baths: 3.5

Sq Ft: 5,006

Days on Market: 87

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Photo of 16 & 16A Glenwood Ave Winchester MA 01890

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16 & 16A Glenwood Ave Winchester MA 01890

$2,099,000

Beds: 6

Baths: 4.5

Sq Ft: 6,900

Days on Market: 69

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Photo of 6 Ivy Circle Winchester MA 01890

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6 Ivy Circle Winchester MA 01890

$2,000,000

Beds: 6

Baths: 4

Sq Ft: 3,403

Days on Market: 63

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Photo of 15 Fieldstone Dr Winchester MA 01890

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15 Fieldstone Dr Winchester MA 01890

$1,999,900

Beds: 4

Baths: 3.5

Sq Ft: 3,286

Days on Market: 15

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Photo of 9 Brookside Place Winchester MA 01890

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9 Brookside Place Winchester MA 01890

$1,899,000

Beds: 4

Baths: 2.5

Sq Ft: 3,091

Days on Market: 21

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Photo of 8 Hawthorne Road Winchester MA 01890

Under Contract

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8 Hawthorne Road Winchester MA 01890

$1,850,000

-$35,000

Beds: 5

Baths: 3

Sq Ft: 3,315

Days on Market: 41

Updated 0 Minutes Ago

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1 Town Way Winchester MA 01890

$1,799,000

Beds: 3

Baths: 3.5

Sq Ft: 3,010

Days on Market: 176

Updated 0 Minutes Ago

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Photo of 94 Johnson Road Winchester MA 01890

Under Contract

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94 Johnson Road Winchester MA 01890

$1,799,000

Beds: 4

Baths: 3

Sq Ft: 3,366

Days on Market: 36

Updated 0 Minutes Ago

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Photo of 117 Highland Ave Winchester MA 01890

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117 Highland Ave Winchester MA 01890

$1,725,000

Beds: 5

Baths: 3.5

Sq Ft: 3,722

Days on Market: 14

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Photo of 11 Carriage Lane Winchester MA 01890

Under Contract

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11 Carriage Lane Winchester MA 01890

$1,699,000

Beds: 4

Baths: 3

Sq Ft: 2,707

Days on Market: 15

Updated 0 Minutes Ago

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Photo of 10 Farrow Street Winchester MA 01890

Under Contract

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10 Farrow Street Winchester MA 01890

$1,649,000

Beds: 4

Baths: 3.5

Sq Ft: 2,768

Days on Market: 14

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Photo of 14 Rangeley Rdg Winchester MA 01890

Under Contract

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14 Rangeley Rdg Winchester MA 01890

$1,498,000

Beds: 3

Baths: 2

Sq Ft: 2,387

Days on Market: 14

Updated 0 Minutes Ago

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Photo of 423 Washington St Winchester MA 01890

New Listing

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423 Washington St Winchester MA 01890

$1,350,000

Beds: 4

Baths: 3

Sq Ft: 2,690

Days on Market: 7

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Photo of 38 Robinhood Rd Winchester MA 01890

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38 Robinhood Rd Winchester MA 01890

$1,225,000

Beds: 3

Baths: 2

Sq Ft: 1,736

Days on Market: 15

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Photo of 53 Lake Street Winchester MA 01890

Price Reduced

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53 Lake Street Winchester MA 01890

$1,199,000

-$26,000

Beds: 3

Baths: 2.5

Sq Ft: 2,235

Days on Market: 49

Updated 0 Minutes Ago

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