Winchester MA FSBO Homes (162)

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We have homes for sale by owner in Winchester, MA. The median list price in Winchester, MA is $260,858 and the average price per square foot is $301.

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Homes For Sale

$2,499,000

  • 6 Bed
  • 5 Bath
  • 4,200 Sqft
  • 0.23 Acre(Lot)
14 Grant Rd, Winchester, MA

Welcome to 14 grant road – a stunning new construction home offering spacious, open-concept living in one of... Read More

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Condo For Sale

$625,000

  • 2 Bed
  • 2 Bath
  • 1,157 Sqft
29 Vine Street #8, Winchester, MA

Ideally located for commuters, this stylish 2-bed, 1.5-bath condo sits in the heart of vibrant downtown... Read More

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Homes For Sale

$1,900,000

  • 4 Bed
  • 5 Bath
  • 5,361 Sqft
  • 0.46 Acre(Lot)
4 Aricia Ln, Winchester, MA

Tucked into the tree-lined enclave of aricia lane, this striking contemporary residence delivers bold... Read More

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Homes For Sale

$929,000

  • 3 Bed
  • 2 Bath
  • 1,977 Sqft
  • 0.23 Acre(Lot)
26 Olive St, Winchester, MA

Don't miss this rare opportunity to own a charming home with an expansive yard on a quiet cul-de-sac street!... Read More

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Homes For Sale

$3,399,000

  • 5 Bed
  • 5 Bath
  • 5,250 Sqft
  • 0.26 Acre(Lot)
4 Norwood St, Winchester, MA

Welcome to 4 norwood st, a stunning custom-built home by mark stephen development. just a short walk to... Read More

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Homes For Sale

$1,990,000

  • 4 Bed
  • 5 Bath
  • 4,474 Sqft
  • 0.3 Acre(Lot)
4 Chestnut St, Winchester, MA

Space to grow, room to gather, and a location that feels like home. just blocks from winchester’s town center,... Read More

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Homes For Sale

$1,379,000

  • 3 Bed
  • 3 Bath
  • 2,340 Sqft
  • 0.15 Acre(Lot)
85 Loring Ave., Winchester, MA

Beautifully updated colonial in a prime winchester location. this sun-filled 3-bed, 2.5-bath home features an... Read More

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Homes For Sale

$1,299,000

  • 4 Bed
  • 3 Bath
  • 2,570 Sqft
  • 0.46 Acre(Lot)
3 Socrates Way, Winchester, MA

Unlock the potential of this tri-level home in one of winchester’s sought-after neighborhoods! set on a 20,000... Read More

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Homes For Sale

$1,999,000

  • 5 Bed
  • 4 Bath
  • 3,874 Sqft
  • 0.46 Acre(Lot)
4 Worthen Road, Winchester, MA

Must see! sprawling 5 bed 3.5 bath customized colonial situated on a gorgeous street with 1/2 acre lot! this... Read More

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Homes For Sale

$2,190,000

  • 5 Bed
  • 4 Bath
  • 4,378 Sqft
  • 0.46 Acre(Lot)
4 Fieldstone Dr, Winchester, MA

Nestled in a desirable westside neighborhood, this stunning california contemporary/colonial home sits on a... Read More

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Homes For Sale

$799,900

  • 3 Bed
  • 2 Bath
  • 1,441 Sqft
  • 0.07 Acre(Lot)
9 Emerson Ct, Winchester, MA

Looking for the ideal first home or a peaceful place to settle into your next chapter? this charming 3-bedroom,... Read More

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Homes For Sale

$2,295,000

  • 6 Bed
  • 6 Bath
  • 5,791 Sqft
  • 0.29 Acre(Lot)
58 Bacon Street, Winchester, MA

Timeless elegance & contemporary comfort span four meticulously finished levels.this stately residence boasts 15... Read More

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Homes For Sale

$2,399,000

  • 6 Bed
  • 5 Bath
  • 3,728 Sqft
  • 0.24 Acre(Lot)
6 Ivy Cir, Winchester, MA

Stunning new construction colonial tucked away at the end of a quiet cul-de-sac in "the flats", offering the... Read More

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Homes For Sale

$1,699,000

  • 5 Bed
  • 4 Bath
  • 2,853 Sqft
  • 0.21 Acre(Lot)
32 Oneida Road, Winchester, MA

Move right into this 5 b/r 4 bth colonial steps to ambrose school! this picture perfect colonial features high... Read More

Active Under Contract
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Condo For Sale

$625,000

  • 2 Bed
  • 2 Bath
  • 1,554 Sqft
50 Lake St #B, Winchester, MA

A well-maintained 2-bed, 1.5-bath townhouse-style condo offering scenic views of wedge pond. the main level... Read More

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Homes For Sale

$4,250,000

  • 5 Bed
  • 4 Bath
  • 4,484 Sqft
  • 0.17 Acre(Lot)
9 Lakeview Terrace, Winchester, MA

Lakefront! nestled on the serene shore of mystic lake just 7 miles from boston, this extraordinary 5-bedroom,... Read More

Pending
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Homes For Sale

$1,345,000

  • 3 Bed
  • 2 Bath
  • 2,238 Sqft
  • 0.11 Acre(Lot)
49 Lincoln Street, Winchester, MA

Enter into the serene in this inviting colonial, where timeless architecture meets thoughtful updates. high... Read More

Pending
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Homes For Sale

$1,775,000

  • 5 Bed
  • 4 Bath
  • 3,150 Sqft
  • 0.47 Acre(Lot)
19 Pilgrim Dr, Winchester, MA

Your very own private oasis tucked away in a cul-de-sac-like neighborhood just mins. to winchester center! set... Read More

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Homes For Sale

$2,250,000

  • 5 Bed
  • 5 Bath
  • 5,000 Sqft
  • 0.48 Acre(Lot)
1 Fox Hunt Ln, Winchester, MA

Expanded colonial ranch offering over 5,000 sq ft of versatile living space, set on a beautifully landscaped... Read More

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Homes For Sale

$2,599,000

  • 6 Bed
  • 5 Bath
  • 5,824 Sqft
  • 0.26 Acre(Lot)
107 Cambridge Street, Winchester, MA

Gracious and fully restored, this stunning 6-bedroom, 4.5-bath victorian blends timeless elegance with luxurious... Read More