Winchester MA FSBO Homes (105)

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We have 105 homes for sale by owner in Winchester, MA. The median list price in Winchester, MA is $375,956 and the average price per square foot is $299,347.

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Homes For Sale

$3,898,000

  • 6 Bed
  • 7 Bath
  • 8,866 Sqft
  • 0.53 Acre(Lot)
20 Amberwood Dr, Winchester, MA

Stunning 8800 sq ft brand-new contemporary in one of winchester's favorite neighborhoods. a gracious foyer w/... Read More

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Homes For Sale

$2,695,000

  • 4 Bed
  • 5 Bath
  • 5,233 Sqft
  • 0.25 Acre(Lot)
18 Middlesex St, Winchester, MA

This european-inspired estate is a masterpiece of design and craftsmanship. every detail has been meticulously... Read More

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Homes For Sale

$1,529,000

  • 3 Bed
  • 4 Bath
  • 2,809 Sqft
  • 0.14 Acre(Lot)
24 Water St, Winchester, MA

Discover the warmth and charm of this inviting new england colonial, newly built in 2004. this sun-filled home... Read More

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Condo For Sale

$695,000

  • 2 Bed
  • 1 Bath
  • 1,393 Sqft
  • 0.31 Acre(Lot)
21 Shepard Court #21, Winchester, MA

Welcome to 21 shepard court, a beautifully renovated townhouse nestled in a quiet cul-de-sac. this 2+ bedroom,... Read More

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Homes For Sale

$1,799,000

  • 5 Bed
  • 4 Bath
  • 3,206 Sqft
  • 0.46 Acre(Lot)
85 Thornberry Rd, Winchester, MA

Welcome to the highly-coveted westside of winchester, ma. this meticulously maintained colonial-style home is... Read More

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Homes For Sale

$1,199,900

  • 3 Bed
  • 2 Bath
  • 2,060 Sqft
  • 0.11 Acre(Lot)
36 Lebanon Street, Winchester, MA

Nicely updated home in desirable muraco district! this home has been meticulously maintained & features many... Read More

Active Under Contract
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Homes For Sale

$2,399,000

  • 5 Bed
  • 5 Bath
  • 3,851 Sqft
  • 0.27 Acre(Lot)
7 Rangeley Road, Winchester, MA

**offer accepted/ oh canceled* delightful home in rangeley estates, just outside winchester center! featuring 5... Read More

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Homes For Sale

$3,199,000

  • 5 Bed
  • 5 Bath
  • 4,279 Sqft
  • 0.29 Acre(Lot)
51 Wedgemere Avenue, Winchester, MA

Discover the perfect blend of charm & modern elegance in this beautiful home, nestled on one of the most highly... Read More

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Homes For Sale

$2,499,000

  • 5 Bed
  • 5 Bath
  • 4,270 Sqft
  • 0.23 Acre(Lot)
50 Winford Way, Winchester, MA

Just completed!! new construction! energy star rated, high efficiency 5 bed 4.5 bath home perfectly situated in... Read More

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Homes For Sale

$4,399,000

  • 6 Bed
  • 7 Bath
  • 8,463 Sqft
  • 0.52 Acre(Lot)
26 Swan Road, Winchester, MA

Nestled in the heart of myopia hill, this custom-built home is sure to impress! live your best life at 26 swan... Read More

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Homes For Sale

$2,498,000

  • 5 Bed
  • 4 Bath
  • 4,468 Sqft
  • 0.39 Acre(Lot)
74 Hillcrest Parkway, Winchester, MA

Introducing 74 hillcrest parkway! this spacious, modern 5-bedroom home is nestled across the breathtaking... Read More

Pending
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Homes For Sale

$1,599,000

  • 4 Bed
  • 3 Bath
  • 2,810 Sqft
  • 0.27 Acre(Lot)
29 Allen Rd, Winchester, MA

This expanded 4-bedroom, 2.5-bath colonial is a true gem in the heart of a serene lincoln school neighborhood.... Read More

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Homes For Sale

$2,999,000

  • 5 Bed
  • 6 Bath
  • 5,354 Sqft
  • 0.38 Acre(Lot)
8 Chestnut St, Winchester, MA

Newly constructed 5,366 sq ft luxury home with attached 2 car garage! featuring 5 bedrooms, 4 full and 2 half... Read More

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Active Under Contract
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Homes For Sale

$975,000

  • 3 Bed
  • 2 Bath
  • 2,873 Sqft
  • 0.15 Acre(Lot)
18 Pine Grove Park, Winchester, MA

Beautifully maintained one owner cape, ideally located near winchester center. nestled on a neighborhood street,... Read More

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Homes For Sale

$1,299,000

  • 3 Bed
  • 3 Bath
  • 2,705 Sqft
261 Cambridge St #261, Winchester, MA

Step into this beautifully renovated historic townhouse that seamlessly blends classic charm with modern... Read More

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Condo For Sale

$1,299,000

  • 3 Bed
  • 3 Bath
  • 2,705 Sqft
261 Cambridge St #261, Winchester, MA

Step into this beautifully renovated historic townhouse that seamlessly blends classic charm with modern... Read More

Active Under Contract
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Homes For Sale

$2,049,000

  • 4 Bed
  • 4 Bath
  • 4,650 Sqft
  • 0.48 Acre(Lot)
31 Coolidge Road, Winchester, MA

Set against a serene woodland backdrop, this beautifully maintained colonial blends formal spaces with open,... Read More

Pending
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Homes For Sale

$4,799,000

  • 5 Bed
  • 7 Bath
  • 7,779 Sqft
  • 0.77 Acre(Lot)
19 Rangeley Rd, Winchester, MA

A treasure. that's how this residence is viewed, throughout town, throughout the decades. one family had the... Read More

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Pending
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Homes For Sale

$869,900

  • 3 Bed
  • 2 Bath
  • 1,469 Sqft
  • 0.1 Acre(Lot)
79 Sylvester Ave, Winchester, MA

Discover where form meets function in this beautifully maintained home, ideally located near winchester center.... Read More

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Homes For Sale

$2,399,000

  • 5 Bed
  • 4 Bath
  • 4,097 Sqft
  • 0.3 Acre(Lot)
88 Arlington Street, Winchester, MA

Welcome to this warm & inviting home nestled amidst the serene landscapes of the winchester country club. a... Read More