5

Winchester, MA Homes for Sale under $2,000,000

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  • /41

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    79 Grove St, Winchester, MA 01890

    As close to new construction as you’ll find, this exceptional Colonial was comprehensively renovated in 2016, with numerous additional improvements since. Sophisticated and comfortable, the home offers beautifully scaled living spaces and a versatile floor plan designed for everyday living and entertaining alike. The sun-filled main level features hardwood floors, elegant architectural details,

    Pirani & Wile Group Gibson Sotheby's International Realty

    79 Grove St, Winchester, MA 01890
  • /38

    $1,999,000

    • 4 Beds
    • 2.5 Baths
    • 3,757 Sq Ft

    85 High St, Winchester, MA 01890

    Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a

    Catherine Albiani Better Homes and Gardens Real Estate - The Shanahan Group

    85 High St, Winchester, MA 01890
  • /35

    $1,699,000

    • 5 Beds
    • 3.5 Baths
    • 3,180 Sq Ft

    30 Farrow St, Winchester, MA 01890

    Built in 2019 and perfectly positioned near downtown Winchester and the commuter rail, this 5 bed, 3.5 bath Colonial offers a bright, open layout with oversized windows, newly installed custom interior shutters and great natural light throughout. The large living room flows into the dining room, making the first floor great for everyday living and entertaining. The kitchen features a 2025

    Carlisle Group Compass

    30 Farrow St, Winchester, MA 01890
  • /42

    $1,794,000

    $5K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    1 Town Way, Winchester, MA 01890

    Welcome home to this beautifully renovated gem, perfectly positioned on a corner lot in the highly sought-after LINCOLN ELEMENTARY SCHOOL district! Warm, inviting, and truly move-in ready, this home offers the open-concept first floor today’s buyers are looking for—featuring a stunning kitchen that flows effortlessly into the dining and living areas, plus a sunken family room ideal for relaxing

    Philip Vita Compass

    1 Town Way, Winchester, MA 01890
  • /42

    $1,549,000

    • 3 Beds
    • 2.5 Baths
    • 2,640 Sq Ft

    50 Holland St, Winchester, MA 01890

    Completely remodeled with exceptional custom finishes throughout, this stunning expanded cape with 3 levels, 3/4 bedrooms, 2.5-baths will exceed your expectations. The first floor features a spacious bedroom w/ full bath, an inviting living room w/ beautiful fireplace surrounded & custom built-ins, while the chef's kitchen is designed to impress with high end finishes, a large island and vaulted

    Kim Covino Compass

    50 Holland St, Winchester, MA 01890

Home Price Trends

Median Sale Price
$1,699,000
Median Single Family Sale Price
$1,794,000
Median Townhouse Sale Price
$1,412,500
Median 2 Bedroom Sale Price
$975,000
Average Price Per Sq Ft
$566
Number of Homes for Sale
30
Last 12 months Home Sales
177
Months of Supply
2.00
Median List Price
$1,750,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
2%
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