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4-Bedroom Homes for Sale in Winchester, MA

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  • /41

    $1,990,000

    • 4 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    4 Chestnut St, Winchester, MA 01890

    Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck

    Agent Photo

    Tyson Lynch

    The Proper Nest Real Estate

    (781) 633-6582

    4 Chestnut St, Winchester, MA 01890
  • /42

    $1,999,000

    • 4 Beds
    • 3.5 Baths
    • 4,731 Sq Ft

    6 Samoset Rd, Winchester, MA 01890

    Step into comfort and sophistication in this beautifully curated Colonial, where thoughtful design meets everyday luxury. A spacious kitchen anchors the main level, showcasing quartz countertops, a generous breakfast bar & seating area complemented by a central island. The kitchen flows effortlessly into a family room lit by skylights, wood fireplace & soaring ceilings. Just beyond, a step-up

    Anne Spry Barrett Sotheby's International Realty

    6 Samoset Rd, Winchester, MA 01890
  • /30

    $1,550,000

    • 4 Beds
    • 2.5 Baths
    • 2,765 Sq Ft

    7 Sherman Place, Winchester, MA 01890

    Welcome to a sun-filled, newly renovated 4-bedroom,2.5-bath luxury residence nestled on a cul-de-sac w/ private garden! This is a 2,760 SF townhome, living like a free-standing home & offering a thoughtful layout ideal for living & entertaining. Standout features: 9-ft ceilings, oversized windows & a state-of-the-art, eco-conscious, high-efficiency heat pump system. The first level: open concept

    Ides Figueiredo Coldwell Banker Realty - Brookline

    7 Sherman Place, Winchester, MA 01890
  • /16

    $1,150,000

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    60 Harvard St, Winchester, MA 01890

    Exceptional investment opportunity. Located in the heart of desirable Winchester, this multi family property offers a rare opportunity to own a ready to renovate vacant building with incredible potential. Two 1 bedroom, 1 bathroom units and 1 two bedroom unit. This property is primed for a full renovation. Perfect for investors, end users or travellers looking for their own pied-a'-terre, while

    Mark Krasnyansky eXp Realty

    60 Harvard St, Winchester, MA 01890
  • /41

    $1,900,000

    • 4 Beds
    • 5 Baths
    • 5,361 Sq Ft

    4 Aricia Ln, Winchester, MA 01890

    Rare 5-car garage on a quiet, tree-lined cul-de-sac in one of Winchester’s most exclusive enclaves! Offering both serene privacy and seamless connectivity, 4 Aricia is perfectly positioned within walking distance to a coveted elementary school and Wright-Locke Farm, and minutes from the commuter rail and Routes 128 & 93. Set on nearly .5 acres of manicured grounds, the home’s exterior is framed

    The McLaren D'Agostino Team Compass

    4 Aricia Ln, Winchester, MA 01890

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,670,000
Median Single Family Sale Price
$1,900,000
Median Townhouse Sale Price
$1,542,500
Median 2 Bedroom Sale Price
$940,000
Median 1 Bedroom Sale Price
$710,000
Average Price Per Sq Ft
$552
Number of Homes for Sale
24
Last 12 months Home Sales
161
Months of Supply
1.80
Median List Price
$1,712,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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