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Winchester, MA Homes for Sale under $1,500,000

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  • /42

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 2,690 Sq Ft

    423 Washington St, Winchester, MA 01890

    Architecturally distinctive and beautifully renovated throughout, this unique home blends historic character with the comfort of modern living. The home offers exceptional curb appeal and privacy with mature evergreens, specialty trees, and an elevated setting. Inside, a central staircase creates a focal point while naturally defining the open concept living and dining rooms, perfect for everyday

    Danielle Fleming MA Properties

    423 Washington St, Winchester, MA 01890
  • /30

    $1,099,000

    $200K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,420 Sq Ft

    129 Washington St Unit 131, Winchester, MA 01890

    Experience the best of Winchester with a home that pairs exceptional value with an unbeatable location. Just moments from Winchester Center, enjoy a low-maintenance lifestyle within walking distance of downtown, the commuter rail, and all three school levels. This townhouse-style condo lives like a single-family home, offering space, flow, and flexibility across four finished levels. The open

    The Mary Scimemi Team Leading Edge Real Estate

    129 Washington St Unit 131, Winchester, MA 01890
  • /17

    $1,098,000

    • 3 Beds
    • 1.5 Baths
    • 1,657 Sq Ft

    17 Russell Rd, Winchester, MA 01890

    Welcome to 17 Russell Rd, a meticulously maintained and updated 3-bedroom, 1.5-bath home in a highly desirable Winchester neighborhood! A charming mudroom with beadboard accents and radiant heated floors welcomes you into a bright open-concept layout with gleaming hardwood floors throughout. Enjoy a sun-filled living room with cozy bow window seating, a spacious kitchen with rich cabinetry, and a

    KoKo Kwan Kwan Realty Inc.

    17 Russell Rd, Winchester, MA 01890
  • /42

    $1,075,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    53 Lake St, Winchester, MA 01890

    Charming antique Colonial perfectly blending old world detail with modern updates- ideally located just moments from Winchester Center, Wedge pond, tennis courts, all schools, bike path, the commuter rail, shops & restaurants! This lovingly maintained home w/ central A/C features a spacious, flowing layout, high ceilings & newly refinished hardwood floors. The main level offers a welcoming

    Kim Covino Compass

    53 Lake St, Winchester, MA 01890
  • /34

    $1,399,000

    $101K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft

    110 Thornberry Rd, Winchester, MA 01890

    110 Thornberry Road. Strong west side location near Vinson-Owen Elementary School and the Winchester Swim & Tennis Club. An exceptional opportunity to establish roots in Winchester. 2021 Natural Gas Brute FT Floor Standing Boiler. Replacement windows. Central cooling. 200 amp electric. Updated Kitchen w Double oven. Prefinished hardwood floors. Therma-Tru French doors flow from the dining room to

    Mark Kiklis Kiklis Real Estate, LLC

    110 Thornberry Rd, Winchester, MA 01890
  • /33

    $1,110,000

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,186 Sq Ft

    63-65 Harvard St, Winchester, MA 01890

    Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home.

    Beth Sager Group Keller Williams Realty Boston Northwest

    63-65 Harvard 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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