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Winchester, MA Townhomes for Sale

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  • 23 Shepard Ct Unit U23, Winchester, MA 01890
    23 Shepard Ct Unit U23, Winchester, MA 01890
    23 Shepard Ct Unit U23, Winchester, MA 01890
    /37

    $749,000

    Open Sat 12:30PM - 2PM
    • 3 Beds
    • 4 Baths
    • 1,380 Sq Ft

    23 Shepard Ct Unit U23, Winchester, MA 01890

    Beautifully maintained townhouse-style condex offering 3 levels of living in a prime Winchester location. This sun-filled home features 3 bedrooms, 2 full baths, a convenient 3rd floor half bath, and an additional half bath in the basement. The third-floor bedroom offers flexibility as a primary suite, guest retreat, or home office. Recent updates include a 2019 high-efficiency gas boiler, 2019

    Nancy Zhang Zhenning Fairview Partners International LLC

    23 Shepard Ct Unit U23, Winchester, MA 01890
  • 465 Washington St Unit 467, Winchester, MA 01890
    465 Washington St Unit 467, Winchester, MA 01890
    465 Washington St Unit 467, Winchester, MA 01890
    /26

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 2,666 Sq Ft

    465 Washington St Unit 467, Winchester, MA 01890

    Refined, low-maintenance living with the scale, finishes, and lifestyle advantages rarely found at this price point. This 4-bedroom, 3-bath townhouse (built in 2017) features open-concept design and high-end finishes. The main living area is anchored by a designer chef’s kitchen with premium appliances and a large island that flows to a large living room with a gas fireplace. The primary suite is

    Nancy Pallotta Gibson Sotheby's International Realty

    465 Washington St Unit 467, Winchester, MA 01890
  • 129 Washington St Unit 131, Winchester, MA 01890
    129 Washington St Unit 131, Winchester, MA 01890
    129 Washington St Unit 131, Winchester, MA 01890
    /31

    $1,260,000

    $39K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,420 Sq Ft

    129 Washington St Unit 131, Winchester, MA 01890

    Prime Winchester location just moments from Winchester Center, within walking distance to elementary, middle, high school, downtown and commuter rail. Ideal for commuters and locals alike. This townhouse-style condo lives like a single-family, offering space, flow, and flexibility across four finished levels. The main living area is designed for how you actually live, with an open layout that

    The Mary Scimemi Team Leading Edge Real Estate

    129 Washington St Unit 131, Winchester, MA 01890
  • 18 Bradford Rd, Winchester, MA 01890
    18 Bradford Rd, Winchester, MA 01890
    18 Bradford Rd, Winchester, MA 01890
    /28

    $659,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1.5 Baths
    • 1,331 Sq Ft

    18 Bradford Rd, Winchester, MA 01890

    Welcome to this beautifully updated 3-bedroom,1.5-bath townhouse with a large flat Exclusive to use backyard (0.18 acres) located in Residences at Winchester, the highly desirable new Lynch School district with low condo fees. The spacious sun-filled living room offers large windows, abundant natural light, and gleaming hardwood floors throughout the home. The renovated kitchen features quartz

    Wei Wenny Fu Phoenix Real Estate

    18 Bradford Rd, Winchester, MA 01890
  • 22 Arthur St, Winchester, MA 01890
    22 Arthur St, Winchester, MA 01890
    22 Arthur St, Winchester, MA 01890
    /13

    $414,500

    • 2 Beds
    • 1 Bath
    • 1,121 Sq Ft

    22 Arthur St, Winchester, MA 01890

    This property is available to and priced for Income Eligible families in 100% of the moderate-income range. See attached application for eligibility requirements. Throughout the tenure of the current homeowner many upgrades have been made to this property. Roof, new porch, updated Electrical, kitchen cabinets, Gas furnace, DE leading, new brick chimney. The exterior of the home is being prepped

    Karen Morand MCO Realty Service, LLC

    22 Arthur St, Winchester, MA 01890
  • 7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    /40

    $1,495,000

    Open Sun 11AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    7 Sherman Place, Winchester, MA 01890

    Welcome to this sun-drenched newer construction & freshly updated 4 Bed 2.5 Bath luxury townhome, set on a quiet cul-de-sac with a private, professionally landscaped yard & secret garden. This spacious home lives like a free standing house with a thoughtful layout designed for both everyday living and entertaining. Highlights include soaring 9-foot ceilings, oversized windows & high efficiency

    Kim Covino Compass

    7 Sherman Place, Winchester, MA 01890
Massachusetts Middlesex County Winchester

Townhomes for Sale in Winchester, MA

Why Live in Winchester

Winchester, MA, a peaceful Greater Boston suburb, has evolved from a rural farming community to a primarily residential town with a population of nearly 23,000. Located 8 miles north of Boston, Winchester is known for its grand New England homes, ranging from historic Colonial Revivals to modern Cape Cods and ranch styles. The town boasts one of the best school districts in the state, with Winchester Public Schools serving over 4,300 students and receiving high ratings. The private Acera School also offers quality education. Outdoor enthusiasts can enjoy Mystic Lakes State Park, Middlesex Fells Reservation, and the Tri-Community Greenway, which connects Winchester with Woburn and Stoneham. The town's downtown area, bordered by Wedge and Mill Ponds, features a variety of markets, restaurants, boutiques, and service shops. Community events such as Winchester Town Day, PRIDEFest, and summer concerts at Town Common foster a strong sense of community. Wright-Locke Farm, a 383-year-old sustainable conservancy, provides fresh organic produce and nature-based activities. Winchester is accessible via U.S. Route 3 and Interstates 93 and 95, with public transit options including the MBTA bus and commuter rail. Logan International Airport is about 11 miles away. The town has a lower crime risk compared to the national average, with recent data indicating a decrease in violent crimes.

Learn more about living in Winchester

Townhouse Prices in Winchester, MA

The median price for townhouses in Winchester is $1,300,000, and there are 6 townhouse listings available for sale.

Townhouse Price Trends

Median Townhouse Price
$1,300,000
Median 2-Bedroom Townhouse Price
$1,475,000
Median 3-Bedroom Townhouse Price
$1,157,500
Median 4-Bedroom Townhouse Price
$1,300,000
How to Buy a Home How to Finance a Home How to Sell a Home

In Winchester, there are currently 6 townhouses for sale, providing a range of options for prospective buyers. With townhouses priced between $414,500 to $1,495,000, there's a range to accomodate every budget. As of June, 2026 the median home price in Winchester is $1,599,000, while the average sale price is $1,750,713, offering insights into the local housing market. On average, townhouses spend 22 days listed before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options to cater to different lifestyles. Explore the listings and townhomes for sale in Winchester, MA, and find the perfect place to call home.

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