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Explore Similar Townhomes Within 10 Miles of Windsor, MA

  • 25 Taft St, North Adams, MA 01247
    25 Taft St, North Adams, MA 01247
    25 Taft St, North Adams, MA 01247
    /18

    $285,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    25 Taft St, North Adams, MA 01247

    Experience maintenance-free living in this stunning 3-bedroom, 1.5-bath townhouse, meticulously renovated to blend contemporary design with practicality. The open floor plan showcases exposed brick and stunning wood laminate flooring, complemented by energy-efficient stainless-steel appliances that enhance everyday living. Enjoy the convenience of flat, easy parking with a covered carport and

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    (413) 937-7308

    25 Taft St, North Adams, MA 01247
  • 189 Stratton Rd Unit F5, Williamstown, MA 01267
    189 Stratton Rd Unit F5, Williamstown, MA 01267
    189 Stratton Rd Unit F5, Williamstown, MA 01267
    /21

    $214,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    189 Stratton Rd Unit F5, Williamstown, MA 01267

    Great opportunity to enjoy the convenience of condo living in Williamstown! Entering the front door you'll find a spacious living/dining room with parquet flooring. Off the living area large sliders let in lots of natural light and lead to a large rear deck. This unit features two bedrooms, a nicely updated light and bright kitchen and full bath. The unit's basement area provides lockable

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    189 Stratton Rd Unit F5, Williamstown, MA 01267
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /43

    $308,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    Unlisted Address

    Country Village end unit condo with 3 bedrooms, 2.5 baths walkable to pool, slopes, main lodge and country store.Living room has wood burning fireplace with upstairs open seating area/loft overlooking lower level. nice rear deck with distant west views over back meadow. Good storage for skis and outdoor equipment.

    Carolyn Umlauf HARSCH ASSOCIATES

    Unlisted Address
  • 2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
    /13

    $313,000

    • 2 Beds
    • 3 Baths
    • 1,770 Sq Ft

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240

    If you are looking for location, Rolling Hills is the place to be. Just minutes from Tanglewood, Shakespeare & Company, skiing, arts, and all of the Culture the Berkshires has to offer. This unit is right across from the Clubhouse/Pool/fitness room. This unit has 2 bedrooms, 3 baths, and additional family room on the lower level. Enjoy the Tennis/pickle ball courts or take swim in the pool or

    Toni Marie Gage SIGNATURE ASSOCIATES

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
  • 5 Windflower Way, Williamstown, MA 01267
    5 Windflower Way, Williamstown, MA 01267
    5 Windflower Way, Williamstown, MA 01267
    /39

    $440,000

    • 2 Beds
    • 2 Baths
    • 1,683 Sq Ft

    5 Windflower Way, Williamstown, MA 01267

    Welcome to your dream condo located at 5 Windflower Way. This beautifully updated residence offers a blend of comfort & convenience, making it a perfect place for those seeking low maintenance. The well-equipped kitchen features modern appliances, quartz countertops, a beautiful, tiled floor, & ample cabinets. This condo includes 2 generously sized bedrooms, and two bathrooms. The attached

    Jessica Rizzo LAMACCHIA REALTY, INC

    5 Windflower Way, Williamstown, MA 01267
  • 4 Evergreen Trail, Lenox, MA 01240
    4 Evergreen Trail, Lenox, MA 01240
    4 Evergreen Trail, Lenox, MA 01240
    /57

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    4 Evergreen Trail, Lenox, MA 01240

    Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    4 Evergreen Trail, Lenox, MA 01240
  • 24 Alpine Trail, Pittsfield, MA 01201
    24 Alpine Trail, Pittsfield, MA 01201
    24 Alpine Trail, Pittsfield, MA 01201
    /44

    $599,000

    • 4 Beds
    • 4.5 Baths
    • 3,081 Sq Ft

    24 Alpine Trail, Pittsfield, MA 01201

    Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers

    Tanya Shepardson LAMACCHIA REALTY, INC

    24 Alpine Trail, Pittsfield, MA 01201
  • 9201 Mountainside Dr, Hancock, MA 01237
    9201 Mountainside Dr, Hancock, MA 01237
    9201 Mountainside Dr, Hancock, MA 01237
    /25

    $659,000

    • 4 Beds
    • 3 Baths
    • 2,122 Sq Ft

    9201 Mountainside Dr, Hancock, MA 01237

    Turnkey ski home at Jiminy Peak—New England’s premier mountain resort under 2.5hrs to NYC & Boston. Steps from the slopes, it offers 2 living rooms, a fireplace for cozy winter evenings, master bedroom with ensuite jacuzzi, deck overlooking forest and mountain, and ample parking. Enjoy heated pools, hot tubs, tennis courts, onsite dining from the Mezze Hospitality Group, the convenience of an

    Derek Greene The Greene Realty Group

    9201 Mountainside Dr, Hancock, MA 01237
  • 12 Alpine Trail, Pittsfield, MA 01201
    12 Alpine Trail, Pittsfield, MA 01201
    12 Alpine Trail, Pittsfield, MA 01201
    /39

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    12 Alpine Trail, Pittsfield, MA 01201

    This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and

    Marc Bellora LAMACCHIA REALTY, INC

    12 Alpine Trail, Pittsfield, MA 01201
Massachusetts Berkshire County Windsor

Townhomes for Sale in Windsor, MA

Why Live in Windsor

Windsor, Massachusetts, nestled in the tranquil Berkshires, offers residents a rural lifestyle surrounded by trees and natural beauty. Located 20 miles south of the Vermont border, Windsor is characterized by its quiet, slow-paced environment, ideal for those seeking a peaceful retreat. Home styles in Windsor range from off-grid cottages to expansive hillside retreats, with ranch-style homes, saltboxes, and farmhouses dotting the landscape. Outdoor recreation is abundant, with the Hoosac Range providing opportunities for hiking, snowshoeing, and snowmobiling. Tamarack Hollow Nature & Cultural Center offers guided hikes, while Wahconah Falls State Park features a dog-friendly trail leading to a stunning 40-foot waterfall. Windsor State Forest spans 1,800 acres, offering year-round activities such as hunting and hiking. Notchview, a Trustees of Reservations property, is popular for cross-country skiing and biking.

Residents are zoned for Central Berkshire Public Schools, which have high ratings and graduation rates between 94% and 97%. Windsor is a car-dependent area, with Berkshire Trail connecting it to other communities. Emergency care is available 30 minutes away at North Adams Regional Hospital, and Bradley International Airport is about an hour and 20 minutes south. Shopping and dining options are at least 20 minutes away, with local favorites like homemade samosas at Sanger General Store and groceries at Old Creamery Co-Op in Cummington. Dining in Dalton includes Shire Tavern, known for its farmhouse-style ambiance. Nearby Cummington hosts agricultural events and fairs, including the Hampshire County 4-H Fair and the Massachusetts Sheep and Woolcraft Fair, providing family-friendly entertainment.

Learn more about living in Windsor

Home Trends in Windsor, MA

On average, homes in Windsor, MA sell after 69 days on the market compared to the national average of 70 days. The median sale price for homes in Windsor, MA over the last 12 months is $439,900, up 443% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$439,900
Median Single Family Sale Price
$439,900
Average Price Per Sq Ft
$260
Number of Homes for Sale
1
Last 12 months Home Sales
3
Months of Supply
4.00
Median List Price
$439,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
443%
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