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Explore Similar Houses Within 2 Miles of Windsor, MA

  • /11

    $459,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226

    To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

    Timothy Johnson NOCHER REALTY

    0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226
  • /33

    $469,000

    • 5 Beds
    • 2 Baths
    • 3,062 Sq Ft

    103 Holmes Rd, Hinsdale, MA 01235

    The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer

    Harmony Edwards KELLER WILLIAMS REALTY

    103 Holmes Rd, Hinsdale, MA 01235
  • /41

    $699,000

    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft

    30 Cove Ln, Hinsdale, MA 01235

    Discover the ultimate lakefront getaway in an ideal location on the lake, where peaceful mornings and unforgettable sunsets become part of your daily routine.Inside you will find a move in ready home with a bright open concept layout that connects the kitchen, dining and living areas, perfect for entertaining or relaxing by the cozy gas fireplace. This home features two bedrooms and a beautiful

    Lisa Kelley MACCARO REAL ESTATE

    30 Cove Ln, Hinsdale, MA 01235
  • /48

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,247 Sq Ft

    60 Franklin St, Dalton, MA 01226

    Welcome to 60 Franklin Street in Dalton, MA! This charming Cape-style home features three spacious bedrooms and one and a half baths, ideal for families or those seeking extra space. Nestled in a friendly neighborhood, the property boasts a recently renovated kitchen, hardwood floors, owned solar panels & a one car garage. The light filled 1st floor offers an open concept living/dining area, 2

    Doug Collins LAMACCHIA REALTY, INC

    60 Franklin St, Dalton, MA 01226
  • /43

    $335,900

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft

    1020 Sandmill Rd, Adams, MA 01220

    Welcome to this expansive ranch style home set on a peaceful acre with scenic views of a babbling brook and beautiful woodlands. Designed for easy one-level living, this home features two bedrooms and full bath in addition to a spacious primary en-suite with sliders that open to the outdoors-perfect for enjoying morning coffee or wine under the stars. The living and dinning room combination

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1020 Sandmill Rd, Adams, MA 01220
  • /25

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    32 Marcella Way, Dalton, MA 01226

    A truly rare offering, this meticulously-maintained, move-in ready Colonial delivers the perfect blend of comfort, style and functionality. Thoughtfully designed for both everyday living and entertaining, the main level features a nearly 400 square foot family room perfect for hosting friends and family. Rich hardwood floors and ceramic tile throughout the home add timeless appeal. The modern

    Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

    32 Marcella Way, Dalton, MA 01226
  • /11

    $459,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    0 Crane Ave Suite 1 -- Unit 248429, Dalton, MA 01226

    To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

    Timothy Johnson NOCHER REALTY

    0 Crane Ave Suite 1 -- Unit 248429, Dalton, MA 01226
  • /71

    $899,900

    • 3 Beds
    • 4 Baths
    • 2,078 Sq Ft

    141 Griffin Hill Rd, Savoy, MA 01256

    Beautifully renovated 3-bedroom, 3.5-bath home offering 2,078 sq ft of thoughtfully updated living space. The home features a large open-concept kitchen and dining area, ideal for everyday living and gatherings, and a spacious living room with a centrally located wood-burning fireplace that creates a warm and inviting focal point. Modern finishes are found throughout, along with an attached

    Sara Bresett NOCHER REALTY

    141 Griffin Hill Rd, Savoy, MA 01256
  • /4

    $125,000

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft

    39 Hawley St, Plainfield, MA 01070

    Custom home on a woodsy lot in a very quiet area, on a private street. Solitude, woods and mature trees wrap this one-owner home that had been vacant for some time. No heat, no utilities running. Buyers and brokers enter strictly at that their own risk-- Sellers not repsonsible for repairs or septic system. This property is a demolition most likely -- a great opportunity for and best suited for

    Amy Heflin Keller Williams Realty

    39 Hawley St, Plainfield, MA 01070
  • /37

    $209,900

    • 3 Beds
    • 2 Baths
    • 2,326 Sq Ft

    971 N State Rd, Cheshire, MA 01225

    Bring your vision and restore this spacious home to its full potential. Offering 7+ rooms set on almost 1 acre of land with a wraparound front porch in the heart of Berkshire County. The generous layout offers flexibility for 3-4 bedrooms, home office space or expanded living areas. Plus, a large, detached garage. Original features and ample square footage create the perfect canvas for

    Cindy Carrigan LAMACCHIA REALTY, INC

    971 N State Rd, Cheshire, MA 01225
  • /30

    $349,900

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    34 Weston Ave, Dalton, MA 01226

    4 bedroom, 3 bathroom home in Dalton. This spacious property features an open kitchen plan with a comfortable seating and lounging area. A first-floor bedroom for guests, office space, or one-level living. Enjoy the bright and inviting sunroom overlooking the yard. Upstairs you'll find generously sized bedrooms. Outside, the stunning barn style two car garage with loft provides incredible

    Mariah Worth LAMACCHIA REALTY, INC

    34 Weston Ave, Dalton, MA 01226

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.

Home Trends in Windsor, MA

Housing Trends

Median Sale Price
$397,500
Median Single Family Sale Price
$397,500
Average Price Per Sq Ft
$221
Number of Homes for Sale
0
Last 12 months Home Sales
16
Months of Supply
0.00
Median List Price
$437,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-10%
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