Section Image Section Image

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
  • 30 Clifden Ct Unit 5, Lenox, MA 01240
    30 Clifden Ct Unit 5, Lenox, MA 01240
    30 Clifden Ct Unit 5, Lenox, MA 01240
    /31

    $537,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    30 Clifden Ct Unit 5, Lenox, MA 01240

    Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

    Tony Segalla LANCE VERMEULEN RE, INC

    30 Clifden Ct Unit 5, Lenox, MA 01240
  • 2 Amy Ct Unit 2, Pittsfield, MA 01201
    2 Amy Ct Unit 2, Pittsfield, MA 01201
    2 Amy Ct Unit 2, Pittsfield, MA 01201
    /54

    $629,900

    • 4 Beds
    • 3.5 Baths
    • 3,561 Sq Ft

    2 Amy Ct Unit 2, Pittsfield, MA 01201

    Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

    Cory Evangelisto NOCHER REALTY

    2 Amy Ct Unit 2, Pittsfield, MA 01201
  • 55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
    /20

    $229,000

    • 2 Beds
    • 1 Bath
    • 867 Sq Ft

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

    Charming Historic Carriage House Condo Enjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio—perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

    Michele Purcell Lamacchia Realty, Inc.

    55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
  • 2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
    /39

    $244,900

    • 2 Beds
    • 2 Baths
    • 1,552 Sq Ft

    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240

    As summer winds down... if you are looking for your fall/winter project - take a look at this value-priced Rolling Hills condo! Priced below assessed value to offer immediate equity, this two-bedroom/two bath unit has much to offer. Original parquet flooring now revealed under the former wall-to-wall carpet. Private rear deck looks toward Yokun Brook. Partially finished lower level with

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
  • 11 Corey Rd, Hancock, MA 01237
    11 Corey Rd, Hancock, MA 01237
    11 Corey Rd, Hancock, MA 01237
    /39

    $308,000

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

    11 Corey Rd, Hancock, MA 01237

    Country Village furnished 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

    11 Corey Rd, Hancock, MA 01237
  • 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
    /18

    $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, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

    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
  • 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
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 89 days on the market compared to the national average of 52 days. The median sale price for homes in Windsor, MA over the last 12 months is $435,000, down 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$435,000
Median Single Family Sale Price
$425,000
Average Price Per Sq Ft
$227
Number of Homes for Sale
7
Last 12 months Home Sales
11
Months of Supply
7.60
Median List Price
$439,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group