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Explore Similar Homes Within 10 Miles of Windsor, MA

  • /13

    $2,800 total monthly price

    • 1 Bed
    • 1.5 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    520 State Rd Unit 207, North Adams, MA 01247

    Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 307-3468

    520 State Rd Unit 207, North Adams, MA 01247
  • /12

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 776 Sq Ft
    • Condo for Rent

    30 Danforth Ave Unit 2, Pittsfield, MA 01201

    Updated 2 Bedroom 1 Bathroom. All Rooms Freshly Painted. New Kitchen Appliances: Refrigerator, Range, Stove. Bathroom Updated with New Vanity and Toilet. Use of SeparateWasher and Dryer for each unit in Basement. Extra Space for Storage in Basement. Plenty of Parking. Large Yard. East to Show!

    Agent Photo

    Dawn Bongiorno

    NON-MEMBER / RECIPROCAL

    (413) 366-3447

    30 Danforth Ave Unit 2, Pittsfield, MA 01201
  • /10

    $1,800 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • Property for Rent

    170 Bracewell Ave Unit 1, North Adams, MA 01247

    Newly renovated apartment with new appliances, very spacious with an open floor plan, light interior color, and many windows offering a lot of natural light. Right next to Uno park and close to Mass Moca and MCLA college. Comes with a stack washer and dryer. Utilities not included. Cats are okay.

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    (413) 788-1302

    170 Bracewell Ave Unit 1, North Adams, MA 01247
  • /5

    $700 total monthly price

    • 2 Baths
    • 600 Sq Ft
    • Property for Rent

    85 Main Suite 202 St, North Adams, MA 01247

    Unit #202 is centrally located on the second floor of 85 Main St. Benefit from the bustling foot traffic from the wide variety of professional offices that occupy this cornerstone of Main St. North Adams

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    (413) 722-5146

    85 Main Suite 202 St, North Adams, MA 01247
  • /2

    $800 total monthly price

    • 700 Sq Ft
    • Property for Rent

    85 Main St, North Adams, MA 01247

    Office 208B is located on Main St which is consistent of much foot traffic and surrounded by popular local businesses. Mass Moca and the Massachusetts College of Liberal Arts is close by bringing a diverse group of people.

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    (413) 923-6308

    85 Main St, North Adams, MA 01247
  • /2

    $12 total monthly price

    • Property for Rent

    185 Columbia St, Adams, MA 01220

    Commercial Property for Lease. 8200 sq/ft located on busy route 8. Solid daily traffic count.

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    (413) 393-2489

    185 Columbia St, Adams, MA 01220
  • /6

    $950 total monthly price

    • 0.5 Baths
    • 500 Sq Ft
    • Property for Rent

    644 North St, Pittsfield, MA 01201

    Welcome to your new business location at 644 North Street in the vibrant city of Pittsfield, Massachusetts! This prime first-floor retail/office space offers an exceptional opportunity to establish your presence in a bustling commercial district. This space is ideally suited for a boutique shop, professional office, or any other entrepreneurial venture you envision. Its location on a busy main

    Agent Photo

    Syrah Bradley

    BISHOP WEST REAL ESTATE

    (413) 553-1142

    644 North St, Pittsfield, MA 01201
  • /17

    $2,750 total monthly price

    • 3 Beds
    • 2 Baths
    • House for Rent

    40 E Hoosac St, Adams, MA 01220

    Be the first to live in this BRAND NEW single-family rental offering 3 bedrooms and 2 full baths. Designed with a spacious open-concept layout, the home provides a bright and comfortable flow between the living, dining, and kitchen areas. Enjoy peaceful mornings or relaxed gatherings on the private rear deck overlooking the river. Everything is completely new and never used, including modern

    Agent Photo

    Syrah Bradley

    BISHOP WEST REAL ESTATE

    (413) 298-6191

    40 E Hoosac St, Adams, MA 01220
  • /5

    $1,800 total monthly price

    • 4 Beds
    • 1 Bath
    • 1,649 Sq Ft
    • Property for Rent

    244 Walnut St Unit 3, North Adams, MA 01247

    This bright and spacious 4-bedroom, 1-bath apartment is located on the second floor and offers a comfortable, versatile layout with two inviting living areas. The unit comes partially furnished, providing convenience and ease for new residents. Enjoy a nice, small, balcony just off the kitchen perfect for morning coffee or relaxation. A washer and dryer are also included for your convenience.

    Agent Photo

    Michael Hernandez

    360BERKSHIRE REALTY GROUP

    (413) 400-1095

    244 Walnut St Unit 3, North Adams, MA 01247
  • /20

    $1,082 per month plus fees

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    Welcome to Lenox Schoolhouse Apartments — newly renovated apartment living in the heart of the Berkshires. Offering thoughtfully updated studio and one-bedroom apartment homes, this charming community combines historic character with modern comfort in a highly walkable Lenox location. Each apartment features spacious open layouts, brand-new interiors, plush carpeting, sun-filled windows, and

    109 Housatonic St, Lenox, MA 01240
  • /10

    $1,350 total monthly price

    • 1 Bed
    • 1 Bath
    • Property for Rent

    235 East St Unit 210, Pittsfield, MA 01201

    Eastview Apartments. Featuring a one bedroom apartment on the second level with updated kitchen and bathroom. Fresh paint and move-in ready. Coin-op laundry, off street parking, and security on site. First months rent, last months rent, and half (1/2) security deposit due at lease signing. 2.6-3x Income required. Credit/Background checks (Minimum credit score of 660). Application fee of $45 is

    Cory Evangelisto NOCHER REALTY

    235 East St Unit 210, Pittsfield, MA 01201
  • /17

    $1,305 - $3,447 per month plus fees

    Forge

    1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community currently under construction in Lenox, MA. The development will include 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge will contain 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments will have their own

    66 Brushwood Way, Lenox, MA 01240
  • /17

    $1,100 total monthly price

    • 2 Baths
    • 1,250 Sq Ft
    • Property for Rent

    34 Depot (Ste L1) St, Pittsfield, MA 01201

    Positioned in a convenient and accessible location, this ground level office space offers a practical and professional setting for a variety of business uses. The space features a large entry room and depending on your use, could have 2/3 offices and a conference room. This unit includes interior and exterior access, two private half bathrooms, and off-street parking adds to the overall

    Cory Evangelisto NOCHER REALTY

    34 Depot (Ste L1) St, Pittsfield, MA 01201
  • /11

    $1,300 per month plus fees

    • 1 Bed
    • 1 Bath
    • 1,647 Sq Ft
    • House for Rent

    284 Dalton Division Rd, Pittsfield, MA 01201

    Welcome to your new home in Pittsfield, MA! This inviting property offers a comfortable living space with the convenience of being just a short 10-minute drive from Berkshire Medical Center.Key property features include central heating and cooling, ensuring year-round comfort. Additionally, the home is equipped with air conditioning and ceiling fans, providing a refreshing atmosphere

    284 Dalton Division Rd, Pittsfield, MA 01201
  • /14

    $1,300 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Property for Rent

    50 Temple St, Adams, MA 01220

    Enjoy comfortable and convenient living in this well-maintained 2-bedroom, 1-bath rental featuring a beautifully renovated kitchen and first-floor laundry for added ease. The unit includes one off-street parking space, with additional on-street parking available during the spring, summer, and fall months. Ideally located within close proximity to the bike trail, grocery stores, gas stations, and

    Sara Bresett NOCHER REALTY

    50 Temple St, Adams, MA 01220
  • /8

    $1,650 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    152 Furnace St Unit 3, North Adams, MA 01247

    152 Furnace St Unit 3, North Adams, MA 01247
  • /26

    $2,500 total monthly price

    • 2 Baths
    • 2,500 Sq Ft
    • Property for Rent

    34 Depot (Ste 301) St, Pittsfield, MA 01201

    Positioned in a convenient and accessible location, this third-floor office space offers a practical and professional setting for a variety of business uses. The space features three private offices, a large common area with a multitude of uses, a kitchen, and a reception area with built-in desk. The building includes shared restroom facilities on the same floor, along with elevator access that

    Cory Evangelisto NOCHER REALTY

    34 Depot (Ste 301) St, Pittsfield, MA 01201
  • /26

    $1,300 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    51 Orchard St Unit 1, Pittsfield, MA 01201

    51 Orchard St Unit 1, Pittsfield, MA 01201
  • /9

    $395 total monthly price

    • 2 Baths
    • 280 Sq Ft
    • Property for Rent

    34 Depot (Ste 204) St, Pittsfield, MA 01201

    Positioned in a convenient and accessible location, this second-floor office space offers a practical and professional setting for a variety of business uses. The space features a single, well-sized office with all utilities included. The building includes shared restroom facilities on the same floor, along with elevator access that provides easy entry to all levels. Off-street parking adds to

    Cory Evangelisto NOCHER REALTY

    34 Depot (Ste 204) St, Pittsfield, MA 01201
  • /32

    $2,000 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    70 Livingston Ave Unit 70 Livingston, Pittsfield, MA 01201

    Welcome to 70 Livingston Ave! A two-story, well-maintained apartment/townhome in a peaceful, desirable area in southeast Pittsfield. It features:Living area, common area, kitchen, and laundry (first floor)3 bedrooms (second floor)1 bathroom (second floor)In-unit washer and dryerDishwasherAll-new window blindsUpdated modern ceiling lightsFront porch equipped

    70 Livingston Ave Unit 70 Livingston, Pittsfield, MA 01201
  • /33

    $3,200 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Condo for Rent

    181 Park Ave Unit A, Dalton, MA 01226

    Spacious and bright remodeled unit offering four bedrooms and 2.5 bathrooms. First floor features and expansive living room and and kitchen with new granite countertops. Along with a formal dining room, half bathroom, laundry room, and bedroom. Second floor included a primary bedroom with en-suite and two additional bedrooms and another full bathroom. All rooms have new flooring, fresh paint, and

    Cory Evangelisto NOCHER REALTY

    181 Park Ave Unit A, Dalton, MA 01226
  • /6

    $1,200 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    43 John St Unit 2, Pittsfield, MA 01201

    This is a 1-bedroom unit. It is a second-floor apartment located in quiet neighborhood and includes stove, refrigerator. Tenant pays own utilities and it heats by electric. No pets of any kind allowed. No smoking. Ten minutes to downtown, banking, groceries, pharmacy, shopping and entertainment. On bus line. Shown by appointment. Must complete online application.

    43 John St Unit 2, Pittsfield, MA 01201
  • /9

    $450 total monthly price

    • 2 Baths
    • 450 Sq Ft
    • Property for Rent

    34 Depot (Ste 202a) St, Pittsfield, MA 01201

    Positioned in a convenient and accessible location, this second-floor office space offers a practical and professional setting for a variety of business uses. The space features a single, well-sized office with a waiting/reception area and all utilities are included.The building includes shared restroom facilities on the same floor, along with elevator access that provides easy entry to all

    Cory Evangelisto NOCHER REALTY

    34 Depot (Ste 202a) St, Pittsfield, MA 01201
  • /14

    $1,750 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • Condo for Rent

    196 Park Ave Unit R, Dalton, MA 01226

    Charming and beautifully updated 2-bedroom, 1-bath duplex offering comfort, style, and convenience. The newly renovated kitchen features modern finishes and updated appliances, creating a fresh and functional space for everyday living. The bathroom has also been thoughtfully renovated with clean, contemporary details.Hardwood floors run throughout the home, adding warmth and character to every

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    196 Park Ave Unit R, Dalton, MA 01226
  • /16

    $1,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,049 Sq Ft
    • Property for Rent

    1 Pebble St Unit B, North Adams, MA 01247

    Completely renovated and ready for occupancy. This 1 bedroom plus office has a great view of the city. Off-street parking, washer/dryer hook ups in apartment .The bedroom is large with a spacious closet. A completely new bathroom with a linen closet. Also there is a BONUS, a gas fireplace to enjoy. The office has its own entrance and a large closet. You will enjoy a quiet spot that is accessible

    Sandra Sorel COLDWELL BANKER REALTY

    1 Pebble St Unit B, North Adams, MA 01247
  • /10

    $1,800 total monthly price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    4 Pleasant St, Adams, MA 01220

    Fully furnished downtown house for rent. 2 bedrooms, 1 full bath, kitchen, living, dining.Each room has it's own heating/cooling unit.Centrally located, on the Ashwillticook Bike Trail.

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    4 Pleasant St, Adams, MA 01220
  • /8

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 4,706 Sq Ft
    • Property for Rent

    126 Appleton Ave Unit 1, Pittsfield, MA 01201

    Recently remodeled two bedroom unit on the first floor. Refinished hardwood floors throughout along with fresh paint, new appliances, and many more updates. Heat included in rent, tenant to pay for electricity which also covers the hot water.

    Cory Evangelisto NOCHER REALTY

    126 Appleton Ave Unit 1, Pittsfield, MA 01201
  • /10

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 4,706 Sq Ft
    • Property for Rent

    124 Appleton Ave Unit 1, Pittsfield, MA 01201

    Recently remodeled two bedroom unit on the first floor. Refinished hardwood floors throughout along with fresh paint, new appliances, and many more updates. Heat included in rent, tenant to pay for electricity which also covers the hot water.

    Cory Evangelisto NOCHER REALTY

    124 Appleton Ave Unit 1, Pittsfield, MA 01201
  • /26

    $12,000 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    45 Taconic Ave, Lenox, MA 01240

    Experience the ultimate Summer in Lenox! This fully restored carriage house is available from June 28 - July 30, offering a prime walk-to-town location just minutes from Tanglewood. Inside, enjoy a light-filled great room with cathedral ceilings, a gas fireplace, and a chef's kitchen. This 2-bed, 2-bath retreat features a first-floor primary suite, hardwood floors, and a brand-new second-floor

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    45 Taconic Ave, Lenox, MA 01240
  • /8

    $1,600 total monthly price

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Condo for Rent

    144 Church St Unit 2, North Adams, MA 01247

    Great Historic Church Street location for this two bedroom, two full bath apartment. Period woodwork, hardwood floors, 2 fireplaces (non-working. off street parking, nice yard.Broker-Owned

    Michael Zeppieri ALTON & WESTALL REAL ESTATE AGENCY, LLC

    144 Church St Unit 2, North Adams, MA 01247
  • /23

    $2,300 total monthly price

    • Condo for Rent

    18 Morgan St Unit 1, Lenox, MA 01240

    Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.

    Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    18 Morgan St Unit 1, Lenox, MA 01240
  • /13

    $2,250 total monthly price

    • 1 Bath
    • 750 Sq Ft
    • Property for Rent

    27 Housatonic St, Lenox, MA 01240

    Make your dreams come true! Perhaps one of the best retail locations in Historic downtown Lenox. This highly sought after space is centrally located with high foot traffic count and is located on the corner of Church St. and Housatonic. The 750 sq.ft. has two great large window wells along the sidewalk entrance and includes your own bathroom and kitchenette. Nestled amongst dozens of small shops,

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    27 Housatonic St, Lenox, MA 01240
  • /18

    $500 total monthly price

    • 0.5 Baths
    • 1,200 Sq Ft
    • Property for Rent

    212 South St, Pittsfield, MA 01201

    Incredible location for your business. Corner of South and Henry ave. just a short walk south of the busy North Street corridor. Four office spaces for lease. Rates are as follows: (Suite 1: 170 sq.ft./$700 mo., Suite 2: 100 sq.ft./$600 mo., Suite 3: 90 sq.ft./$500 mo., Suite 4: 250 sq.ft./$800/mo.) All utilities, including internet, is included. Private, off-street parking.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    212 South St, Pittsfield, MA 01201
  • /31

    $2,900 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,320 Sq Ft
    • House for Rent

    74 Washington Ave, North Adams, MA 01247

    Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second

    Allison Pacelli PACELLI ZEPKA

    74 Washington Ave, North Adams, MA 01247
  • /37

    $3,500 total monthly price

    • 2 Baths
    • 6,680 Sq Ft
    • Property for Rent

    1745 Massachusetts 2, Charlemont, MA 01370

    Location, Location!! Capture the energy of the iconic Mohawk Trail with this rare restaurant space located directly on Route 2. Boasting breathtaking river views and endless potential, this expansive space with a fully equipped commercial kitchen is ready for your culinary vision. The full bar, live-music stage, dance floor, and ample seating make it ideal for everything from nightly dining to

    Nicole Vadnais KELLER WILLIAMS REALTY

    1745 Massachusetts 2, Charlemont, MA 01370
  • /23

    $3,500 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft
    • House for Rent

    34 Galway Ct, Lenox, MA 01240

    Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is just five minutes away. The house features a very

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    34 Galway Ct, Lenox, MA 01240
  • /13

    $3,000 total monthly price

    • Condo for Rent

    257 S Main St, Hancock, MA 01237

    Charming and fully furnished country apartment available immediately featuring 2 beds and 1.5 baths. Warm and cozy in a well-cared for Owner occupied home, nestled in a serene rural area of Northern Berkshire. Close to Pittsfield and South Berkshire, it's just a few minutes away from Jiminy Peak skiing, with easy access to many other activities. Not only furnished, but heat, electric and internet

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    257 S Main St, Hancock, MA 01237
  • /3

    $1,650 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    104 Church St, Cheshire, MA 01225

    Bright, modern second floor apartment in a sought-after Cheshire location. Enjoy a new kitchen, refinished floors and updated windows for comfort and efficiency.

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    104 Church St, Cheshire, MA 01225
  • /9

    $1,250 total monthly price

    • Condo for Rent

    7 Albert St Unit 1, Adams, MA 01220

    Convienient 2 Bedroom - 1 Bath First floor apartment. Close to downtown Adams, MA

    Christian Garner NOCHER REALTY

    7 Albert St Unit 1, Adams, MA 01220
  • /7

    $1,000 total monthly price

    • 700 Sq Ft
    • Property for Rent

    19 Williamstown Rd, Lanesborough, MA 01237

    This new commercial property offers 2 available spaces for lease, 700 sq ft per space, easy access, visibility to road, radiant heat, security cameras, fiber optics, 3 phase power, custom buildout options like a mezzanine, bathroom or kitchen potential, lease 1 or both spaces unlimited potential. Need more space, an additional 11 units are planned for this facility.

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    19 Williamstown Rd, Lanesborough, MA 01237

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.

Frequently Asked Questions

What are the most popular neighborhoods in Windsor, MA for renters?
The most popular neighborhood in Windsor, MA for renters is Florence.
What are the most popular zip codes in Windsor, MA for renters?
The most popular zip codes in Windsor, MA for renters include 01220, 01201, 01247, 01240 and 01238.
How to Rent a Home