674

Berkshire, MA Homes in ZIP Code 01270

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  • 49 Access Rd Unit 3b, Windsor, MA 01270
    49 Access Rd Unit 3b, Windsor, MA 01270
    49 Access Rd Unit 3b, Windsor, MA 01270
    /17

    $179,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    49 Access Rd Unit 3b, Windsor, MA 01270

    This charming rustic seasonal lake cottage, rebuilt in 2011 with structural enhancements, replacement windows, and a large side deck, is a cozy retreat nestled on 1.24 wooded acres by Windsor Pond. The interiors are adorned with knotty pine, giving it a warm and inviting feel harkening to an era past. With two comfy bedrooms, a wood stove to keep you warm on chilly nights, a spacious screened

    Agent Photo

    Lisa Carroll

    Delap Real Estate LLC

    (413) 741-2269

    49 Access Rd Unit 3b, Windsor, MA 01270
  • 576 North St, Windsor, MA 01270
    576 North St, Windsor, MA 01270
    576 North St, Windsor, MA 01270
    /52

    $435,000 Sold Jul 10, 2025

    • 2,444 Sq Ft
    • $178/SF
    • 95 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1850

    576 North St, Windsor, MA 01270

    Look no further, this charming farmhouse nestled on almost four acres is waiting foryou. Relax on the screened back porch or have morning coffee in the skylight drenched sunroom, you may view the wildlife that travels through the state forest, which borders the property. The home features a living room fireplace, skylights and sunroom, cedar closet and central vac. The grounds offer lots of

    John Ciepiela BISHOP WEST REAL ESTATE

    576 North St, Windsor, MA 01270
    • 140 Hill Cemetery Rd, Windsor, MA 01270
      140 Hill Cemetery Rd, Windsor, MA 01270
      140 Hill Cemetery Rd, Windsor, MA 01270
      /34

      Est $585,534 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,260 Sq Ft

      140 Hill Cemetery Rd, Windsor, MA 01270

      140 Hill Cemetery Rd, Windsor, MA 01270
  • 1828 Flintstone Rd, Windsor, MA 01270
    1828 Flintstone Rd, Windsor, MA 01270
    1828 Flintstone Rd, Windsor, MA 01270
    /69

    $1,195,000

    • 4 Beds
    • 3 Baths
    • 3,541 Sq Ft

    1828 Flintstone Rd, Windsor, MA 01270

    Welcome to Stone Hill - Your Private Oasis with Spectacular Views overlooking the Berkshire Hill Towns. Escape to a world of tranquility and luxury where nature's beauty meets exquisite living. Nestled on a 9.45 acre property, this spectacular estate offers the ultimate retreat for those seeking privacy and serenity. Immerse yourself in the beauty of the Chalet Wildlife Management Area

    Matt Carlino MACCARO REAL ESTATE

    1828 Flintstone Rd, Windsor, MA 01270
  • 470 Peru Rd, Windsor, MA 01270
    470 Peru Rd, Windsor, MA 01270
    470 Peru Rd, Windsor, MA 01270
    /53

    $505,000 Sold Jun 27, 2025

    • 1,562 Sq Ft
    • $323/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    470 Peru Rd, Windsor, MA 01270

    Spacious 3-bedroom, 2.5-bath ranch offering over 1,500 sq. ft. of living space on 22+ peaceful acres. This well-maintained home features a finished basement with a cozy fireplace, perfect for relaxing or entertaining. The property includes a large two-bay barn, a charming sugar shack, and a network of scenic trails ideal for outdoor enjoyment. Whether you're looking for space to explore, hobby

    John Ciepiela BISHOP WEST REAL ESTATE

    470 Peru Rd, Windsor, MA 01270
    • 884 Cheshire Rd, Windsor, MA 01270
      884 Cheshire Rd, Windsor, MA 01270
      884 Cheshire Rd, Windsor, MA 01270
      /4

      Est $586,228 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,042 Sq Ft

      884 Cheshire Rd, Windsor, MA 01270

      884 Cheshire Rd, Windsor, MA 01270
  • 788 Flintstone Rd, Windsor, MA 01270
    788 Flintstone Rd, Windsor, MA 01270
    788 Flintstone Rd, Windsor, MA 01270
    /35

    $549,000

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    788 Flintstone Rd, Windsor, MA 01270

    Experience the ideal mix of comfort, privacy, and natural beauty on this beautifully maintained 19-acre property. Quietly tucked away, yet just minutes from the cultural and recreational attractions of the Berkshires, this move-in ready home offers serene country living with modern convenience.Built and cared for by the original owners, the home features 4 spacious bedrooms, 3 full bathrooms, and

    Laiken Rapisarda LAMACCHIA REALTY, INC

    788 Flintstone Rd, Windsor, MA 01270
  • 1952 Old Route 9, Windsor, MA 01270
    1952 Old Route 9, Windsor, MA 01270
    1952 Old Route 9, Windsor, MA 01270
    /19

    $135,000 Sold Jun 05, 2025

    • 1,200 Sq Ft
    • $112/SF
    • 25 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    1952 Old Route 9, Windsor, MA 01270

    An Ideal Project for the Right BuyerThis 2-bedroom, 1-bath Cape fixer-upper is an incredible opportunity for buyers who are looking for a project that will allow them to make their mark on a home while enjoying the rewards of renovation. With its solid foundation, charming features, and endless possibilities for expansion, this property offers the perfect blank canvas to bring your vision to

    Kolleen Schmitt BISHOP WEST REAL ESTATE

    1952 Old Route 9, Windsor, MA 01270
    • 1387 E Windsor Rd, Windsor, MA 01270
      1387 E Windsor Rd, Windsor, MA 01270
      1387 E Windsor Rd, Windsor, MA 01270
      /38

      Est $586,133 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      1387 E Windsor Rd, Windsor, MA 01270

      1387 E Windsor Rd, Windsor, MA 01270
  • 961 Peru Rd, Windsor, MA 01270
    961 Peru Rd, Windsor, MA 01270
    961 Peru Rd, Windsor, MA 01270
    /24

    $325,000

    • 1 Bed
    • 1 Bath
    • 1,082 Sq Ft

    961 Peru Rd, Windsor, MA 01270

    Finish this super insulated house to your liking. Seller had to quit due to personal issues. High end kitchen cabinets are bought but not installed. Tub is installed. Sheet rock needs to be taped and spackled. Rough electric and plumbing are done. Super insulated tiny house for guests or separate home office has electricity but no plumbing. All work was permitted and inspected. Please see

    Carla Ness Delap Real Estate LLC

    961 Peru Rd, Windsor, MA 01270
  • 1523 North St, Windsor, MA 01270
    1523 North St, Windsor, MA 01270
    1523 North St, Windsor, MA 01270
    /48

    $397,500 Sold Jun 03, 2025

    • 2,500 Sq Ft
    • $159/SF
    • 342 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1982

    1523 North St, Windsor, MA 01270

    NEW PRICE!!! Enjoy country living just minutes from town. Enjoy the space the privacy of every inch of this 3.75 acres and your 4 bed/2 ba New England farmhouse. Large rooms, cozy wood burning fireplace in the living/dining and woodstove in your spacious renovated kitchen (2021). Lge deck to take in the views, 3/4 bath down w/laundry. Upstairs there's 4 bedrooms & a full bath, updated floors on

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    1523 North St, Windsor, MA 01270
    • 1600 North St, Windsor, MA 01270
      1600 North St, Windsor, MA 01270
      1600 North St, Windsor, MA 01270
      /57

      Est $476,845 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,680 Sq Ft

      1600 North St, Windsor, MA 01270

      1600 North St, Windsor, MA 01270
  • 1689 E Windsor Rd, Windsor, MA 01270
    1689 E Windsor Rd, Windsor, MA 01270
    1689 E Windsor Rd, Windsor, MA 01270
    /35

    $485,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    1689 E Windsor Rd, Windsor, MA 01270

    Country colonial home which has never been on the market. Built by the sellers and their family of contractors. Situated on a picturesque corner lot with a spring & brook-fed pond. Step inside from the new deck to find a cherry wood floor, updated kitchen with granite countertops and a one of a kind island. The dining room and sunny living space boast hickory wood floors and Anderson windows. A

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

    1689 E Windsor Rd, Windsor, MA 01270
  • 775 North St, Windsor, MA 01270
    775 North St, Windsor, MA 01270
    775 North St, Windsor, MA 01270
    /42

    $425,000 Sold May 23, 2025

    • 1,472 Sq Ft
    • $289/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    775 North St, Windsor, MA 01270

    First time on the market is this lovely ranch style home on 2.4 acres with westerly views. Bordering state land ensuring your peace & privacy for years to come. This meticulously maintained home offers one level of living combining the perfect blend of comfort and serenity. The heart of this home is the large, inviting eat-in kitchen featuring up-to-date stainless appliances, ample cabinetry,

    Cindy Carrigan Lamacchia Realty, Inc.

    775 North St, Windsor, MA 01270
    • 733 North St, Windsor, MA 01270
      733 North St, Windsor, MA 01270
      733 North St, Windsor, MA 01270
      /39

      Est $665,712 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,350 Sq Ft

      733 North St, Windsor, MA 01270

      733 North St, Windsor, MA 01270
  • 130 High St Hill Rd, Windsor, MA 01270
    130 High St Hill Rd, Windsor, MA 01270
    130 High St Hill Rd, Windsor, MA 01270
    /50

    $460,000 Sold Dec 19, 2024

    • 2,240 Sq Ft
    • $205/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    130 High St Hill Rd, Windsor, MA 01270

    Discover your dream home in Windsor, set on over 5 acres of serene landscape! This charming colonial has it all, nestled in a private & efficient setting, this home is ready for its next owners. Inside, enjoy freshly painted rooms, beautiful red birch hard wood floors & high efficiency wood stove. Benefit from owned solar panels and a home generator for added efficiency & peace of mind. Enjoy

    Laiken Rapisarda LAMACCHIA REALTY, INC

    130 High St Hill Rd, Windsor, MA 01270
    • 1496 North St, Windsor, MA 01270
      1496 North St, Windsor, MA 01270
      1496 North St, Windsor, MA 01270
      /42

      Est $542,133 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,241 Sq Ft

      1496 North St, Windsor, MA 01270

      1496 North St, Windsor, MA 01270
  • 331 Shaw Rd, Windsor, MA 01270
    331 Shaw Rd, Windsor, MA 01270
    331 Shaw Rd, Windsor, MA 01270
    /18

    $17,000 Sold Dec 17, 2024

    • Land
    • 2.17 Acres
    • $7,834 per Acre
    • 7 Days On Market

    331 Shaw Rd, Windsor, MA 01270

    Mostly level and partially cleared 2.17 acre lot. Serene and tranquil surroundings. Berkshires camping retreat? Hunting getaway? Recreational? Great location to enjoy four season outdoor recreation and all that nature has to offer. Easy access to all cultural and natural amenities in and around the Berkshires!

    Deb Trzcinski Steepleview Realty

    331 Shaw Rd, Windsor, MA 01270
    • 105 High St Hill Rd, Windsor, MA 01270
      105 High St Hill Rd, Windsor, MA 01270
      105 High St Hill Rd, Windsor, MA 01270
      /35

      Est $516,550 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,500 Sq Ft

      105 High St Hill Rd, Windsor, MA 01270

      105 High St Hill Rd, Windsor, MA 01270
  • 877 Massachusetts 9, Windsor, MA 01270
    877 Massachusetts 9, Windsor, MA 01270
    877 Massachusetts 9, Windsor, MA 01270
    /38

    $439,900 Sold Oct 15, 2024

    • 1,782 Sq Ft
    • $247/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1952

    877 Massachusetts 9, Windsor, MA 01270

    Don’t miss your chance to escape from the hubbub of life to your very own oasis set on 22+ picturesque wooded acres. The absolute BEST of what the Hilltowns and Berkshires have to offer. Sit on the Goshen stone patio and gaze into your fish pond or enjoy the stunning view of the milky way from your hot tub. This property holds unlimited potential for your garden or homestead with fruit trees,

    Holly Berry Olde Towne Realty

    877 Massachusetts 9, Windsor, MA 01270
    • 235 High St Hill Rd, Windsor, MA 01270
      235 High St Hill Rd, Windsor, MA 01270
      235 High St Hill Rd, Windsor, MA 01270
      /21

      Est $520,928 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,716 Sq Ft

      235 High St Hill Rd, Windsor, MA 01270

      235 High St Hill Rd, Windsor, MA 01270
  • 102 Monahan Rd, Windsor, MA 01270
    102 Monahan Rd, Windsor, MA 01270
    102 Monahan Rd, Windsor, MA 01270
    /56

    $410,000 Sold Aug 22, 2024

    • 1,490 Sq Ft
    • $275/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    102 Monahan Rd, Windsor, MA 01270

    We are offering a Ranch style home in a peaceful country setting on a dead end road! The home is perfectly set on 8.4 acres of largely wooded land with a nicely manicured lawn that is large enough for year round enjoyment. This 3 bedroom 2 bath ranch has been tastefully renovated recently. Some of the updates include fresh paint throughout, newer laminate floors throughout and metal roof. The

    Doug Collins LAMACCHIA REALTY, INC

    102 Monahan Rd, Windsor, MA 01270
    • 344 Worthington Rd, Windsor, MA 01270
      344 Worthington Rd, Windsor, MA 01270
      344 Worthington Rd, Windsor, MA 01270
      /107

      Est $510,780 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,500 Sq Ft

      344 Worthington Rd, Windsor, MA 01270

      344 Worthington Rd, Windsor, MA 01270
  • 1430 Old Route 9, Windsor, MA 01270
    1430 Old Route 9, Windsor, MA 01270
    1430 Old Route 9, Windsor, MA 01270
    /24

    $210,000 Sold Aug 14, 2024

    • 975 Sq Ft
    • $215/SF
    • 42 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    1430 Old Route 9, Windsor, MA 01270

    Embrace the serenity of nature as you come home to this cozy and cute 2-bedroom, 1-bath house, that offers beautiful natural wood cathedral ceiling and many updates throughout the house. Located on a quiet paved country road with bubbling river just across the street. Nestled in a peaceful setting, but only about 15 minutes to Pittsfield shopping centers. Visit to find out if this move-in-ready

    Ann Jerebtsov LAMACCHIA REALTY, INC

    1430 Old Route 9, Windsor, MA 01270
    • 1540 E Windsor Rd, Windsor, MA 01270
      1540 E Windsor Rd, Windsor, MA 01270
      1540 E Windsor Rd, Windsor, MA 01270
      /52

      Est $507,826 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,080 Sq Ft

      1540 E Windsor Rd, Windsor, MA 01270

      1540 E Windsor Rd, Windsor, MA 01270
  • 877 State Highway 9 --, Windsor, MA 01270
    877 State Highway 9 --, Windsor, MA 01270
    /2

    $439,900 Sold Oct 15, 2024

    • 1,782 Sq Ft
    • $247/SF
    • 69 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1952

    877 State Highway 9 --, Windsor, MA 01270

    Easy one level living with updated and kitchen and bath.

    Comparable Listing COMPARABLE LISTING ONLY

    877 State Highway 9 --, Windsor, MA 01270
    • 1256 E Windsor Rd, Windsor, MA 01270
      1256 E Windsor Rd, Windsor, MA 01270
      1256 E Windsor Rd, Windsor, MA 01270
      /34

      Est $824,650 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,102 Sq Ft

      1256 E Windsor Rd, Windsor, MA 01270

      1256 E Windsor Rd, Windsor, MA 01270
  • 249 Bates Rd, Windsor, MA 01270
    249 Bates Rd, Windsor, MA 01270
    /2

    $1,479,000 Sold Sep 26, 2024

    • 5,000 Sq Ft
    • $296/SF
    • 55 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1984

    249 Bates Rd, Windsor, MA 01270

    Discover Westview, a stunning retreat spanning 76 acres adjacent to Notchview Reservation, offering panoramic views.This contemporary hideaway boasts exceptional craftsmanship and thoughtful design.Inside, two kitchens feature expansive layouts, abundant natural light, and custom-built cabinets that adorn every room. The integration of granite, marble, and quartz countertops enhances elegance

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    249 Bates Rd, Windsor, MA 01270
    • 1411 North St, Windsor, MA 01270
      1411 North St, Windsor, MA 01270
      /2

      Est $594,807 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft

      1411 North St, Windsor, MA 01270

      1411 North St, Windsor, MA 01270
    • 1555 Bush Rd, Windsor, MA 01270
      1555 Bush Rd, Windsor, MA 01270
      1555 Bush Rd, Windsor, MA 01270
      /25

      Not Listed For Sale

      • 1 Bed
      • 350 Sq Ft

      1555 Bush Rd, Windsor, MA 01270

      1555 Bush Rd, Windsor, MA 01270
    • 696 River Rd, Windsor, MA 01270
      696 River Rd, Windsor, MA 01270
      696 River Rd, Windsor, MA 01270
      /42

      Est $593,545 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,596 Sq Ft

      696 River Rd, Windsor, MA 01270

      696 River Rd, Windsor, MA 01270
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /25

      Est $95,515 Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /11

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 0 High Street Hill Rd Unit 73096931, Windsor, MA 01270
      0 High Street Hill Rd Unit 73096931, Windsor, MA 01270
      0 High Street Hill Rd Unit 73096931, Windsor, MA 01270
      /11

      Not Listed For Sale

      0 High Street Hill Rd Unit 73096931, Windsor, MA 01270

      0 High Street Hill Rd Unit 73096931, Windsor, MA 01270
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /7

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • 140 Windigo Rd, Windsor, MA 01270
      140 Windigo Rd, Windsor, MA 01270
      140 Windigo Rd, Windsor, MA 01270
      /42

      Not Listed For Sale

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

      140 Windigo Rd, Windsor, MA 01270

      140 Windigo Rd, Windsor, MA 01270
    • 1136 Flintstone Rd, Windsor, MA 01270
      1136 Flintstone Rd, Windsor, MA 01270
      1136 Flintstone Rd, Windsor, MA 01270
      /4

      Est $87,185 Not Listed For Sale

      1136 Flintstone Rd, Windsor, MA 01270

      1136 Flintstone Rd, Windsor, MA 01270
    • 2065 River Rd, Windsor, MA 01270
      2065 River Rd, Windsor, MA 01270
      /2

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,900 Sq Ft

      2065 River Rd, Windsor, MA 01270

      2065 River Rd, Windsor, MA 01270
    • 52 Access 3b Rd, Windsor, MA 01270
      52 Access 3b Rd, Windsor, MA 01270
      52 Access 3b Rd, Windsor, MA 01270
      /42

      Est $174,514 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 777 Sq Ft

      52 Access 3b Rd, Windsor, MA 01270

      52 Access 3b Rd, Windsor, MA 01270
    • 110 Windigo Rd, Windsor, MA 01270
      110 Windigo Rd, Windsor, MA 01270
      110 Windigo Rd, Windsor, MA 01270
      /42

      Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,680 Sq Ft

      110 Windigo Rd, Windsor, MA 01270

      110 Windigo Rd, Windsor, MA 01270

Showing Results 1 - 40, Page 1 of 17

Massachusetts Berkshire County Windsor 01270

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