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Berkshire County MA Homes for Sale with In-Law Suite

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  • /21

    $449,900

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

    1828 E Otis Rd, Otis, MA 01253

    Turnkey income property, vacation retreat, or multi-generational haven! This beautifully updated 3-bed, 2-bath home with a fully equipped in-law apartment offers flexibility for rental income, extended family, or guest space. Proven short-term rental with projected gross income of $100K annually when both units are rented. Inside, enjoy vaulted ceilings, hardwood floors, new appliances, and a

    Meagan Albert Tier 1 Real Estate

    1828 E Otis Rd, Otis, MA 01253
  • /20

    $1,162,000

    • 4 Beds
    • 4 Baths
    • 2,322 Sq Ft

    97 Brush Hill Rd, Great Barrington, MA 01230

    Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    97 Brush Hill Rd, Great Barrington, MA 01230
  • /73

    $2,895,000

    • 7 Beds
    • 9 Baths
    • 6,578 Sq Ft

    813 East St, Lenox, MA 01240

    Don't miss seeing the beautiful renovation just completed on this lovely Lenox Contemporary on almost 5A of privacy...enjoy incredible outdoor living spaces including an in-ground Gunite pool, Pavilion with outdoor kitchen and pool house with living space, kitchen, outdoor and indoor showers and even an outdoor TV! A real STAYCATION! The main house boasts lovely common spaces in the open floor

    Mary Jo Piretti PIRETTI REAL ESTATE

    813 East St, Lenox, MA 01240
  • /61

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    1373 Boardman St, Sheffield, MA 01257

    The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1373 Boardman St, Sheffield, MA 01257
  • /11

    $1,245,000

    • 4 Beds
    • 3.5 Baths
    • 2,511 Sq Ft

    584 Water St, Williamstown, MA 01267

    Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle

    Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

    584 Water St, Williamstown, MA 01267
  • /85

    $1,425,000

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft

    124 Egremont Plain Rd, Great Barrington, MA 01230

    This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite

    Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    124 Egremont Plain Rd, Great Barrington, MA 01230
  • /66

    $6,850,000

    • 5 Beds
    • 3.5 Baths
    • 3,474 Sq Ft

    77 Seekonk Cross Rd, Great Barrington, MA 01230

    Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

    Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

    77 Seekonk Cross Rd, Great Barrington, MA 01230
  • /47

    $1,649,000 Open Sat 11AM - 4PM

    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft

    4 Thrushwood Ln, Great Barrington, MA 01230

    Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    4 Thrushwood Ln, Great Barrington, MA 01230

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