11

Sandisfield, MA Houses for Sale

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  • /47

    $795,000

    • 3 Beds
    • 4 Baths
    • 2,963 Sq Ft

    11 Jamie Ln, Sandisfield, MA 01255

    Welcome to 11 Jamie Lane. This stunning contemporary home features three levels of bright, open space, perfect for modern living. Large windows flood the interiors with natural light and provide beautiful views of the fully fenced backyard. This home is designed for comfort and style with all the modern amenities like radiant heat, air conditioning and a separate building for Yoga studio,

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    11 Jamie Ln, Sandisfield, MA 01255
  • /70

    $895,000

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

    171 Lake Shore Dr, Otis, MA 01253

    Welcome to this exceptional 3-bedroom, 2-bathroom lakefront retreat w/an in-ground pool,located in the highly sought-after Otis Woodlands community. Perfectly situated on OWL Lake, this home offers a rare combination of natural beauty, modern upgrades, and an array of resort-style amenities, making it the ideal country escape or full-time residence.Step inside to an open-concept living area with

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    171 Lake Shore Dr, Otis, MA 01253
  • /32

    $1,250,000

    • 5 Beds
    • 5.5 Baths
    • 4,645 Sq Ft

    7 Perry Rd, Sandisfield, MA 01255

    WHERE EVERY SEASON FEELS LIKE HOME16 acres at the end of a quiet country road where your shoulders drop the moment you arrive. This five bedroom retreat with over 4,600 square feet gets Berkshire living right: soaring great room with fireplace, granite kitchen, four-season sunroom, and that incredible finished lower level with radiant floors, full bar, and walkout to covered patio. Mudroom with

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    7 Perry Rd, Sandisfield, MA 01255
  • /62

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,188 Sq Ft

    377 Highland Way, Sandisfield, MA 01255

    Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    377 Highland Way, Sandisfield, MA 01255
  • /41

    $498,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    132 Sandisfield Rd, Sandisfield, MA 01255

    This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops & new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    132 Sandisfield Rd, Sandisfield, MA 01255
  • /31

    $499,000

    • 3 Beds
    • 1 Bath
    • 1,114 Sq Ft

    309 Tamarack Trail, Sandisfield, MA 01255

    Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This great home has an open concept kitchen/living/dining area with vaulted ceilings. Access the screened-in porch and deck from the sunken living room. Primary bedroom with skylight and deck access. Detached two-car garage with storage above. This great house won't last long! Association amenities include tennis/pickleball

    Emily Piacquadio LANCE VERMEULEN RE, INC

    309 Tamarack Trail, Sandisfield, MA 01255
  • /28

    $575,000

    • 4 Beds
    • 3 Baths
    • 1,978 Sq Ft

    125 Town Hill Rd, Sandisfield, MA 01255

    The property is ideal for active families (with tennis and basketball on site and swimming and hiking minutes away). A quicker, more traffic free, less fussy destination than the Hamptons and tons and tons of space and fresh air! The home is just about 15 minutes from affordable family skiing and about 30 minutes from world class music at Tanglewood and dance at Jacob's Pillow. Excellent dining

    Kimberly Spencer RE/MAX COMPASS

    125 Town Hill Rd, Sandisfield, MA 01255
  • /47

    $575,000

    • 3 Beds
    • 3 Baths
    • 1,864 Sq Ft

    305 Shadow Ln, Sandisfield, MA 01255

    ONE LEVEL LIVING in the Otis Wood Lands! This contemporary home boasts a light and bright great room with kitchen/living/dining and a lovely wood burning fireplace. The large primary suite is situated on one side of the house and boasts a fireplace, walk-in closet, double sink vanity and walk-in shower. Head down the hall from the great room to discover 2 more bedrooms and an office/bonus room

    Sarah Dixon LANCE VERMEULEN RE, INC

    305 Shadow Ln, Sandisfield, MA 01255
  • /55

    $1,145,000

    • 3 Beds
    • 2 Baths
    • 3,320 Sq Ft

    71 E Hubbard Rd, Sandisfield, MA 01255

    Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for

    Vashti Poor LANCE VERMEULEN RE, INC

    71 E Hubbard Rd, Sandisfield, MA 01255
  • /56

    $4,999,999

    • 3 Beds
    • 5.5 Baths
    • 3,000 Sq Ft

    14 Sullivan Rd, Sandisfield, MA 01255

    Atwater Pond is a remarkable 321-acre waterfront retreat in southern Berkshire County. An immaculately renovated mid-century house and 1920's guest cottage sit on the edge of a 32-acre, spring-fed pond, surrounded by hundreds of acres of pristine forest. Year-round recreational opportunities abound and a 4+ mile trail system winds through the property. Additional features include multiple docks,

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    14 Sullivan Rd, Sandisfield, MA 01255
  • /34

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    20 Deer Run, Otis, MA 01253

    THE CHALET IN THE PINES. Contemporary Chalet in Otis Wood Lands with three bedrooms and two full bathrooms located on a quiet cul-de-sac. Living room with cathedral ceilings open to kitchen and dining area. First-floor primary bedroom. Lower-level with family room, bedroom, full bathroom, utility room. Second floor loft bedroom. Wonderful deck, and spacious screened-in porch with hot tub.

    Emily Piacquadio LANCE VERMEULEN RE, INC

    20 Deer Run, Otis, MA 01253

Why Live in Sandisfield

Sandisfield is a woodland retreat in the southern Berkshires, known for its secluded forested mountains and rural atmosphere. This area has become a popular outdoor escape for residents from Boston and Manhattan, both roughly 120 to 135 miles away. The neighborhood features large cabin-style mansions, private lakefront communities, and smaller cottages, with homes ranging from $200,000 to multimillion-dollar estates. Otis Woodlands, located on the north end, offers community amenities such as a private lake, beach, clubhouse, pickleball courts, and trails. Residents enjoy abundant outdoor activities, including hiking, paddling, and fishing in Sandisfield State Forest and Clam River Reserve. Despite minimal commercial activity, essential items can be found at local country stores, and more substantial shopping is available in nearby towns like Great Barrington, 15 miles northwest, and Lee, under 20 miles north. Dining options include the historic New Boston Inn and upscale farm-to-table restaurants like Cantina 229 in New Marlborough. Farmington River Elementary, located 10 miles north in Otis, is highly rated, and middle and high school students attend Southern Berkshire Public Schools. Sandisfield has become a seasonal retreat for many Boston and New York City residents due to its accessibility and abundant outdoor recreation opportunities.

Home Trends in Sandisfield, MA

Housing Trends

Median Sale Price
$190,000
Median Single Family Sale Price
$399,500
Average Price Per Sq Ft
$225
Number of Homes for Sale
3
Last 12 months Home Sales
8
Months of Supply
4.50
Median List Price
$499,000
Median Change From 1st List Price
16%
Median Home Sale Price YoY Change
-57%
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