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Sandisfield, MA Homes 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
  • /16

    $495,000

    • Land
    • 21 Acres
    • $23,239 per Acre

    0 West St, Sandisfield, MA 01255

    OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond--and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest.With

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 West St, Sandisfield, MA 01255
  • /6

    $79,900

    • Land
    • 8 Acres
    • $9,963 per Acre

    Lot 3 Town Hill Rd, Sandisfield, MA 01255

    Here it is! Bring your ideas to this tranquil ~8 acre lot that has a completed perc test in hand. This 8.024-acre wooded property boasts a mix of trees, providing a serene, natural setting ideal for a home. With gentle slopes and varying elevations and ample privacy. The diverse vegetation supports local wildlife, creating a peaceful retreat. Access to power at the street and Perced for a future

    John Stevenson RE/MAX Compass

    Lot 3 Town Hill Rd, Sandisfield, MA 01255
  • /9

    $114,900

    • Land
    • 26 Acres
    • $4,462 per Acre

    0 W Hubbard Rd, Sandisfield, MA 01255

    Discover the possibilities nestled in the heart of the Berkshires--just 20 minutes from the charm and culture of Great Barrington. This picturesque lot offers a rare combination of natural beauty and practical readiness, with a completed perc test and engineered septic designs already in place. Whether you're envisioning a peaceful weekend escape or a cozy, year-round haven, this is the perfect

    Andreea Duta BISHOP WEST REAL ESTATE

    0 W Hubbard 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
  • /5

    $34,500

    • Land
    • 2.03 Acres
    • $16,995 per Acre

    Lot 5-0 Perry Rd, Sandisfield, MA 01253

    Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the

    Ashley Canger FAIRGROUND REAL ESTATE, INC

    Lot 5-0 Perry Rd, Sandisfield, MA 01253
  • /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
  • /18

    $159,000

    • Land
    • 3.22 Acres
    • $49,379 per Acre

    0 Jamie Ln, Sandisfield, MA 01245

    Discover the perfect blend of tranquility and convenience with this exceptional cleared building lot in a picturesque country setting. Boasting seasonal views and situated within a peaceful association of beautiful homes, this property is an ideal getaway spot for your dream country home.With a drilled well and a leach field for a 3-bedroom septic system installed within the last three years, you

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 Jamie Ln, Sandisfield, MA 01245
  • /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
  • /27

    $24,000

    • Land
    • 1.06 Acres
    • $22,641 per Acre

    0 Highland Way, Otis, MA 01253

    Build your own unique Berkshire dream home in one of the most desirable communities in Berkshire county.Enjoy all that Otis Woodlands has to offer all within a stroll or short drive: a private lake,exquisite clubhouse,a pool and two tennis courts.And just beyond OWL enjoy one of the largest recreational lakes in Mass, Otis Reservoir as well as gorgeous Big Pond lake.Otis Ski Ridge is minutes away

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    0 Highland Way, Otis, MA 01253
  • /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.

Frequently Asked Questions

What is the average home price in Sandisfield, MA?
Homes for sale in Sandisfield, MA have an average home price of $617,428.
How many homes have sold over the last 12 months in Sandisfield, MA?
5 homes have sold in Sandisfield, MA over the last 12 months.
What are the most popular zip codes in Sandisfield, MA?
The most popular zip codes in Sandisfield, MA include 01230, 01085, 01223, 06098 and 01238.
How much do you need to make to afford a house in Sandisfield?
The median home price in Sandisfield is $550,000. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $2,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $123K a year to afford the median home price in Sandisfield.
How are the schools in Sandisfield, MA?
Sandisfield, MA has highly rated public and private schools. Some of the best schools in Sandisfield based on Niche Grades are Colebrook Consolidated School, Northwestern Regional Middle School and Northwestern Regional High School. Browse all the schools in Sandisfield, MA to learn more.

Home Trends in Sandisfield, MA

Housing Trends

Median Sale Price
$544,000
Median Single Family Sale Price
$544,000
Average Price Per Sq Ft
$309
Number of Homes for Sale
2
Last 12 months Home Sales
5
Months of Supply
4.80
Median List Price
$550,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
20%
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