470 houses for sale in Sandisfield town

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensui

MOTIVATED SELLER*Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character. Cook like a chef in the large open kitchen, where generous countertops, a welcoming island, and ample natural light inspire everyday gatherings. The first-floor primary suite provides convenience without sacrificing privacy, ideal for busy households seeking single-level living when desired. Step outside to your expansive outdoors: a grand deck that overlooks lush acreage, plus a screened-in porch and an oversized porch ideal for morning coffees, evening entertaining, and quiet moments surrounded by nature. This property delivers both space for growing families and the seclusion you crave, all within the desirable Great Barrington lifestyle-top schools, outdoor adventu

WELCOME TO THE BERKSHIRES! Set on more than 8 picturesque acres, this beautifully renovated 4-bedroom, 2-bath Ranch offers the perfect combination of comfort, style, and country living. Completely updated in 2021, the home features an open floor plan with hardwood floors throughout, a stunning remodeled kitchen with granite countertops, stainless steel appliances, and a spacious peninsula ideal for gathering. The inviting living room centers around a gorgeous stone fireplace with a wood stove insert and Cathedral ceilings. The primary suite boasts a tastefully remodeled bath with a walk-in shower. Additional highlights include first-floor laundry, central air, 200-amp electrical service, and all new windows and doors. Outside, the meticulously landscaped grounds showcase a tranquil pond, fruit trees, blueberry bushes, raspberries, and a strawberry patch. Enjoy relaxing on the backyard patio or gathering around the large fire pit while taking in the peaceful surroundings

Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is m

HOMESTEADERS and HORESELOVERS here is your Dream Home! Comfortable Country Living on almost 5 acres, less than 10 miles from city amenities. A mountain top Modern RANCH: kitchen w/ Granite counters and Island, a Wood Stove in the dining area w/ Bay Wndow, Skylights and Beamed Ceiling in the living room, and sunny Loft with endless uses. The rear Addition: an L-shaped Family Room with Sliders stepping out to the backyard, Patio, and Deck, has a wonderful unexpected BONUS~ an Indoor HotTub! There's a basement with a game room complete with a drink refrigerator then a spiral staircase leading up to the LR. This thoughtful, unique floor plan easily lends itself to private relaxation or hosting social events. Additionally, a 3 bay Garage with heated, 500 sq ft workshop above is perfect for the hobbyist or tradesman. Equipped with a whole house Generator for back-up Power and the 2 WoodStoves for dependable Heat ~ this Efficient Home is prepared for any weather ! ! There's a sturdy Wood Barn

Tucked away on a serene and private lot just minutes from the sparkling waters of Otis Reservoir, this stunningly renovated 5-bedroom, 3-bath Colonial offers the perfect blend of luxury, comfort, and natural beauty. Designed for both elegant entertaining and everyday living, the heart of the home is the spectacular chef's kitchen featuring quartz countertops, abundant cabinetry, and refined finishes throughout. The thoughtfully designed 1st flr offers a formal living room, sophisticated dining area, two spacious bedrooms, and a beautifully updated full bath - ideal for guests or flexible living arrangements. Upstairs, retreat to the luxurious primary suite complete with a private ensuite bath, along with two additional generously sized bedrooms and a third full bath. Surrounded by peaceful nature views, trails and exceptional privacy, this remarkable property is a rare opportunity to enjoy upscale living in a tranquil setting to enjoy all the beauty the Berkshires have to offer

Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity

Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living room, a full bath with a shower, and a main level bedroom suite with a private half bath. Upstairs features three additional bedrooms, a large bonus den ideal for a home office, family room, or flex space, and a second full bath with a tub and shower combination plus a skylight. Thoughtfully updated for comfort and efficiency, the home features comfortable radiant heat throughout the entire first floor, a new well installed in 2021, a whole house propane generator with automatic transfer switch added in 2022, an EV charger with load management installed in 2023, new kitchen and laundry room appl

Price Improved. Classic Dutch Colonial charm meets structural peace of mind at 78 Main St! Perfect for savvy buyers with vision, the major heavy-lifting is already done: features a brand-new roof (2025) and 23 new, oversized windows (under 3 years old) that flood the home with light. Inside, the kitchen is a gorgeous starting point with a beautiful new wood ceiling and custom flooring. The main floor offers incredible energy efficiency with a flexible heating system running on oil, wood, or both. Upstairs holds 3 comfortably sized bedrooms and a full bath, ready for your personal cosmetic updates. The property truly shines outside with 1 full acre of rare, completely flat, usable country land-a dream canvas for gardening or homesteading. The location is also excellent for small business. Plenty of parking spots. Schedule your tour today! AS-IS. Main house exterior to be painted. MOTIVATED SELLER

Your private Berkshire retreat! Sweeping views of Squaw Peak, surrounding mountains, 42 beautiful sub-dividable acres with trails, seasonal brook, room for pool, tennis court, family compound. Warm, welcoming 4BR, 4.5 bath, home with room for family, friends, gathering or quiet escapes. Sun-filled fireplaced LR with picture window, cozy window seat framing the view; elegant formal DR with window wall and fireplace. Spacious chef's kitchen with island, dining area, TV area, comfy wood stove, leading to the large screened porch and expansive deck-perfect for morning coffee, summer dinners or simply relaxing. 3 main-level BRs include ensuite primary. Above-grade LL offers office, 4th BR, bath, inviting fireplaced family room. 2-car garage. 1 mile to downtown Great Barrington

Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the uni

A rare offering of 118 acres in the highly sought-after Tyringham Valley. Sage Hill Farm encompasses an exceptional landscape of rolling meadows and woodlands, mature landscaping, exquisite gardens, beautifully crafted hardscape and handsome barns. Dating to 1817, the main house retains many of its original architectural details and is complemented by a partially renovated 1970s addition and separate 1941 guest house. The grounds are impressive, with a beautiful setting for the heated in-ground pool and ample areas to enjoy the property's extraordinary acreage. The original house and addition offer generous accommodations for family and guests, including six bedrooms and four bathrooms, two of which are roughed for plumbing. The inviting and comfortable guest house with 3 bedrooms and 3.5 baths, accessed by its own driveway, includes a garage/barn and is reached by a charming walking bridge over Hop Brook (see Documents for further details about the guest house). An exceptional opportu

Beautifully updated and lovingly maintained Colonial in the heart of Great Barrington. Bright, sunny, and truly move-in ready, this inviting home offers a combination of classic charm and comfortable modern living. The first floor features a welcoming mudroom, updated kitchen, heated sunroom, dining room, living room, family room, laundry, and full bath, providing plenty of space for both everyday living and entertaining. Upstairs are three comfortable bedrooms and a second full bath. Outside, enjoy a lovely yard and charming covered porch-perfect for relaxing and enjoying the neighborhood. Ideally located with easy access to Great Barrington's vibrant town center, library, restaurants, shops, and churches. A warm and beautifully cared-for home in a wonderful convenient location

Lovely single level condo on the Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with a wood burning fireplace and sliders to a sunny deck. Freshly painted, neat as a pin, and ready to move into

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary is awaiting buyers final finishes and offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook-creating a secluded retreat that feels worlds away, yet remains moments from the cultural heart of the Berkshires. SEE LIST OF ITEMS TO BE FINISHED IN DOCUMENTS. At the center of the estate stands a newly built main residence inspired by the grand proportions of the Gilded Age, featuring soaring 19-foot ceilings and impeccable architectural presence. Thoughtfully constructed by a highly regarded local craftsman, the home showcases state-of-the-art mechanical systems, including geothermal heating and cooling, blending classic elegance with modern efficiency. Approaching completion, the residence presents

1988 Reproduction Garrison Colonial privately set on 2.3 acres in Colebrook. 2,592 square feet; high ceilings; 3 bedrooms; 2 1/2 baths; large, sunny and open living and dining rooms with decks; primary BR suite with vaulted and beamed ceiling, walk-in closet, full bath; decks off dining room and the living room with southerly views and surrounded by a tranquil landscape. 2 car attached garage and separate workshop building. This house was well built and is well maintained

This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and quintessential Berkshire charm. At the heart of the residence is a stunning cook's kitchen, thoughtfully renovated and fully outfitted with updated appliances, expansive counter space, and storage. Sunlit living spaces flow naturally throughout the main floor, showcased by rich, beautifully preserved wood floors that anchor the home in timeless elegance. Architectural charm continues outdoors with a classic front porch and a private back porch that adds seamless transitional space between the interior and the grounds. Outside, the property transforms into a true personal oasis, featuring thoughtfully designed pa

Welcome to this beautifully renovated and professionally decorated 3-bedroom, 2-full-bath ranch, offering the perfect combination of style, comfort, and easy one-level living! Thoughtfully updated throughout, this home features a spacious, flowing floor plan, abundant closet space, and tasteful finishes that create a warm and inviting atmosphere. The beautifully landscaped, level lot provides a wonderful setting for outdoor enjoyment, while the gorgeous rear stone patio is perfect for entertaining or simply relaxing. Recent improvements include new appliances, new windows, a new oil burner, updated electrical panel, totally renovated bathroom, and the addition of a third bedroom, adding valuable living space and functionality. The flexible layout also offers potential for an in-law arrangement, providing options for extended family or guests. Truly move-in ready, this exceptional home offers the charm of ranch-style living with the benefits of extensive modern updates

Handsome 1935 Craftsman-style house on 2.79 acres surrounded by quiet, private land. There are 3,681 square feet of living area, a large living room with central fireplace, an equally large screened porch with stone pillars off the living room, a dining room/library room with secret office, a renovated kitchen, a main bedroom suite on the first floor and 3 additional bedrooms plus 2 additional full baths, The layout is gracious, and the rooms are spacious.The sunny stone terrace is gently surrounded by flower garden beds. Updates complement the style of the house. The house is offered furnished

A piece of Norfolk's founding history is ready for its next steward. The Josiah Pettibone Tavern - home of Revolutionary War Colonel Giles Pettibone and birthplace of Ozark explorer Levi Pettibone - offers 3,523 sq ft of authentic antique Colonial on 1.01 level acres in the heart of Norfolk village. Six brick fireplaces, original stagecoach door, beamed ceilings, and a state-champion black locust standing watch since the 1800s. Legally configured as a two-family with two kitchens - a grandfathered use no longer available without Special Permit in this zone - live in the main house while the second unit offsets your costs, or restore it as a grand single residence. Town sewer at the street, documented survey, walkable to the village green and Infinity Hall. Offered as-is: this is a renovation project, bring your vision! Homes with this provenance, location, and flexibility do not repeat! Disclosures not provided, seller never occupied the property. Property is being sold As-Is. Sale con

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/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence and generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette and massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours and has received a Garden Club of America award for its ethos and thoughtful use of b

PUBLIC OPEN HOUSE: Saturday October 10 from 10-1. See you there! Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully - seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of tastefully designed living space, where soaring ceilings, a linear gas fireplace, and built-in bookcases set the tone. The living room flows out to a screened-in porch with a treehouse-like view of the wooded backyard - the perfect spot for morning coffee or summer evenings. area and living room for easy entertaining. Also on the main floor: a primary suite with walk-in closet and spacious bath, two additional bedrooms (one with floor-to-ceiling built-in bookshelves), a full bath, a half bath, and dedicated mud and laundry rooms. Though

Tucked away in a peaceful, private setting, this charming mid-century ranch offers easy one -level living, warm and inviting. Featuring 3 bedrooms and 2 full baths, the home combines classic character with fresh updates. New oak floors throughout, fresh interior and exterior paint create a clean, move-in ready feel. Relax by the fire or enjoy time on the screened porch or deck. Minutes to town, Taft Farm, Guido's, Skiing and other notable Berkshire attractions

Set on a sunny half-acre lot, this classic 1900 ranch is ready for its next chapter and top/bottom reinvention.The home is now strictly an 'as-is' handyman special or contractor's dream. Features a cozy compact ( yes small ) kitchen, vintage vibes (meaning every room needs a facelift ),and dirt basement. Roof is holding strong for now, but you'll want to budget for a replacement soon (real sooner) The real star here? The land and location, half-acre of fantastic, usable Berkshires property, you have ample room to expand, build new, or execute a total dream renovation. Title V not complete, seller will not repair fails, will be the responsibility of the Buyer. Showings must be scheduled; the home is occupied. Won't qualify for most lending products

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and.5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner