464 houses for sale in Otis town, Berkshire County Massachusetts

Nestled deep off a quiet country road and completely hidden from view down a long dirt driveway, this 1980s contemporary home offers a rare retreat for buyers seeking absolute privacy, mature natural surroundings, and a serious project with massive upside.Generous natural light, and a versatile layout, the home is a canvas ready for a full reimagining. Situated on over 6 sprawling acres, the setting is peaceful, secluded, and quintessential Western Mass.This property is being sold as-is and has significant deferred maintenance. A full roof replacement is needed immediately, along with extensive interior updates throughout. Due to the condition of the roof and structure, traditional financing (FHA, VA, or standard conventional) will likely not be an option. Personal effects will be left

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. Near all the cultural events specific to the Berkshires!

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination

Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain evenings, featuring a striking wood stove that pairs perfectly with the home's fresh, stylish aesthetic. Outside, the generous 0.41-acre level lot offers a private, shaded yard surrounded by mature trees-a fantastic feature for a property this close to the action. Beyond its residential charm, this property boasts coveted Business zoning, making it perfect for an ideal live-work lifestyle

Welcome to your private retreat in the Crystal Pond community, set on just over 2 wooded acres. This 4-bedroom, 3.5-bath home blends comfort and natural beauty in a peaceful Berkshire setting. Cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring throughout. The main living area features a fireplace, while a separate den includes a wood stove insert for added warmth. One second-floor bedroom offers a private loft, and two additional bedrooms feature private balconies with wooded views. Enjoy a screened-in back porch and brand new front decks, ideal for relaxing or entertaining. A two-car garage with storage above provides space for vehicles, gear, and kayaks for nearby pond access

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1u002F2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath Complex rebuild from the ground up This is a special delimiter sentence. This is a special delimiter sentence. Preserved nod to the town's heritage with a fresh, modern interior Chef's Kitchen This is a special delimiter sentence. This is a special delimiter sentence. High-end appliances, ample prep space, and thoughtful layout for entertaining Radiant Floor Heating This is a special delimiter sentence. This is a special delimiter sentence. In entry Dual Fuel Heat throughout High Velocity Central Air Conditioning This is a special delimiter sentence. This is a special delimiter sentence. Efficient, quiet climate control Solid Heavy Doors with Emtek Hardware This is a sp

Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on. 93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops, stainless steel appliances, an induction range, and new LVP flooring. Both bathrooms have been fully renovated with Schluter waterproof systems. Additional upgrades include smart Lutron lighting with Alexa control, a Rheem smart hot water heater, Ring cameras, new 200-amp electrical service, a new driveway and retaining wall, irrigation system, freshly painted exterior, and a new septic installed in 2025!

The Possibilities are endless! Family Compound & Retreat! Hotel, Wedding Venue, Campgrounds, Cross Country Skiing Trails or Family Compound, bring your imagination and bring Buck Steep Manor back to Life! Five Buildings and many Cabins amid this 350-acre Estate. The Manor House 25 rooms the Lodge 19 rooms the Dutch Colonial Barn 5 rooms the Cottage 10 rooms The Antique Carriage Barn Hall 99pl capacity, and the Post and Beam Utility Barn two levels. Photos are from the past when it was running as a venue. It has frontage on Washington Mt Rd, Frost Rd and Lovers Lane Rd. Come view this unique property you won't be disappointed. All Information to be confirmed by Buyer. See Also MLS Listing 73240- in Commercial

Escape to your own mountaintop sanctuary where privacy, breathtaking views, and endless possibilities come together. Homestead in the Sky is a rare opportunity to own two parcels totaling 56 acres of pristine mountain land. Whether you dream of creating a family compound, establishing a self-sufficient homestead, developing an exceptional equestrian estate, or simply enjoying a peaceful mountain retreat, this remarkable property offers the space and freedom to make it your own. Built just 10 years ago, the thoughtfully designed home captures spectacular views from nearly every room. The custom kitchen is both beautiful and functional, featuring granite countertops, handcrafted tile work, a gas range, and double ovens ready for everyday living or entertaining

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/. Acre sanctuary 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. It is awaiting buyers final finishes. 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

The Possibilities are endless! Family Compound & Retreat! Hotel, Wedding Venue, Campgrounds, Cross Country Skiing Trails or Family Compound, bring your imagination and bring Buck Steep Manor back to Life! Five Buildings and many Cabins amid this 350-acre Estate. The Manor House 25 rooms the Lodge 19 rooms the Dutch Colonial Barn 5 rooms the Cottage 10 rooms The Antique Carriage Barn Hall 99pl capacity, and the Post and Beam Utility Barn two levels. Photos are from the past when it was running as a venue. It has frontage on Washington Mt Rd, Frost Rd and Lovers Lane Rd. Come view this unique property you won't be disappointed. All Information to be confirmed by Buyer. See Also MLS Listing 73240- in Commercial

Escape to your own mountaintop retreat at Homestead in the Sky. This rare offering includes two parcels totaling 56 private acres with breathtaking views, perfect for a family compound, homestead, horse property, or peaceful mountain getaway. The 10-year-young home captures stunning views from nearly every room. The custom kitchen features granite countertops, handcrafted tile, gas range, double ovens, and opens to a sun-filled living room with soaring ceilings, a wall of windows, and slider to deck overlooking Goose Pond, Mount Greylock, and the Berkshires. The primary suite offers a custom bath and walk-in closet. Outside, enjoy a greenhouse with lower-level goat barn, raised gardens, open pasture potential, miles of trails for horses, hiking or ATVs, plus a heated 28'x48' workshop with 14' ceilings. A truly exceptional mountain estate with endless possibilities

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light-ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back

Custom built home situated on a private lot just minutes to GUIDOS! Impeccable home with open floor plan. Kitchen, eating area, living room with fireplace. Wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch! A stunning house on a very special piece of land. Come take a look

A rare French Manor estate on one of the most scenic and sought-after country roads, this extraordinary 45+/. Acre sanctuary 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. It is awaiting buyers final finishes. 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 a rare opportunity for the next owner to personalize select finis

Experience a rare Zen-inspired retreat in the heart of the Berkshires, designed in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and. 1,000 feet along the Williams River, this architecturally significant Contemporary offers exceptional privacy just minutes from Great Barrington. Designed by Steven Haas, the home blends steel, glass, concrete, and wood, with soaring interiors and Sorpetaler sliding glass walls that open seamlessly to nature. Expansive decks overlook a 25-meter heated saltwater lap pool, hot tub, and fire pit. The open chef's kitchen with oversized wood-burning fireplace anchors the home, while the living room offers a second fireplace and serene views. A glass and stone courtyard enhances the tranquil design. The primary suite is a private sanctuary with spa-like bath, dressing room, office/lounge, and its own deck. Guest accommodations throughout offer comfort and privacy. The

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living & entertaining. Step out to the inviting covered porch-an ideal spot to savor morning coffee & evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington & Berkshire attractions

Completely renovated contemporary home on almost 10 acres of land. The home sits back from the road, offering tranquility and privacy. The 1st floor features 2 bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a 3rd bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and full bathroom. The second floor offers an open concept and features a brand new kitchen with quartz countertops, a great room with a wood stove, a cozy dining area and a new full bathroom with a jetted tub. You will feel like you are at a spa! Relax and enjoy nature from your tub or step outside to the new deck that wraps around the home. The property has great quality flooring, from terracotta Mexican tile to walnut wood. Other improvements include new LP SmartSide siding, new electrical service, roof, plumbing, windows and mini-splits throughout that provide both heat and A/C. Setached garage and a recently paved driveway!

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

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

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

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

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