Tyringham is arguably the most beautiful place in the Berkshires. The majestic east-west valley has retained its historic character, with antique homes nestled among rolling farm fields and gently sloping hills.Just off Main Rd, on a quiet lane known as Church Road, sits the NorthRUP/ROP-Wilson House. Built in the late 1700s in the Georgian-Federal period, the home underwent a Greek Revival update in the 1830s, giving it a grander, yet timeless appeal. Having had few owners, the home has fortunately retained its original detail and character.Nestled in the middle of the valley, with views of the old school house and hillside cemetery, time seems to stand still here.

Welcome to Applewood Farm--an extraordinary farmhouse that retains its character while embracing modern comforts. Built in 1860, this enchanting residence is a celebration of vintage charm & preserved details. Step inside to discover soaring high ceilings & wood floors that exude character at every turn. The formal dining room is a showstopper, featuring a custom-built cabinet adorned with intricate woodwork that invites dinner parties. Stunning original wood sliding doors add to the home's distinctive appeal, leading to the sun-filled spacious living room with a fireplace. Down the front hallway, stroll to a seasonal glass-enclosed front porch--the spot for morning coffee or evening relaxation.

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views.Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet tub after exploring the outdoors. This private getaway, thriving as an Airbnb and is cherished as a second home. If you're seeking adventure or a peaceful retreat, this lakeside haven promises an unforgettable escape. Welcome to your home away from home, where every moment celebrates life by the lake.

Welcome to this impeccably cared for Colonial located in Southeast Pittsfield. The front foyer leads you to both the formal dining room and living room. Gleaming hardwood floors and natural light showcase the beauty of the spaces. The kitchen features beautiful cabinetry, quartz counters and a center island. The bay window in the breakfast nook overlooks the picturesque yard. A powder room and laundry area lead to the attached, oversized garage. The family room features a stately, gas fireplace and is perfect for cozy gatherings. The four-season sunroom with walls of windows and a slider leading to the back yard offers space and panoramic views of the property.

Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural beauty of the Berkshires awaits, just beyond your backyard.

Nestled in one of Dalton's most desired neighborhoods, this stunning reproduction of a 300-year-old bowed roof Cape seamlessly blends timeless charm with modern living. Set on a 0.64-acre lot, this home features a beautifully updated kitchen with ample storage, perfect for culinary enthusiasts, new engineered hardwood flooring throughout the first floor and Offering three bedrooms with the potential for a fourth on the main level, this residence provides flexibility for various living arrangements. The first floor also includes a convenient half bath with laundry.A bifurcated staircase adds to the home's distinctive character, gracefully leading to the second level, where you'll find two bedrooms, a full bathroom, and a luxurious primary suite complete

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful morning views, an en-suite bath, and laundry at your fingertips. The great room, with soaring cathedral ceilings, flows into a three-season sunroom--perfect for unwinding or hosting friends. Upstairs, two additional bedrooms share a stylish, modern bathroom. With updated systems, including a heating system, plumbing, electrical, roof, and septic, this home leaves nothing to be desired!

Gorgeous. stately home features 4 bedrooms, 2.5 baths, cathedral center foyer entry. Open floor plan kitchen with granite counter tops, tons of cabinets, adjoining breakfast nook and fireplaced living room. French doors open to large all season sunroom. Natural light filled office/den, wainscoted dining room and tiled laundry room complete the first floor. Lustrous wood floors throughout main floor. Primary bedroom ensuite includes tiled bath, jetted tub, walk in closet. 3 more bedrooms, and 2nd full bath complete the freshly carpeted second floor. Finished basement includes a projector/screen movie area along with plenty of room for a gym, pool and/or ping pong table. French door walkout opens to a paved patio for grilling or access to your private yard.

OPEN HOUSE: Sat, May 3rd 11-1PMUnique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has its own kitchen and bath ideal for a business or potential third apartment conversion. Beautiful hardwood floors, original woodwork, high ceilings, and new double-pane windows throughout add timeless character.Located one block from the local tea shop with ample off-street parking and a one-car garage. Schedule you showing today!

This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period detail combines with with modern updates-crown molding, soapstone counters, farmer's sink, cherry cabinets, a built in hutch, wood & tile flooring, a South facing bay window, French doors, a large 1st floor Laundry Room, new water heater, and new septic are just the beginning. The large, private room above the Garage is an ideal Studio or Office. There is so much to enjoy here-come see for yourself!

If your taste leans toward classic contemporary spaces and crisp design details, you won't find much to compare in Williamstown to this completely renovated condominium in the sought-after North Hemlock Brook complex. The gallery-like renovation of this dramatic 2,073 SF condominium includes three en-suite bedrooms, featuring the finest materials, fixtures, and appliances for the most discerning buyer. The open-concept first floor, with Vermont slate floors, includes an expansive space that combines kitchen, dining, and lounging areas, all overlooking a private patio through an ultra-wide Marvin slider. The patio is bordered by ornamental grasses and continued Vermont slate pavers.

Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of mid-century style, this home boasts clean lines and oversized windows that let natural light in and promote a wonderful blend of indoor and outdoor spaces. This minimalist home offers timeless appeal that feels both classic and contemporary just waiting for your personal touches. Located minutes from the Village of Lenox, the epicenter of the Southern Berkshires.

Expanded Adirondack cottage in an enchanted setting. Complete and total privacy on over 60 wooded acres. The original fieldstone fireplace anchors a spacious living room with gleaming wood floors. The main house (3 Bedroom/2.5 Bath) has huge dining and family room spaces to entertain family and friends. The 2 bedroom/1 bath guest house is perfect for guest quarters, studio, or workspace. Enjoy multi-level outdoor terraces overlooking mature landscaping and handsome stonework. 15' deep pond completes the tranquil setting of this completely private paradise. Prime Red Rock hamlet location.

An incredible IN-LAW find in the Berkshires and this market . Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry featuring pullouts to maximize storage. First floor accomodations with a first floor bedroom and full bath with double sink vanity retro 50's impeccable ceramic tile to treasure. Upstairs escape with king size bedroom and two closets for primary bedroom options and a third bedroom with character both sharing a 3/4 bath beautifully updated.

Nestled in the Berkshires, this historic, colonial home sits on 55 gorgeous pasture/meadow and woodland acres with beautiful mountain views, trails, private pond, babbling brooks, & a three story barn. With 1042.9 ft of frontage, the property holds endless possibilities for subdividing, or to be repurposed for your needs. The house, dating back to 1796, features many outstanding architectural details, including handcrafted cherry wood floors and woodwork, curved staircases, antique doorways, wide board floors, fireplaces, in harmonious combination with many modern updates, efficient windows, as well as a spacious wing which could serve as an in-law apartment or a private haven for visiting family and friends. Just miles away from Jiminy Peak Resort and Ski Area, Taconic Golf Club,

This impressive Victorian Mansion is a true masterpiece, blending timeless elegance with modern upgrades. Its stunning Italianate architecture features 7 exquisite marble fireplaces, intricate crown molding with acanthus leaf brackets, soaring 12-foot ceilings, grand floor-to-ceiling windows, and elegant Newel post lamps. The home boasts oversized master suites both upstairs and downstairs, each with luxurious master baths and their own marble fireplaces. Significant updates have been made to this home, including a partial roof replacement and re-coating of the rubberized sections. The heating system was fully upgraded with a new boiler, hot water tank, and thermostats, ensuring comfort throughout the home. Electrical updates provide peace of mind and efficiency. (see more remarks)

Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub Zero refrigerator, new dishwasher. Concrete pool, sun room with cathedral ceiling and skylights.

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.

Welcome to your dream home! This beautifully maintained Allegrone custom built home offers 4 bedrooms and 2 full baths, perfect for families or those who love to entertain. As you step inside, you'll be greeted by a cathedral foyer that leads to an open concept first floor. The open floor plan seamlessly connects the living space to the dining room and eat in kitchen that featuring stainless steel appliances, granite countertops, and ample storage. The primary bedroom with ensuite bath and ample closet space round out the first floor. The lower level boasts an additional 2000 sq ft that includes a family room, game room and wine cellar. Enjoy the tranquil outdoor space with a 650sq ft masonry patio and landscaped backyard.