LIGHT-FILLED CONTEMPORARY CAPE on a premier road in the historic Interlaken section of Stockbridge. The open-concept first floor includes a living area with a wood-burning fireplace, dining area with a glass door leading to a large deck, and a recently remodeled kitchen. A half bath and a primary bedroom suite with a full bath complete the first floor. Upstairs, is a second primary suite with a full bath and two guest bedrooms which share a full bath. A two car garage leads to a full, clean basement. The house is in MINT CONDITION and has central air conditioning. There are professionally landscaped gardens with groomed pathways, and a lovely stone patio. Stockbridge residents enjoy access to a private beach on Stockbridge Bowl. A terrific location just 6 minutes from Tanglewood.

Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace which anchors the dining room on one side and a very alluring interior fire pit on the other. Extensive decking for enjoying gorgeous sunsets, perched on 15 lightly wooded acres with rock outcroppings. A winding drive leads you to privacy and beauty. There are two one car garages, one with a loft above, + another outbuilding. Within minutes of Lenox, Great Barrington, West Stockbridge and Stockbridge

One of the oldest homes in Monterey, this stately Colonial built in 1750 sits proudly at the forefront of a picturesque 28-acre parcel across from a 12,000 acre state forest. Located on a quiet dirt road up from Lake Garfield, the property offers a storybook setting with mature gardens, two private ponds, and two brooks. The setting is rich with natural beauty.Inside, the home features three bedrooms and three full bathrooms, along with spacious living and entertaining areas that are filled with light. The updated kitchen offers modern functionality while complementing the home's charm. Additional bonus rooms provide flexibility for studio or office use; ideal for creative or remote work needs.Modern amenities include fiber internet and a house generator. A rare offering.

HIDDEN GEM!!! Open House Saturday 11:00-2:00. Enjoy the best of both worlds with privacy in a country setting, only minutes from town. Thisbeautiful property is set back off the road in a lovely clearing, surrounded by 2 acres of woodsfor privacy. Mature perennial gardens enhance the natural beauty of this saltbox-style home.Solidly built in the 1980s with many upgrades including; A new kitchen (2021) with all newappliances, wider doorways, a wood stove insert, front entryway and updated full bath ensuitefor the downstairs bedroom. Two oversized bedrooms upstairs share a large bathroom, andclosets abound in all the rooms, plus an additional storage area. A spacious drybasement, an attic, and a two-car garage for additional storage.

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high speed internet provides a productive ''work from home'' environment.

Discover a rare opportunity to own 181 extraordinary acres in the picturesque town of Adams. Available for the first time, this expansive property features an ideal blend of open meadows, rolling hills, mature woodlands and stunning views - perfect for nature lovers, outdoor enthusiasts, or visionary developers. The land boasts gently sloping topography from east to west, creating a dynamic landscape rich in wildlife and diverse ecosystems. Property borders Savoy Mountain State Forest to the east, providing direct access to hundreds of acres of protected land. Extensive frontage on East Hoosac Street and additional right-of-way access from East Road opens the door to potential development. Priced at just under $5,000 per acre, this is a unique opportunity in the heart of the Berkshires.

An historic eyebrow colonial with deep Shaker heritage, stunning views, and modern updates perfect for anyone seeking peace, privacy, and charm. The combination of mature flowering trees, landscaping, mountain and valley views, and historic remnants like the stacked stone barn walls make it feel like a truly special retreat. The perfect place to relax, sitting in your screened in Gazebo offers a unique blend of history & nature to watch the sunset.A quaint country kitchen with coffee bar station, butcher block counters wonderful views out every window. Formal dining room with built in shaker style cabinets opens to a 3 season porch in the front of the house.The layout is ideal for entertaining or even running a cozy Airbnb, with multiple suites, a breezeway leading to a private space,

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.

A Contemporary Cape loaded with charm is beautifully upgraded. The front porch addition has added a welcoming first impression. The current owner has reimagined the flow and improved room utilization on the first floor to create an open concept living room and kitchen area with cathedral ceiling, wood fireplace and French doors leading to a large backyard deck. The separate dining space also has a fireplace that adds both warmth and charm to those winter evenings. Two flex spaces for Exercise/yoga and a bonus 4th bedroom/office with bathroom on the main level create options. A primary suite plus two more bedrooms and bath upstairs complete the inner living spaces. The backyard, while showcasing a hot tub is centrally located for easy living and entertaining.

Discover the perfect blend of comfort and charm with this stunning contemporary situated on two acres. There is a full-house Generac generator for comfort and peace of mind and central air. The great room is washed with natural light from the wall of windows and has a beautiful gas fireplace to provide additional warmth on cold Winter days. There is a circular flow into the spacious dining room and the updated kitchen making this home ideal for entertaining. A full bath and two charming guest bedrooms welcome visitors and offer opportunities for a home office. The oversized four-season sunroom offers magnificent light that takes in the picturesque landscaped surroundings and woodlands. It features an efficient gas stove for chillier days and screen inserts to help capture Summer breezes.

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,

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 soaring vaulted ceilings and abundant natural light streaming through large windows. The spacious kitchen boasts gleaming granite countertops, newer appliances, and custom cabinetry, creating the perfect space for entertaining or quiet meals. The living room, with its inviting warmth and charm, seamlessly flows into the dining area, making this home perfect for gatherings with family and friends.

Classic 3-Bedroom Cape with Pool - Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another Full Bath on the Second Floor, a light and bright Living Room with stone fireplace, Kitchen with large island, Dining Room, and a 2-bay Garage with a loft. Tall lilac trees frame the pool on this 1-acre parcel. Close to private schools, skiing, the Appalachian Trail, and Twin Lakes. A sweet spot to make your home, whether for year-round living or part-time relaxation.

Rare Waterfront Offering on Prospect Lake - 10.5 Acres Across Four Subdivided Lots. Nestled along the tranquil shores of beautiful Prospect Lake, this extraordinary property presents a once-in-a-lifetime opportunity to own a unique and versatile slice of the Berkshires. With direct water frontage, lightly wooded acreage, and breathtaking western views, this is the perfect setting to create your dream retreat, family compound, or multiple home sites--all within a serene and private natural landscape. The land is lightly wooded, offering a blend of privacy and openness, with subtle clearings that invite sunlight through the trees. A network of light trails winds through the forest, ideal for peaceful walks, snowshoeing, or morning jogs. One of the lots features a charming pond,

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)

Welcome to this beautifully crafted Cape-style home, nestled within the prestigious White Lily Pond Association. Offering exclusive access to a private beach, tennis courts, and a pickleball court, this property promises an exceptional lifestyle surrounded by natural beauty.Set on 2.31 private acres, this home perfectly blends classic New England charm with modern luxury. Purchased and completed in 2021, the property features six well-appointed rooms, including three spacious bedrooms and two full bathrooms. Gorgeous ash flooring runs throughout, providing warmth and sophistication to every space.The heart of the home is the stunning, newly completed kitchen with premium finishes, alongside beautifully updated bathrooms designed for style and comfort.

Discover this well maintained custom built, stunning 4 bedroom, 3.5 bath colonial home in the Berkshires. This home boasts a spacious bonus room with cathedral ceiling and gas fireplace, primary bedroom suite featuring a whirlpool tub and California closets. Many amenities including central air conditioning, alarm system, finished basement, enjoy summer leisure living with private inground pool. Oversized two car garage. 9 ft ceilings on the main floor,42 inch kitchen cabinets, beautiful cedar siding. close to major Berkshire cultural and recreational activities. This property also offers an adjacent building lot for purchase.

This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive addition with abundant light makes this home a blank canvas for anyone with creativity and vision. Conveniently located 1.8 miles from Ski Butternut and 1.1 miles from Lake Buel, this property abuts the Appalachian Trail while providing abundant privacy. What's not to love?

The opportunity of a lifetime! Absolutely breathtaking 360 degree views from this singular hilltop property! Situated at the turn of Stratton and Blair Roads, adjacent to 80+ acres of conserved land and close by and with access to hundreds more which ascend the flank of Mount Greylock Reservation's Prospect Mountain, this incomparable parcel is available for public sale for the first time in generations. A lovely 3 bedroom Cape graces the 2.51 acres with charm as the extraordinary panorama unfolds before it. Sharing an expansive space overlooking the Taconic Range and the setting sun to the west, the living/dining room, warmed by woodburning fireplace, offers hardwood flooring, strap ceilings, a bay window, and built-in shelving and cabinet. Adjacent to the first floor primary bedroom is