Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafes, and local culture with easy access to the area's renowned outdoor and cultural attractions. A unique opportunity for those seeking comfort, space, and classic New England character in the Berkshires!

A unique opportunity to have almost 100' of shoreline as well as the convenience of a built-in swimming pool. Take in the picturesque view of the lake from almost any room in this home. The moment you walk into this home it invites you to enjoy the lake and mountain views. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. A large kitchen with center island makes preparing meals an ease. Walk out onto the deck and you can choose from boating or the pool. The 1st floor also has a bedroom and full bath. The second floor has a large en-suite primary, complete with a walk in shower and soaking tub. 2 additional bedrooms, a large bathroom, complete with laundry add to the gentle flow of this house. The house sits on a corner lot with a large yard

Nestled in the heart of picturesque Berkshires, this extraordinary multi-tiered home offers panoramic views of the majestic mountains and iconic Williams College, Designed by Chad Floyd of Centerbrook architects and built by Joe Reed in 2004, this architectural masterpiece seamlessly blends luxury, functionality, and natural beauty. Boasting 4 spacious bedrooms and six beautifully appointed baths, this home's stunning layout is perfect for both relaxed living and entertaining. The expansive open spaces are designed for effortless flow, making it an entertainers' dream. Whether hosting an intimate gathering or a large family celebration, the design ensures comfort & style at every turn. The crowning jewel of the property is the stunning gunite pool, perfectly positioned

New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout.

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home(2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials

AS SEEN IN THE NY TIMES: Extraordinary and unique home, nestled on a country lane in a quaint Berkshire town. Contemporary Living spaces enhanced by a repurposed 1540 Post & Beam structure imported from England ! Open plan Livingroom w 30' ceilings & fireplace. Gourmet Kitchen w/sunny Dining area. Warm paneled Den w/fireplace. 5 Bedrooms total, with 2 Primary Suites (including one on the Main level). Pool, Pond and 4 Car Garage. The best of everything. Minutes to Skiing, Shopping, Dining, Tanglewood and everything Berkshires.

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.

The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked by 3,000-sq ft of stunning living spaces that seamlessly blend design, sophistication, comfort. From the glass walls that open to sweeping views, to its bespoke kitchen or design forward guest suite, every inch has been crafted to inspire. Host gatherings on the spacious screened deck, unwind by the 360 glass fireplace, find solitude in the ''Tower'' - and redefine living, creating, & thriving.

Unbelievable transformation. You won't want to miss this opportunity. Stunning interior decorating for this Historic General Williams House circa 1795 Lovingly restored and improved with 6 inviting bedrooms, 5.5 updated bathrooms, 6 gorgeous woodburning fireplaces, two full kitchens.: Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio Sparkling newer inground pool for your summer pleasure. All this and close to downtown Stockbridge, Norman Rockwell Museum, Tanglewood and all the cultural activities

Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car garage. Amenities include a screen porch, 4 wood burning fireplaces, wood floors and views! Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. A finished lower level for gym, ping pong, screening room. New oil -fired boiler and HWH Free standing 3 bdr. caretaker house A little piece of heaven!

Experience serene living at the end of a picturesque tree-lined driveway in a secluded family estate in the heart of West Stockbridge. Crafted as a berm home artfully built into the rolling hillside, this turnkey residence glows with natural light in its park-like setting. Ideal for both grand entertaining and quiet retreats, the multi-level home features over five bedrooms or flexible sleeping areas, 4.5 elegantly appointed bathrooms, a dedicated home office, a playroom, and more. The expansive great room overlooks a heated in-ground gunite pool and flows seamlessly onto three distinct blue stone patios, all set against breathtaking views of Tom Ball Mountain. Nestled on more than 25 acres, the property further includes your very own Har-Tru tennis court, a tranquil pond, and abundant

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a - see more

A rare, once in a lifetime opportunity to own an Original Berkshire Cottage! This spectacular property is situated on a 12-acre campus in Lenox, Overleigh was built in 1903 by Samuel Frothingham. Its history is detailed in the popular coffee table book ''The Berkshire Cottages-A Vanishing Era'', by Carole Owens. This property is located just 1.8 mi. from Downtown Lenox and within minutes to the most popular Berkshire attractions. Designed by Adams and Warren out of NYC and built by Joseph Clifford's Sons, a firm responsible for several cottage era constructions and renovations in Berkshire County. A rare find, this property has deep roots in being used as an academic setting for several diverse private residential schools and has been well maintained throughout the years.

Up a winding country drive in a beautifully rural part of southern Columbia County, a modern house is notched into the hillside. West facing toward the sunset, the home was built to frame a magnificent view of the Catskill Mountains. The interior has wonderfully high 12ft ceilings and wideboard white oak flooring. The large Great Room features a striking wall of glass looking out over the landscape. In the open kitchen you'll find a Sub-Zero refrigerator and Wolf range, and at the far end of the room is a woodburning fireplace and wet bar. There are four ensuite bedrooms including a beautiful primary suite, all with big views, and downstairs the finished lower level has radiant concrete floors, a sauna and a media room. The systems are top of the line with geothermal heating and cooling.

Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the perfect assemblage of textures and materials.Antique Douglas Fir floors and mushroom wood ceilings frame the living room's locally quarried stone fireplace and large southwest-facing windows with mountain views. The living room opens to a light-filled, elegant dining room, which then connects to a marvelous chef's kitchen.

This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary suites on both first and second floor, all offer plenty of space for guests and family. The lower level offers versatility w/ a mudroom, playroom, gym and plenty of storage. The flagstone terrace w/ pergola, outdoor kitchen and gunite swimming pool w/ hot tub provide the perfect setting for entertaining or relaxing. This home offers a peaceful retreat while still being close to all the amenities!

Discover unparalleled luxury and serenity in this extraordinary 5-BR, 7-BA estate nestled in the heart of New Marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect Allan Shope, this architectural masterpiece is an uplifting retreat, seamlessly integrating modern design with nature's beauty. The home's thoughtful design takes full advantage of the sloping hillside, offering dramatic views from every angle. Inside, you'll find meticulous attention to detail, from the finest materials to timeless craftsmanship. The modern open floor plan flows effortlessly, with an indoor lap pool for year-round enjoyment.

THE GOAT......This exceptional Berkshire minimalistic sensation has been architecturally designed to maximize the open floor plan concept while being mindful of private work/play spaces. A showpiece with 12+ acres of privacy surrounds you while the panoramic western views in every season bring you peace and calmness. The walls of glass integrate nature and the tranquil spellbinding views with the interior finishes of wood, steel, glass and stone. The 3,000+ main level with open living and gourmet kitchen has a wonderful screened porch, direct access to spacious decking, primary bedroom en suite with private deck and two guest bedrooms en suite and convenience of a two car heated attached garage. The 2,770 lower level has a recreational room, a family room w/fireplace, a 4th guest

AUCTION BIDDING OPEN! Bidding ends March 1st, 2025. Previously Listed $9,995,000. Current High Bid $5,500,000. Showings by Appointment. In the heart of the Hudson Valley, this expansive 133-acre estate Near Copake Lake, New York, epitomizes luxury and refinement. The property boasts serene water frontage on the 46-acre Chrysler Pond, lush woodlands, and farm facilities, all offering breathtaking mountain vistas. The handcrafted six-bedroom lodge, constructed with timber from British Columbia, spans over 8,000 square feet, featuring a chef's kitchen, an elegant dining room, and a grand living area with a commanding fireplace of local stone and vaulted beamed ceilings. Additional amenities include a breakfast nook, sunroom, outdoor kitchen, and a spa jacuzzi overlooking the Berkshire