Welcome to your dreamy mini-estate, complete with main house, barn, and heated pool located in the heart of the Berkshires! This stunning 6 bedroom, 5 bath residence is nestled into a tranquil 1+ acre lot, on a quiet cul-de-sac! Nicely updated, this home offers wood floors, central AC, fully fenced heated pool, stone patio, mature gardens, dynamic screen porch, stainless appliances, and high-efficiency boiler. This lovely Colonial offers plenty of space for friends and family to gather with several light-filled nooks to explore. The gorgeous barn offers storage below and a finished apartment above! With 1 bedroom, full bath, full kitchen, den, and its own deck overlooking the pool and gardens + outdoor shower and 1/2 bath off the pool-this is one that should not be missed!

This delightful 18th century farmhouse transports you to a more simple and carefree time. Comfortable, bright spaces abound, both inside and out. A large living room features a beautiful fireplace and a wall of windows overlooking the property. The tasteful, modern kitchen integrates beautifully with the home's lovely historic details. Charming dining room with windows on two sides. A wonderful screened porch runs the length of the north wing, overlooking the lovely 6+ acre grounds with colorful gardens and lawns that roll down to the Roe-Jan Kill, known for its trout fishing. On first level, there's an en suite bedroom, plus a guest suite with sitting room and its own separate entrance. Upstairs, two more inviting bedrooms share a hall bath.

In the heart of the Berkshires, nestled on 21 picturesque acres, you'll find this grand Estate steeped in rich history and meticulously restored with an unwavering commitment to preserving its original character and splendor. Comprised of handcrafted European textiles that blend seamlessly with modern appointments and luxurious amenities sure to appeal to the discerning tastes of contemporary living. Marvel at the grand foyer with intricate moldings, gleaming hardwood floors, and a sweeping staircase. The formal living and dining rooms exude refined elegance and lend itself to gracious entertaining. The stunning library with its handsome woodwork is the embodiment of what one would expect in a fine home. The gourmet kitchen is the heart of the home, and a culinary haven boasting SubZero

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!

Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!

WEST STOCKBRIDGE.....The location you've been waiting for!! Minutes from the Main Gate of Tanglewood, this mid century Contemporary has it all just waiting for you to put your personal touches on it. Main four bedroom residence with walls ofglass taking in the sweeping view, separate guest cottage, in-ground pool w/pool house all surrounded by 18+ private acres on both sides of the country lane!

Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington so it's easy to access the Berkshires wonderful restaurants. The main house has three bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. Gracious grounds are well landscaped. Adorable play house for little ones. Several various outbuildings. Garages for at least 5 cars.

FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed.Some lots may be sold separately. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...

An outstanding rarity in Northampton - an exquisitely designed and built Contemporary hilltop residence with sweeping southeasterly views. With over 6000 sq. ft, 6+ acres of land with trails abutting 17 acres of conserved land, this property has it all - from a luxurious 1st floor primary bedroom suite with 2 walk in closets, jacuzzi tub and private deck overlooking the vista, to the gourmet kitchen that opens to the living room & masonry fireplace. Other features include a 2nd en-suite bedroom on the main level, a sun room and private office plus a loft used as an artist's studio. Downstairs there are 2 bedrooms with a bathroom suite, media room, game room, indoor Endless lap pool with state of the art ventilation system. The 3-car garage has an exercise room above. Outside you'll find

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights.

Discover unparalleled sophistication and privacy with this magnificent estate, introduced to the market for the very first time. Situated on more than 17 acres of pristine land, this gorgeous home is enveloped by a magical outdoor sanctuary featuring a crystal clear swim pond and intricately designed gardens bursting with a variety of plantings and flowers. Enjoy peaceful moments wandering through these stunning gardens or lounging on the sophisticated bluestone patio, a perfect spot for soaking in the tranquil surroundings or gathering fresh flowers for your home.This expansive home includes four bedrooms and 3.5 baths, providing ample space for family and guests. The kitchen features rich Cherry cabinetry with matching hardwood floors and a welcoming wood burning fireplace,

Step into the charm of history with this renovated exceptional property nestled in the picturesque town of Stockbridge, just off Main Street. A meticulously renovated 4-bedroom, 4-bath historic home offers elegant living spaces with the convenience of modern amenities such a solar array providing all electricity, a car charger and central air. The new eat-in kitchen offers SubZero, BlueStar, Vent-A-Hood and Bosch appliances, while overlooking the Kampoosa Brook and a private swimming hole. The Millhouse, as it's known, one of the first in Stockbridge is a 3-bedroom, 3-bath guest house with a great summer rental history. There's also a two-car garage and a fruit orchard. Enjoy the sound of the rushing brook from almost any window along with walking to town for an espresso, food or theater.

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating.

The Garden Gables Inn is ideally located in the center of Lenox on over 4+ private park-like acres with gardens, patios, mature trees and a heated 70' pool. Beautifully furnished and tastefully decorated, the inn consists of 15 unique rooms all with updated private baths, several with fireplaces and all fully air conditioned. The historic 1780 main building and attached Cottage includes 9 guest rooms and 2 spacious suites. The separate Orchard Cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces. There are 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces. The kitchen is well equipped with updated appliances and adjoins the private innkeeper's quarters.

HISTORIC BERKSHIRE FARM Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.

Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, in-ground Gunite heated pool. Pennsylvania Stone and cedar shake exterior, three-sided fireplace and Timberframe truss ceiling in great room. Large state-of-the-art kitchen and breakfast nook tower. Plenty of deck areas to enjoy the outdoors. Lower level equipped with workout room, sauna and plenty of room for games. First-floor bedroom suite with full bath and gas fireplace. High-speed internet allows you to work remotely, and a large studio space above the garage make it perfect for private office or guest quarters. Don't miss out on this opportunity to have your own retreat in the Berkshires.

In 2021, The Freeman was transformed utilizing high-quality materials from an aging nineteenth-century estate to a clean and modern getaway and top-performing rental property. The main house, renovated to be 100% carbon-neutral, features six fireplaces, two dining rooms, a library, 1500sqft bluestone deck and more. The Freeman sits atop 40 acres of greenery to explore, containing a tennis court, four-acre vineyard, mountain views and a dock to access Harman Marsh Pond. Individuals, wedding parties, and corporate retreats alike have come to The Freeman to enjoy its secluded feel while being close to key Berkshire attractions like Catamount Ski Area, Bash Bish Falls, and downtown Great Barrington. This property is just over 100 miles from both Boston and New York City.

The Birches....welcome to your new oasis in the Berkshires where every season is memorable. This magical compound has been architecturally redesigned & renovated using the finest materials offering all the modern amenities a buyer wants to live, play, relax and work from, surrounded by 20+ acres of privacy & far reaching protected views in all directions. This stunning contemporary has big open common areas for gathering, first floor primary en suite, guest bedrooms en suite and a private two bedroom guest quarters w/kitchenette, custom crafted wine room, and an exercise room all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; a beautiful gunite heated pool w/waterfall &

Stunning custom-built estate in the Berkshires, formally known as Dragonfly Manor. Recently renovated.68.6 acres, 2-acre spring fed pond with dock for swimming, kayaking or canoeing. Privacy, abutting hundreds of acres of protected land. Established landscaping with gardens and orchards. Circular driveway.11 rooms, 6 bedrooms, 7 full and 2 half baths, 2 sunporches, center hall entrance, formal and informal dining, common rooms, library, pool/pub room, separate guest apartment, stunning central staircase, 9564 sq ft living, 4463 first floor living 1600 finished basement, 1721 unfinished.2 stone patios, 2 gazebos, rolling lawns,Underground utilities, partially finished basement, central air, 3 forced hot air furnaces use oil, 5 propane fireplaces, 3 propane stoves.

A stunning compound located in the picturesque New England town of Richmond. A one-of-a-kind combination of a legendary and historic c1776 home integrated with the Berkshires premiere full-service equestrian facility, including indoor and outdoor rings. This Compound has rich history. With 27 pastoral acres views are abundant. The home offers 7 bedrooms, 7.5 baths, three cottages, a gorgeous barn for events, 5 paddocks, 6000 square foot heated arena with an owners luxury apartment and viewing area, an outdoor arena, a jump field, 3 barns with 26 stalls, 2 tack rooms. Equidistant from New York City and Boston, easy access to International airports or take advantage of private flights from the Pittsfield airport.