Classic turn-of-the-century Berkshire residence on the Hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 SF residence offers 5 BRs, 3.5 BAs & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand staircase & 3-season porch add an air of elegance. The spacious kitchen, butler's pantry, oversized living room & large formal dining room are ideal for entertaining. Attached greenhouse & beautifully fenced garden with a shed, detached three-car garage, and expansive basement complete this remarkable property, just moments from town yet a world of its own!

On just over ten acres of rolling hillside and pasture sits this quintessential Hudson Valley farmhouse. The oldest section of the home dates back to the mid 1700's, quite early for this region, while the Federal Style facade and front rooms were added c1850. The kitchen was a 2017 renovation the sink perfectly placed to overlook the Roeliff Jansen Kill, which borders the property and is stocked with brown trout by the DEC each spring. There is also a very fine swimming hole that remains deep even when the waters run low! Rhododendrons border the front porch and bloom in early Spring, cueing the return of summer. Inside, the house lives comfortably. Silvernails Farm is both whimsical and practical, a house built with integrity and a rare eye for aesthetics and proportion. 2h to NYC.

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's windows. Big open lawns, a hayfield and an orchard surround the five bedroom three bath house, along with pristine woodlands that rises to the top of Three Mile Hill ridge. Hike and snowshoe throughout with private points of access into an additional 267 acres of protected Berkshire Natural Resources Council land trust.

Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand fireplace, and a wet bar--perfect for entertaining or intimate evenings by the fire. The centrally located kitchen features granite countertops, stainless steel appliances, and a breakfast bar, with a door leading to a deck that extends the living space outdoors. Wake to the sunrise in the primary suite, while the walkout lower level offers a large office, home gym, and en-suite guest quarters.

Have you been looking for a well maintained equestrian facility with large pasture turnout but nothing seems to check all the boxes? This one will! With almost all of the 64-acres in lush green pasture this property is a horse's dream come true. Each pasture is safely fenced with wood fencing and back up electric. All of the pastures have run in sheds for the horses, hay huts and automatic heated waters. These pastures, and their well thought out features, help save on hay, labor and bedding costs. When it is time to come inside the barn, there are 18 (10x12) stalls, with electric and water at each stall. One aisle is a gorgeous cobble ''stone'' style rubber matted aisle which helps keep the horses, people and barn warm in the winter.

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

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! 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.

A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a beautiful butler's pantry. Relax in the newly renovated family room with wall-to-wall casement windows. This 5 bedroom home offers a bonus game room and home office equipped with fiber internet and a spacious private master bedroom with ensuite bath. An additional wing features a separate guest suite with living room, kitchen, dining area, full bathroom and 2 bedrooms. In Alford, renowned for low taxes

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

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Located on Cheshire Reservoir, a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Would make a lovely family compound, or could be developed as a spa/resort, corporate/wellness retreat, condominium/single family and retirement housing,

Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water--providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as it is beautiful. Anchoring the property is a charming antique cape home,

Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and breathtaking western views of the Taconic Mountains. The expansive, level backyard is adorned with mature gardens and majestic old-growth trees, creating a serene and private retreat.Don't miss this rare opportunity--call today for your private showing!

Lovingly restored and rich in history, this 1790 antique farmhouse blends timeless charm with modern luxury. Featuring a light-filled chef's kitchen with a La Cornue CornuFe 110 stove, original wood accents, stone floors, and a cozy wood-burning stove. The spacious living room offers a window seat and a striking fieldstone fireplace crafted from on-site stone.The primary suite is a true retreat--complete with a soaking tub, dressing room, and private balcony with pond and field views. Outdoors, enjoy a swim pond, stone patio, and serene landscapes perfect for relaxing or entertaining. Ideal as a full-time residence or weekend getaway--this lifestyle property offers peace, privacy, and character just minutes from town.

Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and protected land on three sides, this one-of-a-kind, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship and timeless beauty. Moose, deer, bear, turtles, fox and more visit mature grounds tended by a master gardener. Incorporates a native stone fireplace, ash sapling banister, antique leaded glass accents, and reclaimed 18th-century tavern doors from the historic Egremont Tavern. These elements blend seamlessly with the home's open-concept floor plan, highlighted by soaring vaulted ceilings and oversized windows that frame

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