This c.1814 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sqft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.

Discover a historically significant gem in Stockbridge, nestled on 2 lush acres with Housatonic River frontage. The property, originally landscaped by renowned sculptor Daniel Chester French, features an enchanting garden, a koi pond, a two-car garage with power and water, and a charming potting shed. Inside, five spacious bedrooms and four well-appointed bathrooms retain original features that reflect the home's rich history. The classic Shaker kitchen is a chef's dream, blending functionality with timeless elegance. Unique elements include a light-filled Gothic Revival octagonal atrium and a sun porch with exquisite murals by celebrated artist Richard Haas. This is a rare chance to reside in a private, fairytale oasis while always being close to town's shops & restaurants.

As you pull into the driveway of this stunning contemporary property, you'll be instantly captivated by the breathtaking views of the surrounding Berkshire Mountains. Nestled on 11.57 acres of mostly cleared land on a cul-de-sac road, this home offers the perfect blend of nature and comfort while being close to downtown Williamstown, The Clark Art Institute & Williams College. Step into the spacious entry, thoughtfully designed for everyday living, with convenient access to the garage and side patio. The open concept first floor leads you to the great room adjacent to the kitchen, boasting a cozy wood-burning fireplace, creating a warm and inviting atmosphere. Step outside from the great room to the expansive deck, where you can take in the serene meadow and mountain views.

Discover the magical charm of this Egremont property, where history meets modern comfort.This Colonial features 5 bedrooms,4.5 bathrooms, w/ original details & wood floors throughout. The recent renovations include a large second-floor primary & convenient first-floor guest suite w/ separate entry. Lovely family room w/ fireplace, beautiful natural lighting & spacious rooms. Set on a picturesque 3.44-acres, it's a gardener's dream w/ perennial gardens, fruit trees, a stream & 3 small ponds w/ a waterfall & koi pond. Enjoy, a shop/garage with a large second level & versatile smaller barn. Located within walking distance to the village center, French Park, close to Prospect Lake, Baldwin Hill & various cultural attractions, this property offers the perfect blend of serenity & convenience.

Historic Elegance Meets Modern Luxury at the Gracious Holiday HouseNestled in the heart of the Berkshires,Holiday House is a testament to the timeless allure of Williamstown, MA. This magnificent estate, dating back to circa 1790, is perched on over 90 acres of serene, bucolic landscapes, offering fabled views that sweep across the countryside.As you approach the residence, you are greeted by a property that has been meticulously cared for, updated and thoughtfully renovated and expanded, preserving its historic charm while embracing the comforts of modern living. The home boasts five well-appointed bedrooms and four full bathrooms, each space crafted with an eye for detail and a reverence for its storied past.The gourmet kitchen is a chef's delight and the heart of

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system

This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a landing, also facing the view. A few more steps takes you to the primary suite with walk-in closets, shower and soaking tub. Tucked up in the top is another room with a view. Lower level has a den, workspace, laundry, another guest bedroom and bath that open out to the patio. New HVAC, new roof with solar and Tesla battery, frontage on the Whiting River; this property transports you away from it all.

If you are looking for a property with a lot of land, privacy, AND a Covered Bridge, then you will love this property. Three Bedroom, two-and-one-half bath home on 94 acres of land abutting Tolland State Forest. This property has hundreds of feet of frontage on the Farmington River. The house is dated, and it needs work. Property is being sold ''AS IS''. Come and see this unusual property. The location is spectacular.

CRISSEY FARM is available. Condo #5 is 6707 sq. ft., it is one of the largest Meeting/Event spaces in the Berkshires. Built in 2007 with large open plan with room for up to 200 seated patrons, 2 fireplaces, Bar and ADA Bathrooms. Fully sprinklered. Air Conditioned. Generous Parking for over 185 cars. High visibility on Route 7. Use the space as is or convert into Professional Office Suites, Performance/Educational space, or something new.**Crissey Farm receives the benefit of reduced electric and hot water costs, due to its inclusion in a power cooperative with its neighbor.

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

Experience modern sophistication in this uniquely designed home featuring large, unadorned windows that fill the space with abundant natural sunlight. The open floor plan and expansive outdoor deck create a perfect flow for entertaining. Situated on 10 private acres in low-tax Egremont, this property offers an ideal location with easy access to Egremont, Great Barrington, Hillsdale and the Taconic Parkway. The home boasts a maintenance-free exterior with a durable corrugated aluminum roof, radiant and hydronic heating, central A/C, a new state-of-the-art kitchen, new first floor tile, four bedrooms, 2.5 baths, an art studio with a dedicated sink, and a bonus third floor playroom and gym. Tucked among verdant deciduous trees with an expansive open sky, this home is a tranquil retreat.

Extraordinary lakefront development opportunity in the heart of the Berkshires. Approximately 67 acres with frontage on a pristine, nearly uninhabited lake (Cheshire Reservoir) bordered by the Ashuwillticook Rail Trail. Multi-use potential including spa/resort, corporate/wellness retreat, condominium/single family and retirement housing, family compound. Motor boats allowed. The only large developable lakefront land in the Berkshires!

Historic property owned by the DeKay Gilder Palmer family since 1899, is now available. Ready for restoration to its former glory, many recent improvements have been made. Lovely country setting with meadow and mountain view. This offering is for the house, and barns on 2.3 acres. Beautiful acreage surrounding the property is in an Agricultural Preservation Restriction, and may also be purchased, 149 acres, with barn, stonewalls, open meadow and forest. ($499,500). So much potential, quaint, historic, peaceful surroundings.

Welcome to 9 Appletree Point, a rare Onota waterfront opportunity in the coveted Blythewood neighborhood of Pittsfield. This property spans three lots, offering a world of potential for your ideal lakefront escape. The home's open-concept design greets you with lake views from the moment you step through the front door. The updated kitchen and modern bathrooms provide comfort and convenience, while the first-floor bedroom offers easy living. The spacious basement presents a blank canvas, ready to be transformed into additional living space if desired.Outside, you'll find extensive shoreline frontage and a large, private yard--perfect for enjoying all Onota Lake has to offer. Swim, kayak, or boat from the property's dock.

This stunning architect designed living space in a soaring early 20th century structure with soaring ceilings, floating staircases and numerous high-end features inspires the imagination and lifts your spirits. Ideally situated on nearly 3/4 acre next to an 18-acre nature reserve, and a short walk to downtown Lee shops and restaurants. Just minutes from the Mass Pike, Tanglewood, and the Best places in the Berkshires. Great investment opportunity with the $100 million Eagle Mill development nearby. Don't miss this opportunity to have the warmth and charm of old exposed beams and the best of new construction.

Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100 million Eagle Mill development. Lots of room with 4,000 square feet of living space plus a separate 2,500 square foot area with large stained glass windows to create a second dwelling unit, studio, chapel, gym, office, or entertainment extravaganza. Combining the best of new construction with old charm, you need to view this amazing space to experience its magnificence!

Welcome to Rannapo Road, and your forever home! Sitting at the crest of the hill, this home peers across the valley overlooking cornfields, 2 rivers and Mt Everett. With 17 workable acres and a horse barn, this equestrian property is a perfect opportunity to own your own gentleman's farm. Inside you will appreciate the open floor plan and fireplace while enjoying the views as they paint pictures in every window. The large primary en-suite bedroom boasts a Juliette balcony overlooking the valley - the perfect spot for morning meditation. Two additional bedrooms, an office and a den can be found throughout the home - including a first floor bedroom. Additionally, the home features a large bonus room above the garage with a separate staircase - plumbed for heat and ready to finish.

Discover your dream home in the Berkshires! This expansive and luxurious cape has been thoughtfully renovated throughout and offers an immaculate, light and bright home to love. New windows masterfully placed allow the beauty of the Berkshires inside while enjoying the comforts of home. Renovations include exquisite Porcelanosa tile, open floor plan, 5 full baths, a spectacular kitchen with commercial grade refrigerator, new windows, 400 amp electric and discreet ceiling mounted mini splits for your comfort. Nestled in desirable Bishop Estate across from Canyon Ranch, the property offers 4.31 acres of serene privacy while being just a short walk to the heart of the Berkshires in downtown Lenox. With only 17 homes on the property, you'll enjoy a peaceful and tranquil setting close to

FOUR WAYS FARM Set at the corners of Baldwin Hill Rd and Townhouse Hill Rd lies the original farmhouse of Four Ways Farm. With a long history of farming and community, the home, dating to 1850, evokes warmth and charm while being recently updated to serve the modern owner. This Center Hall Colonial features newly refinished wood flooring, an updated kitchen, 2 large primary suites both with newly renovated en suite baths and walk-in closets, a spacious 1st floor bedroom and option for 4th, fresh interior + exterior paint and incredible mature landscaping. At the center of the home lies the original wood burning fireplace in the Family Room open to the Kitchen making a wonderful transition for entertaining. 10 acres of land provides wonderful views from the large sunny deck and lots of