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

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 along an expansive stretch of pristine lake frontage, this breathtaking property is a rare gem that seamlessly blends luxury, creativity, and functionality. Every detail of this home has been thoughtfully designed, featuring exquisite artistic touches and high-end upgrades throughout. Discover a beautifully curated interior, where custom finishes and architectural details create a warm and sophisticated ambiance. Large windows frame panoramic water views, bathing the living spaces in natural light. The gourmet kitchen boasts top-of-the-line appliances, artisan cabinetry and fixtures, a dream for both chefs and entertainers alike. A detached artist studio adds creative potential. Whether you're seeking a serene retreat or an entertainer's dream, this exceptional property delivers.

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

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.

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and modern equestrian excellence. Spanning 27 bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages, and the region's premier full-service equestrian facility.The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. Equestrian enthusiasts will revel in the compound's state-of-the-art 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