Privately set on a quiet, wooded knoll, this light-filled contemporary offers classic Berkshire style just minutes from the village of West Stockbridge. The home features warm wood floors, exposed beams, and a dramatic stone fireplace anchoring the main living space. Walls of windows bring in abundant natural light and woodland views, while sliding doors open to a large deck for easy indoor-outdoor living.Peaceful and private, yet close to Tanglewood, dining, and cultural attractions, this is a well-located retreat with timeless design and room to make it your own.

Tucked into a quiet mountain valley on just over 8 acres in Buckland/Shelburne Falls, this ranch style home feels like your private retreat. Everything is on one level. Step into a bright, open living room that flows to the dining area and kitchen with an island and plenty of cabinet and counter space. There's a second family room for movie nights or hosting guests. The primary bedroom offers a jacuzzi tub and separate shower, while two more bedrooms and a full bath sit on the other side of the home for extra privacy. New flooring throughout. An outdoor cabin space, and wide open fields with Moonshine Hill in your backyard make this a wonderful spot for gardening, animals, or simply enjoying peace and quiet. Bring your dreams, this place has room for them.

Welcoming colonial in Southeast Pittsfield on a beautiful dead end street. It feels like home the minute you step onto the shaded front porch. Inside, the hardwood floors and original wood trim gives it charm. The entry opens into a bright living and dining area that flow easily into a large kitchen with tons of storage. Upstairs are three comfortable bedrooms and a full bath. One bedroom has its own little porch. Extra storage in the basement and attic. Out back, a roomy deck looks over an above-ground pool and a partially fenced yard. Well cared-for and full of character, this house balances old-school details with practical spaces. It's the kind of place that welcomes you in and makes you want to stay.

From the moment you turn the corner into this highly sought-after neighborhood, you'll feel a sense of belonging. The quiet streets lead you to a home that stands with a classic split-level silhouette--a design built for both privacy and togetherness. A bright welcome as you step through the front door, the first thing you'll notice is the radiance. The generous living room lives up to its name, acting as a sun-trap where massive windows invite the outdoors in. The freshly painted walls catch the morning light, creating a crisp, airy canvas that makes the entire home.... want more of the story ? Schedule a showing today!

3+ acres of wooded lot. Close to Savoy State Forest. North Adams about 20 minutes away & Greenfield/Route 91 about 40 minutes away. Great little camping piece of land, 2nd home parcel or year-round home! Affordable. Historic Mohawk Trail 1/2 mile away!

Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. Many possibilities - build on the north lot and keep the south lot for extra acreage, an additional dwelling/guest house or to sell off in the future. Driveway to two sites. Excellent perc results and soil analyses from 2005 and engineered plans available. Great opportunity in Stockbridge.

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane fireplace, wide plank floors, large kitchen, first floor bedroom, office and a welcoming floorplan emanating warmth and comfort. Perfectly situated mere moments from Butternut Basin (one of the Berkshires top ski destinations) and a short drive from vibrant downtown Great Barrington, this charming sanctuary invites you to experience the best of Berkshire living.

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane fireplace, wide plank floors, large kitchen, first floor bedroom, office and a welcoming floorplan emanating warmth and comfort. Perfectly situated mere moments from Butternut Basin (one of the Berkshires top ski destinations) and a short drive from vibrant downtown Great Barrington, this charming sanctuary invites you to experience the best of Berkshire living.

17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just minutes from local amenities and 2.5 hours from NYC, with easy access to the Berkshires, Hudson, and Chatham.A rare opportunity to build on a scenic, development-ready parcel in a sought-after location.

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back

Excellent investment opportunity! Whether you're looking to begin your real estate journey or add to an existing Portfolio. This property features a 1 bedroom studio on the lower level a 2 Bedroom on the first floor and a 3 Bedroom on the Second floor all three have amazing views overlooking the city and mountain range. Plenty of off street parking. Walking distance to downtown. This property will not get FHA financing.

Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers opportunity, versatility and function for each and everyone in the clan. Be greeted by a beautiful etched glass front door, gleaming hardwood floors and spacious living room setting the stage to curl up in the evenings at the end of a busy day.

Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone wood burning fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 4 private bedroom suites in total each with their own sitting areas and additional sleeping options. Family room with wet bar and gas fireplace. Exercise room with steam shower. 3-bay garage. A very special retreat with plenty of room for guests and entertaining. Just a short jaunt to dining, shopping, recreational and cultural venues in West Stockbridge, Lenox, Stockbridge and Great Barrington.