Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of mid-century style, this home boasts clean lines and oversized windows that let natural light in and promote a wonderful blend of indoor and outdoor spaces. This minimalist home offers timeless appeal that feels both classic and contemporary just waiting for your personal touches. Located minutes from the Village of Lenox, the epicenter of the Southern Berkshires.

Nestled ''On The Hill'' in one of Great Barrington's most sought-after neighborhoods, this well-built expanded Cape sits on 1.69 acres, offering the perfect blend of privacy, charm, and space. From the moment you arrive, the home's warmth and character welcome you in, promising both comfort and versatility for its next steward.

Contemporary Design, Lake Access, and Complete Privacy! Spend your summer on a sunny deck, expansive screen porch, or at a private beach, swimming, kayaking, or lounging.Rare opportunity to own one of the larger homes in Indian Lakes, on a double lot of almost 4 acres, and just a short walk to a sandy beach on a beautiful 68-acre lake.508 Seneca Drive is a 4 bed, 3.5 bath, 3200 sq ft home. Step inside to a great room with vaulted ceilings, exposed wood beams, and floor-to-ceiling windows. Cozy up to a wood stove in the winter, and spend summer mornings on the expansive deck.The open kitchen flows seamlessly from the great room, perfect for entertaining. Host summer soirees on the adjoining screened-in porch, where the symphony of crickets replaces city noise.

An incredible IN-LAW find in the Berkshires and this market . Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry featuring pullouts to maximize storage. First floor accomodations with a first floor bedroom and full bath with double sink vanity retro 50's impeccable ceramic tile to treasure. Upstairs escape with king size bedroom and two closets for primary bedroom options and a third bedroom with character both sharing a 3/4 bath beautifully updated.

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,

Nestled on 2.18 acres in Berkshire County, this contemporary Colonial offers the perfect blend of privacy, comfort, and modern living. Thoughtfully designed, this home is a private sanctuary ready for you to move in.Upon entry, you're greeted by sweeping views and natural light from the open floor plan and large windows. The spacious kitchen, with modern appliances and a breakfast nook, flows into a formal dining room, den, and a striking living room. The living room features a floor-to-ceiling fireplace and 24-foot ceilings, ideal for everyday living and entertaining.The second floor features a primary suite with an oversized walk-in shower, soaking tub, walk-in closet and a private balcony.

Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub Zero refrigerator, new dishwasher. Concrete pool, sun room with cathedral ceiling and skylights.

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.

Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace which anchors the dining room on one side and a very alluring interior fire pit on the other. Extensive decking for enjoying gorgeous sunsets, perched on 15 lightly wooded acres with rock outcroppings. A winding drive leads you to privacy and beauty. There are two one car garages, one with a loft above, + another outbuilding. Within minutes of Lenox, Great Barrington, West Stockbridge and Stockbridge

Fully restored Historic Mountain View Home with deeded access to Lake Garfield. Living Room w/ Fireplace, sunny Den (potential conversion to primary suite), panelled Dining Room and half Bath w/ laundry. The Second Floor has 4 Bedrooms /2 full Baths, plus a Sleeping Porch. A finished Attic offers ample storage and room for a Home Office and Gym. Two story 2 car Garage with EV charger and a partially finished 2nd floor that can be converted into a separate apartment. Lovingly updated with new windows, doors and fixtures throughout, refurbished floors, a backup Generator, and comprehensive lead abatement. Enjoy the large outdoor deck complete with Outdoor Shower and Hot Tub. Low, low Monterey Taxes. Close to Skiing, Shopping, Tanglewood and everthing Berkishires.

Discover this exceptional contemporary home located just outside Williamsburg Center, only 15 minutes from Northampton. Set on over 4 acres, it combines privacy with easy access to restaurants and shops. Recently refreshed, this 4-bedroom home features a ground-floor private suite, a spacious home office with its own entrance, and expansive living areas with high-quality finishes.A standout attraction is the two-story hillside cottage/studio with year-round access, a hot tub, and a sauna for your guests to enjoy. The barn/workshop, built by renowned contractor Jim Locke, offers access to a fenced-in paddock. Home has multiple decks for relaxation, this property is your serene oasis waiting to be claimed!

This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the open Great room for today's lifestyle living; a fabulous main floor primary bedroom with a wall of closets and an en suite renovated bath. From the spacious decking of the main house there is a romantic covered walkway that leads to separate guest quarters with a Great room, bedroom, bath and kitchenette that has it's own private outdoor gathering space with firepit. The two car oversized garage

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.

INVESTORS TAKE NOTE! Very rare investment opportunity to acquire 3 neighboring, income producing and professionally maintained properties with a total of 15 units! The Housatonics, 20, 26 and 30 East Housatonic Street, are located just off South Street in the Downtown Cultural District, offering excellent walkability to restaurants, shopping, grocery stores, and the Colonial Theatre.20 East Housatonic is a unique, turn-of-the-century gem, this building features a grand front porch, a custom natural oak foyer with a peaked ceiling, and classic architectural charm. Major updates include a newer boiler, roof, and upgraded individual electrical panels. Basement storage units and private off-street parking for added convenience and value. Fully occupied. 26 East Housatonic, a cash-flowing

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond, just minutes away, this home is a haven for those who crave both serenity and adventure.Where Modern Elegance Meets Natural Beauty A Grand Welcome - A wraparound deck, inground pool, and upper balcony invite you to take in the forested surroundings, framed by black aluminum railings and Trex boards built for beauty and longevity.

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures, rivers and mountains.

Come to the land at Woodmonte Estates in the Berkshires. Over the bridge into the woods escape to a magical newly constructed modern farmhouse style home with a kings' woodland preserve of 3+ acres: 1 lot for building that dream outbuilding to the east and 1 building lot to the west for incredible peace and privacy or a family compound. Unique living in an exquisitely sited home capturing a country secluded setting in this upscale gated community yet minutes away to the city's conveniences. Thoughtfully designed to enhance nature's preserve with transom topped floor to ceiling doors filling the vaulted ceiling living spaces with natural light morning and eve. Open floorplan to laugh and live . Easy one levlel living with first floor primary suite and guest bedrooms wing with full bath

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