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

Exceptionally well kept family homestead being offered for the first time in almost 60 years with an amazing mix of open meadow and forestlands. Your land stretches to Hawley and Berkshire East Mountain Resort! the home has been restored and updated over the years including electrical, plumbing/heating, structural and cosmetic . The expansive road frontage offers more options as to the properties potential uses and just steps away you'll enjoy seeing the Deerfield River offering white water rafting, kayaking, fishing or just relaxation slow tubing to the sounds of running water. It's not often this type of property presents itself so close to all things outdoors including downhill skiing around the corner and the Berkshires and Northampton just 30-40 minutes away for so much more.

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.

Idyllic Contemporary Cape on Sprawling 13 Acres in Sheffield - Welcome to 405 South Undermountain Road, where the charm of a classic cape meets the allure of modern living on 13 private acres in Sheffield. Built in 1955 and beautifully updated, this home strikes a harmonious balance between comfort and elegance. Offering an open floor plan with 2 full baths, one 1/2 bath and a functional tiled mudroom. Hardwood floors throughout, with built-ins & two fireplaces adding warmth in the living room & primary suite. The gourmet kitchen shines with an oversized breakfast nook & room for culinary adventures. The vaulted screen porch & roomy heated sunroom offer peaceful retreats. Outdoors, the stone patio & front porch are welcoming spots for entertaining. Mature gardens. 3 car detached garage.

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.

Discover Your Dream Retreat!Nestled on 94 acres of pristine land bordering the serene Tolland State Forest, this unique property offers unparalleled privacy and natural beauty. Imagine owning a piece of paradise with hundreds of feet of frontage on the picturesque Farmington River and your very own charming covered bridge.This three-bedroom, two-and-a-half-bath home is a canvas waiting for your personal touch. While the house may need some updates, it presents an incredible opportunity to create the home of your dreams.Key Features:Expansive Land: 94 acres of lush, private landScenic River Frontage: Hundreds of feet along the Farmington RiverCharming Covered Bridge: A unique and enchanting featureProximity to Nature: Adjacent to Tolland State Forest

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.

Discover your dream home in the desirable Becket Woods community! This stunning, recently renovated property offers three spacious levels of living, featuring abundant natural light from skylights and impressive vaulted ceilings. Enjoy cozy evenings by the fireplace in the living room or unwind in the generous first-floor primary suite with ensuite bathroom and soaking tub. With over 3,700 square feet of stylish contemporary design, the open layout seamlessly connects the living, kitchen, & dining areas. Lots of sleeping spaces with 4 bedrooms plus bonus rooms that include a loft and 3.5 bathrooms, enough space for everyone. The finished lower level adds an extra 821 square feet perfect for family fun and currently furnished with a cozy sectional, television and ping pong table.

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

PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings relaxing in the hot tub in your meticulously maintained outdoor space. You will look forward to the heron that flies overhead daily to visit the creek and the deer that come to shake some apples from the trees. An amazing place to relax at the end of the day!

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.

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!

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated!

122+ Acres of Land in Egremont & Sheffield Only. Over 700 feet of frontage on Sheffield-Egremont Rd on the Egremont / Sheffield Border. Former use as Golf Course for the Egremont Country Club. *Does not include any acreage in Great Barrington. See MLS # 241894 for the full parcel of 225 Acres.

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.

Luxury Living in the Heart of the Berkshiresnestled on a picturesque cul-de-sac with access to community pool, this stunning new construction spans 4200 sf, located less than a mile from downtown Great Barrington. The home welcomes you through a covered portico into a soaring cathedral great room, bathed in natural light from a wall of windows overlooking lush woodlands and a screened porch. The open-concept layout seamlessly connects the living, dining, and kitchen areas, perfect for both entertaining and everyday living. The gourmet kitchen features top-of-the-line appliances, quartz counters, a spacious island. A split-bedroom design ensures privacy, with a luxurious primary suite offering a spa-inspired bath. HOA for lawn and snow removal for easy care living. See supplement

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.

Delicately sited at the end of your 1,100+ foot approach meandering through forestlands until the tree tops open to blue skies and breathtaking views that stretch to the east for morning sunrises and to the north for views of Mt Snow! This custom-built masonry style colonial home has been updated in recent years with a spectacular designer kitchen, mechanicals and so much more. Sun-drenched spaces throughout pull the outdoors in and afford a retreat not often found this close to the Five College area and major corridors for easy access to many points north, south west and certainly east to Boston in less than 2 hours. Enjoy 5 bedrooms, 3.5 baths set on 17 acres backing up to a staggering 4,880+ protected forestlands. Truly unique in every way and ready for its next steward.

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails