Luxury real estate for sale Monterey, United States

Discover a captivating parcel of nearly 8 acres of land nestled in the southeastern end of Tyringham Valley, embodying the perfect blend of natural beauty and convenience in the Berkshires. The landscape gracefully ascends the mountain, revealing dramatic rock outcroppings and expansive flat areas, presenting an ideal canvas for a future home with potential ridgeline views. Conservation land lines the back boundary, ensuring an exclusive gateway to thousands of acres for hiking and exploration, steeped in historical significance. To truly grasp the essence of this property, a personal exploration is essential, as the striking beauty of this land is not visible from the road (private viewings arranged by appointment please). Privacy takes center stage, offering a retreat into near-total seclusion, all while being a mere 15-minute drive from shopping, restaurants, and the Mass Pike. Within 30 minutes, you can reach the charming towns of Great Barrington, Lenox, and the renowned Tanglewood. A mere 4 minutes away lies the Trustees' protected property, Ashintully Gardens, where formal and informal gardens coexist with the ruins of a historic mansion, adding an extra layer of charm and cultural richness to the surrounding landscape. This parcel of land is not merely a property; it's an opportunity to craft your haven or retreat in the Berkshires. Uncover the natural beauty, and tranquility that define this unique piece of land.

This offering presents an exceptional opportunity to acquire a 23+acres of surveyed land located in the picturesque town of Sandisfield, just minutes away from downtown Monterey. The smaller of the two parcels, also known as Lot 2, comprising 23+ acres, features gently sloping hills, picturesque stone walls, lots of Mountain Laurel and convenient access via an easily navigable logging road. This parcel's charming terrain and natural features make it an ideal canvas for various outdoor activities or potential building sites. Lot 2 is offered at $125,000 and can be bought in conjunction with Lot 1 to make it a total of 76.87 acres for $385,000. Both parcels are predominantly adorned with deciduous trees, enhancing the natural beauty of the landscape, while a small stream adds to the charm and ecologicaldiversity of the surroundings. In summary, whether you envision building your dream home, creating a private retreat, or simply investing in the natural beauty of the Berkshires, these surveyed land parcels offer limitless potential and a rare chance to own a piece of this idyllic region.

This offering presents an exceptional opportunity to acquire two meticulously surveyed land parcels located in the picturesque town of Sandisfield, just minutes away from downtown Monterey. Lot 1, spanning over 52 acres, boasts a drilled well, perc tests, and a 4-bedroom septic design, providing the groundwork for your dream home or estate. This expansive parcel offers ample space for development while maintaining privacy and seclusion. Lot 2, comprising 23 acres, features gently sloping hills, picturesque stone walls, and convenient access via an easily navigable logging road. This parcel's charming terrain and natural features make it an ideal canvas for various outdoor activities or potential building sites. Offered together at an attractive price of $385,000, these two parcels present a unique opportunity for those seeking a substantial landholding in the tranquil beauty of Sandisfield. Alternatively, Lot 2 is available separately for $125,000, providing a more modest yet equally enticing option for prospective buyers. Both parcels are predominantly adorned with deciduous trees, enhancing the natural beauty of the landscape, while a small stream adds to the charm and ecological diversity of the surroundings. In summary, whether you envision building your dream home, creating a private retreat, or simply investing in the natural beauty of the Berkshires, these surveyed land parcels offer limitless potential and a rare chance to own a piece of this idyllic region.

Your piece of paradise awaits on this quiet country road. Build your own special home on 50+ acres on beautiful West Center Rd, just steps away from Hayes Pond. Nicely sloped landscape offers distant vistas. Conveniently located with Lee and Great Barrington minutes away. 400 ft of road frontage. High Speed Fiber Optic available.

Escape to your own private oasis nestled in the tranquil woods! This stunning 3-bedroom, 2.5-bathroom home sits on 1.17 acres of natural landscape atop the local treasure of the Otis Ridge Ski Resort. As you approach the house, you're greeted by the beauty of mature plantings and the soothing sounds of nature. Step inside past the mudroom, to discover a spacious and inviting living space, featuring large windows that frame picturesque views of the forest. The heart of the home is the open post and beam kitchen, dining and living room, equipped with stainless steel appliances, vaulted ceilings, skylight and wood burning stove inside of a beautiful brick fireplace. Sliding doors off the living area lead to a sun-soaked deck, where you can unwind and soak in the peaceful ambiance of the woods. Seeking shade on sunny days or protection from the elements? A screened-in porch offers an ideal retreat for alfresco dining, enjoying a good book, glass of wine or cup of coffee. The primary bedroom suite is a true sanctuary, boasting a spacious ensuite bathroom, vaulted ceilings and large windows. Two additional bedrooms, bonus room/office, and second family room, provide plenty of room for guests, plus second full bathroom and a half bath, ensures convenience for all. This rustic home is equipped with modern amenities for comfort and convenience, including hot water on demand, buried fiber optic high-speed internet/cable, and a whole house generator. Located just 20 minutes away from the charming towns of Great Barrington and Lee, you'll enjoy easy access to shopping, dining, cultural attractions (i.e. Tanglewood, Jacob's Pillow) and outdoor activities. Whether you're seeking a peaceful weekend getaway or a year-round residence, this secluded retreat offers the perfect blend of nature and modern living.

Build your own unique Berkshire dream home in one of the most desirable communities in Berkshire county. Enjoy all that Otis Woodlands has to offer all within a stroll or short drive: a private lake, exquisite clubhouse, a pool and two tennis courts. And just beyond OWL enjoy one of the largest recreational lakes in Mass, Otis Reservoir as well as gorgeous Big Pond lake.Otis Ski Ridge is minutes away as is Jacobs Pillow Dance Center along with miles of hiking trails that abound throughout Berkshire county. The property Includes two contiguous lots in Otis and Sandisfield (.73 acres in Otis and .33 acres in Sandisfield) for a total of 1.06 acres. BUYER PAYS A ONE-TIME BUY IN FEE TO OWL 0F $4,000

Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction. With only a few homes on Hayden Pond and none in sight of this property, it feels like your own private lake. Since 2017 many improvements have been made on this lovely property: metal shingle 100 year roof, newly created lower level in-law apt with kitchen, full bath and gas fireplace. Completely reimagined yard along the waterfront with Goshen stone patio and steps, walkways along the water with landscaping, a drilled well and an auto generator. There's plenty of room with 3 full baths, 3 bedrooms and a spacious living room with expansive lake views and deck, gas fireplace with gorgeous rustic stone and reclaimed wood surround. A few minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing now!

2.8 acres on a quiet country road in Otis. Level lot with stream. Previously perced. Lightly wooded. Close to Jacob's Pillow, the Lee Premium Outlets and all area cultural attractions.

Begin your Berkshire story here! If you've ever wanted to build your own home this is the perfect spot. Jacobs Hollow is a small, private community with larger lots and close to Jacobs Pillow Dance Center. The town of Lee, Lenox, Otis Reservoir, skiing and the best of the Berkshires recreation and culture are all within a short drive.

The perfect gathering place: this thoughtfully and solidly designed home wtih steel frame construction offers generous living areas and bedrooms. Attention to detail throughout with custom trim, wide hallways and gorgeous hardwood floors. The open plan kitchen, living and dining areas is made for large gatherings and entertaining. Other features include a first floor primary bedroom suite, a comfortable mudroom/laundry room and an expansive sun room for easy living. A fully finished lower level wth office, full bathroom, bonus room with kitchenette and another sun room along with a detached oversized garage with income producing apartment above are great additions to this already complete home giving you options for private guest and workspace. Minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing today! Lower level bonus room was built as a recording studio with sound proof room and sound room. Two bed, one bath apartment is above the workshop garage

Berkshire Woodland Escape! Unique cape chalet style set on 60+ acres with expansive garage, trails, brook, wood & steel bridge, gravel pit and more. Work & Live! Soaring vaulted ceilings, beautiful cherry floors, artist or writers loft overlooking the wall of windows. Granite kitchen counters and newer stainless appliances. Open living plan letting the light flow in. Expansive deck with west facing wooded views of sunsets. Lower level walkout for easy pool fun. Incredible clear span 30x40 pole barn perfect for your tractor or 4 vehicles, a boat or camper. Convert barn to guest house or stable: equipped with heat: oil wood burning hybrid furnace, 200 amp electrical service and water. Hike, bike, hunt, and four wheel on your own land. Create horseback riding trails with your own gravel. Enjoy Jacob's Pillow Dance theatre or Otis Reservoir down the road to boat, fish and play on the largest recreational lake in the state. Outlet shopping, groceries and hardware nearby. Sweet and fresh farmers markets on Saturdays in town, fun music and eats at Knox Trail Inn. Wonderful Berkshire retreat with many possibilities for use. Come enjoy all that it offers for a special place to create memories that last a lifetime.

Welcome to the highly coveted Leisure Lee community! For the first time in half a century, this rare opportunity presents itself to become part of this exclusive enclave. Nestled within the serene landscapes of the Berkshires, Leisure Lee offers its residents a lifestyle of unparalleled tranquility & leisure. At the heart of this community lies Goose Pond, a pristine 225-acre mountain lake renowned for its cool, crystal-clear waters. Residents have exclusive access to a private beach, providing the perfect setting for swimming, sunbathing, or simply unwinding amidst the natural beauty of the surroundings. Boating enthusiasts will delight in the opportunity to explore the vast expanse of Goose Pond, regarded as one of the finest lakes in the Berkshires for water-based recreation. Whether it's sailing, kayaking, or paddleboarding, there's no shortage of ways to immerse oneself in the splendor of the lake. Additionally members can indulge in a friendly game of tennis on the community's courts, all just moments away from the comfort of your new home. Situated on a gently sloping 2.4-acre lot, this property offers seasonal views amidst lightly wooded surroundings, providing both convenience and a connection to nature. Leisure Lee comprises 85 homes spread across 265 acres of picturesque hills and mature pine forests, ensuring a sense of exclusivity and serenity for all who call it home. In summary, Leisure Lee represents more than just a place to live; it embodies a lifestyle of relaxation, recreation, and natural beauty all within minutes to downtown Lee and Lenox. With its idyllic setting, private amenities, and close-knit community atmosphere, this is an opportunity not to be missed for those seeking the quintessential Berkshires experience.

2.02 acres of lightly wooded land situated in an established country subdivision on a private road minutes to the center of Great Barrington. This road is serviced by underground electric service and cable. town sewer, a well will need to be drilled by buyer. This land was subdivided into lots when the development was created. It is currently owned with lots 9 and 10 therefore no individual tax assessment is currently available. Covenants apply ....intermittent stream

Escape to the serene countryside of New Marlborough, MA, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres of land. A true oasis, this property boasts a pool, pool house, garage, and barn, offering endless possibilities for outdoor enjoyment and relaxation. Step inside this beautifully renovated home, where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living, while the kitchen is a chef's dream come true. Whether you're hosting a gathering or simply enjoying a quiet evening in, this home is sure to impress with its impeccable design and attention to detail. As you explore the interior of this farmhouse, you'll be greeted by a sense of warmth and elegance. The open layout creates a seamless flow between the living spaces, perfect for both daily living and entertaining. Natural light floods the home, highlighting the custom finishes and high-end features throughout. From the cozy bedrooms to the luxurious bathrooms, every corner of this home exudes comfort and style. Imagine waking up to the stunning views of the surrounding mountains and countryside, or relaxing by the fireplace on a chilly evening. This is more than a home; it's a retreat from the ordinary, offering a lifestyle of luxury and tranquility. Outdoor living is a true delight at this property, with a beautifully landscaped yard and plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off on hot summer days, while the pool house provides a convenient place to relax and unwind. The garage and barn offer ample storage space for all of your outdoor essentials, whether you're a hobbyist, a gardener, or simply enjoy the rural lifestyle. Surrounded by nature and beauty, this home is a private sanctuary where you can escape the hustle and bustle of city life and embrace the peace and quiet of country living. Located in the charming town of New Marlborough, this property offers a unique opportunity to experience the best of both worlds: a tranquil rural setting with easy access to modern conveniences. With top-rated schools, shopping, dining, and outdoor recreation just a short drive away, you'll have everything you need right at your fingertips. Whether you're seeking a year-round residence or a weekend retreat, this home is a rare find that combines comfort, luxury, and the beauty of nature in one exquisite package.

26 Pearl Street sits perched on a gracious lot overlooking the Housatonic River with a unique blend of relaxed living and downtown energy. Be near the heart of Great Barrington with its distinctive shops, eateries, and cultural happenings. Local skiing and Lake Mansfield are just up the road. Relax on your expansive screened porch while enjoying the sights and sounds of the river. Hints of yesteryear harmonize with fresh wood floors, fixtures and a vaulted ceiling that lends this classic home an open and airy feeling. On the first floor you'll find the primary bedroom with glass doors out to the veranda as well as a full bath and laundry plus a 160 square foot mudroom that could be converted into additional living space. Upstairs there are two more bedrooms and a second full bath with beautiful views capturing the diverse landscape of the Berkshire mountains. Many renovations and upgrades throughout. This is a charming home on a lovely lot in an unbeatable location.

Recently Renovated In-Town Cape in Great Barrington - Contractor owned home with modern upgrades. Open Great Room/Kitchen with newer appliances and quartz countertops, first floor Primary Bedroom Suite, Second Floor with two bedrooms and shared full bath. Updated heating, plumbing and electrical systems. One car garage attached via breezeway/mudroom. Close to Great Barrington Bagel Company, Guido's and Big Y. Minutes to downtown and all area attractions. Town Water / Town Sewer / Natural Gas. A must see!

Ideally situated in the heart of downtown Stockbridge, this 1860 colonial home has been stylishly updated and is move-in ready. The stunning first floor has three spacious adjoining living areas, including a central dining area and a family room with fireplace. The renovated kitchen has a chef's range and a large island perfect for gathering around. In the rear of the first floor is one of the home's two primary en-suite bedrooms, both with gas fireplaces. Take the back or front staircase to the second floor, which has the second primary en-suite bedroom, a central sitting area, and three more bedrooms, each with their own bathroom. A light filled loft/office and a vaulted-ceiling media room are found at the rear of the second floor - a perfect place for work or entertainment. Outside, this property features all of the Berkshire outdoor essentials. Enjoy summers on the large screened porch, eat al fresco on a lovely patio, and hold summer soirées or pursue one's creative pursuits in the charming two-story timber frame barn. With 5 bedrooms, 6 bathrooms, and multiple living and creative/work areas - indoors and out - this 4,900 sq ft home welcomes the possibilities of today's lifestyles while captivating the heritage of this classic colonial. A short stroll to eateries, groceries, and entertainment, and just minutes to Lenox and Great Barrington. See it now and be in before the summer!

Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!

Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

Welcome to a slice of New England charm known for its rich history, scenic beauty, and vibrant community, Sheffield offers a quintessential Berkshires lifestyle with easy access to cultural attractions, outdoor recreation, and everyday conveniences associated with in-town living. Enjoy a picturesque setting offering a unique blend of historic elegance and modern comfort. Imbued with the timeless allure of Greek Revival architecture, this home boasts classic columns, symmetrical proportions, and refined details that evoke a sense of grandeur and sophistication. The heart of the home is the gourmet kitchen, equipped with top-of-the-line appliances and custom cabinetry making it a chef's delight and the perfect space for culinary creations and gatherings. With three spacious bedrooms, including a luxurious primary suite, there is ample room for relaxation and rejuvenation. Featuring two and a half baths, each meticulously designed with modern fixtures and elegant finishes. Large windows bathe the interiors in natural light, creating a bright and inviting ambiance throughout the home. Enjoy the cozy fireplace in the spacious living room, perfect for chilly evenings with friends. From gleaming hardwood floors to crown moldings and designer lighting fixtures, every detail exudes quality craftsmanship and refined taste. Above the oversized 2 car garage, a beautifully finished loft awaits, offering endless possibilities as a home office, studio, or guest quarters. Adding to the versatility of this property is an unfinished outbuilding with electric and plumbing , ideal for either residential or commercial use. Whether you envision a charming guest cottage, a home gym, or a boutique storefront, the potential is limitless. Close to the library, bank,Town Hall, Post Office and the many local eateries makes Sheffield the perfect location.