luxury houses for sale North Canaan, United States

Discover the epitome of tranquility and charm with this cozy one bedroom one bath cottage, nestled on a sprawling 15.6-acre lightly wooded estate in the Twin Lakes area. The perfect retreat for those seeking simplicity and connection with the outdoors. Relax in front of the fireplace, or be enveloped by nature from the raised deck. As you meander through and explore the serene landscape, you'll be captivated by the stunning rock outcroppings, open grassy areas, and the potential of views that could be unveiled with selective clearing around the possible high building site to create your own custom sanctuary while preserving the cottage as a guest house. Near private schools - Hotchkiss, Salisbury Boys School, and Indian Mountain. Enjoy Litchfield County. Property is AS IS.

Every home has a story. This one begins with a stunning parcel on a beautiful lake, a design team with clear vision & exquisite taste, and flawless craftsmanship & execution. Nestled on Salisbury's East Twin Lake, this home is a modern homage to the storied great camps of the Adirondacks, boasting 2 acres with over 150 feet of pristine sandy beach. Bright mornings & majestic sunset views over the lake to Bear Mountain & the Berkshire's Taconic Range - just another chapter. The home is a masterpiece of composition, with artist-inspired custom details and elite construction. The Great Room, spanning 50 x 29 feet with walnut floors, oak paneling, and a 12-foot coffered ceiling, is the heart of the home, featuring a fireplace, dining area, and chef's kitchen - all with lake vistas. The second floor offers a sumptuous Primary suite with an office, 2 additional ensuite bedrooms and a laundry room. The 3rd floor provides a flexible space with amenities for entertainment or additional guests. Outdoors includes a gazebo with a fireplace & an infinity edge spa, perfect for soaking-in the sunset views. This home's enduring beauty is evident in its slate roof and stone exterior, while modern comforts are assured by top-tier infrastructure. Its proximity to elite schools, cultural hotspots, & natural wonders, along with easy access to the Metro North Train Station, makes it a sanctuary just 2 hours from NYC. The story here is not yet ended; it awaits a new owner to finish the novel...

Welcome to: Heron Cove. For the first time on the market in over 60 years, one of the most coveted properties is nothing short of spectacular. At the very end of an unsuspecting private dirt road this home sits proudly overlooking the serene Washining Lake one of the Twin Lakes. The property boasts a 180+ degree, truly one-in-a-life-time-view. Walk through the sunny gardens and granite patio teeming with seasonal blooms. Moving inside the house, perhaps the most jaw dropping room is a a bright 4-season sunroom provides the perfect space to watch the world go by. In the living room, a natural stone fireplace grounds the space and an expansive window draws the eye towards yet another awe-inspiring view of the lake. In the main section of the house the wainscoting on the walls and ceilings create an atmosphere that is both chic and moody. A large picture window captures just one of the seemingly infinite views of the lake and Isola Bella Island across the way. Great blue herons and a resident swan are known to pass by, enhancing an already enchanting view. The dining room offers another place to gather with chic basket light fixture accenting the space. For a seamless transition to outdoor dining, a screened in porch off the main dining room is the perfect space for an intimate dinner party overlooking the water. An open concept kitchen flows into a cozy den with a sliding glass door out to a small patio including an outdoor shower. This home offers a first floor primary suite with a window seat perfect for curling up with a good book and views of the lake. A grand staircase ascends to the 2nd story. At the top of the stairs, there is large primary bedroom with adjoining powder room. A full bath has a spacious shower and classic clawfoot tub. A large open room can serve as a flexible space. Another small cozy bedroom is as cute as it is comfortable. The final bedroom, is airy and peaceful. Sky lights on the vaulted ceiling add to the tranquility of the space. Set high above the lawn and overlooking the lake from every window, the views from the second story bedrooms give the feeling of being on the lake itself. Outside, the expansive lawn rolls towards the lake. A boathouse serves as the perfect, unique entertainment space. French doors frame the view of the dock which extends the property into the glistening lake. Original red barns and a small painting shed complete the property. When entering Heron Cove, you can feel generations of love and good memories held within its walls. It is a space meant to be cherished. For the first time in over half a century, this slice of paradise on the point can be yours.

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home (2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials

Breathtaking Views from this Stylish and Pristine Home! A home can be a sanctuary, a retreat, and even a source of inspiration. Such is the case at 20 Brewer Hill. Perched atop a small knoll in beloved New Marlborough, with sweeping southerly views into Connecticut, 20 Brewer Hill exudes positivity and warmth. Sitting on the front porch, one can track the ever-changing horizon as the sun moves from dawn to dusk. Morning mist, rainbows, and pink skies are not uncommon. The grounds extend over three acres, with show-stopping perennial gardens, a meandering paved driveway, and a mix of lawn and meadow. The views continue as you step inside, from the updated eat-in kitchen, dining room, light-filled office, and spacious primary suite with renovated en-suite bathroom. Enjoy winter coziness by the living room's gas stove, and summer evenings from the pretty stone patio. Three guest bedrooms and a full bath offer ample guest quarters. This home is in truly pristine condition. Thoughtfully remodeled and meticulously kept, with major improvements made inside and out by the current owners over the past seven years. Amenities include a laundry room, pantry, attached two car garage, mudroom, full basement with storage space, whole house generator, and solar panels that provide a low energy bill and transferable power credits. Located only 2.25 hours from NYC, 2.5 hours from Boston, and 20 minutes from bustling Great Barrington, 20 Brewer Hill is ideally situated in beautiful emerald-green New Marlborough. Just far enough from the busier thoroughfares and crowds, but short drives to the area's many natural and cultural attractions.

Welcome to 856 Barnum. This home is a collaboration between a skilled photographer & Debora K. Reiser, a renowned New York architect. Once a humble Cape Cod, it's now a modernist delight. The front exterior features clean lines, dark paint, and copper accents. The side profile shows multi-dimensional lines and a dramatic turret. Inside, the grand room has a vaulted ceiling and expansive windows, blending the countryside into the living space. Multiple closets along the front wall offer ample storage. This area is perfect for dining and entertaining. The back wall centers around a fireplace flanked by built-in bookshelves. Large glass doors flood the living area with natural light. Skylights and vaulted ceilings add modern dimension and shape, making this space ideal for both lounging and dining. Adjacent to the grand room, the custom kitchen is both functional and stylish. It offers ample storage, open shelves, and stone countertops. High-end appliances complete this innovative kitchen. A cozy breakfast nook with surrounding windows provides serene views of the country road, perfect for enjoying your morning coffee. Ascend three steps from the grand room to the primary suite wing. This suite features vaulted ceilings, skylights, built-in closets, and sliders to a private terrace. The primary bathroom is a luxurious retreat with an all-glass wall and a dramatic soaking tub. Off the kitchen, the architectural turret houses a handmade spiral staircase leading to the second bedroom. The room has a dormer window, a slender picture window, and interesting lines, exuding a bright, loft-like vibe. A full bathroom with a shower is conveniently located off this bedroom. The lower level has another bedroom suite with glass sliders, offering direct access to the backyard. This level includes a living area, office space, and a fieldstone fireplace. The bedroom features a full bathroom with a shower. The laundry room and a heated garage with ample storage are also on this level. Situated on over 2 acres of tranquil land, this property is on a quiet dirt road with lovely mountain views from the back of the house. This phenomenal property is a blend of modern design and natural beauty.

Welcome to Beatrix House. Arrive at this lovely hideaway speckled with stone walls. A sense of peace and tranquility sets in when you take in this contemporary home. The house is surrounded by lush woods and mountain views in the distance.Tucked around back, a patio designed for the entertainer in mind, has a luxurious hot tub for apres ski, and fire pit area for cool Autumn evenings. The cheery yellow front door invites you inside and it is clear from first glance that not a thing needs to be done. Tasteful and modern, this home has been completely updated from top to bottom. Most notably recently updated with geothermal heating and cooling. Designer light fixtures adorn the space. Sun streams from large windows that drench the space with light and connect you with the flora and fauna that surrounds. The space is modest yet efficient and provides everything you need. A kitchen with propane stove, ample cabinet space and chic open shelves. The dining room ceiling soars to an open loft space. The living room is cozy and the perfect spot to read a book on a rainy day as you are surrounded by large windows. Conveniently located are two bedrooms on the first floor as well as a full tasteful bath. For added convenience the laundry is tucked away on the first level. The second floor provides the ultimate escape. The primary bedroom boasts large picture windows that bring in the deep green of the trees and ample light. Attached to the primary is an ensuite bath which offers both a large shower and a generous soaking tub. A large closet provides a space to mindfully tuck items neatly away. A loft outside the primary provides a flexible space to use as you please. Perfectly situated only moments from the center of picturesque Falls Village, a town seemingly out of a Norman Rockwell painting. Coffee, hiking, and sweet cafes await. Nearby lakes and skiing available seasonally. Come experience this modern Berkshire retreat for yourself. Directions: Use Google Maps or Waze (Apple will bring you to wrong address).

The Conductor's House The northern 1/3 of this home is the local, authentic conductor's house built by the original Housatonic Railroad Company in 1874. The southern 2/3 of the home was added on in 2003, and both sections have been fully renovated in the Modern Farmhouse motif to blend the wonderful history with contemporary elements and style. Just about every surface has been altered with attention to detail. The theme revolves around the kitchen with an open floor plan that provides warmth for everyday living and uncompromising space for entertaining. The natural light provided by large and plentiful windows adds splendor to every room on both levels. Shade trees at the perimeter keep the house naturally cool in the warmer months, and the modern woodstove adds comfort and a cozy feel on those chilly winter nights. Upstairs the bedrooms are gracious and inviting. Wood and tile floors throughout. The home has ample storage with two basements, two attics, and large closets. Located near the center of the quiet, artistic, and friendly town of Falls Village, the setting and neighborhood makes you feel right at home. Community is everything! Too many other details to list - please inquire! Close to private schools such as Hotchkiss, Salisbury, Indian Mountain, Kent and Berkshire. And the local public schools are excellent. A one-year, broad-range HOME WARRANTY is INCLUDED.

Elegant and complete renovation of Lakeville Mid-Century home offering fresh finishes throughout, contemporary comforts and open space, one-level living. Walls of new, oversized windows from dining to kitchen to living room and vaulted sunroom all deliver expansive and dramatic views of the Southern Taconic Range from Salisbury's Mt. Riga up through Mt. Everett in Sheffield, Mass. An exceptional country setting offering indulgent amenities and vistas. New kitchen, bathrooms, laundry and HVAC. Primary Bedroom en suite with generously-sized shower, double sink vanity and radiant heat flooring. Two guest bedrooms share hall bath with tub/shower. Powder room located on opposite end of home from dining and kitchen. Enjoy morning coffee or outdoor dining in a handsome three-sided screened porch with planked wood ceiling and overhead fan. Expansive cedar decking accessed from living room, sunroom or screened porch doors. Located in a quiet neighborhood off Wells Hill Road less than a 5 minute drive to town and recreation at Lakeville Lake. Two bay attached garage with WiFi enabled door openers and an electric car charger. Whole house generator. Pastoral grounds paired with a uniquely rich and rare variety of tree species: Apple, Autumn Olive, Beech, Cherry, Crab Apple, Dogwood, Hemlock, Locust, Mulberry, Paper Birch, Sugar Maple, Tulip, Walnut and Willow. Two separate lots included in sale.

1850 home in the center of Lime Rock with many recent upgrades. Enter this lovely three bedroom home and be greeted by the open living/dining room with gas fireplace. A spacious kitchen has all new appliances and access out to the deck. There is a large half bath that includes the laundry and back stairs to the second floor and has plenty of room to add a shower or tub. Upstairs there are three generous bedrooms and a full bath. The roof dates from 2017, mechanicals, plumbing and some electric have all been updated. A single car garage and yard with lovely plantings complete this comfortable home.

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace & steam shower, 3 large ensuite bedrooms with fireplaces, playroom and laundry on upper floor. Ensuite studio above heated garage. Ownership includes all benefits of hunting, fishing, boating, hiking in this private community on pristine lake & pond. Available caretaking service make maintaining this beautiful home stress free. Enjoy year round peaceful lake area living on unique private estate in gorgeous Doolittle Lake Woods located 2 1/2 hours from Boston or NY. Agent Owned.

On the crest of Woodruff Mountain, moments from The Southfield Store, York Lake, and area amenities, a classic country estate awaits. Its centerpiece is a stately 5BR, 5000sf, c. 1798, Georgian-Federal home, set on a 232-acre property encompassing a 3,550sf historic barn, smaller barns & run-ins, gardens & green house, Gunite pool & pool house, tennis court, fields, pastures, stream, mile-long trail abutting Sandisfield State Forest, and 5-acre spring-fed pond, all arranged for maximum livability and delight. You'll be pleased with the elevator, generator, & other mod cons, and charmed by historic details, stunning vistas, & untrammeled view of the star-studded night sky. Not enough? A 6,000sf guest house with four apartments suggests myriad uses for guests or income. Perfectly beautiful. The origins of East Hill Farm date to the 1740s, when New Marlborough was first settled, and Thomas Shepard came from Cambridge, Massachusetts, to establishe a home in Southfield. In 1798, he built a grander residence signifying his prosperity and stature in the community. Shepard's new home boasted a facade and interior details in the latest neoclassical style, eight rooms including four bedrooms, five fireplaces, and expansive views across pasture and fields to the south. Now on the market for the first time in 55 years, East Hill Farm awaits a new steward to write a new chapter in its rich history. Throughout its 226-years, the now 232-acre property has been enhanced and adapted to meet the needs and wishes of many generations. The property's new owner will benefit from a classic vision of what a gracious country home should be, with tennis court, Gunite swimming pool, pool house, green house, spring-fed pond and streams, historic three-story barn, two smaller barns, woodlands and trails, perennial gardens, pastures, run-in sheds, and an expansive guest house with four apartments and totaling nine bedrooms. A three-bedroom caretaker's house, set on five acres, though not part of this listing, is being offered separately to the buyer of East Hill Farm. Classic, too, is the landscape design: gardens near the house lead the eye to pasture, hedgerow, and pond, and, beyond that, to a distant west view. Sight lines are punctuated by towering sugar maples, stone walls. The property abuts both Sandisfield State Forest and New Marlborough Land Trust acreage, connecting the two. About 2.5 hours drive from New York and Boston and 60 minutes from Bradley International Airport, East Hill Farm offers privacy as well as unparalleled access to culinary, recreational, and cultural amenities, including Sandisfield State Forest, York Lake, 1,000-acre Pond, Southfield Store, Old Inn on the Green, Butternut ski resort, and Great Barrington's shops, restaurants, and performance venues. Tanglewood, five Equity theaters, Jacob's Pillow Dance Festival, and amenities in northwest Connecticut are within easy reach. New Marlborough is a low-tax town of artists, writers, craftspeople, and second-home owners, attracted by its laid-back, sophisticated rural atmosphere. Its meeting house is the venue for the Music & More series and exhibits by painters, sculptors, ceramicists, and photographers, while its village green is the setting for a vibrant Saturday morning farmers' market. The Thomas Shepard House Listed in the National Register of Historic Places, the Thomas Shepard House was built by Connecticut housewright John Collar who did many homes in the southern Berkshires; one of his design trademarks was the creation of passages and closets next to the chimneys between rooms. In 1798, the Georgian architectural style was transitioning into the lighter, brighter Federal fashion; for instance, the home's fireplace surrounds feature both Georgian bolection moldings and Federal mantels. One unique detail is its enclosed staircase, which is thought to be original and reflect an early use of the house as a meeting place for a progressive Christian community. Subsequent owners have honored the home's original features: millwork and chair rails, chimney cupboards, hardware, wide-board flooring with original T-nails, the dining room's cooking fireplace with oversized beehive oven, and 12-over-12 window sash crafted of dense, durable first-growth wood, containing hand-blown 18th-century glass, and fitted with storms for maximum R-value. Subsequent owners have also added features for comfortable modern living. In the 1930s, a rear ell was added. The sellers enlarged this, bringing the home's size to an estimated 5,000sf and allowing for radiant heat, modernized kitchen, five bathrooms, large mudroom with laundry, family room with kitchenette and full bath, four-car garage, plus a second-floor sunroom, library, and additional bedroom. An elevator connects the library to the family room, a generator keeps things running whatever the weather, and the basement incorporates a wine cellar. The home's cedar shake roof was put on in 2021, there is high-speed Internet, a security system, a drilled well, and the heating fuel is oil. The National Register report is available upon request. Lifestyle Amenities On the north side of East Hill Road, the current owners created a tennis court, 20'x40' Gunite swimming pool, pool house, greenhouse, and 1,960sf barn. Behind it, a mile-long woodland loop road connects the main compound with the guest house to the east and pond to the west. Just west of the home's roofed flagstone patio and ancient apple tree, parterre gardens brim with perennials, annuals, and herbs, blueberry bushes, irises, peonies, and heritage roses. A picturesque 280sf garden shed provides a sweet focal point there, while a broad, mowed path leads to a stone wall and rustic gate, pasture, large spring-fed pond, estimated to be five acres in size for boating, fishing, and swimming. On the road's south side are pastures and woodlands, a stream with charming footbridge, and two barns. The current owners brought in a three-story, 3,550sf, 18th-century barn, dismantled in Vermont and reconstructed on site; this contains a number of large bays and two work rooms. They also built a smaller barn near the stream. Each of the pastures has a water source. In addition, there are two run-in sheds with electricity and running water, and three utility sheds. A portion of the property is in Massachusetts Chapter 61A, which provides for reduced taxes on agricultural properties. The Guest House The guest house is a 6,000sf structure, built in the 1930s as a barn for Arabian horses. Reimagined circa 1990, it contains four duplex apartments, each with radiant heat, independent exterior entrance, living/dining room with fireplace and cathedral ceiling, workable kitchen, first- and second-floor baths, generous closet space, and garage and storage space. It has a new oil/wood furnace, a fire security system, and a shared laundry room off the hallway that connects the apartments to the garage. Apartment 1: Spacious first-floor living/dining room with fireplace and French doors opening to a large, private terrace, den with built-ins, full bath; kitchen, and gracious good-morning staircase leading to the upper floor, which has three bedrooms with one en suite and one shared bath. Apartment 2: Spacious first-floor living/dining room with fireplace and doors onto a large, private terrace, den with built-ins, half bath, and kitchen, and staircase leading to two bedrooms with shared bath. Apartment 3: Spacious first-floor living/dining room with fireplace and French doors to the lawn, den with built-ins, kitchen, half bath, and staircase leading to the two bedrooms and shared bath on the second floor. Apartment 4: Spacious first-floor living/dining room with fireplace and built-ins, den with built in shelving, full bath with claw-foot tub, kitchen, and staircase to two bedrooms and shared bath on the second floor.

Almost paradise!..lure of the good life in Taylor Brook Hollow. A most coveted location with parklike grounds, statuesque hardwoods, a wildflower meadow & a crystal clear brook nourishing an abundance of watercress is a nature lovers setting for this countryside cape. The home has been well maintained, has 4 bedrooms, 2 full baths, (one recently renovated) large formal living room with a fireplace, eat in kitchen, formal dining room and family room with sliders to the rear deck. Full dry basement a plus, lots of sunlight and a lantern lit driveway. Covered Bridge is a private road with only 9 residences. Situated in the beautiful Litchfield Hills you'll be in close proximity to the Berkshires MA & Hudson Valley NY and all that is offered in fine dining with farm to table fare, theatre, hike the AT, cycle or walk the rail trail, ski the slopes, play in our many lakes and rivers. Medical facilities, public & private schools, shopping are all nearby. 1-2 hrs to Bradley Int and NYC airports respectively.

Discover waterfront living in this stunning contemporary residence, boasting an idyllic setting with direct lake access. Step inside to find an open-concept main level, where the kitchen, dining room and family room converge into an entertainer's dream. There is an additional family room with a wood burning fireplace on the main level. Transition effortlessly to the outdoors where the expansive lake view deck awaits. A hot tub offers a private oasis to unwind under the stars, framed by the tranquil sounds of the water's edge. Ascend to the second level where the primary bedroom serves as a personal retreat, complete with an ensuite bath designed for pampering. Two additional bedrooms offer comfort for family and guests, while a versatile bonus room provides space for your lifestyle needs.

Design and build your dream home with Welcome. This property pairs best with the Modern Cabin 3 home model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Modern Cabin 3 by Welcome is a luxurious spin on the traditional cabin. It features 3 bedrooms and 2 full bathrooms, as well as an array of luxury amenities to meet the needs of even the most discerning owner. The open-concept kitchen and living area provide easy access to the rear deck, offering an ideal space for entertaining or unwinding. Upstairs, the loft space adds a touch of versatility and provides ample room for creative expression and personal design. Once you've made your design selections and have an accepted offer on both the construction costs and the land, Welcome handles everything else, from permitting through construction and everything in between. (See MLS #243314 for land-only information.)

A Regal Sanctuary. Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. Create your own trails, enjoy the local flora and fauna, or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development as an alternative - drawings available to create a subdivision comprising 8 lots with views. This is more than a home; it's a kingdom where dreams take flight, and life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky.

1790 Colonial restored for 2024 living. Located on the well loved Konkapot River and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of Beartown Mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent Butler's Pantry. Spacious eat-in kitchen. Library also on the main floor. The second floor has four bedrooms, two baths plus spaces for additional offices. The property includes a fenced pool, patio and garage. As an extra bonus there is an additional lot at Lake Buel with a storage Garage and access to a private entry to the lake.

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston.