Luxury properties for sale North Canaan, United States

Discover an idyllic escape from urban life in this elegant Colonial Revival home, nestled on a private 3 acres. As you approach, the classic charm is immediately evident in the ornate circular front portico, offering a glimpse of the exquisite details that await within. Upon entering the home through the spacious tile-floored foyer, dentil molding graces the interior along with arched doorways, creating an atmosphere of refined elegance. The front-to-back living room boasts a marble surround fireplace with crisp detail adding to the ambiance. The formal dining room, with French doors leading to a private back deck, provides options for entertaining outdoors. In the heart of the home, the eat-in kitchen maintains its classic charm with new (2022) stainless appliances and white granite counters. Upstairs, the upper library with detailed trim-work and built-ins becomes a haven for relaxation. Two spacious bedrooms and a full bath are off the library. The unique primary bedroom features a full bath, a walk-in closet, and a doorway leading to a spacious upper balcony, providing a panoramic view of the grounds. Beyond all the classic detail, the home boasts an updated septic system, a new 50 yr roof, a whole house generator, new (2022) washer & dryer, hardwood flooring and freshly painted rooms throughout. The walkout LL has a wood stove and rec room with pool table. Convenient to NYC and the Berkshires this stately retreat is just a short drive away. See virtual tour for more.

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!

The Mare's Nest is a lovely 1890's equestrian property which has been home to the same family for the last 50+ years. The main house is a colonial featuring some fine original details with more recent additions of a greenhouse and a main floor bedroom wing that adds an additional kitchen, laundry and great room. There are a total of 4 fireplaces, 4 bedrooms and 5 bathrooms. The stables and a number of other outbuildings add a great deal of charm to the rolling 27 acres of lawn and pastures highlighted by the bucolic swimming pond. The heated inground pool is conveniently accessed from the great room and primary bedroom. There is a hot tub and a small pool house for storage of pool toys. The stable was home to many thoroughbred racehorses over the years and has 6 stalls and a fenced paddock. The 2 barns have 9 garage bays and lots of room for equipment storage. Conveniently situated near the village of Millerton NY and a 20 minute drive to the NY train at Wassaic.

Welcome to historic Ballyhack Farm where one can enjoy old world charm with period renovations. This home is steeped in history even having pictures in the Historical Societies' book on Cornwall. Gracious center hall flanked by a living room and parlor. Chefs kitchen with eating area and butler's pantry. Most rooms are corner rooms allowing for plenty of sunlight and several windows. The property consists of 19 acres on three titles and overlooks a wetland onto Ballyhack Preserve. The gardens and fruit trees dazzle the eyes when in season. This home has 4-5 bedrooms with one bedroom and on the main floor. There is a full bath and a half bath on the main floor. There is a zoned heat system and central air throughout Other extras are a full house generator and a carport for EVs. The house sits on a little over 8 acres with an additional 6 subdivided parcels.

Welcome to 2 Pritchard Road, a comfortable retreat nestled in the quiet countryside of Cornwall, CT. This 1920's Sears kit house, blends country charm with modern comforts, offering an idyllic living experience. Step inside this well-appointed home and discover a haven of tranquility. With 3-beds & 3-baths, each room is designed to provide comfort and relaxation. The spacious living room invites you to unwind in its warm embrace, adorned with tasteful finishes and a generous amount of natural light. Indulge in the beauty of nature from the 3-season screened porch. Two fireplaces add an element of cozy sophistication, providing a warm ambiance during cooler evenings, creating the perfect atmosphere for intimate gatherings or peaceful solitude. Outside, the grounds of this remarkable property are a true testament to the wonders of nature. Stone walls add a touch of rustic elegance, while a small pond adds a touch of whimsy and stillness. Located on a quiet country road, 2 Pritchard offers unparalleled privacy and seclusion. This is a place where you can escape and immerse yourself in the serenity of nature. The home is available from January 1 through April 30. It is close to Mohawk Mountain Ski Area, the Housatonic River, and the beautiful towns of Kent, Sharon, Warren, and the Village of Cornwall.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

An early Hudson Valley farmhouse, this c1840 eyebrow colonial sits on two and a half acres with a guest house. There are plenty of period details to fall in love with like wide, old growth pine floorboards and classic farmhouse two-over-two windows. Comfortable, approachable, and built with function in mind like all great northeastern cottages, the rooms are nicely sized and flow easily into one another. The country kitchen is simple, sweet and sunny with classic bead board cupboards and a farmhouse sink, and there’s a mudroom leading outside into the lawn. There is a first floor bedroom & full bath, and on the second level, along with two additional bedrooms you'll find a large, central seating area & another full bath. Across the lawn and past the firepit, French doors lead you into a streamlined, new build guesthouse. There is a spacious living room with a vaulted ceiling & Noguchi pendant. The large bedroom has a new ensuite bath with a beautiful marble shower. There is a 1 car garage attached. Updated, high end mechanicals in both homes. 720 Center Hill Road is very much the quintessential Hudson Valley farmhouse, charming and sweet. 2h to NYC and 20m to Amtrak.

This is a Fourth Generation home for so many reasons! It's now your turn … Be the next family to enjoy making cherished memories on water & land ... friends & family gatherings/celebrations, holidays,boating,kayaking,swimming,ice fishing & so much more - A lakeside gem offering year round magical views, activities & serenity! Relax on the private covered porch & enjoy your morning coffee, lunch or dinner. The kitchen offers great cabinet space, newer gas stove & refrigerator w/breakfast area w/sliders leading to backyard & lake. A nice sized dining rm for mingling & holiday entertaining w/family & friends.The open living rm is light filled w/large windows.A full bathrm & laundry rm complete the 1st flr. On 2nd level 3 bedrms - one w/sweet lake views & a bath located at the end of the hall. Two sheds on the property, 1 w/electricity - perfect for an extra refrigerator & storage of water toys for lakeside fun. The yard is a great place for a game of cornhole or sitting at water's edge with a glass of wine waving to your new lake friends as they go by on their boats or kayaks enjoying nature at its best! You may even be lucky enough to see the eagle or blue heron gliding across the lake. In the yard you will find a flag pole w/spot light, a lighthouse & perennial gardens.Only one residence abuts the property.Plenty off road parking which is a huge plus for all your lake guests. Town Water & Sewer. Eversource Gas. Portable generator included.

At the crossroads of the Hudson Valley's most desirable locations lies the charming Hamlet of Hillsdale. The quaint town's architectural star-of-the-show is this fully restored Masonic Temple that offers its new owners a long list of options to maximize their enjoyment and use of the property. Zoned for both commercial and residential opportunities the Temple can easily be your architectural design dream home, your business' new headquarters, a premiere shopping destination or all of the above and more. Rarely is a space of such beauty and square footage offered to the market in pristine condition. Boasting impressive 14ft tin ceilings throughout and an abundance of large steel casement windows, the expansive space is illuminated with natural light throughout the entire day. The majestic scale of the building is a delight to take in and can be attributed to the Masons who built it with their understanding of mathematical precision, geometry and the power of form and proportion. Two bedrooms, 3 Bathrooms and a streamlined kitchen create a move-in ready residence while views of the surrounding hills from this gated, hedged and private property make you feel worlds away while still having the ease and accessibility of a village location. The temple is perfectly placed between popular local businesses such as Roe Jan Brewing Co, The Hillsdale General Store, Tiny Hearts Flower Shop and Cook & Larder offering a sweet walkable lifestyle as a residential property or the perfect business opportunity as commercial. The hamlet's bounds to the north and east is the intersection of NY-23 and NY-22. These roads connect the Catskills to the Berkshires West-to-East and offer easy access to Rensselaer and Dutchess County North-to-South. The connection to these areas creates a vibrant community of creatives, nature enthusiasts and culinary connoisseurs. The museum quality of this property offers an overwhelming amount of unique opportunities and must be seen in person to fully appreciate.

New England Charm in the Modern Classical. This Woodridge Lake home offer's quiet elegance with an open floor plan. High, vaulted ceilings in a great room main level design. A gracious primary suite with large walk in closet, European style tub, separate glass shower, granite counters make this a must see. There are rand ow width hardwood floors throughout and tiled floor to ceiling baths. Stainless steel appliances with a propane range. The backyard offers plenty of sunlight and room for games, pool, garden beds and more. Other features included are Graber window shades, central vacuum, multi-zoned propane fueled heating system, Central Air, a custom filtration system for water and air, a lower level walkout with sliders ready to expand the home. Check it out soon before it's gone!

Welcome to the Torringford Farms community in Torrington, where your future home awaits you! This is one of the few homes with 4 bedrooms & a finished basement in this community. As you step inside, a bright foyer with high ceilings sets a welcoming tone. The main floor boasts an open, bright, and airy layout, a living & dining room with hardwood floors. Adjacent is the updated eat-in kitchen with stainless steel appliances & a breakfast bar, overlooking a deck & patio, perfect for hosting gatherings & embracing outdoor living. Completing the main level is a great room w/fireplace off the kitchen & a half bath/laundry room combo. Upstairs, discover 4 bedrooms. The main bedroom boasts an ensuite bathroom & a California walk-in closet, while the other 3 bedrooms share a full bath. Downstairs, the finished basement offers additional living space, including a home office & a cozy sitting room ideal for unwinding and enjoying your favorite shows or games. This house comes with numerous upgrades for your peace of mind, including a new roof (2021), a new hot water heater (2023), & a kitchen upgrade in 2016. It also features central air, central vac, & crown molding throughout. Additionally, you'll find a park close by, providing the perfect setting for residents to connect & foster friendships within the community. Conveniently located near shopping, major highways, & a host of amenities, don't miss out on this opportunity to make this your new home!

Nature Lovers Paradise - Stately center hall colonial overlooking wildlife-filled protected marsh land and Sanders Brook for great beauty and privacy. Located just minutes to Lake Waramaug and access to Warren Town Beach for swimming, this home has it all. Updated kitchen with granite counters, center island with eating bar and opens to living room, dining room and western facing deck. A generous sized family room with fireplace and powder room complete the first level. The lower level walkout with family room and fireplace, one bedroom and a full bath, along with workshop and storage area make this an easy home to have guests or a possible in law apt. The upper level which is accessed by a double staircase opens on to a porch, primary bedroom suite with walk in closet, laundry area and full bath with tub and separate shower. There are two additional bedrooms and a hall bath. Close to great skiing, swimming, hiking trails and shopping New Preston and Kent!

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!

A true diamond in the rough and priced to sell! One of the most requested towns in the Berkshires and the lowest tax rate in South County all on 31 private acres. Live in your own guest cottage while you complete the build out on a custom and gorgeous timber frame home! Enjoy the beautiful views of Tom Ball mountain and the relaxing sounds of a babbling brook in the front of the property. There are also apple trees, grape vines, hiking trails and a small pond adding to its appeal. The cottage has a recent renovation that's 95% completed. It has vaulted ceilings, soapstone counter tops, butcher block island and stainless appliances just waiting for your finishing touch. Don't let this unbelievable opportunity pass you by!

Upon entering this home you will feel AT HOME! The family room has a lovely fireplace with gas insert providing warmth and soothing ambience. Dining is enjoyed in front of the sliding glass doors to the back yard offering views of nature and trees bording the property. On those days -- weather permitting -- dining is enjoyed on the deck off of the dining room. The kitchen is equipped with newer stainless appliances w/ beautiful coordinating stainless look backsplash. Floors throughout main level offer a country farmhouse feel w/warm shades of brown -- durable and easily maintained. The three bedrooms are located on the upper level. Primary bedrm with walk-in closet, access to the full bath which offers two entrance ways and 2 additional bedrooms complete the upper level. The lower level has an additional room with matching floors as the main level, full bath, laundry rm and storage space. Added storage in double garage and shed. Location is so very convenient to all town amenities -- and easy access to many of the traveled routes -- Route 8, Route 4, Route 202 -- just 45 minutes to Hartford, 2 hours to NYC, Boston. Move right in, it's ready for you -- You will love it!

Prime Location in Lovely Lee! This beautiful and newly refreshed Colonial is ideally situated on a very desirable and quiet cul-de-sac. Behind its charming picket fence, discover a spacious sanctuary of five bedrooms and five full and one half bathrooms. The main level welcomes you with lofty ceilings, a living room adorned with built-ins, generous dining areas, and a sumptuous primary bedroom complete with a walk-in closet and luxurious en-suite. An absolutely beautiful and newly remodeled kitchen showcases sleek quartz and walnut countertops, stainless steel appliances, pantry, and island, seamlessly connecting to an attached sunroom, while the dining room offers direct access to the deck. Enjoy the serene outdoors from these inviting spaces which also offer a panoramic view of the lush, fenced-in backyard. Ideal for both intimate gatherings and grand affairs, the open-plan kitchen, living, and dining areas exude comfort and style. Upstairs, discover four generously proportioned bedrooms and three full baths, all elegantly tiled. The walk-out lower level unveils an exercise room, additional dining space, two expansive, yet combined, entertaining/play/work areas, and a spa-like bath, complemented by patio access. Additional features include a welcoming farmers porch, town services, solar enhancements, and an attached two-car garage with automatic openers. Bask in the meticulously maintained mature landscaping and embrace the lifestyle you deserve. This offering presents an unparalleled opportunity to immerse yourself in the natural beauty, cultural richness, culinary delights, and adventurous spirit of the Berkshires. With convenient access to Tanglewood, Mass MoCA, and a myriad of other captivating Berkshire attractions, seize the chance to call this haven your home.

This custom designed Modern Eyebrow Colonial with open floor plan is located on a quiet country road close to Macedonia State Park and the Appalachian Trail. The Great Room, with high ceilings and lovely natural light, features a comfortable sitting area, full kitchen with center island, a dining area with dry bar and French doors to a spacious private patio. The first floor has a den with wood burning fireplace that is the perfect solution for extra guests. There is a half bath in the hall. The primary bedroom suite with full bath is on the second floor along with a guest bedroom also with full bath en-suite. The laundry is in the hall closet on this level. Propane heat/Central Air/Whole house generator. Nothing to do but move in! Large furniture items are available for purchase directly from owner. Located near Kent's town center with great restaurants, shopping and bakeries. Less than 2 hours from NYC and minutes to Metro-North.

The Marsh-Whitlock House, built in 1738, is the oldest recorded home in Warren, CT, located in the heart of the Litchfield Hills. This historic Saltbox sits on 33 serene acres with a pond and offers old-world charm along with modern amenities. The main house boasts many historic details, including four enchanting fireplaces (one of which is a cooking fireplace with a beehive oven), stunning broad floorboards and paneling, and exposed hand-hewn beams. The main level of the home features an open kitchen and dining with vaulted ceiling that leads to a lovely sitting area and screen-in porch that overlooks the backyard and pond. Additionally, there is a formal dining room, a living room with rich paneling, a main-level ensuite bedroom, and an additional bedroom. The upper level includes two light-filled bedrooms and a loft area. The property includes manicured gardens, a fruit orchard, and meandering walking paths through the forestland. There is also a large detached barn currently used for woodworking, gardening, and crafts that opens to a stone patio with a pergola, as well as a luxurious modern sauna overlooking the pond. A proposed pool site, approved in the past, is located near an existing tennis court that is in need of repair. Relax outside in Adirondack chairs draped with cozy blankets next to a wood-burning fire pit, on the screened-in porch overlooking the undisturbed property, or on the covered stone patio overlooking this magical setting.