luxury real estate for sale Canaan, United States

This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. Hardly any clearing required. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Drive-bys are welcomed, but please do not pull in without a confirmed appointment.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open layout flows seamlessly onto an expansive deck, perfect for outdoor dining or taking in the peaceful, scenic outdoors. Practical amenities abound with a spacious circle driveway for ample guest parking, plus a massive 1,200+ square foot detached 3-car garage with dedicated shop space-ideal for creators, hobbyists, or extra storage. Just two minutes from historic Falls Village-one of Connecticut's most charming small towns-offering cozy local eateries, immediate access to the Appalachian Trail, and the natural beauty of Great Falls. All the while, less than 30 minutes from Metro North train station!

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special. Ideally located near the Metro-North train station and within easy reach of the region's most celebrated destinations, including Music Mountain, Tanglewood, Yale School of Music in Norfolk, Lime Rock Park, and the Appalachian Trail. Mohawk Mountain, Butternut, and Catamount offer nearby skiing, while the restaurants, galleries, shops, and outdoor pursuits of Litchfield County and the Berkshires are all within easy reach. A remarkable Litchfield County estate where river, meadow, woodland, and historic New England architecture come together-an idyllic year-round home or country retreat offering extraordinary privacy, character, and a setting that simply cannot be replicated. Listing agent is related to Seller.

Presenting a rare and wonderful opportunity to own two utterly charming antique cottages-each featuring 2 bedrooms and 1 bath, and situated on its own separately deeded parcel. This unique setup offers tremendous flexibility to offset your living costs: live in one while renting the other, maximize your income by renting both, or keep one and sell the other. Significant capital improvements have been made over the last few years, including a new shared drilled well, extensive tree clearing, a new septic system for one cottage and structural work where needed. There are new kitchens and updated bathrooms. Both homes are filled with historic character, boasting cozy wood-burning fireplaces and airy cathedral ceilings. Located in the heart of the Lime Rock section of Salisbury, the Airbnb, VRBO, and long-term rental potential here is exceptional. You are close to the historic Lime Rock Park racetrack, three prestigious area private schools, and endless year-round cultural and outdoor activities.

Sharon CT Acreage! Nice parcel on a main road near the Housatonic River. Two or three home sites are possible and lot access is granted by Rights of Way over existing driveways. A majority of this parcel abuts State of CT land to the north and west. Must be seen to be appreciated!

Build your dream home on this 9.33-acre parcel in the highly sought-after town of Salisbury, CT. Set on a scenic country road in the picturesque Northwest Hills, the site features completed engineering for a 3-bedroom residence, with the potential for a larger home. This property offers a quintessential New England lifestyle just minutes from prestigious private schools and bucolic villages. Enjoy the perfect balance of rural tranquility and premier access to the area's rich cultural heritage, lakes, outdoor recreation and world-class motorsport events at the historic Lime Rock Park. A perfect, blank canvas awaits your architectural vision.

The Ridge at Red Mountain: A Private 5.4 acre approved building parcel set along the foot of Red Mountain in Lakeville offering privacy, elevation, and long-range north and western views across the Litchfield Hills toward the Berkshires. The property features gently rolling topography and a serene setting surrounded by natural landscape and neighboring farmland. The owners are highly regarded architects and have designed a residence specifically for this parcel. Architectural plans are available and included in the land costs, offering an opportunity to streamline the design and building process. Buyers may choose to utilize these plans or pursue their own design, subject to local approvals. The listing agents have further details. This is not just land, but intentional architecture tied to the setting - a home site designed for the view. Abutting property to the north is in permanent conservation. Located minutes from the village centers of Lakeville and Salisbury, with access to local shops, dining, and outdoor recreation. Approximately 20 minutes to the Metro-North Railroad.

Discover a rare opportunity to own over 21 acres of private forestland with potential views overlooking the Housatonic River Valley, directly adjoining hundreds of acres of Connecticut State Forest. Tucked away on a private road, this secluded property features a network of wood roads and hiking trails, perfect for exploration and outdoor adventure. A rustic campsite complete with a lean-to and small seasonal cabin offers an ideal base for recreation while you develop your future homesite. The land also borders a picturesque mountain stream, adding to its natural charm and tranquility. Located just minutes from the village of West Cornwall, fly fishing on the Housatonic River, and skiing at Mohawk Mountain, this property is a true country retreat-a peaceful haven for nature lovers and outdoor enthusiasts.

Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your custom home perched to take advantage of the serene surroundings-a place to unwind, reflect, and reconnect with nature. Ideally located near some of the Northeast's most prestigious schools, including The Hotchkiss School, Indian Mountain School, and Salisbury School, the property offers both a peaceful lifestyle and educational excellence. Outdoor enthusiasts will find themselves minutes from the Appalachian Trail and the Housatonic River, a destination prized by fly-fishing aficionados. Despite its tranquil setting, the property is conveniently located just two hours from New York City and only 25 minutes from the Metro-North station in Wassaic, NY. Your private escape awaits in the heart of Litchfield County.

Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

Enchanted escape, loaded with charm! This lovely vintage 3 bedroom cape is shrouded with mature trees, flowering shrubbery and nestled privately on 1.08 acres. The old world stonework was cut and formed into the rock outcroppings decades ago by a master stone mason. This well built gem is solid as a rock. Turn key, with modern updates, hardwood floors, wood burning fireplace, built in dining hutch, an abundance of windows for cross breezes and plenty of sunlight. Serviced by town water and sewer is a real plus! There is a walk out from the one car basement garage. Our Tri-State area, beautiful Litchfield Hills, Berkshires MA and Hudson Valley NY are rich in culture, offering fine arts, restaurants with farm-to-table fare. Private and Public schools, medical facilities, golfing, skiing, hiking the AT, all within minutes. Come play, kayak, fish in out many lakes, rivers and streams. Less than 2 hrs and 1.25 hrs to NYC & Bradley Int airports respectively

Welcome to Forest's Edge. Set along a quiet country road traveled only by those with a reason to be there, this 1950s farmhouse presents that rare, elusive balance: complete sanctuary without isolation. Following a comprehensive, top-to-bottom renovation in 2021, every surface has been lovingly reimagined with an emphasis on quiet luxury and timeless craft. Arrival begins along a classic peastone driveway edged in Belgian block. A deep, welcoming front porch sets the scene generously scaled for classic Adirondack chairs, crisp afternoon breezes, and effortless entertaining. Inside, the main floor unfolds with natural light with windows surrounding the space. The living room serves as a cozy anchor, centered around a focal stone fireplace with a convenient propane insert and flanked by windows that invite sunlight to stream through all day. Just beyond, the dining area catches lovely views of the side porch stretching toward the pool. The kitchen is a beautiful balance of form and function: custom-paneled appliances, elegant marble countertops, a center island with an integrated breakfast bar, and a six-burner Wolf range equipped with a griddle and double ovens. Completing the main level is a powder room and a flexible front office that could seamlessly transition into a mudroom or playroom. The second floor hosts three spacious bedrooms, a full bath, and a dedicated laundry room that makes daily routines feel entirely luxurious. The entire third floor is devoted to the primary retreat, elevated high in the treetops for ultimate privacy. This sanctuary includes an expansive walk-in closet-easily tailored as a quiet reading lounge or private office-and a spa-inspired bath complete with a walk-in shower and deep soaking tub. Outdoors, the landscape honors the property's natural contours. Professionally designed perennial beds weave around a dramatic rock formation, while hydrangeas dot the open lawn. Tucked discreetly away from the main house, a tranquil pool and sun deck offer the ultimate private retreat for warm summer afternoons. A seamless blend of character and modern convenience, where no detail was too small to consider, and no expense was spared. Proven academic year and summer rental income property.

This affordable lot is just under 3.5 acres in Salisbury. The only clearing that's needed is for a driveway off the main road and to open up a potential view to the Taconic Range to the west if desired. Otherwise this lot is wide open and flat. There are a few possibilities here for a homesite, so the prospects are wide open. There's plenty of room for a pool, a garage, a guest house - whatever you might desire! It's about 8 minutes to downtown Salisbury and under 20 minutes to Great Barrington, MA - one of the coolest towns in the Berkshires. This property is a "must see" if you're hunting for the right spot in the Litchfield Hills!

Imagine building your new home on a 7 acre lot in the very northwest corner of CT with a mountain view. It's less than 10 minutes to the town center of Salisbury, and less than half a mile to the Massachusetts border, which means that you're only a little more than 15 minutes to the happening town of Great Barrington. The lot features a picturesque rock outcrop in the middle (some clearing needed), and a subtle rolling terrain with a very nice high point as a home site. The driveway would be directly off a town road. Salisbury currently has one of the lowest property tax rates in the state. Don't let this one pass by!

Set within the sought-after Lion's Head community, this refined condominium offers a rare blend of light, privacy, and architectural charm. The main level centers around an expansive living room bathed in natural light, anchored by a focal fireplace and framed by generous windows. The streamlined kitchen opens directly onto a private, patio set beneath the canopy of a weeping willow-an ideal backdrop for morning coffee or outdoor dining. Just off the kitchen, a formal dining space is wrapped in built-in bookcases, lending a warm, library-like atmosphere. A powder room, dedicated laundry, and abundant storage closets complete the main floor. Upstairs, two well-appointed en-suite bedrooms offer complete privacy and comfort. The primary suite features soaring ceilings that lend an airy, expansive feel, while the second en-suite bedroom is flanked by custom built-in shelving, making it equally suited as a guest suite or quiet reading retreat. It would be possible to convert dining room to first floor primary and and build a connecting first floor full bath. Lion's Head delivers an effortless, low-maintenance lifestyle with amenities that include a community pool and tennis courts. Perfectly positioned just moments outside of town, the property offers ultimate convenience to local dining, boutiques, and the nearby rail trail.

Here it is! Just what you have been waiting for. An updated unit in desirable Lions Head Condominium. Elegantly refreshed throughout from top to bottom. Recently redone hardwood floors, fresh interior paint & stylish new wallpaper create a clean, modern aesthetic. The gourmet eat-in kitchen with granite countertops, ample cabinet space, & stainless steel appliances beckon you to whip up a delicious meal on the 5 burner propane range. Step outside through the sliding glass doors to your private outdoor oasis-a beautiful flagstone patio surrounded by mature plantings providing a serene setting with a privacy fence & an open adjacent yard. The inviting LR has copious amounts of sunlight streaming in from the 3 sided end-unit position. Cozy up to the newly serviced wood burning fireplace & entertain guests with a separate wet bar in the LR. Main level half bath powder room. Second floor has 2 generously sized bedrooms - each with en suite baths. Primary bedroom w/skylight. Washer & dryer upstairs. New mini splits on both levels providing A/C. New hot water heater. Large one car detached garage w/shelving. Comfortable, easy living in a complex with well maintained landscaping, swimming pool, tennis courts, & responsible neighbors. Nothing more to do but relax & enjoy all Litchfield County has to offer - scenic beauty, cultural events, gourmet restaurants, antique shopping with prestigious private schools, & metro north train station nearby. Schedule now to appreciate this beauty!

This is one of the most stunning medium-sized land parcels in NW Connecticut. It's primarily an open field, part of a horse farm, with a tree lined entrance and a 180 degree view of the Taconic mountain range from south to north. Set well off the main road, the building site is relatively flat, with an attractive fence at the perimeters. It's a blank canvas waiting for the right buyer with vision and a sense of pride in the surroundings. Plenty of space for a pool and/or tennis courts, barns, other outbuildings - whatever may be desired, and no tree clearing is necessary. Imagine having this view every day, especially with the colorful fall foliage!

The best of both worlds: close enough to town for local shops and restaurants in moments, yet set high on Lincoln City Road with long views toward the distant Taconic Range. This darling neighborhood is steeped in local history. Lincoln City Road earned its name during the 1860 Lincoln Presidential Election, adding another layer of character to an already special setting. From the outside, Willa is a classic New England Colonial with charm and curb appeal in equal measure. Step inside, though, and the home takes on a more contemporary feel, with light-filled spaces and an easy, welcoming flow. At the heart of the home is the dining room, complete with gleaming hardwood floors, a wood-burning fireplace, and a wall of glass opening to the outdoors. Natural light pours in from every direction. The open dining area flows into an efficient kitchen with ample cabinetry, an electric cooktop, and wall oven, making it easy to entertain while staying part of the gathering. The oversized living room is made for board-game nights, watching the game, or simply settling in. A whitewashed chimney adds texture and character, while direct access to the deck extends the living space outdoors. The first-floor primary suite offers a private retreat, with a recently renovated bath featuring a double vanity, large tiled shower, and striking stone slabs. The walk-in closet is generously sized, with ample hanging space and custom built-in shelving. The first level also includes a flexible bonus room for an office or playroom, a renovated half bath, and an attached two-car garage. Above the garage, an unfinished second floor offers valuable storage or future potential. Upstairs, two additional generously sized bedrooms share a renovated full bath with a soaking tub and shower. Outside, the expansive lawn offers room for relaxing, gardening, and lawn games. Classic landscaping, including stone walls, hydrangeas, and peonies, frames the home beautifully. A large deck overlooks the rolling lawn and distant hills, creating an inviting setting for dinner and drinks with friends and family. Nearby, several renowned boarding schools include Hotchkiss, Indian Mountain School, Millbrook, and Salisbury. Salisbury is a year-round playground, with hiking along the Appalachian Trail, skiing at local hills, and swimming in nearby lakes. It is also home to the Salisbury Ski Jump, a beloved local treasure and winter activity.