Canaan NY Real Estate & Homes for Sale

Welcome to Meadow Wood. This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays. A barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this one level home.The exterior walls are planted w/ climbing hydrangea that blur the

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

Do you have an eclectic lifestyle, a little outdoorsy, a little sophisticate? Nestled up against the Berkshire hills and adjacent to Green River Wildlife Management area enjoy trails, flyfishing and horses on this 22 acre Berkshire farm. Yet only minutes from the Clark Art Institute, restaurants and Williams College. Home has remodeled kitchen with new SS appliances, granite and farmers sink, updated laundry and bathroom. The woodstove and high effciency furnace keep the home cozy in the winter. 3 bedrooms, a home office space and a mudroom complete this comfortable home. The 2 car garage has an upstairs workshop. The barn opens to a large pasture with Berkshire mountain views waiting for fencing and your horse! Fish off your own land in the Green River or wade across and discover the hidden pasture that once was home to happy horses. Fenced yard for dogs, chicken coop, deck over looking the river, and covered porch completes this perfect country setting.

Rare New Construction with Major Western & Big Sky Views. 4 Bedrooms, 4.5 Baths with an Open Floor-plan & Modern Edge, this Property is Unmatched. Main Level Primary Bedroom with Large Closet & Full Bath. 3 En-Suite Bedrooms Up Share Family Room with Gas Fireplace & Monster Views. Large Refined Eat-in Kitchen. Screened Porch. Private Office. 6.1 +/- Pastoral Acres in the Coveted Taconic Area Nestled Among Expansive Estates & Luxury Homes, this Property is Just Minutes from Twin Lakes, Salisbury Village Center, Area Prep Schools; and Great Barrington, MA.. Heated Gunite Pool. Separate 2-Car Garage.

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.

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 all that Litchfield County has to offer. Being offered "AS IS".

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

Welcome to 16 Barlow St, a delightful 3-bedroom, 1-bath colonial home nestled in the heart of picturesque Canaan. Built in 1877, this vintage gem exudes timeless charm while offering modern comforts for today's living. Outside, the charming front porch is ideal for watching the world go by, while the backyard provides a peaceful haven for gardening, playing, or simply enjoying the beauty of nature. Located on a quiet street, 16 Barlow St is just moments from local shops, cafes, and the scenic beauty of the Litchfield Hills. Whether you're a history buff or simply seeking a home with character, this lovingly maintained colonial is ready to welcome you.

Solid home in need of renovation located close to town. Roof is approximately 10 years old. Vinyl replacement windows throughout. Ample sized rooms with hardwood floors. Full bath upstairs and half bath on first floor will need to be renovated. Pantry off kitchen has laundry hookups. Enclosed front porch. Attached two car garage. Nice yard. This is a great project home. Estate appraisal is $225,000.00. Subject to Probate Approval. All room sizes are approximate.

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...

Charming 5-Bedroom Village Colonial in the Heart of North Canaan Located in a desirable sidewalk neighborhood, this beautifully renovated Village Colonial combines classic charm with modern updates. The home features newly updated electrical and plumbing systems, replastered and lathed walls, freshly refinished main-level floors, all-new bathrooms, and a fully remodeled kitchen. Freshly painted throughout, it is ready for you to move right in. From the spacious front porch, enter into a gracious foyer and enjoy an open, airy layout perfect for family living and entertaining. Large, sun-filled rooms lead to a modern kitchen with direct access to a deck and lower patio, ideal for outdoor dining. A versatile first-floor study creating a great home office space. The walk-up attic provides potential for additional living space or a creative studio. The beautifully landscaped backyard is a private oasis with a lawn, gardens, mature fruit trees, and year-round flowering plants. Conveniently located close to ski resorts in Massachusetts and within walking distance to local amenities like the pharmacy, post office, library, grocery stores, playgrounds, and a lifeguarded town beach, this home can be both a tranquil retreat and easy access to everything you need. Make this charming home yours today! The owner has completed beautiful renovations throughout the home, enhancing both its charm and modern functionality. Room sizes are approximate.

This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a landing, also facing the view. A few more steps takes you to the primary suite with walk-in closets, shower and soaking tub. Tucked up in the top is another room with a view. Lower level has a den, workspace, laundry, another guest bedroom and bath that open out to the patio. New HVAC, new roof with solar and Tesla battery, frontage on the Whiting River; this property transports you away from it all.

A Charming Colonial with Scenic Views Welcome to this beautifully maintained 8-room colonial, a perfect blend of comfort and convenience, nestled on a picturesque corner lot. This inviting home offers a spectacular newly renovated kitchen, 4 bedrooms and 2.5 baths. a spacious living room that opens to a generous deck perfect for enjoying the quiet surroundings and open views.

Explore Dove Creek Lodge, an exceptional modern farmhouse on 12 + acres, nestled in the Berkshire foothills where each season promises unique picturesque charms. The main house, pastoral property and pool have been carefully sited and crafted to maximize the stunning westward Catskills vistas while maintaining the privacy and serenity of a forest oasis. Set along a quiet country road, this very recently renovated and upgraded late 1940s home showcases fine woods, red oak floors, and an original fireplace as well as all-upgraded systems. The result is an incomparable backdrop for modern luxury living in the country. An inviting gourmet kitchen with European appliances, original oak flooring, multiple porches and a beautifully sited pergola are just a few of the home's highlights. The sprawling primary suite has its own private terrace and spa bath. Numerous bedrooms, baths, (4BR, 3.5BA) and flexible home office spaces make for the perfect work-from-home sanctuary. Each of the three levels of living space offer indoor-outdoor access, emphasizing the towering red oak, spruce and cedar trees that grace this gorgeous setting. The historic barn has been outfitted as a three-car garage wired for electric cars. Fresh air lovers delight in the well-manicured walking path that meanders to the rear of the property with abundant wildlife, while the property's countless bird species are often seen at dusk and heard in the depth of night under glittering stars.

Charming, antique home that offers both comfort and convenience.The covered porch sets a welcoming tone, leading into a home rich with character, including a formal dining space that seamlessly connects to a cozy living room, complete with a wood-burning fireplace. The eat-in kitchen is a modern chef's delight, boasting a double oven and a new electric cooktop on the island, while the sliding door invites natural light and views of the picturesque backyard. The practical layout includes a main floor bedroom or office with an en suite half bathroom, offering flexibility for homeowners. Upstairs, the primary bedroom features a spacious closet and direct access to a full bath, which is also accessible from the hallway, ensuring privacy and convenience. Two additional bedrooms are just up a short staircase, providing ample space for family or guests. The property also includes a one-car garage with a workshop, connected to the kitchen by a breezy open way, and a bonus one-room apartment above the garage, complete with a kitchenette and full bathroom, perfect for guests or as a potential rental opportunity. This home seems to blend historical charm with modern amenities, making it a unique and desirable property near Canaan.

A diamond in the rough with endless potential! Embrace the challenge, roll up your sleeves, and make this house a home that reflects your unique style and preferences! All the elements of a coveted country classic"wrapped up in one property"now available at the peak of Salisbury's historic Bunker Hill. The viewshed for this 3,678-square-foot home on 8.50-plus acres is protected by conservation easements. The shingle-roofed house settles perfectly into its surroundings, with open fields, an expansive yard in the back, and an enclosed kitchen garden to the side of the house. Inside are 4 bedrooms and 4.5 bathrooms, a formal living room with fireplace, a full butler's pantry, a kitchen with a four-burner Viking range. The house faces south, offering light and views. The full, finished basement has its own bathroom and a separate entrance. The house and setting make this a blue-chip property"in one of Litchfield County's most sought-after towns. The views alone are worth the investment - the rest is up to you!

39 Bunker Hill is a rambling property with stunning distant views, the residence is set back to the rear high elevation of the property, a long driveway bordered by a wildflowers meadow, gardens, and a pond at the bottom of the sloping meadow affording long southern views of the distant hills. The centerpiece of the property is the dramatic post and beam barn home created by reassembling the best features of four antique barns circa 1857 that were located on the property and using the best parts to create two attached barns. This meticulously crafted luxury home is a treasure inside and out. The ambiance of this extraordinary home is faithful to its intimate history as a barn, while offering generous spaces with more-than-enough modern amenities to seduce the most discriminating of homeowners The absence of windows at the front of the house belies the wonder experienced upon entering foyer where the first thing you see on the opposite side is a large window giving a preview of the long view across the valley and distant mountains. In the great room, where visitors are immediately confronted with multiple windows on two walls high-and-low boasting panoramic views to the east and south. Opportunities like this one seldom come along. The total property is 39.614+- acres.

Discover a unique blend of Southwestern style and New England charm at 100 Belden Street, Canaan, CT. Crafted in 2018, this barn reproduction offers comfort, sustainability, and low maintenance living. Immaculately maintained by its original owner, this home boasts radiant heat, a light-filled cupola, and sliding barn doors. Interior highlights include hickory cabinets, a custom Amish wagon wheel chandelier, and a one-of-a-kind bathroom with cedar, tile, and native stone. Enjoy peaceful ambiance from covered front and back porches, ideal for relaxing or entertaining. The spacious loft serves as an office, studio, or sleeping area. Offered fully furnished with select equipment available, this home promises immediate enjoyment. Located at the tranquil intersection of rustic allure and modern comfort, the durable metal roof and all-wood construction ensure longevity and aesthetic appeal. Inside, cathedral ceilings and a skylight create a warm atmosphere. Two bedrooms and well-appointed bathrooms offer comfort and privacy. Practical amenities include a two-car garage and ample guest parking. Set amidst expansive grounds, outdoor enthusiasts will appreciate nearby access to the Appalachian Trail. Experience country living with modern conveniences just 15 minutes from Massachusetts and New York.

Cozy Salisbury Edge-of-Town Farmhouse - This 3-bedroom Farmhouse with a Garage is in a Commercially Zoned edge-of-town location just down the street from the Scoville Memorial Library, the grocery market, restaurants and shops, and the Bike Path which runs from the east side of Salisbury to near Lakeville Lake. Town Water and Town Sewer provide this property with endless opportunities!