East Canaan CT Real Estate & Homes for Sale

Unique Multi-Home Property on 4.22 Acres with Scenic Quarry Views Don't miss this rare opportunity to own two homes on one expansive 4.22-acre lot! The main residence offers 2,821 sq ft of living space and is complemented by a charming 1,368 sq ft converted barn-ideal for extended family, guests, or rental potential. The property features an in-ground pool (in need of repair), a pool house with outdoor shower, and a spacious 2-car garage with a workshop above. Enjoy the serene, park-like setting with a level yard and stunning views of the nearby limestone quarry. While the main home does need some TLC, well, septic, and home inspections have already been completed-giving you a head start on making this property your own.

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. New furnace installed 1/15/25

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!

Architecturally Designed Modern Home newly constructed in 2022. This Private & Chic Modern 3 Bedroom & 3 Bath Home is absolute perfection throughout! No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. The property is magical with a brook at the edge of the property, tiered lawn areas, a mountain view, your very own private hiking trails at the back end of this stunning 58+ acre property, and 200 ft of new stone walls. The Kitchen has all Thermador appliances inclusive of a 99-bottle wine fridge and built-in coffee maker. The dining room and living room have accordion doors opening up to the terrace allowing for seamless indoor/outdoor living. Also on the first floor is a private office, laundry room, and a large bedroom with lots of storage and a full bath. The second floor has a luxurious primary suite, a 3rd bedroom ensuite, and a sitting room with a built-in library at the 2nd-floor landing. The Post & Beam Barn built in 2018 has 3 garage bays and and one entry bay. There is a full bath on the first floor, the entire barn is fully insulated with the heat on the first floor and finished space on the second floor. Loads of room for storage, a studio, or a home office. Close to private schools and all the amenities that the Litchfield Hills & the Berkshires have to offer!

Welcome to this beautifully maintained 3-bedroom, 1 full bathroom, 2 half baths home located in a well-established "Green Acres" neighborhood just minutes from town. With a freshly painted exterior, this home boasts great curb appeal and a warm, inviting presence. Newly painted exterior, new furnace installed in 2024, tons to offer. 19 miles to the Metro North Wassaic Train Station and just 14 miles to Great Barrington, MA. More professional photos to be updated middle of next week.

Nestled along Greenwoods Rd. W., this charming 1,032 sq. ft. Colonial offers a cozy and functional layout with thoughtful updates. The first floor features a modest eat-in kitchen with a spacious pantry that conveniently accommodates laundry, a versatile living room with space for a dining area or office nook, and a full bath. Upstairs, you'll find two comfortable bedrooms, each offering generous closet space. This home boasts several mechanical upgrades, including a newer heating system and oil tank, a brand-new hot water heater, and a roof that is approximately 10 years old. Additionally, a generator transfer switch adds peace of mind. If you choose the front bedroom, you'll enjoy the seasonal sounds of the Blackberry River just across the street, adding to the home's tranquil charm. Ideally located with easy access to North Canaan and the best of the Berkshires, this property provides both convenience and a picturesque setting. Don't miss this wonderful opportunity!

Opportunity Knocks! This 2-bedroom single-family home offers great potential for the right buyer. Nestled on a small lot near Route 44, the property features a finished lower level, 2-car garage, and the soothing sound of a nearby river. Located on a no-through street with city water and city sewer. Home needs rehab-bring your vision and ideas to make it shine! Owner says sell-don't miss out on this value-packed opportunity!

PRICE REDUCTION! Motivated seller, bring all offers!!! Located on a quiet cul-de-sac this home is waiting for you! Green Acres Community is North Canaan's best kept secret! This 1987 spacious Saltbox with hardwood floors sitting on almost an acre has been recently updated with kitchen appliances, bathroom vanities and fixtures, new propane furnace, washer/dryer, hot water heater, water filtration system and home generator. The large living room could easily have a sitting area, office. The finished walk out basement has a half bath and laundry room and provides another space for a rec or family room or potentially a third bedroom/in-law suite. The wood stove adds warmth to your winter nights. Fiber optic ready for those that work from home. The large wrap around deck, 817 square feet, provides plenty of space for outdoor activities, grilling and get togethers. The quiet neighborhood is conveniently located to public and private area schools, main street shopping, and all of the entertainment that Great Barrington, MA has to offer. Nearby amenities include Amazing restaurants, Twin Lakes, Catamount Ski Area and Ski Butternut, and plenty of hiking along the Appalachian trail. 30 minutes to the train, 2 hours commute to the city. This home is move in ready. Come take a look and explore all that it has to offer. Make it yours. Motivated seller, bring all offers

Attention investors! Nestled on a peaceful 1-acre lot, this 2 bedroom, 2 bath Cape provides warmth, character, and opportunity! A spacious kitchen, with adjoining pantry, and dining area provides plenty of room for gathering. The inviting living room features exposed beams and a brick hearth, perfect for a wood or pellet stove. The first floor includes a bedroom, laundry and full bath, while upstairs boasts a large bedroom, another full bath and a versatile landing area. Outside you will find an oversized shed with ample storage, perfect for tools, equipment or hobby space. With major updates already done by the owners of 23 years, this home is ready for your personal touch. A little vision and TLC can transform it into the perfect starter home, cozy getaway or AirBnB! A short drive to Great Barrington. Don't miss out! Newly adjusted price.

Welcome to your potential new home in the charming town of Falls Village, Connecticut! This delightful house in Litchfield County combines a perfect blend of comfort and convenience, making it an ideal choice for those seeking a peaceful retreat with easy access to various amenities. As you step inside, you'll be greeted by an inviting entry foyer with a stylish tile floor and a stairway leading to the second floor. The fully equipped country kitchen is a dream come true for any home chef, featuring quality cabinetry, a convenient breakfast bar, and a pantry for all your storage needs. Whip up your favorite meals while chatting with family or entertaining guests in this warm and welcoming space. Adjacent to the kitchen, you'll find a cozy dining room that opens up to a delightful three-season room. This charming space boasts a vaulted wood-paneled ceiling, a ceiling fan for those warm summer days, and direct access to a beautiful bluestone patio. Imagine sipping your morning coffee while enjoying the serene outdoor views or hosting memorable gatherings with friends and family in this versatile area. This spacious home has four large bedrooms, providing ample room for family members or guests. The full basement, accessible from both inside and outside the house, affords additional storage or the potential for a future recreation area. Throughout the home, you'll appreciate the abundance of natural light that creates a bright and airy atmosphere.

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures. There is a third full bath, two additional bedrooms and bonus room. This property really comes alive outside! The two stall barn is in excellent condition. Stalls are 12x12 with electric and frost free hydrant, tack/feed room. Exterior access to two private paddocks that open into a lush pasture. Barn also includes equipment area, workshop and RV parking space or use this space as a run in for livestock. The home is surrounded by mature gardens and hardscapes. Walkout basement has slider to a stone patio area and a fireplace. Could be spectacular extra living space. Home is complete with an invisible fence system for your pups and whole house generator. Horse property, waterfront and views this property is it!

Welcome to 100 Belden Street, a custom-built gem in charming Falls Village! This home is full of unique character and thoughtful craftsmanship - from real horseshoe door handles and pine/hemlock beams for added strength, to radiant floor heating with antifreeze and Andersen windows throughout. The kitchen boasts hickory cabinets, granite countertops, and included appliances. Bathrooms feature sinks made from stone mined in Mexico, real stone tile showers, and a rustic tub with a working well pump-style faucet. Upstairs offers a spacious open floor plan - easily convertible into 1-5 bedrooms and a bath - already framed and ready for your imagination. Only $1,000 more in taxes to finish the space, and the 1,250-gallon septic only needs to be upgraded to 1,500 if adding more bedrooms. White cedar throughout the home (never rots or molds), a maintenance-free metal roof, 26x26 garage, and generator-ready setup offer ease of living. Plus, a backyard 8x9x40 container adds extra storage or creative workspace. Just 15 mins to MA & NY and near the Appalachian Trail - this one is truly special! Embrace a lifestyle where craftsmanship meets comfort in this remarkable Falls Village home. Perfect for full time living or a weekender. Schedule a viewing today to experience firsthand the unique features and inviting ambiance of 100 Belden Street

Delightful, renovated, early Norfolk village house, Chef's kitchen adjacent to welcoming dining room. Spacious living room with Rais wood stove, master suite with cozy sitting/TV area, guest bedroom with half bath, multiple additional rooms which can be used in various ways - bedroom, office, dressing room, music room etc. Wood floors, plaster walls, updated systems, town water and sewer, period post and beam barn with one garage bay, stone terrace off the kitchen, outdoor shower and pretty flower gardens. The house (just recently restored and painted) and the grounds are charming and in excellent condition.

Attention: Contractors, Renovation Specialists, Investors, etc. Estate Sale being Sold in its "As Is" and "Where Is" Condition to include all Contents in the House (including clothes dryer), Basement, Grounds & Garage. Early 1900's 2-Story 1,744 +/- Sq. Ft. Single Family on a 0.35 Acre Lot. Superb Triple"A" Prime Location in this Litchfield County Town of Norfolk. Great Potential and Opportunity to Transform this Property to a "Showcase Masterpiece"! Home has "Good Bones, " requiring Creative Individuals to Turn it Around. Oil Heat, Town Water & Sewer. Roof appears to be in Decent Condition. General Area Offers Numerous Arts & Cultural Venues - Yale School of Music, Infinity Hall, Lime Rock Park, State Parks, Ski Areas. Easy access to "The Berkshires". Truly a "DIAMOND IN THE ROUGH"; and Reasonably Priced at $239,900.00. Sale is Subject to Approval from Probate Court.

A wonderful Farm property with significant frontage along the Housatonic River; ideal for boat (no engines recommended), fishing, paddling-canoes or kayaks, Nature watching. A 36' x 110' (former cow) barn is now an IDEAL BASE for conversion into a SENSATIONAL home to be built, within. Or, ideal for personal social/recreational use. Exposure is Western giving wonderful views, great light, and great sunsets. This Property is IDEAL for personal family use: hunting (subject to any local and state laws), riding horses, or ATV's (subject to any municipal regulations IF in place, and more. It can also be farmed, with animals or crops. While in a flood plain according to maps, there is no recent knowledge of the land being flooded from any existing riverbank overflows. or other causes. See agent with any additional questions. Check with local authorities for any alternative information about the area.

Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor adventure. As you step inside, the home's expansive windows frame the picturesque landscape, inviting the beauty of the surrounding woodlands and river into every room. the home features a modern design with 3 well-appointed bedrooms and 2 baths. . The deck is the perfect vantage point for observing the river's twists and turns forming natural swimming and fishing holes. Anglers will delight in the proximity to the Hollenbeck Club, with the benefit of a stocked preserve of trout migrating downriver to your doorstep. Located in the picturesque town of Falls Village, this property is a rare offering that combines the best of contemporary living with the allure of a natural paradise. Don't miss the opportunity to own this enchanting riverside retreat.

Embrace the pinnacle of grand lakeside living in this Salisbury residence, where Adirondack inspiration meets modern sophistication on the edge of East Twin Lake. This home is a testament to visionary design and impeccable craftsmanship, nestled on 2 acres with a private sandy beachfront. The expansive Great Room, with its walnut floors, oak paneling, and regal coffered ceiling, is a celebration of artisanal detail and serene lake views. The second floor is a retreat of luxury, offering a grand Primary suite, two additional ensuite bedrooms, and a laundry room for utmost convenience. The third floor extends the living space with a flexible area for entertainment or guest quarters. The outdoor experience is enhanced by a gazebo with a fireplace and an infinity spa, all set against the dramatic backdrop of the lake and mountains. This home's grandeur is matched by its robust infrastructure, ensuring a legacy of beauty and comfort, all within easy reach of superior private schools and only two hours from NYC. Full Bath included with the flex space on the third floor. The basement has approx. 2500 sq ft of partially finished space with a full bath, laundry connections, and a boat garage. Sale of house is on 2.0 acres. 24 hour minimum notice required for showings. Buyer POF required in advance for showings. Video/Audio surveillance in use.

Beautifully maintained home sits above the road with nicely landscaped yard, paved driveway and two car garage with an additional car port. Currently set up with an Eat-in Kitchen, Living Room (this could also be used as a formal dining room), Full Bath, Office & Den (could be a dining room or living room) on the first floor. Upstairs are three generously sized bedrooms and another full bath. The lower level includes a Utility/Laundry Room, playroom and a basement workspace with large work tables. Recent updates include exterior paint, new roof on house & garage, new bathroom floor upstairs and new hardwired smoke detectors. Septic was replaced in 1996. All room sizes are approximate.

Beautiful home in a great location. House is heated by wood and is very comfortable. Great location to town-updated kitchen. Basement is amazing-lots of great space! COME LOOK!

Introducing: Clara.The meandering river road sets the stage for this stunning vintage country farmhouse.The drive to the house is almost as special as the house itself, the epitome of country living, the gravel road is speckled with daffodils, lovely farmhouses, views of the river and hills peeking out from the other side of the Housatonic. Once the main residence of the grand Longmeadow Farm, now her own 10 acre sanctuary. This home is ready for the antique lover who is seeking that special, once in a lifetime home, that can bring her back to her glory. The porch pulls you into the house, both wide & spacious. It wraps around the house to a side area that can be left open for fresh air or closed so it can be used into some of the chiller months. When you enter the house you are struck by the grace and elegance of the layout. The center hallway stairs flank the house, with two large rooms to either side. The room to the left includes built-in bookcases, a wood burning fireplace & large window with a built-in bench seat. The room to the right of the stairs includes additional built-in shelves. The rooms are both gracious in size, with hardwood floors. The kitchen provides a simple,but charming take on the country kitchen, with built in storage and rustic charm. The room beyond, provides yet another area to curl up by the fire, with a full bath attached. The dining room beckons for friends and loved ones to gather with ample space for a large table.

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.

"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.

The Boyle house, circa 1886, is a charming Salisbury Ct antique with close proximity to the Housatonic River. This well sited colonial is light filled and charming. The main floor has a large and gracious living room with fireplace which leads to a formal dining room also with fireplace, a powder room and sunny kitchen; each room features original wide board floors. Separated from the main living area by a book shelf-lined hallway is a light filled first floor primary suite with walk in closet, separate shower and deep tub in the ensuite bath; an adjacent office and private terrace. The upper level of the home includes a second primary bedroom with ensuite bath, and two additional bedrooms with a second updated, full bath. Outside the living room, the generous terrace with a koi pond, offers the perfect sunny spot to dine and relax. The mesmerizing sound of the Great Falls creates a wonderful backdrop for entertaining. This property is beautifully landscaped with perennials and specimen trees. A two car garage has additional storage space with an attached greenhouse. Stone walls with steps lead to the pool area. Come see this lovely Salisbury property.

Tower Hill house sits on 7 acres with 800 feet of frontage along the western shore of Doolittle Lake in Norfolk, CT. Designed by a local architect and built by local craftspeople, the house is privately sited down a long driveway and sits on a little bluff so there are lovely views over the lake. The Doolittle community takes great care to protect the health of the lake and its surrounding woodlands. Hiking, swimming, kayaking, canoeing and sailing (no motor boats allowed) are among the fun and healthy things to do and town is only a few minute car ride away.

Enter through the Mahogany front door to the 1st floor featuring Fir wood floors, crown molding, and 11' ceilings setting the tone for this luxury home. The living room offers a fieldstone wood-burning fireplace, coffered ceilings, and sliding glass doors to a Lakeview porch. Adjacent is a kitchen with Shaker cabinetry, quartz countertops, a tiled backsplash, high-end appliances, and a central island. The butler's pantry adds convenience with an ice maker, dishwasher, and extra storage. Outdoor spaces include a dining porch with a fireplace, a screened porch, and an expansive open-air porch with Mahogany decking and stainless-steel railings. Upstairs, two serene primary suites feature lake views, vaulted ceilings, walk-in closets, and luxurious en-suite baths with soaking tubs, oversized showers, and quartz vanities. A media room and two additional en-suite bedrooms with lake views and elegant finishes complete the 2nd level. The finished lower level includes a mudroom, laundry room, game room, multipurpose space, and full bath, with walk-out access to the lake and a state-of-the-art, salt water, self-cleaning, heated gunite pool. Additional features include a boat launch and lakeside gazebo on Twin Lakes. The property also boasts a heated two-car attached garage as well as a 4-bay detached garage, perfect for your car collection, the ultimate party barn or sports or court venue. 13 heat zones, 6 cooling zones, radiant heat throughout, granite accents, & an irrigation system.