Spencertown NY Real Estate & Homes for Sale

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream.

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.

Clarion Farm is an iconic French Country Estate & Horse Property in Salisbury, CT. It is a serenely private retreat with a 4-bedroom main house, a Studio on 16.25 acres, and a Horse Property on 30.72 acres for a total of 47 acres only a few minutes from the village of Salisbury and 15 minutes into Great Barrington. This exquisite property seamlessly blends tranquility with sophistication, creating an unparalleled living experience. Every aspect has been thoughtfully crafted to ensure maximum comfort and well-being, making it a true haven of peace and French Country Casual Luxury. All rooms are generously sized and flow beautifully into one another. The stunning private stone-walled pool courtyard is perfectly situated on the professionally landscaped property. Clarion Farm has a 12 Stall Horse Barn, a 6 Stall Barn, an Indoor 80 x180 Indoor Riding Ring, a 100 x 200 Outdoor Riding Ring, 6 Paddocks, and a 2 Bedroom Barn Apartment. Ideally situated near the many private & public schools, Catamount Ski Area and Aerial Park, and the villages of Salisbury, CT, Millerton, NY, Great Barrington, MA, and Wassaic Train Station. This listing includes two parcels: 10 N. Beaver Dam Road (Parcel ID: 2408134) and 471 Undermountain Road (Parcel ID: 2769378), with acreage and taxes reflective of both properties.

Clarion Farm - Clarion Farm is an iconic French Country Estate in Salisbury, CT. It is a serenely private retreat with a 4-bedroom main house and Studio on 16.25 acres only a few minutes from the village of Salisbury and 15 minutes into Great Barrington. This exquisite property seamlessly blends tranquility with sophistication, creating an unparalleled living experience. Every aspect has been thoughtfully crafted to ensure maximum comfort and well-being, making it a true haven of peace and French Country Casual Luxury. All rooms are generously sized and flow beautifully into one another. The stunning private stone-walled pool courtyard is perfectly situated on the professionally landscaped property. Ideally located near the many private & public schools, Catamount Ski Area and Aerial Park, and the villages of Salisbury, CT, Millerton, NY, Great Barrington, MA, and Wassaic Train Station. This property is also listed with more acreage and a Barn: 24059706

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 with 497 feet of water frontage. 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.

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!

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...

Updated North Canaan Investment - This charming two-unit building on Railroad Street in North Canaan has been fully updated and is currently rented and income-generating. The main level features large windows overlooking the sidewalk district allowing for excellent visibility and easy access for pedestrians. Sunlight fills the main floor from both the front and back of the building offering a warm and inviting atmosphere. The upper unit is a cozy 2-bedroom, 1-bath residential apartment that is also filled with natural light. This property presents a fantastic opportunity for a ready-to-go investment in the growing Village of North Canaan. Also listed as Commercial: 24035396

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.

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 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.

Mid Century mint ranch house within a bucolic North Canaan, CT neighborhood very close to Salisbury, CT, Falls Village, Great Barrington, MA and every regional amenity that this part of the CT Berkshires is celebrated for. Within the Litchfield County market here is an exceptional value as a starter home, downsizer, or co - primary residence for the busy digital nomad.

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.

Salisbury Townhouse This sweet 2-Bedroom 1-Bath Townhouse is in the East Meadow Homes community on the edge of the Village of Salisbury, CT, near the market, library, post office, coffee shop, restaurants, the Bike Path, Ski Jumps, and The White Hart Inn. Features include a fenced backyard, Garden Shed, one-bay Garage, low HOA, and the shared 9+ acre common area. Instead of renting, invest in your own home!

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!

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.

This historic 1845 Greek Revival estate, set on 11 acres of coveted Belgo Road in Lakeville, CT, offers a stunning blend of traditional design and modern conveniences. Fully restored in 2018, the primary residence features four ensuite bedrooms and is surrounded by bucolic views from each side. The first floor opens with an elegant entrance, leading to well-proportioned living areas that showcase meticulous craftsmanship. Award-winning landscaped gardens, designed by Renee Byers, create a seamless flow between indoor and outdoor spaces, featuring specimen trees, magnificent hardscaping, and kitchen and cutting gardens. The backyard invites relaxation with a swimming pool and outdoor shower, while the patio overlooks a wildflower meadow-perfect for entertaining and dining al fresco. A 3-bay garage, built in 2016, includes a sun-filled loft with high ceilings, oversized windows, and a bedroom with a full bath and kitchenette, adding versatility to the property. Sustainable features such as solar panels and an electric vehicle charger offer modern efficiency. The property is adjacent to Taconic State Park, part of one of the largest unfragmented forests between Virginia and Maine. A converted barn with two separate apartments and its own driveway provides ideal spaces for hosting guests or rental opportunities. Experience the best of country living in Litchfield County! Nearby amenities include Lakeville Lake, the towns of Salisbury, Sharon, and Millerton, a train to NYC.

A Newly Renovated Iconic Salisbury Estate! - A stately Neo-Palladian 3,732 sq ft main house is perfectly sited on 28 acres surrounded by 300+/- acres of conserved land. This architecturally designed home has a perfectly proportioned living room with a wood-burning fireplace, and 3 sets of 10 ft French doors opening to the entertaining patio with sweeping mountain views. The newly renovated kitchen is light-filled and boasts Calcutta countertops and backsplashes, sleek fixtures, 2 dishwashers, and a bar area. The inviting dining room enjoys stunning views of the sprawling grounds and can easily seat 10-12. To round off the first floor there is an office off the living room with an adjacent newly renovated full bath. The second floor boasts 3 newly renovated ensuite bedrooms each with the beautiful Carrera marble bathrooms. The spacious primary suite has a wood-burning fireplace, a teak deck to gaze at the mountains and stars, a dressing room, and an expansive spa-like marble bathroom. Completing the upstairs is a sweet den ideal for watching TV, reading a book, or admiring the sunsets at this idyllic country setting on Salmon Kill Road, only one mile from the village of Salisbury. The property has a unique and important conifer collection of over 80 cone-bearing trees from around the world and has a creek rimming the property. This graceful Estate has spectacular 360-degree pastoral and mountain views.

Salisbury Contemporary with Coveted Lakeville Lake Views - Watch the seasons unfold from the extraordinary private residence offering panoramic views overlooking the pristine waters of Lakeville Lake to the Hotchkiss School. This impressive residence masterfully balances open design with comfortable living spaces perfect for intimate gatherings and entertaining. The thoughtfully designed main level showcases an open-concept floor plan anchored by two wood-burning fireplaces, creating distinct yet flowing spaces for modern living. The chef's kitchen featuring premium appliances with seamless access to an expansive screened porch and open deck- ideal for al fresco dining while enjoying the mesmerizing lake views. This home offers 4 bedrooms with an ensuite Primary on the 1st floor. The ground level presents a fully independent living space with its own kitchen, living room and half bath-perfect for home office or guest accommodations. The property has an attached oversized 2 bay garage, elegant stone walls framing the grounds, and professional landscaping creating a park-like setting. With potential for second-floor expansion, this home offers endless possibilities. Located just minutes from Salisbury, CT village, Millerton, NY and Lakeville Lake beach access, this property offers the combination of breathtaking water views, proximity to prestigious prep school institutions, and the serenity of Connecticut country living- all within a short drive to local amenities/Recreation.

A wonderfully built home privately set atop a knoll with sensational (expandable if desired) distant views to the South and West, over the nearby hills, and into NY state. All on one floor, it was superbly built, with premium quality materials and mechanicals. It has a new roof, along with new flooring in many rooms, other interior decorative touches. It has an excellent living design, all on one floor, with wide hallways and doorways. There is a lot of invisible and perhaps overbuilt quality, from a concrete based foundation and, main level under-flooring, to its interior, from the basement to the roof. The site is sun filled and so is the residence, being built, and designed, with large windows and ceiling skylights, both to 'capture' the sun in the cold months, and 'deflect' it in the warm months. Every room has individual heating controls for the radiant heating that exists throughout the home. The home is fully airconditioned, and also is outfitted with business grade (by Comcast) whole house communication equipment, enabling excellent connectivity in every room. The land has a suitable location for a pool, if desired, but is otherwise easy to maintain in its current state. The cavernous basement is ideal for storage, a home theatre, or other, non-storage uses, with large spaces for any such use. There is a ground level exit. Rooms, hallways, and doors are all sized for easy movement throughout the home.

Put your personal touches on an in-town Lakeville home with an inground pool! Currently a one level home with home renovation plans that have been designed and approvals are in process. Proposed renovation is designed to include an open floor plan on the 1st floor. The proposed second floor will have three bedrooms including a primary ensuite, a second full bathroom and a laundry room. The proposed plan includes an attached screened porch and inground pool with bluestone patio. There is a wonderful large fenced in backyard perfect for play and hosting. Property is being offered for sale as-is with fully designed renovation plans & construction documents. Property is owned by a local contractor who can facilitate the renovation at an additional cost. Purchase now and work with the designer to add your personal touch! Work will start in 2025 either way - come take a look! All room sizes are approximate

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!

Mare's Nest ~ Circa 1890's equestrian property once home to many thoroughbred racehorses. This charming Colonial has been a cherished family home for over 50 years. The estate showcases a combination of period details and recent additions including a primary bedroom wing on the main level and a greenhouse. The main house boasts 4 fireplaces, 4 bedrooms and 5 baths. Fabulous heated in-ground pool and pool house located off the great room. Across the 27 rolling acres of lawns and pastures, the pastoral beauty of the landscape unfolds, offering a pond and a serene escape into nature. Outbuildings add to the charm and functionality of the property, with garages, 6 stalls and a paddock ~ the latter 2 for equine pursuits. A few minutes to the vibrant village of Millerton with great farm to table restaurants, the movie house, and shopping. Easy access to the rail trail for walking and biking. 2 hours to NYC.

Linden Hill Farm, an estate of unparallelled elegance, is one of the most magical properties in Litchfield County, combining a sense of a by-gone era with the finest modern amenities. Built in 1929 and exquisitely renovated by a renowned NY designer, the 6-bedroom, 5 full & 3 half-bath gracious Georgian Revival w/original oakwood floors, 6 antique fireplaces & multiple outbuildings sit on 72+/- private, breathtaking acres w/meadows, expansive verdant lawns punctuated by ancient trees, sculpted boxwood gardens, delightful perennial gardens & views of the Berkshires. A double-height, front-to-back entrance hall leads to a stone terrace that spans the back of the house, w/ long established perennial gardens overlooking 40 acres of fields & meadows. The reception rooms are light-filled, of grand proportions, and have antique French doors leading to the back terrace. A lovely sunroom opens to a formal garden. Expansive eat-in kitchen w/a center island offers commercial grade appliances, fully equipped Butler's pantry & a delightful dining area w/French doors leading to the terrace & kitchen garden. A cozy dark-paneled library adjoins. Up an exquisite curving staircase, the primary suite w/fireplace, 2 baths, 2 dressing rooms, sitting room & terrace overlooks a formal boxwood garden. 2 more ensuite guestrooms w/fireplaces are nearby. In a separate wing: 3 more bedrooms w/large game room above. Oversized pool w/summer kitchen, pool house & tennis court. A Magnificent Country Estate.