Spencertown NY Real Estate & Homes for Sale

SUPER QUIET location off a country lane finds this Contemporary home w/ CENTRAL AIR CONDITIONING, woodstove opening as fireplace and attached garage.. super solid, bright and happy... LR w/15' ceiling & lots of windows throughout bring the outdoors in for a beautiful country feel.. off dining area are glass drs to open deck overlooking meadowy lawn protected by light forest. 3-4BRS, 2 full baths including double vanity.. large open loft with closets.. principal ensuite complete w/walk-in closet, bright bath and beautiful hardwood floors. Large level yard, private rear deck on 2 acres offer just enough lawn to play badminton or add your inground pool. Surrounded by some hidden but most expensive, multimillion dollar estates in the area..

Discover unparalleled sophistication and privacy with this magnificent estate, introduced to the market for the very first time. Situated on more than 17 acres of pristine land, this gorgeous home is enveloped by a magical outdoor sanctuary featuring a crystal clear swim pond and intricately designed gardens bursting with a variety of plantings and flowers. Enjoy peaceful moments wandering through these stunning gardens or lounging on the sophisticated bluestone patio, a perfect spot for soaking in the tranquil surroundings or gathering fresh flowers for your home. This expansive home includes four bedrooms and 3.5 baths, providing ample space for family and guests. The kitchen features rich Cherry cabinetry with matching hardwood floors and a welcoming wood burning fireplace, creating a warm inviting atmosphere. The primary suite is a retreat unto itself, featuring a fireplace to unwind in front of at the end of the day, dressing area and a spacious bathroom. Connecting through a sunny and airy breezway, guests are treated to their own private haven complete with a cozy sitting area, sleeping loft and separate entrance, ensuring comfort and privacy. This estate is a rare find, combining grandeur with the intimacy of detailed design and natural beauty. It provides a lifestyle marked by tranquility and luxury, making it an ideal sanctuary. Experience this exceptional home and all its offerings by scheduling your private tour today.

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You'll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

Located in a gated community of large acreage land holders and highlighted in Interior Design Magazine, sits this exquisite and truly special property. The main house is a stunning post and beam contemporary masterpiece built with the highest quality materials and a curated aesthetic that draws the outdoors within. Glass, wood, steel and textiles compliment each other to create a space that is inviting and cozy while also being edgy and hip. A gunite pool encased by stone walls sits just beyond a wall of glass. Two equally designed and inviting guest cottages sitting just steps away are perfect for friends and family. Continue beyond the complex, past a couple crystal clear swim ponds and you'll end up at one of the most jaw dropping premier building sites in the Hudson Valley with views overlooking three states. Situated between the Berkshires and Hudson, this is a property you come across once in a lifetime.

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

Offered turnkey, this renovated modern log cabin blends rustic charm with contemporary comfort surrounded by birch trees. Located on the NY MA border. 15 min to Stockbridge MA & a short drive to ski resorts. Featuring a brand-new kitchen. The open living room boasts a beautiful stone fireplace & hardwood floors. The primary bedroom suite has a gorgeous private bath with a soaking tub & soaring 13' shower. The guest bath was not forgotten in design. This contemporary cabin would be a perfect retreat or great for everyday living. A clean dry basement could be transformed into additional living space. Don't miss your opportunity to make this modern log cabin your own slice of paradise. Just over 2 hr to NYC. Broker is owner

River Road, set amongst the rolling hills of picturesque Hillsdale you'll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you'll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

Custom designed and built country contemporary in a very quiet setting. This light filled home offers almost 4000 sq ft of spacious, one level living. The finished living area is ADA compliant with open floor plan and wide passages. The Great room is central to the home and leads to additional gathering rooms, breakfast area, screened porch and stone terrace. There is an en suite master, with 3 additional bedrooms , 1 1/2 baths, plus laundry. The basement is substantial and dry, great for storage, or create a gym or media room. The whole house generator relieves any anxiety about power outages. This 5 acre setting is peaceful, a mixture of open and woods, with a small pony barn barn and fenced paddock. A fabulous location only 5 minutes to the Taconic State Parkway, 10 minutes into Chatham village, and 25 min to Hudson or Great Barrington.

Perched high on the hill and surrounded by more than 30 acres of land, this custom Timberpeg home overlooks breathtaking, wide-ranging vistas, and sunset views to the Catskills. The heart of the home is an open-floor plan kitchen and living area, flooded with natural light, creating a warm and inviting space. An impressive 31-foot stone fireplace, equipped with a wood stove insert adds a touch of rustic elegance and warmth. Three bedrooms, each featuring its own private ensuite bathroom ensures the utmost comfort and privacy for family or guests. Additionally, the convenience of an elevator provides effortless access to every floor. Conveniently located only 5 minutes to Chatham, 20 minutes to Hudson, and 30 minutes to Great Barrington. This extraordinary property not only offers a serene retreat from the hustle and bustle of daily life but also ensures that you're never too far from the charm and conveniences of nearby towns.

On just shy of 10 acres, this Contemporary log home with towering views of the Berkshires offers floor-to-ceiling wood-burning fireplace - spacious, spacious rooms, tons of natural light and wrap-deck. 3BRS plus office, primary BR w/en-suite bath, 2 full baths, wonderfully airy Great Room w/cathedral ceiling, wall of windows and sliding doors to deck. Formal DR off kitchen. Tremendous storage in unfinished/rec-level basement. 9.4 surveyed acres and long driveway ensure privacy. Rights to Queechy Lake just minutes away. 14mi to Lenox, 5 minute drive to Chatham Village.

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

The Every House has the soul of an artist and offers a little something for everyone. A Pond for reflecting, a pool for a cool dip. A quiet road to walk on. Proximity to Chatham for life's essentials. The mudroom is where you'll start, shedding boots and coats. Upstairs a country kitchen looks out over the grounds, keeping things in perspective. The living room is large enough for formal and informal to coexist, anchored by the fireplace. The sunroom serves as a dining room for light filled soirees. First floor bedroom with full bath with steam shower. Upstairs,3 large bedrooms (one with fireplace) are eclectically laid out for privacy and rest. The third floor offers storage or additional living space. The garage has a two bedroom, two living room apartment with full bath and kitchen.

For the first time on the market in nearly 60 years, Underwood Farm is a remarkable 117 acre spread across the rolling ridgelines of Hillsdale and harboring a magnificent, roaring piece of the Roeliff Jansen Kill. Once a thriving dairy farm, this offering includes an authentic Greek Revival farmhouse with all of its architectural integrity in place: wide plank wooden floors, original sash windows with wobbly glass surrounded by detailed trim work and a sweeping center hallway with 5 bedrooms, 2 full bathrooms, 3 fireplaces, a small barn and a large commercial dairy barn with 3 stories. The house enjoys exceptional proportions and far-reaching views of the Catamount ski slopes across a lovely field visible from almost every room. Driving into the property, once you cross the Roe-Jan, a natural fit for a new home sight reveals itself high on a knoll with the sounds of water breaking across stones downstream and the famed hills of Hillsdale are seen in every direction. Build your dream home and enjoy rental income from the original farmhouse and lease the acreage of fertile fields to nearby farmers in need of soil or hay or try your own hand at wildflower farming. Options abound.

At the end of a meandering dirt road in northern Columbia County sits the Farmhouse on Goetz Road, a 109-acre former farm that evokes a bygone era. Transporting you back in time, the farmhouse, two beautiful antique barns, rolling fields, mature forest, and a pristine natural pond complete this pastoral property. The house itself is a sweet hybrid of farmhouse-meets-woodsy-cabin: tongue and groove wood paneling lines the walls, ceiling beams are exposed throughout the house, and two large fireplaces set the scene for warm and cozy fireside evenings. There's also a first-floor bedroom in the farmhouse - a rarity for a home originally constructed in 1810. The first-floor bathroom was recently renovated and is complete with a glass-enclosed walk-in shower. On the opposite side of the house is a large, eat-in kitchen with vaulted ceilings, exposed beams, a chef's range, and granite countertops. A wood-fired hearth was also preserved in the kitchen, paying homage to the antique roots of this charming home. Upstairs, there are two more bedrooms and another renovated bathroom. The bedrooms are all of ample size, and one of the bedrooms upstairs features a built-in workspace with shelving and a desk. The land this home sits on is truly special. 109 acres on both sides of Goetz Road envelops the farmhouse and buffers it from any visible neighbor, ensuring absolute privacy. The two stunning antique barns on the property are just across the street from the farmhouse and have been well-maintained by the current owners. The larger of the two barns has a new, corrugated metal roof and red painted exterior, while the smaller of the two barns would make an ideal guest house or studio space, if finished. The barns are also eligible for historic preservation tax credits through New York State. Just beyond the barns is an open, rolling field, a charming gazebo, and a large pond perfect for a rowboat in summertime and ice-skating in the colder months. The house has operated as a successful AirBnB, and the multiple meadows on the property are well suited for solar panels, if desired. Located just 11 minutes away from the Village of Chatham, enjoying a meal out or stocking up on local fare is easy to do. Some highlights in Chatham include: Bimi's Cheese Shop, Brown's Emporium and Our Daily Bread bakery. Tanglewood is 23 minutes east, just over the Massachusetts border, and Jiminy Peak Mountain Resort is 30 minutes away, making this location ideal for ski weekends.

Investment Opportunity - Location, Location, Location1900 charming Chatham Village home, in walking distance of everything (movies, restaurants, shops and more) the village has to offer. The kitchen and bathroom were recently renovated and the home has municipal water and sewer. This property is currently rented for $1700 per month and leased through the end of September, 2024. Tenant pays their own utilities and there is great income potential. Call to arrange a visit.

On a road less traveled, and the first time on the market in a century, is this 93 ACRE property with an updated 2 bedroom 1950's cottage. Lots to explore from lightly wooded land to hilltop views The well constructed and updated cottage has a living room with WB fireplace, a large kitchen with a dining area, 2 bedrooms, a screened porch and updated bath. The lower level is newly finished for studio, office , gym or guest space.. Perfect location and land to build an additional home or more or a ready to use hunting refuge. Both parcels are included in the sale( 49.-2-60 and 49.-2-72.1)Close to the Berkshires, Chatham, 30 minutes to Hudson, Queechy Lake rights too.