Most Expensive Homes

$599,900

8 Bed

4 Bath

ALTAMONT

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This HUGE custom home is a Fannie Mae Homepath property and features 16+ total rooms, 8 bedrooms, 3.5 bathrooms, office, formal dining room, huge living room with vaulted ceilings, family room, finished attic with primary bedroom, partial finished basement, front and rear decks, inground pool, long driveway, on almost 6 acres and much more!! EZ 2C anytime!

$499,900

3 Bed

2 Bath

Sheffield

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Beautifully restored New England Farmhouse located in the quaint town of Sheffield. Exterior features fresh paint, new vinyl windows, and a new roof. Stepping inside this home has retained most of the original wide-plank hardwood flooring that has been restored on the first and second levels. Throughout the first floor there are custom updates in the half bathroom with new ceramic tiles, a new vanity, and fixtures. Kitchen was remodeled with soft-close cabinets, granite counters, and stainless steel appliances. First floor also includes a dining room, living room with built-ins and a fireplace along with additional living space in the den above the garage. Second floor features all three bedrooms with new carpet, refinished hardwood flooring, fresh paint, and a fully remodeled bathroom. Basement includes a laundry room, endless storage, a new heating system, and a completely new electrical service and wiring. Move right in and enjoy!

$359,900

3 Bed

2 Bath

BECKET

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Truly a unique contemporary home situated in Becket. Built in 2000 and situated on just over 2 acres this home was just recently remodeled with a new roof, new windows, exterior paint, and a new septic system. A large two-car attached garage connecting to the foyer that leads you into an open living space with loads of natural light. The living,dining, and kitchen blend seamlessly that include new flooring, paint, cabinets, and granite countertops. Two bedrooms and one full bathroom included off the kitchen and a primary bedroom with en suite featured off the living room. Truly a move in ready home located in the beautiful Berkshires!

$499,000

3 Bed

2 Bath

Athens

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Introducing a Modern Masterpiece at Sleepy Hollow Lake. For those seeking recreational lifestyle in the heart of the Hudson Valley, this newly constructed contemporary ranch awaits. This desirable single-story retreat offers clean lines, expansive open spaces and premium finishes throughout, seamlessly blending architectural sophistication and functionality. Adorned with beautiful woodgrain tile floors, wide halls, soaring ceilings and chefs kitchen featuring custom cabinetry, stone counters, butlers pantry, 12 ft island, and stainless appliances (including beverage cooler).The primary suite is a true sanctuary, with spa-like ensuite bathroom. Every detail has been meticulously considered from design, to energy-efficient radiant heat that combines luxury with sustainability and municipal convenience for zero maintenance or worry.You will admire the inviting front elevation with beautiful landscape and covered concrete porches. Additional features include attached two car garage, storage, zoned heating, central air conditioning, ADA compliance.Set on a generous lot, this property offers extensive outdoor spaces ideal for alfresco dining or simply unwinding in the serenity of nature. Be the first to occupy this residence and indulge in lifestyle living with amenities at your fingertips. Sleepy Hollow Lake offers private lake access, boating, swimming, fishing, tennis, playground and more with moments proximity to charming Athens, Downtown Coxsackie and the vibrant Hudson Valley. Experience contemporary living at its finest just 2 hours from New York City, with the perfect balance of seclusion and convenience. *Bonus-four contiguous vacant lots, and four adjacent lots available for sale to expand or buffer privacy.

$375,000

1 Bed

1 Bath

Hillsdale

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Nestled on over 4 acres of serene land, this property features a private pond, fenced garden and renovated cabin offering a large studio living space. An attached 1-car garage, and wrap-around deck complete this cozy home. Additionally, there is a potential building site where an old abandoned home currently stands, offering opportunities for expansion.Situated on a quiet country road along the border of Massachusetts, this property ensures privacy while still being easily accessible. Enjoy the convenience of being just a short drive from Great Barrington, and only 15 minutes from Hillsdale, NY, and 15 minutes to the Mass Pike.Whether you're looking for a peaceful retreat, a weekend getaway, or a place to call home, this unique property is ready for new ownership to take it to its next chapter!

$429,900

2 Bed

2 Bath

Hunter

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This stunning 2-bedroom, 2-bathroom condominium is located just 50 yards from Hunter Ski Resort, offering the perfect blend of comfort and convenience for outdoor enthusiasts.Lower level features a spacious master suite complete with an ensuite bathroom that boasts a granite vanity and a walk-in shower for a luxurious feel. The second bedroom has easy access to a hallway bath, making it ideal for guests. Additionally, you will find a utility room for added convenience and a den area, perfect for extra living space or a home office.upstairs, the open concept living area is highlighted by hardwood floors, a stone wood burning fireplace and a bright bay window that lets in ample natural light. The kitchen is elegantly appointed with granite countertops, for both entertaining and everyday living. Let us not forget the sliders that take you to a side wrap around deck for those days to sit, relax and enjoy the surroundings that Hunter Mountain has to offer.Don't miss your chance to own this mountain retreat, perfect for year-round or as a vacation getawayCome take a tour - you won't be disappointed

$3,250,000

5 Bed

4 Bath

Valatie

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QUERENCIA''- a rare offeringThis stunning sanctuary is an extraordinary example of a home meticulously restored with such care. Evident is the labor of love that went into renovating and restoring this rare original 1740/1840 farmhouse with an I.M. Pei disciple-designed magnificent modern addition. The location is totally private on its 8 acres surrounded by 600 acres of farmland on an incredibly private and quiet unspoiled country lane. Step into history to a home so welcoming and warm with magical light pouring into each room throughout the day. A joyous home where you can wander through gracious spaces to gather and intimate spaces to disappear and read, meditate or nap. There are 3 gracious en-suite bedrooms, including first floor primary with fireplace, two smaller bedrooms plus an additional full bath, one with large soaking tub overlooking the property, and the two primary suites with dressing rooms, plus ample closets and storage throughout the house. The romance of original details exude through the house from all the original and restored floors to the early beamed ceilings, the fireplaces, her soft curved stair to the countless windows.those Dutch doors and hard to find hardware saved through-out! There are 2 wood-burning fireplaces in the early era of the home and a Inglenook with massive fireplace in a silo-like structure in the fabulous addition housing the kitchen, seating and dining areas with sweeping views of the pool, a quintessential sweet weathered barn, a delightful red barn (endless possibilities) the ponds, fields of glorious wildflowers. It's truly thoughtful how all the modern additions and touches meld with the original structure and marry to this magical landscape. Dine alfresco in season with various stone terraces seating areas, swim and lounge by the pool or meditate among the wildflowers. In winter snow ski or just sit by a fire overlooking the magic. Each season displays Mother Nature's radiant yet peaceful beauty. A captivating year-round retreat offering both inspiration and privacy.Close to all conveniences and all the glorious bounty the Hudson Valley has to offer. Just 20 mins to Hudson and Amtrak, 10 minutes to Kinderhook. 15 minutes to Chatham. 30 minutes to the Berkshires and only 40 minutes to Albany International Airport.Come to a place where one feels at home, a favorite spot from where one can draw strength. The place where you are your most authentic self - Querencia''

$2,995,000

6 Bed

6 Bath

Pine Plains

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Welcome to Library Valley Estate, a creative 3-home compound in Dutchess County, NY. Set along a quiet country road in Pine Plains, this 67-acre property offers sweeping views of rolling hills, meadows, and a peaceful pond. Each distinguished home is thoughtfully positioned on the hillside, with the centerpiece being a fully renovated 19th-century farmhouse. Inside, find inviting reading nooks, a cozy library, and two living rooms with fireplaces that lead into a spacious kitchen and dining area. Upstairs, find three bedrooms with designer touches, connected by a grand bonus room, where the primary suite opens directly onto a heated gunite pool.Perched at the top of the estate, the custom-built barn-style red house offers a spacious open floor plan, ideal for hosting gatherings. A chef's kitchen and generous dining area flow into the grand living room with a floor-to-vaulted ceiling fireplace and oversized sliding glass doors that capture breathtaking hillside sunsets. Overlooking the great room is the unique red library wall, with hidden doors leading to a bedroom, bathroom, and office, currently used as an additional bedroom. A designer studio loft sits atop the blue barn at the foot of the estate, offering a kitchenette, office, and bathroom. With a total of 6 bedrooms, 5.5 bathrooms, and flexible bonus rooms, the estate is complete with an outdoor shower, terraces, and mature gardens. Just two hours from NYC, this sanctuary is perfectly positioned to explore nearby Stissing Mountain for panoramic views, or the charming shops and farmers' markets in Millbrook and Rhinebeck, just 20 minutes away.

$775,000

4 Bed

2 Bath

Hunter

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Great investment opportunity & Views of ski trails!This stylish and meticulously renovated two family house features 4 bedrooms, 2 bathrooms, two large living rooms, cathedral ceiling, two beautiful kitchens, oversized deck and amazing new game room with pool table, foosball, and other fun games. The house is offered fully furnished and in ready move-in condition. A true GEM!!! Must see to appreciate.Located on the west end of Village of Hunter, connected to municipal water and sewer, on a beautiful 4 acres of partially wooded land with amazing views. The land is sub dividable, which opens many possibilities: place for yurts, glamping or just a nice setting to relax in the hammocks by the fire pit. This home is situated only minutes from Tannersville restaurants, antique stores and the performing arts theater. Only short walk to Hunter Mountain Northside ski slopes, a few miles away from Windham and North Lake with their picturesque hiking and biking trails.There are plenty of outdoor activities for everyone... skiing, swimming, snow shoeing, hiking, kayaking...don't wait, purchase this property and become part of Catskills Mountain Family! House comes with fantastic rental history...ask listing agent for details.

$459,900

2 Bed

2 Bath

Middleburgh

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The Upstate DREAM, a ''REAL'' log cabin atop a mountain with stunning sunrise and sunsets. Now add a 2nd log sided building with workshop and guest suite with separate entrance.Yes, here you have it all and its sits privately on 11 acres with a spectacular sport court. This property is Airbnb ready, offering the opportunity for you to live in the main cabin while renting the finished upstairs of the separate cabin. Perhaps you wish to maximize your investment and rent both. This compound has all the same amenities we seek when escaping our bustling lives. Perks are: fiber internet, central air & heat, fire pits, hiking trails & exclusive recreational amenities. Located within 10 minutes of shops, eateries, winery, breweries and so much more. Schoharie Valley is the place to be.

$1,295,000

3 Bed

3 Bath

Hillsdale

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Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the surrounding landscape. The house features 3 bedrooms, 2.5 baths, a light filled great room with wood burning fireplace, maple floors throughout, cedar lined closets and cedar shake siding, metal roof, covered patio entry and an expansive wraparound deck. The detached 2 car garage has potential for a number of other uses. The property is a combination of open and wooded land with a meadow area and a spring fed pond. Wonderful area for outdoor enthusiasts with skiing, hiking and the rail trail close by. Only 8 minutes to Catamount Mountain Resort, 16 minutes to Great Barrington Airport, 30 minutes to Tanglewood and 35 minutes to Hudson Amtrak Station.

$1,350,000

3 Bed

4 Bath

Saugerties

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After winding through the lush surroundings of Fish Creek Rd, turn onto the newly built tree lined drive to your modern oasis in the woods of Saugerties. Clad in pine tar preserved pine and topped with a 24 gauge standing seam metal roof, your new home is sleek and sophisticated while still blending into the beautiful scenery that surrounds it. The original structure built in the 1800's and converted to a home in 1949 was treated with the japanese technique of Shou Sugi Ban making the pine waterproof and seamlessly melding into the 1500 sq ft modern addition completed in 2024. Each Cardinal Glass Industries double pane window was placed strategically to offer maximum privacy and all day natural light while perfectly framing the mature Japanese Maple, Dogwood and Mimosa trees that fill the 1.5 acres of land. Designed for the ease of single floor living high end materials, designer fixtures and soaring ceilings reaching 16ft bring a sense of luxury. A combination of red and white oak floors run throughout the home while the bathrooms have terrazzo tile floors and lime-washed walls. Radiant heat is run through much of this flooring while 5 zones of mini splits offer efficient heating and cooling. On cozy winter nights the cast iron wood burning stove offers an additional heating source. The open floor plan is drenched in sunlight pouring in from an expansive wall-to-wall window in the kitchen with custom walnut inset cabinetry with paneled appliances and carrara marble countertops. The only thing to draw you out of this serene home is the outdoor entertaining space that rivals most resorts. A concrete construction saltwater pool adjacent to a Red Balau deck is just a few steps down from the 30ft x 12ft pavilion set atop a bluestone patio. Water, gas and 100 amp electricity has already been run to the structure for you to create the outdoor kitchen and sauna of your dreams. With all the hard work done for you the only thing left for you to do is unpack and start living a life a world away.

$875,000

3 Bed

2 Bath

Copake

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Discover this stunning one-level Copake contemporary nestled on 5+ acres in Southern Columbia County, New York. Landscaped grounds, stone walls and a walking trail.This residence offers a blend of privacy, modern amenities and a connection to nature. Deck with screened porch span the length of the home.The primary bedroom ensuite is on one side of the home. The other two bedrooms and bath are on the other side. Open dining, kitchen and living areas with a wall of windows and wood burning stove. The kitchen has stainless steel appliances and a pantry.You'll have water rights to ~78 acre Upper Rhoda Pond. There is no public access and no gasoline engines are allowed, providing quiet water recreational use. There is an exclusive community dock and tennis court.Private, yet convenient with a short drive to either, Hudson, New York or Great Barrington, Massachusetts.An exceptional find, offering the tranquility of country living in a sought-after location.

$1,475,000

5 Bed

3 Bath

Durham

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Greene County's Most Elegant Gentleman's or Lady's Farm or Developer's Delight. A 3450 square foot 1790s Colonial on a road with almost no traffic. The Home is in immaculate condition with 5 bedrooms and 3 baths All systems have been updated including the roof, chimney, heating on 126 gorgeous acres (75% tillable) with dramatic mountain views, a large pond and an active creek. Keep as a top of the line historic farm or subdivide for multiple family members or as a development site taking advantage of the long frontage and dramatic vus. The former Dairy Barns are in 3 sections for a total of 5,000 square feet of space for farm animals or private studio and storage. The farm is located 15 minutes from Ski Windham, 30 minutes from Catskill Village, 35 minutes from Albany or Hudson and 2.5 hours from Manhattan.

$450,000

3 Bed

1 Bath

Cairo

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Located in the Northern part of the Catskill's at the base of Black Head Mountain is 69 Stone Mountain Road. The location on a cul-de-sac and being a 3 bedroom 1 bathroom ranch offers not only scenic beauty but also prime access to year-round activities. Just minutes from Black Head Mountain Lodge and Country Club, it's perfect for an Airbnb stay-and-play option, attracting golf enthusiasts seeking a relaxing getaway. In the winter months, transform it into the ultimate ski house, with easy access to nearby slopes. A stucco facade and asphalt shingles add a virtually maintenance free exterior to maximize the most of your time to utilize it doing what you really want to. Enjoy the spacious great room this home has to offer. I can attest having had my fair share of home made wine in this house with a roaring winter fire, this versatile home is an ideal investment opportunity or personal retreat for those who love outdoor adventures in every season! Included in this sale is the adjoining 1.60 acre lot for a total 3.77 acres. Minutes from Cairo Business District. Short drives to Windham or Hunter Mountain for skiing as well as other Destination locations like Hudson, Catskill, and Woodstock.

$2,100,000

6 Bed

6 Bath

Windham

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Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament to superior craftsmanship and sophisticated design. Step into the grand great room, where a two-story wall of windows frames breathtaking mountain vistas, complemented by exposed timbers and a stunning floor-to-ceiling stone fireplace. Every inch of this home exudes quality with custom architectural details, including coffered ceilings, custom cherry paneling, wainscotting, and ceilings adorned in rich pine. The gourmet kitchen features stainless steel Viking appliances, granite countertops, and a spacious island perfect for hosting grand gatherings. The adjacent dining area, with direct access to the deck, invites seamless indoor-outdoor entertaining. The home's expansive layout offers luxurious ensuites on both the first and second floors, each designed for ultimate comfort and privacy. The first-floor ensuite boasts a tiled walk-in shower and a classic clawfoot tub. Upstairs, the second-floor ensuite features a sitting area or office, a private bathroom with a jetted tub, and access to a private balcony perfect for unwinding to the peaceful sounds of the seasonal stream flowing along the property's boundary. The walk-out basement is a haven for entertainment, complete with a family room, game room, an additional bedroom, a full bathroom and access to a stone patio with hot tub. The functional laundry room includes stacked dual washers and dryers for added convenience. A heated ski room provides ample storage for all your gear, w/ direct access to the garage, ensuring a smooth transition from the slopes to home.Prime Location Nestled within the exclusive Village East community at Windham Mountain Club, this home sits next to 400 newly acquired acres by the Windham Mountain Club, set for future expansion. This prime location places the property at the center of exciting upcoming developments, potentially leading to increased property values. This exceptional residence is the epitome of luxury ski living, blending artisanal craftsmanship with the allure of mountain life. Ideal for those seeking a personal sanctuary or a high-end rental property, this home promises an unrivaled living experience at Windham Mountain Club. Call us today to schedule a private viewing!

$389,900

3 Bed

2 Bath

Ghent

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Open House Saturday 10/12 from 12-2! Nestled on peaceful Nelson Avenue, this charming 3-bedroom, 2-bath split-level home offers versatile living spaces and modern updates. The main level boasts a renovated kitchen with elegant tile work, newer appliances, and new flooring that flows into the dining area. The converted garage serves as a bonus room opening up the possibility for a guest suite, home office or family room.The home's cozy atmosphere is enhanced by a pellet stove, providing extra warmth during colder months. Leading outside the glass enclosed back porch offers an abundance of light for all seasons. Step outside onto the large deck overlooking the far reaching, fenced backyard complimented with a garden, pergola and above-ground pool to spend your hot summer afternoons. Tesla leased solar panels help offset costs in all seasons. Surrounded by nature, this property ensures privacy, yet it's just a short drive to the Village of Chatham, Bartlett House, Art Omi, and the Taconic Parkway.

$549,000

3 Bed

2 Bath

Jewett

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Escape to your private retreat nestled on 1.64 acres of lush wildflowers with stunning mountain views and access to East Kill Creek. Please go to Virtual Media to see the Tour!! This charming 3-bedroom, 2-bath home offers the perfect blend of modern comfort and natural beauty. The primary bedroom on the first floor provides easy living, while the open great room with high ceilings creates a spacious, airy feel. Recently renovated kitchen and bathrooms ensure a fresh, contemporary look. Enjoy ample parking, a detached 2-bay garage, and short-term rental potential with proximity to top attractions: just 15 minutes to Windham Mountain Club and 9 minutes to Hunter Mountain. This is an ideal year-round getaway or income-generating property for outdoor enthusiasts!

$975,000

6 Bed

3 Bath

Denver

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Stunning Catskills compound w 2 houses, huge deck and a new 4+ car garage. Main house has new kitchen, a wall of sliders open to new front deck extension that adds over 800 sqft seasonal living space. Soaring two-story fireplace, gorgeous stone floors, and a deluxe kitchen with brilliant white quartz counters, incl. 40 sqft center dining island. Open-concept living/dining/kitchen w soaring vaulted ceiling w 4 skylights beaming light from above. Beautiful solid wood floors, with foot-warming radiant heat. A dedicated wet bar room is graced by custom designed sliding doors w translucent/wood panels that are functional works of art. 2 bedrooms on 1st floor. And the bathroom is elegantly trimmed w white tile and a circular pattern mosaic tile floor. Upper loft doubles as a great home office/ZoomRoom, or terrific play area, and 3rd bedroom. The ground level of this house has half bath, plus laundry and a small bonus room, perfect for a bunkbed. A long, flag-stone floor hallway offers access to a wall of closets for coats, boots, boards and so much more. The 2-car garage with utility room off the back corner providing simple access to heat exchanger, geothermal system, boiler and plumbing systems.The cozy 3-bed guest cottage is a vacationer's paradise -- rustic and inviting and in harmony with the natural Catskill landscape. A brick-hearth wood-burning fireplace and easy access to the spacious deck play areas. Updated kitchen, renovated 1st floor bath w tiled shower, and 3 full bedrooms. New 30sqft Juliet deck. Enjoy distant views and mountain-fresh air from comfort of the 2nd floor bedroom.The deck system that connects the homes is a living space unto itself. There's a seamless flow between indoor and outdoor living. With over 1000 square feet of gorgeous open-air living space, the area offers 8 person hot tub. A tranquil screened summer room.And, as if 2 homes, a massive deck and a super fun living environment is not enough, this property has a brand new, 2-story garage w space for 4+ vehicles, heat & electric (EV charger mounted), and a new LiftNow auto lift installed. The back yard has a nice firepit area, a small pond, and a unique play castle, the imagination center for children of all ages.Located within minutes of two ski resorts and a short drive from Margaretville and Roxbury, this is the perfect retreat compound. Under 2.5 hours to the GWB, but once here, you may never want to go back!

$2,750,000

3 Bed

2 Bath

Germantown

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Introducing Church House in Germantown, a private 60-acre oasis. A winding drive through forest reveals a refined modern architectural vision: a complex of wood-clad structures sited along a gentle ridge line with Catskills views. The buildings, nested in vegetable and flower gardens, include a main house, guest studio, artist studio/gardening workshop, entertaining pergola and barn/garage, all oriented west across extensive lawns, laid-stone walls, meadows and mature trees. Since 2018, the owners creatively transformed this once-rough hunting property into a secluded sanctuary with a diverse native habitat, including walking trails and a 1/2 acre swim pond with dock and gazebo. The result is an intentional integration of distinct indoor and outdoor rooms, attuned to the environment. The 2000 sq ft primary residence, with 3 bedrooms and 2 full baths, emphasizes function and simple luxury, maximizing both communal space and storage. Two central living spaces - both with polished concrete floors and Marvin doors & windows - invite gathering and separated bedrooms give independence and privacy. Playful details include custom Baltic birch paneling and built-ins, handmade bathroom tile and vintage and custom hardware & lighting. Both the chef's kitchen (with banquette dining) and the living room-library have floor to ceiling windows that access a courtyard framed by a rock formation studded with succulents. Additional features include radiant floors, energy efficient mini-splits, a large exterior shower and a fire-pit ledge. Wander past a wildflower meadow and hammocks and find the guest studio, a charming artistic retreat. The pergola and seating / grill areas, surrounded by lush hydrangea beds, can host large dinners. The workshop/potting shed offers both storage, studio space and entertaining amenities. Conceived to accommodate future expansion, the current septic is large enough to support a 5-bedroom home, allowing for an addition or separate structure, supported by the supplementary 200 amp service to the pole barn/ev charger. Privately sited and yet centrally located in the heart of the Hudson Valley between Rhinebeck and Hudson, minutes from Germantown and Tivoli, with special restaurants, shops and culture just outside your door. Truly a unique and personal estate.