Old Chatham NY Real Estate & Homes for Sale

Welcome to Mill Daughter's Manor, an exquisite example of Victorian architecture at its finest. Built in the 1870s, this historic home has been thoughtfully maintained and renovated, blending classical elegance with refined upgrades. With its commanding presence, the 3-story home is situated on a quiet street within walking distance of town amenities and nature trails. The 2.7-acre property features partially wooded areas, a fenced-in backyard, a carriage house, and inviting porches, creating a tranquil setting ideal for both leisure and entertaining. Centrally located with easy access to Hudson and the Berkshires, Mill Daughter's Manor is a true gem at the heart of Columbia County.

Welcome to an Exquisite Country Retreat where thoughtful perfection, exceptional elegance, and stunning natural beauty converge in a rare offering situated on a private 19.7-acre refuge in magical Hillsdale on a most coveted country road. This property invites you to connect with nature while indulging in luxurious comfort. Arrive to simplistic elegance, where timeless materials blend seamlessly with a brilliant layout and thoughtful design. Every detail reflects a commitment to quality and environmental stewardship while immersing yourself in Mountain Views through walls of windows and doors, seamlessly blending indoor comfort with outdoor splendor. A gracious entry welcomes you to the sanctuary where luxury meets sustainability. Open living spaces with high ceilings create stunning focal points, featuring dramatic finishes such as the iconic Noguchi dining fixture and magnificent Calacatta Viola marble adorning the stove hood, fireplace hearth, mantles, and Porcelanosa vanities throughout. Marvel at the spectacular kitchen with custom designed white oak cabinets by a Brooklyn-based bespoke cabinet maker, complimented by a Forte Italian range Experience the warmth of a wood-burning fireplace in the living room or the cozy ambience of a gas fireplace in the sumptuous primary en-suite featuring its dreamy bathroom. Your office (or additional bedroom) is also in this wing of the home. Three additional bedrooms, including one en-suite, another full bath occupy its own private segment. Escape to a world of comfort and conservation at this exquisite country retreat where every moment is infused with the magic of nature's embrace. Discover the unparalleled beauty of this remarkable property, while enjoying all the Hudson Valley and Berkshire bounty and wonders

Introducing a Prime Investment Opportunity: This well-maintained two-family home on Glenwood Blvd. offers the perfect blend of comfort and potential rental income. With three bedrooms and four baths (two full, two partial), it's designed to accommodate families or savvy investors looking to capitalize on the rental market. The property features a spacious living room in each unit, and a fireplace on the first floor, ideal for relaxation or entertaining guests. The kitchens are equipped with range, stove and ample cabinet space. Both units have access to the washer and dryer in the basement. Outside, the property boasts a well-manicured yard, offering a serene backdrop for outdoor activities. The paved driveway and detached garage provide ample parking and storage space for residents. Conveniently located midway between Hudson and Greenport, this property offers easy access to shopping, dining, and entertainment options. With downtown Warren Street just minutes away and New York City within a 2.5-hour drive, it's an attractive option for commuters or weekend getaways.

Indulge in opulent living in Columbia County, NY! This modern home offers panoramic views of the Berkshire Hills & Catamount Mountains. Enter a grand hallway leading to a dining room with floor-to-ceiling windows showcasing the pool area. The chef's kitchen opens to a spacious Great Room with a fireplace and breathtaking vistas. A loft library offers tranquility. A home office can double as a guest bedroom. The first floor features three guest bedrooms, a gym with sauna, and pool access. The upper level boasts a master suite with a fireplace and private terrace. A grand roof deck overlooks the pool, hot tub, and outdoor kitchen. The lower level features a movie room, laundry, and half-bath. Situated on 10+ acres of landscaped property with lawns and country fields, this is the ultimate country escape. Experience luxury living at its best in Columbia County!

Nicely renovated sunny two family home on a quiet street with a fenced in garden and parking in the alleyway. Both apartments have open design layout with split ac/heating units. The second story unit has a third floor loft like bonus room. This building has a strong Airbnb income history, which can be provided upon request. An easy walk to Warren Street with all of Hudson's marvelous restaurants and shops. Could easily be converted back to a single family.

This historic 1780's Dutch Colonial home sounds like a dream! From the charming details to the lush surroundings, it's truly a unique find. The Koi pond with its waterfall and the stone patio with a gorgeous archway must create a magical atmosphere. And being walking distance to local amenities while still having the tranquility of a rural setting is a rare combination. The interior is just as enchanting, with the family room exuding brightness and warmth, perfect for both indoor and outdoor gatherings. The stone flooring with radiant heat sounds luxurious, and the pellet stove adds a cozy touch. It's wonderful how the space seamlessly flows into the kitchen, making entertaining a breeze. The dining room sounds like the heart of the home, with its beamed ceiling and wide-plank floors creating an authentic antique ambiance. And who wouldn't want to gather by the fireplace for celebrations? Upstairs, the bedrooms maintain the home's charm with wide plank flooring and built-ins for storage. The front hallway's versatility for crafting, office space, or a reading nook adds to the home's appeal. The barn ensemble offering additional space is a fantastic bonus, especially with its pre-existing business potential. Overall, this home seems like a treasure waiting to be discovered by its next owner. It's clear the current owners have cherished it, and it's exciting to think about the memories and adventures awaiting the new inhabitants.

Newly constructed, 2016 townhouse with two detached studios. The luxury townhouse is the complete package offering prime location, luxurious finishes, fine craftsmanship, an ideal open floor plan spanning 2 stories. Every surface & system is to state-of-the-art standards. Features include open high-end kitchens with sitting areas, many custom design extras, 8 bedrooms, 8 bathrooms, central AC. The courtyard studios are modern design also with AC, opening onto the enclosed garden with four garage bays below. Perfect work or guest space. The fenced-in backyard is fully landscaped with stone and slate stairways, and pathways. A true masterwork of design. Maintenance free, in turn-key condition. Walking distance to Amtrak and the restaurants and amenities on Hudson's Warren Street, and a few short blocks from the Hudson River. Investment, live/work.

Newly constructed, 2016 townhouse with detached studio. The luxury townhouse is the complete package offering prime location, luxurious finishes, fine craftsmanship, an ideal open floor plan spanning 2 stories. Every surface & system is to state-of-the-art standards. Features include open high-end kitchens with sitting areas, many custom design extras, 4 bedrooms, 4 bathrooms, central AC. The courtyard studio is of modern design also with AC, opening onto the enclosed garden with two garage bays below. Perfect work or guest space. The fenced-in backyard is fully landscaped with stone and slate stairways, and pathways. A true masterwork of design. Maintenance free, in turn-key condition. Walking distance to Amtrak and the restaurants and amenities on Hudson's Warren Street, and a few short blocks from the Hudson River. Parcel #109.44-1-20.100

A Brick Federal with pedigree, this c1820 Warren Street building was built by one of Hudson's founding fathers and later owned by the Van Rensselaer family. Comprised of three units, there is a fabulous owner's duplex taking up the top two of three floors, while a retail space and a 1BR apartment make up the first. Sited on a double lot, the backyard is wide with beautiful gardens and a three bay garage with endless potential. The house is rich in periods and history having been renovated in different eras with distinct tastes, until the current owners did a full, cohesive renovation utilizing the best local craftsmen. The upstairs duplex has an open concept third floor with vaulted ceilings and exposed ductwork. The kitchen and common spaces are here to capture a fabulous view of the Catskill range. The second floor comprises two bedrooms and an office, the master is fabulously generous and takes over the entire eastern wing. The retail space is gorgeous with big street facing windows it runs the western length of the building and has views of the garden in the back. There is also a one bedroom apartment, well appointed, well sized, and recently renovated. A chance to own part of Hudson's rich history, 239 Warren offers both a great investment and lifestyle.

One of Hudson's most unique, important Warren Street multi-use buildings, strategically located in the prime 500 Warren Street block. Complete gut renovation 2022. First floor, operating retail space and an office currently rented. Second and third floors are renovated apartments. P-stone patio/parking area in back off Prison Alley,AboveGrade:5084,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Ceramic Tile,Wood,FOUNDATION:Brick,Stone,Level 1 Desc:RETAIL. OFFICE BA-1, STORAGE, FITTING ROOMS,Level 2 Desc:BR-1 BR-1 BA-2 LR DR KITCH PORCH/DECK,Level 3 Desc:BR-3 BR-4 BA-3 LR DR KITCH,OTHERROOMS:Professional Suite,ROOF:Rubber

Two bedroom plus bonus room! Beautiful quiet residential street in Sought after Claverack. Just three miles to Warren St! This is a well-loved home! It was built by the owner in 1954 and has never been sold. Tax data says 2 bedrooms but there is an additional room on main level with a closet. This home has beautiful hardwood floors, Spacious Living room with working Bluestone fireplace. Roof is 10 years old; Septic is a 1000 gallon concrete tank, Community water, new high efficiency boiler. Large basement with washer dryer and tons of storage. There is also a 1 car attached garage. Home was lovingly cared for and owner has receipts for Maintenace and upgrades.

Private country setting, contemporary design, and energy efficiency all come together in a serene landscape setting with beautiful views of Catamount Mountain. 3500 SF, stained cedar sided home, 4-bedroom, 3.5-bathroom. Home is sited to maximize long distant views. This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system. Finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs. The centerpiece of the home is a large open floor-plan kitchen/dining/living space with 13' + high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature. Close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, and Catamount. Experience true green living.

Nestled along Hudson's coveted upper Warren Street, this enchanting home stands as a testament to meticulous restoration and timeless elegance. Once a bustling three-family, it now is a grand single-family with an in-law apartment, blending historic charm with modern allure. Upon entering you see exposed fireplaces (one working) and an expansive space that seamlessly blend. A brand-new open kitchen, joined to the back entrance, beckons for entertainment. Rounding out the first floor is a powder room and grand wet bar. Step outside to discover a rear deck overlooking a private garden oasis a tranquil haven complete with a soothing hot tub, inviting year-round relaxation The second floor has four bedrooms accompanied by two baths, including a luxurious primary bath boasting a spacious shower and standalone tub. Above the primary suite is a third floor garret office/gym nook space with a large cedar closet. Beyond its residential charm, this property presents a myriad of opportunities. The only known house on Warren street with a driveway and garage. A fully renovated one-bedroom apartment offers potential for rental income, while its location invites entrepreneurial spirits to redefine its future. Whether as a trendy retail space, chic b&b, the canvas is yours to paint. Schedule your tour today!

Nestled on desirable Union Street in Hudson, a short stroll from vibrant Warren Street, Olive House stands as a captivating turn-key two-family home. Recently upgraded with clean design elements, new systems, and a renovated backyard, this home retains the coveted allure of its circa 1930s charm. Offering numerous possibilities for expansion and use, Olive House presents a rare move-in ready opportunity brimming with potential. Live in one unit while generating rental income from the other, utilize as an artist live-work space, or easily convert to a grand single-family dwelling in one of Upstate New York's most sought-after locations.

Nestled on desirable Union Street in Hudson, a short stroll from vibrant Warren Street, Olive House stands as a captivating turn-key two-family home. Recently upgraded with clean design elements, new systems, and a renovated backyard, this home retains the coveted allure of its circa 1930s charm. Offering numerous possibilities for expansion and use, Olive House presents a rare move-in ready opportunity brimming with potential. Live in one unit while generating rental income from the other, utilize as an artist live-work space, or easily convert to a grand single-family dwelling in one of Upstate New York's most sought-after locations.

Located on a quiet cul-de-sac, this 1875 Victorian home boasts 5 bedrooms, all with ensuite bathrooms, a large living room, library, dining room and an additional guest powder room as well as a fully equipped kitchen. Modern touches were added in 2008 when the property was converted into a bed and breakfast, which operated successfully for over 12 years. Two wood burning fireplaces and two gas fireplaces create the perfect atmosphere in winter, and plenty of outdoor space are ideal for entertaining in warmer weather. Period details are found throughout the property including a sweeping front staircase, pocket doors and inlaid hardwood floors. While the home is move in ready, some TLC offers the buyer an opportunity to apply their own creative touches to make this historic house your home. (interior photographs are staged),AboveGrade:3900,Cooling:Attic Fan,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,ExteriorFeatures:Landscaped,FLOORING:Ceramic Tile,Parquet,Wood,FOUNDATION:Stone,Heating:Gas,InteriorFeatures:French Doors,Level 1 Desc:LR, DR, KIT, LIB, BR BA,Level 2 Desc:BR, BR, BR, BR, BA BA BA BA,ROOF:Metal,Rubber

Step back in time with this 1881 2-story vintage home, filled with Old-World Charm and Character. Opportunity awaits with an interior ready for a move-in while the exterior just needs a little TLC to shine. Located in the Athens Village Historic District, near the Hudson River and a short ride to Trendy Hudson Downtown. Ideal for Nature Lovers, with Kayak launches, Hiking, and Wineries nearby. Features a front porch, exquisitely detailed entry doors, a spacious Main Level with an Open Floor plan, Large Eat-In Kitchen with a back staircase leading to the second level. Three spacious bedrooms on the second level with an updated full bath. Freshly Painted, Original Trim Work, and Newer Laminate Floors. Municipal Water & Sewer. Zoned for Residential or Special Commercial uses. Explore the Possibilities at this Prime Village location!

Nestled in the charming Historic District of Athens, NY, this magnificent Solid Brick Church built in 1832 offers endless possibilities for a visionary owner. Steeped in history, this architectural gem presents a rare opportunity to create something truly extraordinary. Whether you dream of preserving its sacred beauty as a place of worship or envision a stunning conversion into a one-of-a-kind residence, professional office, or many other options, the choice is yours. With its soaring ceilings, intricate stained glass windows, Hardwood Floors, and bell tower, this property exudes character and charm at every turn. The main level features a Sanctuary, 2 Offices, a Conference Room, and a Study. The Walk-Out Lower Level flooded with natural light offers a Large Kitchen, a Massive Recreational Area, Bathrooms, and Utility Areas. Perfect for a variety of uses and activities! The building boasts almost 6000 square feet of space, with a one-car detached garage and ample off-street parking available. Municipal Water and Sewer. Located in a PRIME Village Location near 2nd Ave with easy access to local amenities and the picturesque Hudson River, this property is a gateway to unlimited potential. Perfect for outdoor enthusiasts with a kayak launch, hiking, and exploring trails nearby. Discover trendy Hudson NY, wineries, and more just a stone's throw away. Embrace the opportunity to bring new life to this historic treasure and create a legacy that will endure for generations to come.

***Calling all Investor's & perspective home buyer's*** Looking to purchase a New York Brownstone for a fraction of the price in upstate New York? This 3-story investment property features a 3-bedroom duplex. Both top floor units feature plenty of natural sunlight. Unit 3: 3 bedrooms 1 bath, Unit 2: 1 bedrooms,1 bath with open concept. Unit 1: 1 bedroom 1 bath with the only unit to access the back yard. Energy efficiency furnace was just installed, roof was replaced 5 years ago. This investment property has been well maintained and located in sought out community close to all shops & University.SEAL91

Welcome to The Upstater, located at 21 County Route 49 - a meticulously renovated, contemporary, two-story residence infused with warmth and tremendous charm. Nestled on a dead-end street in Athens, this haven has been the cherished backdrop for countless treasured memories for its current owners. Upon entry, guests are welcomed into a versatile, heated living space. The expansive great room commands attention with its soaring ceilings, rich hardwood floors and a cozy Vermont Castings woodstove. Sliding glass doors lead to the 17' x 28' composite deck, just perfect for entertaining. The kitchen is a culinary masterpiece, with expansive cabinetry, gleaming granite countertops, and stainless-steel appliances, including a convenient beverage cooler. A formal dining area, spacious full bath, and first-floor bedroom with its own woodstove (currently not hooked up) complete this story. Upstairs, discover three additional generously sized bedrooms, a versatile bonus room ideal for an office or studio, and a charming half bath. Outside there are over 4 acres of park-like grounds that envelop the residence, providing ample space for outdoor enjoyment. A detached 28' x 26' two-car garage and Amish shed offer storage solutions for vehicles and outdoor gear. Conveniently located near the Village of Catskill, the towns of Coxsackie and Cairo, and the hamlet of Leeds, there is easy access to a plethora of local amenities and attractions. For commuters, the nearby Rip Van Winkle Bridge, Amtrak train station in Hudson, and NYS Thruway ensure ample travel options. Whether as a full-time sanctuary or vibrant vacation retreat, The Upstater located at 21 County Route 49 promises to continue creating cherished moments for its new owners. Schedule you tour today!

Welcome to this charming vintage home nestled in Berlin. Crafted by a local artisan, the kitchen exudes timeless elegance and is meticulously maintained, offering a perfect blend of nostalgia and functionality. Throughout the home, you'll find an abundance of delightful built-ins, enhancing both storage and character. Step inside to discover the allure of hardwood floors that grace the main level, providing a warm and inviting atmosphere. Ascend to the second floor where wide pine flooring adds a touch of rustic charm, seamlessly marrying tradition with modern comfort. This cozy residence boasts three bedrooms and one full bath, ideal for accommodating families or hosting guests. Outside, a detached two-car garage awaits, offering ample space for vehicles and additional storage. Situated amidst, This property offers not only a beautiful home but also a convenient lifestyle. Don't miss the opportunity to make this vintage gem your own.

Don't miss out on this exceptional opportunity in this serene Taghkanic neighborhood! This charming bungalow home boasts nearly 1,000 square feet of interior living space, 2 bedrooms, and 1 full bathroom. Enjoy ample parking, including a spacious garage/shed, providing convenience for homeowners. Situated on a 3-acre lot, the possibilities here are endless. Large wrap around porch to enjoy the upcoming summer days/evenings. Conveniently located near Taghkanic High School and Route 23, with plenty of dining options nearby to select from. Schedule your showing today!

Nestled in the picturesque town of Craryville, New York, this charming house situated within walking distance to the tranquil Copake Lake, this property embodies the essence of lakeside relaxation while providing convenient access to outdoor recreational activities.It offers versatility and flexibility to live like a two-bedroom home. The well-appointed bedroom provides a peaceful sanctuary, complete with ample closet space and tranquil views of the surrounding landscape. Additionally, a bonus room can easily serve as a second bedroom, home office, or hobby space, adapting to suit your lifestyle needs. The open concept kitchen serves as the heart of the home, boasting ample counter space, modern appliances & granite counters. One of the standout features of this property is its whole house generator.

Nestled on one of the larger lots in this friendly lake community you will find your charming lake home less than two hours from NYC. This unique property includes a 2 car garage with storage as well as plenty of parking for those who gather. Perhaps you see yourself playing golf at the Copake Lake Country Club {1.1 miles}. Or stay in and enjoy the air and scenic views at The Greens Restaurant and Club House where you'll find Mickeys Marina and boat dock {.04 miles}. It is hard not to find peace in such a stunning area, whether you prefer to sit nestled in the trees that embrace your property or decide to venture a bit. This unique and very special home needs a bit of your vision. It has new plumbing, a new water heater, most ducts have been replaced as well as a few new windows. The Kitchen, Bath and Laundry are all plumbed in and are awaiting your personal touch. Your opportunity to make it exactly as your own awaits you. This home/property truly has amazing character and I look forward to sharing it with you. A/O 3/26 continue to show

A Water View Property! About 2 Acre Lot (see the last picture), The main house has 3 bedrooms, and a mobile home addition can provide 2 more bedrooms. 4 bedrooms (and even the Bathroom) with a beautiful water view of Churchtown reservoir, Master Bedroom W/Den, Spacious Living Room, Formal Dinning Room, A Deformed Mobile Home in Backyard, Big Backyard and Side yard, 15 min from Hudson, 2 hours from NYC, Needs Full Renovation, Good for Handyman/Investors/End Users, Price to sell