North Chatham NY Real Estate & Homes for Sale

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.

Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded wonderland right in your backyard, perfect for nature enthusiasts and outdoor activities. Low taxes! Situated just a short drive from Hudson's historic town center, you'll have access to an array of charming shops, renowned restaurants, and cultural attractions. Hudson is famous for its thriving arts scene, antique shops, and cultural festivals, making it the perfect place to explore and call home. Don't miss your chance to own a piece of Hudson's rich history while enjoying the serenity of your own private oasis!

***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

Discover a harmonious blend of luxury and sustainability at Lakeview Hideaway. At the end of a long private driveway, this certified green-build home features a meticulously crafted interior showcasing panoramic views and an array of superior energy-efficient features. The first-floor bedrooms provide convenience, while the second-floor open living space feels like a glass treehouse, offering breathtaking views of the Berkshire hills and a private lake. Spanning over 25 acres across two lots and primed for additional building, discover miles of walking/ATV trails and endless outdoor exploration right at your doorstep. Secluded yet accessible, Lakeview Hideaway is convenient to farmers' markets, ski mountains, Albany Airport, and all the quintessential gems that Upstate has to offer.

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.

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.

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.

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

Built circa 1860, Bollard Pearl House stands as a historic gem in the heart of Hudson, blending original architectural details with striking design and modern luxury. Nestled on a quiet neighborhood street, yet just a short stroll from the vibrant bustle of Warren Street's restaurants and shops, this charming residence has undergone a designer renovation. Every detail has been thoughtfully considered, from the comprehensive remodel of the kitchen and primary bathroom to the installation of new air conditioning and electric systems, and designer fixtures, to name just a few. Available fully furnished with private parking, a fenced-in yard, and wrap-around porch, the Bollard Pearl House offers idyllic neighborhood living in one of Upstate's most coveted cities.

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.

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

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!

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

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.

This picturesque property offers a serene escape from the hustle and bustle of city life, surrounded by lush greenery and scenic views. As you approach the home, you'll be greeted by the inviting charm of a classic farmhouse exterior, complete with a welcoming front porch where you can relax and soak in the tranquility of the countryside. But the true highlight of this property awaits outside a stunning inground heated pool, surrounded by a spacious patio area and lush landscaping, creating the perfect setting for outdoor relaxation and entertainment. Whether you're lounging poolside on a sunny day or hosting a barbecue with friends, this backyard oasis is sure to impress. Conveniently located just a short drive from downtown Hudson, you'll enjoy easy access to a variety of shops, restaurants, galleries, and entertainment options. Explore the vibrant arts scene, stroll along the historic streets, or simply take in the breathtaking beauty of the Hudson Valley landscape.

Attention Investors!! Great opportunity with major potential in the Town of Westerlo. The School District is Greenville and only 7 miles from the property. The Retail space is situated on 3.1 acres is currently being used to sell RC cars. Property also consists of a 3-bedroom,1-bathroomsingle family home currently rented out and the tenant pays all utilities. Property consists of two manufactured homes that are in need of renovations. If you have dreamed of having your own business, The opportunity for this property is endless. Do not miss this race car track outback for remote control cars, Pizza Oven, Walk in Coolers, and Kitchen ready to go. Formally used as a deli /Pizza place. Owner states topresent all reasonable offers owner is ready to part ways due to health issues.

Introducing Van Rensselaer Lower Manor. Built c1685 onward, this historical home is situated on 62 acres of green lawns, fields and wooded terrain that offer Catskill Mountain views. The main house of the estate recently renovated to preserve past details while introducing modern amenities consists of over 5,000 sq ft of living space with an additional 2,000 sq ft separate studio building and a 2,800 sq ft barn. Approach the home via a circular driveway and enter through a gracious wide hall flanked by the south and north wings of the house. The south wing features a cozy living room with a majestic hearth, leading to a dining room and summer kitchen adorned with French doors opening to a charming gravel patio offering endless nights of entertaining. A convenient powder room and an informal sitting room/office complete this wing. Meanwhile, in the North wing, one is greeted by the original kitchen hearth and bake oven. The wooden mantel has been stripped to lend a more contemporary feel. A second dining room and (winter) kitchen are found off this living space all complimented by a tastefully renovated full bathroom. Three separate stairways provide access to a sprawling second floor with a total of eight rooms, 5 currently set up as bedrooms. Three full baths, all elegantly renovated, complete the second level. Step outside to discover a c1825 post-and-beam barn at the edge of a 60-acre wooded expanse. Significant restoration has been done to maintain its integrity and provide striking views of the Catskill Mountains. Sited closer to the road stands the Flower Shop (zoned for retail), a fully renovated 1950s structure, currently utilized as an art studio. This space boasts 10'8" ceilings, a two-car garage, full bathroom, and large plate glass windows with soundproof inserts. These south facing windows create a soft glow and clean sensibility meant to inspire the pursuit of one's entrepreneurial dreams. Every element of this estate from its 17th century Manor home to the more contemporary Art Studio has been thoughtfully restored to accentuate original details without sacrificing modern comforts. A sophisticated contemporary palette blends seamlessly with the enduring charm of hand-hewn wide board floors, forged hardware, original doors and countless other details to make this property timeless yet current. Located in historic Claverack, the Lower Manor is 10 min to Hudson / Amtrak, 15 min to Hillsdale, 2 hours to NYC

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.

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.

A quintessential Hudson Valley farmhouse with the complete privacy and seclusion offers a respite from the outside world. This 205 acre compound consists of a main house, guest house, caretaker's house and writer's cabin. Enter down a private half mile approach under a canopy of maples and lindens that open to reveal an oasis of rolling hills. At the center, the 1850 gable and wing center hall colonial evokes the World of Interiors with wide board floors and original details. A country kitchen, equipped with Wolf range, Subzero refrigerator, double Asko dishwashers and Shaws farmhouse sinks, connect to the deck overlooking the grounds, ideally suited for entertaining. The living room and parlor are designed for intimate gatherings with friends. Also on the ground floor: An office with a private entrance to the heated conservatory, a mud room, pantry, a petit guest bedroom and a powder room. Upstairs are two more guest bedrooms and the sun flooded primary bedroom with ensuite bath. A late 19th century barn has been completely rebuilt into an open plan guest house with 22' a cathedral ceiling and loft bedroom. The climate controlled basement is perfect for archival storage and also contains a 100 ft2 cedar lined walk in closet. Dotted around the grounds are: a 40'x16' gunite pool, a writer's cabin in the woods with heat & AC, and a caretaker's cottage or could be renovated into 2nd guest house, and acres of fields with sweeping panoramic views of the Hudson Valley clear to the Berkshires, perfectly suited for a new building site. Generator for house and guest house. 30 minutes to Hudson or skiing at Windham, 40 minutes from Albany Int'l Airport, two hours from George Washington Bridge.