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$895,000
6 Beds 2 Baths 202622353 MLS
Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

437 E Allen Street

$500,000
5 Beds 2 Baths 202621961 MLS
Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with modern updates, quality finishes, and brand-new furnishings included. Designed for flexibility, the home offers versatile multi-unit living with two kitchens and separate owner or guest access—ideal for rental income, multi-generational living, or use as a single five-bedroom residence. The first-floor unit includes two bedrooms, one full bath, and a fireplace, while the second and third floors comprise a spacious three-bedroom, one-bath unit. Enjoy deeded private beach and boat launch access for easy lake living, all in a high-demand, year-round location just minutes from Jiminy Peak. Ideally situated less than 15 minutes from Chatham and a short drive to Hudson, offering dining, shopping, Warren Street attractions, and Amtrak access to New York City.Approximately a 30-minute drive to Pittsfield, Lenox, Stockbridge, Tanglewood, and the Norman Rockwell Museum, with much more to explore in the area. Virtual tour available. An outstanding opportunity for full-time living, weekend retreats, or investment use.

105 McNamee Road

$364,000
4 Beds 1 Baths 202621619 MLS
Livingston Ranch/ 1.4 Acres/ Western views to the Catskills. Thoughtfully updated four bedroom ranch in Livingston, owned by the same family for three generations this is the first time on the market in over 50 years. Conveniently located near the Taconic State Parkway, just minutes to Hudson, with an easy commute to Albany or Dutchess County. Set on 1.4 acres with open views over neighboring farmland to the Catskill Mountains, the front porch offers a perfect vantage point for long western views and beautiful sunsets. Outside, perennial gardens, apple and peach trees, blueberry bushes, and a fenced area off the deck create an ideal space for entertaining and relaxing alike. Inside an open kitchen, dining, and living area offers a warm, functional layout with hardwood floors, ample cabinetry, and a center island. A floor-to-ceiling tiled accent wall with wood stove hookup adds character to the main living space. Extensively updated over the past 12 years, including the well pump, septic system, furnace, fuel tank, attic spray insulation, whole-house air circulation system, electric heat in the basement, a pellet stove, and wood stove hookup

131 New York 82

$525,000
3 Beds 2 Baths 202620781 MLS
Sweet, cozy, well maintained home on 4.5 acres of manicured rolling lawn. Three bedrooms, and an office/sitting room on the second floor. Walk in closet in main bedroom. Laundry on the second floor. Cozy living room fireplace on cold winter nights. Castle windows with a transferrable lifetime warranty. New roof with Helmut gutter system. Quaint country kitchen that is open to the living and dining rooms and looks out over the backyard. Sit on the back deck and be one with nature in your own Oasis with a creek to cool down in at the back of the yard. Easy access to The Berkshires, Chatham, Hudson, Albany. Move in ready. And a huge bonus, a giant size 2 car garage with a storage building/small business space/ retail shop attached, approx 65'x35' comes with this property. Endless opportunities here. Close to The Berkshires, Hudson, Chatham, TSP, I90, I87, Albany. Come experience it.

1188 U.S. 20

$675,000
6 Beds 6 Baths 202620316 MLS
Welcome to The Bellwether Building, a circa 1908 mixed-use building on lively Warren Street in Hudson's historic district. A beloved neighborhood gathering place for more than a century, first home to Lawrence Tavern, later Kappy's, and most recently Wunderbar, the building now stands at a complete reset following a 2025 fire and gut renovation. Historic facade intact, structurally sound, original staircase preserved, Catskill Mountain views from the upper floors, and 4,225 square feet of open canvas across three levels. Whether continued as a hospitality destination, reimagined as studios or live-work space, or configured as commercial below and residential above, the opportunity on this block is substantial.

744 Warren Street

$1,200,000
16 Beds 8 Baths 202617254 MLS
BEST INVESTMENT PRESENTLY LISTED - EXCELLENT NOI - FULLY OCCUPIED 2 buildings, total 8 identical units on 1.4 acres. 2 bedrooms each unit and full bath, spacious L shaped LR/ DA and kitchen w/stove/fridge/range hood. Common laundry area in hallway w/washer/dryer. Private, off-street, asphalt parking lot. Total 16 bedrooms, 8 full baths. Walk to Dairy Queen, free tennis courts, sport field w/ swing sets, post office. Horseback riding lessons 5 minutes away. 3 miles to Chatham Village/schools, Taconic State Parkway, and only 10 to Hudson Warren St/Amtrak. All rents plus utilities. Separate meters. Common laundry area in each building. Owner pays maintenance, lawn/snow service, insurance. Very good condition. Some leases, some month-to-month as specified below, fully occupied. 48hr notice minimum required to show. No Sunday showings. Tenants must approve and provide access. ShowingTime preferred. Not all units were available to be photographed. Pre-occupancy photos used, as labeled.

85-87 Nelson Avenue

$525,000
3 Beds 2 Baths 202616272 MLS
Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane-perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak up the sunshine from the back deck. After a crisp autumn afternoon, unwind with a hot drink by the fire. With high-speed, fiber optic internet, you can stream your favorite shows or work remotely while surrounded by nature. Whether your passions lean toward the outdoors, local arts, farm-to-table dining, or simply quiet moments in the beauty of the Taconic Valley, this home offers the best of upstate living-serenity, character, and endless possibilities.

284 Hall Hill STOP 18

$825,000
4 Beds 3 Baths 202614998 MLS
This home is perfect for entertaining, with multiple indoor and outdoor spaces. The custom-designed kitchen, complete with an ice maker, two separate ovens, and a gas stove, is ideal for hosting large holiday gatherings. The open living room and kitchen layout make it easy for conversation to flow. Upstairs, you'll find three oversized bedrooms, including a master suite with a newly remodeled bath featuring a jetted tub, walk-in tiled shower, and a customized walk-in closet. The secondary upstairs bath has also been updated. The basement offers a cozy finished area, and with its high ceilings, there's great potential to expand the space further. Outside, the bluestone patio with a fire pit and the expansive yard offer endless possibilities. The long driveway provides the privacy and seclusion you desire yet just 30 minutes to the Wassaic train station or Hudson Amtrak. Extras include a whole house generator and covered front porch perfect for morning coffee. Photos have been virtually staged.

521 Hall Hill Road

$440,000
8 Beds 4 Baths 202612282 MLS
142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TSP. 15 minutes to Amtrak. A solid addition to any investment portfolio with established rental history and upside potential.

142 Main Street

$395,000
3 Beds 1 Baths 202611576 MLS
Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat in a private community in Northern Columbia County. Built in the 1930s and renovated in 2017/18, this charming three bedroom cottage offers indoor-outdoor living perfect for a family with a large deck, screened-in porch, fire pit, and rare beach lake access. The open living area has vaulted ceilings and the large, lovely screened porch with mahogany wood floors extends the living area. Outside is a spacious deck for bbqing, entertaining or unwinding after a day at the lake. As a member of the Queechy Shores Association, this three-season cottage includes access to a private beach just a five-minute walk away, plus pontoon boat docking and mooring rights. Less than 2.5 hours from New York City, homes in this community are often passed down through generations.

127 Queechy Shores

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