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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

$895,000
4 Beds 4 Baths 202621824 MLS
Welcome to Dogwood House, a brand new four bedroom, three and a half bath residence in downtown Hudson, designed in the silhouette of historic Hudson with a bracketed Italianate cornice and bevel wood siding. Behind the classic facade is fully new, high-end construction with designer finishes throughout: high ceilings, custom millwork, ample storage, and energy-efficient systems. A flexible walk-out lower level with its own entrance suits a guest suite or in-law arrangement. The oversized, light-filled kitchen opens onto a large deck overlooking a private, fenced yard for easy indoor-outdoor living. This warm and stately home looks like it has stood here for a century and lives like it was finished yesterday, just a few blocks from the hustle and bustle of Warren Street. Includes off street parking.

309 State Street

$475,000
4 Beds 3 Baths 202621757 MLS
Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience. **Interior Highlights:** Built in the 1980s and meticulously updated, the home welcomes you with soaring cathedral ceilings in the living room and beautiful tongue-and-groove pine throughout. Modern comforts blend seamlessly with rustic charm, featuring newer hardwood floors, updated windows, and a durable newer roof. The versatile layout includes: - **Main Level:** A primary bedroom, full bath, and a dedicated laundry room for easy one-floor living. - **Upper Level:** A second primary bedroom along with two additional bedrooms and another full bath. - **Lower Level:** A full, walk-out basement complete with its own bathroom--perfect for a workshop, gym, or recreation space. **Outdoor Living:** Relax and entertain on your choice of front or back decks, overlooking a serene landscape. Cozy up inside during cooler months with the charming gas wood stove. **Prime Location:** Enjoy the best of the region with close proximity to Hudson, Chatham, and the Berkshires. Commuting is a breeze with easy access to the TSP, I-90, and the NYS Thruway--all while being just 25 minutes from Albany. This home is truly move-in ready. Schedule your tour today to experience this private retreat for yourself!

122 Adams Crossing Road

$528,000
3 Beds 2 Baths 202621723 MLS
Charming Village Living in the Heart of Kinderhook. Welcome home to a quaint, characer-filled property tucked on a quiet street just steps from the village square. Open-concept living and undeniable charm greet you the moment you walk through the front door - into a bright living room featuring a propane fireplace, skylights and a second-floor balcony overlook. Gleaming bamboo floors flow into the kitchen, where stone countertops, modern cabinetry and new stainless-steel appliances come together for a fresh, functional space. The secluded dining area opens seamlessly to a three-season room at the rear of the home - with registered architectural plans aleady in place (and transferable to the new owners) for a full family room addition on this footprint. The home offers three bedrooms: two on the main floor and a private master suite with en-suite bath upstairs. Both levels include full bathrooms with walk-in showers and jacuzzi tub. Upstairs, an open balcony area awaits your personal touch - ideal as a home office, reading nook or game room. Move-in ready and thoughtfully updated throughout, this home is within walking distance of Kinderhook's restaurants, village square, library, and bookstore - offering the charm of a historic village with all the conveniences of daily life. Whether as a full-time residence or a weekend retreat, this is village living at its best. Homes like this don't last - schedule your showing today.

43 William Street

$490,000
3 Beds 2 Baths 202621060 MLS
Welcome to lake living at its finest! Perfectly situated directly across from Kinderhook Lake, this lovingly maintained home offers breathtaking lake views from the living room and the lifestyle you've been dreaming of. Enjoy deeded lake access along with your own designated dock space, giving you the opportunity to install a dock and spend your days boating, fishing, kayaking, paddleboarding, or relaxing on the water. Cherished by the same family for 47 years, this 2,181 square foot home has been meticulously cared for and updated while maintaining its warmth and character. Situated on a generous lot with a detached two-car garage, there's plenty of room for vehicles, storage, hobbies, and outdoor entertaining. Major recent improvements provide peace of mind for years to come. In 2026, the home received new baseboard heaters, bathroom vent fans and six new light fixtures. In 2025, updates included a new electrical panel, resurfaced asphalt driveway, new front and rear exterior doors, upgraded upflush toilet system and a new garage door with opener. In 2024, the roof was replaced with new sheathing. Additional updates over the years include a professionally installed sump pump system, ThermalDry floating basement flooring, a beautifully updated kitchen featuring granite countertops, stainless steel appliances, and tile flooring, replacement windows, vinyl siding, a renovated lower level with recessed lighting, updated interior doors, and numerous other improvements that make this home truly move-in ready. Whether you're looking for a year-round residence, a weekend getaway, or the perfect place to create lasting memories, this property offers a rare combination of lake views, deeded lake access, private dock rights, extensive updates and decades of pride in ownership. Homes like this don't come along often. Don't miss your opportunity to own a special piece of Kinderhook Lake and start making memories that will last for generations.

28 Lakeview Drive

$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

$549,000
2 Beds 1 Baths 202620692 MLS
Live right in the center of Hudson's vibrant arts scene, acclaimed restaurants, boutique shopping, historic architecture, farmers markets, and year-round cultural events become part of your everyday life. Perfectly situated at the top of Warren Street, this historic 1960's updated ranch places you within walking distance of everything that has made Hudson one of the most sought-after destinations, including a convenient 15-minute walk to Amtrak for easy access to New York City.This charming two-bedroom, one-bath home has been thoughtfully renovated while maintaining its classic character. Enjoy seasonal Catskill Mountain views from the inviting front porch, relax on the screened three-season porch, or unwind in the included hot tub overlooking the spacious backyard. Whether you're enjoying your morning coffee on the porch or entertaining family and friends outdoors, this home offers the perfect balance of vibrant city living and comfortable indoor-outdoor enjoyment.Inside, you'll find a beautifully remodeled kitchen, refinished original hardwood floors, a renovated full bath with radiant heated floors, and a cozy wood-burning fireplace. The finished lower level provides exceptional flexibility with a home office, game room, and additional space ideal for guests, hobbies, or a potential third bedroom.Extensive recent improvements include a new roof, newly paved driveway, attractive stone retaining wall with staircase, new concrete front sidewalk and steps, new rear concrete patio, repointed chimney, new garage door, and a security system. The attached garage is currently used as a workshop with storage for bicycles, e-bikes, and outdoor equipment.Complete with natural gas, public water and sewer, and an unbeatable walkable location, this turnkey home is ideal as a full-time residence, weekend retreat, or future investment in one of the Hudson Valley's most desirable communities.Only a few hrs to NYC

84 Worth Avenue

$699,000
4 Beds 3 Baths 202620591 MLS
Kinderhook Lake Living at Its Finest Wake up every morning to breathtaking lake views and end each day with unforgettable sunsets at this one-of-a-kind waterfront retreat on beautiful Kinderhook Lake. Perfectly positioned on nearly an acre at the end of a quiet dead-end road, this exceptional property offers the privacy, serenity, and lifestyle that lake living is all about. With approximately **140 feet of private waterfront**, including **60 feet of bulkhead**, you'll have direct access to one of the Capital Region's most sought-after recreational lakes. Kinderhook Lake stretches approximately **1.6 miles** with over **8 miles of shoreline**, allowing **motorized watercraft**, making it ideal for boating, waterskiing, tubing, fishing, swimming, kayaking, and paddleboarding. Inside, walls of expansive windows showcase spectacular panoramic water views, filling the home with natural light. The private second-floor primary suite is a true sanctuary, featuring a soaring vaulted ceiling and picturesque views that make every morning feel like a vacation. Designed for both entertaining and relaxation, the home offers a spacious **double-tiered deck** overlooking the lake, perfect for summer gatherings, morning coffee, or evening cocktails by the water. The modern kitchen blends style and functionality with granite counters & solid oak Cabinets, while the dedicated laundry room provides abundant storage to keep everything organized along w/a hamper & built in ironing board. As the seasons change, cozy up beside the wood-burning fireplace and enjoy the warmth and ambiance that transforms this lake house into the perfect year-round escape. Additional highlights include: * One-car garage large enough to accommodate a speedboat * Generous off-street parking for family and guests * Peaceful Location w/Lower Chatham Taxes * Just **2 hours from New York City** Whether you're searching for a full-time waterfront residence, a weekend getaway, or an income-property.

43 Lakeview Drive

$499,999
3 Beds 1 Baths 202620533 MLS
Welcome to your own private Hudson Valley retreat with breathtaking Hudson River and Catskill Mountain views. Exceptionally clean, well-maintained, and move-in ready, this home offers the perfect balance of comfort, scenery, and lifestyle. Enjoy peaceful mornings overlooking the river and relaxing evenings from the deck and hot tub surrounded by nature. Inside, the home features thoughtful updates, sun filled living spaces, and a warm, inviting layout designed for everyday living or weekend escapes. The walk-out basement is already plumbed and offers outstanding potential for additional finished living space, guest quarters, a home office, gym, recreation area, or possible in-law setup. A detached garage provides added storage, workshop possibilities, or future expansion opportunities. Perfectly positioned near the Stuyvesant Boat Launch, this property offers convenient access to kayaking, boating, fishing, and everything the Hudson Valley lifestyle has to offer. Whether you're searching for a full-time residence or a peaceful getaway, this property delivers privacy, views, and lasting value in one exceptional setting.

1169 NY-9J

$785,000
3 Beds 3 Baths 202618692 MLS
Welcome to Hastings House, a circa 1880s residence set high on the eastern hill of Worth Avenue in the heart of Hudson. This sophisticated 3-bedroom, 2.5-bath home features wide plank original hardwood floors, abundant natural light, and well-proportioned interiors that combine warmth with understated elegance. The galley kitchen opens both to the dining room and to a bright sunroom, creating an inviting flow for everyday living and entertaining. Updated Anderson windows bring light deep into the principal rooms, and mini split systems provide heating and cooling throughout. Mature trees and established plantings surround the property, offering privacy and a serene setting just steps from Hudson's vibrant center. The fully refurbished two-story carriage house adds 750 square feet of flexible living space, complete with a newly installed wood burning stove and air conditioning. Whether used as a studio, guest retreat, office, or creative workspace, it is among the property's most distinctive and versatile features, carrying its own history as a former schoolhouse. A covered front porch frames rooftop views of Hudson and the Catskill Mountains beyond, and a private fenced backyard with patio and fire pit offers a quiet outdoor retreat. Private off-street parking for two vehicles is accessed via the rear alley, with additional parking available out front. Located just steps from Warren Street, Hastings House offers the best of Hudson living, with easy access to Rivertown Lodge, Hudson Roastery, Union Street Brewing, Lil' Debs Oasis, and Cafe Mutton. Amtrak service to New York City is within easy walking distance.

16 Worth Avenue

$439,000
3 Beds 1 Baths 202617293 MLS
Price improvement. This charming Hudson Home featuring 3 bedrooms and 1 bath is full of timeless character and thoughtful updates. Its original craftsmanship, abundant natural light and ideal location, being just minutes from vibrant Warren Street with all that Hudson has to offer, is just waiting for you to move right in. Inside, you'll find beautiful original woodwork, hardwood floors, and classic windows that preserve the home's historic charm. Sunlight fills the living spaces throughout the day, creating a warm and inviting atmosphere. The living and dining rooms have been recently painted, and the exterior of the home has also been freshly painted for excellent curb appeal. Recent updates include new furnace and hot water heater, new front and back storm doors and finished basement space. Outdoor features include a welcoming covered front porch and a partially fenced backyard perfect for relaxing, gardening, or entertaining. Conveniently located just a 5-minute drive to the Hudson Amtrak Station, making travel to New York City and beyond easy and accessible. A wonderful opportunity to own a character-filled home in one of the Hudson Valley's most desirable communities. Call today for your private showing.

957 Columbia Street

$1,585,000
3 Beds 2 Baths 202617064 MLS
Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable craftsmanship and modern systems. The home features wide plank white oak floors, a floor-to-ceiling fluted marble wood-burning fireplace, stone countertops, handcrafted Zellige tile, and spa-like baths. An expansive cedar deck, hot tub, outdoor shower, solar panels, and a flexible lower level with a wood-burning stove and room for additional bedrooms complete the property. Just five minutes to Chatham, under twenty to Hudson's Warren Street, and a little over two hours to New York City.

41 Chicory Lane

$365,000
3 Beds 2 Baths 202616964 MLS
Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street

$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

$299,000
2 Baths 202613557 MLS
1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 NY-295

$299,000
3 Beds 2 Baths 202613554 MLS
1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 New York 295

$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

$3,595,000
6 Beds 5 Baths 202528709 MLS
A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road

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