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$346,500
3 Beds 1 Baths 202625589 MLS
A true sanctuary for animal lovers, homesteaders, or anyone seeking open land and timeless charm. Built in 1865, this classic farmhouse has stood the test of time, lovingly cared for by the same owner for over 60 years. The home features two bedrooms plus an office/third bedroom, living room and family room with a wall of windows overlooking sweeping fields, country kitchen with an adjacent sunroom offering panoramic views, one bath, UV water filtration system, whole house generator for peace of mind, well maintained mechanicals throughout. This home blends historic character with practical updates, offering comfort, warmth and endless views of nature. Set on 12 acres, much of it is cleared and ready for horses, cows, hobby farming, expansive gardens or simply enjoying the tranquil rural setting. Perennial gardens and fruit trees surround the home, creating a true oasis. A remarkable three-story English Gunstock barn, upgraded and renovated in 1999, featuring a metal roof, 200 amp service, partially insulated with extraordinary craftsmanship and history. This barn is a rare find, ideal for animals, storage, workshops or creative use. Additional outbuildings include a heated, insulated cedar chicken/small animal coop with lights. A 4 car garage with a newer roof, underground power and a wood stove, perfect for the car enthusiast. A greenhouse or multi use structure (owner was a license wildlife rehabilitator and used it for a Turtle Enclosure), built to last, and a small pavilion for gatherings or quiet moments outdoors. A historic homestead with modern comforts, this property offers unmatched potential and a setting that's hard to find. Country but close to NYS thruway, the Berkshires for skiing and culture, Hudson, Chatham, and only a bit more than 2.5 hours to NYC or Boston. Call the listing agent to make an appointment to see this one.

199 Flints Crossing

$524,900
3 Beds 2 Baths 202625134 MLS
Welcome to this stunning home that has been cared for by the same owners for 30 years! If you have been waiting for a move-in-condition 3 bed. 1 1/2 bath. 1800+ sq. foot home on a beautiful 1.6 acre private lot- then you must see this one. There is plenty of space inside & out to enjoy this property during any season. Relax in the cozy family room with a fire in the propane stove and view of the back yard. The spacious two story outbuilding with it's own electrical gives you multiple options: Workshop, Hobby space, gym or just an abundance of storage. Knollwood is a cul-de-sac street & one of Valatie/Kinderhook's most sought after neighborhoods. There is an abundance of history & activities surrounding this area, if you like to take scenic bike rides or walks access to the Albany-Hudson Electric Trail is right around the corner. Commuting from this location is also a bonus- 25 minute drive to Albany, 35 to Troy, 30 to Hudson & 45 to Pittsfield Mass. Many updates have been done throughout the years. Home is wired for a generator. Schedule your showing today, this one is special!

40 Knollwood Drive

$130,000
202625080 MLS
Beautiful 8.5-acre piece of land composed of 2 parcels with an exceptional location near the Village of Chatham. The property includes approximately 1.8 acres within the Village, with municipal water and sewer located just up the road, offering convenient access to utilities. The land features plenty of cleared, usable acreage with room to build your dream home, create a small farm, or enjoy your own private country setting--subject to town approvals. A perc test has already been completed, adding valuable peace of mind for future planning. Enjoy the best of both worlds: peaceful open space with the Village of Chatham close by, providing convenient access to local shops, restaurants, services, and community amenities. A wonderful opportunity to create your ideal home or homestead in a beautiful, convenient Chatham location. Listing contains 2 parcels: 56.-1-39 and 56.18-1-4.

67 River Street

$535,000
3 Beds 2 Baths 202624037 MLS
NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. CENTRAL A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Laundry Rm main floor. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre (.27 + .40). Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home In process of being emptied. As noted, 3 photos digitally enhanced due to clutter mid vacancy.

61 Payn Avenue

$353,400
3 Beds 2 Baths 202623873 MLS
Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

1505 U.S. 20

$895,000
4 Beds 4 Baths 202623738 MLS
Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof--an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkably low operating costs. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercial-grade range, solid wood cabinetry with pull-out storage, and generous workspace. Two spacious primary suites with private baths finish this level, offering exceptional flexibility for owners and guests alike. The ground level includes radiant heated tile floors, impressive 9-foot ceilings, a spacious family room, a third bedroom suite with a full bath, a fourth bedroom/office, a convenient half bath, and a well-appointed utility and mudroom. Outside, a welcoming front porch overlooks the peaceful landscape, while maintained woodland trails invite morning walks or afternoon adventures. The setting is exceptionally private, while remaining close to the charming villages of Germantown, Hudson, Rhinebeck, Red Hook, and Tivoli, offering the very best of Hudson Valley living.

404 Church Avenue

$395,000
4 Beds 2 Baths 202623225 MLS
Recently renovated, this four-bedroom, two full bath home is ''move-in'' ready and waiting only for one's final touches. The level and grassed half-acre of land is sun drenched and sits nearby to 550+ acres of state-owned land - The Brickyard Preserve. Furnace, A/C, water heater, appliances and septic system are all under five years old. The walls of the full walkout basement are spray foamed, for added insulation, and the basement can be finished for added living space. The home has been updated by the previous owner to include a vaulted great room adding to the already comfortable first floor living space. There is also a first floor, generously sized and tiled full bath. Off the kitchen is a covered deck with open views to the very private rear yard. And the second floor has four spacious bedrooms centered around a second beautifully tiled full bath. Only ten minutes to Hudson or Kinderhook and surrounded by some of Columbia Country's finest meat, egg and produce farms and farm markets. Come and enjoy all the comforts and conveniences of this recently upgraded home.

187 New York 9J

$475,000
4 Beds 3 Baths 202621757 MLS
Back on the market buyers interest changed. 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

$515,000
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

$525,000
3 Beds 2 Baths 202620781 MLS
Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless. Conveniently located with easy access to the Berkshires, Hudson, Chatham, Albany, the Taconic State Parkway, I-90, and I-87, this property combines peaceful country living with exceptional accessibility. Come experience everything this unique property has to offer--you may just find your forever home.

1188 U.S. 20

$1,250,000
5 Baths 202620750 MLS
Conveniently located just three miles from the City of Hudson and two hours north of New York City this iconic multi-generational restaurant has been operating since the1930's. With its rich history and warm ambiance Kozels has served as a gathering place for friends and families alike. Located on 3.66 acres property has a 9000 sq ft restaurant with three dining rooms, large kitchens , a tavern room and a 24 seat horseshoe bar. A turnkey restaurant with everything included. The sale includes the business, a two story 5 room house, a red barn, 120 paved parking spaces and 270 ft of main road frontage. Ideal for a variety of uses included a banquet facility, farm to table dining experience, outdoor event space, a catering facility even a brewery. This versatile space is great opportunity

1006 State Route 9H

$549,000
2 Beds 1 Baths 202620692 MLS
MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

84 Worth Avenue

$470,000
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

$469,000
3 Beds 2 Baths 202619674 MLS
Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the Berkshires, and skiing just 15 miles away. A private retreat with huge redecorating potential -- ideal for year-round adventure or a high-demand AirBnB escape. Short notice showings possible. Fiber optic high speed internet. 35-year architectural shingle guarantee (6-10yrs left). Decks 4-5yrs old. Mailbox end of driveway.

3620 County Route 9

$225,000
202619584 MLS
Escape to your own private sanctuary in the heart of Columbia County's coveted Hudson Valley. This 6 acre wooded parcel on scenic Rockledge Road offers the perfect canvas for your dream retreat, with mature trees providing natural privacy and a peaceful, secluded setting that feels worlds away from the everyday. Ideally situated in the Town of Hillsdale -- one of the region's most sought-after destinations -- this lot benefits from road frontage along Rockledge Road with utilities available nearby, making the path to building straightforward. Whether you envision a weekend escape, a full-time residence, or a legacy property to hold for generations, the groundwork is here. Hillsdale's prime location puts you minutes from Catamount Mountain Resort, the boutique shops and acclaimed restaurants of the village, and the cultural draw of Great Barrington, MA and the broader Berkshires. NYC is approximately 2.5 hours away -- far enough to truly unwind, close enough to make it a regular escape. Wooded land like this in Columbia County is increasingly rare. Don't miss your opportunity to own a piece of one of New York's most beautiful and desirable corners.

L135.2 Rockledge Road

$259,000
4 Beds 2 Baths 202615136 MLS
Tenants require 48hour notice to show and only after 10a.m. No Sunday showings preferred. All photos pre-occupancy. Easy living in this low-maintenance, fully renovated income home. Two two-bedroom apartments, each with refrigerator, range/oven, washer/dryer. Covered front porch with a second-floor veranda above. Bright, happy home. Cable/High-speed internet available. 3 miles to Chatham Village/schools, 9 to Hudson/Amtrak, and a stroll to town park w/tennis courts, Bartlett House cafe and Dairy Queen. A wonderful small-town feel while being minutes from shopping and popular attractions, including bustling Warren Street, Chatham's Main Street, Omi, Hawthorne Valley Farm Store/School, libraries, MacHaydn and Crandell Theaters. Shown by Appt Only. Tenants require a minimum of 48-72 hours' notice.

2261 State Route 66

$475,000
3 Beds 2 Baths 202613968 MLS
Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/ I90/ Berkshire Spur, 15 minutes to Lenox/ Tanglewood, 30 minutes Albany/ Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased for 2,300 dollars/MTH til 8/31/26. 2nd bldg is East Chatham Wine & Spirits store w/half-bath currently 1541 dollars/MTH-to-mth. 3rd bldg currently a funeral parlor/office w/half-bath 850 dollars/MTH til 4/30/26 All photos pre-occupancy. All units occupied. No interior liquor store photos. Tenants must approve all showings and provide access. 48HR notice minimum.

1129 New York 295

$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

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