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41 Chicory Lane, Austerlitz
$1,572,285
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, Austerlitz

85-87 Nelson Avenue, Ghent
$925,000
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, Ghent

896 County Route 13, Chatham
$476,000
2 Beds ⋅ 1 Baths ⋅ 202617493 MLS
Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a standing seam metal roof, updated electrical wiring with a 200-amp panel, HVAC with central air conditioning, whole-house water treatment with reverse osmosis, and a new well pump. Designed for those seeking an escape immersed in nature, the property invites effortless, low-maintenance indoor-outdoor living. Spend quiet mornings on the porch overlooking the landscape, start a garden, blaze trails through the natural corridors, or unwind beside the soothing sounds of the stream that borders the property. A secluded natural pond tucked along the southern edge further enriches the home's sense of tranquility and discovery. Moments away lies the historic heart of Old Chatham, including the beloved Jackson's Old Chatham House, a landmark tavern cherished for generations. Surrounded by Columbia County's celebrated equestrian estates, historic farms, and scenic country roads, the property also enjoys convenient access to the cultural, culinary, and boutique destinations of Chatham, Hudson, and Ghent. As an extra perk, the bee hive colony with electric fencing (further away from the home), furnishings, kayaks, and more are available if the buyer desires.

896 County Route 13, Chatham

12 Woodbridge Avenue, Chatham
$325,000
3 Baths ⋅ 202615239 MLS
Turn a Landmark into Your Dream Property - Village of Chatham Opportunities like this don't come around often. Set on a .44-acre double corner lot in the heart of the Village of Chatham, this beautifully maintained former church offers 3,700+ square feet ready to be reimagined into a truly one-of-a-kind. Step inside and you're immediately struck by soaring ceilings, breathtaking stained-glass windows, and an expansive open space filled with natural light--perfect for creating an incredible great room, dramatic living area, or custom-designed space unlike anything else on the market. Beyond the main space, the layout offers incredible flexibility with a large hall, kitchen area, office space, and multiple additional rooms--ideal for bedrooms, home offices, creative studios, or guest areas. The basement provides storage and utility space, while off-street parking adds everyday convenience. Whether you're dreaming of a modern conversion, an artistic retreat, or a bold residential statement property, this building delivers the space, character, and location to make it happen. All of this just steps from Chatham's shops, dining, and village charm. A rare chance to create something unforgettable--bring your vision to life

12 Woodbridge Avenue, Chatham

184 White Mills Road, Chatham
$255,000
3 Beds ⋅ 1 Baths ⋅ 202622365 MLS
FIRST TIME ON MARKET -- 3 bedroom 1850's Center Hall home with large kitchen and equally large family room with wood heating stove across the center hall. Home/Appliances/Lot all sold in as-is where-is condition. Kitchen features a large modern propane stove, dishwasher, fridge, built-in microwave and one of America's first true home appliances: a 20th century Glenwood wood-burning cooking stove. Beautiful period wideboard floors and accents throughout. Large center hall/foyer staircase leads to 3 bedrooms and full bath upstairs w/clawfoot tub (fully functional when last occupied). Second-floor landing w/built-in bookshelves and pull-down stairs to an unfinished storage attic. Full concrete basement w/exterior access provides add'l storage. On a surprisingly large-feeling, open half-acre green lot only moments from Chatham's natural drinking-water spring. Roof/kitchen/hot water heater NEW 2017-2023. Shown by appointment only. 24-hour notice requested. 24/7 video surveillance. Thank you for not trespassing. Water is OFF - do not use toilets, etc.

184 White Mills Road, Chatham

127 Queechy Shores, Canaan
$325,000
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, Canaan

26 Houseman Avenue, Chatham
$268,000
2 Beds ⋅ 1 Baths ⋅ 202618696 MLS
Looking for a starter home and willing to put in some sweat equity? Or looking to downsize and have the resources to throw at a renovation? This 2 bedroom, 1 bath, 736 square foot, bungalow built in 1945 may just be what you've been waiting for. It's a project no doubt but one that is manageable. It's being sold as is, but it has strong bones and working mechanical systems. There are hardwood floors throughout and the original fixtures and details are charming. There is an attached 1 car garage, and it sits on a small easy to maintain .25 acre lot. It still has the original slate roof which can last 100+ years when maintained and its clad with aluminum siding which is in great condition. The electrical system looks to be original as it's still on fuses so that will definitely need to be upgraded unless you don't use any electronics. Above the garage is an extra room with a non functioning half bath. The seller believes this could be resurrected by replacing the waste line to the toilet. There is a large attic for storage and a full unfinished basement with a large stone double utility sink and laundry hook ups. All but 4 of the windows have been replaced at some point in time and are double paned insulated glass windows. This house has so much potential!! FHA may not work due to chipped and peeling paint on the original windows, but an FHA 203K renovation loan would work and is a great way to fund the needed electrical upgrade and other renovations. The location is excellent, sitting on the Village of Chatham and Ghent line in a great neighborhood, you are a block from the fairgrounds. And there are sidewalks all the way to Hudson Ave, Chatham schools, and Main Street shops and restaurants should you feel the urge to walk to dinner and movie. Enjoy the village lifestyle without the village taxes!

26 Houseman Avenue, Chatham

2948 County Route 9, Chatham
$550,000
4 Baths ⋅ 202613158 MLS
PRIME VISIBILITY off main route to Berkshires. 4,000 sqft Building in excellent condition w/large, open rooms on first level including wood-burning fireplace and eat-in, Cherry kitchen w/Shaker cabinetry - all new, bright lighting throughout- second floor offers 4 large offices/bedrooms - 4 bathrooms - hardwood floors throughout - private rear deck - POST & BEAM BARN - large parking lot - in hamlet center moments to Old Chatham, Berkshires, Chatham Village and half-hour to Capital District via I90/Parkway exit one mile away - endless possibilities - caf, restaurant, cyber caf, professional offices, yoga, meditation, mass age, acupuncture, music/dance lessons, art studio... oil heat, 2 furnaces, add'l Mitsubishi HV/AC first floor. Property leased through November 2027. Arrangements for earlier availability may be possible but not guaranteed. 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.. 48-72HR NOTICE - TENANTS MUST APPROVE. ALL ACCESS/SHOWINGS MUST BE SCHEDULED AND ACCOMPANIED BY LISTING BROKER. Property can only be shown 9AM-3PM most weekdays. No showings granted weekends.

2948 County Route 9, Chatham

45 Locust Street, Chatham
$1,045,000
5 Beds ⋅ 4 Baths ⋅ 202612467 MLS
Highest and Best Due by Monday 5/11/26@5pm. Edgehill Estate is a rare offering of period grandeur set against sweeping, unobstructed views of the Catskill Mountains. Prominently positioned and privately sequestered behind a gated entrance, this is a legacy property for those who appreciate scale, setting, and significance.Expansive, light filled rooms span 3,500 square feet of dramatic living space ideal for entertaining. Original hardwood floors and historic architectural details showcase timeless character, while 5 bedrooms and 3 baths provide generous accommodations for family and guests. Outside, more than 7 acres of rolling gardens, mature trees, and open sky create a spectacular setting. An inground pool enhances summer living, and a classic barn with apartment offers exceptional versatility--guest quarters, studio, event space, or collector's retreat. Enjoy privacy without isolation, just a stroll to Chatham Village for acclaimed eateries and the beloved farmers market. The property needs work, but the upside is undeniable. Restore, elevate, and transform this estate into a true Hudson Valley showpiece.

45 Locust Street, Chatham

167 New Concord Road, Chatham
$2,995,000
5 Beds ⋅ 5 Baths ⋅ 202610409 MLS
Perched High on a Hill, A Modern Sanctuary of Timeless Elegance. Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature, light, and craftsmanship exist in harmony. Custom-built to evoke the grace and authenticity of a 200-year-old estate, the home blends timeless architectural detail with thoughtful modern luxury. The interior unfolds with a balance of openness and intimacy, offering spaces that feel both grand and warmly livable. At the heart of the home is an expansive chef's kitchen featuring honed Vermont Danby marble countertops, Kennebec cabinetry, a spacious pantry, and top-tier appliances, including a grand-scale luxury Thermador refrigerator and plumbed Wolf steam convection oven. The kitchen flows seamlessly into an oversized casual dining area and family room, ideal for relaxed daily living and entertaining. More formal rooms include a gracious dining room, refined reception or music room, and a light-filled sunroom with fireplace. Radiant in-floor heat warms the office, kitchen and mudroom, living room and entry, and dining and music rooms, while the sunroom is served by baseboard hot water and the upper level is divided into two zones for comfort and efficiency. Nordic matte white-washed reclaimed Southern pine floors, artisan-crafted twelve-over-twelve windows, and hand-forged wrought-iron hardware lend warmth and authenticity. Five wood-burning fireplaces, including two moss-lined stone fireplaces, add character and comfort, while limestone bath tiles and a spa-like primary bath elevate everyday living. The home is fully networked with Ethernet and Wi-Fi throughout and includes multiple office spaces, abundant storage, a private guest suite, and additional guest accommodations.

167 New Concord Road, Chatham

3124-3100 County Route 9, Canaan
$675,000
3 Beds ⋅ 3 Baths ⋅ 202526629 MLS
Modern Country Home on Nearly 14 Acres A refined country haven offering privacy in an exceptional location between the Berkshires and Hudson--perfectly positioned for enjoyment of everything in between. This modern farmhouse blends volume, light, and quiet luxury. The cathedral-ceiling living room opens to a beautifully appointed kitchen and breakfast area, creating an effortless flow for daily living. The first-floor primary ensuite is a private sanctuary with a walk-in closet, double vanity, Jacuzzi soaking tub, separate shower, and enclosed water closet. Guest quarters are thoughtfully placed on the second floor, featuring a loft library, two generous bedrooms, a full bath, and an expansive studio or creative space. The finished walk-out lower level offers remarkable versatility for work, wellness, or recreation. Outdoors, the low-maintenance acreage unfolds with open land, wooded edges, and a meandering brook. Additional acreage available. Preview by appointment only. Exclusively offered at 695,000 dollars. Sunday showings are not preferred and, if necessary, limited to 10 am-12 pm Reproduction French train-station clock excluded from sale. 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.

3124-3100 County Route 9, Canaan

30 Austerlitz Street, Chatham
$825,000
6 Beds ⋅ 4 Baths ⋅ 202527034 MLS
Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) andv 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to spacious, light-filled living areas designed for comfort and style. Enjoy two inviting porches — perfect for morning coffee, evening relaxation, or entertaining friends. Located in vibrant downtown Chatham with the new Shaker Museum coming soon just a short walk away, these homes offer the rare combination of historic charm, modern upgrades, and an exciting community atmosphere. Don't miss your chance to own a piece of history reimagined for today's lifestyle.

30 Austerlitz Street, Chatham

2 High Street, Chatham
$825,000
6 Beds ⋅ 4 Baths ⋅ 202525051 MLS
Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences.2 High Street (3Br 2Ba 1572 Sq ft) and 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to spacious, light-filled living areas designed for comfort and style. Enjoy two inviting porches — perfect for morning coffee, evening relaxation, or entertaining friends. Located in vibrant downtown Chatham with the new Shaker Museum coming soon just a short walk away, these homes offer the rare combination of historic charm, modern upgrades, and an exciting community atmosphere. Don't miss your chance to own a piece of history reimagined for today's lifestyle.

2 High Street, Chatham

1384 Arnolds Mills Road, Ghent
$560,000
3 Beds ⋅ 2 Baths ⋅ 202612132 MLS
Charming renovated farmhouse with character, privacy, and value — cash buyers only. 10% deposit due at contract signing. Sold as-is. Set on a picturesque country road just minutes from the Village of Chatham, this thoughtfully updated 3-bedroom, 2-bath farmhouse blends historic charm with modern comfort. Period details like wide-plank floors and classic architectural lines are complemented by tasteful upgrades, creating a warm, move-in-ready interior with timeless appeal. The home features a bright, functional layout, an inviting living space, and an updated kitchen designed for everyday living and entertaining. Outside, the nearly 1-acre lot offers room to garden, relax, or expand, complete with mature landscaping and a versatile barn/workshop for storage, hobbies, or studio space. Conveniently located near shops, dining, and commuter routes, and within the Chatham Central School District, this property delivers the ideal balance of country lifestyle and accessibility. Highlights: Cash sale only 10% deposit at contract signing Sold as-is 3 BR / 2 BA Updated farmhouse with historic character Wide-plank floors Barn/workshop outbuilding Private lot with gardens and mature trees Minutes to Chatham village A rare opportunity to own a turnkey country home with authentic Hudson Valley charm.

1384 Arnolds Mills Road, Ghent

632 Albany Turnpike, Chatham
$1,600,000
9 Beds ⋅ 10 Baths ⋅ 202517423 MLS
Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling windows. The apartments and barn offer flexible options for rental income or extra living space, while the two-car garage with a workshop is perfect for creative use. Bluestone patios surround the home, leading to a heated saltwater pool and outdoor entertaining area. Enjoy a peaceful lifestyle with easy access to local amenities, cultural attractions, and the scenic beauty of the Hudson Valley.

632 Albany Turnpike, Chatham

2640 NY-203 # 50, Valatie
$550,000
3 Beds ⋅ 3 Baths ⋅ 202612699 MLS
HUGE price improvement! A rare opportunity on 12+ private acres with stunning views of Kinderhook Creek--a Class A Trout stream--rolling farmland, pastures, and open meadows. This custom 2,300 sq ft log home blends rustic charm with modern comfort--featuring soaring ceilings, sunlit rooms, and a warm stone hearth with woodstove for cozy winter nights. The open layout includes a formal dining room, spacious kitchen, and a cool loft perfect for work or play. Need more space? Enjoy 1,000 sqft of finished walkout basement--ideal for guests, hobbies, or gear. Potential for in-law suite. Bring your canoes, fishing poles, skis, and ATVs--adventure awaits just minutes from vibrant Chatham! Some photos are virtually staged.

2640 NY-203 # 50, Valatie

205 Middle Road, Austerlitz
$200,000
3 Beds ⋅ 2 Baths ⋅ 202526839 MLS
If you're looking for peace and quiet this country cottage nestled in the hills of Austerlitz is the perfect retreat. Recent upgrades include a new roof, septic system, and on-demand water heater, plus the security of a Generac backup generator. Just minutes from Beebe Hill and Harvey Mountain State Forests, you'll have endless outdoor adventures at your doorstep. Whether you're looking for a full-time home with an easy commute or a basecamp to come back to after a day outdoors, this property is one you'll want to call home. Conveniently located near the Berkshires and Chatham, with easy I-90 access and only 30 minutes to Hudson you'll have great dining, shopping, and entertainment just a short drive away. Please note: this is a manufactured home and will most likely require a cash buyer or private financing. Sold As Is. Motivated Seller

205 Middle Road, Austerlitz

605 County Route 24, Canaan
$710,000
3 Beds ⋅ 2 Baths ⋅ 202525941 MLS
This historic home was constructed by Thomas Bishop, a veteran of the War of 1812 in the early 1800's and was once known as Bishop's Tavern. It began as an inn and tavern on what was once, the Stockbridge and Hudson stagecoach line. Since then it has been lovingly tended and updated with an eye to preservation. Located on a quiet country road in Red Rock and surrounded by mature gardens and stately trees this property has much to offer. The front of the house has access to two covered porches, one on each floor that offer seating and views of the pasture and hill beyond. Entering the home from the side, this open porch entry brings you into a large parlor that stretches across the length of the main house. A newly built fireplace is flanked by floor to ceiling windows giving light to the original ceiling beams and wide board flooring. A full bath and pantry are set off this room. To the rear of the house is a combination kitchen and sitting room with access to the wrap around stone terrace through two sets of French doors. This room is a light and airy space with its generous windows and a propane stove for winter warmth. On the second floor there are three comfortable bedrooms; one with a working fireplace, one with a Juliette balcony and culminating in the main bedroom with a vaulted ceiling and a Palladian window overlooking the gardens and the two story barn/garage. The house and barn are set on one acre of land with a half acre parcel and a small pond across the road for view protection. More land available across the street of six acres Listing # 20254357. Queechy lake rights for swimming, boating and ice fishing just up the road. Come step into history and become part of the story of this unique property.

605 County Route 24, Canaan

189 Sutherland Road, Chatham
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 202529032 MLS
Welcome to Notre Colline Estate, a private 56+ acre country estate surrounded by rolling meadows, gardens, ponds, and Catskill Mountain views. French for ''Our Hill,'' Notre Colline has an easy sense of belonging to its landscape. Designed for comfort, entertaining, and longevity, the Greek Revival architecture-inspired residence spans three finished levels with energy-efficient radiant heated floors, a metal roof, and a fully integrated smart home system. Light-filled gathering spaces center around a chef's kitchen with French doors that open to a stone patio, outdoor kitchen, and landscaped grounds. The primary suite features a gas fireplace and a spa bath, and the finished lower level adds a recreation room, sauna, and full bath. Outdoors, a peaceful pond with a footbridge, raised-bed gardens, and a new insulated outbuilding complete this serene retreat, just minutes from Chatham Village.

189 Sutherland Road, Chatham

767 Rock City Road, Chatham
$205,000
3 Beds ⋅ 1 Baths ⋅ 202525909 MLS
NEW PROPANE FURNACE INSTALLED. Owner occupied and must approve all showings. No trespassing or access without showing appt w/Listing Broker. Mid renovation home situated on 6.58 acres where an overgrown pond was the little one's favorite cooling place in the summers of years gone by ... this 1900± sq ft, single floor home is comprised of L style open floor plan incorporating kitchen/dining area/living room---down the hall are 3 bedrooms, a den and full bath. Downstairs is full poured cement basement under original home and crawl space under addition. Vaulted ceiling breezeway connects house and oversized 2 car garage, plus additional 2 car size metal barn. Pretty and usable land. Note: mid renovation, momma lived there alone/ deferred maintenance allowed huge deck to deteriorate.. new metal roof... 1,000g concrete septic last serviced 2021. 420' drilled well.. 200amp electric.. NEW PROPANE FURNACE as of 9/24/25. Auto Generac generator included--- ready for you to bring out the 450k it merits.. asking 269k as-is

767 Rock City Road, Chatham

1412 County Route 28, Valatie
$314,000
4 Beds ⋅ 2 Baths ⋅ 202526069 MLS
Welcome to this charming 4-bedroom, 2-bath home in a great location and on a beautiful lot in the Chatham School District. Step inside to discover an updated kitchen, along with both a cozy living room and a versatile den. With two bedrooms upstairs and two downstairs, the layout is flexible to suit your lifestyle needs. Outside, a beautiful stone patio overlooks a nicely sized yard, perfect for entertaining or simply relaxing in the fresh air. The location is wonderful—just minutes from the village of Valatie. Close proximity to Kinderhook village as well. Close to shops, restaurants, and farm stands, plus nearby doctor offices and grocery stores for everyday ease. Less than 30 minutes to Albany or Hudson, with close proximity to train stations and airports. This home offers both small-town charm and easy access to amenities.

1412 County Route 28, Valatie

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