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43 Lakeview Drive, Chatham
$674,362
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, Chatham

L53 New York 66, Chatham
$150,000
202623288 MLS
Discover the possibilities on this 15.5-acre parcel in the desirable hamlet of Malden Bridge. Once home to grazing dairy cows, this open and fertile land is ready for its next chapter. Whether you're looking to start a small farm, establish a homestead, raise livestock, grow crops, or simply invest in agricultural land, this property offers plenty of opportunity. The gently rolling landscape provides ample open space with room to bring your vision to life. Conveniently located just minutes from I-90, you'll enjoy easy access to the Capital Region, the Berkshires, and the Hudson Valley, making commuting and transporting equipment a breeze. Please note there is highway noise from nearby I-90, and a cell tower is located close to the property. These factors are reflected in the asking price, creating an excellent value for buyers seeking affordable acreage in a convenient location. Bring your ideas and discover the potential this Columbia County property has to offer.

L53 New York 66, Chatham

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

331 Ashley Hill Road, Chatham
$369,900
3 Beds ⋅ 1 Baths ⋅ 202618940 MLS
Welcome to this charming 3-bedroom, 1-bath ranch nestled in the heart of Columbia County. Beautiful flower beds with winding stone pathways and a welcoming front porch create the perfect first impression. Inside, natural sunlight fills the home, highlighting the spacious dining area and inviting living room featuring a cozy wood-burning stove. The kitchen is equipped with an induction cooktop, stainless steel refrigerator, built-in oven, dishwasher & pantry with pull out shelves. Step outside to take in the breathtaking mountain views and endless greenery that surround the property. The expansive 32 ft long deck provides the perfect setting for relaxing or entertaining year-round while enjoying the peaceful scenery. If you've been searching for tranquility, comfort, and stunning views, this is a home you won't want to miss. There are newer Anderson double pane windows, and an awning on the back deck, Schedule your showing today!

331 Ashley Hill Road, Chatham

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

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

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

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

4253 State Route 203, Chatham
$555,000
3 Beds ⋅ 2 Baths ⋅ 202525146 MLS
Introducing Woodbine Cottage, a storybook Colonial built circa 1800 in the heart of North Chatham's historic district. Wide-plank floors, timber beams, and an original mantle recall its heritage, while a refreshed kitchen, renovated baths, and new appliances add modern ease. Outside, sweet dormer windows, columns, and a classic metal roof evoke an English country cottage. Two front porches invite you to take in village life, a fenced backyard offers a pergola-shaded brick patio and lush perennial gardens, and a detached two-car garage provides parking and storage. Surrounded by handsome historic homes, the property is just 10 minutes to Chatham Village, 20 to Albany, and 30 to Hudson for an ideal balance of small-town living and Hudson Valley attractions.

4253 State Route 203, Chatham

28 Greenbrook Drive, Chatham
$575,000
3 Beds ⋅ 3 Baths ⋅ 202524836 MLS
Timeless country elegance best describes this charming custom-built Cape, set on 2.6 acres along the Green Brook in the Town of Chatham, just outside the hamlet of Malden Bridge. Built with craftsmanship and rich character, the home blends tradition with modern comfort, featuring solid wood doors, cherry hardwood floors, custom kitchen and lighting, tiled baths, and a welcoming living room with a fireplace. The residence offers multiple bedroom suites - 3 bedrooms and 3 baths, including a spacious primary suite with walk-in closet and ensuite, a guest bedroom with ensuite, and a flexible third bedroom. A large recreation room and studio above the two-car garage provide space for a home office, yoga, or creative pursuits, while the oversized, dry basement offers abundant storage or room for a gym, game room, or home theater. The kitchen is well appointed with stainless steel appliances, including a brand-new refrigerator, and the home is supported by a top-of-the-line Buderus furnace. Outdoors, mature shade trees and evergreens frame a private yard with a hammock and a trail leading to the creek, creating an ideal setting for quiet reflection or entertaining. Splendid landscaping enhances the natural beauty of the property, while the wooded setting offers both privacy and tranquility. Perfectly situated, the home is minutes from the historic hamlets of Old Chatham and Malden Bridge, with easy access to Hudson, Chatham, Pittsfield, Great Barrington, and the Berkshires. Albany International Airport, the Taconic Parkway, and I-87 provide direct routes to New York City and Boston, each just over two hours away. Year-round recreation abounds, from swimming and summer gatherings to brilliant fall foliage and winter skiing at nearby Catamount, Butternut, and Jiminy Peak. Cultural destinations such as Tanglewood, Jacob's Pillow, and Art Omi are also close at hand. This is a rare opportunity for gracious country living, whether as a full-time residence or a weekend retreat.

28 Greenbrook Drive, Chatham

4269 State Route 203, Chatham
$340,000
5 Beds ⋅ 3 Baths ⋅ 202522914 MLS
Step back in time with this charming Queen Anne-style Victorian home, built in 1904. The home features many original details, moldings, and hardware. The first floor offers a kitchen with butler's pantry, an oversized den, dining room, living room with fireplace, a first-floor bedroom and two full baths. The foyer has vaulted ceilings, an original stained-glass window, and a sweeping staircase to the second floor. Upstairs, you'll find four spacious bedrooms and another full bath. Outside, enjoy the screened-in porch or the spacious deck. The property includes a whole house generator, 2 car garage and 2 sheds. Located in the Hamlet of North Chatham, the home is minutes to the NY-Albany Rail Trail and a short drive to Albany, Hudson and everywhere in between!

4269 State Route 203, Chatham

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