Chatham, New York listings for sale

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$3,995,000 - Chatham, NY
2705 County Route 9 Chatham, NY - Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is recognized as the finest example of Adams-style architecture in Columbia County.The 4,100-square-foot iconic residence greets you with a sweeping two-and-a-half-story original curved staircase and leads to sunlit rooms with wide-board wood floors and soaring ceilings. Historic details abound, including intricate plaster moldings, antique rim locks, hand-forged hardware, and historically correct, hand-blown wavy-glass windows. Seven fireplaces feature ornate mantels, with several in working condition. The thoughtful layout includes a corner living room, formal dining room, library with fireplace, double-height media room, powder room, and a chef's kitchen centered around a professional Le Cornue range. Upstairs, five bedrooms with Edelman leather tile floors in the primary bedroom, and three luxurious Waterworks bathrooms offer bucolic treetop views.Outside, the fully fenced, professionally landscaped grounds feature bluestone pathways and patios, state of the art LED landscape lighting, irrigated terraced gardens, and an organic vegetable patch with bluestone and ipe raised beds. The outdoor entertaining area includes a heated gunite pool with water feature fountains, a separate spa with quartzite surround, an outdoor shower, and a stone fire table. Anchoring the rear of the property, a state-of-the-art, 1,800-square-foot period barn sits atop a three-car garage, offering endless potential.Moments from the village of Chatham, 25 minutes to Hudson and the Berkshires, and just 2.5 hours to both NYC and Boston, The Anson Pratt House is a rare chance to own a national-landmark home in museum-quality condition.
1793 | 5 | 4 | 4,100 sqft.
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$2,500,000 - Chatham, NY
189 Sutherland Road Chatham, NY - Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, and panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest stainless steel appliances, a sumptuous sauna, 2 executive offices and a stunning wet bar within a sprawling 7,760 sq ft of living space. 4 lavish bedrooms and a private den, offer regal comfort, while the finished basement invites you into a realm of entertainment with a decadent game room. Car aficionados will be enthralled by the 6-car outbuilding. This estate is more than a home; it's an extravagant statement of affluence. Your dreams of luxurious living are within reach.
2004 | 4 | 4 | 5,760 sqft.
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$849,900 - Chatham, NY
874 County Route 32 Chatham, NY - Discover an incredible opportunity of TWO newer homes for the price of ONE, nestled on nearly 30 acres! The beautiful chalet, built in 2018, boasts 2,500sqft of living space. 2Bedrooms plus a versatile office/den in the walk out basement & 2.5 baths. Its spacious open floor plan is designed for entertaining, while the expansive wrap-around deck creates the perfect outdoor space. Enhancing this remarkable property is a newly built detached garage, completed in 2023, which includes a stunning 1,000 sq ft 1bed, 1bath apartment.This adaptable space is ideal as a guest suite, in-law, or rental opportunity, offering both privacy and comfort. Main house is currently a successful AirBNB. Conveniently located just 30 mins from Albany, Hudson & Massachusetts. Only 10 mins to I-90 & 2.5hrs to NYC!
2018 | 3 | 4 | 3,500 sqft.
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$699,000 - Chatham, NY
562 New Concord Rd Chatham, NY - Nestled amidst the serene landscapes of East Chatham, NY, 562 New Concord Rd beckons with an aura of timeless elegance and luxury. This meticulously crafted chalet, spanning 18 acres of picturesque countryside, offers a sanctuary of unparalleled comfort and sophistication. Step inside to discover a efficiently designed interior boasting three bedrooms, including two en-suites, and three bathrooms, ensuring ample space for relaxation and rejuvenation. The heart of the home unfolds with an inviting open floor plan, where an inclusive kitchen, living, and dining area awaits. Bathed in natural light streaming through large windows, this welcoming space exudes warmth and tranquility. Hardwood Oak floors grace the interiors, adding a touch of refinement to every step. Ascend to the second floor and be captivated by the enchanting loft area, overlooking the living space below. Perfect for quiet reflection or intimate gatherings, this loft serves as a versatile retreat within the home. French patio doors off the living area beckon you to step outside onto the expansive partially covered deck, where breathtaking views of rolling hills and pastures unfold. Whether savoring morning coffee or hosting soirees under the open sky, this outdoor oasis offers the epitome of al fresco living. Meticulously manicured lawns envelop the residence, creating a verdant backdrop for outdoor pursuits and leisurely strolls. The private primary bedroom beckons with its serene ambiance and thoughtful amenities. Discover a spacious sanctuary complete with a large walk-in shower, walk-in closet, and French doors that open onto the covered deck, inviting the beauty of the outdoors in. Modern comforts abound, with new efficiency mini-split heat and A/C ensuring optimal climate control throughout the seasons. Additionally, hot water baseboard heating provides backup, ensuring comfort and convenience year-round. Beyond the confines of the home, far-reaching 18 acre grounds awaits exploration. Whether basking in the tranquility of nature, partaking in outdoor activities, or simply enjoying the idyllic surroundings, this property offers an opportunity to embrace a lifestyle of luxury and leisure.
2001 | 3 | 3 | 2,530 sqft.
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$689,000 - Chatham, NY
1384 Arnold Mills Road Chatham, NY - The prefect blend of farm house and barn built in 1900, a stunning renovation and an excellent location makes this a move-in ready home to enjoy on day one. Situated on 1 acre and surrounded by acres of open field, a rushing stream and a large fenced in growing garden (ready for the season) makes this an easy to maintain property. Coziness, charm, and sophistication is what you will experience upon first entering the home.The contemporary country kitchen is a cooks delight. A beamed ceiling, gleaming wide board wood floors and, a screened porch offers a stunning and livable hanging-out kitchen environment. The sunny living room with a WB fireplace creates an inviting room to entertain in or just relax. There is a first floor bedroom and a full bathUpstairs, there are 2 bedrooms and a full bath. The main bedroom is a delightfully open and loft-like space with the warmth of wide board pine flooring and original details. A barn-garage has room for a vehicle and a workshop. The rolling landscape views from the screened in porch and the Kline Kill' across the road gives you ample privacy in this incredibly convenient location. Minutes to shopping, Chatham Village, and The Taconic, Any easy drive to Hudson and The Berkshires.
1900 | 3 | 2 | 1,512 sqft.
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$679,000 - Chatham, NY
1582 State Route 203 Chatham, NY - Opportunity at your fingertips! A Chatham farm property with endless possibilities. Anchoring this seven-acre parcel is a three bedroom, three and one-half bath home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All, less than a minute to downtown Chatham and equally close to the Taconic Parkway. Entering the long stone drive to the home and barn, the property offers a natural sense of privacy. The existing home was expanded in 2006 and includes three-bedrooms all with ensuite baths. The original home is wood paneled and connected to the open floor plan of the kitchen, living room and dining room addition. From these interior spaces and from the exterior decks, one is immersed with views of the property and spring-fed pond. Further, the property is surrounded by and abuts the 65 acre Borden Pond conservation land - a hiker's paradise.The original barn with multiple stalls has been expanded over the years to include equipment storage and electric. The incredible second floor loft of the barn adds to the studio, farming and contracting potential. Included as part of the barn structure is a roughly 1000 SF, wood paneled one bedroom cottage - ready to provide additional income or use for family or friends. Upgrades within the last year include a number of kitchen appliances, plumbing fixtures and door hardware. Come see for yourself the opportunity this property offers steps away from Chatham downtown, but within a short drive to Hudson, Kinderhook and the Berkshires.
2006 | 3 | 4 | 2,050 sqft.
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$425,000 - Chatham, NY
52 Bowman Rd Chatham, NY - Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020, the home has seen numerous upgrades, including a brand new high-efficiency furnace, new roof, new generator, new flooring, and a terrific kitchen renovation. Ideal for entertaining or family gatherings, the expansive 1,000 sq ft covered deck overlooks the pond and pool. Enjoy outdoor activities like fishing or relax in the peaceful surroundings. Just over a mile from Main Street Chatham, the location is perfect for walking or biking to local amenities like restaurants, shops, and banks. With easy access to the Taconic Parkway and I-90, you're only 2 1/2 hours from NYC and 30 minutes to downtown Albany or the Berkshires.
1972 | 4 | 3 | 3,182 sqft.
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$399,000 - Chatham, NY
1108 State Route 295 Chatham, NY - Was on the market before as just a shell. You have to see it now that it is redone and almost finished. Only room not yet finished is the kitchen for you to add your personal touch. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite with hardwood floors. 1.5 baths on first floor. Laundry hookups upstairs with 3 other bedrooms with new carpeting and a full bath w/ceramic tile. Oversized closets, one walk in. Office area upstairs. 2 car garage. Right on route 295 close to everything, Berkshires for culture and skiing, Hudson, Albany, TSP, I-90.
1820 | 4 | 2 | 1,846 sqft.
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$314,900 - Chatham, NY
1 County Route 24 Chatham, NY - Welcome home! This sweet cape is sure to charm. Enjoy a cozy, well maintained home on an acre of property! Great size kitchen, open to the dining area for ease when entertaining. Bedroom and full bath on the first floor. Two more bedrooms upstairs. Enjoy the convenience of a spacious mudroom to house your shoes and outdoor gear. Great location! Less than 3 hours to NYC, 30 minutes to Albany & 30 minutes to Hudson.
1948 | 3 | 1 | 1,234 sqft.