Chatham Homes with Attached Parking features

Welcome to Chatham, New York—a charming village nestled in the heart of Columbia County, where small-town charm meets exceptional educational opportunities. Known for its picturesque landscapes and rich history, Chatham is not just a place to live; it’s a community that embraces family values and a strong sense of belonging.

The Chatham Central School District stands out as a beacon of academic excellence in the region. With a commitment to fostering a nurturing and stimulating environment, the district offers a comprehensive curriculum that caters to the diverse needs of its students. From dedicated teachers to a variety of extracurricular activities, Chatham schools are designed to inspire and empower the next generation. Parents can rest easy knowing their children are receiving a top-notch education, with a focus on both academic and personal growth.

When it comes to finding your dream home in Chatham, you’ll be delighted to discover a range of properties that feature attached parking. This convenient amenity adds an extra layer of comfort to your daily routine, making it easier than ever to come and go as you please. Imagine returning home after a long day to a cozy residence, knowing that your vehicle is just steps away, protected from the elements.

In Chatham, you’re not just investing in a home; you’re investing in a vibrant community and an exceptional school district. Whether you’re a young family, a professional, or someone looking to retire in a serene environment, Chatham offers the perfect blend of comfort, education, and community spirit. Come explore the possibilities and make Chatham your new home today!

Newest Chatham Homes with Attached Parking features

$989,000

4 Beds ⋅ 3 Baths ⋅ 1007980 MLS

NEW PRICE | TURNKEY HUDSON VALLEY RETREAT WITH SALTWATER POOL | $989,000 - AN EXCEPTIONAL HUDSON VALLEY OPPORTUNITY. This beautifully maintained, turnkey retreat offers 3,424 square feet, four bedrooms, two-and-a-half baths, a resort-style saltwater pool, and a peaceful private setting just minutes from Hudson. Designed for full-time living or weekend escapes, the spacious layout offers room for entertaining, remote work, and hosting family and friends. Outdoors, enjoy an in-ground fiberglass saltwater pool, an illuminated pergola with electricity and a ceiling fan, a custom fire pit, and multiple areas for dining and relaxing. Fiber-optic internet adds modern convenience, while the move-in-ready condition allows you to enjoy the Hudson Valley lifestyle immediately. The famous Bartlett House cafe and bakery is just down the road, with Hudson’s restaurants, shops, galleries, cultural attractions, and Amtrak station approximately 12–15 minutes away. Convenient to the Taconic State Parkway, Lake Taghkanic, hiking, skiing, and year-round recreation. Approximately two hours from New York City, this is a fabulous opportunity to own a spacious, private Hudson Valley retreat with exceptional amenities. "The sellers especially love the peaceful private setting, seamless indoor-outdoor living, evenings around the fire pit and pergola, and the convenience of being moments from Hudson while still feeling like a true escape." WAZE or Google Maps Address: 854 Ghent Mellenville Road, Ghent, NY 12075

854 County Route 9, Ghent

$615,000

3 Beds ⋅ 1 Baths ⋅ 999209 MLS

Tucked down a quiet country road, 2318 County Route 9 is the kind of place that feels like it's been waiting for you. Set on over five acres, this three bedroom, one bath cottage is thoughtfully designed from the inside out, every corner telling a story, every detail chosen with care. Sunlight pours through every window, framing the beauty of lush gardens and the natural world just beyond the glass. A stone fireplace anchors the living room with warmth and character, while French doors open onto a gorgeous fieldstone sitting area, the perfect place to linger on a slow afternoon. The generous eat-in kitchen, outfitted with butcher block counters and new appliances, flows effortlessly to a back patio made for easy entertaining and long summer evenings. A one car garage with a connecting mudroom adds practical charm, offering extra storage and pantry space for the way real life unfolds. From the moment you step inside, something shifts. The pace slows. The world quiets. These are the kinds of rooms that invite you to sit down and stay awhile. Follow the stone path from the house and you'll discover a beautifully maintained and restored barn, currently thriving as an artist's workshop, with endless possibilities waiting to be written by its next chapter. The current owner has lovingly done the heavy lifting: new roof, new retaining wall, fresh hardscaping and landscaping, new fencing, fresh paint and an upgraded kitchen. All that's left is for you to arrive. Just minutes from Chatham Berry Farm, the Crandell Theatre, Bimi's, Kinderhook, Hudson, and Great Barrington, this is country living with everything you love close at hand

2318 County Route 9, Call Listing Agent

$3,595,000

6 Beds ⋅ 5 Baths ⋅ 919651 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, Chatham

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