Chatham Homes with Off Street Parking features

Welcome to Chatham, New York, a charming village nestled in the heart of Columbia County. Known for its picturesque landscapes and vibrant community, Chatham boasts a school district that is as impressive as its surroundings. The Chatham Central School District is dedicated to providing a top-notch education, fostering a nurturing environment where students can thrive academically and socially. With a commitment to excellence, the district offers a variety of programs and extracurricular activities that cater to diverse interests, ensuring that every child has the opportunity to shine.

Living in Chatham means not only enjoying the benefits of a quality education but also embracing a lifestyle that blends small-town charm with modern conveniences. The real estate market here features an array of homes, many of which come with the highly sought-after feature of off-street parking. This is an invaluable asset in a community where convenience and accessibility are paramount. Imagine coming home to a beautiful property where you can park your car safely and easily, free from the worries of street parking.

Chatham is more than just a place to live; it’s a community where families can grow, learn, and create lasting memories. With scenic parks, local shops, and a welcoming atmosphere, it’s an ideal location for those seeking a peaceful yet engaging lifestyle. Whether you're a first-time homebuyer or looking to settle down, Chatham offers a perfect blend of educational excellence and charming residential options, making it a wonderful place to call home. Come explore the possibilities today!

Newest Chatham Homes with Off Street Parking features

$459,000

4 Beds ⋅ 3 Baths ⋅ 1028739 MLS

Beautifully Tucked Away 23 Leggett Road Is A 1.5 Acre Raised Ranch Featuring 4 Bedrooms, 2.5 Bathrooms, Large Living Room With Wood Burning Fireplace With Blower, Harwood Floors & Private Deck With Stairs Leading To The Lower Level & The Yard, Formal Dining Room With Large Bay Window & Hardwood Floors. Updated Kitchen With Granite Counter Tops, Stainless Steel Appliance, Garbage Disposal, Plenty Of Cabinets With Under Cabinet Lighting, Plenty Of Counter Space With Large Bay Window Looking Out To Your Multi Level Front Deck. Primary Suite With Private Entrance As Well As An Updated Bathroom With Large Walk In Shower & Linen Closet, 2 Additional With Double Closets, 1st Floor Laundry Room. Lower Level Features A Large Family Room With Outside Ground Level Entrance, Guest Quarters ( 4th Bedroom ) 1/2 Bathroom, Mud Room/Storage Area. 2 Mini Split Air Conditioners, Stand By Generator, 200 Amp Electric, Propane Gas Cooking, Direct Gas BBQ, All Updated Within The Last 5 Years - Windows, Siding, Kitchen, 2 Full Bathrooms, Roof 10 Years, 2 Car Large Garage, Large Circular Driveway, Enormous Front Yard. Enjoy All The Amenities This Area Has To Offer Golf, Tennis, Pickle Ball, Basketball, Baseball, Playground, 45 Minutes To Saratoga, Near Amtrak Train

23 Leggett Road, Chatham

$1,585,000

3 Beds ⋅ 2 Baths ⋅ 998937 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 artistry, craftsmanship, and thoughtfully integrated modern systems. Triple-paned Austrian-engineered windows and sliding doors flood the interiors with natural light while providing outstanding insulation and quiet, and looking out onto your own private field. Major upgrades include new James Hardie concrete siding, a new roof, updated electrical and plumbing systems, new water pump infrastructure, all new split-unit heating and cooling systems, and solar panels, creating a home that is both highly energy efficient and deeply considered. The main living spaces blend warmth, texture, and refined modern design. Wide plank white oak flooring runs throughout the upper levels, while the living room centers around a dramatic floor-to-ceiling fluted marble wood-burning fireplace. The adjacent dining area includes a built-in entertaining station with an ice maker and wine fridge, ideal for hosting gatherings large and small. Walls of glass open directly onto a generous new cedar deck designed for seamless indoor-outdoor living. Complete with a hot tub, outdoor shower, grilling area, and sunny lounging spaces, the private deck overlooks rolling pastoral fields, creating a private outdoor setting equally suited for entertaining, quiet mornings, or evenings spent soaking under the stars. The kitchen pairs clean contemporary lines with stone countertops, custom cabinetry, a walk-in pantry, handcrafted emerald green Zellige tile, and Fisher & Paykel appliances. Bathrooms continue the same elevated approach, featuring marble finishes, Zellige tilework, and spa-like details including heated floors and a heated towel rack. The primary en suite bedroom is a true retreat, complete with a lofted living space overlooking the main open floor plan living area, a double walk-in closet, and tranquil woodland outlooks. The walk-out on grade lower level offers substantial additional living space ready for customization, with architectural plans available for future completion. Anchored by a wood-burning stove, the space could easily accommodate additional bedrooms alongside media, guest, spa, or studio space. Outside, mature trees and wooded landscape, and the year-round creek create a peaceful and immersive setting. A garage with space for three vehicles adds practicality to the property’s thoughtful design. Only five minutes from the village of Chatham, the property offers rare privacy and natural beauty without sacrificing access to the region’s most beloved towns, restaurants, and cultural destinations. Hudson’s celebrated Warren Street, with its restaurants, galleries, boutiques, and Amtrak station, is under twenty minutes away, while the Berkshires’ cultural and outdoor destinations, including Great Barrington, Lenox, and Tanglewood, are all within easy reach. New York City is reachable in just over two hours by car or train. Chicory Hill House delivers sophisticated country living with privacy, design, and a high level of finish at every turn.

41 Chicory Lane, Austerlitz

$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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