Chatham Homes with Garage Parking features

Welcome to Chatham, NY – a charming village nestled in the heart of Columbia County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and welcoming atmosphere, Chatham is an ideal place for families looking for a serene environment with excellent educational opportunities.

The Chatham Central School District stands out as a cornerstone of the community, providing a nurturing and rigorous educational experience for students from kindergarten through high school. With a commitment to academic excellence, the district boasts a dedicated staff and a wide array of extracurricular activities, ensuring that every child can thrive both in and out of the classroom. Parents can feel confident that their children are receiving a well-rounded education in a supportive environment that encourages creativity and critical thinking.

For those seeking a home in this delightful area, you'll find an array of properties featuring the convenience of garage parking. Imagine returning home after a long day to a cozy retreat, where your vehicle is safely parked and easily accessible. Homes with garage parking in Chatham not only offer practical benefits but also enhance your living experience, providing extra storage space and protection from the elements.

Whether you're drawn to the charming downtown area with its unique shops and eateries or the scenic beauty of nearby parks and trails, Chatham offers a lifestyle that balances tranquility with community engagement. Explore the possibilities of making this enchanting village your home, where excellent schools and comfortable living come together seamlessly.

Newest Chatham Homes with Garage 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

$3,000,000

4 Beds ⋅ 5 Baths ⋅ 1025867 MLS

Welcome to Sutherland Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, with Catskill Mountain views. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture and recently renovated from top to bottom with refined, high-end craftsmanship. The home features a standing-seam metal roof, radiant heated bathroom floors, energy-efficient heat pumps, a whole-home generator, and a fully integrated smart home system for lighting, temperature, and security. Recent upgrades include newly refinished white oak hardwood floors, new luxury vinyl plank basement flooring, a refreshed lighting plan with recessed fixtures and designer pieces from Arteriors and Hinkley, updated Lutron switches and outlets, new HVAC registers and vents, fresh paint, new baseboards, and updated hardware. The main level offers bright, connected gathering spaces with sweeping views of the ponds and Catskill Mountains. Living and dining rooms flow together, anchored by a beautifully appointed kitchen with a large custom island, a counter-depth panelized Sub Zero fridge, and professional-grade appliances. French doors open to a wide stone patio with an outdoor BBQ, framed by landscaped gardens and open lawns. A paneled cherry wood office/library with built-in cabinetry and a wood-burning stove sits beside a three-season sunroom overlooking the pond, while a spacious living room with a gas fireplace completes the main floor. Upstairs, the primary suite offers a private retreat with a gas fireplace, two walk-in closets, and a luxurious bathroom with soaking tub and steam shower; three additional bedrooms, a guest media room, two full bathrooms with updated quartz-top vanities and faucets, and a laundry room complete the second floor. The finished lower level adds a kitchenette, sauna, and full bath with new LVP flooring, ideal for guests or wellness use. An attached three-car heated garage offers additional space for storage. Outdoors, a footbridge crosses the aerated pond, and the grounds include raised-bed gardens, a potting shed, and a newly built, insulated 26x34-foot carriage house offering space for vehicles, a barn, or future ADU conversion. Located minutes from both Chatham and Kinderhook villages, Sutherland Estate offers refined, move-in-ready country living in beautiful Columbia County.

189 Sutherland Road, Chatham

$1,475,000

4 Beds ⋅ 3 Baths ⋅ 1022973 MLS

Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5 minutes to Chatham and a stroll to Ghent.

48 Konig Road, Ghent

$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

$924,000

5 Beds ⋅ 4 Baths ⋅ 996465 MLS

A large, turnkey home on 5.13 open acres in Ghent, with Hudson just ten minutes away and a floor plan that makes life easy. Three bedrooms on the main level, an expansive primary suite upstairs, a finished basement with a fifth bedroom alongside a sizable gym and rec room, plus an attached, insulated three-car garage. Furnishings are available, should you want to skip the moving-in part entirely. The main floor leans practical without going stiff. A generous kitchen with miles of counter space anchors the living area. Three bedrooms sit on this level, useful for guests, kids, a home office, or all of the above. A spacious laundry/mud room takes the brunt of muddy boots and grocery hauls before they reach the rest of the house, and the garage attaches directly, sparing you the winter walk. The full second floor is given over to the primary suite, and it's expansive in the meaningful sense of the word. An en suite bath handles the morning routine, and a dedicated office space sits within the suite itself, a quietly luxurious arrangement if you're working from home. In the basement, two distinct spaces are currently set up as a gym and a rec room, alongside another bedroom and full bathroom. A propane fireplace takes the edge off the rec room's concrete floor. The gym-and-bedroom side has walk-out access for guests who need to come and go discreetly. The 5.13 acres are open, useable, and quiet. There's clear room for a pool, plus all the space a garden, fire pit, or future plans could ask for. Two large decks bracket the house, one out front and one off the back, giving you options on where to chase or avoid the afternoon sun. A whole-house backup generator keeps the whole operation running through whatever upstate weather decides to throw around. Ghent puts you ten minutes from Hudson and squarely inside Columbia County's best stretch of farms, food, art, and trails. Hawthorne Valley Farm sits right in town, with its biodynamic dairy, on-farm store, and a bakery worth the detour alone. Bartlett House, also in Ghent, runs an all-day operation of coffee, bread, and dinner from a restored 19th-century building. Art Omi, a few minutes up the road, has a sprawling sculpture and architecture park open free to the public. Chatham Brewing in nearby Chatham pours a reliable lineup of lagers and IPAs and has been doing it long enough to know what it's doing. For dinner, you've got frankly too many options in Hudson. And for fresh air, the High Falls Conservation Area in nearby Philmont offers a short hike to the tallest waterfall in the county.

23 Petty Drive, Ghent

$3,995,000

6 Beds ⋅ 5 Baths ⋅ 991875 MLS

CEDAR HILL - Architectural Country Living at its Finest - is the embodiment of 21st-century modern luxury. Elevated on 10 private acres with sweeping mountain views, a gracious mix of open and wooded landscape, a serene spring-fed lily pond, and an organic vegetable garden, this newly expanded and reimagined six-bedroom home is set in Old Chatham, one of the most coveted corners of New York’s historic Hudson Valley. The home engages seamlessly with its natural surroundings through walls of glass that draw in the changing seasons - from spring’s first blooms and summer’s golden light to autumn’s rich palette and the quiet beauty of snow-covered peaks. Abundant natural light and warm finishes create interiors that balance architectural precision with a sense of comfort and ease. The grounds include a 50-foot heated in-ground Gunite salt-water pool and spa, surrounded by expansive bluestone patios. Thoughtfully positioned just beyond, a cedar-clad spa pavilion - with sauna and custom sleek stainless hot tub - is connected to the house by a breezeway, creates a natural extension of the home while preserving a sense of privacy. Southern light fills this entire setting throughout the day, enhancing both the interiors and outdoor living spaces. A deco-turf night-lit tennis court built by a premier tennis contractor in the Berkshires complete the private, resort-like atmosphere, ideal for restorative retreats, entertaining, or quiet relaxation. The formal living room, with soaring 22-foot ceilings, anchored by a wood-burning fireplace flows effortlessly into a gracious dining area, an open kitchen and butler’s pantry and a secondary gathering room with its own wood-burning fireplace. A game and media room opens directly to the pool terrace, while the main level also offers a first-floor bedroom, full plus half- bath, along with a beautifully designed mudroom with breezeway access. Upstairs, the primary suite serves as a private sanctuary, with glass doors opening to a deck that captures mountain vistas with south and west exposures. Four additional bedrooms, bathroom, a flexible-use room with grand terrace, and a second laundry provide ample space for guests, work and wellness. The property, rebuilt and expanded over a multi-year renovation, was completed in 2023. Designed for year-round, sustainable modern living. Solar power, radiant heated interiors, a three-car heated garage, and multiple EV charging stations ensure comfort and efficiency in every season. Underground utilities further enhance the natural setting. Surrounded by the natural beauty of the Hudson Valley and the Berkshires, Cedar Hill offers access to hiking, skiing, farm-to-table dining, and cultural destinations - while remaining a peaceful retreat to relax and recharge.

33 Ford Road, Chatham

$7,995,000

8 Beds ⋅ 10 Baths ⋅ 929847 MLS

Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all your senses with three miles of trails to the magic in all her structures. Pause at sitting areas overlooking the stream, the waterfall and fields with fountains and fire-pits and decorative arbors found throughout this160-acre sanctuary. The 1700's main home, with enchanting courtyard, interior and exterior original and authentic details is comprised of three bedrooms, formal living and dining rooms each with wood burning fireplace, the masterful kitchen, office, mudroom and four full baths and one-half bath. The main level primary en-suite with double height ceiling, wood burning fireplace and master bath is stunning. Upstairs you will find two sunlit en-suite bedrooms and an inviting sitting area. The roof is of handcrafted "dog-ear" copper tiling. All other buildings have copper standing seam roofing. The air is central, and floors are radiant, as in all living structures. The Barn complex creates a delightful courtyard comprised of two guest suites flanked by two magnificent barns. The main level ‘Bridle Suite', with flagstone flooring on the main level is an intriguing open concept space with original stall walls retained to define the spaces opening to brick patio. Above, the light-filled three bedroom ‘Hayloft Suite’ with restored wood flooring has open dining, three bedrooms and lounging terrace. Each suite has Big Chill appliances, WBFP, radiant flooring and W/D. The Barns: the "Horse Barn', has original cobblestone floors and completely restored. The stalls are intact and decorated as living spaces for gathering and bath with shower and copper tub with Lillie Herbeau filter. Upstairs is open space with soaring ceilings to dance, dream and create. The "Gathering Barn" completely restored with soaring ceilings and all original beams and intact stalls originally for hunting dogs decorated as living spaces and grand open spaces for gathering is truly incredible. Attached is a four bay garage with original barn doors, radiant floors and custom storage. The pool house with floor to ceiling stone wood burning fireplace and soaring ceiling highlighting architectural trusses is fabulous, as are the kitchen and bath. French doors open to the custom gunite pool with seating area designed to take in the views and surrounded by gracious plantings and gardens with bluestone decking, pergola, hot tub and stone shower. The systems throughout the property are as spectacular. A magical property for a lifetime of memories. Truly a sanctuary to be marveled.

47 White Bridge Rd, Chatham

$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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