Chatham, NY Homes for Sale with Garage

Welcome to your dream retreat! This incredible compound offers 9 bedrooms, 6 bathrooms, and nearly 10 acres of pure serenity. The stunning great room is the showstopper—surrounded by windows and boasting a massive open floor plan. Enjoy a chef's kitchen with island, bar stool seating and stainless steel appliances. Enjoy beautiful stone fireplace and wood stoves to keep you and guests nice and

Kevin Clancy Clancy Real Estate

5.79 acres in beautiful location w/privacy off secondary rd w/woods on all sides. Pond stocked w/lg mouth bass, landscaping, att one car garage, separate storage shed. Low maintenance Colonial style house w/brick & vinyl siding. Second floor en-suite primary on one end & three BRs + full bath on other end. Can be a five BR if needed. Revel in the tranquility of this 2,860 sq. ft. residence by the

Frances Ingraham Heins Howard Hanna Capital Inc

Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

Faith Adamec RE/MAX Capital

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

Anthony D'Argenzio Houlihan Lawrence

Welcome to Bezalel Gables, where history meets elegance in this Queen Anne Victorian home, built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature

Tammy Molinski Coldwell Banker Advisor Realty

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 a butler's pantry, an oversized den with a built-in daybed in the window, a dining room, a living room with a fireplace, and a first-floor bedroom that could also serve as an office. Additionally, there are two

Kari Van Buren Berkshire Hathaway HomeService

Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

Linnea VanTassel Country Life Real Estate, LLC

In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

Sarah Lipsky William Pitt Sothebys Intn'l

On 12.5 acres in the hills of Chatham, this gem is equal parts peaceful escape & creative opportunity. The 2BR, 1 & half BA home is full of charm, w/ HW floors, a creek stone wood-burning FP, & 2 light-filled 3SR. A screened-in porch overlooks a stocked pond-perfect for morning coffee or quiet evenings. The land is a highlight in itself: a seasonal stream runs along the back edge, groomed trails

Rebecca Sullivan Miranda Real Estate Group Inc

A Lovely 3 to 4 Bedroom, 2 Bath Home with a 2 Car Garage on 8.8 Acres! The 1st floor features 3 bedrooms, 1 bath, a kitchen, a dining area, a living room with a fireplace, and a sunroom. The living room has a beautiful stone fireplace with a Jotul Wood Stove insert. The kitchen has a breakfast bar. The dining area walks out to a charming sunroom. The basement features partially finished living

Theodore Banta III RVW Select Properties

A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

Peter Forget Berkshire Hathaway Home Services Blake

Elegantly poised on 56.47 acres in Chatham, NY, paved driveway leads to a private oasis surrounded by lush, mature flower gardens, fruit and flowering trees, open fields, and a vast organic vegetable garden.This exceptional estate embodies the very essence of luxury living, thoughtfully designed for those who cherish nature. Expansive windows throughout the home frame stunning views at every

Vera Cohen Vera Cohen Realty, LLC

Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, organic garden & panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest appliances, a sauna, 2 executive offices, a wet bar, outdoor kitchen. A sprawling

Vera Cohen Vera Cohen Realty, LLC

Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for family

Andrea Gabel Gabel Real Estate

Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

Jennifer Wall Anderson Agency

A true Chatham Charmer, DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home.

Brittany Craig Houlihan Lawrence Inc.

Step back in time with this enchanting 1820s village Colonial, a true jewel box filled with original details and timeless charm. This home exudes warmth and tranquility, featuring high ceilings, wide plank floors, and both front and back staircases leading to three generously sized bedrooms. A hidden ''secret'' nook offers the perfect space for hide-and-seek, quiet reflection, or a cozy

Jonathan Hallam The Kinderhook Group, Inc.

Chatham Village Income Gem! This tastefully updated Craftsman two-family offers substantial investment return and steady income. Situated on a quiet village street, this meticulously maintained property with two spacious, side-by-side units, each featuring 3 bedrooms, an office area, sunroom, and large enclosed entryway. Enjoy a large yard, four-car garage, and storage/workshop. Recent

Rachel Haley Houlihan Lawrence Inc.

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

Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

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

Rachel Haley Houlihan Lawrence Inc.

Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. 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

Leonard Brown Berkshire Hathaway HomeService

Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. 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

Sharon McArdle Berkshire Hathaway Home Services Blake

Introducing Hickory Hollow Farm to our roster of high value listings in Columbia County and located in the much sought after Kinderhook to Chatham corridor, this 1997 quality built full colonial Adam with a 3 car garage and sweeping front porch is available for our Spring market inventory. The 4000 square foot residence has 4 bedrooms, 4 bathrooms and is situated on 10 acres including its post

Parker Meyer Four Seasons Sotheby's Int.

The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

Lisa Bouchard Hoe The Kinderhook Group, Inc.

Tucked into the heart of the Hudson Valley, where life slows and nature flourishes, lies Foxglove & Fern a breathtaking 101-acre sanctuary. As you follow the circular driveway, rolling meadows, ancient trees, and a shimmering private pond welcome you to a world of serenity.More than a home, this estate is a legacya place where generations gather, and every sunrise brings new adventures. The main

Heather Etzel Four Seasons Sotheby's Int.

Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

Callan Bergmann Compass Greater NY, LLC

Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap,

Rachel Haley Houlihan Lawrence, Inc

At the end of a dead end road. Close to Chatham yet a world of privacy. 1874 gem with a post and beam barn to drool over. Historic cottage with original floors. Handcrafted features. Cherry kitchen with great storage and workspace. Dining area open to a deck overlooking the blooming bulbs, ornamental trees, flowering shrubs and picture perfect vegetable and cutting garden. Two bedrooms. Huge

Tracy Tassinari Gabel Real Estate

CEDAR HILL - A HOUSE for all SEASONSBathed in sunlight, this graceful architectural masterwork is perfectly sited on ten private acres with awe-inspiring panoramic southern mountain views stretching endlessly, offering an ever-changing magical canvas of light and landscape. A home for all seasons, this newly re-built and expanded cedar house stands as if it rose from the

Nancy Felcetto Brown Harris Stevens Hudson

Tucked in the Hudson Valley, Foxglove & Fern is a 101-acre sanctuary where rolling meadows, ancient trees, and two ponds create a peaceful retreat. The 7-bedroom main house exudes warmth, with an inviting living room, a dining room anchored by a hand-laid stone fireplace, and a kitchen designed for gathering. A detached office offers endless possibilities—an artist's studio, a private retreat, or

Heather Etzel Four Seasons Sotheby's International Realty