Chatham, NY Homes for Sale with Acreage

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

Situated on 19.5 serene acres in the historic hamlet of New Concord, Knollcroft is an exceptional and rare offering of historical significance. Listed on the National Register of Historic Places, Knollcroft is a showcase of late-Victorian craftsmanship and rural estate planning. Thoughtfully designed for both durability and grace, the home offers approximately 3,325 finished square feet, with 8

Kelcey Otten Compass Greater NY, LLC d/b/a

Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800’s core home was expanded and rearranged. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

Peggy Lampman Peggy Lampman

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

A post and beam barn on a dead end road in Old Chatham. Cathedral ceilings, walls wrapped in windows, bring in light and views from every angle. In the great room a brick fireplace with a chestnut mantle. Open floor plan makes it easy for entertaining. Shaker cabinets, soapstone counters, and hand crafted lighting. First floor primary bedroom ensuite with walk in closet. Two additional bedrooms

Emma French Gabel Real Estate

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

This mid renovation home is situated on 6.58 acres where an overgrown pond was the little one's favorite cooling place in the summers of years gone by ... this 1900± sq ft, single floor home is comprised of L style open floor plan incorporating kitchen/dining area/living room---down the hall are 4 bedrooms and full bath. Downstairs is full poured cement basement under original home and crawl

Natalia de Amorim Preferred Country Properties

Hidden GemThis well-maintained, two- bedroom ranch-style home has so much to offer. It features a spacious living room with a wood burning fireplace and a large picture window, a light filled dining room and a well appointed kitchen.Outdoor living too with a charming front porch, a back deck perfect for dining and a hill top gazebo for quiet time. Over ten acres of wooded wonderland

Lenore Packet Stone House Properties, LLC

Timeless country elegance best describes this charming custom-built Cape, set on 2.6 acres along the Green Brook in the Town of Chatham, just outside the hamlet of Malden Bridge. Built with craftsmanship and rich character, the home blends tradition with modern comfort, featuring solid wood doors, cherry hardwood floors, custom kitchen and lighting, tiled baths, and a welcoming living room with a

Joseph Briggs William Pitt Sothebys Int Rlty

''Sweet Dreams Farm'' in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's farm adjacent to the Old Chatham Hunt Club trails. Possessing 3 separately deeded properties: The Main House, is a 1800's historic salt box combo center hall colonial. Hosting: 3 beds, 3.5 baths, 5 fireplaces, custom gourmet kitchen, finely detailed moldings, original wide plank

Harold Reiser Julie & Co Realty, LLC

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.

Set privately high on a hill in Chatham Center. Long driveway to a perfect country retreat with gorgeous stonewalls. Huge random bluestone patio with stone fireplace and built in BBQ perfect for outside entertaining. Gorgeous in-ground pool with perfect stonewalls leading to a stone courtyard area perfect for lounge chairs and summer picnics. Meticulously maintained home with open kitchen to

Tracy Tassinari Gabel Real Estate

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

Are you dreaming of the perfect lakeside home? Look no further! This charming cottage sits on nearly an acre of land and has been carefully rebuilt and maintained by its current owner. Inside, you'll find three levels of cozy, 1904 sq.ft. of functional living space. The main floor includes a lovely primary bedroom, a living room with a wood stove, dining area, a bright kitchen with vaulted

Kari Van Buren Berkshire Hathaway HomeService

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

Ted Banta RVW Select Properties

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

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

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

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

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.

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

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 SEASONSIf you're looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York's Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

Nancy Felcetto Brown Harris Stevens Hudson