Chatham Homes for Sale

CASH BUYERS ONLY - ASSIGNMENT OF CONTRACT.Charming Chatham Village Home with Heated 2-Car GarageLocated in the heart of the desirable, quaint, and charming town of Chatham, NY, this 4-bedroom, 1-bath home offers the perfect blend of small-town living and convenient access to the surrounding Hudson Valley. The property features a detached 2-car heated garage, ideal for vehicles,

Steve Green Signature Premier Realty Inc

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

Nancy Felcetto BROWN HARRIS STEVENS HUDSON

Charming 3-Bedroom Ranch on 14 Acres in Old Chatham, NYDiscover peaceful country living at its finest in this inviting 3-bedroom ranch-style home, nestled on a sprawling 14-acre parcel in Old Chatham. Offering the perfect blend of comfort, functionality, and outdoor adventure, this property is ideal for horse enthusiasts, nature lovers, and those seeking a private retreat just minutes

Tyler Bervy Stone House Properties, LLC

A Grand Dame in Old Chatham. Discover the joy in bringing back a classic. All the bones are solid. Five bedrooms in that rambling feel that makes farmhouses so lovable. The great room fireplace combines stone and real wood panels with views of the pond out the windows. A formal dining with wainscoting leads to a kitchen that leads out back. A second living room that could be it's own apartment.

Andrea Gabel Gabel Real Estate

Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

Margaret Guerra Trevett Group LLC

Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its

Michael Tellerday Houlihan Lawrence Inc.

Set within the historic hamlet of North Chatham, this beautifully restored c.1830 Greek Revival side-hall farmhouse is a wonderful example of the understated elegance that defined rural Columbia County architecture during the period. The home's classic side-hall plan, refined Greek Revival moldings, hand-hewn beams, wide-plank pine floors, and beautifully preserved millwork speak to its early

Annabel Taylor Four Seasons Sothebys Intl

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

Nikki Carchedi STONE HOUSE PROPERTIES, LLC

Welcome to Rock Hill North, an idyllic Upper Hudson Valley rental home in Old Chatham. Situated on 10 private acres, the new build is a modern take on a traditional barn house. The home features open living spaces, 3-4 bedrooms, 3.5 bathrooms, and additional second level rooms for office, studio, or fitness room. The primary suite, with its own patio, has views of the Taconic Foothills. Featuring

Rachel Haley COMPASS MASSACHUSETTS , LLC GB

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

Shaina Marron Houlihan Lawrence, Inc

Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/I90/Berkshire Spur, 15 minutes to Lenox/Tanglewood, 30 minutes Albany/Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased

Natalia de Amorim Preferred Country Properties

Light-filled, charming 4 Bedroom/3.5 bath 1800s farmhouse with two ensuites -- including one on the first floor that can, alternatively, serve as a home office. Also on the first floor is a great room with high ceilings, a wood burning fireplace and French doors with access to the 24' x 24' deck. The home is set for entertaining with an easy flow from the eat-in kitchen, to the dining room, or

Jennifer Wall Anderson Agency

Located only 30 minutes from the Hudson Amtrak Train Station this 9.5-acre property in Chatham, NY offers exceptional potential one of which could be an organic farm. With multiple structures there are endless possibilities. An amazing 2 story huge barn would work for an artist/actor or musician studio and wouild also work for horses. There is a private pond for swimming, kayajing and fishing.

Claudia Zucker Living Structures

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious

Thomas Trevett Trevett Group LLC

Perched above the tranquil waters of Kinderhook Lake, The Lady of the Lake is one of Columbia County's most unforgettable homes--a thoughtfully restored former church transformed into a design-forward retreat where historic architecture meets modern luxury.Rich with character and reimagined with an exceptional eye for design, this three-bedroom, two-bath residence effortlessly blends original

Catherine Quintard Compass Greater NY, LLC

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,

Macarena Tracey Rouse + Co Real Estate

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+ square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6

Margaret Guerra Trevett Group LLC

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

Fully Rented Income Property in the heart of Chatham Village NY. 3 non-owner-occupied units. All photos taken pre-occupancy. 5BRS total, 3 full baths. Municipal water/sewer. Private off-street parking. Total acreage for 2 parcels (66.6-1-45 is 0.23 acre and 66.6-1-48 is 0.24 acre). Total tax figures below include both parcels. A minute drive to Main St and all shops, theater, pubs, restaurants,

Natalia de Amorim Preferred Country Properties

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

Natalia de Amorim Preferred Country Properties

Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a

Mary Turoci Keyology

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

Nancy Felcetto Brown Harris Stevens HV LLC

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

Nikki Carchedi Stone House Properties, LLC

Adorable, tastefully renovated cottage on a quiet side street within close proximity to Kinderhook Lake and the Empire State Rail Trail. This easy to care for home offers an array of upgrades. Including a new kitchen with a gorgeous farmhouse sink, new wainscoted bathroom, new split system for heating and cooling and a brand new deck for après dining and relaxing. There is ample parking and

Morgan Klima Country Life Real Estate, LLC

A truly magical property tucked away at the end of a quiet country road, yet just minutes from the Village of Chatham. Set amid 10 lush and exceptionally private acres, the centerpiece of this enchanting retreat is a light-filled barn conversion featuring a soaring stone fireplace, wide-plank floors, a lofted primary suite, and a separate guest level with living room, two bedrooms, a full bath,

Lisa Bouchard Hoe The Kinderhook Group, Inc.

This 9.5-acre property in Chatham, NY offers exceptional potential, with multiple structures including a huge 2 story barn in excellent condition with a private pond. for swimming. A true diamond in the rough, the 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones. Dual brick fireplaces in the living room and reading nook, a formal dining room, and a 3-season

Claudia Zucker Living Structures

Located at the end of a town-maintained gravel road, this private raised ranch sits on 2.83 acres accented by a classic stone wall, offering views of the surrounding fields and woods.The first floor includes a family room, one bedroom, and a full bathroom. Upstairs, the second floor features the living room, dining area, kitchen, two additional bedrooms, a full bathroom, and a laundry room. Front

Daisy Blair Howard Hanna Capital Inc