Chatham, NY Homes for Sale with Garage

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

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

Anthony D'Argenzio Houlihan Lawrence Inc

Refined and classic elegance abounds in this historic and prominent Spencertown hamlet home. Built in 1810 as a fashionable Federal Style home, it featured magnificent details and craftsmanship throughout. Step back in time in this glorious and updated property. The abundance of 19th century luxury features have been lovingly restored and enhanced from the polished original flooring, window

Peter Newman Beach & Bartolo Realtors

Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher

Janet Kain The Kinderhook Group, Inc.

Charming ranch set on a level lot along County Route 32 in North Chatham. This 3-bedroom, 1-bath home offers hardwood floors throughout the main living areas, a bright living room that flows into a formal dining room, and a functional eat-in kitchen with ample oak cabinetry. Three comfortable bedrooms and a full bath round out the main level. Enjoy the outdoors from the deck overlooking the

Nikki Carchedi Stone House Properties, LLC

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. CENTRAL A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

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 James Tellerday Houlihan Lawrence Inc.

Situated on the historic grounds of Kinderhook Lake’s former Lake Shore Hotel, 3793 Route 203 is a rarely available waterfront home encompassing a full acre of land and an immense private shoreline. Boasting over 300 feet of direct water frontage on Kinderhook Lake and panoramic water views, the home is ideal for those looking for waterfront tranquility, complemented by a private dock for

Kelcey Otten Compass Greater NY, 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

Almost completely-refinished 3BR/2BA home on two acres within walking distance of Old Chatham Square. There are a few things on the punch list remaining inside and out, but this 1870 two story plus walk-out basement home is now effectively a 2020s home. After being brought down to the studs, it was rewired, replumbed, and finished with new windows and doors. Foam insulation was installed before

Jennifer Wall Anderson Agency

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

Natalia de Amorim Preferred Country Properties

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile.CENTRAL A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining

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

Situated on the historic grounds of Kinderhook Lake's former Lake Shore Hotel, 3793 Route 203 is a rarely available waterfront home encompassing a full acre of land and an immense private shoreline. Boasting over 300 feet of direct water frontage on Kinderhook Lake and panoramic water views, the home is ideal for those looking for waterfront tranquility, complemented by a private dock for

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

Amazing Victorian style investment opportunity in Chatham, NY. Local attractions in area include OomsConservation area at Sutherland Pond or catching a musical at the Mac-Haydn Theatre. This Victorian Style home shows it was built in 1886. Total square footage is showing on tax records at 4,307 sq. ft. An amazing large lot of 918,680 sq. ft. An opportunity as such comes across once in a

Neven Spralja Realhome Services and Solutions Inc

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

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

Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect

MATTHEW CAREY Rouse + Co Real Estate

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

MAJOR PRICE IMPROVEMENT! OPEN HOUSE SATURDAY, SEPT. 5 from 11-1!Located just minutes from the Village of Chatham, this solidly built mid-century ranch sits on a manageable half-acre lot and offers sweeping views of the Taconic foothills from the dining room, family room and deck. With only 1 owner in the last 58 years, this 3 bed / 2 bath home has been well cared for, with classic

Rochelle Bartolo Beach & Bartolo Realtors

Million-dollar views, peaceful surroundings, and room to breathe! This charming two bedroom log home has been lovingly enjoyed by the same family for 43 years. Located off a quiet dead end country road, in a private 5+ acre setting with compelling, magnificent views. Superb location only five minutes to Chatham Village, 25 minutes to Hudson or Great Barrington.

Morgan Klima Country Life Real Estate, LLC

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

Nikki Carchedi Stone House Properties, 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.

Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the

Jeb Hart Licensed as Henry Hart Corcoran Country Living

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

Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions,

Jerome Newkirk Revision Real Estate

Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities.Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse

Kimberley Willsey eXp Realty