89 houses for sale in Old Chatham

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, it offers three bedrooms, 2.5 baths, and a large yard. A wood stove warms the sitting room, and the all-new kitchen, with energy-efficient appliances and custom solid wood cabinetry, opens to a deck for summer dinners. Once a bed and breakfast, the house is a short walk from the Old Chatham Country Store, ten minutes from Chatham's thriving arts scene, and thirty minutes from vibrant Hudson, with Amtrak service to New York City

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, the 2,267-square-foot home offers three bedrooms, 2.5 baths, and a large yard, ready for full-time living or long country weekends. Deep bay windows pour light into the formal living room, and the dining room opens to a sitting room warmed by a wood stove, a space that could easily become a first-floor primary bedroom. The new kitchen is built around a farmhouse sink and a Wolf range, with Bosch appliances, quartz counters, and custom solid wood cabinetry, and it steps out to a new deck for summer dinners. Upstairs, the primary bedroom looks toward the back of the property for privacy, and a walk-in dressing room leads to a generous bath with a soaking tub and walk-in shower. A seco

Tucked away on 5 acres in the heart of Old Chatham, 14 Depot Lane is a one-of-a-kind private retreat shaped by stone, water and the character of an old house that has evolved over time. Set along a wooded ridgeline, the home is surrounded by rock outcroppings, mature trees and natural landscaping, with a creek and waterfall forming a natural border of the property. It all feels wonderfully secluded yet connected to the community around it. Inside, 2,600+ sq ft is filled with warmth, texture and unique architectural details. The eat-in kitchen is a standout with wood cabinetry, tiled countertops, terracotta floors, exposed beams and a wood-burning fireplace hearth. An oversized picture window frames the rock garden, bringing the natural setting in. The dining room has its own fireplace and barrel-shaped ceiling, with doors from both the kitchen and dining room opening to a large rear deck nestled among the treetops. A spacious living room with vaulted ceiling flows into an open study, w

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 generous space to gather and unwind with family and friends. At its center, the kitchen and living areas are designed for connection. The open kitchen and dining space flows easily into the main living room, where a stone fireplace anchors the room and creates a natural place to come together after a day outdoors. Stainless steel appliances and ample workspace make the kitchen as functional as it is welcoming, equally suited to large weekend meals or quiet mornings overlooking the landscape. Windows throughout frame views of pasture, pond, and sky, keeping the surrounding land present from nearly ev

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 the sheetrock went up, ensuring a tight home keeping sound out (I90 is nearby) and heating and cooling in (home comes with a central air compressor awaiting installation) All flooring, tiling, appliances and lighting as well as the gas furnace is less than five years old. Buyer will need to arrange for final inspections from the town building department to get a Certificate of Occupancy but, the extra effort will be well worth it

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 backyard, complete with a screened gazebo. Perfect for morning coffee or evening entertaining. An attached two-car garage and full unfinished basement provide plenty of storage and potential for future finished space. Recent updates include a whole-house water softener and filtration system (2025) and brand-new water heater(2026). Set on just under an acre, this is a solid opportunity in the Hudson Valley, minutes to shopping, dining, and the Taconic State Parkway

Historic Charm, Flexible Opportunity in North Chatham. Discover the character and possibilities of this charming three-bedroom, two-bath home, dating to approximately 1830 and set on a little over two acres in the picturesque hamlet of North Chatham, NY. Offering a unique blend of historic appeal, usable land, and flexible space, this property presents an opportunity for both residential living and income potential. Currently, 200 square feet of the house is leased to the U. S. Post Office, creating an established rental component while leaving the main three-bedroom residence available for additional rental space or personal use. For those seeking a full-time residence, there is also the opportunity to reimagine the entire property as a private primary home, subject to any applicable approvals. Whether you're looking for an investment property, a home with supplemental income, or a distinctive country residence with room to make it your own, this North Chatham property offers a rare c

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 for 2,300 dollars/MTH til 8/31/26. 2nd bldg is East Chatham Wine & Spirits store w/half-bath currently 1541 dollars/MTH-to-mth. 3rd bldg currently a funeral parlor/office w/half-bath 850 dollars/MTH til 4/30/26 All photos pre-occupancy. All units occupied. No interior liquor store photos. Tenants must approve all showings and provide access. 48HR notice minimum

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 for 2,300 dollars/Mth til 8/31/26. 2nd bldg is East Chatham Wine & Spirits store w/half-bath currently 1541 dollars/mth-to-mth. 3rd bldg open studio w/loft w/half-bath 850 dollars/mth. All photos pre-occupancy. No interior liquor store photos. Tenants must approve all showings and give access. 48HR notice minimum. By appt only. Agents pls use ShowingTime

Love stock car racing, drag racing, or mud bogging? Or simply looking for a well-kept raised ranch with plenty of amenities? This property has something for everyone. The home offers four bedrooms and two full baths, with room for an in-law setup. Features include an electric split system for heating, a main-floor bedroom, and an oversized kitchen that opens to the dining room and overlooks the spacious backyard. The downstairs living room has a cozy fireplace. Set on a country road, the property is close to the Berkshires and Route 20, with convenient access to shopping and work

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 both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48-72 hour notice required to show. Buyer/Coop brokers must attend all appointments. Thank you for your interest

4,008+/. Sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms. First level incl wood-burning fireplace in large family rm off formal LR off spacious eat-in Cherry kitchen w/Shaker cabinetry. Updated/bright lighting throughout. 2nd incl 4 large BRS or offices if rented out. 2 full and 2 half baths. HW floors throughout. Private rear deck. Post & beam barn off large parking area. In quiet New England hamlet moments to Old Chatham, Lenox/Tanglewood, chatham Village and half-hour to Capital District via I90/Parkway one mile away. Endless possibilities by Berkshires. 2 furnaces OHW heat. 1st flr additionally features Mitsubishi HV/AC system. Property leased thru Nov 2027. Arrangements for earlier availability possible but not guaranteed. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company. 48-72HR notice req. Tenants must approve. Any access/showings must be scheduled and accompanied by lis

Historic Charm, Flexible Opportunity in North Chatham! Discover the character and possibilities of this charming three-bedroom, two-bath home, dating to approximately 1830 and set on a little over two acres in the picturesque hamlet of North Chatham, NY. Offering a unique blend of historic appeal, usable land, and flexible space, this property presents an opportunity for both residential living and income potential. Currently, approximately 200 square feet is leased to the U. S. Post Office, creating an established rental income while leaving the main three-bedroom residence available for rental or personal use. For those seeking a full-time residence, there is also the opportunity to reimagine the entire property as a private primary home, subject to any applicable approvals. Whether you're looking for an investment property, a home with supplemental income, or a distinctive country residence with room to make it your own, this North Chatham property offers a rare combination of histo

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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 st

Spacious 4 bedroom, 2.5 bath, 2240 square foot Colonial sitting on just under an acre in the Bonnie Lea Estates neighborhood of Valatie. At the heart of the home is a large sunny renovated kitchen featuring butcher block countertops, an induction range and stainless appliances. A peninsula breakfast bar divides the kitchen and a cozy sitting room, anchored by a brick wood burning fireplace. This is exactly where everyone will want to gather. Glass door leads out to the patio where there's plenty of space for your grill and smoker plus a dining area under the gazebo. Beyond the patio is a large backyard with tall hedgerows on 2 sides providing privacy. Fenced garden, a fire pit circle and still plenty of space to add a pool. Back inside, a formal dining room sits on the other side of the kitchen which flows around to the spacious living room in the front of the house. Rounding out the main level is a foyer, laundry room with half bath, and an attached two car garage. Hardwood floors thr

Large Village home 5 bedrooms 2 fullbaths, plenty of parking, oversized garage with storage, needs TLC

A rare opportunity to own two residences on 42.73 beautiful acres! Enjoy a park-like setting with a picturesque pond, abundant wildlife and plenty of privacy. The 1,800+ sq ft main home offers 2 bedrooms, 2 full baths and an inviting great room with vaulted ceilings, wood-burning fireplace and wide-plank hardwood floors. The open layout flows into the kitchen with cherry cabinetry, dining area and light-filled solarium. Relax on the deck overlooking the pond or enjoy a snowy morning with coffee in the sun porch. Large 2 car garage and large full basement. Tucked away in the back of the property is a second, private residence featuring 1 bedroom plus an office. Ideal for multigenerational living, in-law residence, guests or rental income potential of $1,300+/month! The main parcel consists of 4.16 acres, with an additional 38.57-acre separately deeded building lot included (Tax Map #221.6-13.11). Keep the acreage together for your own private retreat, have horses or explore the possibil

Pride of ownership is evident in this one-owner cedar home is a rare opportunity to own 2 private acres in the award-winning East Greenbush School District. Lovingly cared for by the same family since it was built, this legacy property combines privacy, recreation, and convenience. Ideally located as the gateway to the Capital Region and Hudson Valley, you're just minutes from shopping, dining, major highways, Albany, and Regeneron, and approximately just over 2 hours from New York City-the perfect escape without sacrificing convenience. The home offers 2,128 sq ft, 4 bedrooms, and 2 full baths, showcasing quality craftsmanship throughout. Andersen windows fill the home with natural light, while the spacious great room features Pella windows and a JÃtul wood-burning stove, creating a warm gathering space. The beautifully updated kitchen is the heart of the home, featuring granite countertops, abundant white cabinetry, a timeless tile backsplash, and stainless steel appliances. Outside

Cute as a button! Full of charm, character, and timeless appeal, this adorable Cape Cod is ready to welcome its next owner! Lovingly maintained over the years, this home offers the warmth and personality that are hard to find in newer construction. Perched high on a desirable corner lot, there's plenty to enjoy both inside and out, including a spacious deck perfect for relaxing or entertaining. The impressive 18' x 32' two-story heated garage offers endless possibilities for hobbies, projects, storage, or workspace. Enjoy the charm of small-town living in Nassau while remaining conveniently located to Albany and the greater Capital Region. Outdoor enthusiasts will appreciate nearby walking and biking opportunities along the Albany-Hudson Electric Trail, as well as the area's beautiful local nature preserves. A special home with so much to offer, just waiting for its next chapter!

Welcome to 32 Elm St in Nassau, a thoughtfully renovated home with four bedrooms and two full bathrooms. The brand new kitchen features new cabinets, stainless steel appliances, and new flooring. Fresh paint throughout gives the home a bright, refreshed feel. Hardwood flors on the first floor add warmth to downstairs living spaces, while a versatile flex room offers options for a home office, nursery or other needs. Upstairs, new carpeting and paint, along with an updated bathroom features a clawfoot bathtub add comfort and character; the downstairs bathroom features a new shower and vanity. The hot water heater is approximately one year old, and the furnace is three years old. Outside, enjoy a gorgeous yard on almost an acre lot makes this home perfect for any buyer looking to be in Rensselaer county

Welcome to 46 Hawthorne Drive, a spacious 4 bedroom, 2.5 bath, 2240 square foot Colonial sitting on just under an acre in the Bonnie Lea Estates neighborhood of Valatie. At the heart of the home is a large sunny renovated kitchen featuring butcher block countertops, an induction range and stainless appliances. A peninsula breakfast bar divides the kitchen and a cozy sitting room, anchored by a brick wood burning fireplace. This is exactly where everyone will want to gather. A glass door leads out to the patio where there's plenty of space for your grill and smoker plus a dining area under the gazebo. Beyond the patio is a large backyard with tall hedgerows on 2 sides providing privacy. There is a fenced garden and a fire pit circle and still plenty of space to add a pool. Back inside, a formal dining room sits on the other side of the kitchen which flows around to the spacious living room in the front of the house. Rounding out the main level is a foyer, laundry room with half bath, an

Surrounded by fine estates and set along one of Old Chatham's quietest roads, this inviting family homestead offers a rare opportunity to enjoy the beauty, privacy, and tranquility of the countryside. Set on 16.5 picturesque acres of meadow, woodland, and pond, the property offers a peaceful natural setting with trails winding through the woods-ideal for exploring, relaxing, and enjoying the outdoors. The comfortable three-bedroom, two-bath home features a large family kitchen, first-floor bedroom and bath, protected by a whole-house generator. A two-car garage includes additional recreation space with a separate entrance, offering exciting possibilities for a future apartment, guest quarters, or Airbnb rental. A separate 40' x 44' pole barn with a concrete floor and tall garage doors provides exceptional versatility, whether envisioned as an artist's studio, home gym, workshop, or spacious RV storage. With its combination of open land, wooded trails, water views, and flexible outbuild