466 houses for sale in Alford town, Berkshire County Massachusetts

New price | turnkey hudson valley retreat with saltwater pool | $989,000. An exceptional hudson valley opportunity. This beautifully maintained, turnkey retreat offers 3,424 square feet, four bedrooms, two-and-a-half baths, a resort-style saltwater pool, and a peaceful private setting just minutes from Hudson. Designed for full-time living or weekend escapes, the spacious layout offers room for entertaining, remote work, and hosting family and friends. Outdoors, enjoy an in-ground fiberglass saltwater pool, an illuminated pergola with electricity and a ceiling fan, a custom fire pit, and multiple areas for dining and relaxing. Fiber-optic internet adds modern convenience, while the move-in-ready condition allows you to enjoy the Hudson Valley lifestyle immediately. The famous Bartlett House cafe and bakery is just down the road, with Hudson’s restaurants, shops, galleries, cultural attractions, and Amtrak station approximately 12–15 minutes away. Convenient to the Taconic State Parkway

28 Green Acres Road, Craryville NY. New Starter/Retirement home, maybe a Flipper? Sweet two bedroom, one bathroom handyman special stripped down to studs & frame, ready for new sheetrock etc. Ranch on 3.40 Acres, conveniently located on a cul-de-sac, minutes from the Taconic State Parkway. Private well & septic, Hot Air Oil heating, basement is crawl space. Additional features include a 16x22 detached garage, 12x20 front porch & 4x5 enclosed side porch exit off kitchen. Deep back yard. Property goes far back into the woods and has a beautiful Mountain Stream

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 for an in-law suite or separate apartment. Upstairs four large bedrooms with generous closet spaces share a full bath. Tasteful wallpaper and decorative finishes combine with hardwood floors to provide charm throughout. Outside, an expansive deck runs the length of the exterior, giving way to a large fenced-in yard. A new hot tub and sauna offer moments of respite while the gas firepit ensures guests will be entertained well into the evening. A separate garage offers off-street parking and additional space suitable for a workshop and / or storage. Numerous updates include. But are not limited

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1u002F2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath Complex rebuild from the ground up This is a special delimiter sentence. This is a special delimiter sentence. Preserved nod to the town's heritage with a fresh, modern interior Chef's Kitchen This is a special delimiter sentence. This is a special delimiter sentence. High-end appliances, ample prep space, and thoughtful layout for entertaining Radiant Floor Heating This is a special delimiter sentence. This is a special delimiter sentence. In entry Dual Fuel Heat throughout High Velocity Central Air Conditioning This is a special delimiter sentence. This is a special delimiter sentence. Efficient, quiet climate control Solid Heavy Doors with Emtek Hardware This is a sp

Welcome to Serenity Hill. This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires. Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind. The vaulted ceiling in the kitchen adds a sense of light and openness, while seamless transitions between the kitchen, dining area, and living room create a space that feels both cohesive and welcoming. A cozy wood-burning fireplace anchors the living room, adding

Welcome to Wolverton Creative Compound, a storied 119-acre estate set within a hidden valley offering complete seclusion, integrated creative workspaces, and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property's original stone well. Two large ponds grace the land, including an aerated, swimmable pond directly in front of the house. Sited among meadows and mature woodlands, the main house, upgraded studio barn, and charming studio shed are framed by terraced stonework, a network of trails, and thoughtfully designed gardens. The setting is peaceful, restorative, and deeply connected to the land, yet only a short drive to both Hudson and Great Barrington. The antique farmhouse offers four bedrooms and three bathrooms across 2,825 square feet, where original details like moldings, wood floors, and Dutch doors preserve its old-world charm. A generous double l

Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that promises warmth and comfort on cold winter nights. The kind of space that invites slow mornings and lingering conversations. The home offers four well proportioned bedrooms, including one conveniently located on the main floor and three additional bedrooms upstairs, along with a single full bath serving the home. Tucked away at the rear is an additional unfinished room, a blank canvas awaiting your imagination. Whether you envision a studio, sunroom, or expanded living space. Set on. 82 acres of usable lawn, the property provides both openness and versatility, ideal for gardening, recreation o

Fully Occupied. 24-48hr notice required. Showings only after 10a. M. No Sunday showings. All photos pre-occupancy. Easy living in this low-maintenance, fully renovated income home. Two two-bedroom apartments, each with refrigerator, rangeu002Foven, washeru002Fdryer. Covered front porch with a second-floor veranda above. Bright, happy home. Cableu002FHigh-speed internet available. 3 miles to Chatham Villageu002Fschools, 9 to Hudsonu002FAmtrak, and a stroll to town park wu002Ftennis courts, Bartlett House cafe and Dairy Queen. A wonderful small-town feel while being minutes from shopping and popular attractions, including bustling Warren Streetu002FAmtrak, Chatham's Main Street, Omi, Hawthorne Valley Farm Storeu002FSchool, libraries, MacHaydn and Crandell Theaters. 1st flr tenant 1600u002Fmth leased thru 3u002F31u002F27. 2nd flr tenant 1550u002Fmth leased thru 4u002F14u002F27 (orig 4u002F2023)

Exceptional Hudson Valley Estate, Where Modern Living Meets Mountain Majesty. The uniqueness of this impressive property begins with its siting. Nineteen acres at the base of Mount Washington, flanked by Taconic State Park to the east and the Harlem Valley Rail Trail to the west, deliver sunrise over the Taconic Range and spectacular sunsets over the Catskills, with open Hudson Valley views. Opportunities for biking, hiking, snowshoeing, skiing, and kayaking abound, surrounded by regular sightings of blue herons, bald eagles, hawks, cardinals, and hummingbirds. This architecturally refined 5,540 sf home offers 5 bedrooms, 2 offices, two five-fixture bathrooms, one three-fixture bathroom, and a powder room-made for entertaining indoors and out, yet equally comfortable for two. The entire interior was redesigned and renovated beginning in 2020. At the heart of the home is a state-of-the-art kitchen featuring a Sub-Zero 36' refrigerator/freezer, Wolf 6-burner range with griddle and dual o

Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on. 93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops, stainless steel appliances, an induction range, and new LVP flooring. Both bathrooms have been fully renovated with Schluter waterproof systems. Additional upgrades include smart Lutron lighting with Alexa control, a Rheem smart hot water heater, Ring cameras, new 200-amp electrical service, a new driveway and retaining wall, irrigation system, freshly painted exterior, and a new septic installed in 2025!

Welcome to this 3-bedroom, 2-bath ranch on 3.45 acres in Copake, ready for renovation and value-add improvements. With 1,376 sq ft of single-level living, a functional layout, and a large, level yard, this property offers strong upside for investors, contractors, or buyers seeking a project. The home is in need of work, making it ideal for rehab, rental potential, or resale. Located in the Taconic Hills School District and close to Copake Lake, Catamount, Hudson, and Great Barrington, the area supports both full-time and second-home demand. A promising fixer with location, acreage, and long-term potential. Please note: This property will be sold through the applicable auction process. The property is being sold'as is' and the occupancy status is assumed to be occupied. The buyer assumes all responsibility for the property condition and occupancy. Do not go on the property or disturb/contact the occupants. *Property will be included the next Auction. Buyers must sign up and place bids t

Welcome to 1100 Harlemville Road, a c. 1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad with vibrant wallpaper. Checkered tile floors lead to a spacious country kitchen; patterned tin accenting the walls lend character and texture. A generous pantry conceals the refrigerator while providing ample shelving and storage. The kitchen flows seamlessly into the dining room, anchored by a wood-burning stove. Just beyond, a cozy reading room is adorned in geometric wallpaper and opens to the grounds through French doors. Across the foyer, the living room connects to a dedicated office, offering flexibility for work or quiet retreat. Upstairs, a generous landing leads to three bedrooms a

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a reno

In the heart of Philmont, this two-family home offers steady investment value alongside original details that maintain character and charm of its era. The lower level offers 3 bedrooms and 1 bath with generous living space, while the upper unit features 2 bedrooms and 1 bath-each enjoying abundant natural light and its own outdoor patio. Both apartments are separately metered, making management straightforward and expenses clear. Well maintained throughout, with off-street parking and long-term tenants in place, this property delivers consistent income in a charming village setting. A solid addition to a portfolio-or an opportunity to live in one unit while the other helps offset expenses

Discover Timeless Elegance in This Arts and Crafts Masterpiece! Step into a world of charm and sophistication with this stunning Arts and Crafts style home, showcasing a wealth of original details that will captivate you from the moment you enter. Nestled on a generous. 34 Acre lot, this property perfectly blends classic craftsmanship with modern comforts. The entry foyer makes a statement to the home that greets you with distinctive pillars that frame the entry to each of the double parlor rooms, setting the tone for elegant entertaining. You'll enjoy using one parlor for more formal gatherings while the other parlor can be a more relaxed space for your everyday living. Beautiful French doors connect the living room to the dining room, creating a seamless flow for gatherings. The Gourmet chef will enjoy creating in the kitchen which acts as the heart of the home, featuring stunning granite countertops, perfect for culinary creations and family gatherings. Enjoy the luxury of a dedicat

The Hatfield House: A rare 1793 Sheffield antique offering a unique renovated liveu002Fwork opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Plans for new 2nd floor bathroom! Set on 1.5 acres with protected wetland views, commercialu002Fresidential zoning allows for gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Unusual space and privacy adds versatility for a Main Street location. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington

142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TS

Rural Sophistication Meets Eclectic Charm in Ghent. A captivating country retreat less than two hours from New York City. Tucked away among serene pines, this cedar-clad residence blends classic design with ecelctic architectural style including a wrap-around front porch and rooftop turret. Enjoy views from every room of the beautifully manicured lawns that transition into private wooded trails among fields of wildflowers. Designed for seamless indoor-outdoor living, the home features multiple points of egress leading to a tranquil swimming pond and a private tennis court. The open plan first floor features a living room with wood-burning fireplace, dining area and new chef kitchen with stainless steel appliances and breakfast bar. Completing the first floor is a bedroom and full bathroom. The second-floor features two large bedrooms with ample storage and ensuite bathrooms. Both opening out to elevated terraces with sweeping views of the grounds and surrounding hills. Cherry molding a

Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors-live in one unit and rent the other to help offset your monthly mortgage payment. Flood insurance is needed

Wonderful Claverack ranch style country home. Sitting on 1 acre with meandering stream through the property. Updated eat-in kitchen with Viking commercial range, stainless appliances and French door to large Trex deck. Living room with beamed ceiling, primary bedroom with 1/2 bath, porch area has been used as a 3rd bedroom. Furnace is 4 years old, windows have been replaced and roof is 10 years old. Outside is a 30x30 Quonset hut with 12 ft door built in 2025, foam insulation, concrete floor, propane heat and 100 amp electric service. Also, on property is a grandfathered mobil home with its own electric. Shares septic and well with main property. Currently used for storage but with a little TLC could be a great in-law or guest house. Mobil home can be removed or replaced with same size home. 5,000 offered at closing to buyer for wet Spring basement. Close to Hudson

Claverack Contemporary Gently nestled at the end of a quiet cul de sac with privacy, rolling lawns and beautiful trees. Designed for easy living, three lovely bedrooms, 2 full baths, large primary with bath en suite. Sun filled, open living/dining, with cathedral ceiling, and easy flow. A well appointed modern kitchen leading out to a deck ideal for outdoor entertaining. Fully finished basement, media room, laundry, wine storage and room for a home office or gym. The property is tucked away in a quiet community yet conveniently close to farm stands, local shopping and 10 minutes to Hudson

Nearly 2,200 sqft Chatham Village home a short distance to all conveniences, incl shopping, Crandall and MacHaydn theaters, Chatham schools and restaurants/pubs/cafes. 8 miles to Hawthorne Valley Farm/School. 3 family / 3BED / 3BATH home. Front 1st flr studio leased 985dollars/mth thru 12/14/26. Stairs and ramp entry. Rear 1st flr apt leased 1560dollars/mth thru 9/30/26. 2nd flr apt leased 1300dollars/mth leased thru 9/30/26. Green back/front yards. Listing broker to accompany all showings. Minimum 48HR notice required. Please use ShowingTime. 2nd flr apartment not yet photgraphed

Built by Dutch settlers in 1740 and quietly tucked along one of Claverack's most peaceful country roads, 210 Bate Road is a home that tells the story of the Hudson Valley itself. Set on 4.72 acres of mature trees, rolling lawn, and woodland, it offers an increasingly rare combination of complete privacy and remarkable convenience-just ten minutes from the restaurants, galleries, and shops of Warren Street in Hudson. Over nearly three centuries, the house has evolved with extraordinary care. While its early Dutch structure remains intact, later stewards thoughtfully incorporated architectural elements salvaged from a nearby grand Federal home, layering the house with another chapter of regional history. Elegant mantels, cupboards, doors, windows, and the staircase sit comfortably alongside hand-hewn beams, wide-plank floors, and beautifully weathered brick, creating interiors that feel collected over generations rather than restored all at once. The kitchen and baths have been sensitive

This approximately 2,100-square-foot ranch is sited on. 10 acres within The Birches HOA. The home offers three bedrooms and two-and-a-half bathrooms, an eat-in kitchen, and a dining room that opens to the living room. Both a wood-burning fireplace and a wood stove provide warmth and character. The land is a standout feature, with established fruit-bearing trees and a fenced vegetable garden. An association shortcut adjacent to the property provides convenient access to the community's waterfront without going on a main road. This private lake community offers a dedicated waterfront area for residents, with a shared waterfront space. The community dock has a short waiting list, and there is lakeside kayak storage available. Copake Lake spans approximately 425 acres and is a full motorboat lake. The area is also home to Copake Country Club, a public 18-hole golf course, and The Greens Restaurant. Copake Lake Boat & Ski offers boat rentals and casual lakeside dining at the Mosquito Snack

Mid Century one level on a gorgeous parcel outside Hudson. Quiet road with 13+ usable acres. Pond, stream and trails. A house that was loved by the same family since it was built. Greeted by a large screened porch overlooking the heart shaped pond. Eat in kitchen open to living room. Three bedrooms and one bath. Finished lower level with pellet stove. Oversized two car garage. Separate shed. The perfect place to redo and call home. Needs TLC and updating but well worth the effort!