Stockbridge MA Real Estate & Homes for Sale

The quintessential country house, built in 1850 and renovated in 2016 offers historic character.. The welcoming Living Room of this post and beam constructed farmhouse features a storybook living room with beamed ceiling, Rumford wood-burning floor-to-ceiling exposed brick fireplace and wide-board floors. The eat-in country kitchen is spacious and light-filled with access to a sun drenched deck. There's also a convenient ground floor full-bath. Upstairs, you'll find a vaulted primary bedroom that affords plenty of light. A deck off the primary is the perfect spot for morning coffee. Three additional bedrooms, two adjoining that is perfect for a home office set up. Second floor bath and laundry. The 2016 renovations includes new windows, plumbing, and baseboard heating. New propane furnace and hot water heater installed this year. Outside are mature trees, stone outcroppings, an original outhouse (now serving as a garden shed) and a choice of three decks to escape the days stress. A whimsical old hand -pump harkens back to the simpler times of country style living. The easy to maintain 1/2 acre parcel is surrounded by 60-acres of woods. Proposed Hudson-Albany rail trail across the road. Convenient to Hudson, Chatham, and 2 hours NYC. Seller says SELL!

A prime 8+ acre parcel with 3 bedroom, 2 bath home on a quiet road in Copake. The property is bordered by hundreds of acres of wooded area and organic farm to the North and 31 acres of privately owned undeveloped land to the South, creating a tranquil pocket of upstate living. Take advantage of the new and updated systems installed to create your dream home. The house has been outfitted with a new heating system, well lines, well pump, well cap, new electric throughout, pressure tank, water heater, wood furnace, chimney, water filtration system, and new ducting. Multiple upgrades have been made to the outdoor space; retaining wall, culvert, and land clearing for usable trails and access to property. An incredible investment opportunity or place to build a forever home- the location can't be beat. 2 hours form NYC, minutes to Copake Lake and Golf Course, quick access to Hudson, Hillsdale, the Berkshires, Skiing at Catamount and Butternut, the Rail Trail, and Bash Bish State Park.

Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded wonderland right in your backyard, perfect for nature enthusiasts and outdoor activities. Low taxes! Situated just a short drive from Hudson's historic town center, you'll have access to an array of charming shops, renowned restaurants, and cultural attractions. Hudson is famous for its thriving arts scene, antique shops, and cultural festivals, making it the perfect place to explore and call home. Don't miss your chance to own a piece of Hudson's rich history while enjoying the serenity of your own private oasis!

Former Schoolhouse Completely Redone 1840s One room schoolhouse with the most amazing floors and exposed beams. Come in through the original entrance! The classroom is now a living room with a fireplace and full bath. The expansive and well appointed kitchen has all locally crafted handmade cherry cabinets. A den just off the kitchen is perfect for a post dinner chat. The french doors lead out to a stone patio, a small barn and the old outhouse! Upstairs there are two huge bedrooms with large closets. Set on over 5 acres on a gorgeous country road.

Look no further for your country dream home! Surrounded by farmland, and breathtaking mountain views, this beautifully designed split level home, is adorned with an eye catching, herringbone pine, front foyer.As you ascend, you are greeted with an open floor plan, gleaming with natural light. Gorgeous kitchen with granite counters, and tiled backsplash; All Stainless steel appliances. The living room has a pellet stove for auxiliary heat, leased solar panels on roof allow for minimal electric charges. The primary bedroom has a en suite bathroom, flocked by two more bedrooms and a large, hallway full bath. Partially finished basement makes for an awesome playroom/den. Newer updates include the kitchen, all appliances, AZEK brand decking with vinyl rail system on expansive back deck, which overlooks a lush, private backyard, with panoramic views of the Taconic range. Generator transfer switch for ease of mind. Great location on a quiet, country road, without seclusion.

Well maintained cottage situated on 14 + wooded acres. 1 Bedroom and 1 Bath with Large living space. 2 Vacant properties also for sale behind it that are adjoining, 60 Acres and 43 Acres.,AboveGrade:880,Heating:Wood,ROOF:Asphalt Shingles

Come and see this 9-family home plus 1 retail store almost 5,000 sq ft 2-2-bedroom Apartments,2-1bedroom apartment and 5 studio apartments. Also 1 retail store on ground floor. All apartments under market rents. Close to shops and transportation. Great investment property. Large city free parking lot behind the building. Current rent roll with the 7 rented units is $61,500 not including the 3 vacancies, projected fully rented income will be $87,900

Beaver Mountain Farms. Picturesque c1900's farmhouse with multi-barn complex on 41+ acres with pond. Breathtaking vistas and pastoral farmland surround this extraordinary and well-maintained property. A lovely 3 bedroom/2 bath farmhouse is situated at the entrance of the property. Beautiful sun-filled eat-in kitchen overlooks pool surrounded by wildflower and perennial gardens. Living room with fireplace provides cozy seating. Generous-sized dining room with access to terrace on one side and enclosed porch on the other. Upstairs, primary bedroom en-suite and 2 bedrooms with full bath and laundry complete the second level. Wide hardwood floors throughout. The Northwest corner of the property boasts 2 large and newer Amish-built barns of exceptional quality with steel roofs. The first barn is approximately 180x80x20 (open span construction). Possible uses: Olympic-style horse arena. The second barn is a hay barn and roughly 160x50 with other potential uses. Near the farmhouse is an extraordinary 120x50' cow barn with gambrel roof and hay loft. Milkhouse has been converted to office with heat, electricity and bathroom. 40x25 Pole Barn with adjacent Pottery Shed located next to the cow barn. Enjoy the beauty of Columbia County from this exquisite setting. Close to Catamount Mountain Resort, Butternut Ski area, Appalachian Trail and Bash Bish Falls. Farm to table dining in Hudson and Rhinebeck.

Make this Kinderhook Victorian Farmhouse your home with 3 beds, 2.5 baths, screened porch, a rocking chair front porch and a spacious outdoor paver patio surrounded by lush plantings of Hydrangeas, Lilacs, Fruit Trees and plenty of room to garden more. A short stroll to the center of Kinderhook and all it has to offer. As you walk into the center hall, you are greeted with a graceful and original curved stairway that leads to 3 bedrooms, laundry room, a spacious and airy bathroom with both a shower and pedestal tub which looks out to the gardens. The primary bedroom also has an en-suite showered bathroom. On the main foor, the North Sitting room boasts a modern gas stove and a Jack-and-Jill 1/2 bath that also opens to the dining room. If the 1/2 bath were locked or walled off, the sitting room could be converted to a bedroom with 1/2 bath. To the South of the stairway are the 2nd sitting room and dining room that has served many a dinner. Off the dining room is the entry to the attached screened porch with entraces to the fenced side yard as well as the large patio. Built in 1900's, this sweet home captures the sunset on the NW facing rocking chair front portch and SE facing morning sun from the walled paver patio, garden, and expansive back yard. The single garage is a rear entry, with a paved parking turn-around and parking for 2 or 3 more cars. Even with the fenced vegetable garden, the property has plenty of space for a pool, pool house and/or large gardening shed or greenhouse. The Village of Kinderhook boasts a very active community life with a Saturday Farmers Market, the Kinderhook Memorial Library, a Garden Club and the home to the Columbia County Historical Society and the Museum and Historical Buildings. For the art lovers and collectors, check out The School as well as several smaller galleries, new eating establishements such as Morningbird, Aviary, Saisonnier and more to come!,AboveGrade:1640,APPLIANCES:Water Softener,Basement:Interior Access,Sump Pump,Below Grnd Sq Feet:750,ExteriorFeatures:Outside Lighting,FLOORING:Wood,FOUNDATION:Masonry,Heating:Zoned,Level 1 Desc:KITCHEN, DINING RM, LIVING RM, DEN, SCREENED PORCH, 1/2 BATH,Level 2 Desc:PRIMARY BED, EN SUITE BATH, 2 BEDROOMS, 1 FULL BATH,ROOF:Asphalt Shingles,Unfinished Square Feet:750

Introducing Van Rensselaer Lower Manor. Built c1685 onward, this historical home is situated on 62 acres of green lawns, fields and wooded terrain that offer Catskill Mountain views. The main house of the estate recently renovated to preserve past details while introducing modern amenities consists of over 5,000 sq ft of living space with an additional 2,000 sq ft separate studio building and a 2,800 sq ft barn. Approach the home via a circular driveway and enter through a gracious wide hall flanked by the south and north wings of the house. The south wing features a cozy living room with a majestic hearth, leading to a dining room and summer kitchen adorned with French doors opening to a charming gravel patio offering endless nights of entertaining. A convenient powder room and an informal sitting room/office complete this wing. Meanwhile, in the North wing, one is greeted by the original kitchen hearth and bake oven. The wooden mantel has been stripped to lend a more contemporary feel. A second dining room and (winter) kitchen are found off this living space all complimented by a tastefully renovated full bathroom. Three separate stairways provide access to a sprawling second floor with a total of eight rooms, 5 currently set up as bedrooms. Three full baths, all elegantly renovated, complete the second level. Step outside to discover a c1825 post-and-beam barn at the edge of a 60-acre wooded expanse. Significant restoration has been done to maintain its integrity and provide striking views of the Catskill Mountains. Sited closer to the road stands the Flower Shop (zoned for retail), a fully renovated 1950s structure, currently utilized as an art studio. This space boasts 10'8" ceilings, a two-car garage, full bathroom, and large plate glass windows with soundproof inserts. These south facing windows create a soft glow and clean sensibility meant to inspire the pursuit of one's entrepreneurial dreams. Every element of this estate from its 17th century Manor home to the more contemporary Art Studio has been thoughtfully restored to accentuate original details without sacrificing modern comforts. A sophisticated contemporary palette blends seamlessly with the enduring charm of hand-hewn wide board floors, forged hardware, original doors and countless other details to make this property timeless yet current. Located in historic Claverack, the Lower Manor is 10 min to Hudson / Amtrak, 15 min to Hillsdale, 2 hours to NYC

Welcome to the charming historic Buttonball farmhouse, where warmth, natural light, and character abound! The house exudes a welcoming ambiance - feels like an old friend. Large sun-soaked rooms grace the interior, offering pure delight. Main floor features high ceilings, a formal dining area, a spacious living room, and versatile spaces suitable for sitting, TV viewing, work, or as small bedrooms. Beautifully constructed with solid, spacious, and quiet interiors, this rural abode boasts ample natural light and delightful original features such as quaint door latches and wide board floors. In fall and winter, the superb Kuuma wood furnace efficiently heats the entire house. Spacious backyard invites leisurely walks amidst nature's beauty, with nearby attractions including a serene cemetery and the peaceful rail trail, perfect for morning strolls. Plenty of outdoor space for gardening, playing, dog runs - everything you could ask for in a backyard! Wildlife enthusiasts will appreciate the diverse fauna, from deer and rabbit to a variety of bird species and even the occasional fox. Young fruit trees include pear, plum, and cherry. Barn with upstairs space offers convenient storage and hobby opportunities. New owner has replaced and upgraded main electrical service, installed water filtration, cleaned up yard, done important tree work, septic drain work, painted almost entire house interior, and upgraded kitchen stove. Conveniently located near Chatham and East Greenbush, this property combines rural tranquility with easy access to urban amenities. 15 Minutes to Chatham and Kinderhook for wonderful restaurants, shopping, galleries, movie theater, bookstore, yoga, and the Chatham Food-Co-op; 20 Minutes to Albany for major amenities including Albany Intl Airport; half-hour to Hudson for tons more restaurants, shopping, yoga and antiques, and Pittsfield /Berkshires for skiing, winter sports dining and culture, 15 minutes to all major shopping in East Greenbush. 2.5 Hours to Midtown Manhattan.

This historic 1780's Dutch Colonial home sounds like a dream! From the charming details to the lush surroundings, it's truly a unique find. The Koi pond with its waterfall and the stone patio with a gorgeous archway must create a magical atmosphere. And being walking distance to local amenities while still having the tranquility of a rural setting is a rare combination. The interior is just as enchanting, with the family room exuding brightness and warmth, perfect for both indoor and outdoor gatherings. The stone flooring with radiant heat sounds luxurious, and the pellet stove adds a cozy touch. It's wonderful how the space seamlessly flows into the kitchen, making entertaining a breeze. The dining room sounds like the heart of the home, with its beamed ceiling and wide-plank floors creating an authentic antique ambiance. And who wouldn't want to gather by the fireplace for celebrations? Upstairs, the bedrooms maintain the home's charm with wide plank flooring and built-ins for storage. The front hallway's versatility for crafting, office space, or a reading nook adds to the home's appeal. The barn ensemble offering additional space is a fantastic bonus, especially with its pre-existing business potential. Overall, this home seems like a treasure waiting to be discovered by its next owner. It's clear the current owners have cherished it, and it's exciting to think about the memories and adventures awaiting the new inhabitants.

A Water View Property! About 2 Acre Lot (see the last picture), The main house has 3 bedrooms, and a mobile home addition can provide 2 more bedrooms. 4 bedrooms (and even the Bathroom) with a beautiful water view of Churchtown reservoir, Master Bedroom W/Den, Spacious Living Room, Formal Dinning Room, A Deformed Mobile Home in Backyard, Big Backyard and Side yard, 15 min from Hudson, 2 hours from NYC, Needs Full Renovation, Good for Handyman/Investors/End Users, Price to sell

Discover Trumbull Farmhouse, a classic estate on a quiet country road just minutes outside of Hudson. Circa 1860, this heritage property boasts a spacious farmhouse, a guest cottage, and an original barn alongside a family-operated lavender farm with views of bucolic rolling hills. The interior is full of original charm and the grounds feature a saltwater pool and inviting patios, perfect for country entertaining. Beyond the property lines, Trumbull Farmhouse is enveloped by acres of Columbia Land Conservancy, visually expanding its borders and ensuring protection from future development. A stroll to the renowned Churchtown Dairy or a short drive to other premier area destinations makes Trumbull Farmhouse the ideal blend of a tranquil nature retreat with convenient Upstate access.

Two bedroom plus bonus room! Beautiful quiet residential street in Sought after Claverack. Just three miles to Warren St! This is a well-loved home! It was built by the owner in 1954 and has never been sold. Tax data says 2 bedrooms but there is an additional room on main level with a closet. This home has beautiful hardwood floors, Spacious Living room with working Bluestone fireplace. Roof is 10 years old; Septic is a 1000 gallon concrete tank, Community water, new high efficiency boiler. Large basement with washer dryer and tons of storage. There is also a 1 car attached garage. Home was lovingly cared for and owner has receipts for Maintenace and upgrades.

Discover the perfect blend of convenience and tranquility in this centrally located Northern Columbia County gem, nestled between Hudson and Albany. With nearby hubs like Kinderhook, Valatie, and Chatham, you'll find everything from essential amenities to charming mom-and-pop shops and delightful eateries. For nature enthusiasts, explore Ooms Conservation Area, Patchequack Preserve, or embark on the Empire State Rail Trail in North Chatham. Step into the expansive property and immerse yourself in nature's beauty. With diverse flora and fauna, including a serene pond teeming with wildlife, every season offers a new spectacle. From the vibrant chirps of spring peepers to the graceful flight of great blue herons, the pond becomes a sanctuary for nature lovers. Enjoy summer gatherings in the spacious barn, with its cool concrete floors and French doors opening to the tranquil gardens. The house itself is a testament to restoration and love, now standing as a cherished home and gathering place, brimming with history and warmth. Original wide pine wood floors and a cozy fireplace evoke memories of a bygone era. The kitchen, with its large island and vaulted ceiling adorned with original beams, is a focal point of gatherings and culinary delights. Start your mornings in the walk-in pantry, basking in the sunrise over the barn. With original features like floors, staircase, banister, and fireplace, and beams sourced from the house or barn, this home seamlessly blends old-world charm with modern comfort. Don't miss the opportunity to make this lovingly restored farmhouse your own.

Modern style meets rustic charm with this 2200+ sqft ranch in picturesque Stuyvesant. This 2-bed,1-bath home with an office room (currently temporary as a 3 bed) features a converted garage space into an ope living, dining, and kitchen combo. The primary bedroom comes with a wood-burning fireplace and large windows to watch the sunset. Central heating and cooling, with an additional mini split system in the renovated garage ensure year round comfort. An oversized large mudroom/playroom/family room with back entrance offers additional space and functionality. Outside, the .6-acre lot provides ample room for outdoor activities and relaxation. Whether you're enjoying cozy evenings by the fire or exploring the expansive backyard, this property is sure to delight.

Welcome to Ancramdale chalet. This custom built beauty has it all; sky high ceilings, open living area with dining and handsome fire place. Open newly updated kitchen and lovely woodwork through out. Two large bedrooms on the first floor with large closets and full bathroom. One larger bedroom on the upper level with full bathroom, perfect as a primary suite or guest quarters. Living area off the kitchen with windows overlooking the pool and patio. This home is flooded with sunlight from the new skylights and updated windows throughout. Updates include new roof, pool liner, and water systems. Lower level lives by itself with lounge, bedroom, and full bath. Homes features split unit and standby generator. Outside there is a fabulous pool for long summer days, stone patio, and 3 car garage with wood stove for storage or hobbies. This home is a one of a kind gem in the uber chic upstate enclove of Ancramdale. Would make a delightful full time home, weekender or profitable airbnb.

Come see this reimagined duplex in vibrant Hudson, NY minutes from Warren St. Both units are spacious, bright, and have some of that old house charm mixed with fresh details. Live in one unit while receiving income from the other- tenant leases already in place! Also great for investors. Many updates and ample street parking. Close to schools, shopping, restaurants, commuter train to NYC, and historic sites.

Introducing a Prime Investment Opportunity: This well-maintained two-family home on Glenwood Blvd. offers the perfect blend of comfort and potential rental income. With three bedrooms and four baths (two full, two partial), it's designed to accommodate families or savvy investors looking to capitalize on the rental market. The property features a spacious living room in each unit, and a fireplace on the first floor, ideal for relaxation or entertaining guests. The kitchens are equipped with range, stove and ample cabinet space. Both units have access to the washer and dryer in the basement. Outside, the property boasts a well-manicured yard, offering a serene backdrop for outdoor activities. The paved driveway and detached garage provide ample parking and storage space for residents. Conveniently located midway between Hudson and Greenport, this property offers easy access to shopping, dining, and entertainment options. With downtown Warren Street just minutes away and New York City within a 2.5-hour drive, it's an attractive option for commuters or weekend getaways.

Built with great attention to detail in 2022, this home is spacious, light filled and designed for easy, modern living. Ground floor living, dining, family rooms and kitchen flow one to the next giving a great feeling of space. The Chef's kitchen with island for engaging with the cook during the dinner prep, or for doing homework is the focal point, with glass tile backsplash and state of the art, new appliances and lots of storage. The adjoining dining area is big enough for holiday meals and Sunday breakfasts with glass sliders to a big deck and a deep view to the acres beyond. The family room (opposite the kitchen) has a modern electric fireplace; is a great space for movie night or playoff games. A hallway to the laundry room and back door has room for coats and boots. Ground floor primary suite features a walk in closet and a large scale bathroom with big vanity, soaking tub and glass tiled step in, oversized shower. Two additional bedrooms with closets and room for desks and computer set ups and another full bath finish off the ground floor. Upstairs two rooms run the length of the whole house, great a a family room, gym or large guest space. One room is currently dedicated to crafting and art projects but could be used for office or studio space. The dry Basement has a polished concrete floors and french doors to the out of doors providing excellent storage for lawn furniture, tools and outdoor sports equipment. Additional storage is also available in the detached metal garage building. Mostly open 5-acre parcel with wooded perimeter. This house is a great place to call home! Convenient to the Taconic Parkway, 15 minutes to Amtrak and all that the city of Hudson has to offer. Come have a look.

Enjoy country living at its best in this 1880 Victorian located down a quiet country lane in the Ancram area which is convenient to all the Berkshire's and surrounding areas have to offer. The home features generous size rooms with high ceilings. Enter through a large foyer that opens into the kitchen with a built-in breakfast nook, Viking stove for the serious chef and an adjacent cozy sitting room with a fireplace which opens to a screened in porch. There is a large living room with a fireplace and a dining area that opens to a porch that overlooks an expansive lawn with room for outside activities. Nearby is a private setting with a heated gunite pool. The primary suite has French doors that open to a porch if quiet time is what you need. Other rooms include five bedrooms, butler's pantry and den. The large barn has a one bedroom apartment/guest house with exposed beams, open kitchen living room and two baths. The other side of the barn is a large open area with exposed beams making for a workshop/studio space or garage. There is also another one story barn for storage and a small orchard all on 21+ acres. Plenty to do or just sit back and enjoy the country air.

The options are endless for this very special 120-acre property on a spectacular country road in beautiful Ancramdale, NY. The property, which has been a family compound for multiple generations, begins with a very long private driveway that leads to the original 1850's farmhouse and guest cottage overlooking a gorgeous 4+ acre pond. As you continue down the driveway, past lovely rolling hills, an old swimming pool & tennis court, a summer cottage and a couple of other outbuildings, the property goes up a hill to two additional residences built in 1970 and 2000, with stunning views of the mountains and exquisite surrounding farmland. This fabulous property is waiting for new owners to make a new family compound. With the exception of the house built in 2000, the others all need to be torn down or completely re-built (all the infrastructure is in place such as driveway, electric, septics, wells), so it is a question of building, but not putting in infrastructure. Conveniently located to all that the Hudson Valley has to offer, less than 10 minutes to Millerton and Pine Plains, less than 30 minutes to Rhinebeck, Hudson and Millbrook and just 2 hours to Manhattan. Bring your imagination, wonderful properties that offer this level of privacy and views extremely rare.,Other School:DUTCHESS DAY,OTHERROOMS:Office/Computer Room,Library/Study,Great Room,Laundry/Util. Room,Rec/Play Room,Family Room,InteriorFeatures:Electric Dryer Connection,Walk-In Closets,Sliding Glass Doors,Gas Stove Connection,Basement:Interior Access,Garage Access,FLOORING:Wood,Ceramic Tile,AboveGrade:4144,ROOF:Metal,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,Cooling:Ceiling Fan,Below Grnd Sq Feet:300,FOUNDATION:Concrete

Discover the timeless elegance of this Edwardian-era gem in Hudson, NY. Built in 1908, this stately residence joins historic charm with modern comfort, offering a captivating blend of old-world grandeur and contemporary convenience. With four bedrooms, two bathrooms, an office, high ceilings, first floor parlors and fireplace this home provides for both daily living and entertaining. Ascend to the walk-up attic, spanning over 500 square feet, and let your imagination soar - whether a cozy retreat, artist's studio, or peaceful sanctuary, the possibilities are endless. Upgrades include a seamless 40 year metal roof, solar panels for energy efficiency, durable aluminum siding, new back porch room, new kitchen and new bathrooms. Adorned with gleaming hardwood floors, the interior exudes a warm and inviting ambiance. Additionally, tucked away in the detached garage behind the house up the hill, discover the charming cabin room featuring a wood stove, rear west facing balcony and own entrance. It's the perfect spot to unwind and reconnect with nature without leaving the comfort of home. Just a block from upper Warren St and mile from the Hudson Amtrak station, commuting to New York City or nearby destinations is effortless. Explore the eclectic shops, gourmet restaurants, and cultural attractions of Hudson, all within reach. Don't miss your chance to make this treasure your own - schedule a showing today and embark on a journey through the enchanting past and present of Hudson living! (Public Square Footage does not count Attic or Sunroom)

Built circa 1860, Bollard Pearl House stands as a historic gem in the heart of Hudson, blending original architectural details with striking design and modern luxury. Nestled on a quiet neighborhood street, yet just a short stroll from the vibrant bustle of Warren Street's restaurants and shops, this charming residence has undergone a designer renovation. Every detail has been thoughtfully considered, from the comprehensive remodel of the kitchen and primary bathroom to the installation of new air conditioning and electric systems, and designer fixtures, to name just a few. Available fully furnished with private parking, a fenced-in yard, and wrap-around porch, the Bollard Pearl House offers idyllic neighborhood living in one of Upstate's most coveted cities.