Sheffield MA Real Estate & Homes for Sale

Don't miss out on this exceptional opportunity in this serene Taghkanic neighborhood! This charming bungalow home boasts nearly 1,000 square feet of interior living space, 2 bedrooms, and 1 full bathroom. Enjoy ample parking, including a spacious garage/shed, providing convenience for homeowners. Situated on a 3-acre lot, the possibilities here are endless. Large wrap around porch to enjoy the upcoming summer days/evenings. Conveniently located near Taghkanic High School and Route 23, with plenty of dining options nearby to select from. Schedule your showing today!

Meticulously Maintained ELEVATED Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING Mountain Views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This is unquestionably the perfect entertainment perch which captures the expansive long views of the valley and hillsides. Fabulous open floor plan inside, with vaulted ceilings in living room with stone fireplace, large dining area, and light and bright gourmet eat-in kitchen with high-end appliances. Primary bedroom also has vaulted ceilings, stone fireplace, and large walk-in closet leading to primary bath. Den/study off of primary bedroom. Another great entertaining space is found downstairs including a large area perfect for games, exercise or media room with kitchenette. Also downstairs is a large second bedroom and updated bathroom. 3 car heated garage with massive storage space upstairs. 45KW generator. For the horse enthusiast, the property also includes a hay barn, paddock, 4 stall horse barn & tack room, equipment sheds and arena. Great riding trails abound. This exceptional property is move-in ready and utterly magical.

This is a Diamond in the Rough. Lake cottage needing some updates, but what a spot to overlook the lake from the front this home. Light and bright dining area and living room are situated in the front with some newer windows. 2/3 bedrooms with main bedroom with views. 1 bath with shower. Lake access with dock and picnic area. Lake is approximately 195 acres with a depth in the deepest area of 14'. Great lake for fishing (and ice fishing), kayaking, canoe, swimming and whatever you love to do by the water. This can only be purchased with cash because it's on leased land. Shared well with two neighbors. Septic no information. Close to Village of Millerton and Sharon, CT. Motivated Seller.....,FOUNDATION:Concrete,Piling,AboveGrade:545,FLOORING:Wood,Laminate,Cooling:Ceiling Fan,Level 1 Desc:2/3 BEDROOMS, LIVING, DINING, KITCHEN,3/4 BATH,ROOF:Asphalt Shingles

The approach to this spectacular contemporary barn-style home takes you up a long, winding private driveway past open fields & woods that are part of this special 22+ acre property. At the top of the hill, sits this incredibly private, recently completed, custom, stick built, 3-bedroom, 3.5-bath, contemporary home boasting approximately 4,000 sf of total square footage. This stunning home is designed to take advantage of its exquisite surroundings and to be one with nature with lots of windows, an open floor plan, and soaring high ceilings. Features include a standing seam roof, a lovely in-ground gunite pool, 9' engineered European oak flooring, a fabulous loft office/den, custom cabinetry and vanities, bedrooms with baths en suite, beautiful tiling, a contemporary propane fireplace, high-end appliances and a full basement, the perfect place for a gym/media room/family room/ playroom. Through the trees that surround the home, you can see glimpses of the mountains and pastoral farmland, and with some clearing, the views would be truly unparalleled. Conveniently located in New York's scenic Hudson Valley, just 6 minutes to Millerton & Pine Plains, 20 minutes to Rhinebeck, Red Hook & Millbrook and under 2 hours to NYC. Additional options at additional cost include bluestone patio, decking, garage and much more. Agricultural exemption ensures ongoing tax advantages!! A truly stunning and unique, must-see private property (not in a development).

Rarely does such an opportunity present itself in one of the most sought-after locations in Litchfield County, bucolic Cornwall, CT's Cream Hill Lake region. This magical 1921 center stair colonial is a mere one hundred and one years old, and is just steps to Cream Hill Lake and its public / private beach club. The house is a sprawling five bedroom, three and a half bath home well loved by the same family for more than forty years. A massive field stone fireplace anchors the living room, and the rambling semi open floor plan creates innumerable moments for quiet places to sit and sip a drink or read a book. The guest wing addition doubles as a second primary suite or studio office and has views of the Cream Hill Valley facing south. Mature gardens, including a massive natural stone garden of CT granite, and dozens of mature trees and shrubs encouraged over the generations make each day a moment to observe nature in all its glory. There is an ample barn, storage for four cars, and a cottage on the upper property which if restored would create an adorable guest house, like something out of an English fairy tale. There is a certified pool site.

Step into the timeless allure of an 1890 Eyebrow Colonial a 5-bedroom, 2-bath gem that surprises with its spaciousness and boasts remarkable wide board floors. Recently separated onto 3.53 acres, this home offers ample space for gardens, pets, and children to frolic. The Metro North Wassaic station is a mere 10 miles away, granting access to the vibrant yet serene lifestyle of Eastern Dutchess County. With its character-filled interiors, this residence captures the essence of charm. Engage in countryside delights like skiing, biking, hiking, top-notch dining, and the Millerton Movie House all just a short drive away. Discover this inviting home and its location, minutes from downtown Millerton.,AboveGrade:2328,Basement:Interior Access,Cooling:Attic Fan,Ceiling Fan,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Vinyl,Wide Board,FOUNDATION:Stone,Heating:Zoned,InteriorFeatures:Electric Dryer Connection,Electric Stove Connection,Walk-In Closets,Washer Connection,Level 1 Desc:KITCHEN, FULL BATH, DINING RM, LIVING RM, DEN/OFFICE, FOYER,Level 2 Desc:5 BEDROOMS, FULL BATH, WALK-IN-CLOSETS,Level 3 Desc:UNFINISHED ATTIC,Other School:PRIVATE,OTHERROOMS:Foyer,Library/Study,ROOF:Asphalt Shingles

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You'll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

Charming contemporary on 1.96 acres with beautiful views of Stissing Mountain. This three bedroom, two and one half bath home provides 1,944 square feet and a spacious layout between the rooms and wonderful outdoor living spaces. The living room offers a fireplace with a woodburning stove insert. The living and dining rooms open to the kitchen. Sliding glass doors lead to a large deck and a professionally landscaped pool area with a heated in-ground lap pool. The first floor also has an office/den with walk-in closet and access to the attached 2-car garage. Upstairs are three bedrooms, a full bath and an ensuite primary suite with balcony. New roof in 2017, new windows on three sides of the home 2021, new furnace 2017, and a whole house generator. The property is part of the member only Briarwood Homeowners Association that gives access to a 26-acre private reserve that includes a 5-acre pond for boating and fishing. Located close to the Harlem Valley Rail Trail, 30 minutes to Catamount ski area, 15 minutes to Metro North Wassaic line and 90 miles north of NYC.

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

Fantastic Barn with Attached Cottage - Ready to Renovate Immaculate 2 bedroom cottage with views of the Spencertown Hills. Wood floors, lovely southern exposure. New deck overlooking your rolling field below. Bounded by stone walls behind. Quiet dirt road for long walks. Attached 4,000 square foot BARN with great potential.10 mins to Chatham or 10 mins to the Berkshires. Ideal!

Step into tranquility with this fully renovated Mid-Century gem tucked away on a private drive. Nestled on 5 acres of wooded bliss, this home offers the perfect blend of privacy and nature. Enjoy the serene surroundings from your brand new deck and porch, where every sunset feels like a moment of pure magic. With a finished basement offering additional space for entertainment or relaxation, this home is a true sanctuary for those seeking tranquility and style. Welcome home to your peaceful retreat.

Dating back to 1787, this sprawling 4 bed, 3 bath farmhouse holds a rich history, passing through just three families. Remodeled and expanded in the 1900s, it underwent a comprehensive renovation in 2016, seamlessly blending historical charm with modern amenities. The house features extensive updates, including new plumbing, electric, windows, insulation, and drywall. It also offers wood flooring, radiant heat, original hand-hewn beams, updated fireplaces, and outdoor amenities such as a bluestone patio, custom fireplace, and pizza oven. Restoration efforts extend to the front porch, cast-iron radiators, original stonework, and chimney. This presents a unique opportunity to own a historical property in Pine Plains, mere seconds from the popular Hammertown Barn and the Stissing House Restaurant. Situated less than 30 minutes from Rhinebeck, Red Hook, and Millbrook, with easy access to the Wassaic Train Station, 10 minutes to Millerton, and just over 30 minutes to Hudson.

With breathtaking views to the East over the Smithfield Valley to the Connecticut foothills, this contemporary 4 Bedroom, 2 Bathroom house is perfectly situated on one of the more scenic and bucolic stretches of land in the Hudson Valley. The home was built in 1999 and totals 2,016SF of living space. The foot print was expanded in 2018 to include a covered porch with mud room, and access to attached two car garage. The 22 acres of land feature stunning views throughout plus an easy to access elevated field that would serve as an ideal building site. The view is framed beautifully by the pond. The home is entered through a gracious mud room with ample storage and closet space. Inside, there is a large living room with a wood stove and sliding glass doors that service the very large deck overlooking the view. On the main floor there are 3 bedrooms with one full bath, plus a laundry area with washer and dryer. The kitchen is in excellent condition. Upstairs there is an additional primary bedroom with full bathroom and office en-suite. The home has been carefully maintained. There is a whole house generator.

Located at the end of a private road, this four bedroom home is comfortable and sure to please. The first level features a stylish eat-in-kitchen, light-filled dining room, cozy living room, family room, and a powder room. A primary suite with a stunning new bathroom, three additional bedrooms, and another full bathroom off the hallway complete the second floor. Many improvements throughout, including attractive oak flooring on the second floor. A spacious walk-out basement provides an opportunity for finishing more living space with a sliding glass door to access to the backyard. A new walkway and custom stonework enhance the front yard. For outside dining, there is a rear deck overlooking the 5+ private acres. Only a short drive to the town of Pine Plains makes this a convenient location with easy access to all local amenities. A great opportunity to make this your own home. Enjoy the sounds of nature in this country retreat!

Come see this 3 bedroom, 2.5 bathroom colonial in Pine Plains. Situated on a half acre, level lot, this home is a short drive to the center of town for shopping or dining. Enjoy sitting peacefully on the front covered porch or entertain on the large deck. Numerous hiking and biking trails are nearby. Centrally located to Rhinebeck, Red Hook, Millbrook, Millerton and Hudson. Amtrak and MTA are 20 minutes away.

Adorable 3-bedroom ranch ready for you to move in. Ideal for First-time home buyers or anyone tired of paying rent. Bright eat in kitchen, living room with fireplace. door that leads out to large back yard. Close to schools, Village of Pine Plains and TSP. County living at its best.

Welcome to Mill Daughter's Manor, an exquisite example of Victorian architecture at its finest. Built in the 1870s, this historic home has been thoughtfully maintained and renovated, blending classical elegance with refined upgrades. With its commanding presence, the 3-story home is situated on a quiet street within walking distance of town amenities and nature trails. The 2.7-acre property features partially wooded areas, a fenced-in backyard, a carriage house, and inviting porches, creating a tranquil setting ideal for both leisure and entertaining. Centrally located with easy access to Hudson and the Berkshires, Mill Daughter's Manor is a true gem at the heart of Columbia County.

Welcome to this 1867 square foot ranch, with 2 bedrooms, 2 bathrooms, an open kitchen and dining area, perfect for entertaining, cozy living room with propane fireplace and a large home office. The front entry boasts a welcoming foyer with a coat closet. Off the kitchen is a side entry mud room and laundry room. The master bedroom contains a walk in closet and a private bathroom with a jacuzzi tub. The full unfinished basement with poured concrete foundation holds the potential for additional living or recreational space. Outside you'll find a level lot measuring just shy or 1 acre and there is an older two car garage and shed. Don't miss this opportunity.

Fly into this private, hilltop country estate with its own airstrip. This five bedroom, five and one half bath home has stunning bucolic views to Stissing Mountain and provides a layout that has an airy and elegant ambiance. The cathedral living room is centered around a soaring stone fireplace and leads to a cozy library and the formal dining room. Top of the line appliances, marble countertops, and a large butcher block clad island create the perfect chef's space. French doors from the eat-in kitchen and family room lead to a terrace with fireplace and Argentinian grill for al fresco dining. Upstairs, is the primary suite with balcony overlooking Stissing Mountain. An additional four bedrooms and three full baths are also on the second floor. The lower level offers laundry, an office and a full bath. Adding to the allure of this property is a 20' x 45' heated, gunite pool with a guest/pool house and a Har-tru tennis court. The guest/pool house features an additional loft bedroom, bath, kitchen and a gym with sauna. A fully stocked pond, garden and beautiful grounds on the 28.5 acres makes this the ideal place to unwind and enjoy the solitude of this property. Located just minutes to the quaint town of Pine Plains.

Enjoy one level living in this cute ranch on a nice corner, quiet lot. Beautiful landscape. Fantastic opportunity to live in the picturesque village of Pine Plains. Walk to Stissing Lake and the Thompson Nature Preserve. Near all the amenities. Excellent starter or retirement home, freshly painted throughout. Nice level yard for a garden, family, pets and entertaining! Walk to library, community center, shops, restaurants, post office, and recreational areas and trails. An outdoor enthusiast's heaven! Come enjoy the lovely landscape, mountains, lakes and neighbors of Pine Plains! You will be impressed.,AboveGrade:1008,Cooling:Ceiling Fan,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,ExteriorFeatures:Landscaped,FOUNDATION:Concrete,Slab,InteriorFeatures:Gas Dryer Connection,Washer Connection,Level 1 Desc:LIVING ROOM, KITCHEN, HALL, BATHROOM 1/2 AND FULL, BEEDROOMS,Other School:COLD SPRING,ROOF:Asphalt Shingles

Smithfield, the picturesque locale of this residence, is embraced by rolling hills and bathed in sunlight throughout the day. Tucked away on 5 acres of unspoiled countryside, this inviting country cottage ensures both comfort and privacy. With mature trees on the North side providing a shield and a wrap-around deck accessed through sliding glass doors, the natural surroundings enhance the charm. The main living level boasts 2 bedrooms, 2 full baths, a captivating great room with a cathedral ceiling, and a striking brick fireplace. The lower level adds versatility with a spacious family room, ideal for a bed or home office, accompanied by a convenient bathroom with a shower. A one-car garage under the house and a standalone two-car garage present additional possibilities, whether for storage or conversion into a studio or workshop. Smithfield's energy and atmosphere are invigorating, while its proximity to Millerton, Amenia, Pine Plains, the Harlem Valley Rail Trail, and the Metro North's Wassaic Train Station adds convenience. The region, with its riding stables and shooting preserves nearby, captures the essence of country living. The tranquility and invigoration contribute to the allure of retreat.

Silvernails Farm is a legacy compound in the heart of the Hudson Valley, home to the breathtaking confluence of the Roeliff Jansen Kill and the Shekomeko Creek, a large natural basin, set within 127 acres of pristine land, integral to both Mohican and Dutch history. The recently completed 7,500sf main residence features lime stucco walls and solid fieldstone masonry on the interior and exterior with a mix of hardwood and Jerusalem limestone flooring. With 4 en-suite bedrooms, the residence also includes a powder room, private study/TV room, large laundry/pantry, wine cellar, and a gym. The living room with 26' ceilings is bracketed by two fireplaces. While embracing traditional craftsmanship and materials, the house is equipped with every modern convenience including an infrared sauna, steam room, 3 fireplaces, motorized shades, insect screens and radiant heated floors. The huge terrace has a covered seating area with a fully equipped kitchen, radiant floor heating and overhead heaters. The open design kitchen features a large pantry and workspace, 3 thick limestone counters, solid 3 walnut island with AGA stove and bar cabinet, twin dishwashers and sinks, crisper drawers, fridge, freezer, and wine fridge. There is a dog wash, covered firewood storage and a climate controlled two-car garage. South of the house, with magical river views and a fieldstone patio, sits a 60ft heated pool with an auto-cover. A fully renovated cottage delivers two separate living spaces: an upstairs 3-bedroom cottage and a downstairs 2-bedroom apartment. Several barns dating from the 1700's to the early 1900's include an equestrian barn with 9 large box stalls, heated wash stalls, tack room, office and feed room with a 2 bedroom apartment above. A utilitarian barn features additional stalls and an outdoor riding ring with show quality footing. Seven years of extensive effort has restored this sacred piece of land that inspires walking barefoot through the forest, basking in the river bends, and taking wild weed walks through the abundant forests that comprise a large portion of the property. Multiple outdoor living room vignettes with wooden decks inspire glamping and play in the natural beauty of this truly divine land. For sports enthusiasts, multiple options for riding, hiking, biking, rafting, kayaking, and superb fly-fishing are in abundance. Located 5 minutes from Pine Plains, 24 minutes from Rhinebeck and Hudson, this property epitomizes the Hudson Valley dream.,ExteriorFeatures:Gazebo,Landscaped,Outside Lighting,AboveGrade:7500,FLOORING:Wide Board,Wood,InteriorFeatures:Beamed Ceilings,Gas Stove Connection,Walk-In Closets,Heating:Central Heat,Zoned,Other School:PRIVATE,ROOF:Wood Shingles,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Accessory Apartment,FOUNDATION:Concrete,AMENITIES:Pool

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

This charming country home offers a delightful blend of rural beauty and 70's comfort. Featuring three bedrooms, it exudes a timeless appeal despite its dated interior, which is in good condition and ripe for transformation with a touch of contemporary flair in 2024. Situated on a sprawling 2.8-acre lot, this property presents boundless opportunities. Whether you envision cultivating a dream garden, basking in the serene countryside ambiance, or simply relishing the vast outdoor space, this home caters to a variety of lifestyles. Conveniently accessible from Metro North's Wassaic Station and mere minutes from the Harlem Valley Rail Trail, this residence combines peaceful rural living with easy access to transportation and recreational amenities. Explore nearby farm stands, markets, State Parks, and an array of outdoor activities such as hiking, biking, skiing, and golfing amidst the untouched countryside. Discover the allure of country living with this solid home nestled on a prime piece of land.