Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home.

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for unwinding after a day of adventure. The sunroom, surrounds you in natural light, inviting you to relax with a good book or enjoy peaceful views. Soak in the sun on the large deck looking over the stunning lake scenery. Indulge in the luxury of the jet tub after exploring the outdoors. This private getaway, thriving as an Airbnb and is cherished as a second home. If you're seeking adventure or a peaceful retreat, this lakeside haven promises an unforgettable escape. Welcome to your home away from home, where every moment celebrates life by the lake.

Beautifully refurbished home in the Berkshires with deeded rights to the White Lily Pond Association, offering access to a private beach, tennis and pickleball courts. White Lily Pond is a quiet lake ideal for canoeing, kayaking, paddleboarding, and trolling motors only. Renovated with quality craftsmanship throughout, the home features upgraded insulation, efficient propane heat, and inviting living spaces. The custom kitchen includes granite countertops, a large island, gas range, and custom cabinetry. The living area is highlighted by a fireplace with handcrafted custom sconces. Otis Ridge Ski , Jacobs Pillow, Tanglewood are within minutes of home. A perfect year-round home or Berkshire getaway in desirable Otis.

Colonial with a View! This beautifully situated four-bedroom, 2.5-bath Colonial offers a bright, open-concept floor plan and peaceful country setting. The spacious primary suite features a walk-in closet and private bath, with three additional bedrooms providing plenty of room for family and guests. Enjoy seamless indoor-outdoor living with a large deck overlooking the above-ground pool and surrounding views. The walkout lower level offers additional flexible space. Two garages, one attached and one detached, provide ample parking and storage. A whole-house generator adds peace of mind. Ideally located just 10 minutes from downtown Pittsfield and approximately 25 minutes to Albany, this home offers the perfect balance of privacy and convenience.

Beautifully renovated 18th-century Federalist home featuring a custom kitchen with quartzite countertops, energy-efficient appliances, and space for a coffee or wine bar. The grand dining room and living room each boast original fireplaces and refinished hardwood floors. First-floor bedroom or office, remodeled bath, and laundry. Upstairs offers four spacious bedrooms and a full bath with quartzite counters. Heated two-car garage, attic expansion potential, and large partially fenced yard. Updated systems include new boiler, water heater, electrical, plumbing, gutters, lighting, and fresh paint--move right in and enjoy antique charm with modern comfort!

This 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows that bring the beauty of the forest indoors. For effortless year-round comfort, the home is equipped with a brand-new pellet stove and high-efficiency mini-split units in every room for customized heating and cooling.

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the existing cottage provides a peaceful, private retreat set back from the road, the true crown jewel is the property's dedicated lake access--offering the right to install your own private dock or boat slip on one of the Berkshires premier motorized lakes. Bring your vision to this exceptional property and start living the Berkshire lakeside dream today.

Timeless elegance meets modern luxury in this beautifully maintained Victorian home, where historic charm and exceptional craftsmanship shine throughout. Lovingly cared for and thoughtfully updated, this stunning residence showcases exquisite architectural details, original character, and an abundance of natural light. High-end finishes are found at every turn, including a beautifully appointed kitchen and luxurious bathrooms. Spacious living and entertaining areas blend seamlessly with inviting private spaces, creating a home that is as functional as it is beautiful. Every detail reflects pride of ownership, offering a rare opportunity to own a truly exceptional Victorian that combines classic sophistication with today's modern comforts

Welcome to 1350 Massachusetts Ave -- a distinctive North Adams property offering space, character, and a rare combination of indoor and outdoor amenities. With 4 bedrooms, 1.5 bathrooms, and an expansive lot, this home offers room to live, entertain, relax, and make it your own. A true highlight of the property is the two-level wrap around deck, creating an exceptional outdoor living space that connects the home's porch and garage. Whether you're hosting summer gatherings, enjoying a quiet morning coffee, or spending evenings outdoors, this unique setup provides an abundance of usable space and multiple areas to enjoy.

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings in the family room, which served as her music room. She quickly grew to love the lake community's friendly neighbors, walking trails, and private beach. This cozy log cabin sits on a level .36 acre lot, offering rare privacy with lovely gardens, a latticed entertainment deck, and two sheds. Relax in the living room in front of the stone fireplace, perfect for a quiet conversation or reading. Step into the spacious family/music room and enjoy movie night and the view of the gardens. The open kitchen and dining area connect to a first-floor bedroom with laundry and a full bath. Upstairs, you will find two large bedrooms with skylights and...

Completely renovated contemporary home on almost 10 acres of marvelous land. The home sits back from the road, offering tranquility and privacy. The first floor features two bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a third bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and a brand new full bathroom. The second floor offers an open concept and features a brand new kitchen with quartz countertops, a great room with a wood stove, a cozy dining area and a new full bathroom with a jetted tub. You will feel like you are at a spa! Relax and enjoy nature from your tub or step outside to the new deck that wraps around the home.

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. Central A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre. Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home I

This impeccably maintained contemporary home is sited on four acres of manicured grounds, bordered by Massachusetts Fish and Game conservation lands. Nestled within a portion of the 4,500 +/- protected acres in Hinsdale, the setting provides a private and serene natural backdrop with easy access to recreation at the nearby 287-acre Ashmere Lake, located just 1.6 miles away. Inside, the home we find a sophisticated balance of open common areas for entertaining and secluded spaces for quiet retreats. The main level features a designer kitchen equipped with granite countertops, a Wolf range, and breakfast bar seating that flows seamlessly into the dining area...

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a newer roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!

Embrace the beauty of the Berkshires from this thoughtfully updated home, ideally situated on a sought-after street across from Onota Lake. Large windows fill the home with an abundance of natural light, highlighting the warmth and classic character found throughout. The many improvements include an updated kitchen, gorgeous wood flooring that creates an inviting connection to the spacious living room. A fireplace surrounded by contemporary built-in shelving brings a welcoming space boasting seasonal views of the backyard. The dining room with its original built-in cabinetry adds a cozy space for gathering. The newly finished basement offers nearly 1,000 square feet of bonus space with another fireplace, perfect for entertaining, work and/or play space or whatever your heart desires.

If privacy, breathtaking mountain views, and a beautifully updated home are on your wish list, this property delivers! Tucked away on a private dead-end street yet only 5-10 minutes from downtown amenities, this home offers the perfect balance of peaceful living and convenience. Enjoy stunning views of Mt. Greylock and the surrounding mountain ranges from this spacious, well-maintained property. Pull into the paved driveway and right into the attached two-car garage. Major updates provide peace of mind, including a new asphalt shingle roof (2025), vinyl siding, hot water heater (2024), furnace (2026), vinyl windows throughout, and new gutters (2026).

Motivated sellers are ready to move! Built in 2019 on 1.73 private acres in Housatonic, this well-maintained 3-bedroom, 3-bath ranch offers approximately 2,915 sq. ft. of finished space. The main level features a primary suite with walk-in closet and private bath, laundry, and red oak flooring milled from trees harvested on the property. The finished walkout lower level offers a large recreation room, full bath, and additional rooms for guests, hobbies, an office, or entertaining. Enjoy a Trex deck, covered patio, above-ground pool, and wooded surroundings. This detached condominium includes exclusive use of the home, yard, pool, deck, driveway, sheds, and grounds--offering single-family privacy. Annual property taxes are approximately $8,164; buyers should verify with the municipality.

Large home with room for everyone! This 5 bed 4 bath (2 full upstairs, 2 half baths on the first floor) home features 2 kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. It's spacious and bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a barn, and just under 3.5 acres. Sit by the fire at night, walk across the street to the Corkscrew Rail Trail which extends all the way up through Stephentown. Very close to all the restaurants, brew pubs, and stores in town including the wonderful year-round farmer's market store. Minutes to Berkshire County, @ 30 minutes to Albany, and 15-20 minutes to Jiminy Peak where you can enjoy year-round adventures. Enjoy a beach membership at Queechy Lake, just minutes away! Zoned Commercial & Residential.

Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen with top appliances. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!

Enjoy the peace and privacy of country living on this spacious 1.75-acre property, beautifully set back from a quiet country road. The level backyard offers plenty of room to relax, entertain, and enjoy the outdoors, with established fruit trees, blueberry and raspberry bushes, a fire pit, and a deck overlooking the expansive yard. A hot tub adds the perfect touch for unwinding at the end of the day. This raised ranch features 3 bedrooms and 2 full baths, with a comfortable and functional layout. The main level boasts brand-new laminate flooring throughout, new exterior doors, and a bright kitchen equipped with new appliances, abundant cabinetry and counter space, plus a convenient breakfast bar. The spacious primary suite offers his-and-her closets and a private full bath featuring