Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming hardwood floors, original built-ins, statement fireplaces, and exquisite stained glass windows that fill the home with natural light. With updated electrical, plumbing, boiler, sewer line & kitchen, this home is designed for everyday living and entertaining. Ideally located near downtown Pittsfield's cultural attractions this is a rare opportunity to own a piece of architectural history.

Two-Car Garage & Full Walkout Basement! Beautifully maintained 1,900 sq. ft. ranch offers comfortable single-level living with a bright, open floor plan and plenty of natural light. The inviting kitchen features marble countertops, while beautiful hardwood floors and a custom fireplace add warmth and character throughout. The spacious walkout basement includes a Smith furnace and Fire Chief wood stove, providing flexible heating options. Set back from the road and abutting Crystal Pond, this peaceful private setting is the perfect place to enjoy the beautiful fall season. Property features two garages, two driveways, a barn, ample parking, and hookups for a future hot tub. Conveniently located just 34 minutes to Westfield, 19 minutes to Lee, and 26 minutes to Pittsfield!

Discover this spacious, updated home offering year-round recreation just steps from Otis Reservoir, MA's largest recreational lake. Enjoy an open floor plan, a modern kitchen, and a quiet yard for outdoor fun. A two-minute walk leads to your association dock and storage locker. Features include a main floor primary bedroom with a full bath, plus two large upstairs bedrooms with a second full bath. The property's location offers easy access to swimming, boating, skiing, snowmobiling, and hiking. This turn-key retreat is ready for you to start making memories as you relish the ultimate blend of modern comfort and natural beauty!

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.

Privacy, space, and the beauty of the Berkshires come together at 125 Town Hill Road. Set on nearly 3 wooded acres in the peaceful town of Sandisfield, this 4-bedroom, 3-bath contemporary offers a private retreat surrounded by nature. The home features comfortable living spaces, a screened porch, spacious deck, finished walk-out lower level, and a private tennis court. Enjoy the serenity of country living while being conveniently located near lakes, hiking, skiing, restaurants, galleries, and the charming towns of the southern Berkshires. A special setting for a year-round home or Berkshire getaway.

Impeccably cared for and thoughtfully maintained, this sprawling ranch offers comfortable one-level living with a flexible layout and plenty of space both inside and out. The sun-filled living room welcomes you with abundant natural light and a wood-burning fireplace, creating a warm and inviting gathering space. There is a well-appointed kitchen and dining room, while a bright and peaceful sunroom provides the perfect spot to relax and enjoy the surrounding setting. The home features three bedrooms, including a primary suite with a recently remodeled bathroom. Another bedroom offers the convenience of its own three-quarter bath. The spacious dining room could easily be reimagined as a fourth bedroom, home office, den, or additional living space to suit your needs.

Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake—a pristine, non-motorized lake perfect for kayaking, swimming, and unwinding in nature. Build your dream home in a setting where sunsets glow through the trees and the pace of life slows to match the stillness of the lake.

Charming and ideally located in the heart of Lenox, 24 Franklin Street offers an inviting open-concept layout with two bedrooms and one and a half baths. An open front porch welcomes you into a comfortable home where the kitchen, dining, and living spaces flow naturally together. The generously sized kitchen is equipped with a range, refrigerator, and dishwasher, making it both functional and ready for everyday living. Electric heat with individual room controls provides flexibility and efficiency, while town water and sewer add to the ease of ownership. The open front porch offers a welcoming spot to relax and enjoy this quintessential Lenox setting.

Charming and ideally located in the heart of Lenox, 24 Franklin Street offers an inviting open-concept layout with two bedrooms and one and a half baths. An open front porch welcomes you into a comfortable home where the kitchen, dining, and living spaces flow naturally together. The generously sized kitchen is equipped with a range, refrigerator, and dishwasher, making it both functional and ready for everyday living. Electric heat with individual room controls provides flexibility and efficiency, while town water and sewer add to the ease of ownership. The open front porch offers a welcoming spot to relax and enjoy this quintessential Lenox setting.

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.

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...