WATERFRONT! WATERFRONT! WATERFRONT! Nestled at the end of a quiet cul-de-sac, this private property offers water front land; the perfect setting to build your dream home, for full-time living or a second home for quiet enjoyment. Much of the groundwork has already been completed, making it easy to bring your vision to life. This property features: drilled well already in place; underground electric service installed; septic plan; expansive 8.3 acre lot with privacy and scenic surroundings. With the essential infrastructure already in place, you can focus on designing the home of your dreams. There is even a house plan for you to consider.

Currently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces and a welcoming feel. Ideal for investors, second-home buyers, or those planning ahead to occupy. Convenient access to nearby towns, outdoor recreation, and all the Berkshires have to offer. A versatile property with both income and lifestyle upside--don't miss it!

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.

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back.

Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and walk in closet, two guest bedrooms, art deco full bath and additional flex space over the garage. Gracious front porch that overlooks ample level lawn on over a half of an acre, including both an attached and detached garage. Located in a convenient location on the Southeast side of Pittsfield. Major updates include, roof, kitchen, bathrooms, electrical, heating, plumbing, central AC and more

Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room—spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight conversations. A freshly updated kitchen shines with new life, a brand new roof brings lasting peace of mind, and a generous 2 car garage adds effortless ease. Just steps from the shimmering lake, this home feels like a gentle spell—welcoming, uplifting, and pure Berkshire magic.

Set in the heart of the hamlet of Spencertown, within the historic town of Austerlitz this circa 1820 well maintained home eflects a more grounded chapter of Hudson Valley history, where enduring craftsmanship and a deep connection to the land shaped the way homes were built - and lived in.Flooded with natural light and defined by beautiful wood floors throughout, the home offers a warm, inviting interior that balances historic character with everyday livability. At its heart, an antique mantle - sourced from Pennsylvania and dating to the early 19th century - serves as a thoughtful reminder of the home's origins and the era in which it was built.With three bedrooms and three baths, the layout is both functional and comfortable, accommodating everyday living and weekend retreats.

Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.

This home is not to be missed! Nestled in a quiet neighborhood and thoughtfully designed throughout, it sits just moments from restaurants, shops and downtown Great Barrington. A well-appointed kitchen anchors the main level, showcasing quality finishes and smart functional design. Sunlit living and dining rooms highlight the home's warm character and charm. Upstairs, three comfortable bedrooms are complemented by a spacious full bath. The fully fenced, sun-drenched backyard is ideal for outdoor dining, play or gardening, while the two-car garage provides exceptional convenience. Move-in ready and beautifully maintained!

Charming Cape on desirable Baldwin Hill, minutes from the village of South Egremont. This inviting home blends classic New England character with comfortable living, beautiful oak floors, natural light & spacious living room centered around a fireplace with insert. The kitchen flows into the dining area, creating a welcoming space for everyday living & entertaining. A large three-season porch provides the perfect place to relax & enjoy the surrounding landscape throughout much of the year. Outside, you'll find two covered porches, attractive mature landscaping, two-car garage with a dedicated workshop & separate garden shed, offering ample space for hobbies, storage & gardening. With two bedrooms, two full baths & warm, welcoming feel, this delightful home is move-in ready & easy to show.

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.

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...

Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield. This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building is FULLY RENTED & offers 3 one bedroom apartments. Apartments are spacious and clean with natural gas heat & hot water, all utilities are separate and paid by tenants. Two commercial units are fully leased to long term commercial tenants providing solid rental income.

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.

FULLY RENTED with great CAP RATE! Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. All tenants are current with rents, the apartments are clean and feature natural gas heat & hot water, all utilities are separate and the responsibility of the tenants! Very desirable location and spacious layout keeping long-term tenants EASY! Two commercial units are fully rented with long term renters providing solid rental income.

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.

Escape to your own Berkshire retreat at 191 Fox Rd, where 7.5 private acres create the perfect blend of peaceful country living and everyday convenience. Surrounded by nature yet only minutes from shopping, dining, schools, and recreation, this property offers the best of both worlds. Thoughtful upgrades include owned solar, upgraded electrical, efficient heating and air conditioning, a backup generator, and a heated detached garage. The finished walk-out basement expands your living space for entertaining, recreation, or relaxing after a day outdoors. Enjoy morning coffee on the deck, evenings by the patio, and the serenity of wide-open space. Along with two fireplaces and a pellet stove, this is more than a home--it's your own private Berkshire estate waiting to be discovered.

Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking. Two updated bathrooms, one that was recently added to provide ease and comfort when hosting. Step outside to a newly expanded deck, then follow a peaceful path down to your own private dock for boating, fishing, or simply relaxing as you take in the lake's serene views.

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.

Becket at its BEST! This beautifully maintained 1,900 sq. ft. ranch offers easy single-level living with a bright, wide-open floor plan filled with natural light. The welcoming kitchen features marble countertops, while the custom fireplace and gorgeous hardwood floors add warmth and charm throughout the home. The spacious walkout basement includes both a Smith furnace and Fire Chief wood stove, providing excellent heating options year-round. Peacefully set back from the road and abutting Crystal Pond at the rear of the property, the setting is private and serene. Bonus features include two garages, two driveways, a barn, ample parking, and a hot tub perfect for relaxing under the stars. AMAZING location--just 34 minutes to Westfield, 19 minutes to Lee, and 26 minutes to Pittsfield!