Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is plenty of light to greet you, Updated kitchen and baths a new roof, new gutters with guards, perennial gardens, sunroom, metered water, garage and carport, this exceptional home blends historic charm with modern comfort on the tree lined street of Southeast of Pittsfield. Enjoy the sunroom for reading and interior balcony for gazing at the stars all which is a step from the primary bedroom.

OPEN HOUSE - Sunday June 14, 11-1. Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves. Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents enjoy steps to a private beach, tranquil surroundings, and proximity to the region's finest cultural destinations. The home's inviting open-concept layout features a bright kitchen, dining, and living area centered around a cozy fireplace. Cathedral ceilings, updated appliances, and thoughtful upgrades throughout add modern comfort to this classic retreat

Tucked away in a peaceful Berkshire setting, this 3-bedroom, 2-bath home offers a blend of comfort, nature, and everyday convenience just minutes from downtown Great Barrington. Imagine mornings filled with natural light streaming through skylights as vaulted ceilings open the living, kitchen, and dining areas into a bright, airy gathering space designed for connection and ease. The home features granite countertops with center island, a faux stone fireplace with wood stove insert for cozy evenings, and engineered wood flooring. A main-level laundry room and one-car detached garage add practical convenience, while the rear deck becomes your private escape--perfect for quiet mornings or evenings surrounded by nature.

Picture perfect, totally renovated and expanded Southfield Village home. The stunning kitchen -- featured in Bon Appetit -- just received new stone countertops & sink. A gorgeous, wrap-around screened porch overlooks the entire backyard and stream. Cross the stream via a walking bridge to the lush garden beyond. A new full bath has been added to create a primary suite on the first floor. It's a tasteful mix of old Berkshires charm updated with new tech: a brand new HVAC system, whole-house back-up generator, electric car charger and radiant heat in the kitchen floor. All that and you can roll out of bed for a short stroll to your morning coffee at the beloved Southfield Store.

Completed in 2022 and set atop one of North Berkshire County's most scenic country roads, this architecturally striking contemporary residence was thoughtfully designed to embrace natural light, energy efficiency, exceptional indoor-outdoor living, and panoramic views of the Mount Greylock Reservation. Positioned along sought-after Bailey Road in Lanesborough, the property offers a rare combination of modern design, privacy, and breathtaking Berkshire mountain scenery just minutes from Williamstown, Jiminy Peak, Mass MoCA, and the region's renowned cultural destinations.

Originally a spacious two-family apartment, this beautiful home has been thoughtfully converted into a 5 bedroom, 2 1/2 bath single family home, making it perfect for a large family or those who love extra space. The second floor hosts 2 full bathrooms, ensuring convenience for all, while the first floor boasts a half bathroom and a huge laundry room for added practicality. The home showcases stunning wood floors throughout most of the home, adding warmth and character to the living spaces. Enjoy your morning coffee or evening relaxation on the inviting front porch, or take advantage of the large back deck and gazebo, offering a private and peaceful setting overlooking the lush property. Situated within walking distance to downtown Adams, you'll have easy access to local

Recently renovated brick cape with attached garage, on a beautiful corner lot! The first floor offers spacious living room open to the updated large eat-in kitchen, with quartz countertops and new stainless appliances. The home has a total of 4 bedrooms and 1.5 baths. The first floor also features a renovated full bathroom and 2 bedrooms. Upstairs you will find a hat bathroom and two additional bedrooms, with the primary featuring with walk-in closet. Enjoy more finished space in the partially finished basement! There is also a convenient mudroom connecting the garage. This is a very complete home. Don't miss our Open House this Sunday June 14th from 10:30 am to 12 pm!

COMMANDING VIEWS OVER LAKE GARFIELD WITH A STUNNING MOUNTAIN BACKDROP, this beautifully updated home offers charm with modern refinement. Original architectural character has been thoughtfully preserved, while expansive windows fill the home with light and frame the breathtaking scenery. Recently renovated chef's kitchen, first floor primary bedroom, and loads of closet space address today's needs. And could there be any better spot to watch sunsets than the expansive front porch? What's more, a well-appointed suite in the separate carriage house offers flexible space for guests, a home office, or artist's studio. Features include eight private acres, high speed internet, low Monterey taxes, and proximity to the Monterey bathing beach and the incomparable tomatoes at Anna's farm stand.

Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half bath on the first floor. Wood floors in dining and living area. Easy access to routes in and out of the Berkshires. Just outside of downtown, yet close to medical facilities, shopping, dining, Pontoosuc Lake, outdoor recreation, cultural activities as well as local ski areas. Come experience the warmth, charm and lifestyle that make this a wonderful place to call home.

An exceptional architect-designed home in the heart of the Berkshires, privately sited within the conservation landscape of Bishop Estates and just minutes from Tanglewood and the center of Lenox.Thoughtfully positioned to preserve complete privacy, the home is surrounded by protected natural beauty without neighboring homes in view. Expansive walls of glass frame sweeping meadow and mountain vistas, bringing the landscape into every principal room. Designed for comfortable everyday living and effortless entertaining, the flowing layout connects a galley kitchen to generous dining and living spaces filled with natural light. The primary bedroom suite offers a peaceful retreat with its own sitting room, while two additional bedrooms and a full bath provide inviting accommodations for ....

Enjoy easy living in this well-appointed 3-bedroom, 2 full bathroom ranch in Adams. This home features an open-concept layout that creates a bright and inviting flow between the living, dining, and kitchen areas--perfect for both everyday living and entertaining. The spacious primary suite offers the convenience of a private en suite bath. A finished walkout basement provides additional versatile living space, ideal for a family room, home office, or recreation area. The property also includes a two-bay garage with direct interior access to the home, adding both comfort and practicality. Step outside onto the back deck and take in scenic mountain views, creating a peaceful setting to relax and unwi

Welcome to 8 Richmond Street in Adams, where space, updates, and value collide! This 4-bedroom, 2-bath home offers 1,824 square feet of living space and the kind of big-ticket improvements buyers are searching for. Enjoy peace of mind with a roof just 2 years old, both bathrooms fully renovated within the last 3 years, and beautifully refinished wood floors that bring warmth and character throughout. The layout offers flexibility for growing households, work-from-home setups, or investment potential. With the major updates already done, this home is move-in ready while still leaving room to make it your own. Conveniently located near downtown, local amenities, and outdoor recreation. Opportunities like this don't last long--schedule your showing today!

Beautiful 4-bedroom, 2.5-bath Colonial set on 1.78 private acres in desirable New Lebanon. This spacious home offers a bright, open floor plan with hardwood floors, abundant natural light, and comfortable living spaces ideal for everyday living and entertaining. The generous primary suite features a walk-in closet and private bath, while three additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the walk-out lower level, expansive deck, whole-house backup generator, and peaceful country setting. A standout feature is the exceptional garage space with both an attached garage and detached garage for storage, hobbies, or vehicles. Located just ''seconds'' from the Massachusetts border and convenient to the Berkshires, skiing, dining, and cultural attractions

Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan designed for easy living, with bright, welcoming spaces that make everyday living and entertaining effortless. Step outside and enjoy your morning coffee on the inviting front deck or relax on the side patio surrounded by beautiful perennial gardens and colorful landscaping. The backyard offers additional outdoor space complete with a storage shed for gardening tools and seasonal equipment.

Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and open to a big dining room, and the living room has a gas fireplace for the cold months. The primary suite is on the first floor too, so you can live on one level if you'd prefer.