Dottie's Coffee Lounge & Dorothy's Estaminet, a beloved staple in the heart of Berkshire County, is now presenting a rare opportunity for new ownership. Renowned for its commitment to sustainability and locally sourced offerings, this legendary establishment has served as a community hub for food enthusiasts, coffee connoisseurs, and art and music lovers alike. This ethos has cultivated a loyal customer base and contributed to a sustainable community that values the connection between local produce, culinary excellence, and culture. This is more than a business transaction; it's a chance to carry on a legacy that has been an integral part of Berkshire County's fabric. *Sale is for the business & fixtures only-does not include real estate.

Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz island and classic backsplash. A formal dining room flows seamlessly into the side porch, overlooking the serene side yard, perfect for entertaining. The expansive living room boasts a stacked stone wood-burning fireplace and built-ins. Just off the living room, a cozy sitting area with an electric fireplace provides a perfect spot for an office or a reading nook.

This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.Upstairs, the primary bedroom impresses with double closets and a vaulted ceiling, complemented by three additional bedrooms and a full bathroom. The fully finished basement provides valuable extra living space with a laundry room, 3/4 bath, and game room.Recent updates include a new roof (2021), heating system (2023), and refinished floors with fresh paint.

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home.

Pontoon boat included with the sale of the home! Fully updated and ready for lake life! This two bedroom, two bathroom 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.

Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished.

Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the main home. Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a field stone fireplace (for cozy New England days). All 3 bedrooms are very large with closet space. There are many extra storage closets throughout the home, as well as an oversized 2 car garage.

Step in to this charming side hall Colonial offering a spacious & family-friendly flow, timeless appeal & a pallet to create new options. The heart of the home is the spacious & bright kitchen featuring stone countertops and open dining area - great for entertaining & everyday.First floor reveals gleaming hardwood floors, living & dining area, half-bath, family room with a wood-burning fireplace, glowing sunroom overlooking a picturesque back yard with in-ground pool, established gardens and lovely stone wall. Second floor has 4 bedrooms, including expansive primary en-suite with full bath, abundant walk-in closet and a second full bath off hallway.Two-car attached garage for convenience and function **Sale includes buildable lot to the right & 262 ft of frontage with endless options

Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast nook. The cozy living room adjoins a sunporch or office, while the expansive, sunlit family room opens to a magical private deck and fenced yard. Upstairs offers three spacious bedrooms, a full bath, and a luxurious primary suite with a new en-suite bath. A perfect blend of original charm and modern comfort.

Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining area and a sun-filled living room. Cozy family room with a fireplace opens to a refreshed deck overlooking an acre of land with river frontage, perfect for entertaining or relaxing. Partially finished walk out lower level adds flexible living or recreation space. A first-floor laundry, two-car garage, and beautiful natural surroundings, this home offers the ideal combination of style and comfort.

Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and hills. Includes a full bath on first floor. Upstairs, you'll find two spacious bedrooms, each with its own bathroom. All this just minutes from Lenox Center and Tanglewood. Truly a quiet country retreat with easy access to all the Berkshires has to offer.

DEEDED LAKE RIGHTS to Onota lake with access to a private beach on Blythwood Drive. This unique Brick colonial home has many high end finishes and recent updates. The kitchen boasts a Wolf gas range, granite counter tops, an island, a new touch screen refrigerator (2023) new dishwasher, recessed lighting, plus ceiling height cabinets for tons of storage The living room has a gas fireplace creating a cozy ambience. Plus there is a library/den with marble floors and tons of storage. The primary bedroom is spacious with 2 closets. There are wood floors through out the home, new vinyl windows/roof (2023). The lower level is partially finished & has radiant heat for winter comfort. The outdoor space is wonderful for entertaining highlighted by a patio with pergola & brick fireplace.

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 great tenants EASY! Two commercial units are fully rented with long term renters providing solid rental income.

Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside to discover an open-concept kitchen, dining, and living area featuring a gas fireplace. The first floor features vaulted ceilings and skylights that fill the space with natural light. The primary suite, along with a laundry area and an additional half bathroom, is also conveniently situated on the first floor.

Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural beauty of the Berkshires awaits, just beyond your backyard.

Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether you're seeking a peaceful year-round home or a Berkshire getaway, South Pond Farm is your invitation to relax, unwind, and live surrounded by nature's finest.Experience lakeside living at its best -- just minutes from Tanglewood, Lenox, and the cultural heart of the Berkshires.

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The living room boasts a fireplace and wood floors, while the dining area opens to a four-season porch and back deck. Additional first-floor features include a den, half bath, and central vacuum. Upstairs, the primary bedroom includes an en-suite bath, with three additional bedrooms and a second full bath. The partially finished basement offers extra living space

Significant Price Adjustment: Rare opportunity to locate your business in a prime downtown location close to North St., banking, grocery store, pharmacy and residential neighborhoods. At 5,496 sq.ft. this property offers a combination retail and warehouse with high ceilings and lots of natural light from the large windows located on the front of the building. Prominent signage options with high volume traffic counts. Off street parking lot provides plenty of options for customers and employees. Rear industrial door provides access with an interior caged pen for security. Owner financing can be considered. Zoned within the Downtown Creative District-see documents for more detail.