So much charm and character in this beautiful 3000+ sq ft Victorian! Once a two family, this home was last used as a single family home. It offers three floor of living space including 7 bedrooms and 2.5 bathrooms. Large rooms, high ceilings, wood floors, freshly painted throughout. The stunning wrap around porch, looking over your beautifully manicured front yard is waiting for you to enjoy. There is an oversized garage for your extra storage needs. Convert this home back to a two family or keep the beautiful turn of the century architecture all for yourself. This is a must see!

Motivated sellers! So much charm and character in this beautiful 3000+ sq ft Victorian! Once a two family, this home was last used as a single family. It has three floors of living space including 7 bedrooms and 2.5 bathrooms. Large rooms, high ceilings, wood floors, freshly painted throughout. The stunning wrap around porch, looking over your beautifully manicured front yard is waiting for you to enjoy. There is an oversized garage for your extra storage needs. Convert this home back to a two family or keep the beautiful turn of the century architecture all for yourself. This is a must see!

Spacious duplex offers a fantastic blend of comfort and convenience. Nestled on a quiet, residential street, yet close proximity to parks, shopping, downtown hub and more. Each side of the duplex features both a front and back porch, as well as a one-car garage. The property boasts separate utilities, vinyl siding, and replacement windows. Whether you're looking for an owner-occupied home or a smart investment opportunity, this property offers great potential.

This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full bath and two other rooms that could be used for whatever your heart desires. A finished basement complete with a family room, half bath and laundry nicely rounds out the interior of this wonderful home. On the exterior a detached 3 car garage and another one car attached garage add to the charm of this Southeast gem.

Here's a beauty! Move-in, renovated Colonial in a sweet spot of town. New kitchen with granite and stainless, updated bath and a half, refinished hardwood, vinyl replacement windows, New roof on the house and garage. New driveway. Fireplace in the living room. Chimney is being rebuilt from the roof up. This home is ready for its new owner to enjoy from day one. Double lot!

Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl Siding, Replacement Windows. The Home Benefits from Mass. Save Insulation (installed 5 yrs ago), as well as New Ceiling & Lighting in the Finished Basement Area, Custom Cellular Blinds, Move-In & Enjoy! Don't Miss this Great Opportunity!

Plant some roots in this beautifully maintained 3-bedroom, 2.5 bath home offering a comfortable, stylish living space. Step inside to find a modern layout tailored for today's lifestyle. The bright, open-concept kitchen flows seamlessly into the dining area and out to the deck, complete with a retractable awning - perfect for indoor-outdoor entertaining. Main floor has 3 bedrooms including a serene primary suite with its own en suite bath. The sun-filled living room features a charming bay window that fills the space with natural light. The lower level offers a 1/2 bath, laundry and versatile space ideal for a home gym, playroom, zen den or extra storage. Additional highlights include a 2-car garage, low-maintenace yard adorned with a weeping cherry tree. This home has it all!

This classic colonial-style home is situated in the sought-after Southeast Pittsfield neighborhood and seamlessly blends its timeless charm with modern updates throughout. The first floor offers a spacious living room with wood-burning fireplace, formal dining room overlooking the backyard, large kitchen with stainless-steel appliances, and a convenient half bathroom. Upstairs, you'll find four generously sized bedrooms, each with beautiful hardwood flooring, and a full bathroom. Additional highlights include an attached one-car garage and a seasonal room that opens to the fenced-in backyard. Don't miss the opportunity to make this charming house your forever home!

MOVE IN READY 5-bedroom, 3 bath home in Southeast Pittsfield! This beautiful home has hardwoods throughout, newly renovated bathrooms, a massive primary suite with a walk-in closet & bath with a glass shower door. There is a partially finished basement with new carpet. An oversized garage with fenced in back yard. There are many updates throughout the home including a new oil tank (2024), basement carpet (2025) newer roof (2022), and driveway (2022). Close proximity to parks, outdoor recreation, shopping and more. This is a great space for a growing family. Come see why this is the perfect home for you!

The home you've been waiting for is here. This classic colonial blends timeless charm with thoughtful updates, nestled on a quiet, tree-lined street in Southeast Pittsfield. From the start, gleaming natural woodwork and hardwood floors make an impression. The spacious living room stretches front to back, featuring a wood-burning fireplace and double doors leading to a heated, year-round sunroom. Vaulted ceilings and walls of windows frame views of the expansive fenced backyard--perfect for games, exploring, or simply relaxing under tall trees.The updated kitchen is efficient and bright, with island seating and a double oven. Host dinner parties or holiday meals in the elegant dining room with built-ins that add character. A tucked-away half bath adds convenience on the

Welcome to a piece of history, where timeless charm and modern comfort come together seamlessly. This enchanting 1900 Colonial invites you in with its wide, welcoming front porch, the perfect spot for morning coffee or evening conversation. Step inside and feel instantly at home in the light-filled living room, where a gas fireplace adds warmth and character. Across from the living room, the cozy library beckons with its rich built-in bookshelves, ready for your favorite novels and treasures. A convenient first-floor office offers a quiet place to work or create, and a stylish half bath is thoughtfully placed nearby. At the heart of the home, the updated kitchen blends historic details with contemporary conveniences. The charming butler's pantry leads to a lovely dining room,

Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of what the Berkshires has to offer. Whether you're planning to move here or already call it home, you know why we live in the beautiful Berkshires. Besides... a picture is worth a thousand words, I posted 80 of them! Although, to really feel the vibe of this property, you need to stand on the land and soak it all in!

Gorgeous. stately home features 4 bedrooms, 2.5 baths, cathedral center foyer entry. Open floor plan kitchen with granite counter tops, tons of cabinets, adjoining breakfast nook and fireplaced living room. French doors open to large all season sunroom. Natural light filled office/den, wainscoted dining room and tiled laundry room complete the first floor. Lustrous wood floors throughout main floor. Primary bedroom ensuite includes tiled bath, jetted tub, walk in closet. 3 more bedrooms, and 2nd full bath complete the freshly carpeted second floor. Finished basement includes a projector/screen movie area along with plenty of room for a gym, pool and/or ping pong table. French door walkout opens to a paved patio for grilling or access to your private yard.

OPEN HOUSE: Sat, May 3rd 11-1PMUnique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has its own kitchen and bath ideal for a business or potential third apartment conversion. Beautiful hardwood floors, original woodwork, high ceilings, and new double-pane windows throughout add timeless character.Located one block from the local tea shop with ample off-street parking and a one-car garage. Schedule you showing today!

The Berkshires with an Adirondack Interior.This 4 Bd, 3.5 bath features a first floor Master Suite with French doors leading out to private deck. Open floor plan with cathedral ceiling great room, updated kitchen with loads of cabinet storage and built in bar with copper counter top. 2nd floor offers two bedrooms and full bath, finished lower level features another bar, game room, den or office, large above ground bedroom and full bath.

An incredible IN-LAW find in the Berkshires and this market . Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry featuring pullouts to maximize storage. First floor accomodations with a first floor bedroom and full bath with double sink vanity retro 50's impeccable ceramic tile to treasure. Upstairs escape with king size bedroom and two closets for primary bedroom options and a third bedroom with character both sharing a 3/4 bath beautifully updated.

INVESTORS TAKE NOTE! Very rare investment opportunity to acquire 3 neighboring, income producing and professionally maintained properties with a total of 15 units! The Housatonics, 20, 26 and 30 East Housatonic Street, are located just off South Street in the Downtown Cultural District, offering excellent walkability to restaurants, shopping, grocery stores, and the Colonial Theatre.20 East Housatonic is a unique, turn-of-the-century gem, this building features a grand front porch, a custom natural oak foyer with a peaked ceiling, and classic architectural charm. Major updates include a newer boiler, roof, and upgraded individual electrical panels. Basement storage units and private off-street parking for added convenience and value. Fully occupied. 26 East Housatonic, a cash-flowing

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter through the covered front porch, you are greeted by an inviting and elegant interior. The open-concept floor plan seamlessly connects the living room, dining area, and gourmet kitchen, creating a harmonious space ideal for both entertaining and everyday living. 9' ceilings and large windows fill the home with natural light, highlighting the craftsmanship and attention to detail found throughout.

Come to the land at Woodmonte Estates in the Berkshires. Over the bridge into the woods escape to a magical newly constructed modern farmhouse style home with a kings' woodland preserve of 3+ acres: 1 lot for building that dream outbuilding to the east and 1 building lot to the west for incredible peace and privacy or a family compound. Unique living in an exquisitely sited home capturing a country secluded setting in this upscale gated community yet minutes away to the city's conveniences. Thoughtfully designed to enhance nature's preserve with transom topped floor to ceiling doors filling the vaulted ceiling living spaces with natural light morning and eve. Open floorplan to laugh and live . Easy one levlel living with first floor primary suite and guest bedrooms wing with full bath

Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious primary suite. With 4 spacious bedrooms, 3 designer bathrooms, and high-end finishes throughout, this home is ideal for modern living. A two-car garage completes the package. Estimated completion: Late Spring to Early Summer 2025.