This timeless hip-roof Colonial sits proudly in one of Pittsfield's most desirable southeast neighborhoods. Sunlight pours into every room of this well-loved and well-maintained three-bedroom, 1.5 bath home, filled with warmth and character. The bright and spacious interior features hardwood floors, French doors, built-ins, and cedar closets. A large kitchen offers abundant cabinetry, while the updated tiled baths and modernized utilities provide comfort and peace of mind.Enjoy a welcoming mudroom and a finished lower level with laundry for added living space. Outside, a charming courtyard-style backyard with a brick patio is surrounded by mature landscaping and specimen trees and is ideal for relaxing or entertaining. The one-car detached garage includes an automatic opener.

An enchanting parcel of land with a 2 Bedroom Ranch, in need of significant updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural setting.

Originally part of the Sage family farm, this 1796 Colonial offers nearly 8 acres along Sage's Ravine on the MA/CT line. With over 3,200 sq ft, 3 bedrooms, 21/2 baths, post-and-beam structure, wide-plank floors, fireplaces, and classic Colonial proportions, the home is rich with character and history. Partial updates exist, but the property is a true restoration opportunity, inviting its next steward to preserve and re-imagine one of Sheffield's historic gems.

MAJOR PRICE REDUCTION! This ever-popular ranch style home is located on a quiet side street and comes with all sorts of benefits and unique advantages. First, there are four bedrooms plus an office that complement the living room and fully applianced kitchen which itself has a perfect view of the deck and large level yard so keeping an eye on guests or family members is a breeze. There are two full baths, one in the original portion of the house and the other in the new wing just a year old. The matching bedrooms in the addition both have vaulted ceilings. The original part of the house contains the primary bedroom and second bedroom. The basement provides

**Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers, outdoor adventurers, and anyone seeking a peaceful rural lifestyle. The land provides ample space for gardening, exploring, or enjoying a quiet morning overlooking the trees from your wraparound deck. With existing horse stalls in the basement, the property also presents a rare opportunity for those looking to keep

Hancock, MA - Gorgeous location ski cottage bordering directly on Jiminy Peak Ski Resort. With needed renovations, the property has the potential to become a one-of-kind, full-time home in one the Berkshires' best school districts, or a year-round revenue producing Airbnb. Two acres of land, brook running through, easy in-out circular driveway, multiple decks and patios, immediate access to resort restaurants and amenities, and many more perks. Seller may agree to escrow hold back for new septic system.

A rare find: 3 Bedroom colonial home with a picturesque pond for endless enjoyment. Dining under the stars in your private backyard oasis and waking up to breathtaking views and gentle melodies of nature. Discover the magic where memories are waiting to be made. Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to come relax or entertain while listening to the babbling brook and a serene view of the pond. The rolling field across the paved street provides plenty or privacy. The convenience to work from home is made easy with fast fiber optics and Windsors low taxes. 39 minutes to Northampton and

WALK TO THE LAKE! BEACHES, TRAILS, PICKLEBALL, TENNIS, VOLLEYBALL, CLUBHOUSE & MORE! 4 SEASON FUN! Welcome to Wildwood where you'll find this 3 bedroom, 2 bath contemporary well maintained and ready for immediate use. Screened porch & deck, open floor plan, Living area with woodburning fireplace, cathedral ceiling, bay window for bird watching overlooked by an interior balcony. Primary bedroom with private deck on upper level. Full basement with partially finished room and high ceilings. Walk to Meadow beach -one of the 5 beaches on the 2 community lakes - which features a picnic pavilion with changing areas, canoe & kayak storage plus a swimming platform in the roped off swimming area. The house is landscaped with perennial gardens & flowering trees and screened by trees for privacy.

Discover the charm of Rowe with this exceptional Cape home, set on 6.08 acres of serene beauty. The open floor plan and large windows create a bright and inviting atmosphere, featuring two spacious bedrooms on the first floor and a luxurious primary suite above. Step out onto the wraparound deck, perfect for peaceful mornings or lively gatherings. The loft office, equipped with high-speed fiber internet, makes remote work a delight. Enjoy easy access to hiking trails, gardens, and winter activities--ideal for those seeking a tranquil escape. With a low-maintenance design, the large basement provides space for hobbies and offers yard access. Rowe offers low taxes and the lovely Pelham Park. With a newer roof and ready-to-be-reinstalled solar systems, this is a must-see in a beautiful town!

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.

Discover the charm of yesteryear with this enchanting 6-bedroom, 2-bathroom antique home nestled in the vibrant town of Lee. Accompanied by a large two-story stone barn, this residence offers a blend of historical elegance and modern potential. Original features such as wood floors, Dutch door, and classic stairway railing are complemented by a dining room with beamed ceilings, built-in china cabinets, and bay window with marble seat. Stained glass windows and pocket doors add to the home's unique character, while a marble fireplace graces the front parlor. The sizeable retro kitchen, complete with Geneva cabinets, awaits your personal touch. Set on a corner lot with mature plantings, the property boasts a beautiful backyard--

Multi-family in a convenient location, walking distance to town and shopping, bus line nearby.Well maintained. The perfect location, walking distance to restaurants and shopping, public transportation nearby.

OPEN HOUSE Sat 11/01/25 11am-12:30pm. This stunning 5-bedroom, 3-bath farmhouse was fully renovated from top to bottom in 2020, offering 2,800 SqFt of stylish, move-in-ready living space in one of Southeast Pittsfield's most desirable neighborhoods. Situated on a generous corner lot, the home makes a striking first impression with its inviting wraparound front porch. A circular driveway provides ample parking and is complimented by a detached one-car garage. Step through the front door into a spacious foyer with sleek hardwood floors throughout the open concept main level. The dining room has enough space for memorable meals and entertaining, while the chef's kitchen is outfitted with stainless steel appliances, a natural gas range, quartz & granite countertops, center island and French

Tucked away in the desirable, low-tax community of Richmond, Massachusetts, this 3-bedroom, 2-bathroom ranch, surrounded by higher-priced properties, offers comfortable single-floor living. The open-concept living area, filled with natural light, includes a recently updated kitchen and features quartz countertops, quality stainless appliances, and ample counter space. The master suite includes a newly updated bathroom. Two additional spacious bedrooms offer flexibility for guests or a home office. A privately owned solar array provides net-zero energy, combining eco-conscious living with cost savings. Located just 4 miles from Tanglewood, the Berkshires' premier cultural attraction, 5 miles from Lenox, the region's culinary hub, 4 miles from West Stockbridge, and 5 miles from Balderdash C

Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in the late 1800s, it was once the east wing of the summer residence of the Pillsbury family. Originally adjoined with the house behind it on Wendell Avenue and situated a half block away, the sprawling grand estate was divided into two separate homes, and carefully moved by horse in the early 1900s, establishing the neighborhood that would grow around them.

Located in the Historic District of the picturesque town of Heath, this former Artist loft has been thoughtfully maintained and expanded over the years. Large, expansive spaces greet you as you walk into the 3304 sqft. home with three bedrooms and three bathrooms. There is a separate sizeable bright kitchen wing with a great view of the large private yard, or you can enjoy the yard on the 2nd-floor deck. The home also has a 2-plus acre meadow with a small barn perfect for a hobby farmer or a horse enthusiast. This unique, comfortable house is set in a very private, peaceful setting, offering a tranquil escape from the hustle and bustle of everyday life.

Welcome to 93 Roselyn Drive, a beautifully maintained, move-in-ready, light-filled mid-century gem with style, function, and effortless upkeep, ideally situated in Pittsfield's desirable west-side neighborhood.This home offers big-sky views and a private 0.75-acre yard - perfect for morning coffee, stargazing, or weekend gatherings on the expansive two-level deck overlooking mature, easy-to-care-for gardens.Inside are sun-filled rooms, a classic stone gas fireplace with remote control, a fabulous bonus room with large windows facing the backyard - ideal for a home office, family room, or yoga studio - plus a newly finished lower level adding more versatility with a full bath, cedar closet, laundry area, and plenty of room for a guest suite, media room, or private gym.

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms

Experience the charm of country living in this comfortable home, situated in the peaceful town of Charlemont, on Wilder Brook. The property includes a spacious barn, formerly a cabinet workshop, and an additional outbuilding for gardening tools or chickens. Enjoy hosting gatherings in the large kitchen and dining room, or relax in the expansive open living area. Upstairs, you'll find three roomy bedrooms and two bathrooms, providing plenty of space for everyone. Perfect for outdoor enthusiasts, this home is just minutes from mountain biking, ziplining, the mountain coaster, and downhill skiing at Berkshire East, as well as world-class fishing and tubing on the beautiful Deerfield River. Seize this opportunity to make this remarkable property yours!