Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a breeze. Retreat to the tranquil primary suite with its own private bath, while two additional bedrooms provide versatility for family, guests, or a home office. Enjoy outdoor living in the expansive backyard, the patio and gazebo are perfect for summer gatherings or quiet evenings. Located in a friendly neighborhood, this home is close to parks, shopping, and schools.

The Charm and Style of an 1850's post and beam colonial masterfully blended with the updated comfort and appeal of a tasteful 1990's complete renovation. Quaint, charming, cozy, comfortable, efficient, inviting...we could easily add another ten or twenty complimentary descriptive words to paint the attractive qualities of this historic house. Just over 1,000 square feet total, this charmer has it all for singles, couples, maybe one more. The yard is private, featuring a brick patio and a location convenient to all of the wonderful Williamstown benefits and activities. A babbling brook skirts one side of the property where you can enjoy the peaceful sound of the water while reading your favorite book. The small barn, with concrete floor and upstairs storage, will fit your extra things;

**PROPERTY IN CONTRACT** Home for the Holidays. Comfortable house with frontage on Sandy Brook. 4.5 acres featuring generous front, back & side yards with wonderful Pond & Screened-in Gazebo. 3 Bedrooms (used as 2), Livingroom with Fireplace, Den and updated Eat-in Kitchen. 2 Car garage with workbench. Solar Power to help with the bills. Enough space to live, yet room to grow.

Great Opportunity for Investment Property or residence. Close to Williams College and the center of Williamstown. Has a strong rental record as an active Air BnB or College student rental. Offered completely furnished. Offering four bedrooms, two bathrooms and fully appointed kitchen. Lower level is used as a separated office with private office, storage space, sitting area and half bath.

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

Nestled in the heart of downtown Cheshire, this beautifully updated New England farmhouse blends classic charm with modern comforts. Featuring a convenient first-floor bedroom and full bath, plus two additional bedrooms and a second full bath upstairs. The recently renovated kitchen boasts granite countertops, abundant cabinet space, stainless steel appliances, and an abundance of natural light. Enjoy Berkshire summers relaxing on the spacious back decks or lounging on the shaded front porch, all with new composite decking and railings. Located within walking distance to the scenic Ashuwillticook Rail Trail and less than a mile from Cheshire Lake. New septic system installed in 2022. Current owner has done extensive upgrades and improvements. See full list under Documents.

Step into this timeless elegance with this spacious 5-bedroom, 2-bath Colonial built in 1900 in a historic district. Full of classic charm inside and out, including original architectural details, hardwood floors, wide trim, and tall ceilings. Two full staircases, a formal front staircase, and a more private back staircase that adds historic charm and functionality. The main floor boasts of generously sized living room and a formal dining room. The kitchen includes a walk-in pantry and a laundry room, PLUS A 1ST FLOOR BEDROOM & FULL BATH. Upstairs, you'll find 4 well-sized bedrooms, an office, & bonus room. This versatile barn-style garage blends function with electric and EV CAPABILITY. The 2nd floor of the barn currently used as craft room with endless possibilities to fit your needs

Large scale 4 Unit commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. Both second floor apartments recently vacant and ready for rent

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.

**BRAND NEW ROOF BEING INSTALLED!**Beautifully renovated multi-zoned building has huge potential for residential use. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This home offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and oversized spaces that flow from one room to the next. Superb for entertaining large groups! Natural light floods this home. Original hardwood flooring and quality craftsmanship throughout. New mechanicals & electric.Nothing to do but move in! Has outstanding Rental history as well! Ample private parking in rear of building.Being sold completely furnished.

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.

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.

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential.

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic forces, making it ideal for high-performance, sustainable, and resilient homes. The asking price includes stock amenities and fixtures, upgrades and or changes may be subject to price adjustments. Specifics of interior finishes are availible upon request. Now is your chance to own this brand new home!

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic forces, making it ideal for high-performance, sustainable, and resilient homes. The asking price includes stock amenities and fixtures, upgrades and or changes may be subject to price adjustments. Specifics of interior finishes are availible upon request. Now is your chance to own this brand new home!

Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of space for family or guests. The finished lower level includes a versatile family room, 1/2 bath, laundry room and access to the 2 car garage. Perfectly set on approx .42 acres of land this property offers mountain views, yet in a neighborhood setting. This home comes with a one year transferable home warranty, whole house water filter and additional insulation was just added to increase efficiency.

Welcome to this beautifully maintained 4-bedroom, 2-bath home that is truly move-in ready! The primary bedroom includes a sitting room with cherry cabinetry, a full bath and a large walk-in closet for added privacy and convenience. With its maintenance free vinyl siding, spacious 3.5-car garages, and inviting large porch, this property offers curb appeal and practicality in equal measure. You'll also find a bright and airy sun room, ideal for relaxing, entertaining, or enjoying your morning coffee in any weather. Step inside to find freshly painted rooms and stunning red oak floors throughout, complemented by abundant natural woodwork that adds warmth and timeless character. One-bedroom features brand-new Pergo flooring, while the kitchen boasts new luxury vinyl and updated appliances.

Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C.The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts threewalls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer screened porch. The primary is on the second floor, offering a small office area and bath attached. Lower level has an extra-long garage and a playroom for more living space. Short walk to private beach and pond. So Close to all Berkshire cultural venues. With in 5 miles Hiking, Becket Beach, the Art center, Appalachian trail, skiing, restaurants. Available w/ contemporary neutral furnishing.

Open House 10-11-25, 11:00-1:00. Inside pictures to follow soon. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanicals. Freshly painted inside and out, this home is truly move-in ready. The stonework patio provides a picturesque setting with a fabulous screened porch. There is a convenient shed and generous oversized garage space. Ample storage throughout ensures all your needs are met. Discover the perfect balance of history and modernity in this delightful property.

Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season!