Discover the perfect setting for your dream home on this gently sloping, 1.4 acre lot located in the rural countryside of Cheshire. With breathtaking views and a cleared, ready-to-build landscape, this property offers the ideal blend of privacy and natural beauty. Situated on a town-maintained road and includes drilled well and perc test.

Bring your vision and restore this spacious home to its full potential. Offering 7+ rooms set on almost 1 acre of land with a wraparound front porch in the heart of Berkshire County. The generous layout offers flexibility for 3-4 bedrooms, home office space or expanded living areas. Plus, a large, detached garage. Original features and ample square footage create the perfect canvas for renovation. All utilities work. New boiler & hot water tank in 2013. Previously occupied in 2025. However, this property will require renovation making it an ideal opportunity for investors, contractors or buyers looking to build sweat equity. With the right updates this could be transformed into a beautiful and valuable home.

Charming New England home with space, character, and a great yard! This 3-bedroom, 2 full bath home features hardwood floors, first floor laundry and a functional, easy-flow layout. Built in 1890 this move in ready home blends classic style with modern comfort with vinyl siding, a slate roof, and an updated high-efficiency gas combi boiler/on-demand hot water system installed in 2025. Set on a level .31-acre lot, the property includes a spacious, fenced backyard perfect for entertaining, pets, or relaxing, plus a detached shed for extra storage. Conveniently located near Cheshire Lake, the Ashuwillticook Rail Trail, and Mount Greylock state reservation.

Welcome to this expansive ranch style home set on a peaceful acre with scenic views of a babbling brook and beautiful woodlands. Designed for easy one-level living, this home features two bedrooms and full bath in addition to a spacious primary en-suite with sliders that open to the outdoors-perfect for enjoying morning coffee or wine under the stars. The living and dinning room combination impresses with soaring vaulted ceilings, wood floors throughout, and a cozy wood-burning fireplace that creates a warm and inviting atmosphere. Plenty of room for hosting all of your family and friends both inside & out! The thoughtfully positioned home overlooks the brook and generous yard, offering both beauty and privacy.

Discover the warmth and character of this inviting post and beam home, showcasing wood floors and cozy fireplaces that create the perfect setting for comfortable living. A walk-up attic offers exciting potential for additional space, while the oversized garage provides ample storage for vehicles, hobbies, and equipment. Set on just over an acre, the property also features a seasonal cabin with its own utilities--ready for your vision and a few updates to make it shine. Whether you're looking for extra guest space, rental potential, or a private retreat, this unique offering combines charm, versatility, and opportunity in one special property.

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.

Welcome to 40 Curran Rd. This beautifully updated modern home sits on over an acre of private land. This turnkey home offers 3 bedrooms, 2 full baths, an open-flow layout filled with natural light. The inviting living room features a cozy wood-burning fireplace, perfect for gathering on cool fall evenings with pumpkin spice everything! Primary bedroom includes private en-suite bath. Updated kitchen ready to test the skills of any cook! Lower level is a spacious bonus area offering endless possibilities for work, exercise, entertaining, activities, or relaxation! 2-Car detached garage for your convivence. Large flat yard great for family/friends, gardening, or just unwinding in the quiet surroundings of the Berkshires!

Escape to this stunning 4-bedroom, 3-bathroom Colonial where classic charm meets modern efficiency. Boasting breathtaking mountain views, this home offers expansive living spaces including oversized bedrooms and a finished walk-out basement with a full bath. The updated kitchen shines with granite countertops, while the wood-burning fireplace adds a touch of warmth to the main living area. Outside, the property is an entertainer's dream with a large deck, fenced yard, and an above ground pool. Best of all, the owned solar panels ensure this home is as smart as it is beautiful. Don't miss this mountain-view gem!

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office.

Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses & possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

Exceptional lakeside commercial opportunity with ~820 ft of frontage abutting the Cheshire Reservoir & the Ashuwilticook Rail Trail. Set on 4.71 acres w/ prominent Rte 8 visibility, expansive water views, & immediate trail access along one of the Berkshires' most active recreational trails. AADT 11,200+; w/ addt'l annual foot/bike traffic of 70,000+. Main building ~6,200 sq ft, formerly a popular restaurant, two lakeview cottages (one recently renovated), finished storage garage w/ covered pavilion area, & addt'l outdoor space. Includes a small waterfront piece on the lake side of the rail trail. Located within the marijuana overlay district. Zoning allows a broad mix of commercial, hospitality, recreational, residential, retail & mixed-use options, subject to approvals. Being sold AS-IS.