Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is plenty of light to greet you, Updated kitchen and baths a new roof, new gutters with guards, perennial gardens, sunroom, metered water, garage and carport, this exceptional home blends historic charm with modern comfort on the tree lined street of Southeast of Pittsfield. Enjoy the sunroom for reading and interior balcony for gazing at the stars all which is a step from the primary bedroom.

Gardens, Grand Trees & Income-Ready Guest Cottage Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes -one a four bedroom home and a 1000 sq ft guest house-both surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Spacious garage allows room for cars, hobbies and workshop, perfect pool site, and privacy ensured by abutting protected land. Generators for both houses.Access to town beach.

This recently renovated cape sits on a double lot, offering almost a half an acre of land, since the sale includes an adjacent lot on Oak Ave. This lovely home is in move-in condition. Recent improvements include new roof and heating system, interior paint, bathroom and kitchen updating and more! There are gleaming hardwood floors in bedrooms, living room and dining room, and new lifeproof flooring in the kitchen.

A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are spaced apart for maximum privacy; the open living area takes center stage for entertaining. Post-and-beam great-room/atrium w stone floor. Open kitchen w custom cherry cabinetry. First floor primary suite. Outside, enjoy over 4 acres of privacy: lawn, gardens and your own nature trails! Deeded rights to the White Pines beach on Stockbridge Bowl. Walking distance to Tanglewood! Must see!

Welcome to your beautiful condo at Cable Mills, a thoughtfully reimagined historic mill set along the banks of the Green River. Designed to embrace both privacy and tranquility, each residence reflects the natural beauty and light of its surroundings. This exceptional unit features two private bedroom suites positioned on opposite ends of the condo, offering an ideal layout for comfort and separation. One of the full baths features a steam shower. The open-concept living, dining, and kitchen area is filled with character, showcasing soaring ceilings, exposed brick and beams, and dramatic floor-to-ceiling windows. The sleek galley kitchen offers abundant storage, and the convenience of in-unit laundry adds to the ease of everyday living.

This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric & gas, cable availability, and paved roads already in place. Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private setting while remaining just minutes from the Berkshires' renowned cultural attractions, pristine lakes, fine dining, and endless year-round outdoor recreation. Woodmonte requires that all homes have a minimum of 3,000 square feet. The design and construction of each home are subject to approval by the Homeowners Association (HOA).

EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for entertaining. A stunning wrought iron detail by Ivan Bailey enhances the staircase.. A media room with glass-paned sliders and built-in bookcases completes the exceptional living space. The first floor primary ensuite is a true retreat, boasting a soaring vaulted ceiling and two large walk-in closets. The second floor offers three additional bed rooms, and two full baths.

Welcome to 22 Wealthy Ave., located in the desirable Yankee Orchards neighborhood. Fresh, bright, and move in ready, this thoughtfully renovated home features beautifully refinished hardwood floors, a main level bedroom and full bath, plus two additional bedrooms upstairs with cedar lined closets, built in dresser drawers, and a newly renovated full bath. The updated kitchen includes a farmhouse sink, dishwasher, refrigerator, and oven/range. An attached garage with a new epoxy floor offers direct access to both the home and basement, where laundry hookups are conveniently located. Close to shopping, parks, schools, and downtown Pittsfield.

Just under 31 Acres! Beautiful partially cleared wooded lot 5 minutes from downtown North Adams. Temporary Electric service on property. City water and sewer are available. This rural setting is only 5 minutes from downtown North Adams and the world-renowned Mass Museum of Contemporary Art. A short drive away, you'll find artistic venues like the acclaimed Williamstown Theatre Festival, Tanglewood, and Jacobs Pillow. Outdoor enthusiasts enjoy scenic bike and hiking trails, ski resorts, lakes, and white-water rafting.

OPEN HOUSE SAT 10:30-NOON Welcome to James Meadow! Tucked away in a peaceful, park-like setting, this beautifully refreshed end-unit offers the perfect blend of comfort and convenience. The bright main level features an open living and dining area with gleaming hardwood floors, fresh paint, and a cozy gas fireplace. The well appointed galley kitchen comes equipped with solid oak cabinetry and a convenient laundry closet with a stacked washer/dryer. Two generous bedrooms with large closets and a full bath complete this level. Upstairs, a versatile bonus loft space awaits--perfect for a home office, media room, or guest retreat. Brand-new carpet flows through both the loft and bedrooms. Outside, enjoy a the deck framed by lovely perennials.

Build your dream home on this stunning 31 -acre wooded parcel abutting Mount Greylock. Enjoy privacy, natural beauty, and endless opportunities for outdoors recreation, all while being surrounded by the peaceful charm of the Berkshires.

Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece of the property. A tiered bluestone patio creates multiple spaces to gather and relax, featuring a built-in outdoor kitchen, gas fire pit, and a heated saltwater plunge pool by Soake Pools. Mature landscaping, professionally designed landscape lighting, and a charming storage building complete the outdoor space, creating a backyard that feels like your own private retreat.

Welcome to this charming Victorian home in the heart of Williamstown, where timeless character meets an unbeatable location. Just steps from downtown, you'll enjoy easy access to local restaurants, shops, galleries, theaters, and year-round community events, with Williams College close by. Inside, this spacious home offers an abundance of living space designed to fit a variety of lifestyles. Featuring numerous generously sized bedrooms with ample closet space, there's room for everyone to spread out comfortably. Whether you're looking for dedicated home offices, creative studios, playrooms, guest accommodations, or quiet reading nooks, the home's many versatile rooms provide endless possibilities.

Located in Southeast Pittsfield, this well-maintained Colonial offers timeless charm, thoughtful updates, and a floor plan that feels just as functional today as it did when it was built. Hardwood floors run throughout the home, and the inviting living room is anchored by a wood-burning fireplace with a bright sunroom just beyond--perfect for a home office, reading nook, or additional living space. The kitchen features granite countertops, cherry cabinetry, stainless steel appliances, and plenty of workspace, while the formal dining room provides the ideal setting for everyday meals or entertaining. Just off the kitchen, a mudroom and full bath create a convenient everyday entrance with direct access to the backyard. Upstairs, you'll find three bedrooms,

Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.