01263, MA homes for sale & real estate

01263, MA Homes for Sale

Welcome to The House of HBB – Built in 1815 A timeless beauty on Pleasant Street, this Historic Register home has been lovingly preserved and thoughtfully renovated to offer both historic charm and modern comfort. Behind its classic exterior lie three distinct, fully independent residences, each brimming with warmth and character. Currently operated as highly sought-after short-term rentals, every unit has earned 5-Star reviews, repeat visitors, and loyal guests who return year after year. Whether enjoying the home’s rich history or its inviting ambiance it’s a place people love to say is home—even if just for a short while. As the next steward of this property, you&

01263, MA Homes for Sale

Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Le

01263, MA Homes for Sale

A Former Gardener's Cottage Reimagined Once the Gardener's Cottage for the historic Bishop Estate, this enchanting Lenox property blends storybook charm, thoughtful updates, and timeless craftsmanship. Mature Ginkgo and Beech trees, wildflowers, and perennials frame the approach, while a gazebo and saltwater pool anchor the garden landscape, creating a private retreat within walking distance of Lenox. Inside, the home reveals a careful balance of character and comfort. The front hall is highlighted by a unique, flowing staircase railing — a design flourish that sets a warm and memorable tone the moment you enter. From there, a gracious living room with fireplace, sunlit solarium, a

01263, MA Homes for Sale

WHITE PINES COUNTRY VILLA WITH DEEDED STOCKBRIDGE BOWL BEACHFRONT!! This sought after end unit is the one you've been waiting for if you are looking for the ease of condominium living with a striking Great Room with vaulted ceiling, open dining/kitchen living, fireplace, wall of windows that take in the meadow view and direct access to decking along with the primary bedroom with a wall of closets plus a walk-in and an ensuite primary bath all on the main level with the bonus of a guest half bath and direct access to the attached garage. The lower level has two guest bedrooms, one with an ensuite bath; the other with a hallway full bath; a spacious family room and in home office space with d

01263, MA Homes for Sale

Historic Elegance Reimagined! Wellness-forward design. Artisan craftsmanship. In-town privacy. A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while high-end appliances—including a Wolf range and paneled Sub-Zero fridge—offer top-tier performance. 

A spacious center island provides both prep space and casual gathering room, and the open sightlines connect seamlessly to the dining room, great room, and beyond. Dining, Living