Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and entertaining a breeze. Two comfortable bedrooms and a full bath provide an efficient yet welcoming layout.Outside your door, enjoy all that Pittsfield has to offer -- the Colonial Theatre is right around the corner, and Barrington Stage Company, local eateries, coffee shops, and boutiques are just a stones throw away. With quick access to both North and South County,

Enjoy the ease of single level living in this beautifully updated end unit, ranch style condominium, ideally situated in one of the most desirable locations within the complex. This light filled corner home offers an open concept living room, dining area, and kitchen featuring stainless appliances and thoughtful updates designed for effortless everyday living and entertaining. The inviting living room is anchored by a fireplace and opens to a private deck through sliding glass doors, creating warmth and seamless indoor outdoor flow with sweet exterior natural views.

Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granite counters. A Bonus Room with half Bath over the heated 2 car garage. Walk-out basement.

Sprawling and estate-like, this expansive home is set on 2.4 private acres with a full acre of manicured grounds. Designed to appear as a ranch from the road, the home offers highly desirable one-level living with a renovated second floor for added flexibility.The dramatic living room features a striking Goshen stone fireplace wall and opens to a sunken conversation pit--an architectural showpiece ideal for entertaining. Two additional fireplaces warm the dining room and finished lower level, while a bright three season sunroom connects seamlessly to nature.Two generously sized first-floor primary bedrooms are connected by a spacious spa-like bath with radiant heated floors, large walk-in shower, and jet tub. This flexible layout

Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant floor, custom built walk in closet. Wood floors and a wood burning fireplace. East facing with lots of light. All custom closets and storage. Smart thermostat surge suppressor on electric board. New washer and dryer.

Beautifully Built New Construction in SheffieldMove-in ready and thoughtfully crafted by a local custom builder, this 3-bedroom, 2-bath home sits on 1.64 private acres. The open-concept living, dining, and kitchen area flows seamlessly to a lovely backyard patio--perfect for indoor-outdoor living. Nearby hiking, biking, and skiing offer endless recreation, or simply relax and enjoy the peaceful surroundings. Conveniently located just minutes from Sheffield village, Canaan (CT), and Great Barrington, this versatile property works beautifully as a full-time residence, vacation retreat, or investment opportunity in the heart of the Berkshires. This is a new build, and taxes have not yet been determined.

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 594 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County.The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside

Contemporary Retreat on 5 Private AcresDiscover your own private sanctuary with this beautifully maintained contemporary home. Offering over 2,400 square feet of living space, this property features four spacious bedrooms and three full baths, including two primary suites--one conveniently located on each level. The open-concept kitchen and living area is highlighted by soaring cathedral ceilings, creating a bright and airy atmosphere ideal for both everyday living and entertaining. Expansive wraparound decks and a screened porch provide the perfect setting to relax and take in the surrounding natural beauty.A whimsical separate cabin nestled in the woods offers additional space for a studio, or a private retreat. The property also features a seasonal stream.

A Stunning Three-Story Residence with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape, join a quaint community or work at home with glorious views of the Berkshire Hills.Prime Location for Nature and Culture.Nestled in a charming small-town neighborhood, this home is bordered by beautiful woodlands, providing direct access to hiking trails and the nearby Appalachian Trail. Its central location places you at the heart of the area's vibrant culture and great outdoors.

Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate, the home blends preserved character with extensive recent improvements, creating a residence that feels timeless and truly move-in ready.

A rare opportunity to own a piece of history reimagined for modern luxury. Once the Old Granville Schoolhouse, this custom-built home blends timeless charm with top-tier finishes and exceptional craftsmanship throughout. An inviting open layout anchored by a chef's kitchen with custom cabinetry, black matt GE Cafe Series appliances & walk in pantry. The living room showcases a custom built-in adding character & function. The primary suite is a retreat, with spa-inspired ensuite and custom walk in. Car enthusiasts, hobbyists, or business owners will appreciate the truly unmatched garage space, 12 spaces, complete with a full size pickle ball court! Blending historic charm with modern sophistication, this is a one of a kind property!

ICONIC VICTORIAN IN SUPERB LOCATIONThis stunning residence is just a stone's throw from the renowned Clark Art institute withs its internationally revered collection of the art of Renoir, Monet, Degas, Sargent, Homer, Remington, Inness and Cassatt (among many, many others), and its expansive 140 acre campus full of trails wandering through meadows and woodlands. Built in 1888 by Archibald Hopkins, son of Williams College President Mark Hopkins, the incomparable home shares a spacious two thirds of an acre with wonderful gardens, handsome Goshen stone walls and two lovely pergolas. The gracious entry hall, distinguished by a dramatic stairway with soaring leaded glass windows, leads to elegant living and dining rooms, and a warm bookshelf-lined library. All have French doors opening to

Step into history and modern comfort at this beautifully preserved 1844 colonial on 1.6 private acres in Alford. This 4-bedroom, 3.5-bath home offers the rare luxury of a first-floor primary suite, ideal for one-level living without sacrificing charm or space. Original character blends seamlessly with today's lifestyle: enjoy morning coffee on the screened porch overlooking your expansive grounds, then retreat to the versatile outbuilding--perfect as an artist studio, workshop, or potting shed. With generous room sizes, thoughtful updates, and that unbeatable combination of low taxes and Berkshires beauty, this is country living at its finest. Minutes to hiking, culture, and Great Barrington dining. A rare find in a coveted location.

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interiorChef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertainingRadiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate controlSolid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes4-Season Porch**

Experience the best of lake living in the heart of the Berkshires. This stunning home is privately and intentionally set just off the shoreline, creating a peaceful retreat with elevated views and added seclusion. Steps away is your lakefront with a private dock, fire pit, and space to gather at the shore. Meticulously crafted throughout, this home is drenched in natural light, with a dramatic vaulted ceiling that showcases the prized south-facing exposure. A striking double fireplace anchors the main living spaces, while the primary suite offers a luxurious and private retreat. The dreamy kitchen is designed to impress, blending high performance with timeless style. The lower level bonus room, upper level loft, and boat and RV garage round out this showpiece!

Welcome to Cannondale Compound. Set on 20 private acres with far-reaching mountain views, this 7,300-square-foot architectural retreat is ideally suited for large gatherings. Designed with soaring modernist lines and exceptional craftsmanship, the home offers multiple living and dining areas, seven bedrooms across two connected wings, expansive porches and balconies, and both indoor and outdoor pools. Outdoor highlights include a hot tub, pool house with bathroom, pavilion, garden, and a fully enclosed treehouse for summer overnights, along with deeded Queechy Lake rights for swimming and kayaking.The main wing of the home features a dramatic triple-height great room with a fieldstone fireplace, flanked by a wraparound deck.

Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide flexibility for guests or additional family members. The open kitchen/dining area is perfectly positioned to capture southeast-facing views. The primary suite includes a luxurious bath and expansive walk-in closets. On the lower level there is a private walkout suite, full bath, gym, and kitchenette. 3 car oversized garage/shop and generator.

Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and breathtaking western views of the Taconic Mountains. The expansive, level backyard is adorned with mature gardens and majestic old-growth trees, creating a serene and private retreat.Don't miss this rare opportunity--call today for your private showing!

The Nine- Square house is, at its core, an authentic country house. On the ground floor are the double living room, dining area, & kitchen, all flowing into each other & anchored by a marble fireplace & 3 large glass doors opening to the exterior terrace with a breathtaking view. A kitchen, office/painting studio, a washroom, a dry bar, & laundry room complete the main level.The central architectural piece of the home is the solid white oak staircase leading up to the second floor. The 4 bedrooms upstairs, though spacious, are much more private & intimate, each with large windows on 2 sides, communing with the serene & quiet landscape outside.

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking a peaceful Berkshire retreat. This location offers easy access to hiking, yoga & wellness centers, boating, skiing, & excellent dining & shopping. Inside, bright & inviting spaces include a living room w/ cathedral ceiling, fireplace, & abundant natural light. A renovated kitchen opens to a cozy den & breakfast nook, pantry, laundry, mudroom & garage.