Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through expansive windows, offering tranquil woodland views & access to a cozy screened porch. Designed for the ultimate in sophistication and convenience, the open floor plan unites the living, dining, & kitchen spaces, creating an idyllic setting for hosting soirees or savoring quiet moments.With Ski Butternut & a plethora of year-round activities at your doorstep, adventure & leisure await! Move in ready!

Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water--providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as it is beautiful. Anchoring the property is a charming antique cape home,

Spectacular 1896 Victorian on The Hill, completely and stylishly renovated in 2025! This six-bedroom beauty seamlessly blends original floors and grand woodwork with all-new, high-efficiency systems. Key 2025 updates include full insulation, exterior paint and two new upstairs luxury baths. 2024 brought fully ducted Air Source Heat Pumps (central AC/heating) and new windows. A 2023 heat pump water heater, powder bath, and fence complete the efficiency package. Features include an updated kitchen, oversized fireplace foyer, office with separate entrance and a private garden oasis. Located moments from downtown Great Barrington's dining/theatre and Lake Mansfield. A perfect, in-town gem--must see, it won't last long.

Commercial building in high-traffic location on the corner of Route 7 & 23. Current tenants include Trotta's Fine Wine & Spirits and Manhattan Pizza. Additional office spaces currently vacant. This price includes Trotta's Fine Wines and Spirits (excluding inventory). Great investment opportunity. The building will not be sold without the business.

Seize this rare opportunity to complete a 55-unit expansion within an existing condo association. With a majority of infrastructure in place and high demand in the area, this semi-completed development offers exceptional return potential. Originally approved in 2002 as a 40B development, this project is ready to be picked back up where it left off. All current permits, site plans, and engineering documents on hand shall be transferred as part of sale, providing a streamlined path for completion. Don't miss the chance to capitalize on this ready-to-go project in desirable Great barrington.

Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna, radiant floor & forced air throughout. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout portion of the home. Large Timber Frame screen porch and deck overlooking rear of the property. Media room and recreation room with more space for added entertainment. A four car plus heated garage with an ample unfinished area above for storage or create your own space. Option to this property is a new 2 bedroom contemporary guest house at an additional cost. See additional disclosure.

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms for an elevated sense of luxury.

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens.