Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on Lake Garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at Lake Garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a Juliet balcony overlooking the backyard. Please read the Supplemental Remarks to learn more about the house & lake lo

First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having it's own dedicated sitting room as well as access to the second floor deck. Never rented, original owner. Discounts at Wyndhurst Golf Club and the gym/spa are available to Fairwynds owners.

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures, rivers and mountains.

UPDATED AND SPACIOUS CONDO IN PRIME LOCATION JUST A SHORT DISTANCE FROM MAIN STREET STOCKBRIDGE! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry, Great Room boasting soaring ceilings, an abundance of natural light and a gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated!

Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Bedrooms are thoughtfully placed to ensure maximum privacy. Primary suite is on the first floor with jetted tub and oversized shower. along with custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths. The family room includes custom

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's windows. Big open lawns, a hayfield and an orchard surround the five bedroom three bath house, along with pristine woodlands that rises to the top of Three Mile Hill ridge. Hike and snowshoe throughout with private points of access into an additional 267 acres of protected Berkshire Natural Resources Council land trust.

Delicately sited at the end of your 1,100+ foot approach meandering through forestlands until the tree tops open to blue skies and breathtaking views that stretch to the east for morning sunrises and to the north for views of Mt Snow! This custom-built masonry style colonial home has been updated in recent years with a spectacular designer kitchen, mechanicals and so much more. Sun-drenched spaces throughout pull the outdoors in and afford a retreat not often found this close to the Five College area and major corridors for easy access to many points north, south west and certainly east to Boston in less than 2 hours. Enjoy 5 bedrooms, 3.5 baths set on 17 acres backing up to a staggering 4,880+ protected forestlands. Truly unique in every way and ready for its next steward.

Nestled along an expansive stretch of pristine lake frontage, this breathtaking property is a rare gem that seamlessly blends luxury, creativity, and functionality. Every detail of this home has been thoughtfully designed, featuring exquisite artistic touches and high-end upgrades throughout. Discover a beautifully curated interior, where custom finishes and architectural details create a warm and sophisticated ambiance. Large windows frame panoramic water views, bathing the living spaces in natural light. The gourmet kitchen boasts top-of-the-line appliances, artisan cabinetry and fixtures, a dream for both chefs and entertainers alike. A detached artist studio adds creative potential. Whether you're seeking a serene retreat or an entertainer's dream, this exceptional property delivers.

Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional fridge. Expansive back deck and screened in patio area. Relax in the new jacuzzi tub overlooking the lake! Massive great room with cathedral ceilings and wood burning fireplace, primary suite and guest suite on the main level. Formal dining room takes advantage of afternoon light. Upstairs are three more bedrooms, a Jack and Jill bath and a full bathroom.

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.

Unbelievable transformation. You won't want to miss this opportunity. Stunning interior decorating for this Historic General Williams House circa 1795 Lovingly restored and improved with 6 inviting bedrooms, 5.5 updated bathrooms, 6 gorgeous woodburning fireplaces, two full kitchens.: Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio Sparkling newer inground pool for your summer pleasure. All this and close to downtown Stockbridge, Norman Rockwell Museum, Tanglewood and all the cultural activities

Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car garage. Amenities include a screen porch, 4 wood burning fireplaces, wood floors and views! Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. A finished lower level for gym, ping pong, screening room. New oil -fired boiler and HWH Free standing 3 bdr. caretaker house A little piece of heaven!

Experience serene living at the end of a picturesque tree-lined driveway in a secluded family estate in the heart of West Stockbridge. Crafted as a berm home artfully built into the rolling hillside, this turnkey residence glows with natural light in its park-like setting. Ideal for both grand entertaining and quiet retreats, the multi-level home features over five bedrooms or flexible sleeping areas, 4.5 elegantly appointed bathrooms, a dedicated home office, a playroom, and more. The expansive great room overlooks a heated in-ground gunite pool and flows seamlessly onto three distinct blue stone patios, all set against breathtaking views of Tom Ball Mountain. Nestled on more than 25 acres, the property further includes your very own Har-Tru tennis court, a tranquil pond, and abundant