MOTIVATED SELLER! 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, Lenox Village and many cultural attractions here in the Berkshires.

Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large

This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the gorgeous deck for 3 season living. Beautiful master suite with an adjoining study, plus a whole bedroom suite with full bath and study on the lower walk out level. The cut stone fireplace in the living room is magnificent and the placement of rooms affords plenty of privacy for guests and owners alike. This unit is truly unique, a labor of love, and awaiting its next discerning owner!

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Price includes furniture. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due from buyer at closing.

Tucked into a serene neighborhood w/ scenic views & direct abutment to Canoe Meadows Wildlife Sanctuary, this home offers privacy, natural beauty, & mid-century modern feel. Natural light fills the interior, where cathedral ceilings & open living spaces create an airy, inviting atmosphere. The living room, anchored by a working fireplace, flows seamlessly into the dining area and kitchen-ideal for both everyday living & entertaining. A sunporch, accessible from the primary suite & family room, provides a peaceful retreat.The main level features a primary bedroom w/ en suite bath, a second bedroom, full bath, & convenient laundry. The primary suite also includes walk-in closets and direct outdoor access. Upstairs, a private loft, bedroom, & en suite bath offer an ideal

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.

Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly positioned for enjoyment of everything in between. Modern farmhouse blends volume, light and quiet luxury. Cathedral-ceiling LR opens to beautifully appointed kitchen w/breakfast area creating an effortless flow for daily living. 1st flr primary ensuite is private sanctuary w/walk-in closet, dbl vanity, Jacuzzi soak tub, sep shower & encl water closet. Guest quarters thoughtfully placed on 2nd flr w/loft library, 2 generous BDRS, full bath & expansive studio or creative space. Finished walk-out lower level remarkable versatility for work, wellness or recreation. Outdoors low-maintenance acreage unfolds w/open land, wooded edges & meandering brook. A

Classic lakefront cottage with frontage on quiet Benton Pond plus deeded rights to Big Pond. Four season contemporary Cape with an open plan featuring a window wall facing the lake and a brick fireplace. There are three bedrooms and two full baths plus a small loft. The screened porch is next to the kitchen, convenient for al fresco dining. Exterior access to the basement is perfect for storage of your canoes and kayaks. The home is located on over an acre and is the 2nd to the last on the road so very quiet. Less than 3 hours to NYC and 2 1/2 to Boston, near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions, as well as several state forests. If you have been looking for a reasonably priced lake home, this is your chance.

Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views. Indulge in the ultimate relaxation experience with a soak in your wood-fired hot tub or a rejuvenating session in your outdoor sauna. Step inside and be captivated by the charming open floor plan. The chef's kitchen is a culinary enthusiast's dream, featuring a large island, elegant granite countertops, and a high-end Viking stove, perfect for entertaining guests or creating culinary masterpieces.

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.

Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for year-round use) opens to the level backyard. Lovely front entrance with Bluestone steps into an ample mudroom. Enjoy year-round comfort with zone-controlled mini-splits. Close to vibrant Great Barrington, Stockbridge & Lenox. A quick drive to Tanglewood, cultural venues, & abundant outdoor recreation including hiking & lakes, this modern retreat blends style, comfort, and an exceptional Berkshires location.

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite.Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs.Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck.

Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open common spaces. The primary bedroom has wood flooring, walk-in fitted closet and tastefully renovated en-suite bath with custom finishes. Included on the main level is the charming half bath, garage with storage and laundry room. The second floor features a large loft flex space with oversized closet, two guest bedrooms and stunning full bath. The lower level walkout is

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.

Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft Farm, Berkshire Mountain Bakery and downtown GB. Also close to town schools, Butternut, Tanglewood, and other Berkshire cultural centers. So quiet, yet close to everything. Design by AIA recognized architect Steve Dietemann.

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.

Welcome to your private retreat nestled on a beautifully landscaped half acre lot in a quiet, serene setting. This impeccably maintained home offers the perfect blend of comfort and nature, with deeded 99-year dock rights on Otis Reservoir--the largest recreational lake in Mass--just steps away.Step inside to a light-filled, open-concept living room featuring a cozy wood stove and stunning stone chimney surround. The space flows seamlessly into the dining area and kitchen, ideal for entertaining or simply relaxing. Gorgeous oak floors run throughout the main level, complementing the warm, airy atmosphere.The spacious first-floor master suite is a true sanctuary, complete with a walk-in closet, luxurious bathroom with a Jacuzzi tub, and a custom tiled walk-in shower. Upstairs, you'll find 3

New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. Th

This fully renovated 3-bedroom, 2-bath home on Peppermint Brook, an estuary of Lake Garfield, offers bright, open living with a seamless indoor/outdoor feel. Renovated in 2019 with thoughtful design, it includes a sleeping loft and a flexible third bedroom that can double as a den. Launch your kayak, canoe, or paddleboard right from the backyard into the brook or to the lake. While part of Sylvan Road HOA, this property is exempt from road maintenance dues, yet still enjoys deeded access to private, quiet, southwest-facing Lad's Beach for a fee of $275/yr. Tucked away in a quiet natural sanctuary, this home is a serene escape in beautiful Monterey -- perfect for relaxing weekends, hosting guests, and enjoying nature. Move-in ready with nothing left to do. Fiber internet.

This Savoy retreat delivers the kind of privacy buyers keep asking for but rarely find!Tucked away on a scenic stretch of Griffin Hill Road, this property offers the kind of setting buyers search for but rarely secure -- privacy, space, and a connection to the outdoors. Inside, the home features a flexible layout that adapts to a variety of lifestyles, whether you're looking for comfortable everyday living, room to host, or the ability to create separate living areas. Natural light filters through the space while the surrounding landscape creates a peaceful backdrop in every season. Step outside and take in the quiet-- this is where morning coffee, evening unwinding, and everything in between feels just a little more elevated.