The property is ideal for active families (with tennis and basketball on site and swimming and hiking minutes away). A quicker, more traffic free, less fussy destination than the Hamptons and tons and tons of space and fresh air! The home is just about 15 minutes from affordable family skiing and about 30 minutes from world class music at Tanglewood and dance at Jacob's Pillow. Excellent dining (both upscale and casual family friendly options) are nearby in Great Barrington. The home is also set up as a rental with a reliable efficient team in place to help offset a significant amount of carrying costs. A year round easily accessible destination to make family memories that will last a lifetime!

Welcome to Applewood Farm--an extraordinary farmhouse that retains its character while embracing modern comforts. Built in 1860, this enchanting residence is a celebration of vintage charm & preserved details. Step inside to discover soaring high ceilings & wood floors that exude character at every turn. The formal dining room is a showstopper, featuring a custom-built cabinet adorned with intricate woodwork that invites dinner parties. Stunning original wood sliding doors add to the home's distinctive appeal, leading to the sun-filled spacious living room with a fireplace. Down the front hallway, stroll to a seasonal glass-enclosed front porch--the spot for morning coffee or evening relaxation.

Stunning Indian lakes post & beam with beautiful natural gardens wrapped around the property. 5 bedrooms plus an office and 3 full baths. Screened porches, private decksStainless steel kitchen, Wood floors, Wood stove for the cozy nights that heats most of the home. Soaring ceiling with glass front. The layout is perfect for a large family, the lower level has its own 2 bedrooms, full bath, Tv room and glass doors to the outside plus a cedar closet.Indian Lakes offers swimming, kayaking and 2 fun beaches as well as clay tennis courts. 22 mins to Tanglewood 10 mins from I-90.

Located on the east side of Becket is this beautiful home with a spring fed swimming pond and year round brook running directly thru the middle of the lot. One owner home that has been maintained and updated with the following: Broadband, roof, porch, kitchen, flooring, baths and lower level. Three large bedrooms on second level and open kitchen/living room on first floor. The lower level is utilized as an office and playroom. Separate entrance and driveway could easily accommodate a home office setting. Stonewall lined driveway and walkways are just a few of the special details of this property. Surrounded by woods creates the most private setting that you could wish for. One attached garage and a second garage/shed or convert to a studio. Best of the Berkshires can be yours!

BLUEBIRD COTTAGE Renovated 4 season cottage with Water views! Deeded right of way to a small beach and space on the dock for a boat. House has been completely renovated and tastefully updated with quality construction and whimsical style!! Mini splits for heat...house has been used year round...and has a sound rental history.Open floor plan with front porch .....living room, dining area, kitchen, full bath laundry on the main level. Second floor with 3 bedrooms and a full bath...flat area around the house for outdoor entertaining...oversized storage shed.. private shared well and septic.

MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a screened rear porch, deck, and a front porch that is lovingly shared by 2 of the 4 bedrooms. The large and sunlit filled master bedroom enjoys private access to the screened rear porch. The impressive lower level boasts a spectacular Den with impressive custom woodwork throughout, a professional workshop, and two separate guest studio spaces with private entrances. A VERY RARE FIND!

MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a screened rear porch, deck, and a front porch that is lovingly shared by 2 of the 4 bedrooms. The large and sunlit filled master bedroom enjoys private access to the screened rear porch. The impressive lower level boasts a spectacular Den with impressive custom woodwork throughout, a professional workshop, and two separate guest studio spaces with private entrances. A VERY RARE FIND!

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.

Nature Lover's Paradise on 17+ Acres - Private Forests, Manicured Lawns, and Protected Wetlands!Entirely private, 6 Bryan Road features spectacular wetland vistas, green meadows, and serene untouched woods.Stunning west-facing views from your deck overlook 8+ acres of protected wetlands, including a pond frequented by geese, ducks, and blue herons. To the south, the grand lawn is perfect for outdoor play, yoga or private events. And to the east, 5+ acres of forest offers privacy plus ample land for an additional dwelling or a business opportunity.As you enter the long, tree-lined drive, you'll arrive in a private haven surrounding this charming 19th century 1,500 sq ft updated home rich with character.

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the spacious deck. Den/office with half bath serves as bonus third sleeping space. Natural gas heat, central a/c, charging station for your electric vehicle. Very short walk to the community pool, tennis/pickleball.

Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful morning views, an en-suite bath, and laundry at your fingertips. The great room, with soaring cathedral ceilings, flows into a three-season sunroom--perfect for unwinding or hosting friends. Upstairs, two additional bedrooms share a stylish, modern bathroom. With updated systems, including a heating system, plumbing, electrical, roof, and septic, this home leaves nothing to be desired!

A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample space with natural light. Hardwood floors flow throughout the home. Outside, enjoy the tranquility of garden views from the covered side porch. There's a gazebo tucked privately in back and plenty of room for a pool. With its classic architectural elements, it's a true gem on beautiful South Street nearby other fine homes. Available fully furnished. Schedule your appointment today.

Gorgeous. stately home features 4 bedrooms, 2.5 baths, cathedral center foyer entry. Open floor plan kitchen with granite counter tops, tons of cabinets, adjoining breakfast nook and fireplaced living room. French doors open to large all season sunroom. Natural light filled office/den, wainscoted dining room and tiled laundry room complete the first floor. Lustrous wood floors throughout main floor. Primary bedroom ensuite includes tiled bath, jetted tub, walk in closet. 3 more bedrooms, and 2nd full bath complete the freshly carpeted second floor. Finished basement includes a projector/screen movie area along with plenty of room for a gym, pool and/or ping pong table. French door walkout opens to a paved patio for grilling or access to your private yard.

As one of the oldest houses on record in the village of Philmont, this stunning c1815 eyebrow Colonial sits on a beautiful acre of land. Greek keys, a unique architectural detail, frame the eyebrow windows on the second floor. Inside, the house has been beautifully restored. The original wideboard plank floors, twelve-over-six windows, and three fireplaces all remain in tact. The two public rooms at the front of the home are mirror images, each centered around a fireplace. Upstairs there are two wings. The back wing is the primary bedroom, large and private with a beautiful ensuite bath. At the front of the house there are two guest bedrooms and a generous landing, currently used as a playroom. The house is a quintessential, historic Hudson Valley home just 15m Hudson and 2.5h to NYC.

OPEN HOUSE: Sat, May 3rd 11-1PMUnique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has its own kitchen and bath ideal for a business or potential third apartment conversion. Beautiful hardwood floors, original woodwork, high ceilings, and new double-pane windows throughout add timeless character.Located one block from the local tea shop with ample off-street parking and a one-car garage. Schedule you showing today!

In-town Victorian with loads of space inside and out. Built in the 1880s and then restored and expanded since, this charming home will embrace you with character and delight you with the location offering convenience and privacy. With 4 bedrooms and 3 full baths, including 1st floor primary suite plus full bath, and kitchenette in the converted barn, this wonderful home offers a wide variety of options for living to home office, to Airbnb. Outside is just as appealing with the expansive level yard of almost an acre graced with handsome mature shade trees and extensive landscaping. Want a pool, safe play space for children, privacy for relaxing or entertaining outside? Plenty of room for all of that. There's an attached greenhouse taking full advantage of an ideal southern orientation.

1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog or children, and lots more level ground for a future pool or recreation. Minutes to town of Great Barrington and all the Berkshires have to offer.

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family, plus the benefit of rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family with the added benefit from rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.