Charming New England Farmhouse in Lenox - A Must-See!This beautifully updated New England farmhouse offers the perfect blend of classic charm and modern convenience. With 3 spacious bedrooms and 2.5 bathrooms, this home provides ample space for family living, entertaining, or simply relaxing in comfort. The current owner has meticulously updated and maintained the property over the past 25 years, preserving its timeless appeal while adding thoughtful touches throughout.Key Features:Natural Light & Stunning Wood Floors: With 30 windows throughout, the home is bathed in natural light, highlighting the gorgeous wood flooring that flows seamlessly throughout the home.Eat-in Kitchen: The heart of the home, this charming kitchen is both functional and inviting, featuring a wood

What could be better than living at South Pond Farm with its glorious 1800 ft of shoreline on glistening Richmond Pond with private beachfront, heated swimming pool and tennis all on site. This awe-inspiring home is totally immaculate and has been improved by its loving owner with all new appliances, granite countertops, custom landscape, built-ins and continual care. An inviting wood fireplace, a cozy den for creativity or relaxation, a huge lower-level family area with full bath, hardwood floors, central A/C and more all a stone's throw from the lake and pool as well as easily accessible to all Berkshire County cultural venues. Only 10 minutes to the main gate of Tanglewood. This is a must see. Perfect for the energetic buyer who bikes, hikes, kayaks or skis!

This well-maintained contemporary home in Indian Lake is perfect for a getaway any time of year! The open kitchen and living room feature a vaulted ceiling, wood stove, and sliding doors leading to a spacious deck. The four-season sunroom, surrounded by glass and lush wooded views, is a favorite spot for everyone in the house. The first-floor primary suite offers a walk-in closet, dressing area with custom built-ins, a large private bath, and plenty of skylights. Also on the 1st floor is a guest bedroom and full bath. Upstairs, a generous loft space includes a cozy bedroom alcove, den area, and a 3rd full bath. Plenty of upgrades to ensure your comfortable stay, including mini-splits in every room, heated towel racks, and a mudroom with a separate laundry room.

MIDCENTURY MODERN, Complete privacy yet minutes to downtown Great Barrington in low tax Alford. Move right in to this classic mid century design. Front to back living room with wood floors, wood burning fireplace and large sliders to the beautiful back yard. Open kitchen with Viking Range, charming dining area for entertaining. Mini splits for air conditioning, large second floor primary with ensuite bath. Appears to have plenty of space to add additional beds or create another bedroom.

Experience the perfect blend of rustic charm and modern convenience in this stunning 4-bedroom, 2-bathroom log cabin. The bright, open-concept living area invites you in, complete with two fireplaces that add warmth and character to the space. Multiple walkouts lead to the expansive deck, providing seamless indoor-outdoor living and plenty of space for entertaining or simply enjoying the natural surroundings. The oversized 2 car garage provides more storage and parking. Located just minutes from the popular Butternut Ski Area and the vibrant shops, restaurants, and culture of Great Barrington, you'll have access to the best of both nature and town life. Don't miss out on this

Gently sloping 18 acres on Oblong Road rising to views overlooking Mt Greylock with a perc test. Currently in 61A .

Stunning 18.5-Acre Vacant Land with Breathtaking ViewsDiscover the perfect canvas for your dream home or retreat on this expansive 18.5-acre parcel located at 491 Henderson Road. Nestled in a serene setting, this land offers magnificent views that will take your breath away, making it an ideal spot for nature lovers and those seeking tranquility.The property features a drilled well, providing a reliable water source for your future development. With ample space to explore, you can create your own oasis or simply enjoy the natural beauty surrounding you. Whether you envision a private residence, a weekend getaway, or an investment opportunity, this remarkable piece of land is ready for your vision. Don't miss out on the chance to own a slice of paradise!

Commercial / Development opportunity on almost 25 acres with over 1500 ft of road frontage on State Route 8. Currently, the storied OTIS POULTRY FARM with a 100 year history in the Berkshires. This property includes a 12,000 sq ft Main Building used as General Store & Cafe, plus several Outbuildings. Easily convertible to other uses. Tremendous potential including Housing, Retail, Lodging, Light Industrial, Solar, School/Retreat and Restaurant. High visibility. High Traffic Flow. Minutes from I-90. Close to Ski Areas, Lakes, Tanglewood, Jacob's Pillow, and all Berkshire attractions. This is a Developers dream property! ***Additional Acreage Available to bring total to @ 108 Acres !

C1780 CLASSIC COLONIAL RESIDENCE WITH A SCENIC VIEW OF A QUAINT BERKSHIRES VILLAGE. Passionate about Historic Homes, The Ledgehurst estate is a worthy project waiting for it's next chapter. Sitting atop a hill overlooking the village of Monterey. Owned by the Bidwell family, founders of Monterey, and run as a boarding house in the 1900s. Later returned to a private estate with a grand indoor pool surrounded by sliding glass doors, a master bedroom balcony, heated brick floor, bar, grill, and sauna. The original horse barn remains, now filled with classic automobiles, plus a detached garage and a home garage. 4 bdrms, 3.5 baths. Sunny living, dining, and office spaces. Central fireplace. Bucolic setting in the village and one mile to Lake Garfield. Close to all the Berkshires has to offer

Welcome to Breezy Acres, a private retreat located just 2 hours from Boston and 12 minutes to the Mass Pike. This meticulously maintained property offers an abundance of natural light and picturesque views that are sure to captivate. Upon entry, you are welcomed by soaring ceilings that span all three levels of living space. The first floor includes a lovely kitchen with solid cherry cabinets, typhoon Bordeaux granite counters, a powder room, a laundry room, mini-splits for heat & A/C, and a Rumford-style fireplace made with locally sourced stone - perfect for cooler evenings. The radiant heated kitchen seamlessly connects with spacious living areas on both sides of the home.

Welcome home to this enchanting New England Antique residence, set in the heart of the charming town of Egremont. This property exudes timeless appeal and is ready for its next steward to create new memories within its storied walls.Egremont offers a unique blend of small-town charm and convenience. The town boasts its own private park, perfect for family outings and dog walks, and is ideally situated within a 10-minute drive to both New York and Connecticut. Whether you enjoy hiking the Appalachian Trail, snowshoeing, skiing, or simply relishing the great outdoors, everything is within easy reach. Nearby, you'll also find a variety of restaurants

NEW CONSTRUCTION!!! Three bedroom contemporary chalet to be built on over 20 forested acres. The main level's open floor plan includes a great room with fireplace, cathedral ceiling, sunroom and sliders to the deck. The primary bedroom opens onto the deck and features a walk in closet, bath with jet tub & shower stall. Upstairs the loft overlooks the great room and leads to two roomy bedrooms - both with walk in closets - which share a full bath. A two car garage is attached. A walkout lower level has over1400 square feet of unfinished space which could also be custom finished. Situated on over twenty wooded acres towards the end of a lightly traveled road - 2 other homes, the location offers privacy but is less than 2 miles off the main road and convenient to Lee, Lenox & Stockbridge.

Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of mid-century style, this home boasts clean lines and oversized windows that let natural light in and promote a wonderful blend of indoor and outdoor spaces. This minimalist home offers timeless appeal that feels both classic and contemporary just waiting for your personal touches. Located minutes from the Village of Lenox, the epicenter of the Southern Berkshires.

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.

OPEN HOUSE 11-1:00, 11/23! ''ON THE HILL'', in the loveliest of neighborhoods, this beautifully renovated home is ideally located just a short walk to Lake Mansfield & minutes to the town center. Comfortable living with an open flowing floor plan. A well designed Chef's kitchen has quartz counters, stainless appliances and a substantial Island with seating.The open Dining/Living area is warmed by the Gas Fireplace. Light filled living area with skylights and large windows. Off the hall are 3 bedrooms, a full bath & powder room. The finished lower level with walk out, houses a Den with fireplace, Laundry, Full bath, Office and a perfect Mud Room. The covered front Porch takes in the mountain view. In the back, a private deck for relaxing and dining. MOVE RIGHT IN!

Impressive short term rental history. Enjoy quick access to ALL Berkshire attractions! Don't miss this move-in ready cabin on 1 acre, so close to downtown Great Barrington and Lake Mansfield's lovely beach. Gaze at breathtaking city and distant mountain views from your spacious living room with vaulted ceilings and a stunning free-standing stone gas fireplace. The open kitchen features an eat-in area and deck access for grilling. Enjoy one level living w/ a primary suite on the first floor. A half bath w/laundry completes the main level. Upstairs, two bedrooms boast tall ceilings and windows looking out onto trees & letting in natural light. The bonus loft area has the best view in the house! Ample storage in the partially finished basement and heated two-car garage.

Charming Victorian. A Remarkable Opportunity to own this charming Victorian era in-town home for the first time in 54 years! So loved and cherished and now ready to be passed to the next fortunate and appreciative owners for years to come. Built in the 1880s, the original house was moved to this location around 1910 drawn by a team of oxen or horses on logs across the Hemlock Brook. Many changes and additions later, the 4-bedroom home has embraced families, and more recently guests as a favorite Airbnb being so private yet so close to the center of the village. This lovely home has all the hallmarks of its original pedigree including the two-sided covered porch and bay window living room. The first floor Principal Bedroom Suite was added in recent years, as was the family room.

This 1700s Dutch farmhouse is filled with history and was originally utilized for farming and wagon manufacturing. The residence boasts spacious, well-lit rooms with stunning wide plank wood flooring, offering a grand setting for gatherings and entertainment. The sizable kitchen and dining area, along with four bedrooms and two fully renovated bathrooms, provide ample living space. A highlight of the property is the beautiful sunroom that overlooks the backyard, complete with a heated gunite pool. Additional features include a workshop, seasonal living room, bonus room and studio within the carriage barn, offering potential for further customizable living spaces.

Unique lakefront living on Pontoosuc Lake Cove where you may seek serenity, breathtaking mountain and sky views, surrounded by sounds of wildlife living in your own preserve. Enjoy Fall as the season is closing and the lake drawndown begins and the leaves have all fallen. Await the chilly evenings as you soak up the peaceful sunsets to wrap up your day. The quiet cove is a haven for cove or main lake kayaking, paddleboarding, swimming and floating by day or in the moonlight in the shallow depth cove water. Imagine living like you are on vacation everyday watching the morning sunrise over the new bridge and wrap up the day by the campfire at the water's edge and magnificent sunsets in the eve. Escape to the fun and excitement on the open waters of the main lake way with