Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you in through a wooded area and opens up to a southwest view that just hits right. The north lot does have its own frontage but the main access does go into this lot as well and the views southeast are of catamount and hills around. Easily a three property development or a wonderful private compound. Come have a walk around.

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.

This impressive Italianate residence, dating back to 1880, has been meticulously restored for modern, turn-key living. This coveted location with a private backyard and off-street parking neighboring Talbot & Arding - offers a rare sense of quiet just a few blocks from the restaurants, galleries, and shops of the exciting city. Spanning three thoughtfully renovated stories, the turn-key property includes a large eat-in kitchen, sunny, and bright living and dining room, and a large mudroom. The top two floors contain bedrooms and bonus spaces ideally suited for year-round living and guest suites. The showcase of the home is the gorgeous staircase with a curved banister that enhances all three floors. Outside, there is a private backyard and side patio and a staircase to lower Hudson.

The Ephraim Chapin House, a.k.a the ''Landlord Abel House'' was built in Chicopee c. 1725. In 1979 this handsome home & tavern was dismantled and relocated to Southfield. There it was re-erected upon a new foundation atop a hill, where it now resides on a 51-acre estate straddling the banks of Konkapot River. Once the beloved retreat of an artist and a serious collector of early American art and antiques this 3-story 4-bedroom home has been painstakingly rebuilt and restored.Original wainscoting in the ''keeping room'' is a rare example of interior decorative painting by the Scroll Painter, a documented but unnamed American decorative artist active the 1790's. Other details include original floorboards & exposed chestnut beams, center chimney with 6 brick fireplaces... (See ''More''.)

A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a beautiful butler's pantry. Relax in the newly renovated family room with wall-to-wall casement windows. This 5 bedroom home offers a bonus game room and home office equipped with fiber internet and a spacious private master bedroom with ensuite bath. An additional wing features a separate guest suite with living room, kitchen, dining area, full bathroom and 2 bedrooms. In Alford, renowned for low taxes

New World charm meets timeless elegance in this thoughtfully designed French Country-style home, perfectly sited to take in stunning westerly mountain and sunset views. Privately nestled on 3.76 manageable acres, it's just minutes to Tanglewood, downtown Lenox, and West Stockbridge.Designed with both comfort and hospitality in mind, the home offers a flexible layout with six bedrooms and seven bathrooms, including a spacious primary suite and multiple en-suite options for guests. Generously sized but not overwhelming, the home features cozy gathering spaces--like the eat-in kitchen open to the family room with a fireplace and French doors to a stone terrace and sunroom.A formal dining room, separate living room, and tucked-away library or office offer both function and quiet

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails

Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor spaces. The connected ADU/Guest suite has a private entry, ideal for guests, caretaker, or rental income. Perfect for primary residence, vacation retreat, or income producing property. A tranquil setting with easy access to area amenities. Come enjoy the view!

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a warm cozy touch. Come and start to relax as you enter into paradise.

Luxury in Lenox......If you are looking for carefree living with fabulous amenities at a world class resort, this Fairwynds single family residence at Miraval/Wyndhurst may be the perfect spot for you. Beautifully renovated with sleek, clean lines, generous two volume great room with wood burning fireplace, direct access to screened porch and open decking; all open to the gourmet kitchen with high end appliances. Formal living and dining room, first floor luxurious primary with generous en suite, three guest bedrooms, two full baths, a loft lounge and attached two car garage for added convenience. The Association includes use of the tennis court, gym, indoor and outdoor pool and available membership to the beautiful 18 hole campus golf course.....BERKSHIRE PERFECT!!!

The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive through aisle for large trucks, washstalls and more! The grounds include 8 paddocks with waterers, an exercise track, 3 large pastures. A second barn offers 12 additional stalls. The meticulously kept grounds is professionally landscaped and a covered wrap around porch greets guests into the home. Kitchen has quartz counters, GE profile appliances and a slider out to a large patio

A rare opportunity awaits! Own a developable mountain top in the Berkshires! Your 4B/2.5Bath home is 10 years young with custom kitchen and baths. An unobstructed view of Goose Pond and beyond, it's a 56 acre sanctuary mostly comprised of Oak and Mountain Laurel forest with trails. Enjoy a 40 mile view to Mt. Greylock and views of October Mt. State Park. Enjoy boating on Goose Pond (@1/2 mile to the the boat launch). Also viewable is Tyringham Valley, South Lee and Bear Town State Forest. Build another home on the property (ADU or a larger home and keep this as your guest house). Possibilities are endless here! Already in place is a 28'X48' buildiing with 14' ceilings with it's own electric service, (could also be used for horses) and a small barn near the house. It's truly one of a kind!

ICE HOUSE HILL FARM. Richmond, MA There are properties with views in the Berkshires. Then there is Ice House Hill Farm270 degrees of sweeping, layered vistas, and exceptional distant views - guaranteed forever by 130 acres of land that can never be developed. The facts: Exceptional building parcel on one of the Berkshires most beautiful roads, commanding staggering views. | 143 total acres. | 12.96 buildable acres + 130 acres permanently protected | Nearly 1 mile of frontage along East Road; 559' serves the buildable area | Historic farm complex: 1922 dairy barn and silo, etc. + 1890 farmhouse that needs renovation - this is primarily a land listing due to the quality of the build site.Open land at elevation with Wide & Distant views that will never change. A landmark farm

ICE HOUSE HILL FARM. Richmond, MA There are properties with views in the Berkshires. Then there is Ice House Hill Farm, where 270 degrees of sweeping, layered vistas are guaranteed forever by 108 acres of land that can never be developed. The facts: Exceptional building parcel on one of the Berkshires most beautiful roads, commanding staggering views. | 143 total acres. | 12.96 buildable acres + 130 acres permanently protected | Nearly 1 mile of frontage along East Road; 559' serves the buildable area | Historic barn complex: 1922 dairy barn and silo + more | 1890 farmhouse: 2,108 sf, 4 bedroom 1.5 bath, needs renovation | Farmed since 1858: protected since 2021 The rarest thing in the Berkshires - Open, Buildable Land at elevation; a Landmark Farm; Available once

Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer is already in place on the north side of the lake. Ideal for building your dream home, a private retreat, or an eco-conscious compound. Enjoy stunning natural beauty, dark skies for stargazing, and endless potential--all just steps from nature.

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.

A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a marble surround wood burning fireplace. The circular sunroom leads through to the atrium and into the oversized swimming pool room which is fully equipped with air exchangers and heating systems. Upstairs, an extra large primary suite graces most of the second floor with its own living room, an outdoor coffee porch and remarkable custom cabinetry in the primary bathroom.

A Truly Inspired Berkshire RetreatThe perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity--far beyond anything else on the market.The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite provides direct access to a private sauna, hot tub, and personal greenhouse--ideal for moments of relaxation and rejuvenation.Step outside to discover a heated Gunite pool, surrounded by lush gardens, stone patios, a fire pit, gazebo, and even a pickleball court, creating the ultimate outdoor oasis.The clubhouse, a separate structure designed for gatherings, features an open floor plan with a

Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows that wash the common spaces with natural light and bring nature in. Gourmet chefs kitchen with ample storage and dining room with direct access to the oversized porch that features a gas stove for the chillier days. First floor primary en suite with walk in closet, direct access to your deck and primary bath with beautiful textures throughout. The second level has three guest bedrooms and two full baths. Lower level features a large family room walkout, additional guest bedroom and full bath. Two car oversized garage with studio space above that gives flexibility in its use. Private setting with expansive lawn and professionally

Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of meadows, a sparkling pool, and the stately barn. The barn itself is a wonder, waiting to be reimagined--perhaps as a guest house, an artist's studio, or a setting for unforgettable gatherings.Surrounded by farms and opening to distant hills, the landscape feels both boundless and intimate. The pool, perfectly placed, invites leisurely afternoons and is graced with its own elegant pool house.