luxury house for sale Cheshire, United States

Carefree Condo Living located in central Berkshire. Enjoy the beauty of meadows, privacy and ponds yet minutes to shopping, dining, art and culture. Architecturally unique with dramatic cathedral ceiling, and a custom curved staircase. Spacious great room greets you with style and open spaces. Light and bright open living concept with dining and fireplaced living room sharing view of sliders and private deck. Cozy eat-in kitchen opens to living room. Generously sized bedroom with oversized closet. Double sink vanity bath with in unit washer/dryer laundry closet. Curved stairs leading to upper level loft that can double as guest space, bedroom, office or artisit loft with west facing sunset view windows. Separate heated full basement storage, workbench, and half bath. Central locale for easy access to Tanglewood south 20 minutes or The Clark Art Institute north as well as nearby lakes for Summer activities and mountains for hiking and mountain biking. Enjoy all that the Berkshires have to offer. Affordable living for second homeowners, retirees, and first time buyers - so many opportunities for all and options to consider while looking for that lifestyle change you've been longing for.

Move right into this meticulously maintained, light-filled cape in a sought-after Pittsfield neighborhood! The first floor includes a large living room with wood floors & wood stove for supplemental heat in the cooler months; an open kitchen and dining room with access to a seasonal sunroom; two bedrooms with wood floors; and a full recently remodeled bathroom. The second floor offers two additional large bedrooms with lots of closet space and a remodeled full bathroom. A detached garage, sweet patio for summer enjoyment, replacement windows, replaced sewer line and outdoor shower complete this wonderful home!

A stunning country home set on 2 acres nestled between Onota Lake and preserved state forrest land for endless hiking, breathtaking and vast mountain views. Step into style in this two story colonial home finished with brick and covered front porch taking in daily sunsets at home. Be pleasantly surprised with perfection and quality in each room. Let elegance greet you with custom lighting, gleaming wood floors, oversized formal living room framed with west facing picture windows. This L-shaped space opens to formal dining with rear window mirroring equally beautiful view of the rear yard. Generously sized cook's kitchen with slate styled ceramic tile floors, hand select granite countertops and oversized everyday dining. Sliders lead to rear patio surrounded by thoughtfully designed mature landscape and perrenials. Frolic on the rolling rear lawn of nearly 2 acres encompassed by woods giving you space to play offering forest exploration. Exquisite decor creates an inviting and comfortable family room with wall to wall bricked fireplace. Experience the outdoors indoors on the screen porch that's unexpectedly completed like an outdoor room. Rise upstairs to the beautifully updated double sink vanity main bath. Gracious primary suite fills with morning light, space enough for king size furniture and a curl up cozy reading chair. Crisp and clean guest bedrooms sunfilled with afternoon natural light. Full finished lower level with recreation game room and bar, exercise space and bonus room for guests or crafts. Conveniently located minutes to art, culture and dining experiences downtown as well as shopping. Centrally to all Berkshire attractions north to The Clark Art and Jiminy Peak skiing or capture beginner skiing at Bousquet, local art at the Lichtenstein Gallery and Berkshire Museum. Lake activities can be experienced as your best next door neighbor from water and jet skiing thrills to tranquil skulling or kayaking. Incredible outdoor living in this immaculate Berkshire country style home.

Experience comfort and convenience in this well-cared-for 3-bedroom, 1-bathroom ranch in the sought-after southeast Pittsfield neighborhood. This home has been lovingly updated, ensuring that each space meets and exceeds modern living standards. Upon entering, you'll be greeted by a warm and inviting atmosphere with a layout that flows effortlessly from room to room. The heart of the home, the kitchen, boasts contemporary updates and finishes, perfect for the home chef and entertaining guests. Each of the three bedrooms offers a tranquil escape with ample space for rest and relaxation. The updated bathroom features tasteful fixtures and finishes, adding to the home's overall charm and appeal. Schedule your showing today!

Delightful Dawes! Nestled in a highly desirable part of town, this fantastic Southeast Pittsfield home offers close proximity to parks, schools and to the vibrant Downtown Upstreet Cultural District. This rock-solid home boasts a terrific floor plan, featuring 3 bedrooms, including a generous primary bedroom with a walk-in closet, 1.5 baths, a spacious eat-in kitchen with ample cabinet space and a charming breakfast nook, beautiful hardwood floors, and a three-season sunroom. This home exudes warmth and charm, with a long list of amenities that include a wood-burning fireplace in the living room, a newer roof (2023), a newer boiler and hot water heater (2022), and economical natural gas heating. Additional highlights include a detached two-car garage with an automatic opener and electric car readiness, a cozy wood-paneled den perfect for a home office, and step-in closets in the two additional bedrooms, providing ample storage space. Pride of ownership is evident at every turn. Outside, the home features a nice-sized yard, a two-car garage set up for basketball, an old-time fire pit, and a double-wide driveway. This central location allows you to enjoy all the offerings of the Berkshire lifestyle, including nearby lakes, hiking, and incredible downtown dining. Just 7 miles from Tanglewood's Main Gate! This classic home combines location, condition, and value, making it a property to be proud of. Your chance to enjoy the natural beauty, culture, cuisine, and adventure of the Berkshires starts right here! A must-see!

Welcome to the opportunity of owning an almost 5.5 acres building lot, nestled at the end of a serene cul-de-sac in Peru, MA waiting for your dream home. Owned for over 50 years, it's a piece of Berkshire Country escape now available for the first time. The southern and western property lines are adorned with old stone walls, adding character and charm to your future abode. The land gently slopes upwards, revealing a delightful mix of evergreens and deciduous forest. With hundreds of acres of adjacent stateland, explore the beauty of nature right at your doorstep. Imagine the possibilities for outdoor activities and a lifestyle of tranquility. Just 5 minutes from the picturesque Lake Ashmere, rated one of the most beautiful lakes in Massachusetts and Camp Danbee, a short 10-minute drive to Hinsdale, convenience meets nature seamlessly. Plus, only 12 miles from downtown Pittsfield, you'll have the best of both worlds: serenity and city life.

Nestled in the heart of a sought-after Southeast Pittsfield neighborhood, this one-owner home offers the perfect blend of comfort and convenience. Embrace the ease of one-level living with this charming 3-bedroom, 1.5-bath residence, boasting wood floors that flow seamlessly throughout the home. Step inside to discover a warm and inviting atmosphere, where natural light accentuates the living areas. Venture downstairs to the partially finished basement, a versatile space that awaits your vision—be it a family den, a home office, or a creative studio, while recent updates including a newer boiler, electrical panel and freshly painted exterior ensure peace of mind for years to come. Outside, the oversized detached 2-car garage offers ample storage for a workspace for hobbies or vehicles. The property's prime location means you're just moments away from the cultural and natural wonders of the Berkshires, with its vibrant arts scene, scenic trails, and renowned attractions. Savor the tranquility of your neighborhood with leisurely evening strolls, where friendly faces and picturesque surroundings create an idyllic living experience. Don't miss the opportunity to make this home your own and enjoy the best of Berkshire living.

NEW CONSTRUCTION! Sweet contemporary home in beautiful Southeast Pittsfield. This new home has 2 bedrooms and 2 full baths. First floor bedroom is located off the open concept living and kitchen area. The entire upstairs is the second bedroom with dramatic vaulted ceilings. Red maple wood floors on first and second floors. Stylish bathrooms with modern appeal. Spacious deck for you to enjoy the outdoors. The lower level is separate from the house with walk out located in the back. Use your imagination for this open living, finished space. Lower level would make a fantastic in- law suite or rental space. Located in a peaceful neighborhood, this newly built home was just finished and ready for its first owners. Landscaping, seeding, pavers & stone steps are being installed prior to closing.

Charming Raised Ranch on Serene Cul-de-Sac. Welcome to this lovingly maintained, one-family-owned raised ranch, nestled at the end of a peaceful cul-de-sac. Boasting 3 well-appointed bedrooms and 2 recently renovated baths, this home is a perfect blend of comfort and modern amenities. Step inside to discover the warmth of wood flooring and walls freshly adorned with a tasteful palette. The heart of the home is the beautifully updated kitchen/dining area, featuring sleek stainless steel appliances, quartz countertops, sliders to deck that promises to be the backdrop for many cherished memories. The thoughtful upgrades extend to a newer roof, doors, and windows, ensuring peace of mind and a move-in ready experience. The 2-car garage provides ample space for vehicles and storage. The private deck invites you to relax and enjoy the mature landscape that surrounds the property. The backyard is a nature lover's dream abutting 36 acres of conservation land, hiking trails that beckons for adventure right at your doorstep. This home is more than just a place to live it's a haven of tranquility, where every detail contributes to a lifestyle of comfort and leisure. Don't miss the opportunity to make this raised ranch your own.

Enjoy entertaining in this light-filled, well-designed Allegrone built contemporary situated in the desirable Meadow Ridge community. Located on a quiet cul-de-sac, this home sits on just under an acre of land with mature landscaping. Entering through the large front porch into a gracious foyer, the first floor offers an open layout with kitchen, informal dining and vaulted living room with custom built-ins and gas fireplace. A formal dining room off the living room offers space to gather for holidays. In addition, the first floor offers a spacious den, a primary bedroom with en-suite bathroom and walk-in closet, half bathroom, laundry room and mudroom. The eat-in kitchen boasts high ceilings, granite countertops, and a slider to the deck. The second-floor features three generously sized bedrooms with oversized closets, providing ample space for guests. A full bathroom serves the upper level, and a loft area offers flexible space for a home office, reading nook, or play area. The finished walkout basement features a comfortable guest suite with a full bathroom, ensuring privacy and convenience for visitors and a large family room with a slider accessing the paver patio. Additional features include central air and an attached two-car garage. Pack your bags and move right in!

Location matters and this impeccable and spacious home sits in one of North Adams most coveted neighborhoods. Enjoy hiking at the dead end of your quiet street at The Cascades. Approximately 85 acres of protected park and trail with bonus 45 foot waterfall as your destination. Less than 5 minutes from your home and you're at Mass MoCA in downtown North Adams or head west to enjoy The Williamstown Theatre Festival and Spring Street in Williamstown. This 4 bedroom period home offers a charm of years past with quality craftsmanship throughout. Complimented with a nicely landscaped yard and two car garage and garden shed, no need to leave your home. First showings will begin Saturday, June 22nd from 10:00 - 11:30. Don't wait, this is the one you've been waiting for! Welcome home.

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights. Major design elements by globally-renowned architect Fred Koetter are outstanding. Everywhere the house sparkles with locally-gathered quartz, marble, and granite, lovingly crafted by Italian mason Cesare Boni. Enter through this vibrant stonework or directly along an accessibility ramp and you are instantly transported into this special world. The house encompasses over 5,500+ square feet of versatile living and entertainment areas, with 5 inviting bedrooms and 5 full baths (one handicap accessible) and intimate spaces for conversation or solitude. Views of the expansive property, adjoining preserved land, and the mountains beyond delight from almost every room. Ample windows and doors spill out to multiple patios and terraces anchored by large natural stone and enormous decks. The list of amenities is truly endless but begins at the center of the home with a stunning wood paneled library and its ornate Italian marble fireplace, extending through a magnificent formal dining room into two full kitchens and a private en-suite. Massive living areas with floor-to-ceiling glass join your intimate interior to stunning nature outside. Away from common spaces, a huge and perfectly private light filled studio/workspace offers its own fireplace, en-suite and kitchenette. The inspired floor plan creates distinctive areas to relax and unwind with others or enjoy the blissful solitude High Mowing offers. All of these features and much more merge together beautifully to create an unrivaled retreat of 15+ gorgeous Berkshire acres on a historic Williamstown by-way where dawn peers in over Mount Greylock and dusk settles on the Taconic Range. It will at once take your breath away and fill you with new life. From the house, into the grounds and fields beyond, you witness the seasons turn from lush greens of summer to the splendor of fall foliage and the snows that blanket Sheep Hill. The great deck overlooks mature gardens to the superb scenic vistas beyond. Perennials, fruit trees, grape arbors, bushes overflowing with blueberries and raspberries -- all meticulously cultivated to provide vibrant color throughout the growing season. A plentitude of wildlife roams the grounds - deer, fox, wild turkey, hawk are your constant companions. Further highlights include a 7-stall barn complete with tack room, shed, and paddock. Endless possibilities for exceptional Berkshire living await; you will need to see High Mowing to believe it!

Incredible Berkshire Mountain Home - Frank Lloyd Wright inspired architecture capturing Berkshire mountain views set on a hilltop enveloped in mature landscape and secret gardens with waterfall and coy pond surrounding the inground pool. Grandiose two story stone pillared entry welcomes you into the double stain glassed door entry. Step into the dramatic sunken living room with soaring vaulted ceilings open to archways and walls of glass framing to the beautiful outdoors. Formal dining open to this lightfilled entry and living space that leads to a glass enclosed sunroom. Grand open sunroom joins the kitchen, everyday dining and stone floor to ceiling fireplaced family room with five sets of sliding glass doors for an easy one level floor plan. Saunter out onto the stone paver patio, inground pool and gardens overlooking distant mountain views and rolling meadows above the Woodmonte Estates gated community. Enter into the primary suite west wing with a lovely sitting area, king size bedroom space, expansive whirlpool finished with stained mission glass wall of windows, two custom walk-in closets, shower and private water closet. Bedroom 2 or office with full bath is convenient to sunroom and pool guests. East bedroom wing offer two generously sized bedrooms and closets with ensuite bath, double sink vanity and separate toilet, bathtub shower room. First floor laundry completes the easy one level floor plan that you've been waiting for. Lower level finished family room, office and two bonus rooms creates almost another 2,000+ sf of extra living area with a single door walkout. Experience the outdoors indoors while watching the clouds drift by, a storm blow in over the mountain and the state protected land that abuts this architectural beauty. The rolling hills in the community create a nature preserve of your own with bridges over brooks, tennis courts and gated security. Close to lakes for water enthusiasts and central to all Berkshire attractions. A unique private setting amidst the conveniences of nearby city leisurely dining, arts and culture.

Welcome to your 3-bedroom, 2-bath peaceful and private hidden gem nestled in the trees overlooking Joe's Field, MASS MoCA, on a dead-end street! Updates include Marvin windows and doors on the main floor, refinished oak hardwood floors, bathroom installed with cle' tiles and skylight that need your finishing touches, 200 amp electric, wrap-around covered solid cedar porch with outdoor seating to view James Turrell's Tower (rain or shine), french drain, backyard retaining wall including stone patio, and attached outbuilding with electrical and plumbing, ready for your install of sauna and or outdoor shower. Whether you are looking for year-round Berkshire living or a weekend getaway-this semi-updated home is for you! Close to Downtown North Adams and Heritage State Park. Call today for your private showing!

Charming Renovated 1800s Farmhouse with Breathtaking Mountain Views! Nestled on over 9 acres of picturesque farmland in the heart of the Berkshires, this meticulously renovated New England country farmhouse offers a blend of rustic charm and modern amenities. With 9.54 acres of subdividable and buildable land, the possibilities are endless. Imagine waking up to serene easterly mountain views, spending your days tending to horses in the 2-stable barn, or exploring the surrounding meadows on foot or mountain bike. This property boasts not only a beautiful country setting but also contemporary comforts, including a new roof, furnace, and an updated kitchen with views that make every meal feel special. The three full baths have been tastefully renovated, ensuring that this home is move-in ready. The covered porch is the perfect vantage point to gaze upon October Mountain and capture sunsets, while the unique rock garden, complete with a pergola and stone table, invites outdoor dining and relaxation. The farmhouse features three spacious garages, a dedicated tractor garage, and ample space for your equestrian needs. The tire swing adds a touch of whimsy and nostalgia, making this an idyllic setting. Located just minutes from the cultural hub of Lenox, MA, you have easy access to Tanglewood, art galleries, and the rich tapestry of Berkshire attractions. This special location offers intriguing history of authors. Live inspired as were Hawthorne, Melville and Oliver Wendell Holmes have in the years gone by. Escape to a tranquil country lifestyle with the potential to expand, whether it's for your dream home, horses, cows, or chickens. Don't miss the opportunity to own a piece of the Berkshires' pastoral beauty with modern conveniences and cultural richness at your doorstep.

Designed and custom built for American author, designer and illustrator of children's books, Eric Carle who could have lived just about anywhere but chose a road less traveled with farms and livestock for neighbors and wildlife in every direction. Delicately sited on 50 secluded, country acres with extensive landscaping documented with a list of 65+ species of shrub, dwarf trees and colorful perennials throughout. This 4 bedroom, 3 bath contemporary home offers so much for so many wanting solitude yet all the conveniences found within 40-50 minutes in the Berkshires or Northampton areas. Enjoy snow shoeing, X-Country Skiing or hiking on Stump Sprouts 450 protected acres adjacent to your property or enjoy white water activities and fishing at the Deerfield River within a short drive.

Finally an antidote to the sea of gray which washed over interiors for the past several years. Behold, a property which is a celebration of color and is perfectly suited for this charming cottage on a quiet county road. The first floor includes two living rooms each with a wood burning fireplace, a den/bedroom, a formal dining room, a full bath and an eat-in country kitchen with a cathedral ceiling and large picture window. Three delightful bedrooms and a full bath are on the second floor. To take advantage of the beautiful setting you can choose between the stunning large front porch which allows you to enjoy the sound of the waterfall across the street, a back porch to catch some sun, and a to-die-for screened porch for dining and late afternoon reading. And last but not least, to make this property ideal, there is a barn for the hobby you have been thinking about. Private, but not secluded. Only two minutes to New Lebanon, which now has a wonderful new farm market, and close to all that the Berkshires and Columbia County have to offer.

Welcome to historic North Adams, where culture, charm, and character meet! Nestled just a stone's throw away from the renowned MASS MoCA art Museum, this 3-bedroom, 3-bathroom includes a primary suite with its own private bath, and sun porch. This must-see property includes new electric and plumbing throughout, you can enjoy peace of mind knowing that this historic beauty has been carefully updated for modern living. Original hardwood floors grace the spacious living areas, creating an inviting ambiance that's perfect for both relaxing evenings and lively gatherings.

Incredible opportunity to live in the clouds in the Berkshires with breathtaking, long-range views! A true destination for the tourists as well as locals seeking morning coffee, Sunsets with a glass of wine or gifts for any occasion. Welcome to a slice of history on the historic Mohawk Trail offering one of the most well rounded and profitable business models available today. The robust lodging side offers 4 rustic cabins each with their own unique attributes and main lodge with 2 keys. The retail side has grown over the years and offers a dynamic mix of souvenirs, snacks, food, beer, wine and again, incredible views beyond comprehension. Proprietary vendor lists, good will to convey, sellers willing to entertain a definitive transition period. Bordering 989 protected acres with trails!