177 properties for sale in Risingdale

Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three fireplaces anchor inviting gathering spaces filled with warmth and character, while three spacious ensuite bedrooms offer exceptional comfort and privacy. Rich period details, handsome proportions, and abundant natural light create a home that is both sophisticated and welcoming. Beyond the main residence, a separate guest cottage provides the perfect retreat for visitors, extended family, a home office, or creative studio. The expansive, level lawn presents a rare opportunity to create a private estate setting with ample room for a pool, tennis court, or beautifully landscaped gardens. Completing the p

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence and generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette and massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours and has received a Garden Club of America award for its ethos and thoughtful use of b

A UNIQUE NEW HOME UNDER CONSTRUCTION IN THE HEART OF STOCKBRIDGE, MASSACHUSETTS Historic Living: In an era of increasingly homogenized architecture, this extraordinary timber frame Dutch house replica offers something rare: a true sense of place. Rooted in the early traditions of the surrounding Housatonic Valley, the home is a thoughtful homage to the region's European heritage-crafted with authenticity, integrity, and many locally sourced materials designed to age gracefully. Inspired by early 18th-century Dutch design, the residence features massive anchor beam construction, a steeply pitched roof, thick plank floors and richly textured materials that develop warmth and patina over time. Traditional casement windows with deep sills, exposed timber framing, and masonry fireplaces evoke a timeless aesthetic while integrating seamlessly with the surrounding Berkshire landscape. Behind its historic character lie modern mechanical systems-where exceptional craftsmanship meets innovative

Built in 2021, this custom contemporary offers about 5,670 sq ft of finished living space on 2+ acres, just 5 minutes to Great Barrington center, with mountain views and sunsets to the west. The open first floor features vaulted ceilings, a propane fireplace and a chef's kitchen with a large island, coffee bar and generous storage, opening to the dining and living areas. A large screened porch extends the living space three seasons a year. A mudroom with laundry off the oversized 3-car garage, two offices and a powder room complete the main level. Upstairs, two guest rooms with en suite baths and a primary suite with fireplace and a large bath. The finished lower level adds about 1,900 sq ft: game room, gym, media room, guest bedroom and full bath. Central air, high-speed fiber available, and truly turnkey, with sunset views over the neighboring private airport

MOTIVATED SELLER*Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character. Cook like a chef in the large open kitchen, where generous countertops, a welcoming island, and ample natural light inspire everyday gatherings. The first-floor primary suite provides convenience without sacrificing privacy, ideal for busy households seeking single-level living when desired. Step outside to your expansive outdoors: a grand deck that overlooks lush acreage, plus a screened-in porch and an oversized porch ideal for morning coffees, evening entertaining, and quiet moments surrounded by nature. This property delivers both space for growing families and the seclusion you crave, all within the desirable Great Barrington lifestyle-top schools, outdoor adventu

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories. -REPLACED/UPDATED WITHIN LAST 3 YEARS: furnace,central AC, kitchen,bathrooms,all exterior doors, stand by auto generator, basement improvements -8 homes in the community -HOA DUES WILL DECREASE TO $900 PER QUARTER ($300 PER MONTH) AFTER TWO LOANS ARE PAID OFF IN JULY AND OCT 2027. -RENTAL POLICY: FIRST RENTAL TERM:

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories. -REPLACED/UPDATED WITHIN LAST 3 YEARS: furnace,central AC, kitchen,bathrooms,all exterior doors, stand by auto generator, basement improvements -8 homes in the community -HOA DUES WILL DECREASE TO $900 PER QUARTER ($300 PER MONTH) AFTER TWO LOANS ARE PAID OFF IN JULY AND OCT 2027. -RENTAL POLICY: FIRST RENTAL TERM:

Tucked away on an peaceful cul-de-sac off Lake Buel Road, this spacious, well-built, multi-level 3 bedroom, 2 full-bath home is priced approximately $200,000 below its current assessment, which supplies more than enough room for the interior renovation it needs and deserves. Originally built in 1997 and surrounded by 2.65 acres of wooded privacy, it was thoughtfully designed with over-sized rooms,a screened porch, open deck, interior access garage, laundry room, and separate basement area for storage. Located just minutes from Ski Butternut as well as Great Barrington's vibrant Main Street shops and restaurants, this is a fixer with excellent potential

A significant price reduction has just been made on this terrific revenue opportunity property in Stockbridge. The historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. THIS PROPERTY HAS AN EXCELLENT HISTORY OF RENTAL INCOME. The 'Ice House' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more exists close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the most important cultural amenities. Rental income' This property has a very nice history of rental income! Who could ask for anything more' Call for a showing today

Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to the chefs kitchen with a large pantry and dining with built ins, unique sunroom with walls of glass and screened porch that extends the indoor outdoor living space while overlooking the pergola, play house and down to the water. The first floor primary en suite and office/den sitting area offer privacy in its own separate wing. The second level has ample guest space with three bedrooms, two en suite full baths and guest laundry. Completing the home on the lower level walkout is the guest suite with family room, private kitchen, two more additional bedrooms, office, full bath and patio. All of this set way back from

Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to the chefs kitchen with a large pantry and dining with built ins, unique sunroom with walls of glass and screened porch that extends the indoor outdoor living space while overlooking the pergola, play house and down to the water. The first floor primary en suite and office/den sitting area offer privacy in its own separate wing. The second level has ample guest space with three bedrooms, two en suite full baths and guest laundry. Completing the home on the lower level walkout is the guest suite with family room, private kitchen, two more additional bedrooms, office, full bath and patio. All of this set way back from

PUBLIC OPEN HOUSE: Saturday October 10 from 10-1. See you there! Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully - seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of tastefully designed living space, where soaring ceilings, a linear gas fireplace, and built-in bookcases set the tone. The living room flows out to a screened-in porch with a treehouse-like view of the wooded backyard - the perfect spot for morning coffee or summer evenings. area and living room for easy entertaining. Also on the main floor: a primary suite with walk-in closet and spacious bath, two additional bedrooms (one with floor-to-ceiling built-in bookshelves), a full bath, a half bath, and dedicated mud and laundry rooms. Though

Charming 1930 Stockbridge home perfectly located just minutes from the iconic Red Lion Inn, dining, and shopping in town. This spacious 4-bedroom, 2.5-bath residence features a large enclosed front sun porch, offering a bright and inviting space to relax. The home retains original character and details throughout with gorgeous hardwood floors throughout and generous living and dining rooms ideal for gatherings. The large kitchen and barn garage add to the property's potential. Enjoy the spacious rear deck and backyard, perfect for outdoor activities and entertaining. This sunlit home is ready for its next chapter and your vision, offering plenty of opportunity for a full renovation to create your dream residence in a coveted location

'Located in Great Barrington's coveted residential neighborhood surrounded by million-dollar-plus estates, this home offers an unbeatable entry point into luxury Berkshire living. Designed with distinct living zones, the two-level layout provides the ultimate setup for weekend guests, remote working, family room or great potential for multi-generational living. The main living level features bright, flowing living space framed by natural views, perfect for effortless entertaining after a day in town or on the trails. Enjoy beautiful mature landscaping, outdoor living spaces and prime proximity to downtown Great Barrington at an accessible price point

STILL HOUSE brings a new level of contemporary design to the Berkshires-quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me and General Design with exceptional craftsmanship and materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home.Preserved stone walls from the original structure bring history, texture and a distinctly Berkshire character to the new architecture. The main living level opens into a dramatic kitchen, dining and living space with cathedral ceilings, two stories of glass and views into the surrounding landscape. The custom Porcelanosa kitchen features richly veined stone, a substantial island, induction cooking, double ovens, integrated refrigeration, microwave drawer, dedica

An extraordinary opportunity to create a magnificent private estate on approximately 279 acres in the heart of Columbia County. Set within an exclusive gated enclave of luxury country properties, Bald Mountain Estate offers a remarkable combination rarely found at this elevation: expansive, gently rolling and level terrain, sweeping long-range mountain views, picturesque ponds and exceptional privacy. At the heart of the property is a spectacular elevated homesite, ideally positioned to capture panoramic views of the surrounding mountains and countryside. Unlike typical mountaintop properties, where steep slopes limit usable acreage, Bald Mountain offers an expansive, open setting for a substantial custom residence. An established driveway and installed septic system provide a valuable head start toward realizing that vision. The estate is complemented by an impressive collection of existing buildings and recreational amenities. A striking timber-frame pavilion features soaring ceiling

Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural light, enhancing the home's spacious feel.The thoughtfully designed layout includes a private primary suite with an en suite bath,offering comfort and convenience. French doors open from the living room to a rear deck overlooking a fire pit area, creating the perfect setting for outdoor gatherings, relaxing evenings, and enjoying the surrounding landscape.Ideally located just minutes from downtown Great Barrington, Ski Butternut, and the public boat launch at Lake Buel, this move-in-ready home provides easy access to the best of the Berkshires, from outdoor recreation to dining, shopping, and

This charming Colonial is set back from the road and perched on a hill overlooking a beautiful, sun-filled yard. The private setting features mature landscaping, including apple, peach, and cherry trees, a lovely garden, and a wonderful patio perfect for relaxing or entertaining. Inside, enjoy the open living, kitchen and dining, heated sunroom, bonus room off the kitchen for an office, playroom or laundry room along with 3 bedrooms upstairs and 2.5 baths. Recent improvements include new kitchen and primary bathroom updates, mini-splits, new windows, 200-amp electrical panel, owned solar panels, a five-year-old roof, and an EV charger

This charming Colonial is set back from the road and perched on a hill overlooking a beautiful, sun-filled yard. The private setting features mature landscaping, including apple, peach, and cherry trees, a lovely garden, and a wonderful patio perfect for relaxing or entertaining. Inside, enjoy the open living, kitchen and dining, heated sunroom, bonus room off the kitchen for an office, playroom or laundry room along with 3 bedrooms upstairs and 2.5 baths. Recent improvements include new kitchen and primary bathroom updates, mini-splits, new windows, 200-amp electrical panel, owned solar panels, a five-year-old roof, and an EV charger

Experience upscale, maintenance-free living in desirable Devon Meadows, where the beauty and tranquility of the Berkshires meet exceptional comfort and convenience. Ideally located near Lenox and Stockbridge and just 5 minutes from Tanglewood, this impressive luxury condominium places you close to the heart of the region's renowned cultural, dining, shopping, and outdoor attractions while offering the peaceful surroundings of a country setting. Designed with both everyday living and entertaining in mind, the home features a spacious, open floor plan with an easy flow between living areas. The first floor provides the convenience of one-level living with a generous primary bedroom suite and first-floor laundry. A versatile fifth bedroom on this level offers flexibility and could easily serve as a private home office, den, library, or comfortable guest room. The second floor provides additional space for family and guests with three generously sized bedrooms and two full baths. A spaciou

Living history awaits your vision! Own a piece of history dating back to the 1700's -one of the oldest homes in Lee. A captivating antique home that began its story over two centuries ago, with a significant brick addition in the 1800's. The results are layers of character rarely found today. Living and dining rooms with fireplaces, Four bedrooms and two baths offer solid bones for a savvy renovator, and the bonus walk-in attic is a hidden gem - vaulted ceiling, back staircase ready to add creative space. This is a true marathon investment for someone who sees beyond the to-do list to the incredible potential underneath. Storied charm, endless possibility, bring your vision and make history your own. Two car garage, set on almost an acre of open sunny land on a quiet country road

Fabulous historic church. Located in the Stockbridge hamlet of Interlaken. Quiet and exclusive neighborhood just off Rt.183. Stylishly decorated by a renowned architect and designer. High ceilings, huge windows, and mahogany fittings. Beautifully restored kitchen with many original details. Marble topped sink/counter. Walk through to the magnificent living area to step back in time to an earlier era. Then on to the nave to enjoy soaring ceilings, oversized windows and room for entertaining. Enjoy this 'party space.' Or use for an artist studio, recording studio or any pastime that needs space. Minutes to Berkshire Botanical Garden, Tanglewood and the center of Historic Stockbridge

Experience upscale, maintenance-free living in desirable Devon Meadows, where the beauty and tranquility of the Berkshires meet exceptional comfort and convenience. Ideally located near Lenox and Stockbridge and just 5 minutes from Tanglewood, this impressive luxury condominium places you close to the heart of the region's renowned cultural, dining, shopping, and outdoor attractions while offering the peaceful surroundings of a country setting. Designed with both everyday living and entertaining in mind, the home features a spacious, open floor plan with an easy flow between living areas. The first floor provides the convenience of one-level living with a generous primary bedroom suite and first-floor laundry. A versatile fifth bedroom on this level offers flexibility and could easily serve as a private home office, den, library, or comfortable guest room. The second floor provides additional space for family and guests with three generously sized bedrooms and two full baths. A spaciou

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar-perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in

STILL HOUSE brings a new level of contemporary design to the Berkshires—quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with exceptional craftsmanship and materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home. Preserved stone walls from the original structure bring history, texture and a distinctly Berkshire character to the new architecture. The main living level opens into a dramatic kitchen, dining and living space with cathedral ceilings, two stories of glass and views into the surrounding landscape. The custom Porcelanosa kitchen features richly veined stone, a substantial island, induction cooking, double ovens, integrated refrigeration, microwave drawer, dedicat

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar-perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and. 5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately. Negotiable with owner. Near all the cultural events specific to the Berkshires!