Homes for Sale near Undermountain Elementary School

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

Lauren Molk ELYSE HARNEY REAL ESTATE

Welcome to The Black Mountain House, a meticulous reimagining of a 1976 home, owned and renovated by a design/build husband and wife duo. Up a winding gravel road through the Jug End Preserve, it sits perched at the heart of the Berkshires in the Taconic Mountains. Surrounded by 3,000+ acres of protected wilderness with waterfalls and hiking trails. Picture windows and glass doors pull the

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Discover this custom-built home, thoughtfully crafted by an architect trained builder. Generously sized rooms, a chef's kitchen, and detailed trim work throughout create a truly distinctive residence.The main level features a spacious living room, family room, and a primary suite with a private en-suite bath. Upstairs, you'll find two large bedrooms, additional bonus rooms, along with an full

Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

A refreshed split-level home set on four level acres just outside the quaint village of Egremont! Enjoy low taxes, peaceful surroundings and plenty of usable outdoor space for gardening, recreation, or future possibilities.Inside, the home offers comfortable living with additional flexible space in the lower level featuring ample windows and a walk-out, creating excellent potential for

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

'Cosmo Cabin', a unique find in the Berkshires, is the perfect space for a quick getaway for easy, calm and uncomplicated living. Coming fully furnished, the home was tastefully renovated in the past three years from the ground up with modern finishes and thoughtful design. With intimate living spaces, the home has two bedrooms with a full bathroom any mansion would be envious of. A large

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

Custom built home situated on a private lotjust minutes to GUIDOS! Impeccable home with open floor plan....kitchen, eating area, living room with fireplace....wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch!...A stunning house on a very special piece of land....come take a look ....

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Set on 21.5 acres at the end of a long, winding private drive, this extraordinary residence is a true architectural gem--where art, landscape, and modern living converge. Originally designed by Robert McMahon and built by Lou Boxer and later reimagined through a contemporary project by Deborah Reiser of the award-winning RUR Architecture with Hird Design and Construction as the builder, the home

Sheila Thunfors STONE HOUSE PROPERTIES, LLC

VACATION PERFECTION! Look no further. This spacious and comfortable 5 Bedroom, 3 1/2 Bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. Fully available as of August 1st for $30,000 plus utilities. The

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

The Hatfield House : A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

Judi Panzano HOUSATONIC REAL ESTATE

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into

Lisa Crawford BIRCH PROPERTIES

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

Vashti Poor WILLIAM RAVEIS - BERKSHIRE

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the

Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

Location Location Location on a quiet road in the country, just minutes from all Berkshire Amenities. This beautiful contemporary home comes with 4 bedrooms, 3. full baths, open plan living area with mountain views, a large screened porch and an In-ground Pool. HANDICAP ASSESSABLE and primary suite on the first floor .

Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Being sold as-is, this property presents an opportunity for buyers willing to bring their vision and updates. Septic system has been inspected and failed report in documents Charming 2-bedroom, 1.5-bath home set on 5.75 private acres in the peaceful mountaintop community of Mount Washington, MA. This cozy retreat offers a rare blend of tranquility and natural beauty, surrounded by some of the

Jeff Marget Lamacchia Realty, Inc. - Dalton

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Completely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential. The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen, full bath, washer/dryer,

Judi Panzano HOUSATONIC REAL ESTATE

This custom country estate blends sophisticated design with classic New England warmth. Expanded to 3,933 sq. ft., the home is defined by soaring cathedral ceilings, exposed timber beams, and rich, wide-board pine floors. The centerpiece is a chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry concealed behind custom

Elyse Morris Elyse Harney Real Estate

Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

As seen in Architectural Digest, this meticulously reimagined 1875 farmhouse compound unfolds across 11.5 lush acres on a quiet, bucolic dead-end country road, with protected views. Brought to life in collaboration with AD100 design firm Sachs Lindores and landscape design by Judy Murphy, the property is full of historic character with refined modern comfort. The compound includes a four-bedroom,

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, updated plumbing and electrical, 5-zone heating, central air, and other modern systems. In 2022, a new well and a boiler for radiant heat were also added. Step inside to find timeless Colonial charm--exposed beams, three original fireplaces, and

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

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

Lisa Hoe THE KINDERHOOK GROUP

Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across three levels and seasonal views of the Taconic Hills. Built with wood hewn from trees on the property, including the distinctive stairway, the home offers a huge open-plan main level ideal for gatherings, along with an indoor pool, hot tub, sauna and a

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

Suzann Ward HOUSATONIC REAL ESTATE

Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture.

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Turnkey Berkshire sophistication meets absolute privacy. Reimagined from the studs up, this 3BR, 3.5BA architectural retreat sits on 2.32 level acres in Sheffield. The sun-drenched open main floor features wide-plank oak, a gas fireplace, and a chef's kitchen flowing to a wrap-around deck. The 2,748 sq ft footprint offers 3 independent living suites across 3 levels--including a luxury primary,

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage.Heated sunroom with sliding windows,Eat in kitchen with access to back patio,Livingroom with knotty pine paneling andfireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living.Two additional

Rosemary Baumann HOUSATONIC REAL ESTATE

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing

David Taylor ELYSE HARNEY REAL ESTATE

Set on four private acres along a quiet stretch of road by the Housatonic, this is the kind of place that reveals itself slowly. The driveway is lined with rhododendrons that light up every spring, and the rest of the landscape is paced to bloom straight through summer - fruit trees, azaleas, perennials, blueberries, raspberries, all of it planted by someone who clearly knew what they were doing.

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX