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51 Photos
LANCE VERMEULEN RE, INC
$1,195,000
3 BD | 2 BA
Residential - Single Family

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.


75 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,195,000
3 BD | 3 BA
Residential - Single Family

Looking for a move-in ready home that features expert craftsmanship and includes a large outbuilding with tons of potential? This property is the winning ticket! This 3-bedroom/3-bath 2,563 sq/ft home was built in approximately 1997 by the owner, who happens to a fine home builder and cabinetmaker! Meticulous attention to detail and craftsmanship can be found in every room, whether it's the antique paneling in the dining room, the antique stained glass found throughout the house, or the brand-new kitchen full of custom cabinetry and countertops - this house just oozes craftsmanship. This wonderful farmhouse features a large living room with fireplace, dining room, office/family room, and a large, open kitchen with a central island.


39 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,200,000
4 BD | 4 BA
Residential - Single Family

Country Elegance Meets Historic Charm on 69 Acres! This meticulously reconstructed antique residence, designed by a local architect, blends rustic sophistication with historic allure. The home features a chef's kitchen with granite countertops, Wolf appliances, and a Sub-Zero refrigerator. Original wide pine floors in the historic section seamlessly match the new additions. Equestrian enthusiasts will love the USDF regulation dressage arena, grazing pastures, and a thoughtfully designed horse barn with a heated tack room, a wash stall with hot and cold water,, and a hay loft for over 800 bales. Additional amenities include a detached equipment workshop. This property offers access to the Berkshires' many cultural attractions to the West and Northampton's academic hub to the East.


40 Photos
ELYSE HARNEY REAL ESTATE
$1,250,000
3 BD | 4 BA
Residential - Single Family

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.


46 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,255,500
3 BD | 3 BA
Residential - Single Family

Welcome to 10 Sargent Brook Rd, a contemporary lakeside retreat nestled on the Lenox side of the picturesque Laurel Lake. Spanning 170 acres and fed by Sergeant Brook, this motorboat-friendly lake straddles both Lee and Lenox, offering the perfect blend of tranquility and activity. Just minutes from downtown Lenox, this home provides the ideal balance of convenience and serene lake living.This contemporary gem features three bedrooms, a spacious loft, and an office, providing ample sleeping space and flexibility. The open floor plan is accentuated by beautiful oak floors and a cozy fireplace, creating a warm and inviting atmosphere.


36 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,295,000
3 BD | 2 BA
Residential - Single Family

SOPHISTICATED SINGLE LEVEL MID-CENTURY MODERN WITH A CONTEMPORARY TWIST. Total privacy on 19+ acres with stunning far-reaching ''big sky'' easterly views. Adjacent to 1,000+ acre Jug End Reservation and hiking trails. The home has a spacious Great Room with a cathedral ceiling and a massive stone fireplace. Glass sliders lead to nearly 1,000 square feet of multi-level decks for lounging or entertaining. The kitchen and dining area are elevated above the Great Room. Both the dining area and the primary bedroom suite (with full bath) lead to a large screened porch. All these spaces enjoy the view. The west side of the house has two bedrooms which share a full bath. A full basement is partially finished and offers the opportunity for indoor play, along with tons of storage.


33 Photos
Compass Massachusetts, LLC
$1,295,000
4 BD | 2 BA
Residential - Single Family

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please call us to view this special property.


17 Photos
NON-MEMBER / RECIPROCAL
$1,299,000
3 BD | 3 BA
Residential - Single Family

A stunning CUSTOM-BUILT RANCH home spanning 3,776sq.ft. awaits @ 14 LEXINGTON! EXTERIOR boasts 3-sided BRICK, showcasing meticulous attention to detail at every turn. Step into the GRAND FOYER, where a custom-made double wooden front door greets you, leading to TRAVERTINE FLOORING that sets an elegant tone. OFFICE is a true work of art~COFFERED CEILING, CHERRY HWD FLR, & CUSTOM WAINSCOTING WALLS w/built-in bookcases & displaying genuine leather-bound book bindings as a border. MAIN SUITE is a lavish sanctuary; GAS FPLC, custom ornate mantle, TRAY CEILING & luxurious spa-like MARBLE BATHROOM w/whirlpool, full-body STEAM SHOWER & carved custom vanity. FAMRM has WOOD-BURNING FIELDSTONE FPLC. Gourmet KIT boasts CHERRY CABINETRY, stone backsplash, ctr island. State-of-the-art HOME THEATER


52 Photos
COHEN & WHITE ASSOCIATES
$1,350,000
4 BD | 4 BA
Residential - Single Family

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!


79 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,350,000
3 BD | 3 BA
Residential - Single Family

THE TRIFECTA-Looking for a beautiful home that includes a large outbuilding with tons of potential and an extra building lot to boot? This property is the winning ticket!WIN-This 3 bedroom/3 bath 2,563 sq/ft home was built in approximately 1997 by the owner, who happens to a fine home builder and cabinetmaker! Meticulous attention to detail and craftsmanship can be found in every room, whether it's the antique paneling in the dining room, the antique stained glass found throughout the house, or the brand new kitchen full of custom cabinetry and countertops - this house just oozes craftsmanship! This house features a large living room with fireplace, dining room, office/family room, and a large, open kitchen with a central island.


38 Photos
PREFERRED COUNTRY PROPERTIES
$1,350,000
4 BD | 3 BA
Residential - Single Family

This c.1814 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sqft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.


50 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,389,000
5 BD | 4 BA
Residential - Single Family

Historic Elegance Meets Modern Luxury at the Gracious Holiday HouseNestled in the heart of the Berkshires,Holiday House is a testament to the timeless allure of Williamstown, MA. This magnificent estate, dating back to circa 1790, is perched on over 90 acres of serene, bucolic landscapes, offering fabled views that sweep across the countryside.As you approach the residence, you are greeted by a property that has been meticulously cared for, updated and thoughtfully renovated and expanded, preserving its historic charm while embracing the comforts of modern living. The home boasts five well-appointed bedrooms and four full bathrooms, each space crafted with an eye for detail and a reverence for its storied past.The gourmet kitchen is a chef's delight and the heart of


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


20 Photos
HOUSATONIC REAL ESTATE
$1,400,000
3 BD | 3 BA
Residential - Single Family

If you are looking for a property with a lot of land, privacy, AND a Covered Bridge, then you will love this property. Three Bedroom, two-and-one-half bath home on 94 acres of land abutting Tolland State Forest. This property has hundreds of feet of frontage on the Farmington River. The house is dated, and it needs work. Property is being sold ''AS IS''. Come and see this unusual property. The location is spectacular.


37 Photos
HOUSATONIC REAL ESTATE
$1,475,000
1 BD | 2 BA
Residential - Single Family

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.


20 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,495,000
8 BD | 4 BA
Residential - Single Family

Historic property owned by the DeKay Gilder Palmer family since 1899, is now available. Ready for restoration to its former glory, many recent improvements have been made. Lovely country setting with meadow and mountain view. This offering is for the house, and barns on 2.3 acres. Beautiful acreage surrounding the property is in an Agricultural Preservation Restriction, and may also be purchased, 149 acres, with barn, stonewalls, open meadow and forest. ($499,500). So much potential, quaint, historic, peaceful surroundings.


63 Photos
LANCE VERMEULEN RE, INC
$1,495,000
3 BD | 3 BA
Residential - Single Family

Welcome to Rannapo Road, and your forever home! Sitting at the crest of the hill, this home peers across the valley overlooking cornfields, 2 rivers and Mt Everett. With 17 workable acres and a horse barn, this equestrian property is a perfect opportunity to own your own gentleman's farm. Inside you will appreciate the open floor plan and fireplace while enjoying the views as they paint pictures in every window. The large primary en-suite bedroom boasts a Juliette balcony overlooking the valley - the perfect spot for morning meditation. Two additional bedrooms, an office and a den can be found throughout the home - including a first floor bedroom. Additionally, the home features a large bonus room above the garage with a separate staircase - plumbed for heat and ready to finish.


81 Photos
STONE HOUSE PROPERTIES, LLC
$1,499,000
3 BD | 5 BA
Residential - Single Family

Discover your dream home in the Berkshires! This expansive and luxurious cape has been thoughtfully renovated throughout and offers an immaculate, light and bright home to love. New windows masterfully placed allow the beauty of the Berkshires inside while enjoying the comforts of home. Renovations include exquisite Porcelanosa tile, open floor plan, 5 full baths, a spectacular kitchen with commercial grade refrigerator, new windows, 400 amp electric and discreet ceiling mounted mini splits for your comfort. Nestled in desirable Bishop Estate across from Canyon Ranch, the property offers 4.31 acres of serene privacy while being just a short walk to the heart of the Berkshires in downtown Lenox. With only 17 homes on the property, you'll enjoy a peaceful and tranquil setting close to


50 Photos
ELYSE HARNEY REAL ESTATE
$1,499,000
3 BD | 3 BA
Residential - Single Family

FOUR WAYS FARM Set at the corners of Baldwin Hill Rd and Townhouse Hill Rd lies the original farmhouse of Four Ways Farm. With a long history of farming and community, the home, dating to 1850, evokes warmth and charm while being recently updated to serve the modern owner. This Center Hall Colonial features newly refinished wood flooring, an updated kitchen, 2 large primary suites both with newly renovated en suite baths and walk-in closets, a spacious 1st floor bedroom and option for 4th, fresh interior + exterior paint and incredible mature landscaping. At the center of the home lies the original wood burning fireplace in the Family Room open to the Kitchen making a wonderful transition for entertaining. 10 acres of land provides wonderful views from the large sunny deck and lots of


85 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,550,000
4 BD | 5 BA
Residential - Single Family

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated!

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