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41 Photos
MACCARO REAL ESTATE
$439,000
5 BD | 3 BA
Residential - Single Family

Located at the base of Beartown Mountain, a 12,000-acre state forest. Looking for a large farmhouse, one family or two? This lovely home awaits your finishing touches. Five total bedrooms, three total bathrooms, 2 kitchens, living room, den, dining room, first floor primary with primary full bath. Second floor offers 4 additional bedrooms and two full bathrooms. Front & Back staircase. Beautiful fireplace in large back kitchen. Oversized sunporch overlooking fenced in yard with above ground pool, 2- story barn w/car port, 2 paved driveways. Rocking chair front porch. Great Location with tons of space. Close proximity to Beartown Mountain with recreation parkland, Great Barrington, Monterey, Tyringham, downtown Stockbridge, Tanglewood in Lenox & much more! Fantastic Location!


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BERKSHIRE DREAM HOME, INC.
$465,000
3 BD | 2 BA
Residential - Single Family

Welcome to privacy! This charming Cape-style home offers a perfect blend of comfort, privacy, and natural beauty. On the first floor you will find everything that you need. Open-concept kitchen and living room, laundry, and primary bedroom and bath. Additionally, upstairs you will find 2 bedrooms and a half bath. Situated on an expansive 46-acre property, this home boasts a picturesque pond that adds to the serene ambiance. For those with a passion for sustainable living, this property offers a barn and 2 chicken houses. Whether you're seeking a peaceful retreat or a place to live off the land this home offers endless possibilities. Don't miss the opportunity to own this remarkable piece of land, where privacy and natural beauty await you.


51 Photos
ROBERTS & ASSOC. REALTY, INC
$489,900
4 BD | 2 BA
Residential - Single Family

This charming home boasts a cozy atmosphere nestled in a prime location in Lenox. This 3 BR/2 BA home sits on almost an acre and 1/2 of land. Amenities on the first floor include: laundry, full bath, bedroom, dining, living room, parlor, mudroom, and two 3 season porches. The kitchen features custom craftsman's made cabinets with a unique charm and updated appliances. Built-in shelves in the dining room area. The wood floors throughout the first floor have been recently refinished. Additional space on the second floor includes 2 bedrooms lus a bonus room and a full bath. A 3-bay Garage adds extra storage, catering to your needs and convenience.


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WILLIAM PITT SOTHEBY'S - LENOX
$575,000
4 BD | 3 BA
Residential - Single Family

Prime Location! This charming and spacious expanded cape is ideally situated near the protected lands of the Pittsfield State Forest and close to Onota Lake in the serene area of West Pittsfield. Nestled on a vast 5.8-acre property, this delightful 4 bedroom, 3 bathroom home is a haven of comfort and style. The main floor features a luxurious primary bedroom with an attached en-suite, a modern kitchen adorned with sleek solid surface counters and stainless appliances, including brand new dual ranges, perfect for catering to a crowd. The open-plan living and dining area exudes warmth with its stunning stone fireplace, while the ample family room offers direct access to the rear deck.


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MACCARO REAL ESTATE
$580,000
5 BD | 3 BA
Residential - Single Family

Exquisite Colonial situated near the top of the Parkway /cul-de-sac. Located in the Country Club District, downtown Pittsfield & Lenox. Easy access to many Berkshire venues and cultural attractions. Top craftmanship with beautiful custom first floor primary bedroom and primary bathroom. Large family room with custom plantation shutter window treatments, high ceilings and beautiful crown mouldings, formal living room featuring classic fireplace, built-ins, pristine hardwood flooring throughout. Bright kitchen with stainless appliances including natural gas chef's range. Half bath on first floor and formal dining room. Oversized screened in porch with foundation under to expand living space if desired. Second floor boasts 4 bedrooms including a second primary, full bath and walk-up attic.


9 Photos
HOULIHAN LAWRENCE, INC
$595,000
2 BD | 1 BA
Residential - Single Family

Private waterfront pied a terre with direct water access on Spring Lake just outside of Rhinebeck, NY, this is a rare find. Hot tub. Grandfathered deck allows for basking right on the water. Large screened in porch. Open plan, good natural light, ideal weekender within the private East Lake community. Available immediately to start enjoying the approach of spring and summer.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$624,000
3 BD | 2 BA
Residential - Single Family

This charming mountain house is the perfect retreat for nature, lovers and outdoor enthusiasts. With easy access to hiking trails skiing, fishing you can enjoy all that Berkshire Mountain Washington Life has to offer right from your doorstep. Inside the open concept, living area is perfect for entertaining guests or simply relaxing by the stone fireplace. The large bay windows let in plenty of natural light and offer stunning views of the surrounding mountains. The kitchen is fully equipped and there is plenty of counter space for preparing meals. There is a first floor primary with an en suite bath and a wraparound deck. The additional two bedrooms upstairs are perfect for guests or home office.The peaceful surroundings and Mountain View make this an ideal setting for a weekend getaway


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WILLIAM PITT SOTHEBY'S - LENOX
$630,000
4 BD | 3 BA
Residential - Single Family

Old world meets new in this recently remodeled brick colonial which oozes with charm but has modern amenities for today's buyer. Nestled in a desirable Southeast Pittsfield neighborhood this is the home you have been waiting for! Step inside the front door to a large foyer which leads to a formal living room, family room, dining room and powder room. The spacious living room boasts large windows that flood the space with natural light, complemented by a cozy gas fireplace perfect for gatherings. Adjacent is a family room featuring classic built-ins and a bay window offering views of the fenced-in backyard and patio. The dining room is adorned with custom built-in cabinetry. The recently renovated modern kitchen boasts granite countertops, a Viking stove, Subzero refrigerator, and an


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$649,000
6 BD | 5 BA
Residential - Single Family

One-of-a-Kind, Antique Masterpiece. Seeing is believing. Outstanding room sizes and loads of charm in every respect. This property features professionally landscaped grounds, a well-maintained barn, and a terrific in-ground Gunite pool. Although there are neighbors nearby, the privacy element is still quite special. Every interior room has a ''Wow'' factor. If you ever heard the words, ''They don't make them like this any more,'' this home fits that bill. Beyond the spacious and luxurious living room and intimate formal dining room, there is a library that provides a reading environment second to none. But, there is still more. An in-law apartment boasting a vaulted ceiling and the trimmings for total comfort turns out to be the icing on the proverbial cake. Seeing's believing!


59 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$649,000
4 BD | 4 BA
Residential - Single Family

The perfect gathering place:this thoughtfully & solidly designed home w/steel frame construction offers generous living areas & bedrooms.Attention to detail throughout w/custom trim,wide hallways & gorgeous hardwood floors.The open plan kitchen,living & dining areas is made for large gatherings & entertaining.Other features include a first floor primary bedroom suite,a comfortable mudroom/laundry room & an expansive sun room for easy living.A fully finished lower level w/ office,full bathroom,bonus room w/kitchenette & another sun room along w/ a detached oversized garage w/income producing apartment above are great additions to this already complete home giving you options for private guest & workspace.Minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing today!


42 Photos
REAL BROKER
$650,000
2 BD | 2 BA
Residential - Single Family

Horse Properties.... sometimes you have a good house and yucky barn.... sometimes a good house and barn and a lousy location. This property has the house, the barn, the location, and a few other amenities too! Located in Windsor in the ''triangle'' between Pittsfield, Williamstown and Northampton. 22 acres - frontage on the river (but not in a flood zone as per owner) on a paved and town maintained road. There's a pond, and garden space and fruit trees. The house has been updated and renovated and is spacious and cozy! The wood fireplace in the living room and large bow windows gives both light and warmth. Large primary bedroom suite with large closets, and opens onto a glass sunroom. Go out into the sunroom and onto the deck that goes across the back of the house. Large detached garage.


52 Photos
LANCE VERMEULEN RE, INC
$799,000
3 BD | 3 BA
Residential - Single Family

Nestled on a tidy 1.3-acre parcel, surrounded by trees and mature landscaping, this delightful 3-bedroom/2.5-bath home is beautifully maintained and move-in ready. With a well-designed layout that can easily accommodate single-floor living, the main level features a Primary Bedroom with its own heated sunroom and en suite bath. Also on the 1st floor is a 2nd bedroom, a convenient 1/2 bath, a cozy living room with a wood-burning fireplace, and a sunlit kitchen/dining area which opens onto a splendid south-facing deck. On the 2nd floor is a 3rd bedroom, a large bonus room, a shared full bath, and a practical laundry room. Recent improvements include mini split system, a brand-new roof completed in April 2024, and many updates throughout.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$995,000
4 BD | 0 BA
Residential - Single Family

Charming Carriage House in a very desirable Williamstown location. Close to the Clark Art Museum and Williams College, yet private setting. Offering four bedrooms three and one-half baths. Kitchen with breakfast nook, formal dining room, den, and large beautiful living room. Three wood burning fireplaces. Detached oversized two car garage. Screened porch and stone patio. Landscaped, private, fenced yard.


34 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,100,000
3 BD | 3 BA
Residential - Single Family

Classic colonial on one of Lenox's most desired streets. Steps to the middle of the village with shops and restaurants. This pristine home with 3/4 bedrooms and 3 baths is in move in condition. The kitchen boasts a large Viking and a wine cooler. A recent addition adds a large family room with dining area, gas fireplace, a full bath plus a pantry and laundry. Full basement with wine cellar. The easy care yards even make this a condo alternative!


51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,130,000
5 BD | 4 BA
Residential - Single Family

This magnificent country contemporary home is located just outside of Williamsburg Center and only 15 minutes from Northampton. It's situated on more than 4 acres of land, offering privacy and tranquility while being close to restaurants and shops. Recently refreshed, this 4-bedroom home comes with a ground-floor private suite, a spacious home office with an outside entrance, and expansive living spaces with high-quality finishes and built-ins throughout. There is also a two-story hillside cottage/studio with covered year-round access, a hot tub, and a sauna that will surely delight your guests. The barn/workshop, built by renowned contractor Jim Locke, leads to a fenced-in paddock. Multiple decks provide the perfect spot to relax and take in the peaceful paradise that surrounds you.


58 Photos
LANCE VERMEULEN RE, INC
$1,150,000
5 BD | 4 BA
Residential - Single Family

Just 5 minutes from Main St, this spacious Great Barrington home is the perfect place for entertaining guests and family. In addition to 5 bedrooms and 4 full baths, this lovely property enjoys expansive manicured grounds, a heated pool, 1/2 basketball court, and a groomed private trail leading to the Williams River. On the ground level is a front entry mudroom and bright living room with skylights and brick fireplace. Off a rear entry is a large guest bedroom with full bath that can function as separate in-law/guest quarters. On the main level, a second living room with custom wood built-ins and brick fireplace opens to the dining room and kitchen, and to a heated sun room with views of the pool area, slate patio, and pastoral backyard. See ''More.''


42 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,200,000
4 BD | 4 BA
Residential - Single Family

Majestic oak trees line the road and driveway to this home which ends surrounded by perennial gardens and gorgeous stone work. The stone steps and patio, the timber framed entry and beautiful contrast colors are just the right amount of drama for this colonial farmhouse. Although this home is a spacious home, from the second you enter you feel wrapped in it's warmth and coziness. Picture the snow beginning to fall as the fire is burning in the woodstove insert in the the brick fireplace of the living room. Or settle in for a homemade meal in the dining room next to the wood burning antique oven where the homeowners have actually cooked Thanksgiving dinner. The kitchen is lined with understated, shaker style built ins some with glass paned cabinets which provide lots of storage


44 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,296,000
5 BD | 3 BA
Residential - Single Family

IMPRESSIVE 1840's TIMBER FRAME BARN CONVERSION with large open living spaces and exposed beams, has the perfect location! Outstanding construction blends old with new, built by a premier local timber framer D. Lanoue, with modern amenities which include a chef's kitchen, fully renovated bathrooms, A/C, new granite front steps, new roof, and complete with a Level 2 EV charger. The lower level with walkout, makes a great recreation area, with separate workroom and lots of storage. The fenced yard is bordered by woods, affordingtotal privacy as you enjoy time relaxing on the deck. A must see property, with Skiing and athletic center close by, town center and Lake Mansfield just a short stroll away.


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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.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,600,000
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

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