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27 Photos
RE/MAX COMPASS
$489,900
5 BD | 3 BA
Residential - Single Family

Welcome to 582 E New Lenox Rd in Pittsfield. This spacious home offers 5 bedrooms, 2.5 bathrooms, over 2,000 square feet on the main levels, plus approximately 750 additional finished square feet in the lower level, with bedrooms and baths thoughtfully spread throughout for flexibility and convenience. The bright living room with hardwood floors and a fireplace flows into the dining area and updated kitchen featuring quality cabinetry, stone counters, stainless appliances, and an island with seating. The finished lower level provides great bonus space for a family room, office, gym, or play area. Recent improvements include a brand new roof. Enjoy beautiful views of Bousquet and a location just minutes to Lenox while still close to everything Pittsfield and the Berkshires have to offer


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

Lenox! Don't miss this move-in ready three-bedroom cape. Outdoor enthusiasts will enjoy proximity to October Mt state forest - miles of trails for hiking, mountain biking, x-country skiing! Canoe or kayak up the road at the Decker boat launch! Inside this meticulously maintained charmer you'll find open floor plan with fireplaced living room, dining, updated kitchen, two first-floor bedrooms and a full bath. Second floor comprises a primary suite with built-ins and skylights. A/C in place with mini-splits. Rear mudroom leads to spacious deck. Take in the pastoral views and creatively placed perennial beds. Off the detached garage, you'll find an oversized screened porch inviting you to enjoy summer evenings in the natural surroundings. Great opportunity for easy Berkshire living


24 Photos
COLDWELL BANKER COMMUNITY REALTORS
$494,000
4 BD | 2 BA
Residential - Single Family

Country Living at its best! Discover the perfect blend of space, comfort and opportunity with this large 4-bedroom, 2-bath home on 10 acres (consisting of two 5-acre lots). The welcoming layout includes a first floor bedroom and a convenient first floor laundry, making daily living easy and accessible. The great room boasts cathedral ceilings, creating an open and airy feel, perfect for gatherings. The spacious kitchen features ample counter space and cabinetry. Upstairs are three more bedrooms and a full bath. Need even more room? Theres an unfinished room over the 3-car garage just waiting for your finishing touches. Outside is a large fenced backyard with plenty of room for gardens, play and pets.


39 Photos
BIRCH PROPERTIES
$495,000
1 BD | 1 BA
Residential - Condo/Townhouse

Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and oversized south-facing windows, the open living, dining, and kitchen area is filled with natural light. Restored hardwood floors, hand-burnished structural elements, and regionally sourced materials anchor the space in its industrial heritage while creating a warm, modern loft environment.


29 Photos
RED HORSE REAL ESTATE, LLC
$495,000
3 BD | 3 BA
Residential - Single Family

Charming Post and beam sitting up on a wooded hill. Ready to move in. 8 miles from Pittsfield on beautiful Washington Mt road.3 very large bedrooms, 2 baths. New windows and newer roof. Mini splits in each room Ac/heat and propane hot water heat.Kitchen has new appliances and new granite counter tops. Wood floors. A new generatorLivingroom/dining and a eat in kitchen with a small sitting porch. Open yard with garden shed. Full large basement ready to be finished.


30 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$495,000
2 BD | 2 BA
Residential - Single Family

Tucked at the end of Holly Lane on a quiet cul-de-sac, this 1979 contemporary has the bones people look for and the updates that matter. Two bedrooms, two full baths, and a sun-drenched sunroom that could easily serve as a third bedroom. Oak hardwood floors run through most of the house. The fireplace features a beautiful tile surround and a bluestone hearth. Cathedral ceiling with high-set windows pulls natural light deep into the living space. Out back, a private deck surrounded by established gardens. New drainage, gutters, and retaining walls already done. Underground utilities. One-car attached garage.


5 Photos
DONOVAN REAL ESTATE

Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer.


32 Photos
COMPASS MASSACHUSETTS , LLC GB
$495,000
4 BD | 2 BA
Residential - Single Family

Within the Goose Pond association neighborhood of Berkshire Hills Leisure Lee, this inviting home packs a big punch with four bedrooms, two full baths, a cathedral-ceiling great room with a fireplace, and a separate family room with a second fireplace. The kitchen has been completely renovated to modern standards, and the sellers added a pellet stove to complement one of the two fireplaces. Enjoy the nearby association tennis/paddleball court along with swimming, boating, and shared Association waterfront access on Goose Pond. While there's currently a waitlist for dock space, the lake is prized for its exceptional water clarity, making kayaking and paddleboarding especially popular. Move in just in time to enjoy the summer season in the Berkshires! Check out https://leisurelee.org.


36 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$495,000
3 BD | 2 BA
Residential - Single Family

Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to the dining area to create a seamless and functional space for everyday living and entertaining. A cozy living room is adjacent to the dining room. On the other side of the kitchen, a thoughtfully designed mudroom and bonus space offers the ideal work-from-home office, complete with a half bathroom, laundry and direct access to the backyard and patio.Upstairs, you'll find three comfortable


20 Photos
HELEN MULLANY REAL ESTATE, LLC
$495,000
3 BD | 2 BA
Residential - Single Family

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 office, gym, or family room. The property also includes a one car garage and a separate garden shed for added storage. A wonderful opportunity to enjoy country living with easy access to the charm and amenities of Egremont and the surrounding Berkshires. Ski Catamount & Great Barrington minutes away.


68 Photos
COLDWELL BANKER COMMUNITY REALTORS
$495,000
2 BD | 1 BA
Residential - Single Family

xtraordinary custom-built log home is a true work of art, meticulously handcrafted from natural logs that were individually scribed and fitted together, showcasing exceptional craftsmanship and remarkable attention to detail throughout. This one-of-a-kind property blends timeless architectural beauty with thoughtfully designed living spaces. Step inside to discover a spacious and open kitchen, dining, and living area centered around an impressive masonry wood heater, providing an efficient and inviting wood heat. The upper level showcases an incredible cathedral beam structure enhanced by intricate framing details, creating the perfect space for a bedroom suite, office, or additional living area. Other features include a first-floor bedroom, full bath, and full basement.


62 Photos
LAMACCHIA REALTY, INC
$498,000
3 BD | 2 BA
Residential - Single Family

Beautifully updated and well-maintained 3-4 bedroom split level home nestled in a peaceful lake community on a RARE DOUBLE LOT with partial views of Pontoosuc Lake. Features include hardwood floors throughout, rich cherry wood cabinetry, granite countertops, quality Anderson windows and sliding patio door that blend timeless style with everyday functionality. Step out from the kitchen onto the Trex deck just off the dining area that is perfect for outdoor dining or relaxing. The home also features an attached 2 car garage and the convenience of a full bath on each level. Just a short walk to the lake to drop in a kayak or a motorized boat at the community boat ramp. Mature perennials and a new trex covered front porch add to the charm of this turn-key home. Click on the virtual tour tab.


35 Photos
Compass Massachusetts, LLC
$498,500
3 BD | 3 BA
Residential - Single Family

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could be a private primary 1st floor suite. The current owner has solid Air BnB income from it as is, or it could be rented year-round. The fully insulated barn/garage has it's own 100-amp service and is currently being used as a woodworking shop. A wood stove and a large loft for storage adds to its utility.


19 Photos
RED HORSE REAL ESTATE, LLC
$499,000
1 BD | 1 BA
Residential - Single Family

Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!


53 Photos
MACCARO REAL ESTATE
$499,000
3 BD | 3 BA
Residential - Single Family

Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational living. Open floor plan, vaulted ceiling, fireplace on approximately 2 acres. Short walk across the street to access the community beach to the beautiful 68 acre Indian Lake!


42 Photos
COLDWELL BANKER COMMUNITY REALTORS
$499,000
3 BD | 2 BA
Residential - Single Family

Charming c.1825 Colonial-style home perfectly situated on a quiet country lane lined with majestic old maple trees, offering the quintessential New England homestead setting. This picturesque property rests on 3.75 mostly open acres, idea for gardening and animals or to continue the ''Cut Your Own'' Christmas Tree family tradition. The lovingly maintained home, updated over the years, offers a warm and comfortable living environment featuring four decorative fireplaces, nice woodwork and beautiful wood floors. The spacious eat-in kitchen includes a Garland gas cooking range, ample cabinetry, and a pellet stove for added warmth. The first floor also offers a living room, dining room, full bath, laundry, and an entry area currently used as an office. Upstairs, there are three bedrooms,


5 Photos
BERKSHIRE HOMES AND CONDOS

Opportunity to complete this renovation.Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded Lake Rights and private beach for Owners Only. House is directly across from the path to the beach. Goose Pond is noted to be one of the cleanest lakes in Massachusetts. Finish this renovation or add a foundation of build year dram home in this highly sought after Lake Community.


31 Photos
Lamacchia Realty, Inc. - Dalton
$499,000
3 BD | 2 BA
Residential - Single Family

Set in a peaceful, bucolic setting just minutes from Plunkett and Ashmere Lakes, this new construction home presents a rare opportunity to bring your own vision to life. The structure is in place, offering a blank canvas for customization, with the interior framed, unfinished and ready for your personal design choices. The floor plan can be easily reimagined, as plumbing has not yet been installed, allowing for flexibility in layout. Electrical has been roughed in, with final connection to be pulled from the street. A substantial HVAC credit is included in list price, providing added value and freedom to select the system that best suits your needs. An exceptional chance to create a bespoke home in a serene location close to outdoor recreation and natural beauty.


32 Photos
NOCHER REALTY
$499,000
3 BD | 2 BA
Residential - Single Family

Turn-key perfection in a highly desirable Dalton neighborhood! This immaculate 3-bedroom, 2-full-bath ranch-style home has been completely and meticulously renovated from top to bottom, offering the ultimate in modern comfort and peace of mind.Step inside to a bright, open living space featuring a stunning, brand-new kitchen equipped for the home chef, alongside a beautifully added, dedicated main-level laundry room. The home boasts two completely renovated full bathrooms featuring crisp, modern finishes. No stone has been left unturned--major mechanical and structural updates include a whole-house electrical rewiring, extensive plumbing upgrades, brand-new energy-efficient windows, and new interior doors throughout.Situated on a spacious, flat corner lot, the property offers


70 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$499,000
3 BD | 2 BA
Residential - Single Family

Whether you're seeking a peaceful country retreat or a full-time residence, this beautifully renovated home offers the perfect blend of rustic elegance and modern comfort. Privately situated on nearly 5 acres and set well back from a quiet country road, the property enjoys expansive yard space, distant views, and a truly bucolic setting.Move-in ready and thoughtfully updated, the open and airy floor plan features 3 bedrooms and 2 full bathrooms. The dramatic great room boasts soaring ceilings, warm wood floors, a cozy wood stove, and an upper-level balcony overlooking the living space below. Large windows invite natural light and showcase the surrounding landscape.The walk-out lower level includes a finished family room and a separate workshop, providing flexible space for recreation,

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