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34 Photos
MACCARO REAL ESTATE
$475,000
4 BD | 3 BA
Multi-Family

Beautifully maintained side-by-side duplex ranch style home offering a prime investment opportunity or owner-occupant potential in a desirable neighborhood. Walk to downtown Lee, live in one unit while generating income from the other. Proven rental history, never vacant. Separate utilities and private entrances enhance tenant appeal and ease of management.Each unit features an eat-in kitchen, bright living room with access to private deck with mountain and town views, two bedrooms, full bath, ample closet space and storage space. Both units include in unit washer and dryer. Separate full basements provide additional storage and flexibility. Driveway parking on site. More photos coming soon!


37 Photos
KELLER WILLIAMS REALTY
$475,000
3 BD | 3 BA
Residential - Single Family

Spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large events. Bright, open kitchen with gas stove and white cabinets! Heated enclosed front porch is perfect for the entry catch all space!The house is set nicely back from the road with a 3 car detached garage and a circular driveway. Central Berkshire Schools. Windsor residents receive Notchview passes for cross country skiing - and it's right out your back door!


61 Photos
Lamacchia Realty, Inc. - North Adams
$479,000
4 BD | 3 BA
Residential - Single Family

A rare in-town retreat offering privacy, nature, and exceptional craftsmanship just moments from downtown North Adams. Tucked away on a dead-end street and surrounded by mature landscaping, rhododendrons, flowering trees, and woodland views, this property feels like your own private compound. Features include a beautifully updated home with new siding, roof, windows, a charming front porch, gourmet cherry kitchen with granite counters, farmhouse sink, premium appliances, gas chef's stove and double ovens. The primary suite offers a custom built-in king bed and private bath. A loft-style second floor with half bath provides guest, studio, or Airbnb potential. The walkout lower level boasts a family room, full-length bar, storage, and laundry. Two-car garage with workshop, oversized shed, en


31 Photos
HOUSATONIC REAL ESTATE
$479,000
3 BD | 3 BA
Residential - Single Family

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 gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington. 2nd Floor Bathroom- Will be renovated as part of the sale. New Skylight, tile, vanity, tub. See picture of design.


42 Photos
MORESI REAL ESTATE PARTNERS
$479,000
3 BD | 2 BA
Residential - Single Family

Thoughtfully designed with comfort and functionality in mind, this home offers generous living space and a layout that flows naturally from room to room. Large windows capture pretty views and fill the home with natural light. Outside, the manageable yard provides a great space to relax or entertain without extensive upkeep. A wonderful combination of space, convenience, and setting.


31 Photos
HOUSATONIC REAL ESTATE
$479,000
3 BD | 3 BA
Multi-Family

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 gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Unusual space and privacy adds versatility for a Main Street location. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington.


43 Photos
WILLIAM RAVEIS - BERKSHIRE
$480,000
3 BD | 2 BA
Residential - Single Family

This thoughtfully updated home blends warmth, comfort, and history. An amazing front porch welcomes you before you even step inside, and the short walk to downtown or quick drive to the lake offers an easy, connected Berkshire lifestyle. Inside, bright and inviting rooms and beautiful wood floors create a natural sense of warmth, while the layout makes everyday living feel effortless. Flexible spaces adapt to your needs whether that's a home office, playroom, studio, or additional lounge area. With many updates throughout, the home feels modern and refreshed while still honoring its original character. A property that balances charm with convenience!


43 Photos
BARB HASSAN REALTY, INC
$484,900
3 BD | 2 BA
Residential - Single Family

Set along one of the most scenic byways in the Berkshires, this charming early 1900s New England farmhouse offers the perfect blend of country character and modern comfort on 4.2 picturesque acres in the Town of Lanesborough. With an impressive 647 feet of road frontage, the property provides exceptional privacy, lovely views, and a peaceful pond creating a truly idyllic setting.Inside, the home retains the warmth and charm of a classic farmhouse while featuring thoughtful updates throughout. The renovated kitchen offers a beautiful sunken farm sink, ample cabinetry, and inviting spaces ideal for gathering and entertaining. Hardwood and ceramic tile floors run throughout the home, complemented by updated bathrooms and the timeless character expected from a historic farmhouse.


33 Photos
PAULA MCLEAN REALTORS INC.
$485,000
3 BD | 2 BA
Residential - Single Family

Beautifully updated home situated on over an acre of land in the Berkshires! This well maintained home offers 3 bedrooms, 2 full baths, and a bright open concept layout designed for comfortable living and entertaining. Featuring a wood burning fireplace (chimney has recently been cleaned). Updated kitchen with stainless steal appliances Private primary bedroom with large en-suite bath. The lower level offers additional flexible living space, great for home office, fitness, rec room, or guest accommodations. Outside, enjoy a large 2 car detached garage with automatic openers. Yard space great for gardening, entertaining or relaxation! Title V has been completed and boiler has been serviced. This home is ready for its next chapter!


12 Photos
COMPASS MASSACHUSETTS , LLC GB
$485,000
1 BD | 1 BA
Residential - Single Family

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind retreat!!


41 Photos
RED HORSE REAL ESTATE, LLC
$489,000
3 BD | 3 BA
Residential - Single Family

: Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more.


42 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$489,000
3 BD | 2 BA
Residential - Single Family

Tucked away in a peaceful Berkshire setting, this 3-bedroom, 2-bath home offers a blend of comfort, nature, and everyday convenience just minutes from downtown Great Barrington. Imagine mornings filled with natural light streaming through skylights as vaulted ceilings open the living, kitchen, and dining areas into a bright, airy gathering space designed for connection and ease.The home features granite countertops with center island, a faux stone fireplace with wood stove insert for cozy evenings, and engineered wood flooring. A main-level laundry room and one-car detached garage add practical convenience, while the rear deck becomes your private escape--perfect for quiet mornings or evenings surrounded by nature.


4 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$489,000
3 BD | 2 BA
Residential - Single Family

Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.


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 | 2 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 generator Livingroom/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.

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