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51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$426,900
4 BD | 2 BA
Residential - Single Family

New and Improved! Lovely finishing touches to make it sparkle and shine and move in ready! New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling and Mass Save Insulated for low annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Be welcomed onto the glorious front porch wonderfully inviting facing west for incredible sunsets and a sneak peak view of Bousquet Mountain. Inside, a gracious entry leads to a classic living room with built-in bookcases, window seats. Gleaming oak floors flow throughout. The formal dining room with a butler's pantry with a coffee bar and fridge nook. The kitchen features new hardwoods, a darling everyday dining nook with built-in for the cookbook


57 Photos
BURNHAM GOLD REAL ESTATE, LLC
$449,000
4 BD | 3 BA
Residential - Single Family

One-of-a-Kind 1893 Victorian in the Heart of Adams. Step back in time while enjoying every modern comfort in this turnkey 1893 Victorian, ideally located in-town in charming Adams, Massachusetts. This beautifully preserved 4-bedroom, 3-bath home is a rare gem -- blending rich history with thoughtful updates that honor its original craftsmanship. From the moment you enter, you'll be captivated by the home's ornate woodwork, original hardwood floors, and stained-glass windows that bathe each room in colorful light. Period details abound -- built-ins, decorative moldings, and a handsome fireplace anchor the living spaces with warmth and character. The bathrooms have been refreshed, offering modern convenience while preserving the home's timeless style.


42 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$449,900
6 BD | 2 BA
Residential - Single Family

Discover the charm of yesteryear with this enchanting 6-bedroom, 2-bathroom antique home nestled in the vibrant town of Lee. Accompanied by a large two-story stone barn, this residence offers a blend of historical elegance and modern potential. Original features such as wood floors, Dutch door, and classic stairway railing are complemented by a dining room with beamed ceilings, built-in china cabinets, and bay window with marble seat. Stained glass windows and pocket doors add to the home's unique character, while a marble fireplace graces the front parlor. The sizeable retro kitchen, complete with Geneva cabinets, awaits your personal touch. Set on a corner lot with mature plantings, the property boasts a beautiful backyard--


37 Photos
COMPASS MASSACHUSETTS , LLC GB
$455,000
3 BD | 2 BA
Residential - Single Family

Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 spacious bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history. A solar rooftop system, fully owned, brings energy efficiency and electricity credits. Front porch, back deck and two car garage with second story and an EV charger complete this in-town gem!


50 Photos
REALTY STREET, LLC
$459,900
6 BD | 3 BA
Residential - Single Family

Charming 6-Bedroom New England Farmhouse in Hinsdale, MASet on a peaceful 3/4-acre lot in the heart of the Berkshires, this spacious and thoughtfully updated 6-bedroom farmhouse offers the perfect blend of classic charm and modern comfort.A welcoming wrap-around porch invites you to relax and enjoy the quiet rural surroundings. Inside, the first floor features an expansive modern kitchen, formal dining room, living room, office, half bath, and a versatile bedroom or family room--designed for both everyday living and entertaining.Upstairs, you'll find five additional bedrooms, two full bathrooms, and an office or potential seventh bedroom.Recent updates include full insulation, newer windows, newer roof, updated electrical, solar panels, professionally landscaped


8 Photos
HELEN MULLANY REAL ESTATE, LLC
$465,000
3 BD | 3 BA
Residential - Single Family

Multi-family in a convenient location, walking distance to town and shopping, bus line nearby.Well maintained. The perfect location, walking distance to restaurants and shopping, public transportation nearby.


40 Photos
LAMACCHIA REALTY, INC
$465,000
5 BD | 3 BA
Residential - Single Family

OPEN HOUSE Sat 11/01/25 11am-12:30pm. This stunning 5-bedroom, 3-bath farmhouse was fully renovated from top to bottom in 2020, offering 2,800 SqFt of stylish, move-in-ready living space in one of Southeast Pittsfield's most desirable neighborhoods. Situated on a generous corner lot, the home makes a striking first impression with its inviting wraparound front porch. A circular driveway provides ample parking and is complimented by a detached one-car garage. Step through the front door into a spacious foyer with sleek hardwood floors throughout the open concept main level. The dining room has enough space for memorable meals and entertaining, while the chef's kitchen is outfitted with stainless steel appliances, a natural gas range, quartz & granite countertops, center island and French


48 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$469,000
4 BD | 4 BA
Residential - Single Family

Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in the late 1800s, it was once the east wing of the summer residence of the Pillsbury family. Originally adjoined with the house behind it on Wendell Avenue and situated a half block away, the sprawling grand estate was divided into two separate homes, and carefully moved by horse in the early 1900s, establishing the neighborhood that would grow around them.


48 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$469,900
3 BD | 2 BA
Residential - Single Family

Welcome to 93 Roselyn Drive, a beautifully maintained, move-in-ready, light-filled mid-century gem with style, function, and effortless upkeep, ideally situated in Pittsfield's desirable west-side neighborhood.This home offers big-sky views and a private 0.75-acre yard - perfect for morning coffee, stargazing, or weekend gatherings on the expansive two-level deck overlooking mature, easy-to-care-for gardens.Inside are sun-filled rooms, a classic stone gas fireplace with remote control, a fabulous bonus room with large windows facing the backyard - ideal for a home office, family room, or yoga studio - plus a newly finished lower level adding more versatility with a full bath, cedar closet, laundry area, and plenty of room for a guest suite, media room, or private gym.


33 Photos
BURNHAM GOLD REAL ESTATE, LLC
$469,900
4 BD | 2 BA
Residential - Single Family

Welcome to this beautifully maintained 4-bedroom, 2-bath home that is truly move-in ready! The primary bedroom includes a sitting room with cherry cabinetry, a full bath and a large walk-in closet for added privacy and convenience. With its maintenance free vinyl siding, spacious 3.5-car garages, and inviting large porch, this property offers curb appeal and practicality in equal measure. You'll also find a bright and airy sun room, ideal for relaxing, entertaining, or enjoying your morning coffee in any weather. Step inside to find freshly painted rooms and stunning red oak floors throughout, complemented by abundant natural woodwork that adds warmth and timeless character. One-bedroom features brand-new Pergo flooring, while the kitchen boasts new luxury vinyl and updated appliances.


59 Photos
LAMACCHIA REALTY, INC
$519,900
4 BD | 3 BA
Residential - Single Family

Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz island and classic backsplash. A formal dining room flows seamlessly into the side porch, overlooking the serene side yard, perfect for entertaining. The expansive living room boasts a stacked stone wood-burning fireplace and built-ins. Just off the living room, a cozy sitting area with an electric fireplace provides a perfect spot for an office or a reading nook.


32 Photos
BIRCH PROPERTIES
$549,000
2 BD | 1 BA
Residential - Single Family

Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The setting is exceptional, stroll just minutes to the Red Lion Inn, cafes, shops, and the library; at the end of the street, pick up beloved local trails toward Laura's Tower for quick nature escapes. A manageable 6,970 sq ft lot keeps weekends free for play, gardening, or launching out to the Berkshires' cultural highlights: Tanglewood, Norman Rockwell Museum, Naumkeag, and more.


62 Photos
PAULA MCLEAN REALTORS INC.
$549,000
4 BD | 4 BA
Residential - Single Family

Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished.


1 Photos
DALTON TOWN & COUNTRY ASSOC, INC
$569,900
14 BD | 7 BA
Multi-Family

Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities


44 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$570,000
2 BD | 3 BA
Residential - Single Family

A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and hills. Includes a full bath on first floor. Upstairs, you'll find two spacious bedrooms, each with its own bathroom. All this just minutes from Lenox Center and Tanglewood. Truly a quiet country retreat with easy access to all the Berkshires has to offer.


57 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$575,000
4 BD | 3 BA
Residential - Single Family

Step into a piece of Adams history with the beautifully preserved Simmons Cottage, on the market for the first time in generations. Built in 1901, this elegant Victorian residence offers a rare in-town opportunity, blending architectural charm with modern comfort.Set on a .24 acre lot, just a short stroll to the vibrant center of Adams, with its restaurants, shops, and small town charm, this 9 room, 4 bedroom, 2.5 bath home is rich with original detail and character. From the moment you step onto the welcoming front porch, ideal for lazy summer days, you'll appreciate the timeless appeal of this property.


34 Photos
HOUSATONIC REAL ESTATE
$589,000
4 BD | 4 BA
Multi-Family


19 Photos
BIRCH PROPERTIES
$610,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft.The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.


28 Photos
STONE HOUSE PROPERTIES, LLC
$650,000
2 BD | 2 BA
Residential - Condo/Townhouse

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. A rare combination of comfort, style, and convenience in one of the Berkshires most desirable towns.


18 Photos
BIRCH PROPERTIES
$675,000
1 BD | 2 BA
Residential - Condo/Townhouse

Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a generous and distinctly modern loft environment.The open kitchen and the generous living and dining area showcase the architectural character of the original mill: gorgeously restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected by the project's architects to elevate the building's historic textures.

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