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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.


45 Photos
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$495,000
4 BD | 2 BA
Residential - Single Family

This Cape is nestled in the pines on East St. Lenox. It features 4 Bedrooms, 2 Full Baths, New Kitchen and appliances, Primary Bedroom on the first floor, Relax in the Four season Sunroom, Beautiful Hardwood floors, Finished Basement, ( New Roof, New Windows, exterior paint 2025 the Boiler and Oil tank replaced in 2022 ). Conveniently located; it's just around the corner from Routes 7 & 20 ( Pittsfield / Lenox Rd ) where you'll find everything you need from shopping to dining and access to all of the Arts, Entertainment and Attractions of living in the Berkshires.


32 Photos
BERKSHIRE BUYER BROKERS
$495,000
3 BD | 2 BA
Residential - Single Family

Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season!


54 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.


48 Photos
RED HORSE REAL ESTATE, LLC
$499,000
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
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,


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

Tucked away in the woods and surrounded by nature, this light-filled home offers rare privacy on nearly five acres, complete with its own serene pond. Designed with an open-plan layout, the interior is bright and welcoming, with expansive windows that bring the outdoors in. The spacious primary bedroom is a true retreat, featuring abundant natural light, privacy, and an en suite bath. Perfect as a getaway and as a full time home. Ideally located close to Lee, area lakes, scenic hiking trails, Jacob's Pillow, and Tanglewood, this property blends peaceful country living with easy access to the best of the Berkshires. Schedule your showing today!


40 Photos
SIGNATURE ASSOCIATES
$499,500
2 BD | 2 BA
Residential - Condo/Townhouse

Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage.


35 Photos
BARB HASSAN REALTY, INC
$499,900
3 BD | 2 BA
Residential - Single Family

This lovely homestead, set on 14+ acres offers the perfect blend of open fields, wooded surroundings, and a meandering brook--ideal for enjoying the outdoors in every season. Walk, hike, snowshoe, sled, ski or simply relax & take in the natural setting.Built in 1991, this bright & inviting home features new laminate flooring installed in November 2025 and classic 8-over-8 windows that fill the space with natural light. The generously sized kitchen offers ample cabinet storage and countertop space, making it both functional and welcoming.The main living area is complemented by a comfortable den, separated by pocket doors, with an adjacent bathroom for convenience. Upstairs, you'll find three well-proportioned bedrooms, including a primary bedroom with an en-suite bathroom


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GILCREST PROPERTIES
$499,900
4 BD | 4 BA
Multi-Family

Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with minimal maintenance needs. There are 2 units on the 1st floor (front and back) that are 1 bed/1 bath each, plus the 2nd floor hosts a 2-bed/2 bath on the 2nd level


30 Photos
JIMINY REALTY
$509,000
2 BD | 3 BA
Residential - Condo/Townhouse

New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on lower mountainside. Just walk over to the slopes. This will not last long...


50 Photos
NOCHER REALTY
$519,000
4 BD | 3 BA
Residential - Single Family

Super spacious Colonial with amazing mountain views! This 4 bedroom / 3 bath home will check all of your boxes. Located towards the top of the Hutchinson Development this home boasts, an enormous primary bedroom, a wood burning fireplace, a completely finished lower level which contains the family room along with a full bath, Granite kitchen countertops, 2892 sq ft of living space, a large 2 bay garage, multi zone heating system and owned solar panels. Outside you'll enjoy the expansive deck with attached gazebo, above ground pool, fully fenced in back yard, firepit and nice size shed. Come see your new home today!


43 Photos
LAMACCHIA REALTY, INC
$524,900
4 BD | 3 BA
Residential - Single Family

OPEN HOUSE Sat 7/5/25 11a-12:30p Welcome to your private escape in the heart of the Berkshires on a quiet country road. This expansive ranch-style home offers ample space for large family gatherings, house guests or entertaining. Enjoy the ease of one-level living with a bright, open floor plan and a grand brick fireplace anchoring the spacious main living area. The home features four spacious bedrooms and two updated full bathrooms along with a back deck and screened-in back porch overlooking the woodlands. The lower level offers even more flexibility with a private entrance, an additional bedroom, full bath and convenient kitchenette - perfect for guests, in-laws or potential rental income. There is also a large unfinished room with a second fireplace and walk-out access to


4 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$525,000
4 BD | 3 BA
Residential - Single Family

Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, 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. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.


70 Photos
MOCKINGBIRD REAL ESTATE
$525,900
6 BD | 3 BA
Residential - Single Family

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home.


49 Photos
MACCARO REAL ESTATE
$527,000
4 BD | 3 BA
Residential - Single Family

Welcome to this beautifully renovated raised ranch located in a highly desirable neighborhood with convenient access to city amenities and cultural attractions. Thoughtfully updated from top to bottom, this home is move in ready offering the perfect blend of style, comfort and flexibility for the Berkshire lifestyle. The open floor plan showcases new engineered wood flooring and a beautiful kitchen designed for gathering, featuring cherry cabinets, stainless appliances and a wonderful large island with butcher block counter and breakfast bar. The main living area is spacious and inviting, centered around the woodburning fireplace. Three bedrooms & two baths on the main floor including a large primary bedroom and primary bathroom. Fully finished in-law space.


51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$529,000
3 BD | 2 BA
Residential - Single Family

Welcome to this meticulously maintained and lightly lived-in private country home, set at the end of a quiet cul-de-sac on a scenic country road. Situated on nearly 4 acres and backing up to the Farmington River Wildlife Management Area, this one-owner home offers privacy, natural beauty, and modern comfort in equal measure.Boasting nearly 2,500 sq ft of finished living space, this bright and airy home features a thoughtfully designed open floor plan with cathedral ceilings and hardwood floors throughout the main level. The heart of the home is the stunning great room, filled with natural light and anchored by a cozy propane stove, perfect for gathering with family or relaxing in solitude.The spacious main-floor primary suite includes a full bath, while additional guest bedrooms


33 Photos
NOCHER REALTY
$534,900
2 BD | 2 BA
Residential - Single Family

Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking. Two updated bathrooms, one that was recently added to provide ease and comfort when hosting.Step outside to a newly expanded deck, then follow a peaceful path down to your own private dock for boating, fishing, or simply relaxing as you take in the lake's serene views.


35 Photos
BERKSHIRE LISTINGS
$535,000
3 BD | 2 BA
Residential - Single Family

This charming bungalow offers the Lenox lifestyle you've been dreaming of. Tucked on a quiet dead-end street just steps from downtown, you can grab morning coffee, enjoy dinner at local favorites, or spend an evening at Tanglewood before strolling home under the stars.Inside, about 1,700 square feet of warm, inviting space blends character and comfort, creating a perfect retreat for every season. Ideal as a second home, weekend escape, or year-round residence. The property also offers the option to be purchased fully furnished, making it an easy, turnkey opportunity.With shops, dining, and cultural attractions moments away--and Lee and Stockbridge just a short drive--you'll enjoy the very best of Berkshire living.


61 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$535,000
4 BD | 3 BA
Residential - Single Family

Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The luxurious primary suite showcases double closets, a jetted tub, double sink vanity, and spacious tiled shower. 2 additional bedrooms on the upper level share a bathroom with a full tub and separate tiled shower. The second level offers flexibility with a 4th bedroom or office and a full bathroom, flowing seamlessly into the expansive 35-foot family room with French doors to the lower deck.

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