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11 Photos
COHEN & WHITE ASSOCIATES

Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you would need to decide is if you want to construct the architecturally designed house plan available or create your own vision. Make an appointment to visit this special parcel where you will see the vista of October Mountain melt away into the mountain with a flaming, gorgeous sunset..all that's needed is a new owner to bring this landscape to life!


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$247,500
3 BD | 2 BA
Residential - Single Family

This lovely colonial home offers an enclosed front porch leading to the living room. There is an adjacent room that would make a great dining area or office. The 1st floor also features a large bedroom, half bathroom, kitchen and a mudroom/laundry room with a door that leads to the backyard. Upstiars you will be amazing by how spacious the bathroom is! It features a stand-up shower and separate bath tub. There is also a den with two additional bedrooms on the 2nd floor. This home has a great partially fenced-in backyard with shed. There is natural gas heat, hot water on demand, plus town water & sewer! The seller will pay for a new roof at closing. The estimate in hand from a licensed roofer is $11,000.


34 Photos
Lamacchia Realty, Inc. - Dalton
$249,000
3 BD | 1 BA
Residential - Single Family

Welcome to The Orchards, one of Southeast Pittsfield's most desirable neighborhoods. Sited on a beautiful lot, this 3 bedroom, 1 bath ranch offers comfortable one-level living at an outstanding price, allowing you to make updates and transform this home to suit your needs. Large eat in kitchen and spacious family room make it easy to host family and friends. Whether you're starting your next chapter or seeking a smart investment, this property offers the ideal blend of location, livability, and opportunity.


39 Photos
NOCHER REALTY
$249,000
5 BD | 2 BA
Residential - Single Family

Great opportunity to own a unique 2-home property conveniently located close to downtown and local shopping! The primary home is a charming 3-bedroom, 1-bath colonial featuring beautiful wood floors throughout, a spacious walk-in closet, and an inviting front porch perfect for relaxing. The secondary home is an updated, single-level 2-bedroom, 1-bath house currently generating income with a lease in place. Key recent upgrades include new flooring, an updated electrical panel, and a new water heater. Ideal for investors seeking instant rental income or an owner-occupant looking to live in one home while collecting rent from the other. Don't miss out on this versatile property!


33 Photos
GELINAS REAL ESTATE
$249,000
3 BD | 1 BA
Residential - Single Family

Space, convenience, and an expansive backyard and deck with an above-ground pool come together at 26 Harvard Street! This inviting three-bedroom, one-bath home offers an open floor plan with the living room, dining room, and kitchen flowing seamlessly together. The updated bathroom features an oversized walk-in shower. Vinyl siding and a generously sized, FULLY FENCED backyard provide plenty of space to enjoy the outdoors, garden, play, or entertain. Conveniently located close to Pittsfield's shopping, dining, parks, schools, and other amenities. If you're looking for a home with room to spread out, a private fenced yard, and the opportunity to make it your own, come see the possibilities at 26 Harvard Street!


16 Photos
DIGRIGOLI REAL ESTATE
$249,000
2 BD | 1 BA
Residential - Single Family

Enjoy easy one level living in this open floor plan all one level home with detached 2 car garage. Natural gas heat, public water & sewer, newer roof with solar panels on a lease -(see document tab) Nice deck with mountain views. Tons of potential, all on a flat 2 acre lot. This is a fixer upper, priced below assessemnt and is being sold as is. Subject to probate license to sell.


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KELLER WILIAMS SOUTH WATTUPA
$249,900
6 BD | 3 BA
Multi-Family

Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final cosmetic finishes; a great candidate for a renovation loan (203k/HomeStyle) if you're looking to live in one unit while building equity. Investors can pick their own tenants and set market rents once complete. Public water/sewer and a full basement round out this diamond-in-the-rough opportunity to add to a portfolio or start one.


31 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$249,900
3 BD | 1 BA
Residential - Single Family

Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is open to living and a lovely added sunroom for extra living space and enjoyment. French doors lead to a generously sized back yard with perrenial plantings and a shade tree for an outdoor cool evening escape and playtime. Central to all that is Berkshire and Lee with a quaint downtown, shopping, schools, dining, and antiques. Close to parks, playgrounds and October Mountain State Forest for fun!


36 Photos
Lamacchia Realty, Inc. - Dalton
$249,900
4 BD | 2 BA
Residential - Single Family

Bring your imagination to this recently renovated Colonial in downtown North Adams! Move-in ready with fresh interior and exterior paint, a new kitchen, updated baths, and new laminate flooring throughout. The flexible floor plan offers many possibilities, including adding bedrooms, creating an in-law suite, or exploring a second apartment, subject to permitting. Whether you're looking for a primary home, space for extended family, or an investment opportunity, this property offers flexibility to fit your needs. Conveniently located near downtown shops, restaurants, arts, entertainment, and all the Berkshires have to offer. Bring your ideas and make this home your own!


57 Photos
Lamacchia Realty, Inc. - Dalton
$249,900
6 BD | 2 BA
Multi-Family

Welcome to 158-160 Linden Street in Pittsfield. This centrally located 2 family boast 3 bedrooms, 1 bath and laundry in each unit. The entire home was renovated approximately 25 years ago and has been well maintained since. Separate electric meters for each unit and they both offer electric baseboard heat that is not included in the rent. On the exterior you will find a large fenced in side yard, plenty of off street parking and a covered front porch. Don't miss the opportunity to own this great multifamily property!


48 Photos
Lamacchia Realty, Inc. - North Adams
$249,900

Commercial

Own a Piece of Adams History! Iconic and unforgettable, this landmark commercial building in the heart of downtown Adams offers a rare opportunity to bring your vision to life. Originally constructed in 1898 as the Town of Adams firehouse, this architecturally significant property showcases exceptional craftsmanship and remarkable structural integrity with steel I-beam construction designed to support early fire apparatus. Rich in character and historic charm, the building features stunning original details including tin ceilings, hardwood floors, exposed brick, wrought iron accents, and a magnificent original wood bar. Spanning three levels plus a full basement, the possibilities are endless. The second floor houses a full commercial kitchen, two walk-in coolers, and ...see more


51 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$249,900
3 BD | 2 BA
Residential - Single Family

Be pleasantly surprised by this lovingly transformed home! Once a multigenerational home, it has been beautifully updated from top to bottom, thoughtfully preserving its warmth and character while creating a fresh, modern setting for your next chapter. Major upgrades--including a newer roof, vinyl siding, numerous new windows, updated boiler and hot water heater, new plumbing, and modern electrical--offer peace of mind and true move-in readiness. The bright new kitchen features quality butcher-block countertops, brand-new stainless-steel appliances, abundant cabinetry, and plenty of room for baking and preparing meals together. The open living-dining layout makes gatherings easy, with an island for quick meals, a charming coffee-tea station, and space around the dining table


18 Photos
Lamacchia Realty, Inc. - Dalton
$249,900
6 BD | 2 BA
Multi-Family

Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this well-updated, income-ready property is the perfect fit.


42 Photos
NOCHER REALTY
$249,900
3 BD | 1 BA
Residential - Single Family

Open House Sunday, October 4th from 4:30-6:00 PM. If you are able, please park along Central Shaft Rd and walk down the driveway, as the driveway is only wide enough for one vehicle at a time. First time ever on the market! Situated on 4.25 acres in the scenic Berkshire hill town of Florida, this 3-bedroom, 1-bath home offers a comfortable layout, generous living space, and a peaceful country setting. The main level features three bedrooms, a full bath, and warm natural wood trim throughout. Downstairs, the expansive finished lower level provides additional living and entertaining space, complete with a brick fireplace, wood stove, built-in bar, and plenty of room to gather. A separate laundry and utility area adds convenience.


41 Photos
Lamacchia Realty, Inc. - Dalton
$249,900
3 BD | 2 BA
Residential - Single Family

Charming and spacious 3-bedroom, 1.5-bath Colonial located next to Clapp Park! Enter through the refreshed enclosed front porch to find beautiful wood floors and a flexible first-floor layout featuring a bedroom, living room, dining room or den, and a convenient half bath with laundry. The updated kitchen offers stainless steel appliances, under cabinet lighting, and access to a second enclosed porch. Upstairs are two additional bedrooms and an updated full bath. Recent improvements since purchased in 2022 include a new and improved front fence, newly paved driveway, new gutters, and a new hot water heater. With inviting indoor and outdoor spaces and thoughtful updates throughout, this home is ready for its next chapter!


3 Photos
COMPASS MASSACHUSETTS , LLC GB

BEAUTIFUL SIX ACRE LIGHTLY WOODED PARCEL ON A PRIVATE ROAD CLOSE TO THE CENTER OF GREAT BARRINGTON. SKIING, HIKING TRAILS, LAKES AND CULTURAL VENUES ALL WITHIN CLOSE PROXIMITY. ADJACENT TO EAST MOUNTAIN STATE FOREST, AT APPROX 1000' ELEVATION AND COMPRISED OF A MIX OF EVERGREEN AND DECIDUOUS TREES, THE PARCEL PROVIDES A PRIVATE AND PEACEFUL SETTING FOR YOUR NEW HOME, IN ANY SEASON.


41 Photos
RED HORSE REAL ESTATE, LLC
$250,000
3 BD | 2 BA
Residential - Single Family

This sweet little waterfront sat by itself for 3 years. Need lots of TLC to bring it back to a lake front home. 3bedrooms 2 baths. 1350 sq feet. Propane heat and electric cozy wood stove. Fiber optics and electric will need to be turned back on by the new owner. A septic inspection (Title V) and water test were done in 2018 both Passing. Buyers will need to do their own due diligence. This is the Estate of and will be sold as is completely. Cash sale. Photos are a mix of Old and new.


23 Photos
SIGNATURE ASSOCIATES
$255,000
2 BD | 1 BA
Residential - Single Family

Price Reduced! Enjoy One Level Living! Charming two-bedroom bungalow in the peaceful town of Dalton. Features include wood floors, laminate in the bathroom, and ceramic tile in the kitchen. Equipped with electric heat and solar panels added in 2018, along with 200-amp electric service. All windows were replaced in 2021, and the basement was insulated in 2025. The shed is about eight years old. The house was painted and leaf gutters installed in 2023. The kitchen, remodeled in 2012, opens to a lovely back deck, with a sidewalk added along the side of the house in 2012.


19 Photos
PREFERRED COUNTRY PROPERTIES
$259,000
4 BD | 2 BA
Multi-Family

Photos pre-occupancy. Easy living in this low-maintenance, fully renovated income home. MUNICIPAL WATER/SEWER. Two two-bedroom apartments, each with refrigerator, range/oven, washer/dryer. Covered front porch with a second-floor veranda above. Bright, happy home. Cable/High-speed internet available. 3 miles to Chatham Village/schools, 9 to Hudson/Amtrak, and a stroll to town park w/tennis courts, Bartlett House cafe and Dairy Queen. A wonderful small-town feel while being minutes from shopping. Tenants require 48hour notice to show and only after 10a.m. Sunday showings not preferred but possible.


35 Photos
NOCHER REALTY
$259,900
6 BD | 3 BA
Multi-Family

Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with separate kitchens and bathrooms but originally was a three bedroom apartment. Each unit has its own heating, hot water, and electrical systems.

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