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29 Photos
RE/MAX COMPASS
$152,000
1 BD | 1 BA
Residential - Single Family

Adorable Berkshire Bungalow! Perfect for downsizing or just starting out. A one bedroom, one bath home recently updated. Furnace new in 2021, HW 2024. Privacy screens on deck, look out onto private backyard. The enclosed front porch adds wonderful living space during the warmer seasons. Raised bed gardens are a wonderful for vegetables and flowers.


25 Photos
BISHOP WEST REAL ESTATE
$169,900
3 BD | 2 BA
Residential - Single Family

Welcome to 26 Crosier Ave--charming character meets creative opportunity!Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while the off-street parking and sunny porch add convenience and curb appeal. While this home has been lovingly maintained, it does need some cosmetic refresh--think fresh paint, updated fixtures, and modern touches to let its personality truly shine.


32 Photos
LAMACCHIA REALTY, INC
$170,000
1 BD | 2 BA
Residential - Single Family

This adorable one-bedroom, one-and-a-half bath home is easy to love from the moment you walk in. You'll notice the beautiful hardwood floors, tons of natural light, and a layout that just feels comfortable and inviting. The kitchen has been nicely refreshed and offers a bay window. One of the best spots in the house is the enclosed front porch-perfect for morning coffee. The lower level offers additional finished living space (not included in the square footage), ideal for a home office, guest area, or hangout space. It also features a spacious storage closet and a half bathroom. Outside features a side deck and a storage shed. Conveniently located just minutes from the lake. Whether you're just staring out or looking to downsize, this home checks all the boxes!


30 Photos
LAMACCHIA REALTY, INC
$179,900
5 BD | 2 BA
Multi-Family

Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm and additional usable space, while the small yard keeps exterior maintenance manageable. Updates include a new roof in 2022, some vinyl replacement windows, updated plumbing and a new auto-fill system added to the boiler along with additional radiators in 2025. With solid income potential this property offers a practical opportunity for buyers looking for a multi-family investment.


37 Photos
LAMACCHIA REALTY, INC
$189,900
4 BD | 2 BA
Multi-Family

Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest Branch of the Housatonic River add to the property's appeal. Recent updates include a new roof in 2024, some vinyl replacement windows, and 2025 boiler improvements, including a new controller water filter and additional radiators. A practical option for those looking for rental income, owner-occupancy, or a property with future upside potential.


26 Photos
NOCHER REALTY
$199,000
2 BD | 2 BA
Residential - Single Family

Exceptional Investment Opportunity: Versatility & Prime Location Discover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a professional office space on the main level and a spacious 2-bedroom apartment on the second floor. Easily convertible back into a large Single-Family home for those seeking significant acreage and convenience in the heart of town.


44 Photos
LAMACCHIA REALTY, INC
$199,900
3 BD | 2 BA
Multi-Family

Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and garage in 2022, and a new forced hot air heating system installed in 2020. Additional features include some vinyl replacement windows. A convenient location with easy access to town amenities. This is a solid option for investors or buyers looking to live in one unit and rent the other.


58 Photos
LAMACCHIA REALTY, INC
$209,900
2 BD | 1 BA
Residential - Single Family

Welcome to 156 Chapel Street, a cozy & charming country retreat that instantly feels like home. This well-loved property offers 2 bedrooms and 1 full bath, with a warm living room centered around a pellet stove-perfect for crisp Berkshire evenings. The dining room serves as the heart of the home, ideal for gathering.The country kitchen is full of character, with a heated sunroom just off the kitchen providing a bright, relaxing space year-round. The full bath includes first-floor laundry, & the foyer with French doors offers flexible use as an office, mudroom, or hobby space. Upstairs features two bedrooms plus an additional room currently used as a walk-in closet. Set on two combined lots totaling just under an acre, the private backyard captures the essence of peaceful Berkshire living


39 Photos
NOCHER REALTY
$217,900
2 BD | 1 BA
Residential - Single Family

Welcome to this charming 2-bed, 1-bath bungalow on a lovely corner lot. Classic details shine throughout, featuring an inviting enclosed front porch, hardwood floors, wood burning fireplace and timeless architectural character waiting for your personal touch. Enjoy peace of mind with a brand-new roof, new kitchen appliances & new washer/dryer. Large basement with a laundry room and lots of extra space, a nice-sized backyard perfect for outdoor enjoyment, and a detached garage. Natural gas heat with Buderus boiler. A fantastic find that beautifully balances vintage charm with practical upgrades. Perfect for anyone seeking a solid, character-filled home with great indoor and outdoor space!


30 Photos
SIGNATURE ASSOCIATES
$219,000
1 BD | 1 BA
Residential - Single Family

Adorable and accessible ranch in a secluded West Pittsfield neighborhood offers easy one-level living. Customized for a wheelchair user, this meticulously maintained home features wide doorways, a large bedroom with a reading/office nook and double closets, an open living room and kitchen layout, a bright, spacious bathroom, and a laundry/mudroom area with plenty of storage. Decking connects the inviting front porch to a private bistro-like patio bordered by raised garden beds in the fenced and landscaped backyard. Whether you have mobility issues now or would appreciate a small home with no stairs in which you can age in place, this could be your sweet Berkshire retreat.


23 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$219,900
2 BD | 2 BA
Residential - Single Family

This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, flooring and fresh painting throughout. There is an updated electrical panel, natural gas heat and hot water, and vinyl siding! A driveway and shed complete this great home, close to downtown Pittsfield.


52 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$219,900
12 BD | 4 BA
Multi-Family

4-family fixer-upper with 4,200 SF of living space, fully vacant, located near downtown Pittsfield. The unit count is: 4 bed/1 bath, 3 bed/1 bath, 2 bed/1 bath, 2 bed/1 bath. There is great parking lot on the back of the home. Separate electric meters, including a 5th owners meter. The property also features vinyl siding and vinyl replacement windows. The seller is providing records/certificates of lead paint compliance for 3 of the units.*The City Building Commissioner issued a letter to the owner after performing an inspection and it is being provided to prospective buyers to be informed of the scope of work that needs to be done.


1 Photos
BERKSHIRE COUNTY REALTY
$225,900
3 BD | 2 BA
Multi-Family

Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.


1 Photos
RE/MAX TRANSITIONS
$235,000
6 BD | 4 BA
Multi-Family

Unique duplex with a 2 stall garage, 3 bedrooms and 2 full baths in both units. All separate utilities with one unit equipped with solar panels for greatly reduced electric costs. New boilers and water heater. Owner occupied one side and multi year tenant on the other.


12 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$239,900
4 BD | 1 BA
Residential - Single Family

A great opportunity to own in desirable southeast Pittsfield. This move-in ready home is in need of some TLC, but has excellent equity opportunity. Original hardwood floors throughout most of the home. Plenty of options to add a second bath. This home may require conventional financing. Being sold AS-IS. No concessions or repairs will be negotiated post inspection.No showings before 5:15pm Monday through Friday.


32 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$239,900
3 BD | 1 BA
Residential - Single Family

Recently renovated home with convenient first floor bedroom and full bathroom, and two additional bedrooms on the second floor. The front yard is fenced in. The backyard is a great space to gather. The basement has concrete floor and there is natural gas heat and hot water, and metered water. The home has a certificate of insulation and it shows how helpful it is as the utility bills are very low. This is a great opportunity to own a home that is cozy and affordable, located close to the hospital and downtown.


12 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$249,900
3 BD | 1 BA
Residential - Single Family

Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen; and the 2nd floor offers 3 bedrooms and full bath. There are hardwood floors throughout! There is also a walk-up attic for great storage space. The basement has concrete floor, 100 amp electrical service, and a new boiler was installed in 2024. City water and sewer. Two attached garages complete this great property!


35 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$254,900
4 BD | 1 BA
Residential - Single Family

This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers four bedrooms with ample closet space, providing flexibility for family, guests or home office needs. Relax on the covered front porch that spans the length of the home -- the perfect setting for morning coffee or evening cocktails. Located in a great walking neighborhood less than two miles from downtown Pittsfield, this home offers an ideal balance of comfort and convenience. Being sold ''as-is''.


38 Photos
MOCKINGBIRD REAL ESTATE
$255,000
2 BD | 1 BA
Residential - Single Family

Charming1926 bungalow offering 1,373 sf of comfortable living with two bedrooms & one full bath. A welcoming front porch sets the tone, while hardwood floors run throughout the first floor. Second floor ''bonus room'' offers many possibilities. The bright interior features vinyl replacement windows and blown-in insulation for efficiency and comfort. Enjoy the convenience of first-floor laundry and a slider leading to a deck overlooking the yard--perfect for relaxing or entertaining. Major updates include a 3-year-old roof, 100 amp circuit breaker electrical service with new riser cable, boiler and hot water heater (2018), and a new sewerline to the street. Additional highlights include a detached garage and large shed for ample storage. A perfect blend of character and modern updates.


49 Photos
ROBERTS & ASSOC. REALTY, INC
$257,500
4 BD | 2 BA
Multi-Family

Spacious two-family flat that's move-in ready! Sited on a corner lot this two-family flat has been owner occupied with family for many years. Two car garage garage, plenty of driveway parking spaces. First floor unit with updated kitchen, laundry hook-ups, gleaming wood floors. Woodstove (with permit) heats a year-round sunroom. Open side porch. The second-floor unit with 3 br also includes a walk-up to a finished attic with loads of storage. Separate utilities make this a solid rental investment or a great owner-occupied dwelling.

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