At $375,000, it's rare to find this kind of space, condition, and flexibility in the heart of Pittsfield.Set just off North Street, 84 Elizabeth Street offers 2,788 square feet of recently updated living space with a layout that actually works. The first floor flows effortlessly from room to room, with a bright, updated kitchen, formal dining area, two connected living spaces, and the kind of details you don't often see at this price point, including original pocket doors that bring character without sacrificing openness. A mudroom and first-floor laundry add everyday convenience right where you want it.

This Southeast Home has a nice blend of new, old and a bit of an Artsy vibe from the owner's work with mosaic tile throughout. Whether you're sitting on the front porch or relaxing in the screen room on a buggy evening your family can enjoy it inside and out. Featuring a remodeled Kitchen and pantry, Formal dining room, Large Family room with Fireplace, Formal Living / Sitting room, first floor 1/2 Bath. The woodwork in the Entry along with the staircase remain elegant and charming. 4 spacious size bedrooms, two with walk-in closets. The laundry is located on the second floor for your convenience.

Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments from downtown. Whether you're looking to expand your portfolio or owner-occupy this well-located multi-family is one you won't want to miss.

This well-cared-for home is ready for you! A 3-bedroom, 2-bath Cape located in southeast Pittsfield. Enjoy the convenience of being close to Lenox, Tanglewood, downtown Pittsfield, local shopping centers, major routes in and out of the Berkshires, Bousquet Ski and Bousquet Sport. Inside, the home features wood floors throughout, a cozy living room with a fireplace, a first-floor bedroom and bathroom, gas heat. The partially finished basement offers additional space perfect for a family room, hobby area, or workshop. A well-kept yard with room for gardening and outdoor enjoyment. An oversized garage provides plenty of space for a vehicle and extra storage. Nature lovers will appreciate the home's proximity to October Mountain and Canoe Meadows. This home's next chapter is yours to write!

Charming & Peaceful Cape with Endless PotentialDiscover the perfect blend of classic charm and future opportunity in this move-in-ready 2-bedroom Cape. Nestled in a quiet, sought-after neighborhood, this home offers a serene retreat with a backyard that feels like a private park, backing up to protected property for ultimate privacy. Both oversized bedrooms feature double closets, providing rare and ample storage. The true standout feature is the unfinished second floor. Already framed and waiting for your vision, this space offers the potential to easily add two additional bedrooms or a primary suite, instantly increasing your square footage and home value.

Welcome to 40 Baldwin Avenue with over 2800 square feet of living space. The formal living room flooded with natural light features a pass through, wood burning fireplace. A versatile dining room, presently configured as a den, easily adapts to your needs. An expansive kitchen features ample storage, a desk area and a dining space. Additional first floor living spaces include a family room with fireplace and a mudroom/office area that leads to the newer, trex deck. There is also a full bathroom on the first floor. Located on the second floor are the primary ensuite with a recently renovated bathroom, a third full bathroom and three additional bedrooms, all with double closets. The home also features an aluminum lock shingle roof that is approximately 6 years

Centrally located four-unit investment property on large corner lot with plenty of off-street private parking. New natural gas hot water boiler. Property is welll maintained with long term tenants and recent renovations. Large basement with separate electric. Conveniently located near restaurants, retail, medical facilities and key city amenities, a good location that supports strong tenant appeal and long-term rental stability making this a wise income producing property.

Pristine Colonial located in desirable Southeast Pittsfield, featuring a newly renovated kitchen and updated half bath. This well-maintained home offers a wonderful, easy flow with three generously sized bedrooms. Enjoy the comfort of a cozy office just off the living room, along with a beautiful wood-burning fireplace. Truly move-in ready--just unpack and enjoy!

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!

Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living room, formal dining open kitchen and a family room with skylights. First floor bath w shower and bonus is a year-round heated sunroom on its own heat zone. Second floor features four generously proportioned light-filled bedrooms, updated full bath. Private rear patio, attached garage, Natural gas heat - four zones! Minutes to theater, restaurants and all of the Berkshire attractions.

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom for ultimate comfort and privacy. Outside a 2 car garage great for snow days or storing an old vintage car! Ideally located close to Tanglewood, Ventfort Hall, Bousquet Mountain & Sport, The Colonial Theatre as well as wonderful restaurants, cafes, and shopping. A little something for everyone.

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.

Income producing 3-family home with almost 4,000 SF of living space, featuring two 3 bedrooms/1 bath apartments and one 3 bedroom/2 bath apartment, each one with its own laundry hookups. All 3 apartments have lead compliance certificate!There are vinyl replacement windows, newer heating systems, newer roof done in 2022, and separate natural gas heat & hot water and electricity for each unit.Hall Place is a dead end street and the property sits on a large corner lot, offering plenty of parking and good yard space.This is a great income producing property with rents totalling $74,472/year. All apartments are rented through Section 8. *Interior photos shown are from 2025 before tenants moving in.

Welcome to 42 Lexington Parkway, a beautifully maintained Colonial tucked into one of Southeast Pittsfield's most desirable neighborhoods. Offering over 1,800 square feet of living space, this home is larger than it appears and filled with thoughtful updates throughout. A freshly painted exterior and exceptional curb appeal make this a home you'll love coming back to.A beautiful, wide, and gracious foyer sets the tone as you enter. Inside, the main living area is spacious and inviting, centered around a classic wood-burning fireplace, perfect for cozy evenings. Sun-filled rooms, a flexible den/sunroom, and a generous layout create an ideal setting for both everyday living and memorable gatherings.

Set along the highly sought-after Parkways in Southeast Pittsfield, this classic center hall offers the perfect blend of timeless character and thoughtful modern updates. Bathed in natural light, the home enjoys peekaboo views of Bousquet Mountain and a beautifully landscaped setting that changes with the seasons.The main level features a spacious front-to-back living room anchored by a wood-burning fireplace, with those mountain glimpses and views of the private backyard. Just beyond, a four-season sunroom creates an easy extension of living space, with direct access to the outdoors and a partially covered pergola--ideal for relaxing or entertaining. On the opposite side of the home, a formal dining room flows into the updated kitchen, finished with quartz countertops and large pantry

Welcome to this spacious and well-maintained raised ranch, ideally located in the highly desireable Orchards! Offering four generously sized bedrooms and three full bathrooms, this home provides the space and flexibility to suit a variety of lifestyles. Hardwood floors add warmth and character throughout the main living areas, while the living room is filled with abundant natural sunlight streaming through the windows, creating a bright and inviting space. A highly efficient pellet stove provides added comfort. The light, bright, and modern kitchen offers an inviting space for cooking and gathering, complementing the home's comfortable and functional layout.A standout feature is the thoughtfully designed

This inviting Ranch in highly desirable Southeast Pittsfield location, offers comfort, privacy, and breathtaking natural beauty. Marvel at the serene trails and protected lands of the Mass Audubon Society at Canoe Meadows Wildlife Sanctuary, and the sweeping views for miles.Inside, hardwood floors and expansive windows fill the home with natural light, while the spacious living room with a wood-burning fireplace creates a warm, welcoming centerpiece. Enjoy year-round comfort with central A/C, and take full advantage of the home's outdoor spaces including a large welcoming front porch, a rear sun porch, patio and fire pit, perfect for relaxing or entertaining under the stars. 3 bedrooms, 1.5 baths, first floor laundry, and natural gas heat.

Sunday May 17th OPEN HOUSE From 11:00am - Noon. Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home allow an abundance of natural light, creating a warm and vibrant atmosphere in every room. Spacious Living Features four generous bedrooms and two and a half baths, there is plenty of room for family, guests, or a dedicated home office.

Welcome to sought-after Walden Village, where comfort and ease of living meet. This 3 bed, 2.5 bath unit is freshly painted and move-in ready. Gleaming hardwood floors enhance the main level, featuring a well-appointed kitchen w/ pantry and a desirable first-floor primary suite w/ full bath. Upstairs offers premium carpeting, two additional bedrooms, a full bath, and a versatile loft or home office. The unfinished lower level provides abundant storage or future expansion potential. Enjoy a rare screened porch, a one-car garage, and access to on-site pool and tennis. Perfect for low-maintenance living in a coveted community. Nearby Pontoosuc Lake is easily accessible by foot, bike, or car, and offers an enhanced lakefront park, picnic areas and a public boat launch. Ski, golf, dine nearby!

BEST AND FINAL DUE SAT 4/18 AT 5 PM. You won't need to do a thing! This charming, renovated bungalow has had many new investments and upgrades including a new roof, gutters, driveway, triple pane windows, window treatments, refinished hardwood floors, front walkway, porch railings, garage door, backyard fence, patio, pergola, and a beautiful hot tub, to name a few. Conveniently located on a tree lined street near quaint shops and restaurants, Canoe Meadows Wildlife Sanctuary, Kirvin Park and Deming Park. This light-filled home offers a central location to explore and experience all that the beautiful Berkshires has to offer. Immaculately maintained, and ready for you to move right in!