If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood flooring, stack laundry in the unit, central a/c and natural gas heat. Off street parking, plenty of green space to take in nature in this in-town oasis. Conveniently located close to shopping, medical, public transportation and all cultural attractions. Priced well below assessment for immediate sale!

Your new home or a potential investment! Come take a look at the spacious fenced backyard, off street parking for 4+ cars, and cozy front porch - just a couple of the features that make this property feel like home. This 2-family flat is a stone's throw away from the restaurants and shops of Tyler Street.

This spacious 4 Bedroom home features a large living room, a country-style kitchen, a dining room and a first floor full bathroom. The second floor offers 3 bedrooms, an office room and a full bath with a walk-up attic for easy storage. The enormous 2+ car garage has 2 doors that face the street and a 3rd door which opens up to the backyard for all your parking, workshop and storage needs. Enjoy gorgeous views of Mt. Greylock and the surrounding Berkshire Hills from your wrap around front porch and large floating deck in the backyard. A great home with incredible space inside and out!

Side-by-Side Duplex with Mountain Views & Income PotentialWelcome to this well-maintained side-by-side, two-story duplex located on a desirable corner lot in a quiet residential neighborhood. Offering stunning views of Mt. Greylock, this property combines comfortable living with excellent income potential.One unit features three bedrooms and one full bath, while the other offers two bedrooms and one full bath, making it ideal for owner-occupants, multi-generational living, or investors. Both units are thoughtfully laid out across two floors, providing a spacious and home-like feel.The property boasts ample off-street parking, a rare and valuable feature, along with a generous lot that enhances privacy and curb appeal.

This fully rented two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while unit 50 has electric heat and hot water. There is a large backyard abutting the river!This is a convenient location, just a couple houses down from Durant Park, which has picnic tables, gazebo and playground; and a few minutes from downtown!

Cute as a button! Welcome to 90 Cheshire Road! This 2 bedroom , 1 bath ranch is turnkey and move in ready! Tastefully updated with some of the updates including newer Kitchen & Bath amongst many others. The convenient layout is perfect for someone looking for single level living! On the exterior you will find a recently paved driveway and walkway, shed and a fenced in area complete with gazebo. This home has been meticulously maintained and it shows. You won't want to miss this opportunity for a ranch style home close to shopping, restaurants and all that Pittsfield has to offer.

Welcome to this super cute and spacious 3-bed, 2-bath home nestled in desirable neighborhood. Inviting layout and thoughtful updates throughout. This home perfectly balances modern comfort and classic charm. Remodeled kitchen features stylish cabinetry, stainless steel appliances, a sleek tile backsplash, and marble-look countertops. Open dining area with built-ins connects seamlessly to the bright living room, where a large picture window fills the space with natural light. The refinished lower level offers a versatile bonus area complete with a bar setup and modern full bath, perfect for a family room, home office, gym, or guest suite. A separate updated laundry room adds convenience and organization. Enjoy the expansive yard -plenty of space for outdoor dining, gardening or relaxing

Introducing 139 Longview Ave in Hinsdale, MA! This charming 3-bedroom, 1.5-bath ranch is nestled on just under half an acre. Enjoy the convenience of single-level living with a functional layout that includes a cozy living area complete with recently refinished hardwood floors and wood stove for those cold Berkshire nights and a well-appointed kitchen. Natural light flows throughout, creating a welcoming atmosphere. A one car garage and owned solar panels are added benefits to this wonderful property.Located just moments from Plunkett Lake and a nearby golf course, this home is ideal for outdoor enthusiasts. Whether you're fishing, hiking, or hitting the greens, adventure awaits right at your doorstep. Don't miss this opportunity to own a slice of tranquility in a prime location!

Welcome to 208 Jason Street in Pittsfield! This home is a 2 bedroom, 1 bath home that has been recently renovated and move in ready. The 1st floor offers a recently renovated eat in kitchen complete with SS appliances, a full bath, large dining area, spacious living room and a 1st floor bedroom. The upstairs level is a large bedroom with a huge walk-in closet and separate mini split for heat and AC. The basement level offers an office and family room that could be converted to a 3rd bedroom. All of this set on approximately 2.57 acres of private land with two large sheds. One of which is a potting shed complete with heat and electricity! Some of the many updates include roof, mini splits, natural gas boiler and hot water 2022, vinyl windows and much more!

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure living. Convenient to all Berkshire cultural and recreational attractions.

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main level offers a smooth flow, featuring a spacious kitchen, bright sitting room with sliding doors to the deck, an inviting living room with fireplace, and an enclosed porch/mudroom accessible from the driveway. A full bath and first-floor laundry add practical convenience. Upstairs, three cozy bedrooms and a flexible bonus space offer options for a guest room, home office, or future reconfiguration.

Center of town 1820s colonial home with natural sunlight throughout. Oversized garage with attic storage/access. Seasonal Cabin with own septic, water, gas and electric (needs updates/repair). Irregular lot with privacy, fencing and wooded boundaries to neighbors.

Originally part of the Sage family farm, this 1796 Colonial offers nearly 8 acres along Sage's Ravine on the MA/CT line. With over 3,200 sq ft, 3 bedrooms, 21/2 baths, post-and-beam structure, wide-plank floors, fireplaces, and classic Colonial proportions, the home is rich with character and history. Partial updates exist, but the property is a true restoration opportunity, inviting its next steward to preserve and re-imagine one of Sheffield's historic gems.

Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic complemented by brand-new appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows for abundant light. Perfectly positioned in a prime location--just minutes from Jiminy Peak Mountain Resort, tranquil lakes, and convenient shopping--this home seamlessly blends comfort, style, and accessibility.

Lovely, meticulously maintained home in southeast Pittsfield offers spacious living. Attractive kitchen with large dining area leading to deck. Generous yard with fenced area for pets or kids, a garden area, large shed. There is an ''in-law'' arrangement in the lower level that has living room, bedroom or dining room, a den or dining or bedroom, kitchenette, full bath and door to the garage.Three bedrooms on first floor with nice closets, and there is a full bath. 2 car garage with work area. Come and see this home! Open house 10/25 10:30-12:30

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.

The charm of yesteryear meets the comfort and convenience of today in this beautifully maintained 3 Bedroom, 2 Full Bath Lenox Colonial, set high on a picturesque village knoll. Enjoy wood floors, an open-concept kitchen and dining area with exposed brick, and a central yet wonderfully private location.All the major updates have been thoughtfully completed, including a newer roof (2021), updated furnace and hot water heater, replacement windows, and fresh interior and exterior paint. Efficient natural gas heat and hot water keep living comfortable year-round.

Two homes on almost 5 acres! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The ''cabin'' is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet. Impressive P&B exposed wood throughout the home adds character and a rustic feel. Second home is 1728 sq ft has updated bathrooms, 2 fireplaces, updated kitchen and large bedrooms. Both homes are surrounded by gardens, fruit trees and some open pasture. A barn on the property can be converted for livestock or can be used as a workshop and potting shed. 6.51 acres across the street may also be available.

Don't miss this unique historic property -- truly a GEM! Ready for quick rental income and perfect to enjoy as spring arrives. A wonderful second home to share with family! Imagine a short stroll to downtown Lenox for coffee, a quiet dinner, and a beautiful night at Tanglewood under the stars. Just one street from downtown and steps from St. Ann's Church, this 1,700 sq. ft. bungalow blends charm with comfort inside and out. With a strong rental history (up to $16,000 in summer income), could be a ideal turnkey furnished investment or personal retreat. Enjoy 2025 tax breaks, settle in for the 2026 Tanglewood season, and explore Lee, Stockbridge, or Great Barrington. Embrace the arts this summer!

Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the main home. Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a field stone fireplace (for cozy New England days). All 3 bedrooms are very large with closet space. There are many extra storage closets throughout the home, as well as an oversized 2 car garage.