Pittsfield MA Real Estate & Homes for Sale

Single level living in one of Pittsfield's desirable neighborhoods! This 3 bedroom , 1 bath Ranch style home has been meticulously maintained throughout the years. As you enter the home you are warmly greeted with a spacious living/dining area that flows nicely into a well appointed kitchen. In addition to a welcoming living space there a 3 generously sized bedrooms and a full bath. The unfinished basement level offers a blank canvas for whatever your heart desires. On the exterior an oversized detached two car garage, spacious fenced in rear yard and paved drive add to the charm of this great property.

Welcome to 39 Hull Ave in Pittsfield, MA! This spacious 4-bedroom, 2-bath home offers 1,664 sq ft of living space on a 0.14-acre lot, excellent for families or anyone looking for extra room. Recent updates include new windows, a roof that's only 5 years old, and a heating system installed just 3 years ago giving you peace of mind and added value. Inside, you ll find a comfortable layout with plenty of natural light and space to make it your own.Located in a quiet neighborhood close to schools, parks, and shopping

OPEN HOUSE Saturday, MAY 24th 11am-1pm 229 High Street is one of the areas' most elegant and spectacular homes. Built in 1920, with exceptional quality and details, the home has been meticulously renovated to reflect its original character and beauty. This 6170 sq ft home set on one lush and landscaped acre, provides privacy and tranquility throughout the seasons. This is a ''must see'' home with 5 bedrooms and 7 bathrooms. The features of the home are numerous starting with the gorgeous chefs' kitchen complete with 8 burner Wolf stove, 2 dishwashers, 2 sinks, a coffee station and a built-in refrigerator. From the moment you enter and see the magnificent grand staircase you will want to explore all this home has to offer. There is a 1200 bottle custom wine cellar, a master en-suite bedroom with an enormous closet-dressing room , a media room, a picturesque sun room, 2 offices , built-in cabinetry, a WB fireplace, a cedar closet, a 2 car attached garage and much more The home has central AC, radiant heat (in some rooms) a stone patio, second floor laundry and an excercise-yoga' room From the beautiful flooring, custom moldings and the artisan carpentry, you will be want to wonder through every room on every floor. You will be ''living the good life'' in this spectacular home. Close to all The Berkshires has to offer.

Welcome to this beautiful and well-maintained ranch-style home, situated in a quiet neighborhood just minutes from shopping centers and everyday amenities. Gorgeous hardwood floors flow throughout the main floor living areas, bedrooms and bathrooms. Additional living space is available in the partially finished basement offering flexibility for hobbies, home office, and storage along with a 3/4 bathroom & laundry. With efficient gas heat and gas hot water, this home offers year-round comfort. Step outside to a peaceful patio that overlooks a beautifully landscaped yard with mature trees and a tranquil seasonal brook, ideal for enjoying nature without leaving home. This property offers the perfect blend of practicality and serenity all in an unbeatable location- schedule your showing today!!

Adorable single family home, located close to the hospital and downtown! This property features a detached garage, nice yard and driveway. On the front you'll enter the enclosed porch, leading to the living room. The first floor also includes full bathroom and kitchen with hookups for washer & dryer. The bedroom(s) located on the 2nd floor have hardwood floors. The basement has concrete floor. There is natural gas heat and hot water, and metered water. The water heater and boiler were installed 2015 ad there is a certificate of insulation from 2015 as well. The utilities are on! The rear roof was done in the past 5 years. City water and sewer complete this home. With some TLC you can make this a sweet little home for your enjoyment and it would also make a good rental!

Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef s kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious backyard perfect for relaxing or entertaining. Don t miss your chance to experience this exceptional home for yourself!

Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, bath, and 4th bedroom.

For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

So much to love about this adorable little house. Officially 2 bedrooms and one bath but has an additional room on the second floor that could be a 3rd bedroom if heat was added. HUGE amount of unfinished additional space also on the second floor. Enormous acre lot with a large portion totally fenced in. Wonderful sunroom/back porch to enjoy spring through fall. Oversized shed in the back for extra storage or workshop. Price reflects that some updates are needed.

LOOK > This home is situated on cul-de-sac street in convenient Allendale area of Pittsfield, close to shopping, restaruants and more! This adorable ranch home offers single level living. Enjoy its spacious living room & eat-in kitchen boasting ample cabinets and enclosed side porch entry. Featuring wood floors, partly finished basement, 1 car detached garage with attached screen room & above ground pool for your summer enjoyment. Buderus boiler, updated HW, & SOLAR to ease the utility bills. Who could ask for more? Agents; appointments scheduled now through ShowingTime.

This beautifully renovated 1870, hand crafted shaker home is the perfect marriage of history, charm and modern-day amenities. Neighbor to Hancock Shaker Village, Balderdash Cellars, downtown Pittsfield and Lenox, this gem of a home is the perfectly located for you to enjoy all the Berkshires have to offer. The home offers 4 bedrooms, 2.5 baths, a modern kitchen with stainless steel appliances, first floor laundry and an enclosed, seasonal porch. Beautiful, wide plank floor and exposed beams accent the property's history. The home also has a newer heating system, architectural shingle roof and vinyl siding. Enjoy the beauty of all the seasons on your expansive, back deck and private back yard. This is your perfect New England home!

LOOK AT THIS! Did you know you may qualify for construction loans with VA, FHA, or even with less than 20% down? Your dream home is just a build away! Imagine living in a modern oasis surrounded by nature where space, comfort, and serenity come together in perfect harmony. This TO BE BUILT home at 37 Old Farm Ln offers nearly 4,000 sqft of luxurious living with 5 bedrooms, 4.5 baths, a sunlit great room with fireplace, private sauna, and stunning rooftop and panoramic decks ideal for morning coffee or golden-hour sunsets. Nestled on a spacious lot in a quiet, tree-lined neighborhood, you'll enjoy privacy, peaceful surroundings, and easy access to local amenities. Whether you're working from home, raising a family, or simply craving that next-level lifestyle, this home was designed for you. Let s turn this into your HOME SWEET HOME today!

Welcome to 20 Greensway! This delightful colonial residence is nestled on a peaceful, non-through street in Pittsfield. Inside, you'll find a comfortable living room, a functional kitchen, and three well-proportioned bedrooms along with a full bathroom. The main level presents a fantastic opportunity to add a convenient laundry room or half bath adjacent to the kitchen. Outside, enjoy the ease of a flat backyard and the convenience of a garage. This home is ideally located with close proximity to all that downtown Pittsfield has to offer. Needs work, bring your FHA 203K or renovation financing.

This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full bath and two other rooms that could be used for whatever your heart desires. A finished basement complete with a family room, half bath and laundry nicely rounds out the interior of this wonderful home. On the exterior a detached 3 car garage and another one car attached garage add to the charm of this Southeast gem.

Charming 3-Bedroom Cape Near the LakeWelcome to your perfect summer retreat! This lovely 3-bedroom Cape-style home is nestled just a short stroll from the lake, offering the ideal blend of comfort, charm, and convenience. Step inside to find a cozy, light-filled interior with classic Cape character and modern updates throughout.Outside, a beautiful stone patio invites you to relax and unwind. Whether you're hosting weekend barbecues, enjoying quiet mornings with coffee, or gathering with friends under the stars, this outdoor space is made for summer memories. The spacious yard offers room to play, garden, or just soak up the peaceful surroundings..Open House 4/10 from 4-6 pm

Two-family flat with each unit featuring 2 bedrooms/ 1 bath and separate natural gas heat, hot water & electric. There is a nice fenced in yard divided for each apartment, plus good off street parking! This home is close to downtown Pittsfield and would make a great home or addition to your portfolio!*Can be sold as a package with the two-family at 36 Division St in Pittsfield.

This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and generously sized rooms, making it perfect for relaxation and entertaining. The bright lower level has a walkout and tall ceilings, ideal for conversion into an additional bedroom and full bathroom, as all necessary plumbing is already in place. The professionally managed condo association provides peace of mind, and the location is a dream for outdoor enthusiasts. You'll be close to gourmetmarkets and the recently renovated Bousquet Ski Resort for skiing. Additionally, Bousquet Sports offers activities like pickleball and tennis to satisfy your athletic needs.

Welcome to 304 Dalton Division Road in Pittsfield! This charming property seamlessly combines the tranquility of country living with the convenience of city access. Set on over 6 acres of land, it offers privacy, expansive outdoor space, and beautifully landscaped grounds. The property includes three sheds, one of which is a wood shed, providing ample storage for all your needs. Upon entering, you'll find a mudroom, first-floor laundry, and a kitchen featuring quartz countertops with sliding doors that open to the backyard. The living room is enhanced by a fireplace and wood floors, while the dining area leads to a four-season porch that flows out to the back deck. Additional first-floor amenities include a den, a half bath, and central vacuum. Upstairs, the spacious primary bedroom features an en-suite bath, and there are three generously-sized bedrooms along with a second full bath, offering plenty of space for family or guests. The partially finished basement adds extra living space

Luxe Mediterranean-Style Home in Woodmonte Estates. Nestled in private Woodmonte Estates, this delightful Mediterranean-inspired home (1995) offers luxury, privacy, and access to Pittsfield State Forest s hiking & skiing trails. Located on Pittsfield s west side a Forbes Top 10 Retirement Destination it's minutes from downtown, schools, Barrington Stage, and top Berkshires attractions.Featuring soaring 9-11 ft. ceilings, a chef s kitchen, great room with gas fireplace, formal dining & sitting rooms, this home blends elegance with comfort. The primary suite boasts a spa bath, walk-in closets, and private balcony. A separate wing includes 3 bedrooms & 2 baths, plus two versatile flex rooms.Arched windows, Mediterranean details, and high ceilings create a unique ambiance. Enjoy private community amenities, including tennis courts, in a tranquil yet convenient setting.