Pittsfield, MA Homes for Sale with Acreage

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

Patrick Cathro NON-MEMBER / RECIPROCAL

Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

Gabi Katan Community Lands

Newly Constructed Farmhouse Style Home in coveted Woodmonte Estates central to all Berkshire attractions. Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 2+ acres. Build a family compound of your own with 1 extra homesites to create your dreams with incredible peace and privacy yet all city conveniences. Unique living to mingle in a community with

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter

Corey Bishop BISHOP WEST REAL ESTATE

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 4,000sqft of luxurious living with 5 bedrooms,4.5 baths, a sunlit great

Gesiane Soares CENTURY 21 NORTHEAST

Experience the rare chance to bring your ideal living space to life within the prestigious gated community of Woodmonte Estates in Pittsfield, MA. This to-be-built luxury home offers a range of customizable, high-end features, including soaring 9'-18' ceilings, red oak hardwood flooring, gas fireplaces, custom kitchen cabinetry, and a spacious primary suite with a spa-inspired bath. Crafted with

Corey Bishop BISHOP WEST REAL ESTATE

Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious

Corey Bishop BISHOP WEST REAL ESTATE

1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop BISHOP WEST REAL ESTATE

Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop BISHOP WEST REAL ESTATE

Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

Xavier Cruz Fathom Realty

A picture-perfect farmhouse thoughtfully renovated for today's lifestyle. This charming 4-bedroom, 2-bathroom home is nestled on nearly 2 acres in Pittsfield, offering easy access to all the cultural, natural, and recreational attractions of the Berkshires.The home has been fully updated in the past 3 years with new siding, windows, flooring, electrical and a newer roof. Enjoy modern

Molly Gillon COMPASS MASSACHUSETTS , LLC GB

Location, location, location! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

Allen Halstead Berkshire Hathaway Home Services Blake

Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

Cameron Volastro STONE HOUSE PROPERTIES, LLC

''Charming Cape-style home nestled in the heart of Pittsfield, set on over an acre of picturesque land. This property boasts a detached two-car garage, perfect for additional storage or workshop space. Inside, you will find a cozy wood-burning fireplace and elegant kitchen granite countertops, adding warmth and character to the living spaces. The home features two full baths and one half bath,

Barbara Osborne ASHMERE REALTY, INC.

1.3 acre parcel zoned IL (Industrial-Light) - Well-suited for contractors needing outdoor storage or investors. Ideal for parking construction vehicles, equipment, or storage trailers. This parcel could also be good for generating passive income with storage container rentals, renting to contractors, or parking RVs/boats during the off-season. The parcel allows for temporary structures. It also

Syrah Bradley BISHOP WEST REAL ESTATE

Located at 36 Old Farm Lane in Pittsfield, MA, this land investment offers a prime opportunity for development or a place to build your dream HOME. Situated in a quiet residential area, the property provides easy access to local amenities, schools, and major roads. With generous acreage, it presents various possibilities for residential or recreational use. Pittsfield’s real estate market is on

Mg Group Century 21 North East

**Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

Nathan Girard ROYAL PROPERTY GROUP

Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres.structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space.Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans, this

Xavier Cruz Fathom Realty

PRICED TO SELL! Discover the perfect blend of tranquility and convenience with this stunning parcel of land, offering 2.5 acres of cleared, flat terrain. Nestled in the heart of the Berkshires, this property is uniquely positioned between two picturesque lakes, providing an idyllic setting for your future home. Ample space for a sprawling estate, gardens, and outdoor living areas. Save on initial

Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

Corey Bishop BISHOP WEST REAL ESTATE

Discover ultimate privacy in Woodmonte Estates! This unique property, nestled at the quiet end of the neighborhood with a private gated entrance, is a dream come true for your new home. Located near association tennis courts and surrounded by Berkshire County's attractions, including hiking, skiing, lakes, and Tanglewood - plus, you're just minutes from the New York state border. Secure your

Laiken Rapisarda LAMACCHIA REALTY, INC

Step onto this land that has a country feel but is located within the city of Pittsfield. Onota lake is walking distance. The lot is 3 lots being sold as 1. It is lot #3, #4 and #5. Electric and water at the end of lot #3.

Janet Benoit MOCKINGBIRD REAL ESTATE

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

Paul Clark CLARK REALTY GROUP LLC

Here is the lot you have been waiting for! Located in a private and bucolic setting of West Pittsfield. A rare opportunity to have the privacy and benefits of living in nature but access to city amenities. This parcel is only a six minute drive to Onota Lake; one of the premier lakes in the county for boating and fishing. There has been a clearing made for a home site and a drilled well. ~3 hours

Derek Strzepa NOCHER REALTY

If you are looking for a country lifestyle but still want to be close to town, look no further! This partially cleared and graded lot is situated on a scenic road with picturesque views of mountains, farm fields and beautiful sunsets. Located in close proximity to Downtown Pittsfield, not far from Bousquet Mountain, Tanglewood, Jiminy Peak and everything else you'd expect living in the

Tammy Christen BISHOP WEST REAL ESTATE

If you are looking for a country lifestyle but still want to be close to town, look no further! This partially cleared and graded lot is situated on a scenic road with picturesque views of mountains, farm fields and beautiful sunsets. Located in close proximity to Downtown Pittsfield, not far from Bousquet Mountain, Tanglewood, Jiminy Peak and everything else you'd expect living in the

Tammy Christen BISHOP WEST REAL ESTATE