Pittsfield, MA Homes for Sale with Acreage

A Grand Federal-Style Home in the Heart of Town.
Set on 1.18 acres of lush gardens and lawn, this in-town oasis features an in-ground heated swimming pool, pool house, and three-car garage. East and West porches grace this historic residence, lovingly cared for by generations of prominent Berkshire families. Inside, there are four fireplaces, the light-filled chef's kitchen with large

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

New Incredible Offer: Seller to pay HOA Fees for 3 Years at closing! Seller offers extra lot for a total of 3 Lots (buyers choice) & Paint Concession $50,000 for Finishing touches! See this Like New -New England Farmhouse ready for you! Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 3+ acres. Build a family compound of your own with 2 extra

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

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

Mg Group Century 21 North East

Welcome to 40 Churchill Street, a charming/nicely updated ranch-style home nestled on just over an acre in Pittsfield, MA. This inviting 3-bedroom, 2-bath residence offers a perfect blend of comfort and convenience. The spacious living area is filled with natural light, creating a warm atmosphere for family gatherings. The well-appointed kitchen features modern appliances and ample counter space,

Doug Collins LAMACCHIA REALTY, INC

Spacious split foyer with addition of a year round heated Florida room featuring inground, heated, fiberglass pool, a hot tub, its own granite kitchen, full bath, and Tiki bar, making it ideal for hosting gatherings . 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

Susan Calkins STONE HOUSE PROPERTIES, LLC

Welcome to 215 Partridge Road!This charming colonial offers the perfect blend of classic character and thoughtful updates. With 3 bedrooms, 1.5 bathrooms, and 1,664 sq. ft. of living space, it's set on a spacious 1.30-acre lot, providing both comfort and privacy.Step inside to find a warm and inviting layout, with plenty of natural light and room to make it your own. Recent upgrades give peace of

Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

Charming Cottage Retreat on Over 9 Acres!Nestled in a serene wooded setting, this inviting cottage offers the perfect blend of cozy charm and modern comfort. The home provides surprising privacy and peace, all while being conveniently located. Step inside to discover a warm and welcoming interior, featuring wood floors, a spacious kitchen perfect for cooking and entertaining, and an enclosed,

Robin Moore 413 REAL ESTATE

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,

Xavier Cruz Fathom Realty

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

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

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

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