Pittsfield School District, MA homes for sale & real estate

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140 Hancock Rd, Pittsfield, MA 01201
140 Hancock Rd, Pittsfield, MA 01201
140 Hancock Rd, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
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 entertain on a grand scale. The main living area features a thoughtful open floor plan that connects seamlessly to the water, making every space feel tied to the view. Enjoy panoramic northern-facing views of Pontoosuc Lake, Mount Greylock, and the surrounding Berkshire hills. Whether lounging on t

$5,499,500

8 beds6.5 baths6,986 sq ft

140 Hancock Rd, Pittsfield, MA 01201

1.1 acre lot • Garage • Pool

1030 West St, Pittsfield, MA 01201
1030 West St, Pittsfield, MA 01201
1030 West St, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
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 lighting. The layout is ideal for entertaining, the home features multiple living areas that flow to a covered porch. Outdoor living centers around a saltwater gunite pool with integrated spa, stone patios, and pool house with bar, lounge, bath and outdoor shower. A renovated barn includes a private o

$2,250,000

5 beds5 baths5,477 sq ft

1030 West St, Pittsfield, MA 01201

6.02 acre lot • 5 garage spots • Pool

593 Lakeway Dr, Pittsfield, MA 01201
593 Lakeway Dr, Pittsfield, MA 01201
593 Lakeway Dr, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
Discover lakefront living in this stunning home, boasting almost 100" of shoreline with the added feature of a built in swimming pool. From the moment you cross the threshold the breathtaking views draws you in, visible from almost every room. The inviting open concept layout seamlessly connects the kitchen, livingroom, and dining areas. the large kitchen complete with center island is ideal for entertaining and makes meal prep an ease. Step out to the deck and you can choose from a day on the lake or a dip in the pool. the main level has a bedroom and full bath. Upstairs you'll find a luxurious en-suite primary complete with a walk in shower and soaking tub. Three additional bedrooms,

$1,650,000

5 beds3 baths3,043 sq ft

593 Lakeway Dr, Pittsfield, MA 01201

0.75 acre lot • 2 garage spots • Pool

37 Old Farm Ln, Pittsfield, MA 01201
37 Old Farm Ln, Pittsfield, MA 01201
37 Old Farm Ln, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
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

$1,450,000

5 beds3.5 baths3,978 sq ft

37 Old Farm Ln, Pittsfield, MA 01201

1.08 acre lot • 2 garage spots • Car-dependent

NEW CONSTRUCTION

Lot #144 Eastbrook Ln, Pittsfield, MA 01201
Lot #144 Eastbrook Ln, Pittsfield, MA 01201
Lot #144 Eastbrook Ln, Pittsfield, MA 01201
ABOUT THIS HOME
Pittsfield School District, MA Homes for Sale
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 energy-efficient construction and sophisticated exterior finishes, every detail is designed to elevate your lifestyle. Embrace the peace and natural beauty of the Berkshires while creating a home tailored to your vision—luxury living begins here.

$1,399,900

4 beds3 baths3,100 sq ft

Lot #144 Eastbrook Ln, Pittsfield, MA 01201

1.08 acre lot • 2 garage spots • Car-dependent

Property at 8 Northbrook Ln, Pittsfield, MA 01201, 4 beds, 3 baths

$1,399,900

4 beds3 baths3,100 sq ft

8 Northbrook Ln, Pittsfield, MA 01201

Property at Lot #140 Westbrook Ter, Pittsfield, MA 01201, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths3,409 sq ft

Lot #140 Westbrook Ter, Pittsfield, MA 01201

Property at 18 Old Farm Ln, Pittsfield, MA 01201, 5 beds, 2.5 baths

$1,195,000

5 beds2.5 baths3,087 sq ft

18 Old Farm Ln, Pittsfield, MA 01201

Property at 68 Colt Rd, Pittsfield, MA 01201, 6 beds, 5 baths

$995,000

6 beds5 baths5,198 sq ft

68 Colt Rd, Pittsfield, MA 01201

Property at 20, 26, 30 E Housatonic St, Pittsfield, MA 01201, 19 beds, 20 baths

$990,000

19 beds20 baths9,892 sq ft

20, 26, 30 E Housatonic St, Pittsfield, MA 01201

Property at 19 Aspen Way, Pittsfield, MA 01201, 3 beds, 3 baths

$965,000

3 beds3 baths4,024 sq ft

19 Aspen Way, Pittsfield, MA 01201

Property at 40 Pecks Rd, Pittsfield, MA 01201

$875,000

0 beds— baths18,000 sq ft

40 Pecks Rd, Pittsfield, MA 01201

Property at 1 Pheasant Way, Pittsfield, MA 01201, 4 beds, 3.5 baths

$859,000

4 beds3.5 baths3,800 sq ft

1 Pheasant Way, Pittsfield, MA 01201

Property at 15 Cherry Hill Dr, Pittsfield, MA 01201, 3 beds, 2 baths

$799,000

3 beds2 baths2,000 sq ft

15 Cherry Hill Dr, Pittsfield, MA 01201

Property at 5 Aspen Way Lot 17, Pittsfield, MA 01201, 3 beds, 2 baths

$799,000

3 beds2 baths2,000 sq ft

5 Aspen Way Lot 17, Pittsfield, MA 01201

Property at 5 Aspen Way, Pittsfield, MA 01201, 3 beds, 2 baths

$799,000

3 beds2 baths2,000 sq ft

5 Aspen Way, Pittsfield, MA 01201

Property at 15 Cherry Hill Dr Lot 12, Pittsfield, MA 01201, 3 beds, 2 baths

$799,000

3 beds2 baths2,000 sq ft

15 Cherry Hill Dr Lot 12, Pittsfield, MA 01201

Property at 17 - 23 Linden St, Pittsfield, MA 01201, 7 beds, 7 baths

$799,000

7 beds7 baths4,290 sq ft

17 - 23 Linden St, Pittsfield, MA 01201

Property at 40 Commonwealth Ave, Pittsfield, MA 01201, 5 beds, 2.5 baths

$749,000

5 beds2.5 baths4,078 sq ft

40 Commonwealth Ave, Pittsfield, MA 01201

Property at 10 Lillybrook Rd, Pittsfield, MA 01201, 4 beds, 4 baths

$744,000

4 beds4 baths2,748 sq ft

10 Lillybrook Rd, Pittsfield, MA 01201

Property at 33 Alpine Trl, Pittsfield, MA 01201, 5 beds, 4.5 baths

$730,000

5 beds4.5 baths3,381 sq ft

33 Alpine Trl, Pittsfield, MA 01201

Property at 26 Filomena Dr, Pittsfield, MA 01201, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths3,491 sq ft

26 Filomena Dr, Pittsfield, MA 01201

Property at 14 Alpine Trl #14, Pittsfield, MA 01201, 4 beds, 3.5 baths

$692,000

4 beds3.5 baths3,296 sq ft

14 Alpine Trl #14, Pittsfield, MA 01201

Property at 83 Hancock Rd, Pittsfield, MA 01201, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths1,978 sq ft

83 Hancock Rd, Pittsfield, MA 01201

Property at 24 Alpine Trl #24, Pittsfield, MA 01201, 4 beds, 4.5 baths

$629,500

4 beds4.5 baths3,081 sq ft

24 Alpine Trl #24, Pittsfield, MA 01201

Property at 24 Alpine Trl, Pittsfield, MA 01201, 4 beds, 4.5 baths

$629,500

4 beds4.5 baths3,081 sq ft

24 Alpine Trl, Pittsfield, MA 01201

Property at 4 Filomena Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,464 sq ft

4 Filomena Dr, Pittsfield, MA 01201

Property at 68 Brookside Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,646 sq ft

68 Brookside Dr, Pittsfield, MA 01201

Property at 304 Dalton Division Rd, Pittsfield, MA 01201, 4 beds, 2.5 baths

$610,000

4 beds2.5 baths2,464 sq ft

304 Dalton Division Rd, Pittsfield, MA 01201

Property at 25 Alpine Trl, Pittsfield, MA 01201, 5 beds, 4.5 baths

$609,900

5 beds4.5 baths2,994 sq ft

25 Alpine Trl, Pittsfield, MA 01201

Property at 36 & 40 Maplewood Ave, Pittsfield, MA 01201, 5 beds, 4.5 baths

$585,000

5 beds4.5 baths8,360 sq ft

36 & 40 Maplewood Ave, Pittsfield, MA 01201

Property at 168-174 Elm St, Pittsfield, MA 01201, 3 beds, 4.5 baths

$579,900

3 beds4.5 baths5,640 sq ft

168-174 Elm St, Pittsfield, MA 01201

Property at 144 Bromback, Pittsfield, MA 01201, 8 beds, 3 baths

$565,900

8 beds3 baths4,034 sq ft

144 Bromback, Pittsfield, MA 01201

Property at 121 Wendell Ave, Pittsfield, MA 01201, 3 beds, 2.5 baths

$539,000

3 beds2.5 baths2,145 sq ft

121 Wendell Ave, Pittsfield, MA 01201

Property at Lot 39 Partridge Rd, Lanesborough, MA 01237

$524,900

— beds— baths— sq ft

Lot 39 Partridge Rd, Lanesborough, MA 01237

Property at 100 Holmes Rd, Pittsfield, MA 01201, 5 beds, 2.5 baths

$519,000

5 beds2.5 baths2,994 sq ft

100 Holmes Rd, Pittsfield, MA 01201

Property at 499 Tamarack Rd, Pittsfield, MA 99999, 3 beds, 3 baths

$500,000

3 beds3 baths2,351 sq ft

499 Tamarack Rd, Pittsfield, MA 99999

Berkshire Hathaway Home Services Blake

Property at 133 Pomeroy Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$499,900

4 beds2 baths2,606 sq ft

133 Pomeroy Ave, Pittsfield, MA 01201

Property at 144 Kittredge Rd, Pittsfield, MA 01201, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,093 sq ft

144 Kittredge Rd, Pittsfield, MA 01201

Property at 407 Churchill St, Pittsfield, MA 01201

$499,000

— beds— baths— sq ft

407 Churchill St, Pittsfield, MA 01201

Property at 12 Alpine Trl #12, Pittsfield, MA 01201, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths2,381 sq ft

12 Alpine Trl #12, Pittsfield, MA 01201

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