Chester, MA homes for sale & real estate

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506 Skyline Trl, Chester, MA 01011
506 Skyline Trl, Chester, MA 01011
506 Skyline Trl, Chester, MA 01011
ABOUT THIS HOME
Chester, MA Homes for Sale
Come escape in the mountains with this charming contemporary house! It has been tastefully renovated by owners over the years. They put an approximately 200ft concrete driveway, as well as a 16-foot glass slider in the room that used to be attached to the garage. They installed wood-color porcelain tile throughout the house. They redid the bathroom downstairs. Porch was just redone as well. Kitchen was redone with tile backsplash and walls. The house was repainted. Downstairs has new trim and paint. The roof is less than 2 years old. There is extra land that comes with the sale (7.63 acres total which includes the 1.83 acres) (land is an additional 5.8 Acres (252,648 SqFt)). MORE PHOTOS COM

$600,000

4 beds2 baths2,244 sq ft

506 Skyline Trl, Chester, MA 01011

7.63 acre lot • 2 garage spots • Car-dependent

0 Skyline Trail, Lot 24, Middlefield, MA 01243
ABOUT THIS HOME
Chester, MA Homes for Sale
Over 10 acres of country land available for a private homestead, farming operation, or future development. Here is your unique opportunity to own a piece of New England's scenic beauty nestled in the Berkshires. Whether you're looking for a private retreat, a farm, or investment property, the region provides a mix of rolling hills, forests, and open meadows. Bring your vision for this land!

$55,000

— beds— baths— sq ft

0 Skyline Trail, Lot 24, Middlefield, MA 01243

10.16 acre lot • Car-dependent

Lot97 Town Hill Rd, Middlefield, MA 01243
Lot97 Town Hill Rd, Middlefield, MA 01243
Lot97 Town Hill Rd, Middlefield, MA 01243
ABOUT THIS HOME
Chester, MA Homes for Sale
Nestled on a peaceful country road, this beautiful 5-acre building lot offers the perfect blend of privacy and convenience. The property features a nice wooded setting with a level house site, ideal for building your dream home. With electric and cable available at the road, you’ll enjoy modern amenities while surrounded by nature. Don’t miss this opportunity to own a serene piece of land in a quiet, picturesque location!

$50,000

— beds— baths— sq ft

Lot97 Town Hill Rd, Middlefield, MA 01243

5 acre lot • Car-dependent

lot 61 Skyline, Chester, MA 01011
lot 61 Skyline, Chester, MA 01011
lot 61 Skyline, Chester, MA 01011
ABOUT THIS HOME
Chester, MA Homes for Sale
Subdivision available. A 191-acre property with open land, forest and potential views. We have a plan dividing this property into 14 homesites. These lots would be spectacular with some lots having meadow, some wooded and some with potentially beautiful views. Subdivision needs town approval. The Holcomb Road lots may not be available.

$850,000

— beds— baths— sq ft

lot 61 Skyline, Chester, MA 01011

191 acre lot • Car-dependent

lot 3 Skyline, Chester, MA 01011
lot 3 Skyline, Chester, MA 01011
lot 3 Skyline, Chester, MA 01011
ABOUT THIS HOME
Chester, MA Homes for Sale
A great 3-acre parcel on a paved road with stone walls. Lightly forested and flat. This is a relatively easy building site for your new home. Land is just north of 590 Skyline trail.

$50,000

— beds— baths— sq ft

lot 3 Skyline, Chester, MA 01011

3 acre lot • Car-dependent

Property at lot a Holcomb, Chester, MA 01011

$45,000

— beds— baths— sq ft

lot a Holcomb, Chester, MA 01011

Property at Lot 8 & 9 Skyline Trl, Chester, MA 01011

$85,000

— beds— baths— sq ft

Lot 8 & 9 Skyline Trl, Chester, MA 01011

Property at 0 East River Rd Lot 13 Map 409, Chester, MA 01050

$75,000

— beds— baths— sq ft

0 East River Rd Lot 13 Map 409, Chester, MA 01050

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NEW 41 MINS AGO

$379,900

3 beds2 baths2,044 sq ft

159 Skyline Trl, Middlefield, MA 01243

0.43 acre lot • 2 garage spots • Car-dependent

46 Bromley Rd, Huntington, MA 01050
46 Bromley Rd, Huntington, MA 01050
46 Bromley Rd, Huntington, MA 01050
ABOUT THIS HOME
Chester, MA Homes for Sale
Dreaming of a secluded haven with ample space to roam with endless possibilities? This property boasts over 72 acres, complete with a single-family home in need of total renovation. Bring your vision and transform this space into something truly special. This property is being sold in its present state, with some personal property still in place.

$469,900

3 beds2 baths1,458 sq ft

46 Bromley Rd, Huntington, MA 01050

72.59 acre lot • Car-dependent

19 Buffington Hill Rd, Worthington, MA 01098
19 Buffington Hill Rd, Worthington, MA 01098
19 Buffington Hill Rd, Worthington, MA 01098
ABOUT THIS HOME
Chester, MA Homes for Sale
Nestled on an expansive wooded 4.6 acre lot is this commanding Colonial home. A rare opportunity awaits for those seeking a harmonious blend of rural charm combined with modern amenities in the scenic Berkshire Hills of MA. Boasting 3,925 sq ft of living space, the flexible floor plan includes four generously sized bedrooms & 1.5 baths - original wainscoting a plus! The inclusion of 3 fireplaces enhances the home's inviting atmosphere, making it ideal for both leisurely family gatherings & entertaining guests. A detached heated 2 car garage & a large freestanding barn/storage, provide ample room for vehicles & recreational equipment. The front porch offers an idyll

$509,900

4 beds1.5 baths3,925 sq ft

19 Buffington Hill Rd, Worthington, MA 01098

4.6 acre lot • 2 garage spots • Car-dependent

255-A Sam Hill Rd, Worthington, MA 01098
255-A Sam Hill Rd, Worthington, MA 01098
255-A Sam Hill Rd, Worthington, MA 01098
ABOUT THIS HOME
Chester, MA Homes for Sale
Very nice cottage is built on concrete piers and has both a well and modern septic for a 3 bed room home. Totally private at the end of a long driveway with power phone and internet available. This is a wonderful location for outdoor recreation, hunting, mountain biking, snowmobiling, hiking and more. Lots of possibilities and a secluded location that works for At Home business. House is currently part of a much larger parcel with the house lot being surveyed out for sale. Some work needed for year round comfort. HOUSE CAN BE PURCHASED WITH 32 ACRES OR 64 ACRES at increased purchase prices.

$289,000

2 beds1 bath984 sq ft

255-A Sam Hill Rd, Worthington, MA 01098

11 acre lot • Car-dependent

14 S Road Ext, Peru, MA 01235
ABOUT THIS HOME
Chester, MA Homes for Sale
Welcome to the opportunity of owning an almost 2.5 acres building lot, in Peru, MA awaiting for your dream home! This property offers a great value for a private building site for first time builder or seasoned land buyer. Buyer to confirm all information with the town directly.

$75,000

— beds— baths— sq ft

14 S Road Ext, Peru, MA 01235

2.43 acre lot • Car-dependent

0 Leland Rd, Becket, MA 01223
0 Leland Rd, Becket, MA 01223
0 Leland Rd, Becket, MA 01223
ABOUT THIS HOME
Chester, MA Homes for Sale
Welcome to Leland Road! Located in perhaps the most sought after neighborhood in Becket, this 2.9 acre lightly wooded parcel is a superb building lot. Nicknamed ''Maple View'' by its owners, given the seasonal views and beautiful deciduous forest. The building site is private level area with a mature forest canopy that rises above an open forest floor. Replete with ferns, and bounded on the road by stone walls. Privately set in a quiet location, on a well-kept town road with high-end homes. To the east, the lot is a ''stone's throw'' to a spectacular early 20th century Gilded Age Berkshire cottage, known as Boulder Grange (formerly the Kushi Institute), which sits on 160 bucolic acres.

$80,000

— beds— baths— sq ft

0 Leland Rd, Becket, MA 01223

2.89 acre lot • Car-dependent

Property at Lot 18 Evergreen Rd, Otis, MA 01253

$59,000

— beds— baths— sq ft

Lot 18 Evergreen Rd, Otis, MA 01253

Property at 0 Ronald Dr, Becket, MA 01223

$14,800

— beds— baths— sq ft

0 Ronald Dr, Becket, MA 01223

Property at 55 Stoney Brk, Becket, MA 01223

$49,900

— beds— baths— sq ft

55 Stoney Brk, Becket, MA 01223

Property at 87 Stoney Brk, Becket, MA 01223

$49,900

— beds— baths— sq ft

87 Stoney Brk, Becket, MA 01223

Property at 191 Goss Hill Rd, Huntington, MA 01050

$115,000

— beds— baths— sq ft

191 Goss Hill Rd, Huntington, MA 01050

Property at LOT12 Bancroft Rd, Becket, MA 01223

$450,000

— beds— baths— sq ft

LOT12 Bancroft Rd, Becket, MA 01223

Property at lot B Ridge Rd, Worthington, MA 01098

$125,000

— beds— baths— sq ft

lot B Ridge Rd, Worthington, MA 01098

Property at 0 Stoney Brook Rd, Becket, MA 01223

$525,000

— beds— baths— sq ft

0 Stoney Brook Rd, Becket, MA 01223

Property at Lot 3A Hiawatha Hl, Becket, MA 01223

$18,000

— beds— baths— sq ft

Lot 3A Hiawatha Hl, Becket, MA 01223

Property at Lot 83 Moberg Rd, Becket, MA 01223

$18,500

— beds— baths— sq ft

Lot 83 Moberg Rd, Becket, MA 01223

Property at Lot 84 Moberg Rd, Becket, MA 01223

$18,500

— beds— baths— sq ft

Lot 84 Moberg Rd, Becket, MA 01223

Property at 0 Pickerel Close Rd, Becket, MA 01223

$19,500

— beds— baths— sq ft

0 Pickerel Close Rd, Becket, MA 01223

$19,000

— beds— baths— sq ft

Wells Rd, Becket, MA 01223

Property at 0 Castle Ln, Becket, MA 01223

$25,000

— beds— baths— sq ft

0 Castle Ln, Becket, MA 01223

Average home prices near Chester, MA

Cities

Chicopee homes for sale
$344,944
Lee homes for sale
$485,000
Blandford homes for sale
$294,400
Pittsfield homes for sale
$309,900
West Springfield Town homes for sale
$349,900
Northampton homes for sale
$629,500
Hatfield homes for sale
Westfield homes for sale
$337,450
Easthampton Town homes for sale
$639,900
Holyoke homes for sale
$304,450

Zip Codes

01050 homes for sale
$424,450
01011 homes for sale
$512,500

Chester, MA real estate trends

$270K

Sale price

-59.7%
since last year

$95

Sale $/sq ft

-65.5%
since last year

Over list price

0.2%

Days on market

Down payment

—

Total homes sold

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