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01257 Real Estate

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1786 S Undermountain Rd, Sheffield, MA01257

 House For Sale:
$395,000
Zestimate®: $503,621
Est. Mortgage: $1,810/mo
Beds:
3
Baths:
3.0
Sqft:
2,468
Lot:
43,560
Days on Zillow:
3
Built:
1950
Property type:
Single Family
Brokerage Name:
Best & Cavallaro
Property Description:
Nicely renovated, light-filled cape with mature apple trees and pastoral views in Sheffield, MA. Detached two-car garage and loft space with potential. Convenient to both CT and MA amenities.

1304 Home Rd, SHEFFIELD, MA01257

 House For Sale:
$375,000
Zestimate®: $376,476
Est. Mortgage: $1,718/mo
Beds:
3
Baths:
3.0
Sqft:
1,902
Lot:
177,289
Days on Zillow:
17
Built:
2002
Property type:
Single Family
Brokerage Name:
BARNBROOK REALTY, INC.
Property Description:
Come and view this brand new listing. A wonderful setting with a gorgeous natural stone wall that sets into the mountain. Home is in pristine condition with lots of open living space on the first floor. All bedrooms on second floor including masterbedroom

81/85 County Rd, Sheffield, MA01257

 House For Sale:
$495,000
Zestimate®: $434,818
Est. Mortgage: $2,268/mo
Beds:
3
Baths:
3.0
Sqft:
2,626
Lot:
--
Days on Zillow:
21
Built:
1927
Property type:
Single Family
Brokerage Name:
BERKSHIRE COUNTRY H...
Property Description:
Charming New England Farmhouse w/country kitchen,3 bedrooms, 2 baths, living room with stone fireplace. On 4.1 acres w/babbling Iron Work Brook on property. Second house needs TLC-3 bedrooms, 1.5 baths living room with fireplace. Five minutes from Sheffiel

119 South Main Street, Sheffield, MA01257

 For Sale by Owner:
$485,000
Zestimate®: $376,717
Est. Mortgage: $2,222/mo
Beds:
6
Baths:
3.0
Sqft:
3,200
Lot:
37,461
Days on Zillow:
23
Built:
1870
Property type:
Single Family
Brokerage Name:
Property Description:
Sheffield, Berkshire County, MA, 01257 the lot is .86 acre situated on the northbound (East) side of South Main Street (Route 7), a two lane road, a short walk to town center. Constructed in the Greek Revival style, c1870, of three stories it measures ap

1161 Home Rd, Sheffield, MA01257

 House For Sale:
$540,000
Zestimate®: $496,972
Est. Mortgage: $2,474/mo
Beds:
4
Baths:
3.0
Sqft:
2,464
Lot:
--
Days on Zillow:
34
Built:
2002
Property type:
Single Family
Brokerage Name:
SANDRA M. PRESTON R...
Property Description:
Beautiful setting, private, views, quiet! Close to Guido's and all Berkshire amenities. Brokered And Advertised By: SANDRA M. PRESTON REAL ESTATE Listing Agent: Sandra Preston

135 Fiddlehead Trl, Sheffield, MA01257

 House For Sale:
$625,000
Zestimate®: $531,250
Est. Mortgage: $2,863/mo
Beds:
3
Baths:
4.0
Sqft:
1,312
Lot:
--
Days on Zillow:
42
Built:
1972
Property type:
Single Family
Brokerage Name:
LANCE VERMEULEN RE,...
Property Description:
One level waterfront home surrounded by over 1000 State-owned Wild life acres. Private road leads from County Rd to idyllic waterfront site...a nature lovers paradise but just minutes to Great Barrington and Sheffield. Brokered And Advertised By: LANCE VER

45 East Rd, SHEFFIELD, MA01257

 House For Sale:
$999,995
Zestimate®: $916,477
Est. Mortgage: $4,581/mo
Beds:
3
Baths:
4.0
Sqft:
3,000
Lot:
246,550
Days on Zillow:
85
Built:
2006
Property type:
Single Family
Brokerage Name:
Wheeler & Taylor Re...
Property Description:
MASTERFUL CONTEMPORARY ON THE IRONWORK BROOK. 5.66 ACRES,HEATED GUNITE POOL. DESIGNED BY ARCHITECT JOHN JAMES INCORPORATING A 150 YEAR OLD TIMBER FRAME BARN.3 PLUS BEDROOMS,FIRST FL MASTER BDRM W/BATH, HIS & HER DRESSING ROOMS. SCREENED PORCH w/FIRE PLACE-

126 Main St, SHEFFIELD, MA01257

 House For Sale:
$354,000
Zestimate®: $366,336
Est. Mortgage: $1,622/mo
Beds:
6
Baths:
3.0
Sqft:
2,428
Lot:
87,120
Days on Zillow:
119
Built:
1761
Property type:
Single Family
Brokerage Name:
SANDRA M. PRESTON R...
Property Description:
null Brokered And Advertised By: SANDRA M. PRESTON REAL ESTATE Listing Agent: Sandra Preston

(undisclosed Address), Sheffield, MA01257

 House For Sale:
$1,250,000
Zestimate®: $1,062,499
Est. Mortgage: $5,727/mo
Beds:
3
Baths:
7.0
Sqft:
2,948
Lot:
690,426
Days on Zillow:
120
Built:
1989
Property type:
Single Family
Brokerage Name:
ROBINSON LEECH REAL...
Property Description:
BUILT to look historic; Wide board flooring and panelling, Antique hardware, Rumford fireplaces, private Owner's office.

59 Maple Ave, SHEFFIELD, MA01257

 House For Sale:
$549,000
Zestimate®: $506,800
Est. Mortgage: $2,515/mo
Beds:
4
Baths:
3.0
Sqft:
2,781
Lot:
21,780
Days on Zillow:
140
Built:
1770
Property type:
Single Family
Brokerage Name:
Elyse Harney Real E...
Property Description:
Beautifully Restored 1770 Colonial. Formal yet comfortable, this home is a treasure. With the best of graceful Historic features and today's preferences, this 4 BR, 2.5 BA home offers lovely sun-filled rooms, gorgeous fls, 2 fpls, a super floor-plan

29 Richard Dr, Sheffield, MA01257

 House For Sale:
$379,000
Zestimate®: $385,086
Est. Mortgage: $1,736/mo
Beds:
4
Baths:
3.0
Sqft:
1,736
Lot:
98,881
Days on Zillow:
174
Built:
1989
Property type:
Single Family
Brokerage Name:
McFarland Realty Co.
Property Description:
Attractive private setting. Easy single level living with an open floor plan & vaulted ceilings. Master bedroom features:new maple flooring, large walk-in closet & private bathroom with jet tub and shower. Dining area has glass doors to a spacious rear dec

224 Boardman St, SHEFFIELD, MA01257

 House For Sale:
$499,000
Price Cut: $50,000(Apr 12)
Zestimate®: $471,802
Est. Mortgage: $2,286/mo
Beds:
3
Baths:
3.0
Sqft:
2,284
Lot:
174,240
Days on Zillow:
220
Built:
1988
Property type:
Single Family
Brokerage Name:
LANCE VERMEULEN RE,...
Property Description:
This lovely, bright, well-built 3-4 BR home features large living-dining room w/ high ceilings, fireplace & oak floors and kitchen w/ Mexican tile floor and potbelly stove. Enjoy the beautiful fruit trees and perennial plantings around the property. Both h

135 Sycamore Ter, SHEFFIELD, MA01257

 Foreclosed
Foreclosure Est.: $340,052
Zestimate®: $618,277
Beds:
6
Baths:
4.0
Sqft:
3,676
Lot:
25,264
Days on Zillow:
280
Built:
2005
Property type:
Single Family
Property Description:
Great investment property! This terrific REO home has lots of potential; it's just waiting for your finishing touches. The Victorian-styled home has a large open front porch and attached 2-car garage. Out back, the home has a spacious screened porch with a

4 Ivy Trl, Sheffield, MA01257

 House For Sale:
$379,000
Price Cut: $19,500(Apr 26)
Zestimate®: $409,654
Est. Mortgage: $1,736/mo
Beds:
3
Baths:
3.0
Sqft:
2,760
Lot:
16,553
Days on Zillow:
325
Built:
2004
Property type:
Single Family
Brokerage Name:
BERKSHIRE PROPERTY ...
Property Description:
Recently built Berkshire Lake Estates home with deeded access to the beautiful Trout Pond. A large living room leads into an open dining room and kitchen. A screened porch off the dining room is perfect for summer meals. Elegant stairs lead up to three bed

725 Polikoff Rd, SHEFFIELD, MA01257

 House For Sale:
$299,000
Price Cut: $26,000(May 19)
Zestimate®: $344,486
Est. Mortgage: $1,370/mo
Beds:
3
Baths:
3.0
Sqft:
2,360
Lot:
150,718
Days on Zillow:
345
Built:
1992
Property type:
Single Family
Brokerage Name:
BARNBROOK REALTY, INC.
Property Description:
Completely Private On 3+ Acres. A wonderful Colonial tastefully done. Main floor has lots of room to entertain with a great flow. Kitchen with granite counters, dining room open to a 4 season sunroom with an attached screened porch and deck. First floor be

1448 S Undermountain Rd, Sheffield, MA01257

 House For Sale:
$2,595,000
Zestimate®: $2,147,541
Est. Mortgage: $11,889/mo
Beds:
6
Baths:
7.0
Sqft:
8,292
Lot:
2,022,926
Days on Zillow:
734
Built:
2000
Property type:
Single Family
Brokerage Name:
COHEN & WHITE ASSOC...
Property Description:
Located in an idyllic setting this architect-designed home is in pristine condition. This significant property combines rustic country design with modern luxuries in a private Berkshire location most convenient to New York. The dramatic main residence inte

535 Sheffield Egremont Rd, Sheffield, MA01257

 House For Sale:
$2,650,000
Zestimate®: $2,233,459
Est. Mortgage: $12,141/mo
Beds:
5
Baths:
6.0
Sqft:
5,200
Lot:
1,960,200
Days on Zillow:
790
Built:
2005
Property type:
Single Family
Brokerage Name:
STONE HOUSE PROPERT...
Property Description:
Spectacular Views! Stunning shingle-styled country estate on 45 glorious acres. Architect designed for today's living. Sprawling floor plan that incorporates views of this lovely setting. Comfortable living areas with open feel. Extensive stone walls. pool
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