Stockbridge MA Real Estate

old mission house stockbridge maHarsch Associates Berkshires Real Estate offers a variety of real estate in Stockbridge MA.  Browse current Stockbridge property listings below and then contact us if you are interested in scheduling a tour.  We serve the entire of the Berkshires with over 30 years of experience selling Berkshire Properties.

Stockbridge MA began as a mission. With the arrival of the railroad in the 1850s, Stockbridge MA became a popular summer resort for prominent New Yorkers and Bostonians who built what they called Berkshire Cottages. These elegant, sprawling Berkshire Stockbridge MA homes embody the best of America’s “Gilded Age.” 

Stockbridge MA Home for SaleThe grandeur of Stockbridge lives on in its pastoral beauty and exquisitely maintained historic buildings and landscapes.  To visit the Stockbridge Chamber of Commerce site and get dining and shopping information click the photo above.  Welcome Home to Harsch Associates your Berkshires Stockbridge Real Estate Home.

Stockbridge MA Must-See Sites

3 Ice Glen Rd Stockbridge MA 01262

Stockbridge, MA3 Ice Glen Rd

Price$9,500,000

Est. Mortgage: $/month

MLS Number 225549

  • Single Family
  • Address 3 Ice Glen Rd
  • Year Built 1915
  • Parking Spaces 2
  • Bedrooms 13

Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with Tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with Corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. six baths on second and third floors. SEE ADDITIONAL INFO

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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104 Interlaken Rd Stockbridge MA 01262

Stockbridge, MA104 Interlaken Rd

Price$4,000,000

Est. Mortgage: $/month

MLS Number 227644

  • Single Family
  • Address 104 Interlaken Rd
  • Year Built 1983
  • Parking Spaces 1
  • Bedrooms 5

Tranquility reigns in this stunning setting on Stockbridge Bowl, where a spectacular, modern lakefront retreat, designed by award-winning architect R.J. McDonald for himself, affords the quintessential Berkshire lifestyle, replete with unparalleled lake access and stunning views. On 4.92 acres encompassing lawns, woods and stream, on land once part of the Astor estate, its roofed terrace and lakefront patio are a mere 30-50' from the shoreline. Framing ever changing lake vistas, floor-to-ceiling windows grace major rooms, while a first-floor open plan, five bedrooms, two fireplaces, and high quality details embody the finest design and construction. The large dock invites one to canoe, kayak, swim, or fish, and offers an ideal spot to watch Tanglewood's July and August fireworks. Perfect!

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82 Interlaken Rd Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 221640

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 483,952
  • Waterfront 1

Rare opportunity: 11 Acres on the beautiful Stockbridge Bowl. Over 400 feet of pristine lake frontage across the ''belly'' of the Bowl. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for possible rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82 Interlaken Rd Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 222056

  • Single Family
  • Address 82 Interlaken Rd
  • Year Built 1959
  • Bedrooms 3
  • Bathroom 2

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the Bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82b Interlaken Rd Stockbridge MA 01262

Stockbridge, MA82b Interlaken Rd

Price$2,400,000

Est. Mortgage: $/month

MLS Number 222057

  • Single Family
  • Address 82b Interlaken Rd
  • Year Built 1959
  • Bedrooms 4
  • Bathroom 4

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Prospect Hill Rd Stockbridge MA 01262

Stockbridge, MA21 Prospect Hill Rd

Price$2,250,000

Est. Mortgage: $/month

MLS Number 222499

  • Single Family
  • Address 21 Prospect Hill Rd
  • Year Built 1775
  • Bedrooms 5
  • Bathroom 6

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Stone Hill Rd Stockbridge MA 01262

Stockbridge, MA8 Stone Hill Rd

Price$2,240,000

Est. Mortgage: $/month

MLS Number 220955

  • Single Family
  • Address 8 Stone Hill Rd
  • Year Built 1997
  • Bedrooms 5
  • Bathroom 7

Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all minutes from Tanglewood. Three levels of thoughtful living spaces with soaring two level Great Room open to informal dining and gourmet kitchen make the perfect gathering space around the fireplace on cool fall days while taking in the view from the walls of glass. Wander out to the extensive decking on those warm fall days that overlook the heated pool and look forward to making memories of Berkshire summers. The master bedroom, with "His & Her" baths, are on the main level; guests have their own floor. Lower level family room with fireplace and galley kitchen with bar make this wonderful family space most convenient for exercising,

Courtesy of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Prospect Hill Rd Stockbridge MA 01262

Stockbridge, MA22 Prospect Hill Rd

Price$1,899,900

Est. Mortgage: $/month

MLS Number 226022

  • Single Family
  • Address 22 Prospect Hill Rd
  • Year Built 1952
  • Bedrooms 6
  • Bathroom 5

This FULLY RENOVATED Entertainer's Dream Home offers Quality, Beauty & Location. Boosting Large Inviting rooms throughout, Country Views, Sweeping lawns, 5 fireplaces & a Lovely flagstone Foyer. 1200 sq ft Master Suite Wing All redone with private Entry & Tiled Bath. Host friends & family in your Huge kitchen with High end appliances accessing Front & Rear Veranda's. Mostly Dark Hardwood Floors! Custom Marble baths highlight some of the Nice renovations. Two 1st floor Large bedrooms each with en- Suite Marble tiled baths, Walk-in closets & Wood fireplaces. Relax in the cozy Library with exterior access to the covered Patio. New windows & doors featuring the 11 ft. Bay window in magnificent Gathering room. Upgrades also include Two New HVAC systems, New Septic system, New Well & Electrical.

Courtesy of ROYAL PROPERTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Main St Stockbridge MA 01262

Stockbridge, MA44 Main St

Price$1,795,000

Est. Mortgage: $/month

MLS Number 228073

  • Single Family
  • Address 44 Main St
  • Year Built 1870
  • Bedrooms 3
  • Bathroom 2

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential / Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Main St Stockbridge MA 01262

MLS Number 228072

  • Commercial
  • Co Listing Office Id 110139
  • Village Berkshire - South
  • Year Built 1870
  • Square Feet 8,770

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential/Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.

Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82C&D Interlaken Rd Stockbridge MA 01262

Stockbridge, MA82C&D Interlaken Rd

Price$1,750,000

Est. Mortgage: $/month

MLS Number 221642

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Acreage 6
  • Square Feet 211,702

RARE BUILDING LOT ON THE BEAUTIFUL STOCKBRIDGE BOWL: Beautiful open water frontage with views across the deep section of the Bowl. Very special parcel. Building site perched above the lake to build your dream lake front home. There could be two homes on this site. Swimming, canoeing, boating, fishing from your waterfront. Very few parcels such as this will ever be available. Watch the Josh Billings from your own home. See concept schematics with the photos which are site specific for this lovely parcel. Over 100 feet of water frontage. More land available. Could be a lovely family compound.

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Glendale And Butler Rd Stockbridge MA 01262

Stockbridge, MAGlendale And Butler Rd

Price$1,750,000

Est. Mortgage: $/month

MLS Number 221926

  • Land
  • Co Listing Office Name LANDVEST, INC.
  • Co Listing Office Id 443
  • High School Monument Mountain
  • Village Berkshire - South

Longfellow's Oxbow consists of 45 acres within walking distance of the center of Stockbridge. This large undeveloped parcel offers Views, Privacy, Open Space and a mile of River Frontage. Ideal for a premiere home or homes with vast open maintained hayfields, and views to Naumkeag, the back meadows of Norman Rockwell Museum and overlooking the Stockbridge Golf Club. Once used as a polo field, there is a run-in shed for horses. Longfellow's Oxbow is named after the poet Henry Wadsworth Longfellow , who once owned the land.With high conservation potential, it is possible to both build and conserve in this highly desired Stockbridge location.

Courtesy of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Stone Hill Rd Stockbridge MA 01262

Stockbridge, MA5 Stone Hill Rd

Price$1,350,000

Est. Mortgage: $/month

MLS Number 224975

  • Single Family
  • Address 5 Stone Hill Rd
  • Year Built 2001
  • Parking Spaces 2
  • Bedrooms 5

Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort house'' you are immediately drawn to the panoramic view of the Berkshire Hills. The main level living with an expansive open floor plan, dramatic cathedral ceiling w/exposed beams & fp in Great Room flow beautifully to the dining/kitchen; all w/direct access to the spacious screened porch & stone patio making this a perfect home for entertaining. Separate wing for the MB en suite offers complete privacy from the guest BR's en suite. Site specific architecture of this home has captured the skyline of the Berkshires & offers the owner the opportunity to live in the moment from every vantage point in this special home minutes from Tanglewood!!

Courtesy of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Ice Glen Rd Stockbridge MA 01262

Stockbridge, MA14 Ice Glen Rd

Price$1,300,000

Est. Mortgage: $/month

MLS Number 229326

  • Single Family
  • Address 14 Ice Glen Rd
  • Year Built 1978
  • Parking Spaces 2
  • Bedrooms 5

POST & BEAM CONTEMPORARY with stunning southwesterly views on nearly 15 acres on one of the premier roads in Berkshire County. Large windows allow for lots of natural light and views of distant mountains. The first floor has a living room with a vaulted ceiling, exposed beams, and a wood-burning fireplace. The kitchen is open to a dining area which has glass doors leading to a large deck. Master bedroom with views on three sides, sitting room, and master bath. Screened porch. Half bath with laundry. Family room. Guest bedroom. Upstairs is a loft area, and two bedrooms which share a full bath. An attached one bedroom guest cottage has a full bath and kitchenette. Heated in-ground pool to enjoy in summer. Two-car garage. Antique barn in need of restoration. Hiking trails just up the road.

Courtesy of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Glendale Rd Stockbridge MA 01262

Stockbridge, MA37 Glendale Rd

Price$1,195,000

Est. Mortgage: $/month

MLS Number 227762

  • Single Family
  • Address 37 Glendale Rd
  • Year Built 2003
  • Parking Spaces 2
  • Bedrooms 4

Set on a subdividable 25 acre parcel this beautiful Mike Shiels built home bathed in sunlight and absolutely private. Tasteful finishes and a great floorpan - one floor living for one or two people with the remaining bedrooms (each with private bath) on the lower lever. Large guest suite is substantially separate from the rest of the house. Large kitchen opens to the deck. There are 6-7 potential lots total with this parcel.

Courtesy of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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47 Main St Stockbridge MA 01262

Stockbridge, MA47 Main St

Price$1,170,000

Est. Mortgage: $/month

MLS Number 228608

  • Single Family
  • Address 47 Main St
  • Year Built 1860
  • Bedrooms 7
  • Bathroom 7

Rated #2 in the country in 2018 and #16 in the world, Seasons on Main is a nationally recognized top rated 1862 Greek revival B&B in the center of Stockbridge and has been lovingly restored to its original grandeur and maintained with the utmost care.This is your opportunity to own a turnkey business with a proven record of success, or to have as your own exquisite homestead.

Courtesy of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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47 Main St Stockbridge MA 01262

MLS Number 228609

  • Commercial
  • Co Listing Office Id 249
  • Village Berkshire - South
  • Year Built 1860
  • Square Feet 4,977

Rated #2 in the country in 2018 and #16 in the world, Seasons on Main is a nationally recognized top rated 1862 Greek revival B&B in the center of Stockbridge and has been lovingly restored to its original grandeur and maintained with the utmost care.This is your opportunity to own a turnkey business with a proven record of success, or to have as your own exquisite homestead.

Courtesy of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Main St Stockbridge MA 01262

Stockbridge, MA49 Main St

Price$1,149,000

Est. Mortgage: $/month

MLS Number 227978

  • Single Family
  • Address 49 Main St
  • Year Built 1890
  • Parking Spaces 3
  • Bedrooms 6

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing 3 fully rented apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.

Courtesy of HELEN MULLANY REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Main St Stockbridge MA 01262

Stockbridge, MA49 Main St

Price$1,149,000

Est. Mortgage: $/month

MLS Number 228624

  • Multi-Family
  • Address 49 Main St
  • Village Berkshire - South
  • Acreage 1
  • Bedrooms 4

A gracious Main Street property with four rental apartments, a main house with four bedrooms, double parlors, country kitchen, two full baths, a wonderful screened porch and a three bay garage. The yard has nice out door spaces for the residents, and all a short walk to everything the town offers. Perfect for an investor owner occupier.

Courtesy of HELEN MULLANY REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Ice Glen Rd Stockbridge MA 01262

Stockbridge, MA28 Ice Glen Rd

Price$949,000

Est. Mortgage: $/month

Pending

MLS Number 226968

  • Single Family
  • Address 28 Ice Glen Rd
  • Year Built 1997
  • Bedrooms 3
  • Bathroom 4

Big Views, Privately Sited, and Dramatic Sunsets. It's easy to enjoy the beautiful approach on scenic Ice Glen Road to this nicely maintained home. The floor plan is open and comfortable and allows for one level living and most rooms enjoy the spectacular western views. Gourmet kitchen with high end appliances, including a Wolf cooktop and Bosch oven and dishwasher. Spacious living/dining with gas fireplace and sliding doors to the deck which overlooks the swimming pool and landscaped grounds and takes in the big views. A lovely, spacious solarium, which also opens to the deck is a wonderful room to enjoy all seasons. The lower level is finished with 2 bedrooms, yoga/exercise room/kitchenette and an easy walk out to the grounds. Great location, mid-way between Great Barrington and Lenox!

Courtesy of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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