Sandisfield Real Estate

The largest town, by square miles, in the Berkshires is also home to only 800 residents year-round. Adorned with spectacular landscapes, numerous old farm houses, and large parcels that are State owned or under conservation restriction, Sandisfield has become a haven for second home owners, as the population increases to 2,500 during the summer months.  Home to the Sandisfield State Forest, the Farmington and Clam Rivers, Upper Spectacle Pond, West Lake and Yanner Park, Sandisfield is a destination for those seeking not only serenity but also abundant outdoor recreational activities.

Search new real estate in the Berkshire town of Sandisfield, MA. Discover a variety of curent listings, including stunning luxury homes, lakefront properties, and many more. Love what you see? Register with us to save your favorites, and receive updates when similar properties are listed. Contact us today to see any home below!

14 Sullivan Road Sandisfield MA 01255

Sandisfield, MA14 Sullivan Road

Price$4,999,999

Est. Mortgage: $/month

MLS Number 242546

  • Residential
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 3,000
  • Acreage 321

Atwater pond is a remarkable 321-acre waterfront retreat in southern berkshire county. An immaculately renovated mid-century house and 1920's guest cottage sit on the edge of a 32-acre, spring-fed pond, surrounded by hundreds of acres of pristine forest. Year-round recreational opportunities abound and a 4+ mile trail system winds through the property. Additional features include multiple docks, historic boathouse, deep water swimming hole, paddock with run-in shed, truly the best of both worlds, the property is supremely private, yet conveniently located to take full advantage of everything the berkshires offer. Boston and new york city can be reached in 2.5 hours or less, bradley international airport is only 45 min away. Offered turnkey.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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147 New Hartford Road Sandisfield MA 01255

Sandisfield, MA147 New Hartford Road

Price$2,200,000

Est. Mortgage: $/month

Pending

MLS Number 244634

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,547
  • Acreage 23

This quintessential country property is what everyone wants. Located in the southern berkshires close to the towns of great barrington, new marlborough and southfield and norfolk, ct. This sleek historic and beautifully restored home is conveniently located for skiing, hiking, arts and culture, restaurants and all other berkshire offerings. This home is beautifully restored and includes a stunning 'party ' barn, and separate garage/storage shed. The house glows, filled with light and sun. A large living room with fireplace and several seating areas has views to fields and flowers. A cook's kitchen with a counter-height fireplace looks out onto a stone patio with fire pit. The library, tv/ media room and powder room complete the 1st floor.Four.Bedrooms, 2.5 baths. Restored barn.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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71 East Hubbard Road Sandisfield MA 01255

Sandisfield, MA71 East Hubbard Road

Price$1,195,000

Est. Mortgage: $/month

MLS Number 244494

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 3,320
  • Acreage 13.05

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The great room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the buck river.

Listed by Vashti Poor and Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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308 Hidden Lane Sandisfield MA 01255

Sandisfield, MA308 Hidden Lane

Price$599,000

Est. Mortgage: $/month

MLS Number 243240

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,032
  • Acreage 1

Gorgeous stream front location. Well maintained 3-4br/3b home in popular otis wood lands offering a private lake, pool, tennis & pickleball courts, clubhouse & fitness center. Very private setting overlooking a beautiful rushing stream (building with a view like this is not possible today), yet a short walk to all club amenities. Remodeled kitchen, ac, updated bath, many newer windows, over-size 2 car garage, hot tub room, fiber optic. Near tanglewood, jacobs pillow & most other berkshire destinations, yet only 2 3/4 hrs to nyc

Listed by Jeff Wilkinson of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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 Sandisfield Road Sandisfield MA 01255

Sandisfield, MA21 Sandisfield Road

Price$585,000

Est. Mortgage: $/month

MLS Number 245468

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,600
  • Acreage 4.14

Discover the perfect blend of contemporary style and natural beauty in this newly renovated riverfront home. With 1,600 square feet of living space, this residence features three bedrooms and two brand-new bathrooms.The hip, newly renovated kitchen is a true design statement and now opens to the great room, with its high ceilings and large windows that fill the space with natural light. The kitchen's classic retro appliances, including a 24'' gas range with convection oven and an energy-efficient refrigerator with led lighting, add a touch of iconic nostalgia with modern functionality. White quartz countertops complete the sleek look.(see supplement for more details.)this riverfront retreat reimagines modern living with style and serenity.

Listed by Chapin Fish and Jared Kelly of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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377 Highland Way Sandisfield MA 01255

Sandisfield, MA377 Highland Way

Price$550,000

Est. Mortgage: $/month

MLS Number 243039

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,100
  • Acreage 1

Cozy 4 bedroom 3 bath contemporary in otis wood lands community. Living room with wood stove & vaulted ceiling, 2020 kitchen with custom cabinets & quartz countertop, 1st floor bedroom with connected bath. Upstairs is the primary suite with skylights, bathroom, & loft area. Lower level with 2 bedrooms, bathroom, den, & utility area with washer/dryer. Deck & expansive, wrap-around screened-in porch to enjoy the lovely berkshire evenings. Three new mini splits (2023). Community amenities include outdoor pool, lodge, tennis/pickleball courts, fitness room, playground, lake and beach area. Please note this home has a spiral staircase. $4,000 reserve fund fee due from buyer at closing. Wood stove disconnected prior to closing. Title 5 failed - seller installing new system.

Listed by Emily Piacquadio and Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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96 New Hartford Road Sandisfield MA 01255

Sandisfield, MA96 New Hartford Road

Price$474,900

Est. Mortgage: $/month

MLS Number 244577

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,260
  • Acreage 3.88

Welcome to this charming cape cod home nestled on 3.8 acres of serene, wooded land. This spacious residence features four bedrooms, an exercise room and two bathrooms, perfect for accommodating a large family or guests. The front door is wheelchair accessible, ensuring ease of entry for all. The primary bathroom boasts a luxurious whirlpool tub, ideal for relaxation. Additional highlights include a walkout basement, offering potential for additional living space or storage. Enjoy the convenience of high-speed internet provided by spectrum, ensuring you stay connected while embracing the tranquility and privacy of this unique property, a true gem in a picturesque setting.

Listed by Jackie Harrington of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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122 Sandisfield Road Sandisfield MA 01255

Sandisfield, MA122 Sandisfield Road

Price$289,000

Est. Mortgage: $/month

Pending

MLS Number 243256

  • MultiFamily
  • Acreage 0.24
  • Year Built 1850
  • Parking Spaces 4

Great owner occupied opportunity- as one apartment is vacant or add to your portfolio and rent all 3 apartments.This well maintained property offers a beautiful setting and many updates such as a new septic system 2012, blown in insulation 2013, new vinyl siding and windows 2020, new water filter system 2019, new water heaters from 2019-2021 and blown in insulation 2013 to name a few. 3 car detached garage!!!!! 48hour notice with all appointments.

Listed by Paul Zingarelli of BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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3 Dodd Road Sandisfield MA 01255

Sandisfield, MA3 Dodd Road

Price$289,000

Est. Mortgage: $/month

MLS Number 245277

  • Residential
  • Square Feet 864
  • Acreage 5.24

One-of-a-kind opportunity in the heart of the berkshires! Welcome to the barn - built and raised in 2017 by talented alumni of the heartwood school. Inspired by the age-old traditions of fine craftsmanship and hard work, this 864 sq ft barn is timber frame, mortise and tenon with english tying joints. Built timber by timber from its land, joined peg by peg, and finished by rough- sawn pine siding and hand cut nails. The barn sits on poured foundation. Modern convenience of 200a electric service, drilled well, a custom fieldstone and granite gardening shed and gated entry to your five-acre oasis. Use as a creative space for workshop, studio, gathering or convert to living quarters. Endless creative possibilities!

Listed by Pamela Roberts of ROBERTS & ASSOC. REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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3 Dodd Road Sandisfield MA 01255

Sandisfield, MA3 Dodd Road

Price$289,000

Est. Mortgage: $/month

MLS Number 245283

  • Land
  • Acreage 5.24

One-of-a-kind opportunity in the heart of the berkshires.! Over five acres of land partially improved with a gated entry, drilled well, 864 square foot timber frame barn and custom-built fieldstone and granite gardening shed. Work with the existing barn to convert to a weekend getaway or build your own home and multi-purpose the barn.

Listed by Pamela Roberts of ROBERTS & ASSOC. REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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0 Jamie Lane Sandisfield MA 01255

Sandisfield, MA0 Jamie Lane

Price$159,000

Est. Mortgage: $/month

MLS Number 243283

  • Land
  • Acreage 3.22

Discover the perfect blend of tranquility and convenience with this exceptional cleared building lot in a picturesque country setting. Boasting seasonal views and situated within a peaceful association of beautiful homes, this property is an ideal getaway spot for your dream country home.With a drilled well and a leach field for a 3-bedroom septic system installed within the last three years, you can build with confidence knowing the essential infrastructure is already in place. Stay connected with high-speed internet available through fiber optics, ensuring modern convenience in your serene retreat.Just a 20-minute drive from the vibrant town of great barrington, you'll have easy access to shopping, dining, & cultural attractions while enjoying the peace and quiet of the countryside.

Listed by Christian G Deckert of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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0 Jamie Lane Sandisfield MA 01255

Sandisfield, MA0 Jamie Lane

Price$45,000

Est. Mortgage: $/month

MLS Number 238199

  • Land
  • Acreage 9

9 acre parcel in area of fine homes on jamie lane. Nicely wooded site with a couple of more level areas for building towards the middle of the lot. High speed internet in the area. 4 miles to otis ski ridge for skiing, 9 miles to otis reservoir & ski butternut. Just 10 miles to lee and exit 2 on the turnpike & 12 miles to great barrington. Great price!

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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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Based on information submitted to BCMLS  as of February 8, 2025 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.