Homes in ZIP Code 01255

• 

  

  

  /53

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  165 Sandisfield Rd, Sandisfield, MA 01255

  This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 392-4615

  165 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  

  /26

  $7,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  320 Lakeshore Dr, Sandisfield, MA 01253

  Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  320 Lakeshore Dr, Sandisfield, MA 01253
• 

  

  

  /27

  $15,000 Sold Sep 03, 2025

  0 Highland Way, Otis, MA 01253

  • Land
  • 1.06 Acres
  • $14,151 per Acre

  Last Sold Summary

  • 69% Below List Price
  • 665 Days On Market

  Last Listing Agent Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  0 Highland Way, Otis, MA 01253
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  /38

  Est $809,684 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft

  305 Sequena Dr, Sandisfield, MA 01255

  305 Sequena Dr, Sandisfield, MA 01255
• 

  

  

  /11

  $95,000

  • Land
  • 3.03 Acres
  • $31,353 per Acre

  314 Lakeshore Dr, Sandisfield, MA 01253

  Ideal Location Near Amenities + Peaceful, Private SettingA wonderful opportunity to own one of the largest available building lots in the desirable Otis Wood Lands community -- 2.853 acres of mostly level, wooded land offering both privacy and convenience.Perfectly situated close to the lake, clubhouse, pool, tennis and pickleball courts, and fitness center, this property provides easy access to

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  314 Lakeshore Dr, Sandisfield, MA 01253
• 

  

  /47

  $785,000 Sold Jul 30, 2025

  11 Jamie Ln, Sandisfield, MA 01255

  • 3 Beds
  • 4 Baths
  • 2,963 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 36 Days On Market

  Current Estimated Value $786,757

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  11 Jamie Ln, Sandisfield, MA 01255
• 

  

  /55

  Est $850,675 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,220 Sq Ft

  325 Lakeshore Dr, Sandisfield, MA 01255

  325 Lakeshore Dr, Sandisfield, MA 01255
• 

  

  /11

  $180,000

  • Land
  • 5.88 Acres
  • $30,602 per Acre

  314 & 316 Lakeshore Dr, Sandisfield, MA 01253

  Exceptional Privacy + Premier Location Near All Community AmenitiesAn extraordinary chance to own both of the largest building parcels ever offered in Otis Wood Lands -- nearly 6 acres of pristine, gently rolling land. Together, these adjoining lots provide an unmatched sense of space, privacy, and flexibility to create your ultimate Berkshire escape.Ideally situated close to the lake, clubhouse,

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  314 & 316 Lakeshore Dr, Sandisfield, MA 01253
• 

  

  /91

  $739,000 Sold Oct 31, 2025

  329 Lakeshore Dr, Sandisfield, MA 01255

  • 4 Beds
  • 3 Baths
  • 2,658 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 19 Days On Market

  Current Estimated Value $742,123

  Last Listing Agent Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  329 Lakeshore Dr, Sandisfield, MA 01255
• 

  

  /30

  Est $671,773 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,053 Sq Ft

  363 Deer Run, Sandisfield, MA 01255

  363 Deer Run, Sandisfield, MA 01255
• 

  

  /62

  $475,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,188 Sq Ft

  377 Highland Way, Sandisfield, MA 01255

  Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  377 Highland Way, Sandisfield, MA 01255
• 

  

  /22

  $260,000 Sold May 14, 2025

  12 Sears Rd, Sandisfield, MA 01255

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $162/SF
  • 14 Days On Market

  Current Estimated Value $290,756

  Last Listing Agent Teronda Ellis MyOwn REA

  12 Sears Rd, Sandisfield, MA 01255
• 

  

  /7

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
• 

  

  /10

  $165,000 Pending

  • Land
  • 24.98 Acres
  • $6,605 per Acre

  Lot 3 / 0 Rood Hill Rd, Sandisfield, MA 01255

  The Wooded Triangle of Rood Hill Road25 Acres of Forest SanctuaryOffered at $165,000 | 24.98 acres | Sandisfield, Massachusetts | 2,000 feet of Rood Hill Road frontage | Mature forest | Colonial stone walls | Natural elevation changeAcross from the blueberry fields lies this mature forest sanctuary held by the same family for generations, with 2,000 ft of road frontage and colonial stone walls

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 3 / 0 Rood Hill Rd, Sandisfield, MA 01255
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  /9

  $89,000 Sold Nov 21, 2025

  0 W Hubbard Rd, Sandisfield, MA 01255

  • Land
  • 25.75 Acres
  • $3,456 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 175 Days On Market

  Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

  0 W Hubbard Rd, Sandisfield, MA 01255
• 

  

  /15

  Est $92,957 Not Listed For Sale

  • 3 Beds

  Unlisted Address

  Unlisted Address
• 

  

  /13

  $165,000

  • Land
  • 13.33 Acres
  • $12,378 per Acre

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255

  Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255
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  /29

  $2,050,000 Sold Mar 14, 2025

  147 New Hartford Rd, Sandisfield, MA 01255

  • 4 Beds
  • 2.5 Baths
  • 3,547 Sq Ft
  • Built 1800

  Last Sold Summary

  • 7% Below List Price
  • $578/SF
  • 71 Days On Market

  Current Estimated Value $2,020,189

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  147 New Hartford Rd, Sandisfield, MA 01255
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  /3

  Not Listed For Sale

  0 New Hartford Rd, Sandisfield, MA 01255

  0 New Hartford Rd, Sandisfield, MA 01255
• 

  

  /45

  $789,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,893 Sq Ft

  343 Lakeshore Dr, Sandisfield, MA 01253

  Move-In Ready Cozy Lakefront Retreat with Private Peninsula in Otis WoodlandsSet along the tranquil shoreline of Otis Woodlands' private lake, this move-in ready 3-bedroom, 3-bath home sits on 1.2 acres and boasts its own small peninsula extending into the water. Offering 1,900 sq ft of thoughtfully designed living space, the open main floor features warm wood details, vaulted ceilings, and a

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  343 Lakeshore Dr, Sandisfield, MA 01253
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  /42

  $631,000 Sold Jul 24, 2025

  191 Sandisfield Rd, Sandisfield, MA 01255

  • 4 Beds
  • 2 Baths
  • 2,860 Sq Ft
  • Built 1798

  Last Sold Summary

  • 6% Above List Price
  • $221/SF
  • 10 Days On Market

  Current Estimated Value $631,658

  Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  191 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  /57

  Est $391,762 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft

  125 West St, Sandisfield, MA 01255

  125 West St, Sandisfield, MA 01255
• 

  

  /77

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,027 Sq Ft

  19 Roberts Rd, Sandisfield, MA 01255

  Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  19 Roberts Rd, Sandisfield, MA 01255
• 

  

  /62

  $415,000 Sold Sep 19, 2025

  51 West St, Sandisfield, MA 01255

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $419/SF
  • 4 Days On Market

  Current Estimated Value $406,035

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE

  51 West St, Sandisfield, MA 01255
• 

  

  /41

  Est $399,863 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  121 West St, Sandisfield, MA 01255

  121 West St, Sandisfield, MA 01255
• 

  /2

  $34,500

  • Land
  • 2.03 Acres
  • $16,995 per Acre

  0 Perry Rd, Sandisfield, MA 01253

  Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  0 Perry Rd, Sandisfield, MA 01253
• 

  

  /66

  $585,000 Sold Apr 14, 2025

  21 Sandisfield Rd, Sandisfield, MA 01255

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1985

  Last Sold Summary

  • $366/SF
  • 185 Days On Market

  Current Estimated Value $608,870

  Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  21 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  /41

  Est $281,297 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  122 Sandisfield Rd, Sandisfield, MA 01255

  122 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  /9

  $95,000

  • Land
  • 2.85 Acres
  • $33,333 per Acre

  316 Lakeshore Dr, Sandisfield, MA 01253

  Prime Location + Privacy + Fiber Internet at the StreetA rare opportunity to build your Berkshire dream home on one of the largest lots ever offered in Otis Wood Lands -- 3.029 acres of peaceful, gently rolling terrain in a premier location close to all community amenities.This property offers excellent privacy while keeping you just minutes from the lake, clubhouse, pool, tennis and pickleball

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  316 Lakeshore Dr, Sandisfield, MA 01253
• 

  

  /59

  $1,425,000 Sold Nov 25, 2025

  194 Sandisfield Rd, Sandisfield, MA 01255

  • 5 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $475/SF
  • 82 Days On Market

  Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  194 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  /41

  Est $589,875 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,321 Sq Ft

  212 Sandisfield Rd, Sandisfield, MA 01255

  212 Sandisfield Rd, Sandisfield, MA 01255
• 

  

  /22

  $125,000 Pending

  • Land
  • 5.9 Acres
  • $21,186 per Acre

  Lot 4 / 0 Rood Hill Rd, Sandisfield, MA 01255

  The Blueberry Fields of Rood Hill RoadThere are places that exist in perfect harmony with the seasons, where autumn arrives like a master colorist painting the landscape in burnished gold and russet. These 5.9 acres along Rood Hill Road represent one such place--two pristine meadows where generations of lowbush blueberries have created their own natural tapestry, framed by colonial stone walls

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 4 / 0 Rood Hill Rd, Sandisfield, MA 01255
• 

  

  /39

  $487,500 Sold Jul 25, 2025

  26 Autumn Ct, Otis, MA 01253

  • 3 Beds
  • 3 Baths
  • 1,566 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $311/SF
  • 13 Days On Market

  Current Estimated Value $493,567

  Last Listing Agent Brian Farrell STONE HOUSE PROPERTIES, LLC

  26 Autumn Ct, Otis, MA 01253
• 

  

  /62

  Est $271,213 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,373 Sq Ft

  178 New Hartford Rd, Sandisfield, MA 01255

  178 New Hartford Rd, Sandisfield, MA 01255
• 

  

  /16

  $385,000

  • Land
  • 21.3 Acres
  • $18,075 per Acre

  0 West St, Sandisfield, MA 01255

  OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond--and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest.With

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 West St, Sandisfield, MA 01255
• 

  

  /21

  $235,000 Sold Apr 07, 2025

  Unlisted Address

  • Land
  • 5.24 Acres
  • $44,847 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 91 Days On Market

  Current Estimated Value $252,065

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  Unlisted Address
• 

  

  /35

  Est $293,500 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,074 Sq Ft

  6 Roosterville Rd, Sandisfield, MA 01255

  6 Roosterville Rd, Sandisfield, MA 01255
• 

  

  /58

  $1,290,000

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  23 Rood Hill Rd, Sandisfield, MA 01255

  Watch the Video Tour: Rarest Offering in the Southern Berkshires:Discover the ultimate convergence of modern luxury and absolute solitude. Set upon a staggering 78.53-acre canvas with over 2,300 feet of road frontage, this pristine 2022 Custom Colonial Farmhouse offers a lifestyle often sought but rarely found: new construction reliability within a historic, whisper quiet landscape. Whether you

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  23 Rood Hill Rd, Sandisfield, MA 01255
• 

  

  /20

  $310,000 Sold Aug 08, 2025

  42 W Hubbard Rd, Sandisfield, MA 01255

  • 3 Beds
  • 1 Bath
  • 1,494 Sq Ft
  • Built 1780

  Last Sold Summary

  • 8% Below List Price
  • $207/SF
  • 4 Days On Market

  Current Estimated Value $319,136

  Last Listing Agent Paul Reed LANCE VERMEULEN RE, INC

  42 W Hubbard Rd, Sandisfield, MA 01255
• 

  

  /24

  Est $457,591 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  47 Rood Hill Rd, Sandisfield, MA 01255

  47 Rood Hill Rd, Sandisfield, MA 01255

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