377 Highland Way, Sandisfield, MA 01255 (MLS# 246747)


$467,000
377 Highland Way
Sandisfield, MA 01255
MLS# 246747
Status: Closed
4 beds  |  3 baths  |  1188 sqft


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1-Living Room_finalHR 2-Living Room_finalHR 3-Living Room_finalHR 1-Living Room 2-Living Room 3-Living Room 16-Living Room 17-Living Room 18-Staircase 19-Staircase 4-Exterior Front 5-Exterior Front 6-Exterior Front 7-Front Stairs 8-Exterior Back 9-Exterior Back 10-Back Yard 11-Back Porch 12-Back Porch 13-Front Screened Porch_finalHR 13-Front Screened Porch 14-Front Screened Porch 15-Front Screened Porch 20-Kitchen 21-Kitchen 22-Kitchen 23-Kitchen 24-Bedroom One 25-Bedroom One 26-Bathroom One 27-Second Floor Landing 28-Loft 29-Loft 30-Second Floor Primary Bedroom_finalHR 32-Second Floor Primary Bedroom_finalHR 33-Second Floor Primary Bathroom 34-Second Floor Primary Bathroom 35-Second Floor Primary Bathroom 36-Lower Level Family Room 37-Lower Level Family Room 38-Lower Level Family Room 39-Lower Level Family Room 40-Lower Level Bedroom Three 41-Lower Level Bedroom Three 42-Lower Level Bedroom Four 43-Lower Level Bedroom Four 44- Lower Level Bathroom Three 45-Lower Level Bathroom Three 46-Laundry Room OWL Lake OWL Lake 950 Club House 951 Club House 952 Pool 960 Tennis Courts 962 Tennis Courts 964 Playground 969 Lake 966 Lake PROPERTY MAP 377 HIGHLAND WAY Floor Plan 377 Highland Way

Property Description
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 2020 custom kitchen with quartz countertops—perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms

Details
Maps
Documents
Contract Information
Accessory Dwelling Unit: No
Original List Price: 550000
Limited Service: No
Agent Interest: None
Current Price: $467,000
Status: Closed
List Date: 2025-06-15
Sold Price: $467,000
Location, Tax & Legal
Assess Amt: 310500
Elem School: Farmington River
Middle School: Monument Valley Reg.
High School: Monument Mountain
Assessed Year: 2024
Taxes: 3102
Tax Year: 2024
Page: 108
Concessions: $3,000
Registry: South Registry
Street #: 377
Street Name: Highland
Street Ext: Way
State/Province: MA
Postal Code: 01255
Map Ref: 402-0-8
General Property Description
Surveillance: No
Realtor.COM Type: Residential - Single Family
Total Bathrooms: 3
Parking Spaces Type: Off Street
Sq Ft Source: Assessor
Total Rooms: 5
Total Bedrooms: 4
Year Built Source: Assessor
Yr Blt Description: Actual
Lot Size Dimensions: 43560
Lot Size SqFt: 43560
Sq Ft Liv Apx: 1188
Total Full Baths: 3
Year Built Apx: 1985
Acres Apx: 1
Remarks & Misc
Additional Disclosures: -NEW 4 BDRM SEPTIC SYSTEM INSTALLED JUNE 2025 -$4,000 reserve fund fee due from buyer at closing -NEWER MINI SPLIT HEATING AND COOLING INSTALLED -ARCHITECT DESIGNS AVAILABLE TO REPLACE SPIRAL STAIRCASE -WELL PUMP: 2020 -HOT WATER HEATER: 2020
Directions: Rt 8 to North Beech Plain Rd (see OWL sign. Right on Woodlands Way. Right on Clubhouse Rd. Left on Lake Shore Dr. to Highland Way.
Marketing/Headline: PERFECT BERKSHIRE COUNTRY RETREAT IN OTIS WOODLANDS!
Restrict Covenants
Homeowner Assoc: 1
Appliances Incl
Dishwasher: 1
Dryer: 1
Range: 1
Refrigerator: 1
Washer: 1
Basement
Crawl: 1
Interior Access: 1
Slab: 1
Unfinished: 1
Walkout: 1
Exterior Amenities
Deck: 1
Pickle Ball Court: 1
Pool - In Ground: 1
Privacy: 1
Tennis Court(s): 1
Deciduous Shade Trees: 1
Flood Hazard Area
Unk: 1
Floor
Carpet: 1
Ceramic Tile: 1
Laminate: 1
Wood: 1
Fuel
Electric: 1
Garage
None: 1
Heat/Cool/Vent
Ductless Wall Unit A/C System: 1
Electric: 1
Heat Pump: 1
Hot Water
Electric: 1
HOA / Community Fees
HOA Fee (monthly): 217
Interior Amenities
Granite Counter: 1
High Speed Wiring: 1
Interior Balcony: 1
Skylight(s): 1
Vaulted Ceilings: 1
Walk-In Closet(s): 1
Internet Service
Fiber Optic Availabl: 1
Lead Paint
N/A, built 1978 or later: 1
Lot Description
Wooded: 1
Water Features
Close to Water: 1
Lake: 1
Lake Access: 1
Lake/Pond Name: OWL Lake
Pond: 1
Pond Access: 1
Private Beach: 1
Title V
Pass: 1
Title V Date
Title V Date: 7-9-2025
Underground Oil Tank
No: 1
Water
Well: 1
Right to Farm Comm
Yes: 1
Well Detail
Drilled: 1
Sewer
Private: 1
Building Info
Exterior Color: chocolate
Easement
Unk: 1
Survey
Unk: 1
Right of Way
Unk: 1
Accessibility
1st Fl Bdrm: 1
1st Flr Full Bath: 1
Electric Type
200 Amp: 1
Energy Features
Insulated Doors: 1
Insulated Windows: 1
Views
Scenic: 1
Construction
Wood Frame: 1
Roof
Asphalt Shingles: 1
Style
Contemporary: 1
Zoning
Residential: 1
Insulation
Unknown: 1
Seller Disc
No: 1
Exterior Siding
Wood: 1
Mandatory HOA
Yes: 1
Fee Includes
Blanket Insurance: 1
Management Fees: 1
Road Maintenance: 1
Snow Removal: 1
Use of Facilities: 1
Possession
Close Of Escrow: 1
Financing
Conventional: 1
Status Change Info
Status Change Date: 2026-02-24
Under Contract Date: 2026-01-19
Contingent: No
Sold Date: 2026-02-24
Sold Price: $467,000
Property Features
Restrict Covenants: Homeowner Assoc
Title V: Pass
Underground Oil Tank: No
Water: Well
Well Detail: Drilled
Sewer: Private
Easement: Unk
Survey: Unk
Right of Way: Unk
Right to Farm Comm: Yes
Flood Hazard Area: Unk
Views: Scenic
Water Features: Close to Water; Lake; Lake Access; Pond; Pond Access; Private Beach
Lot Description: Wooded
Electric Type: 200 Amp
Style: Contemporary
Interior Amenities: Granite Counter; High Speed Wiring; Interior Balcony; Skylight(s); Vaulted Ceilings; Walk-In Closet(s)
Internet Service: Fiber Optic Availabl
Accessibility: 1st Fl Bdrm; 1st Flr Full Bath
Exterior Amenities: Deck; Pickle Ball Court; Pool - In Ground; Privacy; Tennis Court(s); Deciduous Shade Trees
Appliances Incl: Dishwasher; Dryer; Range; Refrigerator; Washer
Energy Features: Insulated Doors; Insulated Windows
Construction: Wood Frame
Exterior Siding: Wood
Roof: Asphalt Shingles
Basement: Crawl; Interior Access; Slab; Unfinished; Walkout
Floor: Carpet; Ceramic Tile; Laminate; Wood
Garage: None
Fuel: Electric
Hot Water: Electric
Insulation: Unknown
Lead Paint: N/A, built 1978 or later
Zoning: Residential
Seller Disc: No
Mandatory HOA: Yes
Fee Includes: Blanket Insurance; Management Fees; Road Maintenance; Snow Removal; Use of Facilities
Possession: Close Of Escrow
Financing: Conventional
Supplements
and a cozy family roomplenty of space for family and guests.Additional highlights include: New 4-bedroom septic system Summer 2025 3 newer mini-split units (2023) for efficient heating and cooling $4,000 reserve fund fee due from buyer at closing As part of Otis Woodlands, you'll have access to a full range of amenities: a private lake with beach and playground, heated outdoor pool, modern clubhouse lodge, fitness room, tennis and pickleball courts, and year-round community events.Conveniently located near Otis Ski Ridge, Otis Reservoir, Big Pond, local restaurants, general stores, Jacobs Pillow Dance Festival, and countless hiking trails. -architect designs available to replace spiral staircase -WELL PUMP: 2022 -HOT WATER HEATER: 2020 -MINI SPLIT AC/HEAT PUMP SYSTEM: 2023
Room Information
Room Name Level
KitchenFirst
Great RoomFirst
Bedroom 1First
Full BathroomFirst
Primary BedroomSecond
Primary BathroomSecond
LoftSecond
Bedroom 3Lower
Bedroom 4Lower
DenLower
Utility RoomLower
Full BathroomLower

Listing Office: WILLIAM PITT SOTHEBY'S - LENOX
Listing Agent: Thom Garvey

Last Updated: February - 24 - 2026

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