377 Highland Way, Sandisfield, MA 01255 (MLS# 246747)
377 Highland Way
Sandisfield, MA 01255
MLS# 246747
Status:
Closed4 beds | 3 baths | 1188 sqft
Property DescriptionWelcome 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
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
Assess Amt: 310500
Elem School: Farmington River
Middle School: Monument Valley Reg.
High School: Monument Mountain
Assessed Year: 2024
Taxes: 3102
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
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
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!
Crawl: 1
Interior Access: 1
Deck: 1
Pickle Ball Court: 1
Pool - In Ground: 1
Privacy: 1
Tennis Court(s): 1
Deciduous Shade Trees: 1
Ductless Wall Unit A/C System: 1
Electric: 1
Granite Counter: 1
High Speed Wiring: 1
Interior Balcony: 1
Skylight(s): 1
Vaulted Ceilings: 1
Walk-In Closet(s): 1
N/A, built 1978 or later: 1
Lake Access: 1
Lake/Pond Name: OWL Lake
Exterior Color: chocolate
1st Fl Bdrm: 1
1st Flr Full Bath: 1
Insulated Doors: 1
Insulated Windows: 1
Blanket Insurance: 1
Management Fees: 1
Road Maintenance: 1
Snow Removal: 1
Status Change Date: 2026-02-24
Under Contract Date: 2026-01-19
Contingent: No
Sold Date: 2026-02-24
Restrict Covenants: Homeowner Assoc
Water Features: Close to Water; Lake; Lake Access; Pond; Pond Access; Private Beach
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
Basement: Crawl; Interior Access; Slab; Unfinished; Walkout
Floor: Carpet; Ceramic Tile; Laminate; Wood
Lead Paint: N/A, built 1978 or later
Fee Includes: Blanket Insurance; Management Fees; Road Maintenance; Snow Removal; Use of Facilities
Possession: Close Of Escrow
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 Name | Level |
| Kitchen | First |
| Great Room | First |
| Bedroom 1 | First |
| Full Bathroom | First |
| Primary Bedroom | Second |
| Primary Bathroom | Second |
| Loft | Second |
| Bedroom 3 | Lower |
| Bedroom 4 | Lower |
| Den | Lower |
| Utility Room | Lower |
| Full Bathroom | Lower |
Listing Office: WILLIAM PITT SOTHEBY'S - LENOX
Listing Agent: Thom Garvey
Last Updated: February - 24 - 2026
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