#246123, Emily Piacquadio, Lance Vermeulen, Listing office: LANCE VERMEULEN RE, INC
$499,000 List price
377 Highland Way Sandisfield, MA 01255
4 beds
3 full
1,188 sqft
1.0 acres
$420 / sqft
House
Property details
About 377 Highland Way
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 and a cozy family roomplenty of space for family and guests.Additional highlights include: New 4-bedroom septic system 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. OPEN HOUSE SUN JUNE 22, 11AM-1PM
Highlights
Home typeOther
HeatingElectric
StatusActive
CoolingElectric
Size1,188 sqft
BasementYes
Lot size1 Acres
Year built1985
ParkingOff Street
MLS #246747
WaterfrontWater Access, Pond, Lake Front
ViewScenic
Summary
- Full Bathrooms: 3
- Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
- Basement: Yes
- Flooring Type: Carpet, Ceramic Tile, Laminate, Wood
- Interior: Vaulted Ceiling(s), Walk-In Closet(s)
- Total Bedroom Count: 4
- Attached Garage: No
- Parking: Off Street
- Waterfront: Water Access, Pond, Lake Front
- View: Scenic
- Exterior: Deck
- Architectural Style: Contemporary
- Heating: Electric
- Cooling: Electric
- List Price: $499,000
- Price/SqFt: $420
- Annual Tax Amount: $3,102
- Tax Year: 2024
- Lot: Wooded, Waterfront
- 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.
- Year Built: 1985
- Living Area: 1,188 SqFt
- Lot Size: 1 Acres
- MLS Number: 246747
- MLS Name: BerkshireCounty
- Office Name: WILLIAM PITT SOTHEBYS - LENOX
- Office Phone: (413) 637-4402
- Office Email: smcnair@williampitt.com
- Listing Agent: Thom Garvey
Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of the Berkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/12/2025, 12:45:38 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Nov 22, 1999 | Home Sold | $115,000 |
| Oct 05, 1987 | Home Sold | $174,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $310,500 | $3,102 |
| 2023 | $282,000 | $2,986 |
| 2022 | $236,200 | $3,047 |
| 2021 | $225,200 | $3,006 |
| 2020 | $225,600 | $3,000 |
| 2018 | $213,200 | $2,833 |
| 2017 | $213,200 | $2,833 |
History based on county public records data.
Nearby schools
5
Lee Elementary School
Public District PK-6
10.9 mi
•310 Greylock St
7
Muddy Brook Regional Elementary School
Public District PK-4
12.5 mi
•318 Monument Valley Rd
3
Littleville Elementary School
Public District PK-5
12.7 mi
•4 Littleville Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $65,464. The most common annual income of people living in Sandisfield, MA is between $35k-100k. Typical family type is single, no kids. Typical level of education for residents in this area is high school diploma.
How much money do the neighbors make?
24%
<35k
53%
35k-100k
15%
100k-200k
8%
200k+
What level of education do the neighbors have?
No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
39%
Single, No Kids
5%
Single, with Kids
37%
Married, No Kids
19%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
10%
<11 yrs old
7%
12-17 yrs old
11%
18-34 yrs old
52%
35-64 yrs old
20%
65+ yrs old
What do the neighbors do for fun?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Wal-Mart
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Hardee's
What do the neighbors drive?
Cadillac
Subaru
Ram
What do the neighbors listen to?
News/Talk/Information
New Country
Classic Country
All data provided by Home Junction and Claritas
Similar homes for sale
Frequently asked questions
About 377 Highland Way
The listing price of 377 Highland Way property is $499,000.
The property 377 Highland Way is a house located in Sandisfield, Massachusetts, 01255.
Active Listing: 377 Highland Way is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 377 Highland Way are: Lee Elementary School (GreatSchools Rating 5/10), Muddy Brook Regional Elementary School (GreatSchools Rating 7/10), Littleville Elementary School (GreatSchools Rating 3/10), Monument Valley Regional Middle School (GreatSchools Rating 4/10), Gateway Regional Middle School (GreatSchools Rating 3/10), North Canaan Elementary School (GreatSchools Rating 8/10), Lee Middle/High School (GreatSchools Rating 6/10), Monument Mountain Regional High School (GreatSchools Rating 6/10), Gateway Regional High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2024 is $3,102 (source: MLS/based on county public records data).
The last sale was on November 22, 1999 for $115,000 (source: MLS/tax record).
The property at 377 Highland Way has 4 bedrooms and 3 bathrooms.
The property 377 Highland Way is 1,188 SqFt (source: MLS/tax record).
The year of construction for 377 Highland Way is 1985.
This home is located at 377 Highland Way in Sandisfield, MA and zip code 01253. This 1,188 square foot home, which was built in 1985, sits on a 1.00 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 15, 2025 and is currently priced at $499,000.
From Rocket Homes Real Estate and based on county public records data.