Set on 10 private acres, this 3-bedroom, 2.5-bath Colonial offers comfort, privacy, and modern living. A welcoming entry, large windows, and an attached 3-car garage make a strong first impression. Inside, the open layout is perfect for entertaining or daily living. The kitchen features granite counters, stainless steel appliances, a center island, and plenty of storage, opening to the great room with vaulted ceilings, dramatic windows, and a cozy fireplace. The primary suite includes a walk-in closet and spa-like bath with a soaking tub beneath an arched window. Upstairs are two bedrooms and a full bath, while a half bath serves the main level. Extras include hardwood floors, solar panels, a spacious back deck, and a large unfinished bonus room above the garage with endless potential.
Sold for $685,000
$685,000
155 High Street Hill Rd, Windsor, MA 01270
3beds
2,572sqft
Single Family Residence
Built in 2003
10.06 Acres Lot
$698,300 Zestimate®
$266/sqft
$4,413 Estimated rent
Home value
$698,300
$615,000 - $796,000
$4,413/mo
Zestimate® history
Owner options
List your home for rent
$4,413/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$4,413/mo
Rent Zestimate®
Refinance and save
$4,494/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,494/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Cozy fireplaceSpa-like bathSpacious back deckOpen layoutHardwood floorsStainless steel appliancesCenter island
Zillow last checked:
Listing updated:
Listed by:
Jesse Dimitropolis 413-652-2802,
RE/MAX COMPASS
Bought with:
Laiken Rapisarda, 9566944
LAMACCHIA REALTY, INC
Source: BCMLS,MLS#: 247455
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: Second
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Primary bathroom
- Level: Second
Half bathroom
- Level: First
Full bathroom
- Level: Second
Den
- Level: First
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Living room
- Level: First
Heating
- Propane, Electric, Boiler, Hot Water, Fireplace(s)
Appliances
- Included: Built-In Electric Oven, Cooktop, Dishwasher, Dryer, Range Hood, Refrigerator, Washer
Features
- Cathedral Ceiling(s), Granite Counters, Interior Balcony, Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Laminate, Wood
- Basement: Full,Concrete
- Has fireplace: Yes
Interior area
- Total structure area: 2,572
- Total interior livable area: 2,572 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garaged & Off-Street
- Attached garage spaces: 3
- Details: Garaged & Off-Street
Features
- Patio & porch: Porch, Deck
- Has spa: Yes
- Spa features: Indoor Hot Tub, Hot Tub Outdoor
- Has view: Yes
- View description: Distant
Lot
- Size: 10.06 Acres
- Dimensions: 404 x 1037
Details
- Parcel number: WIND M:014.0 B:0000 L:0119.0
- Zoning description: Residential
- Other equipment: Backup Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 2003
Utilities & green energy
- Electric: 200 Amp, Circuit Breakers
- Sewer: Private Sewer
- Water: Well
- Utilities for property: Fiber Optic Availabl
Green energy
- Energy generation: Solar Panels Rented
Community & HOA
Location
- Region: Windsor
Financial & listing details
- Price per square foot: $266/sqft
- Tax assessed value: $518,700
- Annual tax amount: $5,882
- Date on market: 8/20/2025
Price history
| Date | Event | Price |
|---|---|---|
| 10/30/2025 | Sold | $685,000+0.8%$266/sqft |
Source:  BCMLS #247455 Report a problem | ||
| 8/27/2025 | Pending sale | $679,900$264/sqft |
Source: BCMLS #247455 Report a problem | ||
| 8/20/2025 | Listed for sale | $679,900+65.8%$264/sqft |
Source: BCMLS #247455 Report a problem | ||
| 7/3/2020 | Sold | $410,000-3.5%$159/sqft |
Source: BCMLS #230481 Report a problem | ||
| 6/27/2020 | Pending sale | $425,000$165/sqft |
Source: REALTY STREET, LLC #230481 Report a problem | ||
| 6/8/2020 | Price change | $425,000-3.4%$165/sqft |
Source: REALTY STREET, LLC #230481 Report a problem | ||
| 5/28/2020 | Price change | $439,900-2%$171/sqft |
Source: REALTY STREET, LLC #230481 Report a problem | ||
| 5/7/2020 | Listed for sale | $449,000+2275.7%$175/sqft |
Source: REALTY STREET, LLC #230481 Report a problem | ||
| 4/30/2002 | Sold | $18,900-28.7%$7/sqft |
Source: Public Record Report a problem | ||
| 1/15/2002 | Sold | $26,500$10/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,882 +2.5% | $518,700 +4.3% |
| 2024 | $5,737 +3.8% | $497,100 +17.9% |
| 2023 | $5,528 -0.1% | $421,700 +0.2% |
| 2022 | $5,536 +13.2% | $421,000 +12.4% |
| 2021 | $4,889 +0.8% | $374,600 +8.8% |
| 2020 | $4,849 +1.4% | $344,400 -4.2% |
| 2019 | $4,784 +3.1% | $359,400 +4.2% |
| 2018 | $4,642 +8.2% | $344,900 +9.2% |
| 2017 | $4,289 +0% | $315,800 -1.4% |
| 2016 | $4,287 -1.9% | $320,200 -2.5% |
| 2015 | $4,371 +1.6% | $328,400 +0.4% |
| 2014 | $4,303 +0.6% | $327,000 -3.8% |
| 2013 | $4,278 +3.3% | $339,800 -4.7% |
| 2012 | $4,141 -2.1% | $356,400 +8.7% |
| 2011 | $4,229 +5.4% | $327,800 -9.1% |
| 2010 | $4,012 -1.2% | $360,800 -7.2% |
| 2009 | $4,059 +4.6% | $388,800 +7% |
| 2008 | $3,879 -8% | $363,200 +11.1% |
| 2007 | $4,218 +11.3% | $327,000 +10.4% |
| 2006 | $3,791 +80.4% | $296,200 +102.7% |
| 2005 | $2,101 | $146,100 |
Find assessor info on the county website
Neighborhood: 01270
Nearby homes
- $522,3005 bd2 ba2.3k sqft275 High Street Hill Rd, Windsor, MA 01270Off Market
- $749,9005 bd4 ba3.7k sqft255 High Street Hill Rd, Windsor, MA 01270For Sale
- $471,4003 bd2 ba2.1k sqft309 High Street Hill Rd, Windsor, MA 01270Off Market
- $519,2003 bd2 ba1.7k sqft235 High Street Hill Rd, Windsor, MA 01270Off Market
- $506,9003 bd2 ba2.6k sqft235 High St Hill Rd, Windsor, MA 01270Off Market
- $391,8003 bd2 ba1.2k sqft215 High Street Hill Rd, Windsor, MA 01270Off Market
- $512,3003 bd2 ba1.5k sqft300 High Street Hill Rd, Windsor, MA 01270Off Market
- $481,9002 bd3 ba2.6k sqft376 High Street Hill Rd, Windsor, MA 01270Off Market
Nearby schools
GreatSchools rating
- 7/10Craneville Elementary SchoolGrades: K-5Distance: 9 mi
- 7/10Nessacus Regional Middle SchoolGrades: 6-8Distance: 7.2 mi
- 6/10Wahconah Regional High SchoolGrades: 9-12Distance: 7.1 mi
Schools provided by the listing agent
- Elementary: Berkshire Trail
- Middle: Nessacus Regional
- High: Wahconah Regional
Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$698,300
2% more
+$13,966
With Zillow Showcase(estimated)
$712,266
- Massachusetts
- Berkshire County
- Windsor
- 01270
- 155 High Street Hill Rd
Nearby cities
Nearby zip codes
Other Windsor Topics
