$365,000
PENDING

449 High St Hill Rd Windsor, MA 01270

Estimated payment $2,250/month

Total Views 3,955
3 Beds
1.5 Baths
2,066 Sq Ft
$177 Price per Sq Ft

Highlights

  • 108,900 Sq Ft lot
  • 1 Car Attached Garage
  • Ceramic Tile Flooring
  • Fireplace
  • Laundry Room
  • Hot Water Heating System

About This Home

Welcome to Windsor! This split level home is updated and renovated and waiting for its new people! 3 bedrooms and a full bath are on the upper level. The main level boasts living room with stone fireplace, Dining room with slider to the back yard and kitchen with white cabinets! Lower level has a half bath and laundry room combo - a large storage closet or pantry - and a nice sized room for TV or office! Lower level goes to attached one car garage and to the basement. This home had a new roof and new exterior paint 5 years ago, along with a new furnace, new oil tank and new water heater! Main floor and rec room freshly painted! Nice sized back yard surrounded by trees for privacy and a short path leads to open meadow. Schools are Central Berkshire Regional School District.

Listing Agent

Kolleen Schmitt

KELLER WILLIAMS REALTY License #9508631 Listed on: 04/30/2026

KELLER WILLIAMS REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,281

Year Built

  • 1974

Lot Details

  • 2.5 Acre Lot
  • Privacy

Home Design

  • Split Level Home
  • Wood Frame Construction
  • Asphalt Shingled Roof
  • Wood Siding

Interior Spaces

  • 2,066 Sq Ft Home
  • Fireplace
  • Ceramic Tile Flooring

Kitchen

  • Range
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Parking

  • 1 Car Attached Garage
  • Automatic Garage Door Opener
  • Off-Street Parking

Schools

  • Nessacus Regional Middle School
  • Wahconah Regional High School

Utilities

  • Hot Water Heating System
  • Heating System Uses Oil
  • Private Water Source
  • Oil Water Heater
  • Private Sewer
  • Fiber Optics Available

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,281

Year Built

1974

Lot Details

2.5 Acres

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Split Level
  • Construction: Wood Frame
  • Directions: Berkshire Trail/Route 9 to Old Route 9. If coming from the east turn left onto High Hill. If coming from Pittsfield, right on High St Hill. First house on the right. Sign
  • Marketing Headline: Split level in Bucolic Windsor Massachusetts
  • Year Built Description: Renovated Since
  • Right Of Way: Unk
  • Special Features: UnderContract
  • Property Sub Type: Detached
  • Year Built: 1974

Interior Features

  • Appliances Included: Dishwasher, Washer, Refrigerator, Range, Dryer
  • Total Bedrooms: 3
  • Total Bathrooms: 2.00
  • Total Full Baths: 1
  • Total Half Baths: 1
  • Basement: Full, Interior Access, Concrete Floor
  • Floor: Ceramic Tile
  • Floor Other: LVP
  • Sq Ft Liv Apx: 2066.00

Exterior Features

  • Exterior Amenities: Privacy
  • Roof: Asphalt Shingles
  • Exterior Siding: Wood

Garage/Parking

  • Garage Stalls: 1
  • Parking Spaces: 6.00
  • Parking Spaces Type: Garaged & Off-Street
  • Garage: Attached, Auto Opener

Utilities

  • Electric Type: 200 Amp
  • Fuel: Oil
  • Hot Water: Oil
  • Internet Service: Fiber Optic Availabl
  • Sewer: Private
  • Underground Oil Tank: Unk
  • Water: Private
  • Flood Hazard Area: Unk
  • Heat Cool Vent: Hot Water

Lot Info

  • Estimated Acres: 2.50
  • Total Assessed Value: 289300.00
  • Assessed Year: 2025.00
  • Lot Size Sq Ft: 108900.00
  • Map Ref: WIND M:014.0 B:0000 L:0032.0
  • Right To Farm Comm: Yes
  • Zoning: Residential
  • Lot Dimensions: XX
  • Easement: Unk
  • Survey: No

Tax Info

  • Taxes: 3281.00
  • Tax Year: 2025

MLS Schools

  • Elementary School: Other
  • High School: Wahconah Regional
  • Middle School: Nessacus Regional

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $3,281 $289,300 $29,800 $259,500
2024 $3,229 $279,800 $35,000 $244,800
2023 $3,094 $236,000 $34,400 $201,600
2022 $3,096 $235,400 $33,800 $201,600
2021 $2,641 $202,400 $32,800 $169,600
2020 $2,216 $157,400 $31,600 $125,800
2019 $2,176 $163,500 $31,600 $131,900
2018 $2,018 $149,900 $32,800 $117,100
2017 $1,892 $139,300 $35,200 $104,100
2016 $1,931 $144,200 $40,100 $104,100
2015 $2,056 $154,500 $47,400 $107,100
2014 $2,065 $156,900 $49,800 $107,100
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/10/2026 05/10/26 Pending -- -- --
05/06/2026 05/06/26 For Sale $365,000 +37.7% $177 / Sq Ft
03/05/2021 03/05/21 Sold $265,000 +10.5% $220 / Sq Ft View Prior Sale
01/22/2021 01/22/21 Pending -- -- --
01/18/2021 01/18/21 For Sale $239,900 0.0% $200 / Sq Ft
12/13/2020 12/13/20 Pending -- -- --
12/10/2020 12/10/20 For Sale $239,900 0.0% $200 / Sq Ft
09/16/2020 09/16/20 Pending -- -- --
09/11/2020 09/11/20 For Sale $239,900 +242.7% $200 / Sq Ft
06/01/2020 06/01/20 Sold $70,000 -29.9% $58 / Sq Ft View Prior Sale
03/14/2020 03/14/20 Pending -- -- --
03/11/2020 03/11/20 Price Changed $99,900 -16.7% $83 / Sq Ft
10/17/2019 10/17/19 For Sale $119,900 -- $100 / Sq Ft
Source: Berkshire County Board of REALTORS®

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Quit Claim Deed $265,000 None Available
Not Resolvable $70,000 None Available
Foreclosure Deed $45,000 --
Deed $3,300 --
Deed $87,500 --
Foreclosure Deed $45,000 --
Deed $3,300 --
Deed $87,500 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $238,500 Purchase Money Mortgage
Previous Owner $125,600 New Conventional
Previous Owner $52,000 New Conventional
Previous Owner $92,000 No Value Available
Source: Public Records

About the Listing Agent

Kolleen Schmitt

KELLER WILLIAMS REALTY

(413) 599-3546

Section Image

A proud veteran of the U.S. Coast Guard, I served 22 years and retired as a Chief Warrant Officer (CWO) specializing in communications. In 2009, I transitioned into a new chapter, becoming a licensed real estate professional in Massachusetts. I joined Bishop West Real Estate and earned the Military Relocation Professional (MRP) certification, enabling me to assist more veterans in achieving their dream of homeownership.

An avid skier and passionate ski instructor, I find joy in hitting

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Source: Berkshire County Board of REALTORS®

MLS Number: 249326

Berkshire County Board of REALTORS®

APN: WIND-000140-000000-000032

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