$365,000
COMING SOON

449 High St Hill Rd Windsor, MA 01270

Estimated payment $2,208/month

Total Views 136
3 Beds
1.5 Baths
2,066 Sq Ft
2.5 Acres Lot

Highlights

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

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: ComingSoon
  • 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:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

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

Date Event Price List to Sale Price per Sq Ft Prior Sale
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

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

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

Kolleen's Other Listings

  • 98 North Rd, North Adams, MA 01247

    $575,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 1,881 Sq Ft
    • 98 North Rd
    • North Adams, MA

    This well built and spacious cape sits on a quiet road in Monroe. The builder was a high end builder in New Jersey and the quality shows throughout! Crown molding throughout, a large eat in kitchen and first floor laundry make this a true charmer! Entire home has been freshly painted and updated bathrooms! New flooring throughout! Kitchen updated with quartz countertops and new appliances! This

    Kolleen Schmitt KELLER WILLIAMS REALTY

    Section Image
  • 87 North Rd, Monroe, MA 01350

    $145,000 Pending

    • Land
    • 51 Acres
    • $2,843 per Acre
    • 87 North Rd
    • Monroe, MA

    50 +/- acres of raw land! Located on a quiet country road with beautiful houses. This land is not far from Williamstown, Charlemont, Vermont and Pittsfield. Build a spectacular home on the land with potential for views to the North. The land has 200 feet of frontage on the curve of the road on the right - look for the snowmobile tracks!

    Kolleen Schmitt KELLER WILLIAMS REALTY

    Section Image
  • 0 E Otis Rd Unit 249245, Granville, MA 01034

    $79,900

    • Land
    • 1 Acre
    • $79,900 per Acre
    • 0 E Otis Rd
    • Unit 249245
    • Granville, MA

    Tucked away in a peaceful corner of Tolland, this beautiful 1-acre wooded parcel offers the perfect setting to build your dream home or private getaway. Surrounded by mature trees and natural beauty, the property provides both privacy and a serene atmosphere while still being conveniently located.Enjoy close proximity to Twining Pond, ideal for relaxing days outdoors, whether you're kayaking,

    Kolleen Schmitt KELLER WILLIAMS REALTY

    Section Image
  • 1952 Old Route 9, Windsor, MA 01270

    $135,000 Sold Jun 05, 2025

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • 1952 Old Route 9
    • Windsor, MA

    An Ideal Project for the Right BuyerThis 2-bedroom, 1-bath Cape fixer-upper is an incredible opportunity for buyers who are looking for a project that will allow them to make their mark on a home while enjoying the rewards of renovation. With its solid foundation, charming features, and endless possibilities for expansion, this property offers the perfect blank canvas to bring your vision to

    Kolleen Schmitt KELLER WILLIAMS REALTY

  • 44 Marcella Ave, Pittsfield, MA 01201

    $255,000 Sold Nov 06, 2025

    • 2 Beds
    • 1 Bath
    • 908 Sq Ft
    • 44 Marcella Ave
    • Pittsfield, MA

    This house was updated and renovated and is in beautiful condition! It also features a LARGE lot that is fenced and has a garage!Seller to offer concessions for a 2/1 buydown to help a buyer get in today with 2 years of lower interest rates! Kitchen is gorgeous, wood floors (maybe original) were all recently done. Bathroom is updated! Front porch (3 season) is a great entry way - and extra

    Kolleen Schmitt KELLER WILLIAMS REALTY

Source: Berkshire County Board of REALTORS®

MLS Number: 249326

Berkshire County Board of REALTORS®

APN: WIND-000140-000000-000032

Your Personal Tour Guide

Ask me questions while you tour the home.