$350,000
SOLD AUG 5, 2026

449 High St Hill Rd Windsor, MA 01270

Windsor Area
3 Beds
1.5 Baths
2,066 Sq Ft
2.5 Acre Lot

Sale Details

Date Sold: August 5, 2026

$169 Per Sq Ft

4% Below List Price

4 Days on Market

Highlights

  • 2.5 Acre Lot
  • Fireplace
  • Living Room
  • Game Room
  • 1 Car Attached Garage
  • Laundry Room

About This Home

As of August 2026

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.

Last Agent to Sell the Property

Kolleen Schmitt

KELLER WILLIAMS REALTY License #9508631 Listed on: 05/06/2026

KELLER WILLIAMS REALTY

Last Buyer's Agent

Christian Garner

NOCHER REALTY License #9584903

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,281

Year Built

  • Built in 1974

Lot Details

  • 2.5 Acre Lot

Parking

  • 1 Car Attached Garage

Home Design

  • Split Level Home
  • Wood Frame Construction
  • Asphalt Roof

Interior Spaces

  • 2,066 Sq Ft Home
  • Fireplace
  • Living Room
  • Dining Room
  • Game Room
  • 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

Schools

  • Nessacus Regional Middle School
  • Wahconah Regional High School

Utilities

  • Heating Available
  • 200+ Amp Service
  • Oil Water Heater
  • Fiber Optics Available

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,281

Year Built

Built in 1974

Lot Details

2.5 Acres

Parking

1

Listing Details

  • Property Type: Residential
  • 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
  • Year Built: 1974
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Co List Office Mls Id: 491
  • Co List Office Phone: 413-565-5478
  • Architectural Style: Split Level
  • Has Heating?: Yes
  • Year Built Details: Renovated Since
  • Basement: Full, Concrete Floor, Interior Access
  • Style: Split Level
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Living Area: 2066.0
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Flooring: Ceramic Tile
  • Total Bedrooms: 7

Exterior Features

  • Roof: Asphalt
  • Construction Type: Wood Frame, Wood

Garage/Parking

  • Has Attached Garage?: Yes
  • Garaged Spaces: 1
  • Parking Features: Garaged & Off-Street

Utilities

  • Sewer: Private Sewer
  • Electric: 200 Amp
  • Utilities: Fiber Optic Availabl
  • Water Source: Public
  • Hot Water: Oil

Schools

  • Middle Or Junior School: Nessacus Regional

Lot Info

  • Lot Dimensions: XX
  • Lot Size Sq Ft: 108900.0
  • Zoning Description: Residential

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 3281.0
  • Tax Book Number: 1871

MLS Schools

  • Elementary School: Other
  • High School: Wahconah Regional

Ownership 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 Name Owned For Owner Type

Purchase Details

Listed on
May 6, 2026
Closed on
Jun 22, 2026
Sold by
Sonia M Santana Ret and Santana
Bought by
Seller's Agent
Kolleen Schmitt
KELLER WILLIAMS REALTY
Buyer's Agent
Christian Garner
NOCHER REALTY
List Price
$365,000
Sold Price
$350,000
Premium/Discount to List
-$15,000
-4.11%
Views
58

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
24.44%
Original Mortgage
$25,000
Outstanding Balance
$25,000
Interest Rate
6.49%
Mortgage Type
Stand Alone Second
Estimated Equity
$336,670

Purchase Details

Closed on
Oct 28, 2024
Sold by
Santana Sonia M
Bought by
Sonia M Sabtana Ret and Santana

Purchase Details

Listed on
Sep 11, 2020
Closed on
Mar 5, 2021
Sold by
Ellies Holdings Llc
Bought by
Santana Sonia M
Seller's Agent
Maria Liccardi
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
Buyer's Agent
Non Member
NON-MEMBER / RECIPROCAL
List Price
$239,900
Sold Price
$265,000
Premium/Discount to List
$25,100
10.46%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.74%
Original Mortgage
$238,500
Interest Rate
2.7%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Listed on
Oct 17, 2019
Closed on
Apr 10, 2020
Sold by
Ruby Realty Llc
Bought by
Ellies Holdings Llc
Seller's Agent
Barbara Davenport
PREMIER CHOICE REALTY
Buyer's Agent
Maria Liccardi
KEY REALTY
List Price
$119,900
Sold Price
$70,000
Premium/Discount to List
-$49,900
-41.62%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
476.40%
Original Mortgage
$125,600
Interest Rate
3.3%
Mortgage Type
New Conventional

Purchase Details

Closed on
Sep 28, 2018
Sold by
Schilling Henry P and Us Bank Na
Bought by
Ruby Realty Llc

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$52,000
Interest Rate
4.5%
Mortgage Type
New Conventional

Purchase Details

Closed on
Apr 24, 1996
Sold by
Dextraze Brenda L
Bought by
Schilling Henry P

Purchase Details

Closed on
Nov 24, 1993
Sold by
Lloyd Ralph W and Lloyd Sharan L
Bought by
Schilling Henry P and Dextraze Brenda L
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Agents Specializing in Windsor, MA

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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 $265,000 None Available
Quit Claim Deed $70,000 None Available
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
Open $60,000 Unknown
Previous Owner $238,500 Purchase Money Mortgage
Previous Owner $125,600 New Conventional
Previous Owner $52,000 New Conventional
Previous Owner $125,000 No Value Available
Previous Owner $92,000 No Value Available
Previous Owner $15,000 No Value Available
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
08/05/2026 08/05/26 Sold $350,000 -4.1% $169 / Sq Ft
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®

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

Agents Affiliated with this Home

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Map

Source: Berkshire County Board of REALTORS®

MLS Number: 249326

Berkshire County Board of REALTORS®

APN: WIND-000140-000000-000032

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