OFF MARKET

Off Market Sep 2019 for $396K

$597,473

•

2,014

sq ft

1016 High St Hill Rd, Windsor, MA 01270

About this home

Public Remarks: Country living and privacy at it's absolute finest! This custom built, contemporary home is being offered for the first time to the open market. Nestled within 10 private acres of open fields, trails and stunning, english style gardens. Enjoy relaxing by the pool or hiking right from the house to Notchview, a 3,000+ acre nature preserve. Great care and craftsmanship went into building this home which offers an open floor plan with vaulted ceilings and a 4 season sunroom that leads you out onto your private patio. A spiral staircase leads you to a master suite loft with a full bath and office/den area. Two bedrooms and a full bath on the first floor allow one floor living if needed. PLEASE DO NOT DRIVE DOWN THE DRIVEWAY!

Single-familyProperty Type

1976Year Built

10 acresLot Size

$297Est. Price/Sq.Ft.

1 car garageParking

Listed by Waterfall Perry • JAN PERRY REALTY & ASSOCIATES, LLC

Bought with Waterfall Perry • JAN PERRY REALTY & ASSOCIATES, LLC

Redfin checked: 3 minutes ago

•Source:BCMLS #227913

Redfin Estimate

$597,473

$201K since sold in September 2019$16K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.9% higher than the average sale price ($424K) of 6 comparable homes.

SOLD AUG 5, 2026
$350,000
A
3 beds1.5 baths2,066 sq ft
449 High St Hill Rd, Windsor, MA 01270
SOLD AUG 14, 2026
$425,000
B
4 beds2 baths2,616 sq ft
1130 Main Dalton Rd, Windsor, MA 01270
SOLD OCT 9, 2025
$590,000
C
3 beds2 baths1,856 sq ft
1130 Main Rd, Savoy, MA 01256
SOLD JAN 9, 2026
$385,000
D
3 beds1.5 baths1,632 sq ft
1689 East Windsor Rd, Windsor, MA 01270
SOLD JUL 23, 2026
$300,000
E
3 beds2 baths2,048 sq ft
425 Dingle Rd, Worthington, MA 01098
SOLD MAY 29, 2026
$495,000
F
3 beds2 baths2,058 sq ft
10 Maple St, Plainfield, MA 01070

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$2,864/mo

Redfin rental estimate

List your home for rent

Market trends in 01270, MA

Last updated August 2026

Sale-to-List Price

97.7%

+23.7% MoM

Median sale price

$350K

$275K MoM

Avg. days on market

43d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

$395,000
3 beds1 bath1,236 sq ft
1760 Route 9 --, Windsor, MA 01270
See all

Provided by Redfin

Sale history for 1016 High St Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,460

$43,100 + $297,100

$340,200

2022

$4,463 (+26.3%)

$42,300 + $297,100

$339,400

2021

$3,533 (+12.5%)

$42,300 + $228,400

$270,700

2020

$3,141 (+3.8%)

$42,400 + $180,700

$223,100

2019

$3,025

$42,400 + $184,900

$227,300

2018

$3,027 (+7.6%)

$41,000 + $183,900

$224,900

2017

$2,812 (−5.1%)

$43,600 + $163,500

$207,100

2016

$2,963 (−1.1%)

$48,800 + $172,500

$221,300

2014

$2,997

$59,800 + $167,900

$227,700

Tax history for 1016 High St Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,460

$43,100 + $297,100

$340,200

2022

$4,463 (+26.3%)

$42,300 + $297,100

$339,400

2021

$3,533 (+12.5%)

$42,300 + $228,400

$270,700

2020

$3,141 (+3.8%)

$42,400 + $180,700

$223,100

2019

$3,025

$42,400 + $184,900

$227,300

2018

$3,027 (+7.6%)

$41,000 + $183,900

$224,900

2017

$2,812 (−5.1%)

$43,600 + $163,500

$207,100

2016

$2,963 (−1.1%)

$48,800 + $172,500

$221,300

2014

$2,997

$59,800 + $167,900

$227,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

10 Acres

Year renovated

—

Sq. Ft.

1,849

Year built

1976

Style

Single Family Residential

County

Berkshire County

APN

3869824

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Other Parking: Garaged & Off-Street

Garage Information
Has Attached Garage

Interior

Heating & Cooling
Has Heating
Heating: Oil, Wood

Interior Features
Interior Features: Backup Generator, Cathedral Ceilings, Fireplace (s), Interior Balcony, Skylight(s), Sun Room
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Flooring: Wood

Room Information
Rooms Total: 6

Accessibility Information
Accessibility Features: Accessible Bedroom, Accessible Full Bath

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Exterior Features: Trash Private, Privacy, Pool - In Ground, Deciduous Shade Trees, Mature Landscaping, Landscaped, Outbuilding

Building Information
Building Area Total: 2014.0
Roof: Fiberglass

Financial

Tax Information
Tax Annual Amount: 2812.0
Tax Year: 2017

Location

School Information
Elementary School: Other
Middle Or Junior School: Nessacus Regional
High School: Wahconah Regional

Location Information
Directions: Rt. 9 To High St Hill on the left. Follow until the road turns to dirt. Driveway is on the right.

Utility Information
200 Amp
Private Sewer

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,849
Stories: 2.0
Lot Size: 10 acres
Style: Single Family Residential
Year Built: 1976
Year Renovated: —
County: Berkshire County
APN: 3869824

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
Standard Status: Closed
Photos Count: 41
Internet Automated Valuation Display YN: Yes

Around this home

Schools

Craneville Elementary School

Public K-5 • Assigned • 9.2mi

7/10

Nessacus Regional Middle School

Public 6-8 • Assigned • 7.5mi

7/10

Wahconah Regional High School

Public 9-12 • Assigned • 7.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 88° expected this year, 16 days in 30 years

4/10 Wind Factor

9% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Windsor, MA • 01270

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.4 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$568,000 – $688,000

Sell confidently with a local market expert in Windsor. 3 minutes to get started.

Nearby similar homes

$2,200,000

5 beds2 baths12,225 sq ft

350 Old Cheshire Rd, Lanesborough, MA 01224

FOR SALE BY OWNER

$279,000

3 beds2 baths1,408 sq ft

13 Kreutzer Rd, Peru, MA 01235

NEW 27 HRS AGO

$499,999

3 beds3 baths1,876 sq ft

477 Washington State Rd, Washington, MA 01223

$197,000

2 beds1 bath739 sq ft

3 Lambert Ter, Adams, MA 01220

$85,016

2 beds1 bath761 sq ft

16 Holmes Rd, Hinsdale, MA 01235

$525,000

4 beds2 baths2,497 sq ft

32 Summer St, Adams, MA 01220

New listings for sale in 01270

$395,000

3 beds1 bath1,236 sq ft

1760 Route 9 --, Windsor, MA 01270

Home values near 1016 High St Hill Rd

Data from public records.

Address	Redfin Estimate
812 High St Hill Rd, Windsor, MA 4 Beds \| 2.5 Baths \| 2955 Sq. Ft.	$560,701
801 High St Hill Rd, Windsor, MA 3 Beds \| 2 Baths \| 1846 Sq. Ft.	$399,448

Address	Redfin Estimate
829 High St Hill Rd, Windsor, MA 3 Beds \| 2 Baths \| 1419 Sq. Ft.	$354,669
772 High St Hill Rd, Windsor, MA 3 Beds \| 2 Baths \| 2448 Sq. Ft.	$405,586

Address	Redfin Estimate
978 High St Hill Rd, Windsor, MA 3 Beds \| 2.5 Baths \| 1700 Sq. Ft.	$417,238
1060 High St Hill Rd, Windsor, MA 4 Beds \| 3.5 Baths \| 2869 Sq. Ft.	$779,397

Property information provided by BCMLS when last listed in 2019. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Berkshire County	Agents near me	Quincy, MA homes for sale	Berkshire County Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Berkshire County Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Great Barrington homes for sale
Lenox homes for sale
Pittsfield homes for sale

Dutchess County homes for sale
Hartford County homes for sale
Litchfield County homes for sale