Google satellite image for 101 Machine Shop Hill Rd, South Windham, CT 06266

Off market

$399,118

•

2 ba

•

2,154

sq ft

101 Machine Shop Hill Rd, South Windham, CT 06266

About this home

101 Machine Shop Hill Rd is a 2,154 square foot house on a 5.64 acre lot with 4 bedrooms and 2 bathrooms. Based on Redfin's South Windham data, we estimate the home's value is $399,118.

Single-familyProperty Type

1815Year Built

5.64 acresLot Size

$185Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$399,118

$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.5% higher than the average sale price ($343K) of 6 comparable homes.

SOLD OCT 1, 2026
$215,000
A
3 beds2 baths2,423 sq ft
118 Windham Center Rd, Windham, CT 06280
SOLD AUG 24, 2026
$432,000
B
4 beds2 baths2,040 sq ft
33 Jennings Ln, Windham, CT 06280
SOLD SEP 15, 2026
$330,000
C
4 beds2 baths1,836 sq ft
35 Pigeon Swamp #2 Rd, Lebanon, CT 06249
SOLD OCT 5, 2026
$455,000
D
3 beds2 baths1,732 sq ft
26 Gregory Rd, Lebanon, CT 06249
SOLD AUG 10, 2026
$388,000
E
3 beds2 baths2,034 sq ft
105 Brick Top Rd, Windham, CT 06280
SOLD JUL 8, 2026
$235,000
F
4 beds2 baths2,540 sq ft
50 Selden St, Willimantic, CT 06226

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Earn from this home

Sell

$374,124

Est. take-home

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Rent

$3,098/mo

Redfin rental estimate

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Market trends in 06266, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.4%

0.0% MoM

Median sale price

$395K

$0 MoM

Avg. days on market

56d

0 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 101 Machine Shop Hill Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$4,843 (+2.6%)

$35,110 + $89,670

$124,780

2022

$4,718 (−4.1%)

$35,110 + $89,670

$124,780

2021

$4,918 (+1.3%)

$35,110 + $89,670

$124,780

2020

$4,854 (+1.3%)

$35,110 + $89,670

$124,780

2019

$4,792 (+14.0%)

$35,110 + $89,670

$124,780

2017

$4,204 (+12.2%)

$28,390 + $80,710

$109,100

2015

$3,748 (+6.0%)

$28,390 + $80,710

$109,100

2014

$3,536 (−14.5%)

$28,390 + $80,710

$109,100

2011

$4,138

$36,070 + $106,310

$142,380

Tax history for 101 Machine Shop Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,843 (+2.6%)

$35,110 + $89,670

$124,780

2022

$4,718 (−4.1%)

$35,110 + $89,670

$124,780

2021

$4,918 (+1.3%)

$35,110 + $89,670

$124,780

2020

$4,854 (+1.3%)

$35,110 + $89,670

$124,780

2019

$4,792 (+14.0%)

$35,110 + $89,670

$124,780

2017

$4,204 (+12.2%)

$28,390 + $80,710

$109,100

2015

$3,748 (+6.0%)

$28,390 + $80,710

$109,100

2014

$3,536 (−14.5%)

$28,390 + $80,710

$109,100

2011

$4,138

$36,070 + $106,310

$142,380

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

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Old
Exterior Wall: Wood Siding/Shingle
Roof Covering Type: Metal
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 2,154
Gross Sq. Ft: 4,276
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 245,678
Municipality Name: WINDHAM
Acres: 5.64
Zoning Code: R1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,154
Stories: 2.0
Lot Size: 5.64 acres
Style: Single Family Residential
Year Built: 1815
Year Renovated: —
County: Windham County
APN: 2291622

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Windham Center School

Public K-5 • Assigned • 2.0mi

Charles High Barrows Stem Academy

Public K-8 • Assigned • 2.9mi

4/10

Windham High School

Public 9-12 • Assigned • 3.8mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

South Windham, CT • 06266

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 9 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$380,000 – $459,000

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Home values near 101 Machine Shop Hill Rd

Data from public records.

Address	Redfin Estimate
164 Machine Shop Hill Road, South Windham, CT 3 Beds \| 2 Baths \| 1261 Sq. Ft.	$286,680
80 Machine Shop Hill Road, South Windham, CT 3 Beds \| 1 Baths \| 1640 Sq. Ft.	$303,534
74 Machine Shop Hill Road, South Windham, CT 4 Beds \| 2 Baths \| 1706 Sq. Ft.	$318,154
128 Machine Shop Hill Road, South Windham, CT 3 Beds \| 2 Baths \| 1814 Sq. Ft.	$403,939
44 Pigeon Swamp Road, South Windham, CT 3 Beds \| 2 Baths \| 1674 Sq. Ft.	$364,728
32 Type Road, South Windham, CT 3 Beds \| 1 Baths \| 1296 Sq. Ft.	$385,066
60 Pigeon Swamp Road, South Windham, CT 4 Beds \| 2 Baths \| 1238 Sq. Ft.	$347,337

Address	Redfin Estimate
95 Machine Shop Hill Road, South Windham, CT 3 Beds \| 1.5 Baths \| 2344 Sq. Ft.	$305,566
59 Machine Shop Hill Road, South Windham, CT 3 Beds \| 1.5 Baths \| 2022 Sq. Ft.	$197,737
102 Machine Shop Hill Road, South Windham, CT 4 Beds \| 2.5 Baths \| 2966 Sq. Ft.	$524,851
84 Machine Shop Hill Road, South Windham, CT 2 Beds \| 1.5 Baths \| 2396 Sq. Ft.	$392,658
16 Pigeon Swamp Road, South Windham, CT 3 Beds \| 2 Baths \| 1248 Sq. Ft.	$347,335
11 Pigeon Swamp Road, South Windham, CT 4 Beds \| 1.5 Baths \| 1704 Sq. Ft.	$301,324

Address	Redfin Estimate
116 Machine Shop Hill Road, South Windham, CT 3 Beds \| 2 Baths \| 1536 Sq. Ft.	$352,897
88 Machine Shop Hill Road, South Windham, CT 5 Beds \| 3.5 Baths \| 3200 Sq. Ft.	$471,655
134 Machine Shop Hill Road, South Windham, CT 2 Beds \| 1 Baths \| 1729 Sq. Ft.	$282,825
89 Pigeon Swamp Road, South Windham, CT 4 Beds \| 1.5 Baths \| 1842 Sq. Ft.	$440,337
19 Pigeon Swamp Road, South Windham, CT 3 Beds \| 2.5 Baths \| 1994 Sq. Ft.	$267,561
50 Pigeon Swamp Road, South Windham, CT 3 Beds \| 1 Baths \| 1245 Sq. Ft.	$268,948

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About this home

Redfin Estimate

Earn from this home

Market trends in 06266, CT

Sale history for 101 Machine Shop Hill Rd

Tax history for 101 Machine Shop Hill Rd

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

Home values near 101 Machine Shop Hill Rd

More real estate resources