Off Market Jun 1999 for $65K

$354,474

•

2,298

sq ft

27 Chestnut St, Winchendon, MA 01475

About this home

Single-familyProperty Type

1900Year Built

6,534 sq ftLot Size

$154Est. Price/Sq.Ft.

2 spacesParking

Listed by Nancy Macomber • Sparks Real Estate

Bought with Robert Macomber • Sparks Real Estate

Redfin checked: a few seconds ago

•Source:MLS PIN #30269989

Redfin Estimate

$354,474

$289K since sold in June 1999$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.5% lower than the average sale price ($379K) of 6 comparable homes.

SOLD SEP 30, 2025
$330,000
A
3 beds2 baths1,176 sq ft
59 Beech St, Winchendon, MA 01475
SOLD JUL 20, 2026
$360,000
B
4 beds2 baths2,390 sq ft
34 Emerald St, Winchendon, MA 01475
SOLD AUG 18, 2026
$375,000
C
4 beds2 baths2,111 sq ft
15 Juniper St, Winchendon, MA 01475
SOLD JUN 26, 2026
$376,500
D
4 beds2 baths1,348 sq ft
394 Front St, Winchendon, MA 01475
SOLD JUL 16, 2026
$394,000
E
3 beds1.5 baths1,644 sq ft
98 Morse Ave, Winchendon, MA 01475
SOLD JAN 21, 2026
$440,000
F
4 beds2 baths2,067 sq ft
108 Highland St, Winchendon, MA 01475

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Earn from this home

Sell

$327,906

Est. take-home

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Rent

$2,913/mo

Redfin rental estimate

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Market trends in 01475, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.9%

+1.0% MoM

Median sale price

$394K

$170 MoM

Avg. days on market

22d

9 days MoM

Recently sold homes

3 MoM

New listings for sale

FOR SALE BY OWNER
$1,500,000
3 beds3 baths2,496 sq ft
55 Island Rd, Winchendon, MA 01475
$1,050,000
3 beds2.5 baths2,096 sq ft
36 Monomonac Rd W, Winchendon, MA 01475
3D WALKTHROUGH
$425,000
2 beds1.5 baths2,055 sq ft
125 Baldwinville State Rd, Winchendon, MA 01475
OPEN THU, 4PM TO 6PM
$399,900
4 beds1.5 baths1,686 sq ft
374 Front St, Winchendon, MA 01475
$385,000
4 beds2 baths2,644 sq ft
33-35 Beech St, Winchendon, MA 01475
See all

Provided by Redfin

Sale history for 27 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$3,016 (−1.8%)

$28,900 + $196,200

$225,100

2022

$3,072 (+11.0%)

$36,300 + $167,000

$203,300

2021

$2,768 (+3.1%)

$33,100 + $143,000

$176,100

2020

$2,685 (+6.2%)

$30,800 + $134,100

$164,900

2019

$2,528 (+6.6%)

$28,600 + $122,700

$151,300

2018

$2,372 (+5.3%)

$26,600 + $110,100

$136,700

2017

$2,253 (+6.6%)

$31,900 + $93,500

$125,400

2016

$2,114 (+4.2%)

$30,400 + $90,900

$121,300

2015

$2,028 (+6.5%)

$30,400 + $90,900

$121,300

2014

$1,904 (−4.9%)

$32,200 + $87,100

$119,300

2013

$2,002 (−4.8%)

$34,200 + $99,900

$134,100

2012

$2,103 (+1.9%)

$37,200 + $102,000

$139,200

2011

$2,063 (+1.3%)

$39,500 + $107,200

$146,700

2010

$2,037 (+10.3%)

$39,500 + $114,800

$154,300

2009

$1,846

$39,500 + $112,700

$152,200

Tax history for 27 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$3,016 (−1.8%)

$28,900 + $196,200

$225,100

2022

$3,072 (+11.0%)

$36,300 + $167,000

$203,300

2021

$2,768 (+3.1%)

$33,100 + $143,000

$176,100

2020

$2,685 (+6.2%)

$30,800 + $134,100

$164,900

2019

$2,528 (+6.6%)

$28,600 + $122,700

$151,300

2018

$2,372 (+5.3%)

$26,600 + $110,100

$136,700

2017

$2,253 (+6.6%)

$31,900 + $93,500

$125,400

2016

$2,114 (+4.2%)

$30,400 + $90,900

$121,300

2015

$2,028 (+6.5%)

$30,400 + $90,900

$121,300

2014

$1,904 (−4.9%)

$32,200 + $87,100

$119,300

2013

$2,002 (−4.8%)

$34,200 + $99,900

$134,100

2012

$2,103 (+1.9%)

$37,200 + $102,000

$139,200

2011

$2,063 (+1.3%)

$39,500 + $107,200

$146,700

2010

$2,037 (+10.3%)

$39,500 + $114,800

$154,300

2009

$1,846

$39,500 + $112,700

$152,200

*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

Stories

Lot width

—

Lot depth

—

Lot size

6,534 Sq. Ft.

Year renovated

1900

Sq. Ft.

2,258

Year built

1900

Style

Single Family Residential

County

Worcester County

APN

3494233

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 2
Parking Features: Paved Drive, Off Street

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: Second

Bedroom #5 Information
Level: Second

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Living Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full, Walk-Out Access

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 11
Window Features: Storm Window(s), Screens
Flooring: Plywood, Vinyl, Carpet
Interior Features: Den, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 2,298
Foundation Details: Stone, Brick/Mortar, Granite
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: GRAY
Lead Paint: Yes

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch, Screens

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.15
Lot Features: Easements
Frontage Length: 63
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $1,261.26

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Heating: Hot Water, Oil

Location

Location Information
Directions: RTE. 12 TO CENTRAL ST. TO CHESTNUT ST.
UnparsedAddress: 27 Chestnut Street, Winchendon MA 01475

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping

Public facts

Beds: 9
Baths: 2.0
Sq. Ft.: 2,258
Stories: 2.0
Lot Size: 6,534 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: 1900
County: Worcester County
APN: 3494233

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Toy Town Elementary School

Public 3-5 • Assigned • 0.5mi

4/10

Murdock Middle School

Public 6-8 • Assigned • 1.2mi

5/10

Murdock High School

Public 9-12 • Assigned • 1.2mi

3/10

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

3/10 Heat Factor

8 days above 91° expected this year, 19 days in 30 years

4/10 Wind Factor

16% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Winchendon, MA • 01475

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 8.7 hours in June and 4.1 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$337,000 – $408,000

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Nearby similar homes

FOR SALE BY OWNER

$1,500,000

3 beds3 baths2,496 sq ft

55 Island Rd, Winchendon, MA 01475

$444,000

5 beds3 baths2,075 sq ft

155 River St, Winchendon, MA 01475

$469,900

3 beds3 baths2,096 sq ft

388 Sherbert Rd, Ashburnham, MA 01430

$599,900

3 beds2.5 baths1,828 sq ft

90 Royalston Rd N, Winchendon, MA 01475

$239,900

3 beds2 baths1,561 sq ft

58 Emerald St, Winchendon, MA 01475

$449,900

3 beds2.5 baths1,736 sq ft

386 Sherbert Rd, Ashburnham, MA 01430

New listings for sale in 01475

FOR SALE BY OWNER

$1,500,000

3 beds3 baths2,496 sq ft

55 Island Rd, Winchendon, MA 01475

$1,050,000

3 beds2.5 baths2,096 sq ft

36 Monomonac Rd W, Winchendon, MA 01475

3D WALKTHROUGH

$425,000

2 beds1.5 baths2,055 sq ft

125 Baldwinville State Rd, Winchendon, MA 01475

OPEN THU, 4PM TO 6PM

$399,900

4 beds1.5 baths1,686 sq ft

374 Front St, Winchendon, MA 01475

$385,000

4 beds2 baths2,644 sq ft

33-35 Beech St, Winchendon, MA 01475

Home values near 27 Chestnut St

Data from public records.

Address	Redfin Estimate
33 Chestnut St, Winchendon, MA 4 Beds \| 2 Baths \| 2348 Sq. Ft.	$390,393
24 Chestnut St, Winchendon, MA 5 Beds \| 2.5 Baths \| 2572 Sq. Ft.	$370,956

Address	Redfin Estimate
23 Chestnut St, Winchendon, MA 8 Beds \| 2 Baths \| 2936 Sq. Ft.	$443,425
32 Chestnut St, Winchendon, MA 7 Beds \| 3 Baths \| 2960 Sq. Ft.	$542,817

Address	Redfin Estimate
19 Chestnut St, Winchendon, MA 4 Beds \| 2 Baths \| 2243 Sq. Ft.	$287,923
24-26 Chestnut St, Winchendon, MA 5 Beds \| 2.5 Baths \| 2572 Sq. Ft.	$428,467

Property information provided by MLS PIN when last listed in 1998. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01475, MA

Sale history for 27 Chestnut St

Tax history for 27 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01475

Home values near 27 Chestnut St

More real estate resources