SOLD DEC 3, 2025

Off Market Dec 2025 for $380K

$390,936

Est. refi paymentEst. refi $1,697/mo

•

1,113

sq ft

21 Sylvester Hamilton Rd, Chester, MA 01011

About this home

Looking for peace, privacy and room to breathe? Set off the beaten path in Chester, this sweet 2-bedroom home offers 18 acres of extreme solitude--No houses in sight, just surrounded by nature. You'll enjoy summers floating in your inground pool (with new pump and filter) and evening dinners on the screened porch. The expansive yard will easily host gardens, pets and play. Inside the house, the vaulted ceilings and open floor plan make for a comfortable and airy feel. One bedroom on each floor makes for nice separate spaces. Full basement with laundry and work area. A wood stove in basement and a pellet stove in living room make it cozy and comfortable in the colder months. One car detached garage provides additional storage space. This is a rare find for those craving quiet, solitude and a real connection to nature. Perfect for a year-round residence or a weekend getaway.Highest and Best offers due Monday, Oct 20, at noon. Seller request no escalation.

Single-familyProperty Type

1984Year Built

18 acresLot Size

$351Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Linda Webster • Coldwell Banker Community REALTORS®

Bought with Megen Cole • The Murphys REALTORS®, Inc.

Redfin checked: a few seconds ago

•Source:MLS PIN #73437959

Redfin Estimate

$390,936

$11K since sold in December 2025$1,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13% higher than the average sale price ($346K) of 6 comparable homes.

SOLD AUG 13, 2026
$390,000
A
2 beds1 bath1,056 sq ft
392 West St, Worthington, MA 01098
SOLD JUL 24, 2026
$435,000
B
3 beds1 bath1,025 sq ft
9 Alderman Rd, Middlefield, MA 01243
SOLD JUL 31, 2026
$225,000
C
2 beds1 bath1,076 sq ft
11 Taft Rd, Chester, MA 01011
SOLD MAY 11, 2026
$345,000
D
3 beds1 bath1,104 sq ft
67 Bromley Rd, Huntington, MA 01050
SOLD JAN 23, 2026
$340,000
E
2 beds1 bath1,350 sq ft
73 Ingell Rd, Chester, MA 01011
SOLD DEC 30, 2025
$340,000
F
2 beds1 bath1,360 sq ft
689 Skyline Trl, Chester, MA 01011

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Earn from this home

Refinance

Est. cash available

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Rent

$2,129/mo

Redfin rental estimate

List your home for rent

Market trends in 01011, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.5%

14.2% MoM

Median sale price

$280K

$25K MoM

Avg. days on market

23d

5 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 21 Sylvester Hamilton Rd

Date

Event

Price

MLS PIN #73437959

Dec 3, 2025

Sold

$380,000

$341/sq ft

Oct 20, 2025

Contingent

—

Oct 1, 2025

Listed

$359,000

$323/sq ft

MLS PIN #72744406

Dec 30, 2020

Sold

$235,000

$211/sq ft

Oct 16, 2020

Listed

$234,900

$211/sq ft

+14

If you were looking for privacy this just might be the home for you. Situated on 18 acres this cape style home offers an open floor plan with a pellet stove for those cozy winter nights. The kitchen is fully appliance, the washer and dryer is staying as well. There’s also a nice three season enclosed porch for added living space. In the summer enjoy the pool (it has a heater and the propane tanks are owned not rented) the attached jacuzzi can be enjoyed all year!

Public Records

May 4, 2009

Sold

$222,000

$199/sq ft

MLS PIN #70220290

Aug 22, 2005

Sold

$222,000

$199/sq ft

Jul 6, 2005

Listed

$219,000

$197/sq ft

Privacy awaits you in this charming contemporary home. Set on 18 wooded acres. Enjoy the great outdoors from your back porch or sit on the patio. In ground pool has attached hot tub, plus a "modern outhouse"/changing room. Home features 2x6 construction, 16' cieling in LR, woodstove, new roof. Oversize 1 car garage, 2 sheds, fenced kennell/doghouse, stone walls, picnic tables, beautiful landscaping. 700+ frontage. Plenty of room to roam, hunt, hike, fish,...come check it out!

Year

Property tax

Land + Additions

Assessment*

2023

$4,729 (+5.9%)

$35,800 + $229,400

$265,200

2022

$4,467 (+7.5%)

$35,800 + $197,100

$232,900

2020

$4,154 (+0.9%)

$26,500 + $174,200

$200,700

2019

$4,116 (+10.8%)

$23,100 + $172,900

$196,000

2018

$3,715 (−4.5%)

$23,900 + $167,600

$191,500

2017

$3,891 (+0.8%)

$23,900 + $167,600

$191,500

2016

$3,861 (+2.9%)

$23,900 + $167,600

$191,500

2015

$3,754 (−7.6%)

$26,600 + $167,900

$194,500

2014

$4,061 (+3.0%)

$26,600 + $167,900

$194,500

2013

$3,944 (+7.5%)

$26,600 + $167,900

$194,500

2012

$3,669 (+1.7%)

$27,600 + $165,900

$193,500

2011

$3,607

$27,600 + $165,900

$193,500

Tax history for 21 Sylvester Hamilton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,729 (+5.9%)

$35,800 + $229,400

$265,200

2022

$4,467 (+7.5%)

$35,800 + $197,100

$232,900

2020

$4,154 (+0.9%)

$26,500 + $174,200

$200,700

2019

$4,116 (+10.8%)

$23,100 + $172,900

$196,000

2018

$3,715 (−4.5%)

$23,900 + $167,600

$191,500

2017

$3,891 (+0.8%)

$23,900 + $167,600

$191,500

2016

$3,861 (+2.9%)

$23,900 + $167,600

$191,500

2015

$3,754 (−7.6%)

$26,600 + $167,900

$194,500

2014

$4,061 (+3.0%)

$26,600 + $167,900

$194,500

2013

$3,944 (+7.5%)

$26,600 + $167,900

$194,500

2012

$3,669 (+1.7%)

$27,600 + $165,900

$193,500

2011

$3,607

$27,600 + $165,900

$193,500

*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

18 Acres

Year renovated

—

Sq. Ft.

1,152

Year built

1984

Style

Single Family Residential

County

Hampden County

APN

3972333

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 11
Parking Features: Detached, Off Street, Unpaved

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Main,First
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 1

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Closet

Living Room Information
Level: Main,First
Features: Wood / Coal / Pellet Stove,Cathedral Ceiling(s),Flooring - Laminate,Cable Hookup,Exterior Access

Dining Room Information
Level: Main,First
Features: Flooring - Laminate,Open Floorplan

Kitchen Information
Level: Main,First

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

Interior Features
# of Rooms (Total): 5
Flooring: Laminate

Exterior

Building Information
Building Area (Total): 1,113
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened
Exterior Features: Porch - Screened, Pool - Inground, Horses Permitted

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 18
Lot Features: Wooded
Frontage Length: 700
Road Surface Type: Unimproved
Road Frontage Type: Public, Dead End
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $5,156
Tax Year: 2025

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Sewer: Inspection Required for Sale
Water Source: Private
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Electric Baseboard, Electric, Wood, Pellet Stove, Ductless
Cooling: Ductless

Location

Location Information
Directions: Skyline Trail to Abbott Hill to Sylvester Hamilton
UnparsedAddress: 21 Sylvester Hamilton Rd, Chester MA 01011

Community Information
Senior CommunityYN: No
HorseYN: Yes

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,152
Stories: 2.0
Lot Size: 18 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Hampden County
APN: 3972333

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Chester Elementary School

Public PreK-5 • Assigned • 1.1mi

5/10

Gateway Regional Junior High School

Public 6-8 • Assigned • 5.5mi

Gateway Regional High School

Public 6-12 • Assigned • 5.5mi

4/10

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

2/10 Heat Factor

6 days above 92° expected this year, 14 days in 30 years

4/10 Wind Factor

15% 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

Chester, MA • 01011

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 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$372,000 – $450,000

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

Nearby similar homes

$940,000

3 beds1 bath1,920 sq ft

295 Old Post Rd, Worthington, MA 01098

$449,000

4 beds2 baths3,216 sq ft

750 Stebbins Rd, Otis, MA 01253

$69,000

Land— sq ft

Lot 2 Sampson Rd, Huntington, MA 01050

$450,000

4 beds1.5 baths1,608 sq ft

95 Town Hill Rd, Middlefield, MA 01243

$795,000

5 beds6 baths2,901 sq ft

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$825,000

3 beds3 baths2,829 sq ft

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Home values near 21 Sylvester Hamilton Rd

Data from public records.

Address	Redfin Estimate
40 Sylvester Hamilton Road, Chester, MA 3 Beds \| 1.5 Baths \| 1405 Sq. Ft.	$360,663
207 Abbott Hill Road, Chester, MA 2 Beds \| 2 Baths \| 1392 Sq. Ft.	$324,586

Address	Redfin Estimate
6 Sylvester Hamilton Road, Chester, MA 2 Beds \| 1 Baths \| 637 Sq. Ft.	$191,913
192 Abbott Hill Road, Chester, MA 3 Beds \| 2 Baths \| 1982 Sq. Ft.	$397,522

Address	Redfin Estimate
20 Sylvester Hamilton Road, Chester, MA 2 Beds \| 1 Baths \| 1809 Sq. Ft.	$436,753
11 Taft Road, Chester, MA 2 Beds \| 1 Baths \| 1076 Sq. Ft.	$216,595

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01011, MA

Sale history for 21 Sylvester Hamilton Rd

Tax history for 21 Sylvester Hamilton Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 21 Sylvester Hamilton Rd

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