39 Chester St

1,500 Sq. Ft.
$548 / Sq. Ft.
1,500
Sq. Ft.
$548
per Sq. Ft.

Description

Set on a serene, tree-lined side street, 39 Chester Street delivers the best of Arlington living. This well-built 3 bed, 2 bath home has good bones and classic charm, with a timeless structure ready for your personal updates. Inside you’ll find generous, light-filled rooms, hardwood floors, and a layout that invites creativity and flow. Outside, sidewalks and the welcoming residential feel of the neighborhood mirror Arlington’s signature character. The location is truly unbeatable — just a short...Set on a serene, tree-lined side street, 39 Chester Street delivers the best of Arlington living. This well-built 3 bed, 2 bath home has good bones and classic charm, with a timeless structure ready for your personal updates. Inside you’ll find generous, light-filled rooms, hardwood floors, and a layout that invites creativity and flow. Outside, sidewalks and the welcoming residential feel of the neighborhood mirror Arlington’s signature character. The location is truly unbeatable — just a short stroll to Robbins Farm Park, moments from Brackett Elementary, and quick access to Route 2, Alewife, and Cambridge. Whether you’re renovating or rehabbing, 39 Chester Street is a rare opportunity to combine strong structure, everyday convenience, and a quiet, friendly setting in the heart of Arlington.
  1. Listed by Ed Greable & Company • Keller Williams Realty Boston Northwest
  2. Listed by Ed Greable • Keller Williams Realty Boston Northwest

Property Details for 39 Chester Street

Town
Arlington
Area
MA-Arlington
Architectural Style
Cape
Style
Cape
Garage Spaces
1
Parking Spaces
1.00
Parking Spaces Total
2
LISTING UPDATED: 11/14/2025 06:03 PM

Property Details for 39 Chester Street

StatusSold
MLS #73435511
Days on Market36
Taxes$9,748 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1939
CountyMiddlesex County
Add your commute

Building Information for 39 Chester Street

Stories-Year Built1939Building Size-Lot Size0.11 AC / 5,001 SF

Payment Calculator

$4,819 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,006

Property Taxes

$812

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 39 Chester Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Park, Walk/Jog Trails, Highway Access, Private School, Public School
  • Current Financing: Cash
  • Living Area: 1500.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Brackett
  • High School: Arlington High School
  • Middle School: Ottoson
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Refrigerator
  • Basement Features: Full
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • FireplaceFeatures: Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood
  • Interior Features: Window AC
  • Laundry Features: In Basement
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Enclosed, Fenced Yard
  • Exterior Features: Fenced Yard
  • Fencing: Fenced
  • Patio And Porch Features: Porch - Enclosed
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Window AC
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Steam, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Flooring - Hardwood
  • Primary Bedroom Level: First Floor
Bedroom 2
  • Bedroom2 Features: Flooring - Hardwood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Flooring - Hardwood
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - 3/4
  • Bathroom2 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood
  • Dining Room Level: First
Family Room
  • Family Room Level: Basement
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Fireplaces have not been used in many years. Property is sold as is.
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:153.0 B:0005 L:0009,329930
  • Assessments: $905,100
  • Book: 77730
  • Tax Year: 2025
  • Zoning: R1
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Foundation: Block
Complex & Association Information
  • Adult Community: No

Property History for 39 Chester Street

DateEvent & SourcePriceAppreciation
Nov 13, 2025

Sold

MLS PIN #73435511

$822,000
Oct 27, 2025

Under Agreement

MLS PIN #73435511

Oct 27, 2025

Contingent

MLS PIN #73435511

Oct 8, 2025

Price Change

MLS PIN #73435511

$849,900
Sep 25, 2025

Listed (Active)

MLS PIN #73435511

$899,900
DateEvent & SourcePrice
11/13/2025

Sold

MLS PIN #73435511

$822,000
10/27/2025

Under Agreement

MLS PIN #73435511

10/27/2025

Contingent

MLS PIN #73435511

10/08/2025

Price Change

MLS PIN #73435511

$849,900
09/25/2025

Listed (Active)

MLS PIN #73435511

$899,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Chester Street

Taxable ValueLand$570,000Additions$335,100Total$905,100
Tax Record2025$9,748 ($812 / month)
Home Facts
Beds3Baths3Total Finished SqFt1,428 SqFtAbove Grade Finished SqFt1,428 SqFtUnfinished Basement SqFt612 SqFtStories2Lot Size5,001 SqFtStyleSingle Family ResidenceYear Built1939Year Renovated1962ZoningR1CountyMIDDLESEXAPNARLI M:153.0 B:0005 L:0009Fireplace TypeHas Fireplace

Schools near 39 Chester Street

This home is within Arlington Public Schools.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 7 to 8
Public - 9 to 12
Public - 6
Rating
School
Distance
Brackett Elementary School
PublicK to 5

Ottoson Middle School
Public7 to 8

Arlington High School
Public9 to 12

Gibbs School
Public6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Realty Boston Northwest, Ed Greable & Company; Keller Williams Realty Boston Northwest, Ed Greable

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.