59 Chesbrough Rd

1,679 Sq. Ft.
$432 / Sq. Ft.
1,679
Sq. Ft.
$432
per Sq. Ft.

Description

Discover this beyond-charming expanded Bungalow -- certainly the best value in West Roxbury! Welcoming front foyer for relaxing almost year round, plus a finished three-season back sunroom. Bungalow-style flow on the first floor is accented by warm wood moldings and French doors, with a butler's pantry and no-stairs access to a fenced back yard with mature, eco-friendly plantings and garage/storage shed. Lovingly maintained with many updates (see attached list!) , including majority new windows in...Discover this beyond-charming expanded Bungalow -- certainly the best value in West Roxbury! Welcoming front foyer for relaxing almost year round, plus a finished three-season back sunroom. Bungalow-style flow on the first floor is accented by warm wood moldings and French doors, with a butler's pantry and no-stairs access to a fenced back yard with mature, eco-friendly plantings and garage/storage shed. Lovingly maintained with many updates (see attached list!) , including majority new windows in 2020, new roof 2017, heat pumps 2018, renovated bathrooms, and fresh exterior paint earlier this year. This home offers a flexible layout to accommodate your needs today and through the coming years, with a first-floor bedroom and guest room as well as a primary bedroom and guest room/study and a full bath on the second level. Tons of hidden storage throughout. Large multi-purpose finished/heated room in basement. Open House Saturday, 11/8 & Sunday, 11/9, 12:30-2PM. See you there!
  1. Listed by Linda Burnett • Insight Realty Group, Inc.

Property Details for 59 Chesbrough Road

Town
Boston
MLS Area
West Roxbury
Area
MA-Boston-West Roxbury, MA-Boston
Architectural Style
Cottage, Bungalow
Style
Cottage, Bungalow
Garage Spaces
1
Open Parking Spaces
3.00
Parking Spaces Total
3
LISTING UPDATED: 12/11/2025 04:57 PM

Property Details for 59 Chesbrough Road

StatusSold
MLS #73444151
Days on Market30
Taxes$5,299 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1932
CountySuffolk County

Location

Listing Courtesy of Insight Realty Group, Inc., Linda Burnett

Sold By Compass, Nick Rivers

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Building Information for 59 Chesbrough Road

Stories-Year Built1932Building Size-Lot Size0.13 AC / 5,500 SF

Payment Calculator

$4,092 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,651

Property Taxes

$442

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 59 Chesbrough Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Highway Access, T-Station
  • Current Financing: VA
  • Living Area: 1679.0
  • Color: Sunshine
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Unknown/Mixed
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Partially Finished, Bulkhead, Concrete Floor
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • DoorFeatures: Storm Door(s), French Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood
  • Interior Features: Sun Room, Foyer, Mud Room, Bonus Room
  • Interior Features: French Doors
  • Laundry Features: In Basement
  • Primary Bath: No
  • SpaYN: No
  • Window Features: Insulated Windows, Storm Window(s)
Exterior Features
  • Exterior Features: Porch - Enclosed, Deck - Composite, Storage Shed, Fenced Yard
  • Exterior Features: Fenced Yard, Storage Shed, Deck - Composite
  • Fencing: Fenced
  • Lot Description: Gentle Sloping
  • Patio And Porch Features: Porch - Enclosed, Deck - Composite
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Detached, Storage, Paved Drive, Off-Street, Improved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Storage, Paved Drive, Off-Street, Improved Driveway
  • Parking Features: Off-Street, Improved Driveway
Utilities
  • Cooling: Heat Pump, Ductless Mini-Split System
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Central, Hot Water, Heat Pump, Natural Gas, Ductless
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range
  • Water: Public
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: First
Bedroom 3
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Remodeled
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Remodeled
  • Bathroom2 Level: Second
Dining Room
  • Dining Room Features: Chair Rail
  • Dining Room Level: First
Kitchen
  • Kitchen Features: Closet/Cabinets - Custom Built,Pantry,Countertops - Stone/Granite/Solid,French Doors,Cabinets - Upgraded,Exterior Access
  • Kitchen Level: First
Living Room
  • Room Living Room Features: French Doors
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Fireplace needs a new liner,has not been used during the current owners' tenure of 25 years.
Tax Information
  • Tax ID: 20008664000,1433171
  • Assessments: $798,100
  • Book: 26874
  • Tax Year: 2026
  • Zoning: Res
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Stone
  • Cooling Zones: 2
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 59 Chesbrough Road

DateEvent & SourcePriceAppreciation
Dec 11, 2025

Sold

MLS PIN #73444151

$725,000—
Nov 14, 2025

Under Agreement

MLS PIN #73444151

—
Nov 10, 2025

Contingent

MLS PIN #73444151

—
Nov 5, 2025

Price Change

MLS PIN #73444151

$699,000—
Oct 29, 2025

Price Change

MLS PIN #73444151

$775,000—
Oct 20, 2025

Price Change

MLS PIN #73444151

$795,000—
Oct 15, 2025

Listed (Active)

MLS PIN #73444151

$810,000—
Aug 16, 2001

Sold (Public Record)

Public Record #100181674

$315,000—
Aug 15, 2001

Sold

MLS PIN #30506879

$315,000—
May 22, 2001

Under Agreement

MLS PIN #30506879

—
May 22, 2001

Contingent

MLS PIN #30506879

—
May 18, 2001

Listed (Active)

MLS PIN #30506879

$309,000—
DateEvent & SourcePrice
12/11/2025

Sold

MLS PIN #73444151

$725,000
11/14/2025

Under Agreement

MLS PIN #73444151

—
11/10/2025

Contingent

MLS PIN #73444151

—
11/05/2025

Price Change

MLS PIN #73444151

$699,000
10/29/2025

Price Change

MLS PIN #73444151

$775,000
10/20/2025

Price Change

MLS PIN #73444151

$795,000
10/15/2025

Listed (Active)

MLS PIN #73444151

$810,000
08/16/2001

Sold (Public Record)

Public Record #100181674

$315,000
08/15/2001

Sold

MLS PIN #30506879

$315,000
05/22/2001

Under Agreement

MLS PIN #30506879

—
05/22/2001

Contingent

MLS PIN #30506879

—
05/18/2001

Listed (Active)

MLS PIN #30506879

$309,000

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

Public Records for 59 Chesbrough Road

Taxable ValueLand$202,000Additions$596,100Total$798,100
Tax Record2025$9,242 ($770 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,679 SqFtAbove Grade Finished SqFt1,679 SqFtStories2Lot Size5,500 SqFtStyleSingle Family ResidenceYear Built1932Year Renovated2015ZoningR1CountySUFFOLKAPNWROX W:20 P:08664 S:000Fireplace TypeHas Fireplace

Schools near 59 Chesbrough Road

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 7 to 12
Public - PK to 8
Public - PK to 6
Rating
School
Distance
Lyndon K-8 School
PublicPK to 8

New Mission High School
Public7 to 12

Kilmer K-8 School
PublicPK to 8

Mozart Elementary School
PublicPK to 6

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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Listing Courtesy of Insight Realty Group, Inc., Linda Burnett

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.