$775,000
OPEN SAT 12PM - 1:30PM $35K PRICE DROP

59 Chesbrough Rd West Roxbury, MA 02132

West Roxbury Neighborhood

Estimated payment $4,506/month

Total Views 2,584
3 Beds
2 Baths
1,679 Sq Ft
$462 Price per Sq Ft

Highlights

  • Custom Closet System
  • Property is near public transit
  • Bonus Room
  • Deck
  • Wood Flooring
  • Sun or Florida Room

About This Home

Discover this beyond-charming expanded Bungalow on a sunny street in the heart of West Roxbury's Parkway neighborhood. Welcoming front foyer for relaxing almost year round, plus a finished 3-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, 11/1, 12:00-1:30. See you there!

Listing Agent

Linda Burnett

Insight Realty Group, Inc. Listed on: 10/15/2025

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,299

Year Built

  • Built in 1932 | Remodeled

Lot Details

  • 5,500 Sq Ft Lot
  • Fenced Yard
  • Gentle Sloping Lot

Parking

  • 1 Car Detached Garage
  • Parking Storage or Cabinetry
  • Driveway
  • Open Parking
  • Off-Street Parking

Home Design

  • Cottage
  • Bungalow
  • Stone Foundation
  • Blown-In Insulation
  • Shingle Roof

Interior Spaces

  • 1,679 Sq Ft Home
  • Chair Railings
  • Insulated Windows
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Living Room with Fireplace
  • Bonus Room
  • Sun or Florida Room

Kitchen

  • Range
  • Microwave
  • Dishwasher
  • Solid Surface Countertops
  • Disposal

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Primary bedroom located on second floor
  • Custom Closet System
  • 2 Full Bathrooms
  • Bathtub with Shower
  • Separate Shower

Laundry

  • Dryer
  • Washer

Partially Finished Basement

  • Basement Fills Entire Space Under The House
  • Block Basement Construction
  • Laundry in Basement

Home Security

  • Storm Windows
  • Storm Doors

Outdoor Features

  • Bulkhead
  • Deck
  • Enclosed Patio or Porch
  • Outdoor Storage

Location

  • Property is near public transit

Utilities

  • Ductless Heating Or Cooling System
  • 2 Cooling Zones
  • Central Heating
  • 2 Heating Zones
  • Heating System Uses Natural Gas
  • Heat Pump System
  • Hot Water Heating System
  • Gas Water Heater

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Assessor Parcel Number 20008664000,1433171

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,299

Year Built

Built in 1932 | Remodeled

Lot Details

0

Parking

1

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Cottage, Bungalow
  • Year Built: 1932
  • Year Built Details: Unknown/Mixed
  • Special Features: 4097

Interior Features

  • Flooring: Wood
  • Interior Amenities: Sun Room, Foyer, Mud Room, Bonus Room
  • Door Features: Storm Door(s), French Doors
  • Fireplace Features: Living Room
  • Fireplace YN: Yes
  • Fireplaces: 1
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Total Bedrooms: 3
  • Room Bedroom2 Level: First
  • Room Bedroom3 Level: Second
  • Full Bathrooms: 2
  • Total Bathrooms: 2
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: No
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Remodeled
  • Bathroom 1 Level: First
  • Bathroom 2 Level: Second
  • Bathroom 2 Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Remodeled
  • Room Dining Room Features: Chair Rail
  • Room Dining Room Level: First
  • Room Kitchen Level: First
  • Room Kitchen Features: Closet/Cabinets - Custom Built, Pantry, Countertops - Stone/Granite/Solid, French Doors, Cabinets - Upgraded, Exterior Access
  • Laundry Features: In Basement
  • Room Living Room Level: First
  • Room Living Room Features: French Doors
  • Basement: Full, Partially Finished, Bulkhead, Concrete
  • Above Grade Finished Sq Ft: 1679
  • Accessibility Features: No
  • Living Area: 1679
  • Spa YN: No
  • Window Features: Insulated Windows, Storm Window(s)
  • MAIN LO: BB9254
  • Insulation: Full, Blown In

Exterior Features

  • Exterior Features: Porch - Enclosed, Deck - Composite, Storage, Fenced Yard
  • Fencing: Fenced
  • Foundation Details: Stone
  • Home Warranty YN: No
  • Patio And Porch Features: Porch - Enclosed, Deck - Composite
  • Road Frontage Type: Public
  • Roof: Shingle
  • Waterfront YN: No

Garage/Parking

  • Garage Spaces: 1
  • Attached Garage YN: No
  • Carport Y N: No
  • Covered Parking Spaces: 1
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Detached, Storage, Paved Drive, Off Street, Driveway
  • Total Parking Spaces: 2

Utilities

  • Sewer: Public Sewer
  • Utilities: for Electric Range
  • Cooling: Heat Pump, Ductless
  • Heating: Central, Hot Water, Heat Pump, Natural Gas, Ductless
  • Cooling Y N: Yes
  • Electric: Circuit Breakers
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 2
  • COOLING ZONES: 2

Condo/Co-op/Association

  • Association YN: No
  • Community Features: Public Transportation, Highway Access, T-Station
  • Senior Community YN: No

Lot Info

  • Parcel Number: 20008664000,1433171
  • Zoning: Res
  • Farm Land Area Units: Square Feet
  • Lot Features: Gentle Sloping
  • Lot Size Acres: 0.13
  • Lot Size Sq Ft: 5500
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2026
  • Tax Annual Amount: 5299

Multi Family

  • Basement Included Sq Ft: No

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,242 $798,100 $202,000 $596,100
2024 $8,349 $766,000 $213,100 $552,900
2023 $7,836 $729,600 $203,000 $526,600
2022 $7,216 $663,200 $184,500 $478,700
2021 $6,763 $633,800 $180,900 $452,900
2020 $6,366 $602,800 $164,400 $438,400
2019 $6,032 $572,300 $144,100 $428,200
2018 $5,553 $529,900 $144,100 $385,800
2017 $5,359 $506,000 $144,100 $361,900
2016 $4,761 $432,800 $144,100 $288,700
2015 $4,957 $409,300 $157,900 $251,400
2014 $4,857 $386,100 $157,900 $228,200
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/29/2025 10/29/25 Price Changed $775,000 -2.5% $462 / Sq Ft
10/21/2025 10/21/25 Price Changed $795,000 -1.9% $473 / Sq Ft
10/15/2025 10/15/25 For Sale $810,000 -- $482 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Deed $315,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $165,000 No Value Available
Closed $251,000 No Value Available
Closed $252,500 No Value Available
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73444151

MLS Property Information Network (MLS PIN)

APN: WROX-000000-000020-008664

Massachusetts Suffolk County Boston 02132 West Roxbury

59 Chesbrough Rd, Boston, MA

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MLS Property Information Network (MLS PIN) The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

Nearby Homes
Linda Burnett
Listing Agent
Linda Burnett
Section Image
Insight Realty Group, Inc.
(617) 468-3022