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59 Chesbrough RoadBoston, MA 02132

For Sale

$795,000

Smart Buyer Rebate $3,400

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, as well as a finished back 3-season sunroom. Bungalow-style flow on the first floor is accented by warm wood mouldings and French doors, with one bedroom, possibly two, and direct access to a fenced back yard with mature, eco-friendly plantings and garage/storage shed. Lovingly maintained with many updates (see attached for complete 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 den/guest room as well as a primary bedroom and second BR upstairs, which is currently being used as a home office. Tons of storage throughout. Large multi-purpose finished/heated room in basement.

Listed by Linda Burnett

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Insight Realty Group, Inc.

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617-335-2824

Last updated October 20, 2025

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Source: MLSPin #73444151

Listing Facts

  • TypeSingle-family
  • NeighborhoodBrook Farm
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu6
  • Taxes$5,299/year
  • Size1,679 sqft
  • Price per sqft$473

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

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Listing History

10/21/2025
Price Decreased
$795,000
10/15/2025
Listed by Insight Realty Group, Inc.
$810,000

Property Details for 59 Chesbrough Road

Association

Amenities

  • Community Features: Public Transportation, Highway Access, T-Station

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Storm Window(s)
  • Year Built: 1932
  • Year Built Details: Unknown/Mixed
  • Architectural Style: Cottage, Bungalow
  • Exterior Features: Porch - Enclosed, Deck - Composite, Storage, Fenced Yard

Features

  • Fencing: Fenced
  • Patio And Porch Features: Porch - Enclosed, Deck - Composite
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 1,679
  • Building Area Units: Square Feet
  • Lot Features: Gentle Sloping
  • Lot Size Acres: 0.13
  • Lot Size Area: 0
  • Lot Size Square Feet: 5,500
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 20008664000,1433171
  • Tax Annual Amount: $5,299.00
  • Tax Assessed Value: $798,100.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood
  • Interior Features: Sun Room, Foyer, Mud Room, Bonus Room

Measurements

  • Living Area: 1,679
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Concrete
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 8

Other

Features

  • Accessibility Features: No

Parking

Parking

  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Detached, Storage, Paved Drive, Off Street, Driveway
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Heat Pump, Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Central, Hot Water, Heat Pump, Natural Gas, Ductless
  • Has Heating: Yes
  • Laundry Features: In Basement
  • Sewer: Public Sewer
  • Utilities: For Electric Range
  • Water Source: Public

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.