Discover this beyond-charming expanded Bungalow on a sunny street in the heart of West Roxbury’s Parkway neighborhood. Welcoming front foyer for sunning and 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. Large multi-purpose finished/heated room in basement. Open Saturday and Sunday 12:30-2PM
Property Details
Price:
$810,000
MLS #:
73444151
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
westroxbury
Listed Date:
Oct 15, 2025
Finished Sq Ft:
1,679
Total Sq Ft:
1,679
Lot Size:
5,500 sqft / 0.13 acres (approx)
Year Built:
1932
See this Listing
Schools
Interior
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
Heat Pump, Ductless
Fireplaces Total
1
Flooring
Wood
Heating
Central, Hot Water, Heat Pump, Natural Gas, Ductless
Laundry Features
In Basement
Exterior
Architectural Style
Cottage, Bungalow
Community Features
Public Transportation, Highway Access, T-Station
Exterior Features
Porch – Enclosed, Deck – Composite, Storage, Fenced Yard
Parking Features
Detached, Storage, Paved Drive, Off Street, Driveway
Parking Spots
2
Roof
Shingle
Financial
Tax Year
2026
Taxes
$5,299
Map
Community
- Address59 Chesbrough Road Boston MA
- CityBoston
- CountySuffolk
- Zip Code02132
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Current real estate data for Single Family in Boston as of Oct 19, 2025
384
Single Family Listed
135
Avg DOM
696
Avg $ / SqFt
$2,056,012
Avg List Price
Property Summary
- 59 Chesbrough Road Boston MA is a Single Family for sale in Boston, MA, 02132. It is listed for $810,000 and features 3 beds, 2 baths, and has approximately 1,679 square feet of living space, and was originally constructed in 1932. The current price per square foot is $482. The average price per square foot for Single Family listings in Boston is $696. The average listing price for Single Family in Boston is $2,056,012. To schedule a showing of MLS#73444151 at 59 Chesbrough Road in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
Similar Listings Nearby
Courtesy of Insight Realty Group, Inc.. The property listing data and information 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 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 set forth herein.
59 Chesbrough Road
Boston, MA