A truly special opportunity to own a piece of Dorchester history. Built in 1910, 25–27 Kenwood Street is a side-by-side two-family situated on a quiet street with convenient access to schools, the T, parks, shopping, and major highways. Offering an exceptional combination of location, scale, and potential, this expansive 4,410-square-foot property features 10 bedrooms and 3 bathrooms across two spacious residences. Rich in original character, highlights include hardwood floors, built-ins, bay windows, porches, and four off-street parking spaces. Unit 1 offers 6 bedrooms and 2 bathrooms, while Unit 2 features 4 bedrooms and 1 bathroom. Each unit benefits from separate utilities and its own gas-fired hot water boiler. With its substantial footprint, historic charm, and versatile layout, this property presents an exciting opportunity to preserve its original character, renovate and reimagine the existing spaces, or explore future possibilities.
Property Details
Price:
$995,000
MLS #:
73598506
Status:
Active
Beds:
10
Baths:
3
Type:
Multi Family
Subtype:
2 Family – 2 Units Side by Side
Neighborhood:
dorchester
Listed Date:
Nov 4, 2026
Finished Sq Ft:
4,410
Total Sq Ft:
4,410
Lot Size:
5,883 sqft / 0.14 acres (approx)
Year Built:
1910
Units:
2
See this Listing
Schools
Interior
Above Grade Finished Area
4410
Bathrooms
3 Full Bathrooms
Levels
6
Exterior
Community Features
Public Transportation, Shopping, Park, Highway Access, Public School, T-Station
Lot Features
Gentle Sloping
Open Parking Spaces
4
Parking Features
Off Street
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch
Stories
6
Financial
Tax Year
2027
Taxes
$6,915
Map
Community
- Address25-27 Kenwood Street Boston MA
- CityBoston
- CountySuffolk
- Zip Code02124
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Ashmont Hill / Peabody Square
- Beacon Hill
- Bellevue Hill
- Boston
- Central JP
- Charlestown
- Clam Point
- Doctor’s Row
- Dorchester
- East Boston
- Fairmount Hill
- Forest Hills
- Fort Hill Highland Park
- Frederick Douglas Park South End
- George Wright Golf Course Neighborhood
- Harborview
- Highland
- Holy Name Parish neighborhood
- Hyde Park
- Jeffries Point
- Lower Mills
- Lower Mills and East Milton Square
- Melville Park
- Moss Hill
- Mount Hope
- Nubian Square
- Oak Square
- Oak Square Brighton/Newton Liine
- Orient Heights
- Over The Bridge – Savin Hill
- Peak Hill Neighborhood
- Pondside
- Pondside Jamaica Plain
- Readville
- Roslindale
- Roxbury
- Savin Hill OTB
- Savin Hill/JFK
- South Boston
- South Boston’s City Point
- Thompson Square
- Truman Parkway/ Monahan Park
- Ward 20
- Well Respected Hyde Park Neighborhood Area of Boston.
- West Roxbury
- Woodbourne
Market Summary
Current real estate data for Multi Family in Boston as of Nov 04, 2026
434
Multi Family Listed
127
Avg DOM
484
Avg $ / SqFt
$2,089,101
Avg List Price
Property Summary
- 25-27 Kenwood Street Boston MA is a Multi Family for sale in Boston, MA, 02124. It is listed for $995,000 To schedule a showing of MLS#73598506 at 25-27 Kenwood Street in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Gibson Sotheby’s International Realty. 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.
25-27 Kenwood Street
Boston, MA

