Date
Details
Price
Change
Source
3/16/2026
Listed
$4,575,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/18
$4,575,000
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1/18
Property Description
299 Dudley Street, Roxbury presents an exceptional opportunity to acquire a boutique multifamily building constructed in 2015, comprising 8 thoughtfully designed three-bedroom, two-bathroom units with modern finishes throughout. Each residence features large, open floor plans bathed in natural light, offering stunning city and skyline views that elevate the everyday living experience. The property is fully equipped with all separate utilities, on-site parking, common laundry, and dedicated storage and bike storage, delivering a comprehensive amenity package that commands strong tenant demand. Situated in a vibrant, transit-oriented neighborhood, 299 Dudley Street offers residents seamless connectivity to Boston's core while benefiting from the continued growth and investment in the surrounding area. With its modern construction, desirable unit mix of spacious three-bedroom homes, and turnkey operational profile, this asset represents a compelling addition to any investor.
Full Property Details
Full Property Details for 299 Dudley St
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General
- Price: $4,575,000
- Taxes: $99 (99)
- Status: Active
- Type: Multi-Family
- MLS ID: 73487339
- Updated: 3/20/2026
- Added to Site: 9 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 16
- Full Bathrooms: 16
Bedrooms
- Total Bedrooms: 24
Location
- County: Suffolk
Structural Information
- Basement: Yes
- Stories/Levels: 4
- Square Feet: 7,200
- Year Built: 2015
Lot Features
- Lot Size (Acres): 0.08
Financial Considerations
- Tax Amount: $99
- Tax Year: 99
Disclosures and Reports
- Property ID: 3399182
Listed by Boston Realty Advisors, Kevin Benzinger and Daniel Alper
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Listing agents
— 299 Dudley St —
Kevin Benzinger
Boston Realty Advisors
Daniel Alper
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 299 Dudley St
School District:Boston School District
| Name | Grades | Distance |
|---|---|---|
Orchard Gardens K-8 School 906 Albany Street, Boston, MA 02119 | PK-8 | 0.2 mi |
Samuel W. Mason Pilot Elementary 150 Norfolk Avenue, Boston, MA 02119 | PK-5 | 0.4 mi |
Hale Elementary School 51 Cedar Street, Boston, MA 02119 | PK-5 | 0.7 mi |
Dearborn Middle School 36 Winthrop St, Boston, MA 02119 | 6-12 | 0.2 mi |
O'Bryant School Math/Science 55 Malcolm X Boulevard, Boston, MA 02120 | 7-12 | 0.6 mi |
James P Timilty Middle School 205 Roxbury Street, Boston, MA 02119 | 6-8 | 0.7 mi |
Madison Park High 75 Malcolm X Blvd, Boston, MA 02120 | 9-12 | 0.7 mi |
Fenway High School 67 Alleghany St, Boston, MA 02120 | 9-12 | 1.1 mi |
Egleston Community High School 3134 Washington Street, Boston, MA 02130 | 9-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 299 Dudley St
Tax History
Tax History for 299 Dudley St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,390
2%
$1,415,398
-4%
2024
$16,019
—
$1,469,651
-1%
2023
$16,024
2%
$1,491,950
3%
2022
$15,721
3%
$1,444,990
1%
2021
$15,293
3%
$1,433,290
1%
2020
$14,913
4%
$1,412,198
4%
2019
$14,373
14%
$1,363,696
14%
2018
$12,562
74%
$1,198,677
76%
2017
$7,226
2923%
$682,372
3045%
2016
$239
-9%
$21,700
—
2015
$263
8%
$21,700
12%
2014
$243
—
$19,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 299 Dudley St
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- Multi-Family
- Active
- Updated 1 day ago
- 5Units
- 24Total Beds
- 0.58Acres
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- Multi-Family
- Active
- Updated 1 hour ago
- 2Units
- 5Total Beds
- 0.09Acres
- Multi-Family
- Active
- Updated 2 days ago
- 2Units
- 8Total Beds
- 0.15Acres
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- Multi-Family
- Active
- Updated 2 days ago
- 2Units
- 4Total Beds
- 0.03Acres
Listed by Waypoint Realty Group (781) 820-0581
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 988Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 5Total Baths
- 2,556Sq. Ft.
Listed by Nathan Long (617) 821-5889
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 920Sq. Ft.
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299 Dudley Street, Boston, MA 02119 (MLS# 73487339) is a Multi-Family property with 8 units containing 24 bedrooms and 16 full bathrooms. 299 Dudley Street is currently listed for $4,575,000 and was received on March 16, 2026. Want to learn more about 299 Dudley Street? Do you have questions about finding other Multi-Family real estate for sale in Boston? You can browse all Boston real estate or contact a Coldwell Banker agent to request more information.