299 Dudley St, Roxbury, MA, 02119
About This Home
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.
Getting Around
Very Walkable
Very Limited Transit
Very BikeableSchools
Construction
Condition
- Year built: 2015
Materials
- Foundation: Other
Type & Style
- Home type: MultiFamily
- Property subType: 5+ Family - 5+ Units Side by Side
Interior
Basement
- Has basement: Yes
- Basement: Full
Bedrooms & Bathrooms
- Bedrooms: 24
- Bathrooms: 16
- Full bathrooms: 16
Features
- Finished area above ground: 7,200
Interior Area
- Total structure area: 7,200
- Total interior livable area: 7,200 sqft
Property
Details
- Parcel number: 3399182
- Zoning: 99
Lot
- Lot size: 3,698 sqft
- Features: Other
Parking
- Total spaces: 8
- Uncovered spaces: 8
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Heat Wave
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $19,214 | $230,568 |
| Home Insurance * | $1,411 | $16,932 |
| Property Taxes | $3,650 | $43,800 |
| Electricity | $1,419 | $17,037 |
| Total | $25,694 | $308,328 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-13 | Listed for rent | $3,800 |
| 2026-05-11 | Price change | $4,375,000 |
| 2026-03-16 | Listed for sale | $4,575,000 |
| 2025-06-27 | Listing removed | $3,800 |
| 2025-05-27 | Listed for rent | $3,800 |
| 2023-05-23 | Listing removed | -- |
| 2023-03-09 | Price change | $3,400 |
| 2023-01-30 | Listed for rent | $3,600 |
| 2022-06-13 | Listing removed | -- |
| 2022-06-01 | Listed for rent | $3,400 |
| 2021-08-31 | Listing removed | -- |
| 2021-08-17 | Listed for rent | $2,700 |
| 2021-06-25 | Listing removed | -- |
| 2021-05-27 | Listed for rent | $2,900 |
| 2019-07-03 | Listing removed | $2,900 |
| 2019-06-17 | Listed for rent | $2,900 |
| 2019-02-19 | Listing removed | $2,950 |
| 2019-02-16 | Listed for rent | $2,950 |
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