Rare value add and redevelopment opportunity in the heart of Allston. This side by side two family offers 16 bedrooms, 6 baths, 6 off street parking spaces, and a large basement with exceptional ceiling height on a 5,951 SF R2 lot. Unit 20 is leased at $10,800/month, while Unit 22 is leased at $6,583/month, for a current gross rental income of $17,383/month ($208,596/year). Unit 22 offers significant upside supported by prior MLS rental history, with gross rental income potential of approximately $240,000/year. All utilities are tenant paid. Ideal for investors seeking immediate cash flow while pursuing future value add or redevelopment opportunities. Positioned steps from BU, the Green Line, Barry’s Corner, Harvard’s Enterprise Research Campus, the $2B Allston Multimodal Project, and Harvard’s planned 358 acre expansion, placing the property in one of Boston’s most compelling long term investment corridors. Pro forma available upon request.
| Units | 2 |
| Living area | 5,010 sqft |
| Lot size | 5,951 sqft |
| Year built | 1885 |
| Price / sqft | $509 |
| County | Suffolk |
| MLS # | 73529505 |
| Days on market | 61 days |
| Listed on | June 3, 2026 |
| Annual property tax | $23,972 |
| Tax year | 2025 |
| Assessed value | $2,070,100 |
| Zoning | R2 |
| Gross income (actual) | $208,596/yr |
| Net operating income (actual) | $144,944/yr |
| Total actual rent | $17,383/mo |
| Stories | 6 |
| Total rooms | 20 |
| Lot size | 0.14 acres |
| Garage spaces | 0 |
| Parking spaces | 6 |
| Parking | Paved Drive, Off Street, Tandem, On Street, Assigned, Common, Guest, Deeded, Driveway, Paved, Other |
| Basement | Full, Interior Entry, Bulkhead, Concrete, Unfinished |
| Foundation | Block, Stone, Granite |
| Roof | Shingle, Rubber, Other |
| Construction | Frame, See Remarks |
| Flooring | Wood, Tile, Varies, Hardwood, Other, Stone/Ceramic Tile |
| Heating | Central, Forced Air, Natural Gas |
| Cooling | Central Air |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Oven |
| Appliances | Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal |
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 2-unit multi-family property with 5,010 sqft of living area, built in 1885.
20-22 Highgate St, Boston MA 02134 has been listed for 61 days (since June 3, 2026).
Based on area median rents, the estimated cap rate is about 1.9%, with a Signal Score of 45/100. These are directional estimates, not an appraisal.
At a list price of $2,549,000 across 2 units, that works out to roughly $1,274,500 per unit.
Annual property taxes are $23,972 (2025), on an assessed value of $2,070,100.
At $2,549,000 for 5,010 sqft, that's about $509 per square foot.
6 total parking spaces (paved drive, off street, tandem, on street, assigned, common, guest, deeded, driveway, paved, other).
20-22 Highgate St, Boston MA 02134 is in Boston, Suffolk County, MA 02134.

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.