Don't miss this fantastic 2-unit opportunity on the north side of vibrant Jones Hill, boasting breathtaking views of downtown, Back Bay, and Dorchester Bay. "Owner's Unit" is comfortably spread out over top 2 levels w/ a private entrance. Main level flows seamlessly from the living area to the formal dining room, bordered by the kitchen, a spacious BR, and a versatile office/flex space with potential for a 4th BR conversion. Upstairs features 2 well-proportioned BR, w/ a rear primary suite with a en suite 1/2 bath and a private deck—perfect for relaxing on warm summer evenings. The 1st-floor unit is a spacious 1-BR featuring original inlaid ornamental wood flooring, a private porch, and layout flexibility to easily convert into a 2-BR. Major property upgrades include a 2020 Navien on-demand heating & hot water system, durable stainless-steel countertops, and well-maintained slate roof. Short walk to Red Line & for gardeners, a charming neighborhood community garden sits 2 doors down.
| Units | 2 |
| Living area | 2,875 sqft |
| Lot size | 4,638 sqft |
| Year built | 1890 |
| Price / sqft | $374 |
| County | Suffolk |
| MLS # | 73551214 |
| Days on market | 6 days |
| Listed on | July 16, 2026 |
| Annual property tax | $10,721 |
| Tax year | 2026 |
| Assessed value | $857,000 |
| Zoning | RES |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 11 |
| Lot size | 0.11 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Parking | Paved Drive, On Street |
| Basement | Full |
| Foundation | Granite |
| Roof | Wood, Slate |
| Construction | Frame |
| Flooring | Wood |
| Sewer | Public Sewer |
| Water | Public |
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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 2,875 sqft of living area, built in 1890.
17 Windermere Road, Boston MA 02125 has been listed for 6 days (since July 16, 2026).
At a list price of $1,075,000 across 2 units, that works out to roughly $537,500 per unit.
Annual property taxes are $10,721 (2026), on an assessed value of $857,000.
At $1,075,000 for 2,875 sqft, that's about $374 per square foot.
17 Windermere Road, Boston MA 02125 is in Boston, Suffolk County, MA 02125.

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.