Welcome to 27 Woodleigh Rd, a well-maintained two-family home offering approximately 2,416 sq. ft. of living space in a desirable Watertown location. The property features two spacious units with separate entrances. One unit offers 2 bedrooms and 1 full bathroom, while the second features 3 bedrooms and 1 full bathroom. Both units offer updated kitchens and bathrooms and comfortable, functional layouts.Recent improvements include a newer roof (2021), two newer composite decks, and two gas hot water tanks installed in 2025. The property also offers an impressive driveway with parking for up to 10 cars.Additional space in both the basement and attic provides exciting future possibilities. The property is equipped with three electrical panels, including an additional panel that may support future expansion. The basement offers potential for an ADU, while the attic also presents potential for additional use and has independent exterior access currently enclosed within one of the bedrooms. Any ADU, expansion, or future use is subject to buyer due diligence and all required permits and municipal approvals.Conveniently located near shops, restaurants, public transportation and major routes, this property offers an excellent opportunity for an owner-occupant, investor, or multi-generational living. Showings begin at the Open House.
| Units | 2 |
| Living area | 2,416 sqft |
| Lot size | 5,227 sqft |
| Year built | 1920 |
| Price / sqft | $620 |
| County | Middlesex |
| MLS # | 73564758 |
| Days on market | 0 days |
| Listed on | August 17, 2026 |
| Annual property tax | $13,409 |
| Tax year | 2026 |
| Assessed value | $1,099,100 |
| Zoning | T |
| Total actual rent | $0/mo |
| Stories | 2 |
| Total rooms | 15 |
| Lot size | 0.12 acres |
| Garage spaces | 0 |
| Parking spaces | 10 |
| Parking | Paved Drive, Off Street |
| Basement | Full, Partial, Walk-Out Access, Interior Entry, Concrete |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Flooring | Tile, Hardwood |
| Heating | Steam, Oil |
| Cooling | Window Unit(s) |
| Sewer | Public Sewer |
| Water | Public |
| Appliances | Range, Microwave, Refrigerator, Washer, Dryer, Washer/Dryer |
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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 2,416 sqft of living area, built in 1920.
27 Woodleigh Rd, Watertown MA 02472 has been listed for 0 days (since August 17, 2026).
At a list price of $1,499,000 across 2 units, that works out to roughly $749,500 per unit.
Annual property taxes are $13,409 (2026), on an assessed value of $1,099,100.
At $1,499,000 for 2,416 sqft, that's about $620 per square foot.
10 total parking spaces (paved drive, off street).
27 Woodleigh Rd, Watertown MA 02472 is in Watertown, Middlesex County, MA 02472.

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.