Excellent development opportunity in Winchester! This 22,403 sq. ft. lot at 67-69 Hemingway Street is approved for the construction of two townhomes, with architectural plans included in the sale. The proposed design features two spacious residences, each offering 4 bedrooms, 2.5 baths, open-concept living and dining areas, mudroom, walk in pantry, a private primary suite, outdoor living space, an attached garage, and the option to finish the basement for additional living space. Zoned RG, the property will be delivered as a vacant lot, with public water, public sewer, and natural gas available, providing an excellent opportunity for builders and developers to bring this project to life. The location offers an appealing combination of neighborhood living, outdoor recreation, and commuter convenience. Just minutes from the newly constructed Lynch Elementary School, Horn Pond's scenic walking trails, and the Tri-Community Bike Path, the property provides easy access to some of Winchester's favorite outdoor destinations. Downtown Winchester offers a vibrant mix of local shops, restaurants, cafés, and community amenities, along with commuter rail service to Boston. Convenient access to Routes 93 and 95 adds to the property's appeal. Winchester continues to be a highly desirable community with a strong buyer pool seeking quality new construction. With approvals in place, architectural plans included, and a location that appeals to today's homebuyers, this is an attractive opportunity to develop two new residences in one of the area's most sought-after markets.
| Units | 2 |
| Living area | 6,200 sqft |
| Lot size | 22,403 sqft |
| Year built | 2026 |
| Price / sqft | $234 |
| County | Middlesex |
| MLS # | 73594547 |
| Days on market | 0 days |
| Listed on | October 23, 2026 |
| Annual property tax | $16,021 |
| Tax year | 2026 |
| Assessed value | $1,445,900 |
| Zoning | RG |
| Total actual rent | $0/mo |
| Stories | 6 |
| Total rooms | 20 |
| Lot size | 0.51 acres |
| Garage spaces | 2 |
| Parking spaces | 10 |
| Parking | Off Street |
| Foundation | Other |
| 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 6,200 sqft of living area, built in 2026.
67-69 Hemingway St, Winchester MA 01890 has been listed for 0 days (since October 23, 2026).
At a list price of $1,450,000 across 2 units, that works out to roughly $725,000 per unit.
Annual property taxes are $16,021 (2026), on an assessed value of $1,445,900.
At $1,450,000 for 6,200 sqft, that's about $234 per square foot.
2 garage spaces and 10 total parking spaces (off street).
67-69 Hemingway St, Winchester MA 01890 is in Winchester, Middlesex County, MA 01890.

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.