Est. 1950 — DJ Realty Management
Winchester · Commercial Lease
66 Swanton Street
66 Swanton Street is a mixed-use corner property in Winchester, Massachusetts — five commercial spaces anchored by the Swanton Street Diner, with a private on-site parking lot and central A/C in every space. Owned and operated directly by DJ Realty Management since 1950.
A rare commercial address in Winchester with a real lot and a built-in customer base. Spaces span restaurant, coffee roastery, auto repair, and flex retail/storage — sometimes available individually, sometimes combinable.
The Building
A Winchester mixed-use corner, with a private parking lot.
66 Swanton Street is a true Winchester hybrid — a mixed-use corner property anchored by the Swanton Street Diner, a long-running local favorite that already brings steady daily foot traffic. Five commercial spaces span 64, 64B, 66, 72, and 72R Swanton Street, with current uses ranging from restaurant and coffee roastery to auto repair and flex retail.
What really sets this property apart in Winchester is the private on-site parking lot — a genuine advantage for staff and customers, and a rarity for Main Street-style commercial addresses in town. Add central A/C across every space and an established commercial identity, and you have an address customers can find without thinking.
The Spaces
Five commercial spaces — restaurant, roastery, auto, and flex
Each space has its own street address. Availability changes — reach out for the current status of any space.
64 Swanton St
Flex / StorageCommercial · Central A/C · Private parking
Open commercial space — currently used for storage. Suited to retail, light-industrial, or storage uses.
Inquire
64B Swanton St
Flex / Coffee roasteryCommercial · Central A/C · Private parking
Versatile open space — formerly a paper store, currently a coffee company roasting beans on-site (not a public retail storefront). Has hosted multiple uses over the years.
Inquire
66 Swanton St
Flex commercialCommercial · Central A/C · Private parking
Commercial space at the property's anchor address. Suited to retail, office, or service uses on the building's most visible Swanton Street frontage.
Inquire
72 Swanton St
Restaurant — Swanton Street DinerCommercial · Central A/C · Private parking
Anchor restaurant space — the long-running Swanton Street Diner, a Winchester local favorite with established daily foot traffic. Built out for full restaurant use.
Inquire
72R Swanton St
Auto / 2-bay garageCommercial · Central A/C · Private parking
Two-bay automotive service garage at the rear of the property. Built out for vehicle repair use, with direct access from the shared on-site lot.
InquireProperty Highlights
Why this is a strong commercial address
Private on-site parking
Dedicated lot shared across the commercial spaces — rare for Main Street-style commercial in Winchester
Corner mixed-use lot
High visibility on Swanton Street with established daily foot traffic
Central A/C in every space
Building-wide central air, not window or wall units
Anchor tenant in place
Swanton Street Diner brings consistent customer flow to the address
The Location
Winchester's mixed-use corner — minutes to the commuter rail and I-93.
66 Swanton Street sits in Winchester, MA — a Boston suburb known for tree-lined streets, strong public schools (Winchester Public Schools is consistently ranked among the strongest in Greater Boston), and quick commuter rail access to North Station. For commercial tenants, that means a built-in customer demographic of professionals, families, and locals who already know the address.

Leasing With Us
Direct from the owner. Three generations on the property.
Direct with the owner
You're talking to DJ Realty Management — no leasing agent in the middle.
Family-owned since 1950
Same ownership for three generations. Hands-on, long-term landlords.
In-house maintenance
Our licensed construction team handles building issues. 24/7 for emergencies.
FAQ
What kinds of businesses are at 66 Swanton Street now?+
Five commercial spaces with a mix of uses. 72 Swanton is the Swanton Street Diner, a long-running Winchester favorite. 72R is a 2-bay auto-repair garage. 64B is currently a coffee company that roasts beans on-site (not a retail storefront). 64 and 66 are flex commercial spaces — historically used for retail, storage, and small-business operations.
Which spaces are available for lease?+
Availability changes — reach out for the current status of each space. We work with prospective commercial tenants directly, no leasing agent in the middle.
What's the parking situation at 66 Swanton Street?+
Private on-site parking lot, shared across the commercial spaces and the residences. In Winchester, where Main Street-style commercial addresses usually rely on tight town-center parking programs, a dedicated lot is a real advantage for customers and staff.
How close is highway access?+
Minutes from I-93, with I-95 / Route 128 a short drive further. Easy reach for staff, deliveries, and customers coming in from anywhere along the corridor.
How close is the commuter rail?+
Winchester Center and Wedgemere stations are both nearby. Both run directly to Boston's North Station — useful for staff commuting in or for customers who already work in Boston and live in Winchester.
Is there A/C in the spaces?+
Yes. The building has central A/C across all spaces — not window or wall units.
What uses are the spaces zoned for?+
The building is currently in active mixed-use commercial use — restaurant, automotive service, coffee roastery, and flex commercial. Reach out to confirm zoning and permissible uses for your specific business.
Can spaces be combined?+
Possibly, depending on which spaces and the use. Some are adjacent and could be joined for a larger commercial footprint. Ask and we'll talk through what's feasible.
Who handles maintenance and repairs?+
Our in-house construction team. We have a Licensed Construction Supervisor and Licensed Real Estate Broker on staff. For non-emergency requests, we respond by email or text within 1 to 24 hours. For emergencies (water, heat, security), 24/7.
Who do I contact about leasing 66 Swanton Street?+
Contact DJ Realty Management directly through our website or call our office. You'll be talking to the owner, not a leasing agent.
Are there residential units at this address?+
The building is mixed-use — the residential side is at 6 Holland Street, listed on its own page. This page covers the five commercial spaces only.
Interested in a space?
Inquiries go straight to the owner. No leasing agent, no runaround.
Inquire about leasing