Est. 1950 — DJ Realty Management

Winchester · Holland Street

6 Holland Street

6 Holland Street is a two-family home in Winchester, Massachusetts, walking distance to Lynch Elementary, McCall Middle, and Winchester High — three of Greater Boston's most-recognized public schools. Family-owned and operated by DJ Realty Management since 1950 — no broker fees.

Two units — a first-floor 1-bedroom with a newly renovated kitchen and a 2-bedroom upper with a large finished walkup attic. Both with central A/C, in-unit washer and dryer, dishwasher, and private off-street parking.

The Building

A Winchester two-family, walking distance to the schools.

6 Holland Street is a two-family home on a tree-lined Winchester street — set up for the families and professionals who want a quieter residential setting with quick access to Boston. Winchester's school district consistently lands near the top of Massachusetts rankings (A+ on Niche, ~96.5/100 on U.S. News), and Lynch Elementary, McCall Middle, and Winchester High are all under a mile from the front door.

Both units come with central A/C, in-unit washer and dryer, dishwasher, and private off-street parking — a meaningful value in Winchester, where on-street parking near downtown and the commuter rail can be tight. Unit 1 has a newly renovated kitchen; Unit A has a large finished walkup attic for the extra room a growing household needs.

6 Holland Street two-family home exterior in Winchester, MA

The Units

Two homes — a 1BR and a 2BR with bonus attic

Browse the apartments below. Click any unit for full details, photos, and to apply.

Inside the Building

What's shared, what's included

Off-street parking

Private lot — a genuine value in Winchester near downtown and the commuter rail

Central A/C in both units

Building-wide central air, not window or wall units

In-unit washer & dryer

Both units — no laundromat trips

In-house maintenance

Same-day for non-emergencies, 24/7 for water, heat, security

The Neighborhood

Top-ranked schools, ten miles to Boston.

6 Holland Street sits in one of Greater Boston's most-walkable suburbs. Winchester's school district consistently lands near the top of Massachusetts rankings — Niche grades it A+ and U.S. News scores it ~96.5/100. Winchester Center and Wedgemere commuter rail stops both run directly to North Station, making the town popular with professionals who work in Boston but want a quieter residential setting. Tree-lined streets, boutique shops, and a real town center round it out.

6 Holland Street neighborhood in Winchester, MA — quiet residential street
Winchester High0.4 mi
Lynch Elementary0.6 mi
McCall Middle0.7 mi
Winchester Center (T)~1 mi
I-93 access~3 mi

Renting From Us

No broker fees. Direct from the owner.

$0 broker fee

First month, last month, security deposit only. That's it.

Apply remotely

Online application and lease signing. No need to be in Massachusetts yet.

In-house maintenance

Our licensed construction team handles everything. 24/7 for emergencies.

FAQ

How do I apply?+

Apply online directly through our website — no broker, no in-person visit required. You'll need proof of income (last two pay stubs or offer letter), photo ID, and a credit check authorization. Lease signing happens electronically through our secure portal.

What do I pay at lease signing?+

First month, last month, security deposit, and a $50 application fee per applicant. No broker fee, no amenity fee, no other surprises.

Do you allow pets?+

Pets are reviewed case-by-case rather than blanket-approved or denied. Reach out and we'll talk through breed, weight, and number.

Do both units have a washer and dryer?+

Yes. Both Unit 1 and Unit A have in-unit washer and dryer.

Do both units have A/C?+

Yes. Both units have central A/C — building-wide central air, not window or wall units.

What utilities are included at 6 Holland Street?+

Tenants pay their own utilities — heat, hot water, electric, and gas.

What's the parking situation at 6 Holland Street?+

Private off-street parking in a dedicated lot — meaningful in Winchester, where on-street parking near downtown and the commuter rail can be limited. Each unit gets parking included.

What schools is 6 Holland Street zoned for?+

The Winchester Public Schools district — consistently ranked among the strongest in Greater Boston (A+ on Niche, ~96.5/100 on U.S. News). Lynch Elementary (~0.6 mi), McCall Middle (~0.7 mi), and Winchester High (~0.4 mi) are all walking distance.

How far is the commuter rail?+

Winchester Center and Wedgemere stations are both close by; both run directly to North Station, making the commute into Boston a quiet 25-minute ride.

What's the difference between Unit 1 and Unit A?+

Unit 1 is the first-floor 1-bedroom with a newly renovated kitchen. Unit A is the upper 2-bedroom with a large finished walkup attic — bonus space that works well as an office, playroom, or guest room.

Who handles maintenance requests?+

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), we respond 24/7.

What's the lease length?+

Standard leases are 12 months. We do offer some flexibility for academic-year leases (9-10 months) on select units — ask if that's what you need.

Can I tour remotely or apply from out of state?+

Yes. Many of our tenants apply before they're physically in Massachusetts. We do video tours, accept remote applications, and handle electronic lease signing. You don't need to be local until move-in day.

Want to see it in person?

Showings are direct with our team — no broker, no runaround.

Get in Touch
DJ Realty Management logo