Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!
Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers convenience, charm, and long-term value.
The building features two 2-Bedroom, 1-Bath Units – Each offers large Kitchens, updated finishes, and their own Laundry Rooms. One of the units is ground level, and the other 2nd-Level unit has access to its own deck space. The largest unit of the three features two finished levels, connected with an interior staircase, 5-Bedrooms, 2 Full Baths, 2 Living Rooms, a Full kitchen, Laundry, and access to it's own private patio & deck. It's a unique two-level layout, perfect for multi-tenants and/or premium rental rates.
Recent renovations throughout the last few years include:
Luxury vinyl plank (LVP) flooring, fresh paint, and updated kitchens and baths
Newer appliances in each unit
The roof less than 3 years old
New HVAC installed (2025)
Designated parking for all units
With all units currently leased, this is a true turnkey investment with reliable income and minimal immediate maintenance needs. This well-maintained building features three fully occupied units, bringing in a current gross annual rental income of $45,300.
Whether you're looking to grow your portfolio or occupy a unit while renting the others, or the potential for a short-term rental, this property checks all the boxes!
The income description goes here to explain
| List Price | $605,000 |
| Property Type | Triplex (3-units) |
| Usable Sqft | 4,396 |
| Number of Stories | 2 stories |
| Parking Spots | 0 spots |
| Year Built | 1956 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| APN # | 33002 27 |
| MLS # | VAWI2009348 |
| Property ID | 322295145 |
| Lot Sqft | 3,999 |
| Zoning | B2 |
| Total Units | 3 |
| Days on Market | 61 |
| Original List Price | Unknown |
| Applicances | Dishwasher,Microwave,Oven/Range - Electric,Washer/Dryer Hookups Only,Water Heater% |
| Date Updated | October 24, 2025 |
| Date Created | October 23, 2025 |
| Unit # | Beds | Baths | Current Rent | Proforma Rent |
| Unit #1 | $45,300 | $0 |
Laura King an agent of . Lic #0225221392
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2708 Wilshire Blvd #197
Santa Monica, CA 90403
California #02062862
Florida #CQ1065233
Robert Crawford
REAL ESTATE AGENT