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 A roof less than 3 years old 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 $43,200. 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!
For sale
$625,000
540 Monticello St, Winchester, VA 22601
9beds
4baths
4,396sqft
Est.:
Triplex
Built in 1956
-- sqft lot
$-- Zestimate®
$142/sqft
$-- HOA
What's special
Two finished levelsUpdated finishesFull kitchenOwn laundry roomsLarge kitchensFresh paintGround level
- 3 days
- on Zillow |
- 198 |
- 9 |
Zillow last checked: 7 hours ago
Listing updated: April 23, 2025 at 02:14am
Listed by:
Laura King 540-409-8683,
MarketPlace REALTY
Source: Bright MLS,MLS#: VAWI2007538

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 4
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Heat Pump, Electric
Appliances
- Included: Dishwasher, Microwave, Oven/Range - Electric, Water Heater, Electric Water Heater
- Laundry: Washer/Dryer Hookups Only
Features
- 2nd Kitchen, Additional Stairway, Bathroom - Tub Shower, Breakfast Area, Combination Dining/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Eat-in Kitchen, Kitchen - Table Space, Dry Wall
- Flooring: Carpet, Laminate
- Doors: Insulated, Six Panel
- Windows: Double Pane Windows
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 4,396
- Total interior livable area: 4,396 sqft
Property
Parking
- Total spaces: 5
- Parking features: Driveway, Assigned
- Uncovered spaces: 5
- Details: Assigned Parking
Accessibility
- Accessibility features: None
Features
- Pool features: None
- Frontage type: Road Frontage
Lot
- Size: 3,999 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 33002 27
- Zoning: B2
- Special conditions: Standard
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Other
- Property subtype: Triplex
Materials
- HardiPlank Type, Vinyl Siding
- Foundation: Slab
- Roof: Architectural Shingle
Condition
- Very Good
- New construction: No
- Year built: 1956
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Multiple Phone Lines
Community & HOA
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $142/sqft
- Tax assessed value: $461,600
- Annual tax amount: $3,669
- Date on market: 4/23/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,Other
- Ownership: Fee Simple
- Total actual rent: 43200
- Income includes: Apartment Rentals
- Road surface type: Paved
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