Date
Details
Price
Change
Source
2/17/2026
Listed
$605,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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!
Full Property Details
Full Property Details for 540 Monticello St
General
- Price: $605,000
- Taxes: $3,669 (2025)
- Status: Active
- Type: Triplex
- Source: BrightMLSMidAtlantic
- MLS ID: VAWI2009974
- Updated: 2/17/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 22
- Interior Features: 2nd Kitchen, Additional Stairway, Bathroom - Tub Shower, Breakfast Area, Carpet, Combination Dining/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Kitchen - Eat-In, Kitchen - Table Space
- Appliances: Dishwasher, Microwave, Oven/Range - Electric, Washer/Dryer Hookups Only, Water Heater
- Flooring: Carpet, Laminated, Laminate Plank
Parking
- Assigned Spaces: 5
- Total Spaces: 5
- Parking Features: Paved Driveway, Assigned
- Parking Type: Driveway
Location
- County: WINCHESTER CITY
- Driving Directions: From Valley Ave (Rt. 11) North make a Right onto Monticello Street, building is on your Left.
- City Limits: Yes
School Information
- School District: Winchester City Public Schools
- High School: Call School Board
Heating & Cooling
- Cooling Type: Heat Pump(s)
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Multiple Phone Lines
Structural Information
- Architectural Style: Other
- Structure Type: Other
- Construction: HardiPlank Type
- Foundation: Slab
- Roof: Architectural Shingle
- Walls/Ceilings: Dry Wall
- Windows: Double Pane
- Doors: Insulated, Six Panel
- Stories/Levels: 2
- Square Feet: 4,396
- Sq. Ft. Source: Assessor
- Living Area: 4,396 Sq. Ft.
- Finished Above Grnd: 4,396 Sq. Ft.
- Year Built: 1956
- Year Built Source: Assessor
- Property Condition: Very Good
Unit Information
- Other Units: Unit 1, Unit 2, Unit 4
Lot Features
- Lot Size (Acres): 0.09
- Lot Size (Sq. Ft.): 3,999
- Lot Size Source: Assessor
- Street/Road Desc.: Paved
- Zoning: B2
- Lot Description: Road Frontage
Financial Considerations
- Price Per Sq. Ft.: $137.63
- Assessment Year: 2025
- City/TownTax: $3,669
- City/TownTax Freq: Annually
- County Tax Freq: Annually
- Tax w/Assessment: $461,600
- Tax Amount: $3,669
- Tax Year: 2025
- Owner Pays: Taxes - Real Estate
- Tax Total Finished Sq. Ft.: 4396
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 27
Listed by MarketPlace REALTY, Laura King
We Value Your Privacy
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Listing agent
— 540 Monticello St —
Laura King
MarketPlace REALTY
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 540 Monticello St
School District:Winchester City Public Schools
| Name | Grades | Distance |
|---|---|---|
Frederick Douglass Elementary School, Winchester, VA 100 Cedarmeade Avenue, Winchester, VA 22601 | K-4 | 0.6 mi |
Daniel Morgan Middle School 48 South Purcell Avenue, Winchester, VA 22601 | 7-8 | 3.1 mi |
John Handley High School 425 Handley Boulevard, Winchester, VA 22601 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 540 Monticello St
Tax History
Tax History for 540 Monticello St
Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$461,600
23%
2024
-100%
$375,300
—
2023
$3,115
36%
$375,300
52%
2022
$2,290
—
$246,200
—
2021
$2,290
—
$246,200
—
2020
$2,290
—
$246,200
—
2018
$2,290
2%
$246,200
—
2018
$2,240
9%
$246,200
—
2016
$2,051
—
$246,200
9%
2016
$2,051
—
$225,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 540 Monticello St
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540 Monticello Street, Winchester, VA 22601 (MLS# VAWI2009974) is a Triplex property with 0 bedrooms and 0 full bathrooms. 540 Monticello Street is currently listed for $605,000 and was received on February 17, 2026. Want to learn more about 540 Monticello Street? Do you have questions about finding other Triplex real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.