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Turnkey Winchester Triplex Investment Opportunity

540 MONTICELLO Street, Winchester, VA 22601

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For Sale

$605,000

MULTI_FAMILY - WINCHESTER, VA

Property size:

4,396 SF

Lot size:

0.09 Acres

Price / SF:

$137/SF

Listing Contact

Laura King

Real Estate License ID: 0225221392

HighLights

Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.
Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.
Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.
Recent renovations including LVP flooring, fresh paint, updated kitchens and baths, and newer appliances in each unit.
Newer roof (less than 3 years old) and new HVAC system (installed in 2025).
Designated parking for all units.

For Sale

$605,000

MULTI_FAMILY - WINCHESTER, VA

Property size:

4,396 SF

Lot size:

0.09 Acres

Price / SF:

$137/SF

Added:: Feb 17, 2026
Days on Market:: 113
Last Refresh:: Jun 10 at 8:06 pm

Property Features for 540 MONTICELLO Street

General Information

Property type: Residential Multi Family
Property subtype: Other
Rooms: Dining Room, Family Room
Parking: 5
Parking features: Driveway, Assigned
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, WaterHeater
Standard status: Active
Size: 4,396 SF
Lot size: 0.09 Acres

Taxes and HOA fees

Tax Annual Amount: 3670

Utilities

Heating system: Heat Pump (Heating)
Cooling system: Heat Pump

Building Details

Year built: 1956
Number of units: 3
Building materials: HardiPlank Type

We can help!

Listing Contact

Laura King

Listing agent Laura King License #0225221392

Listing office MarketPlace REALTY 302 S BRADDOCK Street, WINCHESTER, VA

Listing date Feb 17, 2026

MLS# VAWI2009974 Listing URL

HighLights

Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.
Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.
Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.
Recent renovations including LVP flooring, fresh paint, updated kitchens and baths, and newer appliances in each unit.
Newer roof (less than 3 years old) and new HVAC system (installed in 2025).
Designated parking for all units.

Overview

Located in downtown Winchester, this triplex presents a multi-unit investment opportunity. The building contains two 2-bedroom, 1-bath units, each featuring large kitchens, updated finishes, and laundry rooms. One unit is ground level, while the other has access to a deck. The largest unit spans two finished levels connected by an interior staircase and includes 5 bedrooms, 2 full baths, 2 living rooms, a full kitchen, laundry facilities, and a private patio and deck. This two-level layout is suitable for multiple tenants or premium rental rates. Recent renovations include luxury vinyl plank flooring, fresh paint, and updated kitchens and baths. Newer appliances are installed in each unit. The roof is less than 3 years old, and new HVAC is scheduled for installation in 2025. Designated parking is available for all units. The property is currently a turnkey investment with reliable income. The building is fully occupied, generating a gross annual rental income of $45,300. The property is located minutes from I-81 and I-66, and less than an hour from Northern Virginia. The property, situated on a 0.0918-acre lot, offers 4396 square feet of living space. The property is suitable for short-term rental.

Property Profile Location Intelligence

Current Use by Public Records

Triplexes

Suggested Use

Location Insight

Map
Local Demand

City: Winchester
County: Frederick
State: Virginia
Longitude: -78.18863
Latitude: 39.14512

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For sale
Triplexes
VA
Winchester
22601
540 MONTICELLO Street

What type of property is this?

Triplex - Triplex in downtown Winchester with strong cash flow potential.

Where is this triplex located?

The property is located at 540 MONTICELLO Street Winchester, VA.

What is the asking price?

The asking price for this property is $605,000.

What are key features of this property?

This property features: Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.; Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.; Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.

540 MONTICELLO Street, Winchester, VA 22601

MULTI_FAMILY - WINCHESTER, VA

Property Features for 540 MONTICELLO Street

General Information

Taxes and HOA fees

Utilities

Building Details

We can help!

HighLights

Overview

Current Use by Public Records

Suggested Use

Location Insight

Nearby Similar for Sale

Prime Office in Winchester, VA

High Traffic Retail Opportunity

Charming Duplex in Winchester, VA

Mixed-Use Property in Historic Downtown

Downtown Winchester Office Building

Renovated Duplex Income Property

Versatile Retail/Office Space Available

Winchester Multi-Family Investment Opportunity

Historic Office Building in Winchester

Prime Commercial Office Space Available

Downtown Mixed-Use Redevelopment Opportunity

Turn Key Auto Service Center

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