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Property Description
Rare commercial opportunity in the heart of Middletown, ideally located directly across the street from the famous Wayside Theater and just minutes from I-81 with excellent accessibility and visibility. Zoned B-1 Commercial, this versatile property offers endless possibilities for business owners, investors, or developers seeking a unique space with flexible use options. Take advantage of the opportunity to live in or rent the attached apartment while running your business from the main portion of the home. See the attached document that outlines potential uses. The property features a beautifully maintained 1920s building full of character, including an inviting front porch, welcoming foyer, grand staircase, hardwood floors, exposed brick, and multiple decorative fireplaces that create a distinctive setting for a variety of commercial uses. The updated kitchen, numerous private rooms, and multiple bathrooms provide a functional layout well suited for professional offices, boutique retail, medical or wellness practices, hospitality, event space, or other approved commercial ventures. A significant advantage is the attached second unit, complete with its own kitchen, living area, two bedrooms, and two-and-a-half baths, offering exceptional flexibility for additional office space, employee accommodations where permitted, rental income, or complementary business operations. The configuration also allows the spaces to function independently or be integrated into one larger commercial operation. Situated on an expansive lot, the property includes a detached two-car garage with additional storage, a storage shed, abundant off-street parking, and ample outdoor space to accommodate a variety of business needs. Combining historic charm, modern updates, and valuable commercial zoning, this is a rare opportunity to establish or expand your business in a prime Middletown location with outstanding long-term investment potential.
Full Property Details
Full Property Details for 7760 Main St
General
- Price: $649,000
- Taxes: $3,118 (2025)
- Status: Active
- Type: Commercial
- Source: BrightMLSMidAtlantic
- MLS ID: VAFV2043814
- Updated: Today (8/14/2026)
- Added to Site: Today
Business
- Business Type: Other
Interior
- Flooring: Ceramic Tile, Hardwood
Parking
- Total Spaces: 8
- Parking Type: Driveway, Private Garage
Location
- County: FREDERICK
- Subdivision: MIDDLETOWN
- Driving Directions: From I-81 Exit 302 Middletown turn west on Reliance Rd (right turn for SB traffic; left turn for NB traffic). At end of Reliance Rd, turn left onto Rt 11/Main St.; House is approx 1/4 mile on left across from Wayside Inn.
- Location Details: Business District
School Information
- High School: Sherando
Heating & Cooling
- Cooling Type: Ceiling Fan(s), Window Unit(s)
- Cooling Fuel: Electric
- Heating Type: Forced Air, Hot Water
- Heating Fuel: Natural Gas
- Water Heater: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Construction: Vinyl Siding
- Foundation: Stone
- Roof: Metal
- Building Size: 4200
- Year Built: 1921
- Year Built Source: Estimated
Unit Information
- # Tenants: Multiple
Lot Features
- Property View: Mountain
- Lot Size (Acres): 0.62
- Lot Size (Sq. Ft.): 27,007
- Lot Size Source: Estimated
- Street/Road Desc.: Paved
- Zoning: B-1
- Lot Description: Level
Financial Considerations
- Price Per Sq. Ft.: $154.52
- Assessment Year: 2025
- City/TownTax: $538
- City/TownTax Freq: Annually
- County Tax: $2,580
- County Tax Freq: Annually
- Tax w/Assessment: $537,600
- Tax Amount: $3,118
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 10
Listed by Keller Williams Realty, Lori Fountain Bales
Get Pre-Approved Today
Schools
Schools serving 7760 Main St
School District:Frederick County Public Schools, Winchester, VA
| Name | Grades | Distance |
|---|---|---|
Middletown Elementary School, Middletown, VA 190 Mustang Lane, Middletown, VA 22645 | PK-5 | 1.1 mi |
Robert E. Aylor Middle School 471 White Oak Road, White Post, VA 22663 | 6-8 | 6.8 mi |
Sherando High School 185 South Warrior Drive, Stephens City, VA 22655 | 9-12 | 5.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 7760 Main St
Date
Details
Price
Change
Source
8/14/2026
Listed
$649,000
33.56%
MLS
6/08/2023
Sold
$485,906
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 7760 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,580
131%
$537,600
23%
2024
$1,118
-50%
$438,600
—
2023
$2,237
-1%
$438,600
18%
2022
$2,259
—
$370,400
—
2021
$2,259
8%
$370,400
8%
2020
$2,100
—
$344,200
—
2019
$2,100
10%
$344,200
8%
2017
$1,906
10%
$317,600
10%
2016
$1,729
7%
$288,200
—
2015
$1,614
1%
$288,200
5%
2014
$1,602
—
$273,800
—
2013
$1,602
—
$273,800
—
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 7760 Main St
7760 Main Street, Middletown, VA 22645 (MLS# VAFV2043814) is a Commercial property. 7760 Main Street is currently listed for $649,000 and was received on August 14, 2026. Want to learn more about 7760 Main Street? Do you have questions about finding other Commercial real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

