# 7760 MAIN Street, Middletown, VA 22645 > **TL;DR:** other, $649,000, built 1921. > A/C. Est. $3,471/mo. Listed 35 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $649,000 | | Year Built | 1921 | | Lot Size | 27,007 sqft (0.62 acres) | | Property Type | Other (Other) | | Status | Active | | Days on Market | 35 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,282 | | Estimated Insurance | $189 | | **Total** | **$3,471** | ## Nearby Schools - **High:** SHERANDO ## Key Amenities - A/C ## Property Highlights - Built in 1921 - 0.62 acre lot - 8 parking spaces ## Description ### Agent Description THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! 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. ## Location - **Address:** 7760 MAIN Street, Middletown, VA 22645 - **County:** FREDERICK - **Neighborhood:** MIDDLETOWN - **Coordinates:** 39.03044, -78.27624 - **Google Maps:** https://www.google.com/maps?q=39.03044,-78.27624 ## Listing Agent - **Name:** Lori Fountain Bales · **License:** 0225229904 - **Brokerage:** Keller Williams Leesburg - **Phone:** 5409741542 - **Broker Phone:** (703) 669-0099 ## Photos ![7760 MAIN Street - Photo 1](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f4145302787r.jpg) ![7760 MAIN Street - Photo 2](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2454893470r.jpg) ![7760 MAIN Street - Photo 3](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1375920951r.jpg) ![7760 MAIN Street - Photo 4](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3723107308r.jpg) ![7760 MAIN Street - Photo 5](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3565998465r.jpg) ![7760 MAIN Street - Photo 6](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f36776755r.jpg) ![7760 MAIN Street - Photo 7](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1724199260r.jpg) ![7760 MAIN Street - Photo 8](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3071766514r.jpg) ![7760 MAIN Street - Photo 9](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2934711823r.jpg) ![7760 MAIN Street - Photo 10](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2542533462r.jpg) ![7760 MAIN Street - Photo 11](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3338221645r.jpg) ![7760 MAIN Street - Photo 12](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2453442624r.jpg) ![7760 MAIN Street - Photo 13](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3581418444r.jpg) ![7760 MAIN Street - Photo 14](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1996447965r.jpg) ![7760 MAIN Street - Photo 15](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1894580336r.jpg) ![7760 MAIN Street - Photo 16](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1253093650r.jpg) ![7760 MAIN Street - Photo 17](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f941312856r.jpg) ![7760 MAIN Street - Photo 18](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1823722635r.jpg) ![7760 MAIN Street - Photo 19](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f666473863r.jpg) ![7760 MAIN Street - Photo 20](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1647067383r.jpg) ![7760 MAIN Street - Photo 21](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f492671154r.jpg) ![7760 MAIN Street - Photo 22](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3567648440r.jpg) ![7760 MAIN Street - Photo 23](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f939555580r.jpg) ![7760 MAIN Street - Photo 24](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2222044080r.jpg) ![7760 MAIN Street - Photo 25](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f689553160r.jpg) ![7760 MAIN Street - Photo 26](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f947125897r.jpg) ![7760 MAIN Street - Photo 27](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f4052871162r.jpg) ![7760 MAIN Street - Photo 28](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2056448424r.jpg) ![7760 MAIN Street - Photo 29](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3682670148r.jpg) ![7760 MAIN Street - Photo 30](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f22283269r.jpg) ![7760 MAIN Street - Photo 31](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f586719490r.jpg) ![7760 MAIN Street - Photo 32](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3004279981r.jpg) ![7760 MAIN Street - Photo 33](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2132681539r.jpg) ![7760 MAIN Street - Photo 34](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f60026553r.jpg) ![7760 MAIN Street - Photo 35](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1812238228r.jpg) ![7760 MAIN Street - Photo 36](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1377055368r.jpg) ![7760 MAIN Street - Photo 37](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3051214812r.jpg) ![7760 MAIN Street - Photo 38](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2453448197r.jpg) ![7760 MAIN Street - Photo 39](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f338888461r.jpg) ![7760 MAIN Street - Photo 40](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1483111451r.jpg) ![7760 MAIN Street - Photo 41](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f4026596221r.jpg) ![7760 MAIN Street - Photo 42](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2035342448r.jpg) ![7760 MAIN Street - Photo 43](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2784559828r.jpg) ![7760 MAIN Street - Photo 44](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3173104174r.jpg) ![7760 MAIN Street - Photo 45](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f4038563635r.jpg) ![7760 MAIN Street - Photo 46](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f535720357r.jpg) ![7760 MAIN Street - Photo 47](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1010359599r.jpg) ![7760 MAIN Street - Photo 48](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f291313538r.jpg) ![7760 MAIN Street - Photo 49](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f756206777r.jpg) ![7760 MAIN Street - Photo 50](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f460752828r.jpg) ![7760 MAIN Street - Photo 51](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1687263701r.jpg) ![7760 MAIN Street - Photo 52](http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1377378371r.jpg) --- **MLS#:** VAFV2043814 | **Updated:** 2026-08-28 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/7760-main-street-middletown-va-22645-v2043814) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/7760-main-street-middletown-va-22645-v2043814#listing", "url": "https://www.propertysimple.ai/listing/7760-main-street-middletown-va-22645-v2043814", "name": "7760 MAIN Street, Middletown, VA 22645", "description": "THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! 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.", "image": [ "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f4145302787r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2454893470r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1375920951r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3723107308r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3565998465r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f36776755r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f1724199260r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f3071766514r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2934711823r.jpg", "http://lh.rdcpix.com/c6501f79addba56e823e009a9a5e29cbl-f2542533462r.jpg", 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