# 2239 SIXTH Street, Middletown, VA 22645 > **TL;DR:** 4bd/3ba single family, $585,000 ($199/sqft), built 1872, 2,944 sqft. > Pool, Fireplace, A/C. Est. $3,129/mo. Listed 35 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $585,000 | | Price/sqft | $199 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,944 | | Year Built | 1872 | | Lot Size | 45,738 sqft (1.05 acres) | | Stories | 4 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 35 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,958 | | Estimated Insurance | $171 | | **Total** | **$3,129** | ## Nearby Schools - **Elementary:** MIDDLETOWN - **Middle:** ROBERT E. AYLOR - **High:** SHERANDO ## Key Amenities - Pool - Fireplace - A/C ## Property Highlights - Built in 1872 - 1.05 acre lot - 4 stories - Private pool - Fireplace ## Description ### Agent Description THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 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! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner. ## Location - **Address:** 2239 SIXTH Street, Middletown, VA 22645 - **County:** FREDERICK - **Neighborhood:** MIDDLETOWN - **Coordinates:** 39.02353, -78.28322 - **Google Maps:** https://www.google.com/maps?q=39.02353,-78.28322 ## Listing Agent - **Name:** Lori Fountain Bales · **License:** 0225229904 - **Brokerage:** Keller Williams Leesburg - **Phone:** 5409741542 - **Broker Phone:** (703) 669-0099 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/2239-Sixth-St_Middletown_VA_22645_M57440-95132?f=listhub&s=TRENDPA&m=VAFV2043690&c=propsimple) ## Photos ![2239 SIXTH Street - Photo 1](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2112363143r.jpg) ![2239 SIXTH Street - Photo 2](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f326526217r.jpg) ![2239 SIXTH Street - Photo 3](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f4105827586r.jpg) ![2239 SIXTH Street - Photo 4](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1083218410r.jpg) ![2239 SIXTH Street - Photo 5](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3159836738r.jpg) ![2239 SIXTH Street - Photo 6](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1401340924r.jpg) ![2239 SIXTH Street - Photo 7](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1568988776r.jpg) ![2239 SIXTH Street - Photo 8](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1890271373r.jpg) ![2239 SIXTH Street - Photo 9](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f920086461r.jpg) ![2239 SIXTH Street - Photo 10](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3318346963r.jpg) ![2239 SIXTH Street - Photo 11](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3222886144r.jpg) ![2239 SIXTH Street - Photo 12](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f4083923907r.jpg) ![2239 SIXTH Street - Photo 13](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3795413882r.jpg) ![2239 SIXTH Street - Photo 14](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1726829695r.jpg) ![2239 SIXTH Street - Photo 15](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1574769671r.jpg) ![2239 SIXTH Street - Photo 16](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2374219443r.jpg) ![2239 SIXTH Street - Photo 17](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1687784022r.jpg) ![2239 SIXTH Street - Photo 18](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3761272898r.jpg) ![2239 SIXTH Street - Photo 19](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f631727216r.jpg) ![2239 SIXTH Street - Photo 20](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2330524968r.jpg) ![2239 SIXTH Street - Photo 21](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2629911461r.jpg) ![2239 SIXTH Street - Photo 22](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f288180795r.jpg) ![2239 SIXTH Street - Photo 23](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1561184824r.jpg) ![2239 SIXTH Street - Photo 24](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1636160770r.jpg) ![2239 SIXTH Street - Photo 25](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1795590795r.jpg) ![2239 SIXTH Street - Photo 26](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3695556661r.jpg) ![2239 SIXTH Street - Photo 27](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f866589588r.jpg) ![2239 SIXTH Street - Photo 28](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3913818142r.jpg) ![2239 SIXTH Street - Photo 29](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2110265429r.jpg) ![2239 SIXTH Street - Photo 30](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1996683748r.jpg) ![2239 SIXTH Street - Photo 31](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1915952625r.jpg) ![2239 SIXTH Street - Photo 32](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1278213314r.jpg) ![2239 SIXTH Street - Photo 33](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1426427284r.jpg) ![2239 SIXTH Street - Photo 34](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f4153926554r.jpg) ![2239 SIXTH Street - Photo 35](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2145884725r.jpg) ![2239 SIXTH Street - Photo 36](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1190826495r.jpg) ![2239 SIXTH Street - Photo 37](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f1171390542r.jpg) ![2239 SIXTH Street - Photo 38](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3897389113r.jpg) ![2239 SIXTH Street - Photo 39](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3386252612r.jpg) ![2239 SIXTH Street - Photo 40](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f2044062919r.jpg) ![2239 SIXTH Street - Photo 41](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f4035698626r.jpg) ![2239 SIXTH Street - Photo 42](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3585263197r.jpg) ![2239 SIXTH Street - Photo 43](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3136939749r.jpg) ![2239 SIXTH Street - Photo 44](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3942751311r.jpg) ![2239 SIXTH Street - Photo 45](http://lh.rdcpix.com/8d6a317a7cd0b58c1f9ff1f004c90efel-f3643295896r.jpg) --- **MLS#:** VAFV2043690 | **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/2239-sixth-street-middletown-va-22645-v2043690) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/2239-sixth-street-middletown-va-22645-v2043690#listing", "url": "https://www.propertysimple.ai/listing/2239-sixth-street-middletown-va-22645-v2043690", "name": "2239 SIXTH Street, Middletown, VA 22645", "description": "THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 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! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. 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