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The Star-Spangled Cottage! Own a Piece of American History Close to Historic Downtown Herndon, VA
  • $799,999

Description

Steeped in American heritage and nestled just blocks from the vibrant heart of historic downtown Herndon, this enchanting 1910 estate offers a rare blend of timeless pedigree and modern versatility. Originally constructed by Francis Scott Key-Smith, a prominent D.C attorney and the great-grandson of Francis Scott Key –  author of the Star-Spangled Banner—this property is a living piece of history wrapped in small-town charm.

The main residence is a picture-perfect 2-bedroom, 2-full-bath cottage that masterfully preserves its period character, while providing the comforts of contemporary living.  This bright, sun-filled home rich with original features refinished hardwood floors, built-in window nooks, bookcases, and cabinetry throughout.  The upper level of the main house offers two bedrooms and a full bath.  On the main level, find a bright sun-filled kitchen with stainless steel appliances, dining room, flex room for an office, main living room area with a window seat and period detail.  Also on this level, find a full bath and a breakfast/ sun room. 

A generous front porch (approx. 320 sqft) offers the perfect spot to entertain or enjoy a summer breeze, while the 2nd-floor balcony (approx. 32 sqft) overlooks quiet Stanton Park directly across the street. Outside, a slate side patio and a rear concrete patio create ideal space for grilling, alfresco dining, or evenings by the fire pit.

Just steps across the manicured grounds sits the crown jewel of modern functionality: a premium, detached 2-car garage custom-built in 2014.  Behind the garage find a full bathroom, complemented by the massive, bright and open loft on the upper level.  This fully independent space is limited only by your imagination—an ideal executive home office, an artist’s sanctuary, music studio, a private guest suite, and many other possibilities.

The property provides parking for up to 5 vehicles: two in the garage and three more in the driveway, a rare convenience this close to Downtown Herndon. Both fireplaces are decorative and non-functional. This property is not located within the Herndon Historic Preservation District (HDRB). BONUS: HOA fees include lawn care!

Notable  updates include roof (2023), attic insulation (2023), refinished hardwood floors (2023), and kitchen upgrades (2023), HVAC (2025) replacement windows, French Drain (2025), Ceiling Fans on outdoor porch (2025) and upgrades to loft above the garage.  

Location is everything. Enjoy a seamless 10-12 block stroll to downtown Herndon’s acclaimed dining, local breweries, the W&OD trail, and vibrant community festivals, all while maintaining the peace and privacy of an established residential enclave.  With quick access to the Silver Line Metro and Dulles Airport, this historic property offers an unparalleled Northern Virginia lifestyle.

Own more than just a home—own a piece of the American story.

Details

Property ID 881936
3 Bedrooms
3 Bathrooms
Square Footage 2300
Lot Size 0.33
Year Built 1910
StyleArts & Crafts
Updated on September 10, 2026 at 5:28 pm

Address

  • Address: 1106 Monroe Street, Cooktown, Herndon, Fairfax County, Virginia, 20170, United States
  • City: Herndon
  • State: Virginia
  • Zip/Postal Code: 20170
  • Country: United States

Contact Agent

Rebecca Poe

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