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  • 377 Old Winchester Rd. Boyce VA 22620

1106 Monroe Street, HERNDON, VA 20170 (MLS # VAFX2348790)

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Realtor Matthew Wahlstrom
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PRICE $799,899 dsIDX morgage calculator
BEDS 3
BATHS 3
HOME SIZE 2,300 sqft
LOT SIZE 14,375 sqft
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A rare piece of history in the heart of Herndon! This 1910 charmer sits on nearly a third of an acre just steps from Herndon's Downtown Historic District. Light pours into every room, and the original character is everywhere you look: refinished hardwood floors, built-in window nooks, and custom bookcases and cabinetry throughout.

The home's story is as special as the home itself. It was built in the early 1900s by Francis Scott Key-Smith, a prominent Washington, D.C. attorney and the great-grandson of Francis Scott Key, who wrote "The Star-Spangled Banner." Picture him escaping to this peaceful Herndon cottage between cases in the city and his research into one of America's most beloved songs.

The main house offers 3 bedrooms: two on the upper level and a third on the main level that also works well as a home office or den. Above the detached garage, the loft with its own full bath can be a 4th bedroom, guest suite, or loft space. Relax or entertain on the generous front porch (approx. 320 sqft), or step out onto the 2nd-floor balcony (approx. 32 sqft) overlooking peaceful Stanton Park right across the street. Out back, a slate side patio and a rear concrete patio set the stage for grilling, outdoor dining, and evenings around the fire pit.

This home has been thoughtfully cared for. In 2023 it got a new roof, new attic insulation, refinished hardwood floors, kitchen upgrades, and updates to the garage loft. In 2025, one of the two HVAC systems serving the main house was replaced, a French drain was added at the front of the house, and two new ceiling fans went up on the front porch. Structural improvements include upgraded support beams in the cellar, replacing the original wood beams, and new fencing in the crawlspace that creates a safe barrier for children and pets where there was none before.

The oversized 2-car detached garage (built in 2014) was expanded in 2016 with the loft and full bath. It's perfect as a 4th bedroom, guest space, studio, or home office, and the possibilities are endless! Parking for up to 5 vehicles (two in the garage, three in the driveway) is a rare find this close to Downtown Herndon. Both fireplaces are decorative, non-functional, and sold as-is. The property is not located within the Herndon Historic Preservation District (HDRB). BONUS: HOA fees include lawn care!

Located in a friendly family neighborhood next to the Herndon Community Pool, this home is just minutes from Downtown Herndon's restaurants, bars, coffee shops, salons, and library, plus the W&OD Trail, with easy access to Reston Town Center, Dulles Airport, and the Silver Line Metro.

DAYS ON MARKET 1 LAST UPDATED 11/3/2026
TRACT VAN VLECKS YEAR BUILT 1910
GARAGE SPACES 2.0 COUNTY FAIRFAX
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District FAIRFAX COUNTY PUBLIC SCHOOLS
Elementary School HERNDON
Jr. High School HERNDON
High School HERNDON


ADDITIONAL DETAILS
AIR Central Air, Electric
AIR CONDITIONING Yes
AMENITIES Snow Removal
APPLIANCES Dryer, Electric Water Heater, Gas Water Heater, Stainless Steel Appliance(s), Washer
BASEMENT Crawl Space
CONSTRUCTION Aluminum Siding, Brick, Fiber Cement
EXTERIOR Balcony, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Baseboard, Natural Gas
HOA DUES 179|Monthly
INTERIOR Built-in Features, Crown Molding, Other
LOT 0.33 acre(s)
PARKING Oversized, Garage Door Opener, Private, Shared Driveway, Garage, Driveway, Inside Entrance, Detached
POOL DESCRIPTION Community
SEWER Public Sewer
STORIES 2
STYLE Cape Cod
SUBDIVISION VAN VLECKS
TAXES 11683
VIEW Yes
VIEW DESCRIPTION Park/Greenbelt
WATER Public
ZONING R-10(SINGLE FAM 10000 SF 3+DU)
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing provided by Keller Williams Realty
The multiple listing data appearing on this website, or contained in reports produced therefrom, comes in part from Metropolitan Regional Information Systems ("MRIS"). The information provided is for the viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All real estate listings include detailed information about them that includes the name of the listing brokers and therefore may reference real estate listing(s) held by a brokerage other than the broker and/or agent who owns this web site.

All listing data, including, but not limited to, square footage and lot size is believed to be accurate, but the listing agent, listing broker and respective Multiple Listing Services and their affiliates do not warrant or guarantee such accuracy. Therefore, all data should be personally verified through personal inspection by and/or with the appropriate professionals. Listing data last updated 11/3/26 11:18 PM PST.

The listing information on this web site is from various brokers who participate in IDX.

Copyright 2026 MRIS. All rights reserved.

This IDX solution is (c) Diverse Solutions 2026.

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MJ HOME SALES – Better Service. Better Real Estate

Pearson Smith Realty  |  43777 Central Station Drive, #Suite 390, Ashburn, VA 20147
Mobile: 703-863-7357   |   Office: 703-967-1096 |   Fax: 571-386-1081   |   www.mjhomesalesva.com

  • About Us
  • Selling
  • Buying
  • Investing in Real Estate
  • Marketing
  • Get Pre-Qualified
  • 377 Old Winchester Rd. Boyce VA 22620
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