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419 Henderson Street, Williamsburg, VA 23185

$399,900
  • 419 Henderson Street, Williamsburg, VA 23185 Main Photo

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New to the Market Active
BEDS5 BATHS2 full SQUARE FEET1,794 MLS#2608343
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONHighland Park

Property Description

A rare find in Colonial Williamsburg, this spacious 1,794-sq-ft detached, one-level home offers 5 bedrooms, 2 full baths, and just under an acre of cleared, flat land-an exceptional combination in such a desirable location. The home was built in 1971 (though tax records list 1950), and a thoughtful addition was completed in the late 90's. The owner is currently working with the City to correct the recorded year built. Recent improvements add confidence and comfort, including a new roof in 2023, fresh interior paint throughout, newer windows installed in 2023, and attention to the wood floors. The 2017 addition-including the primary bedroom and 5th bedroom/study- features newly installed LVP flooring, bringing durability and modern appeal to these key spaces. Step inside to a large, welcoming living room that anchors the home and provides an easy f low to the surrounding bedrooms and living areas. The primary bedroom includes its own separate entrance, offering flexibility for guests, multigenerational living, or a private workspace. With its generous footprint, single-level layout, meaningful updates, and rare nearly-acre lot, this home delivers space, convenience, and potential in a prime Williamsburg setting. Opportunities like this are few and far between.

419 Henderson Street | MLS# 2608343

This single family home located at 419 Henderson Street, Williamsburg, VA 23185 is currently listed for sale with an asking price of $399,900. This property was built in 1950 and has 5 bedrooms and 2 full baths with 1794 sq. ft. Henderson Street is located in the Highland Park subdivision. Search Highland Park real estate on www.daylorstilesteam.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: Central Air, Electric
Heating: Electric, Heat Pump
Home Style: Ranch
Lot Size: 0.87 Acres
Roof Type: Asphalt, Shingle
Stories: 1.0
Taxes: $1,703
Year Built: 1950

Feature Descriptions

Appliances: Dryer, Dishwasher, Exhaust Fan, Electric Cooking, Electric Water Heater, Microwave, Refrigerator, Range Hood, Stove, Water Heater, Washer
Community Features: Basketball Court, Common Grounds/Area, Playground, Park
Days on Site: 2
Disability Features:: Accessibility Features, Accessible Approach with Ramp
Exterior: Brick, Drywall, Frame, Vinyl Siding
Exterior: Porch, Storage, Shed, Paved Driveway
Fencing: None
Floor Features: Laminate, Tile, Wood
Interior: Ceiling Fan(s), Dining Area, Eat-in Kitchen, Laminate Counters, Bath in Primary Bedroom, Pantry, Recessed Lighting, Walk-In Closet(s), Window Treatments
Laundry: Washer Hookup, Dryer Hookup
Lot: Cleared, Level
Parcel#: 405-01-00-010
Parking: Driveway, Off Street, Oversized, Paved
Patio/Porch: Side Porch, Porch
Security: Smoke Detector(s)
Sewer: Public Sewer
Water: Public
Window: Screens, Storm Window(s), Window Treatments

Local Schools

High School: Lafayette
Middle School: Berkeley
Elementary School: Matthew Whaley

Listed By / Shown By

Listed By

Agency Name: Howard Hanna William E Wood

Shown By

Agent Name: Daylor Stiles Team
Agent Phone: (804) 612-0190
Agency Title: Joyner Fine Properties

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Estimated Payment

$ 2,280.67 per month $2,022.11 Principal & Interest $141.92 Property Tax $116.64 Homeowner's Insurance

Change Payment Information

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Virginia Credit Union. Find out exactly how much home you can afford. Please contact: LAURA STEVENS. Office: 804-967-2450, Cell: 804-218-7876, Fax: 804-477-1442, laura.stevens@vacu.org, NMLS: 189613
©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/05/2026. The listing information on this page last changed on 04/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 04/05/2026 5:25:23 AM EST) or CAAR MLS (last updated Sat 04/04/2026 11:10:17 PM EST) or CVRMLS (last updated Sun 04/05/2026 1:08:29 AM EST) or Bright MLS (last updated Sun 04/05/2026 12:36:29 AM EST). Real estate listings held by brokerage firms other than Joyner Fine Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



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These real estate listings were derived from the Central Virginia Regional Multiple Listing Service, LLC, of which this brokerage is an independently owned Participant. The information contained in these listings is deemed reliable but is not guaranteed. All MLS listings are © 2026 Central Virginia Regional Multiple Listing Service,LLC. All rights reserved. No one may copy and/or repost these MLS listings, or any portion thereof, without the written permission of an authorized officer of the Central Virginia Regional Multiple Listing Service, LLC. These listings are refreshed within a minimum of every seven calendar days. Thus, listings may appear here for properties no longer on the market. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties for purchasing or leasing.



©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement.

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Agency License Information: Joyner Fine Properties and its agents are licensed in the Commonwealth of Virginia.


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