558 Gay St, Washington, VA 22747
Local realty services provided by:CENTURY 21 New Millennium
558 Gay St,Washington, VA 22747
$1,525,000
- 3 Beds
- 3 Baths
- 3,062 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, May 0302:00 pm - 04:00 pm
Listed by: john a coplen ii, nicole e bolton
Office: long & foster real estate, inc.
MLS#:VARP2002624
Source:BRIGHTMLS
Price summary
- Price:$1,525,000
- Price per sq. ft.:$498.04
About this home
Welcome to the formally registered Dudley House at 558 Gay Street, a stunning 1890 late-Victorian estate nestled in the original town surveyed by a 17-year-old George Washington. Situated on land whose title traces back to a 1798 town grant, this architectural gem has just undergone a complete, uncompromising, top-to-bottom reconstruction. While the current owner meticulously preserved the home’s 19th-century soul, the renovation brought the house up to modern standards of comfort and efficiency. This is a true down-to-the-studs rebirth, and the home now features entirely new electrical wiring and ductwork, a new electric water heater, a state-of-the-art two-zone heat pump system, and an all-new metal standing seam roof.
The technical integrity of the Dudley House is unparalleled in the historic market. The structure has been bolstered with new attic insulation and high-performance, aluminum-clad double-hung Marvin windows that offer modern thermal efficiency without sacrificing the home's iconic historic profile. The owner has even pre-installed the infrastructure for a backup generator.
Inside, the craftsmanship is felt at every turn, from the beautifully restored original heart pine floors to the spectacular walnut central staircase. The kitchen and bathrooms feature bespoke custom cabinetry as well as locally quarried Virginia Mist granite.
The sun-drenched floor plan offers a seamless flow between historic parlors and newly built luxury spaces. The graciously proportioned living room and surrounding covered porch offer panoramic views of the surrounding hills, including Mount Menafee to the northeast. The capacious country kitchen, which also opens onto the back porch, features all new appliances, a large central island, ample storage space, and original glass-front cabinets and a decorative mantlepiece. The dining room, whose bay window overlooks Gay Street, also features a Jeffersonian window and decorative mantlepiece. The front parlor, which features a cozy brick fireplace, connects to a full shower bath, providing the rare flexibility of a main-level bedroom suite.
Upstairs, the primary bedroom with views to three sides features a large en suite bathroom with a claw-foot tub. Two more spacious bedrooms share an expansive double bath featuring a spa tub, a large separate shower, and toilet room. The second floor also features a laundry room with a new washer/dryer and high-end utility sink, and storage areas.
Outside, the 0.75-acre house lot is nothing short of magical. Two majestic, century-old pecan trees flank the residence, buttressed by 12-foot-tall antique boxwoods. A professionally designed formal garden surrounds the house, featuring natural stone walls and walkways, a culinary herb and fruit garden, and local native flora. Flowering trees and shrubbery fringe the front yard and the sweeping rear lawn.
The magic continues beyond the house lot with an additional 8.4 acres of meadows and woods with mountain and water views. Stroll along the mown paths that edge the four meadows and take in stunning views of the Peak and Mount Menafee, then amble beside the quaint pond and year-round stream that flows through the property. An old apple orchard, blueberry, and raspberry patches offer fresh fruits in season.
Located just a short, pleasant stroll from the world-renowned Inn at Little Washington and Patty O's Cafe, you are also only a short drive from Shenandoah National Park. The Dudley House is a masterclass in what happens when you don't cut corners—a legacy estate, masterfully finished, ready for its next hundred-year chapter....
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Home facts
- Year built:1890
- Listing ID #:VARP2002624
- Added:1 day(s) ago
- Updated:May 01, 2026 at 02:37 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:3
- Rooms Total:9
- Flooring:Ceramic Tile, Hardwood, Wood
- Dining Description:Dining Area, Dining Room, Formal/Separate Dining Room
- Bathrooms Description:Bathroom 2, Primary Bath(s)
- Kitchen Description:Built-In Microwave, Crown Moldings, Dishwasher, Disposal, Energy Efficient Appliances, Icemaker, Kitchen - Country, Kitchen - Eat-In, Kitchen - Island, Microwave, Oven - Single, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Stove, Upgraded Countertops, Water Heater
- Bedroom Description:Primary Bedroom
- Living area:3,062 sq. ft.
Heating and cooling
- Cooling:Heat Pump(s), Zoned
- Heating:Electric, Heat Pump(s), Zoned
Structure and exterior
- Roof:Metal
- Year built:1890
- Building area:3,062 sq. ft.
- Lot area:0.55 Acres
- Lot Features:Adjoins - Open Space, Backs to Trees, Front Yard, Near National Park, Open, Partly Wooded, Rear Yard, Trees/Wooded
- Architectural Style:Victorian
- Construction Materials:Frame
- Exterior Features:Patio(s), Play Area, Porch(es), Wrap Around
- Levels:2 Stories
Schools
- High school:RAPPAHANNOCK COUNTY
- Elementary school:RAPPAHANNOCK COUNTY
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,525,000
- Price per sq. ft.:$498.04
- Tax amount:$4,222 (2025)
Features and amenities
- Laundry features:Dryer, Dryer - Front Loading, Dryer In Unit, Has Laundry, Laundry, Washer, Washer - Front Loading, Washer In Unit, Washer/Dryer Stacked
- Amenities:Attic, Bar, Bay/Bow Windows, Ceiling Fan(s), Crown Moldings, Double Hung Windows, Main Entrance Lock
Parking
- Parking description:Crushed Stone, Gravel Driveway, On Street
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