558 Gay St

Washington, VA 22747

$1,525,000
Price
4
Beds
3,062 Sq. Ft.
$498 / Sq. Ft.
3,062
Sq. Ft.
$498
per Sq. Ft.
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Main Level Bathroom
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Rear Exterior
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Description

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....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, ductwork, plumbing, 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 ensuite bathroom with a claw-foot tub. Two more spacious bedrooms share an expansive double bath featuring a featuring a separate toilet room, double sink, walk-in
shower and two-sided claw foot tub with mountain views. The second floor also features a laundry room with a new washer/dryer and high-end utility sink, and storage areas. Outside, the 0.74 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. An additional 8.41 acres are also available for purchase: see MLS listing VARP2002632. The magic continues beyond the house lot with an additional 8.41 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.
  1. Listed by John A Coplen II • Long & Foster Real Estate, Inc.
    P: (410)-591-0911 john@everymovecounts.com
  2. Listed by Nicole E Bolton • Long & Foster Real Estate, Inc.
    P: (703)-408-8978 nicole.bolton@lnf.com

Property Details for 558 Gay Street

Tax ID Number
20-A-1-127
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Victorian
Levels/Stories
2
Furnished
No
LISTING UPDATED: 05/14/2026 06:46 AM

Property Details for 558 Gay Street

StatusActive
MLS #VARP2002624
Days on Market26
Taxes$4,222 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1890
Lot Size0.75 AC / 32,670 SF
CountyRappahannock County
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Location

Listing Courtesy of Long & Foster Real Estate, Inc.
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Building Information for 558 Gay Street

Stories2Year Built1890Building Size-Lot Size0.75 AC / 32,670 SF

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$7,951 per month

30 year fixed, 6.36% Interest

Principal and Interest

$7,599

Property Taxes

$352

HOA Dues

$0

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Property Information for 558 Gay Street

Location
Location
  • In City Limits: Yes
  • School District Name: RAPPAHANNOCK COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140061778
  • SchoolDistrictSource: Listing Agent
  • Elementary School: RAPPAHANNOCK COUNTY (RAPPAHANNOCK VA)
  • ElementarySchoolSource: Listing Agent
  • High School: RAPPAHANNOCK COUNTY (RAPPAHANNOCK VA)
  • HighSchoolSource: Listing Agent
  • County: RAPPAHANNOCK
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $670,100
  • Year Assessed: 2025
  • County Tax: $3,753
  • Improvement Assessed Value: $470,100
  • City Town Tax: $0
  • Land Assessed Value: $200,000
  • Clean Green Assessed: No
  • Land Use Code: 100R
  • Loss Mitigation Fee: No
  • Agricultural Tax Due: No
  • Historic: Yes
  • Zoning: VR
  • Tax Lot: 127
  • School Tax: $0
  • Tax Page Number: 1387
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Bathroom 2
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Length: 19.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Window Treatments, Flooring - Other
Room 2
  • Room Type: Dining Room
  • Room Length: 17.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Window Treatments, Flooring - Other
Room 3
  • Room Type: Kitchen
  • Room Length: 16.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Kitchen - Gas Cooking, Window Treatments, Flooring - Other
Room 4
  • Room Type: Foyer
  • Room Length: 15.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Other
Room 5
  • Room Type: Family Room
  • Room Length: 21.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Window Treatments
Room 6
  • Room Type: Primary Bedroom
  • Room Length: 17.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Window Treatments, Flooring - Other
Room 7
  • Room Type: Bedroom 2
  • Room Length: 15.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Window Treatments, Walk-In Closet(s), Flooring - Other
Room 8
  • Room Type: Bedroom 3
  • Room Length: 16.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Window Treatments, Flooring - Other
Room 9
  • Room Type: Bathroom 2
  • Room Length: 13.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Bathroom - Soaking Tub, Window Treatments
Room 10
  • Room Type: Laundry
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 3,062.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,880.00
  • Total SQFT: 3,062.00
  • Total SQFT Source: Estimated
  • Main Entrance Orientation: West
  • Construction Materials: Frame
  • Roof: Metal
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8048/5551/3280/804855513280_512_384_WM_OCP2xtJbN_lj3DHi.jpg
  • Wall and Ceiling Types: Dry Wall
  • Flooring Type: Hardwood, Ceramic Tile, Wood
  • Foundation Details: Other
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 3
  • # Bathrooms Half: 0
  • Other Structure: Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Open, Partly Wooded, Backs to Trees, Adjoins - Open Space, Front Yard, Rear Yard, Trees/Wooded
  • Location Type: Near National Park
  • Parcel ID: 16325437
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: On Street, Driveway
  • Driveway - # of Spaces: 2
  • Parking Features: Crushed Stone, Gravel Driveway
Interior Features
Interior Features
  • Interior Features: Floor Plan - Traditional, Family Room Off Kitchen, Formal/Separate Dining Room, Kitchen - Country, Crown Moldings, Wood Floors, Attic, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Bar, Ceiling Fan(s), Dining Area, Kitchen - Island, Kitchen - Eat-In, Primary Bath(s), Upgraded Countertops
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Wood, Mantel(s)
  • Appliances: Refrigerator, Dishwasher, Washer, Built-In Microwave, Dryer, Dryer - Front Loading, Energy Efficient Appliances, Washer/Dryer Stacked, Washer - Front Loading, Disposal, Icemaker, Stove, Oven/Range - Electric, Oven - Single, Stainless Steel Appliances, Water Heater, Microwave
  • Accessibility Features: None
  • Security Features: Main Entrance Lock
  • Window Features: Bay/Bow, Double Hung
  • Laundry Type: Has Laundry, Upper Floor, Washer In Unit, Dryer In Unit
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Play Area, Other
  • Outdoor Living Structures: Porch(es), Wrap Around, Patio(s)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Zoned
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Electric Service: Generator
Confidential Data
Listing Office
  • List Agent AOR: Greater Capital Area Association of REALTORS
  • List Agent URL: www.EveryMoveCounts.com

Property History for 558 Gay Street

DateEvent & SourcePriceAppreciation
May 1, 2026

Listed (Active)

BRIGHT #VARP2002632

$2,650,000—
Apr 29, 2026

Listed (Active)

BRIGHT #VARP2002624

$1,525,000—
Dec 30, 2022

Expired

BRIGHT #VARP2000562

—
DateEvent & SourcePrice
05/01/2026

Listed (Active)

BRIGHT #VARP2002632

$2,650,000
04/29/2026

Listed (Active)

BRIGHT #VARP2002624

$1,525,000
12/30/2022

Expired

BRIGHT #VARP2000562

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 558 Gay Street

Taxable ValueLand$200,000Additions$470,100Total$670,100
Tax Record2025$4,222 ($352 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,880 SqFtAbove Grade Finished SqFt2,880 SqFtStories2Lot Size23,958 SqFtStyleSingle Family ResidenceYear Built1890CountyRAPPAHANNOCKAPN20A 1 127Fireplace TypeHas Fireplace

Schools near 558 Gay Street

This home is within Rappahannock County Public Schools.
Rating
School
Type
Grades
Distance
Rappahannock County Elementary School
Public - PK to 7
Rappahannock County High School
Public - 8 to 12
Rating
School
Distance
Rappahannock County Elementary School
PublicPK to 7

Rappahannock County High School
Public8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 558 Gay Street, Washington, VA 22747

558 Gay Street is a single family home for sale in Washington, VA 22747. This property was listed for sale on April 29, 2026 by Long & Foster Real Estate, Inc., it's currently listed at $1,525,000. It has been on the market for a total of 26 days and was last sold on December 1, 2022. This listing's school district is Rappahannock County Public Schools. Nearby schools include Rappahannock County Elementary School and Rappahannock County High School. 558 Gay Street is a 4-bed, 3-bath, 3,062 sqft single family home built in 1890.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Long & Foster Real Estate, Inc.

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/14/2026 06:46 AM