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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON APR 17 2026 AT 3:21 AM.

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319 N MAIN St

madison, VA 22727

$449,000

  • 3 BR
    1 BA, 1 HALF BA
    approx. 2,744 SF

Interested? Let's Connect

Circa 1840 | A Timeless Madison Treasure

Step back in time and own a remarkable piece of Madison’s history. Constructed around 1840 by John Richard Gooding and proudly featured in The Historic Homes of Madison, this well-maintained Colonial residence pre-dates the Civil War and is rich with architectural character and enduring charm.

From the moment you arrive, the classic columned front porch and double front doors with a transom window set the tone for what awaits inside. Beautiful Heart Pine and Oak floors run throughout the home, complemented by crown molding, original woodwork, and six fireplaces (currently sealed) that reflect the craftsmanship of a bygone era.

Inside, you’ll find a grand foyer, a cozy family room with wood stove, and a formal living room. The large country kitchen offers abundant cabinetry and gathering space, while the sunroom provides a bright and peaceful retreat.

Front and rear winding staircases lead to three spacious bedrooms and a full bathroom, preserving the historic layout while offering comfortable living.

Outdoor living is just as special — a large deck connects to the original first Madison Schoolhouse, creating a truly unique extension of the property. Additional exterior features include a detached 1-car garage, woodshed, storage shed, oversized .80-acre lot, and a new roof for added peace of mind.

Ideally situated in the heart of Madison, conveniently located between Charlottesville and Culpeper, you can even watch the town parade from your own porch. Walking distance to grab a bite to eat.

This is more than a home — it’s a legacy. Own a piece of history and make it part of your story

Details

2,744 Sq Ft

0.8 Private Acres Lot Size

other

$2,055 Annual Tax

Built in 1850

MLS/Listing ID VAMA2002626

Amenities & Features

Out Buildings

Cooling - Window Units

Construction - Vinyl Siding

Style - Colonial

Water Heater

Hardwood

Block

Pillar Post Pier

Heating - Oil

Attic

Breakfast Area

Dining Area

Lot - Cleared

Lot - Level

Refrigerator

Ice Maker

Washer

Lot - Front Yard

Dryer

Pets Allowed

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 319 N MAIN St?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 04/17/2026.
Source: Bright Multiple Listing Service, Inc.

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