$439,000

150 N Main St Madison, VA 22727

Estimated payment $2,408/month

Total Views 5,509
4 Beds
2.5 Baths
2,990 Sq Ft
$147 Price per Sq Ft

About This Home

Charming 1800’s Colonial in the Heart of Madison – 4BR/2.5BA on 1.61 Acres Step into history with this timeless 1800’s Colonial, perfectly situated on Main Street in downtown Madison. This unique property blends historic character with modern versatility, offering 4 bedrooms, 2.5 baths, and endless possibilities. Currently configured as a duplex with separate entrances and meters, this home can easily serve as: A spacious single-family residence An income-producing property (live in one unit, rent the other) Or a combination of both Inside, you’ll be charmed by original hardwood flooring, intricate woodwork, and grand room sizes that reflect the craftsmanship of a bygone era. Freshly painted throughout, the home is move-in ready—just waiting for your personal touch. The main-level features a large eat-in kitchen and dining area, perfect for gatherings, while the oversized rooms provide flexible space for entertaining, home offices, or cozy retreats. Outside, this in-town treasure sits on 1.61 acres with mature trees, multiple outbuildings, and plenty of parking—a rare find for a downtown location! Enjoy strolling to local shops and restaurants, or take a short drive to explore nearby wineries, breweries, and Shenandoah National Park trails. Convenient access to Rt 29 makes commuting easy. This is more than just a home—it’s a chance to own a piece of Madison’s history while creating the lifestyle you’ve always envisioned. ? Whether you restore it as a grand single-family home, continue its use as a duplex, or explore other creative possibilities, the potential here is unmatched.

Listing Agent

Kelly Duckett-Corbin

RE/MAX Gateway Listed on: 11/16/2025

Listing Provided By

Home Details

Home Type

  • Single Family

Bedrooms and Bathrooms

  • 4 Bedrooms

Home Details

Home Type

Single Family

Lot Details

1.61 Acres

Listing Details

  • Bedrooms: Beds: 4
  • BathsCombined: 2
  • Office Phone: 540-358-8719
  • Listing Website: https://www.land.com/property/150-north-main-street-madison-virginia-22727/25569529/
  • Property Type: Residential
  • Property Sub-Type: Single-family Detached
  • Offered By: LandNetwork
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Has Attic: No
  • Disability Access: No
  • Sprinklers: No
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Multi Family

  • Utilities Available: City Sewer, City Water

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
Collateral Analytics

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Average Value
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List Price
Sold Price
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Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $958 $187,800 $187,800 $0
2024 $357 $48,300 $48,300 $0
2023 $357 $48,300 $48,300 $0
2022 $1,553 $209,800 $59,700 $150,100
2021 $1,553 $209,800 $59,700 $150,100
2020 -- $209,800 $59,700 $150,100
2019 $2,082 $209,800 $59,700 $150,100
2018 $2,082 $283,700 $115,500 $168,200
2017 -- $283,700 $115,500 $168,200
2016 -- $283,700 $115,500 $168,200
2015 -- $283,700 $115,500 $168,200
2014 -- $283,700 $115,500 $168,200
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/16/2025 11/16/25 For Sale $439,000 -- $147 / Sq Ft

Purchase History

Date Type Sale Price Title Company
Deed -- Fidelity Natl Title Ins Corp
Source: Public Records
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