150 N Main St Madison, VA 22727
Estimated payment $2,408/month
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.
Home Details
Home Type
- Single Family
Bedrooms and Bathrooms
- 4 Bedrooms
Map
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 |
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 |
- 205 N Main St
- 115 Washington St
- 0 Main St N Unit VAMA2002616
- 0 Main St N Unit VAMA2002288
- 319 N Main St
- 111 Resettlement Rd
- 256 N Blue Ridge Turnpike
- 324 N Blue Ridge Turnpike
- 984 Oak Park Rd
- 0 Main St
- 1830 Thrift Rd
- 2123 Oak Park Rd
- 298 Courthouse Mountain Ln
- 0 Seminole Trail Unit VAMA108074
- 0 Seminole Trail Unit VAMA108070
- 17 Riding Trail Ln
- 462 Fox Hunters Ln
- 0 Malvern Dr Unit VAMA2002738
- 359 Malvern Dr
- 0 Orange Rd Unit 669727
- 1601 N Seminole Trail
- 8103 James Monroe Hwy
- 9109 Constitution Hwy
- 615 Clover Ln
- 7102 North St
- 52 Village Rd
- 54 Main St Unit A
- 11 Club Dr
- 14827 Porterfield Dr
- 190 James Dr
- 194 Red Hill Rd
- 19290 Bryants Ln
- 9405 Mountain Run Lake Rd
- 73 Larchmont Cir
- 9068 Caynor Mill Ln
- 17235 Whisper Hill Rd Unit MOUNTAIN VIEW
- 17235 Whisper Hill Rd Unit LAKE SUITE
- 17235 Whisper Hill Rd Unit DEER VIEW
- 12317 Metlock Rd Unit A
- 12317 Metlock Rd
Ask me questions while you tour the home.