15

Madison, VA Houses for Sale

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  • /75

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 2,932 Sq Ft

    150 N Main St, Madison, VA 22727

    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

    Kelly Duckett-Corbin RE/MAX Gateway

    150 N Main St, Madison, VA 22727
  • /20

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft

    984 Oak Park Rd, Madison, VA 22727

    Welcome to this beautifully renovated home nestled on 1.6 private acres in Madison, VA. Move-in ready with every major system updated — new HVAC, new roof, and new water heater Inside, you'll find fresh new flooring, recessed lighting throughout, and a clean, contemporary feel from top to bottom. The fully finished basement is a standout feature, offering two versatile bonus rooms perfect for a

    Wendy Chavez Spring Hill Real Estate, LLC.

    984 Oak Park Rd, Madison, VA 22727
  • /69

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 2,744 Sq Ft

    319 N Main St, Madison, VA 22727

    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

    Kelly Duckett-Corbin RE/MAX Gateway

    319 N Main St, Madison, VA 22727
  • /52

    $540,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    2123 Oak Park Rd, Madison, VA 22727

    Escape the hustle and discover this rare, secluded gem nestled on over 10 private acres in Madison County. This charming 3-bedroom, 2-bath log cabin blends rustic character with modern comfort, offering endless possibilities for your lifestyle.Step onto the spacious covered front and back porches—perfect for relaxing and soaking in the surrounding natural beauty. Inside, you’ll find warm

    Amanda Mitchell Samson Properties

    2123 Oak Park Rd, Madison, VA 22727
  • /50

    $465,000

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    359 Malvern Dr, Madison, VA 22727

    Welcome home to 359 Malvern Drive. This lovely home in the Malvern of Madison community offers the serenity of a four-acre, mostly wooded, private lot, yet in a vibrant community with many amenities. Very accessible to Madison and US Highway 29, the house boasts valuable main floor living with primary bed and bathroom on the main level. A spacious galley kitchen, traditional living and dining

    Janis Murphy RE/MAX Distinctive Real Estate, Inc.

    359 Malvern Dr, Madison, VA 22727
  • /24

    $392,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    33 E Circle Rd, Madison, VA 22727

    Available in May 2025 a modern two BR, two bath, central heat and A/C house situated on a 1.04 acre lot in a small community of widely separated houses adjacent to the Conway (Middle) River. There are no other houses within immediate sight of the house. Two hours from DC, the house is easily accessed on relatively flat terrain and is wooded on two sides with an open stocked pond a couple hundred

    Lawrence Lessin Homes By Owner, Inc.

    33 E Circle Rd, Madison, VA 22727
  • /60

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 2,290 Sq Ft

    256 N Blue Ridge Turnpike, Madison, VA 22727

    Public Open House Sunday May 3, 2026. There will be refreshments and Drawings for some prizes. Please Join us! Just a short drive from the Center of the town of Madison. Come home to this spacious one-of-a-kind brick split level home on 4.5 acres is filled with lots character and charm. Enter through gorgeous Brazilian Mahogany double doors framed with custom stained glass into a beautiful large

    sharon rock CENTURY 21 New Millennium

    256 N Blue Ridge Turnpike, Madison, VA 22727
  • /16

    $284,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    114 Marshall Rd, Madison, VA 22727

    Ranch style home in Madison County VA. This home features 3 bedrooms, 1 bath, an eat-in kitchen, laundry closet, a storage building and a portable carport. The nearly level .65-acre lot makes for a great yard.

    Cindy Whitelock Massanutten Realty

    114 Marshall Rd, Madison, VA 22727
  • /136

    $5,850,000

    • 3 Beds
    • 2 Baths
    • 3,023 Sq Ft

    1830 Thrift Rd, Madison, VA 22727

    Woodbourne Estate, circa 1810, is a National and Virginia registered historic landmark set on 53 acres in Madison County, less than 90 miles from Washington, D.C. Nestled in the foothills of the Blue Ridge Mountains, the property combines two extraordinary elements: the award-winning Bald Top Brewing Company and the beautifully restored Woodbourne Manor. Together they create a rare chance to

    Daniel Langberg Virginia Estates, Inc.

    1830 Thrift Rd, Madison, VA 22727
  • /21

    $379,500

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    399 Shelby Rd, Madison, VA 22727

    This newly renovated 3-bed, 2-bath home in Madison County makes it easy to picture your life here, waking up to panoramic mountain views, sipping coffee on your deck, and coming back to a space that feels warm and effortless. Inside, the granite countertops and luxury vinyl plank flooring throughout add a clean, modern feel that’s both beautiful and practical for everyday living. The open layout

    Ryan Dickerson Samson Properties

    399 Shelby Rd, Madison, VA 22727
  • /41

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    453 Lost Valley Rd, Madison, VA 22727

    Mountain views, fresh air, and space to make it your own!Perched on a mountaintop in a private community with very few neighbors, this 3-bedroom, 2-bath home offers the kind of peace and scenery that is hard to find. Surrounded by trees and natural beauty, the setting invites hiking, wildlife watching, and quiet mornings with coffee on the deck.Inside, the home features soaring ceilings,

    Chris Craddock EXP Realty, LLC

    453 Lost Valley Rd, Madison, VA 22727
  • /24

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    2004 Twymans Mill Rd, Madison, VA 22727

    Charming one-level home in Madison County with a perfect blend of country charm, yet just 8 miles to the town of Madison or Orange and 12 miles to Culpeper. With 3 bedrooms and 2 baths it is ideal for easy living. It has central air and heat via a heat pump and also has a chimney for a woodstove if so desired. It has a covered front porch and a deck in the rear. The spacious yard offers room for

    Pamela Debnam Houwzer, LLC

    2004 Twymans Mill Rd, Madison, VA 22727
  • /44

    $390,000

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    1173 Aylor Rd, Madison, VA 22727

    Charming single-family home situated on 2.09 scenic acres in beautiful Madison County. This spacious residence offers 4 bedrooms and 3 full baths, featuring both a comfortable living room and a separate family room—perfect for everyday living and entertaining. The owner’s suite includes a private sitting area, creating a relaxing retreat within the home. Recent updates include a new kitchen floor

    Audrey Badgett ASSIST2SELL - FIRST RATE REALTY, INC.

    1173 Aylor Rd, Madison, VA 22727
  • /47

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,080 Sq Ft

    205 N Main St, Madison, VA 22727

    Welcome to this rare 1836 Federal-style home set in Virginia’s scenic countryside, with sweeping Blue Ridge Mountain views.Listed on the Virginia Landmarks Register and located in a National Register Historic District, this beautifully restored 4BR/3BA home blends historic character with modern updates. Original details like wide-plank hardwood floors, high ceilings, and four fireplaces (two

    Harry Hasbun Keller Williams Realty/Lee Beaver & Assoc.

    205 N Main St, Madison, VA 22727
  • /32

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    115 Washington St, Madison, VA 22727

    Experience the perfect blend of modern style and "in-town" convenience in this completely renovated 4-bedroom, 2.5-bathroom gem. The interior shines with a mix of elegant hardwood and durable tile flooring, leading you into a stunningly renovated kitchen designed for both form and function. This versatile floor plan features a spacious fourth bedroom that serves equally well as a professional

    Carrie Brown Montague, Miller & Company

    115 Washington St, Madison, VA 22727
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