15

Madison, VA Houses for Sale

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  • /73

    $535,000

    • 3 Beds
    • 3 Baths
    • 3,512 Sq Ft

    104 Half Penny Ln, Madison, VA 22727

    Welcome to this beautifully maintained home in the desirable Malvern of Madison community, where comfort, privacy, and flexible living come together on over 3 scenic acres with a wide relaxing creek. Easy commuting to Charlottesville while living the rural lifestyle. Offering more than 3,500 square feet of finished living space, this exceptionally clean home features 3 spacious bedrooms and 3

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    104 Half Penny Ln, Madison, VA 22727
  • /37

    $415,000

    $20K PRICE DROP
    • 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 Madisons 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

    Kelly Duckett-Corbin RE/MAX Gateway

    319 N Main St, Madison, VA 22727
  • /2

    $539,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    60 Bee Gum Way, Madison, VA 22727

    Location Location! Private Subdivision on 3,03 acres on a corner lot beautifully lanscaped for privacy. Paved driveway leads you to Split level 3 Bedrooms 31/2 Bath Home with two Master Bedrooms. Fantastic Community amenities Club House, Pool, family visiting accomidations. As you enter Open to kitchen and dining off the right living room area. Opposite end you have 2 bedrooms and a office or

    Heather Parker Fairfax Realty 50/66 LLC

    60 Bee Gum Way, Madison, VA 22727
  • /71

    $200,000

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

    150 N Main St, Madison, VA 22727

    List price is starting bid only. Home will be sold at auction 9/14/2026 @12pm. Contact us or your favorite real estate professional to view this home! Buying at auction is easy and transparent you can get financing!! Historic 4 BR/2.5 BA multi-tenant home on 1.619 +/- acres (circa 1820) -- Detached 30'x36' shop/garage/storage building -- Currently used as a duplex, but easily converted to a

    John Nicholls Nicholls Auction Marketing Group

    150 N Main St, 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
  • /18

    $350,000

    $35K PRICE DROP
    • 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
  • /54

    $325,000

    $75K PRICE DROP
    • 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
  • /50

    $4,450,000

    • 5 Beds
    • 6 Baths
    • 5,153 Sq Ft

    4578 Ruth Rd, Madison, VA 22727

    Set amidst 17 beautifully landscaped acres, Monte Ventoso is an extraordinary Italian-inspired villa offering the ambiance of a private Mediterranean retreat in the foothills of the Blue Ridge Mountains. Ideally positioned between Washington, D.C. and Charlottesville, VA, the estate combines exceptional privacy with convenient accessibility. A handcrafted fountain imported from Italy creates a

    COURT NEXSEN MCLEAN FAULCONER INC., REALTOR

    4578 Ruth Rd, Madison, VA 22727
  • /41

    $400,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    898 Seville Rd, Madison, VA 22727

    PRICE IMPROVEMENT!! MOVE-IN READY & CONVENIENTLY LOCATED! Built in 2022 and lovingly maintained by the original owner, this nearly new home sits on 3 acres just off Route 29, ideally positioned between Culpeper and Charlottesville and mere minutes from the Greene County line. Enjoy the benefits of living so close to some of Virginia's most beloved small towns and all they have to offer!Step

    Brittany Smyth Piedmont Fine Properties

    898 Seville Rd, Madison, VA 22727
  • /6

    $280,000

    • 7 Beds
    • 3.5 Baths
    • 4,506 Sq Ft

    975 Old Blue Ridge Turnpike, Madison, VA 22727

    7 bedroom 3.5 bath duplex fronting on the Robinson River in scenic Criglersville, Va in Madison County. The home boasts 4500 square feet and is divided into two units one being 3 bedrooms 1.5 baths and the other 4 bedrooms 2 baths. Both units have heat pumps for efficient heating and cooling, 200 amp electrical panels, and their own laundry room. Firefly high speed internet is installed and

    Norman Domingo XRealty.NET LLC

    975 Old Blue Ridge Turnpike, Madison, VA 22727
  • /69

    $690,000

    • 3 Beds
    • 3.5 Baths
    • 4,544 Sq Ft

    66 Wrights Ln, Madison, VA 22727

    Escape to the peaceful beauty of Madison County with this beautifully maintained 3 bedroom, 3.5 bathroom ranch home nestled on nearly 5 private acres. Offering the convenience of one-level living plus a fully finished basement, this spacious home provides plenty of room for everyday living, entertaining, and relaxing. The thoughtfully designed floor plan features a welcoming living area with a

    Cindy Reed EXP Realty, LLC

    66 Wrights Ln, Madison, VA 22727
  • /129

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 4,497 Sq Ft

    202 Innovation Ln, Madison, VA 22727

    Welcome home to this stunning brick, stone, and vinyl sided Colonial nestled on 3.86 picturesque acres in the heart of Madison County. Offering over-sized living spaces, timeless curb appeal, and endless possibilities, this exceptional property is the perfect blend of elegance, comfort, and country living. Inside, you'll find four spacious bedrooms and three full baths, with generous room sizes

    Brenda Payne Long & Foster Real Estate, Inc.

    202 Innovation Ln, Madison, VA 22727
  • /65

    $100,000

    • 3 Beds
    • 2 Baths
    • 2,398 Sq Ft

    203 S Main St, Madison, VA 22727

    List price is starting bid only. Home will be sold at auction 8/4/2026 @ 10:30AM. Contact us or favorite real estate professional to view this home! Buying at auction is easy and transparent you can get financing!! 3 BR/2 BA home on .33 +/- acre corner lot in downtown Madison, VA -- Business zoning for potential live/work opportunity -- Public utilities -- Detached garage/shop -- Located on Main

    John Nicholls Nicholls Auction Marketing Group

    203 S Main St, Madison, VA 22727
  • /53

    $449,000

    $16K PRICE DROP
    • 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, including a community pool and lake access. Very accessible to Madison and US Highway 29, the house boasts valuable main floor living with primary bed and bathroom on the entry level. A spacious

    Janis Murphy RE/MAX Distinctive Real Estate, Inc.

    359 Malvern Dr, Madison, VA 22727
  • /93

    $749,900

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1765 Oneals Rd, Madison, VA 22727

    Just listed in Madison County. Thoughtfully crafted, meticulously renovated and expanded in 2025, this amazing 3-bedroom, 2-bath ranch-style home blends modern luxury with timeless country charm across 1,872 square feet of custom-designed main floor living space, offering a harmonious blend of luxury and comfort in a serene rural setting. The front concrete walkway and curved steps welcome you to

    Mr. Mike Butters EXP Realty, LLC

    1765 Oneals Rd, Madison, VA 22727
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