14

Leon, VA Houses for Sale

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  • /66

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 2,990 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
  • /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
  • /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
  • /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
  • /2

    $1,500,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4408 N Seminole Trail, Brightwood, VA 22715

    Mike Jamil Smart Realty, LLC

    4408 N Seminole Trail, Brightwood, VA 22715
  • /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
  • /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
  • /28

    $499,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1823 Desert Rd, Reva, VA 22735

    Welcome to your mountain retreat on Desert Road. Built in 2024, this thoughtfully designed home was intentionally positioned to capture breathtaking mountain views on clear days while offering the privacy and peace that make it the perfect escape from busy life. Whether you are looking for a full-time residence, weekend getaway, or an investment opportunity, this property offers incredible

    Japreshia Terrell Wolford And Associates Realty LLC

    1823 Desert Rd, Reva, VA 22735
  • /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
  • /35

    $378,000

    • 2 Beds
    • 2 Baths
    • 1,664 Sq Ft

    21 Bright Acres Ct, Brightwood, VA 22715

    Step back in time with this 1910 farmhouse, set on over two scenic acres in the heart of Madison County. Offering 2–3 bedrooms and 2 full bathrooms, this charming home blends timeless character with modern convenience. Inside, you'll find hardwood floors that speak to the home’s historic roots, along with updates to major systems for peace of mind. The spacious living area is filled with natural

    Gerri Russell HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

    21 Bright Acres Ct, Brightwood, VA 22715
  • /75

    $900,000

    • 5 Beds
    • 4 Baths
    • 3,168 Sq Ft

    324 N Blue Ridge Turnpike, Madison, VA 22727

    Set on 10 private acres in Madison County, this 1930s farmstead approaches its hundredth year with the kind of character that cannot be newly built. Move through the repeated archways, and you will find versatile rooms that adapt to how you actually live — a main-level primary suite with views that make you stay in bed a little longer, flexible upstairs bedrooms for family or guests, and a

    Edward Slavis LPT Realty, LLC

    324 N Blue Ridge Turnpike, 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
  • /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
  • /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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