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Newest Homes for Sale in Leon, VA

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  • /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
  • /12

    $120,000

    • Land
    • 3.07 Acres
    • $39,088 per Acre

    0 Malvern Dr Unit VAMA2002738, Madison, VA 22727

    Large, open and buildable lot in Malvern of Madison awaits your builder--or we will introduce you to one. This 3.07-acre lot lies right on Malvern Drive just past the entry to Malvern of Madison community. The well-established and friendly community boasts a clubhouse, recreational lake, outdoor pool and play area for children. The lot has been perc'd and the septic designer is ready to submit a

    Timothy Murphy RE/MAX Distinctive Real Estate, Inc.

    0 Malvern Dr Unit VAMA2002738, 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
  • /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
  • /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
  • /18

    $299,000

    • Land
    • 10 Acres
    • $29,900 per Acre

    LOT 2 S F T Valley Rd, Madison, VA 22727

    Amazing Opportunity to own 10 acres on Scenic Byway 231!! Perc approved for a 4 bedroom conventional septic. Level building spot about half way up the mountain. Beautiful views from this parcel. Seasonal creek. Lots of wildlife.

    Dana Williams EXP Realty, LLC

    LOT 2 S F T Valley Rd, Madison, VA 22727
  • /18

    $309,000

    • Land
    • 10.34 Acres
    • $29,884 per Acre

    LOT 1 S F T Valley Rd, Madison, VA 22727

    Absolutely breathtaking lot on Scenic Highway 231!!!!!! Entrance is in place and approved by VDOT. 4 bedroom perc site approximately half way up the mountain on a lovely flat knoll. Almost 180 degrees of Mountain Views from the building spot. Wildlife trails everywhere! This is a rare opportunity!!!

    Dana Williams EXP Realty, LLC

    LOT 1 S F T Valley Rd, 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
  • /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
  • /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
  • /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
  • /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
  • /18

    $2,472,000

    • Land
    • 23.09 Acres
    • $107,059 per Acre

    0 Main St N Unit VAMA2002616, Madison, VA 22719

    Discover an exceptional opportunity to acquire three contiguous land parcels totaling 23.103 acres in a highly desirable location between N. Main Street and Business Route 29 in Madison VA. Offering a rare combination of Business (B1) and Residential (R1) zoning, this property provides outstanding flexibility for commercial development, residential housing, or a mixed‐use project.Parcel 1 –

    Kim Gallihugh CENTURY 21 New Millennium

    0 Main St N Unit VAMA2002616, Madison, VA 22719
  • /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
  • /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
  • /8

    $89,900

    • Land
    • 1 Acre
    • $89,900 per Acre

    0 Main St, Madison, VA 22727

    In-town lot, Gravity flow septic system approved, wooded, shared driveway with 1 other lot.

    Bonnie Coffey Samson Properties

    0 Main St, Madison, VA 22727
  • /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
  • /36

    $699,000

    • Land
    • 29.52 Acres
    • $23,679 per Acre

    0 Hurt Hollow Rd, Banco, VA 22711

    Amazing opportunity to own 29.5 Acres in Madison County near the Shenandoah National Park! This property offers multiple elevated building sites with potential views of Double Top Mountain! There is a creek meandering along the bottom of the property. Trails are already in place to take a walk and enjoy everything nature has to offer! Plenty of wildlife!

    Dana Williams EXP Realty, LLC

    0 Hurt Hollow Rd, Banco, VA 22711
  • /5

    $75,000

    • Land
    • 1.76 Acres
    • $42,614 per Acre

    0 Poor House Rd Unit VAMA2002480, Madison, VA 22727

    1.759 Acres in Beautiful Madison County! Has been perc tested for a 3 bedroom conventional and brand new survey! Great Lot near Syria and Shenandoah National Park, near Graves Mtn Lodge and several breweries/wineries.

    Dana Williams EXP Realty, LLC

    0 Poor House Rd Unit VAMA2002480, Madison, VA 22727
  • /18

    $1,200,000

    • Land
    • 114.9 Acres
    • $10,444 per Acre

    00 TBD W Hoover Rd, Madison, VA 22727

    This property has a new entrance. There is so much to offer here. Come to Madison County, start your Organic Farm. Make this your own sanctuary, your own peace and quiet. This property has been untouched for many years. It is in a very sought out area of Madison County, with great access for commute to Northern Virginia, Charlottesville and the Shenandoah Valley. It boasts beautiful views and

    sharon rock CENTURY 21 New Millennium

    00 TBD W Hoover Rd, Madison, VA 22727
  • /14

    $749,000

    • Land
    • 6.3 Acres
    • $118,889 per Acre

    0 Main St N Unit VAMA2002288, Madison, VA 22719

    6.3 Acres of Prime B1 Commercial Land in the Town of Madison Incredible opportunity to own 6.3 acres of commercially zoned land in the heart of Madison County, offered in two parcels—5.8 acres and 0.5 acres. With direct frontage on Main Street and additional secondary access between the Rescue Squad and Madison Plumbing & Electric, this property offers excellent visibility and accessibility for a

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 202-2159

    0 Main St N Unit VAMA2002288, Madison, VA 22719
  • /8

    $279,000

    • Land
    • 14.06 Acres
    • $19,844 per Acre

    TBD Old Blue Ridge Turnpike, Syria, VA 22743

    Enjoy the peace and serenity from this 14.059+- wooded acre mountain retreat. Perfect recreational property with trails throughout for hiking or ATV's. New survey. Outdoor Recreational Opportunities Are Endless! Within walking distance to Dark Hollow Trailhead/Waterfalls and 10 minutes to Old Rag Mountain & White Oak Canyon trail heads offering incredible hiking trails, waterfalls & canyons to

    LISA DYER JEFFERSON LAND & REALTY

    TBD Old Blue Ridge Turnpike, Syria, VA 22743
  • /3

    $312,000

    • Land
    • 2.83 Acres
    • $110,247 per Acre

    0 Seminole Trail Unit VAMA108074, Madison, VA 22727

    Commercial Opportunity adjoining Madison Plaza Food Lion Center. Exceptionally well located land parcels with public utilities available. Development plan has all the approvals for a business park with future uses including restaurants, office, retail and service businesses. The property is located at a traffic light across US 29 from the Madison County High School and the southern crossover.

    Bill Gentry Jefferson Land & Realty, Inc.

    0 Seminole Trail Unit VAMA108074, Madison, VA 22727
  • /3

    $411,500

    • Land
    • 3.74 Acres
    • $110,027 per Acre

    0 Seminole Trail Unit VAMA108070, Madison, VA 22727

    Commercial Opportunity adjoining Madison Plaza Food Lion Center. Exceptionally well located land parcels with public utilities available. Development plan has all the approvals for a business park with future uses including restaurants, office, retail and service businesses. The property is located at a traffic light across US 29 from the Madison County High School and the southern crossover.

    Bill Gentry Jefferson Land & Realty, Inc.

    0 Seminole Trail Unit VAMA108070, Madison, VA 22727

Frequently Asked Questions

What are the most popular zip codes in Leon, VA?
The most popular zip codes in Leon, VA include 22727, 22715, 22735, 22701 and 22738.
What are the most popular neighborhoods near Leon, VA?
The most popular neighborhoods near Leon, VA are Ruckersville, Twin Lakes, Earlysville, Northeast Charlottesville and Piney Mountain.
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