32

Leon, VA Homes for Sale

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  • /17

    $895,000

    • Land
    • 7.8 Acres
    • $114,744 per Acre

    TBD Seminole Trail, Madison, VA 22727

    Prime 7.8-Acre Development Opportunity in the Heart of Madison CountyExceptional location fronting busy Route 29 with additional right-of-way access off Main Street. This 7.8-acre parcel is zoned R1 (Low Density Residential) and offers an outstanding opportunity for residential development or potential civic use. The land is undeveloped and features a mostly level topography—ideal for

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 779-1502

    TBD Seminole Trail, Madison, VA 22727
  • /24

    $4,300,000

    • Land
    • 91.89 Acres
    • $46,795 per Acre

    92 acres Seminole Trail, Madison, VA 22727

    Prime 91.9-Acre Development Opportunity in Madison CountyExceptional offering of nearly 92 acres of prime land fronting Route 29 in the heart of Madison County. Located near the bustling commercial hub and directly neighboring the well-known Yoder’s Country Market, this property offers unmatched visibility and access.The front 12 acres are zoned Commercial (B1), featuring multiple

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 701-7352

    92 acres Seminole Trail, Madison, VA 22727
  • /25

    $134,900

    • Land
    • 3.68 Acres
    • $36,658 per Acre

    LOT 2 Seminole, Madison, VA 22727

    Two beautiful lots in scenic Madison County, Virginia, both zoned Agricultural and surrounded by the best of countryside living. Tucked toward the back, Lot 2 spans 3.68 acres of gently sloping land that backs to Deep Run Creek — a peaceful, private setting to enjoy nature at its finest. This lot is approved for a 4-bedroom conventional septic system and has a road maintenance agreement already

    Agent Photo

    Amber Castles

    CENTURY 21 New Millennium

    (540) 274-2171

    LOT 2 Seminole, Madison, VA 22727
  • /25

    $129,900

    • Land
    • 3 Acres
    • $43,300 per Acre

    3 N Seminole Trail, Madison, VA 22727

    Discover the beauty of Madison County, Virginia — where privacy, mountain views, and nature come together. Nestled behind a gentle knoll, Lot 3 offers 3.0 acres of lightly wooded land that backs to Deep Run Creek. The property features a gently sloping landscape, picturesque mountain views on the approach, and comes with an approved 4-bedroom alternative septic perc plus a road maintenance

    Agent Photo

    Amber Castles

    CENTURY 21 New Millennium

    (540) 274-5125

    3 N Seminole Trail, Madison, VA 22727
  • /40

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft

    107 Sylvan Ln, Madison, VA 22727

    Nestled in the serene community of Malvern of Madison, this charming ranch-style home offers a perfect blend of comfort and elegance. Built in 1984, this meticulously maintained residence showcases exceptional craftsmanship and thoughtful design throughout its spacious layout. As you step inside, you are greeted by a warm and inviting atmosphere, highlighted by beautiful hardwood floors that flow

    Agent Photo

    Donna Waugh-Robinson

    Jack Samuels Realty

    (540) 417-9634

    107 Sylvan Ln, 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!

    Agent Photo

    Dana Williams

    EXP Realty, LLC

    (540) 417-9062

    0 Hurt Hollow Rd, Banco, VA 22711
  • /44

    $599,999

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    628 River Rd, Madison, VA 22727

    Discover this private single-story home set on 7.69 wooded acres with abundant wildlife and a river easement in highly desirable Madison County. This 3-bedroom, 2.5-bath residence offers the perfect blend of comfort and nature.Step inside to an open floor plan featuring beautiful hardwood floors and new exterior doors throughout, creating a fresh and welcoming feel. The property is

    Agent Photo

    Melissa Martin

    CENTURY 21 New Millennium

    (540) 730-2187

    628 River Rd, Madison, VA 22727
  • /49

    $465,000

    • 4 Beds
    • 2.5 Baths
    • 1,856 Sq Ft

    319 Fox Hunters Ln, Madison, VA 22727

    Charming Colonial on 3.74 Acres in Quiet Fox Ridge NeighborhoodTucked away in the peaceful Fox Ridge community of Madison County, this classic Colonial-style home offers a perfect blend of country charm and family-friendly features. With 4 bedrooms and 2.5 baths, including a convenient main-level bedroom, the layout is ideal for flexible living. The inviting open-concept living and dining

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 306-5632

    319 Fox Hunters Ln, 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 MadisonIncredible 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

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 202-2159

    0 Main St N Unit VAMA2002288, Madison, VA 22719
  • /20

    $299,999

    • Land
    • 3.68 Acres
    • $81,521 per Acre

    N White Oak Lake Lakeview Dr, Madison, VA 22727

    3.68 Acres Total | 4 Adjacent Lots (2 Waterfront + 2 Waterview)White Oak Lake – Madison County, VAA once-in-a-lifetime opportunity to own expansive private lakefront property in one of Virginia’s most peaceful, unspoiled counties. These 4 adjacent lots sit on White Oak Lake, a ~52-acre, electric-only lake tucked into the Blue Ridge Mountain foothills, with no public access and no

    Nick Bullard

    N White Oak Lake Lakeview Dr, Madison, VA 22727
  • /47

    $449,000

    • 3 Beds
    • 3 Baths
    • 2,812 Sq Ft

    241 Happy Hills Ln, Madison, VA 22727

    Don’t Miss This Beautiful One-Level Home on 3.5 Acres!Enjoy over 2,800 sq. ft. of comfortable living space in this well-maintained home offering both charm and practicality. The main level features gleaming hardwood floors, while the lower level boasts new carpet (2024) for a cozy feel.Relax by the wood-burning fireplace in the living room or enjoy the warmth of the new wood stove

    Karen Sauder The Real Estate Store Inc.

    241 Happy Hills Ln, Madison, VA 22727
  • /43

    $499,900

    • 4 Beds
    • 2 Baths
    • 3,467 Sq Ft

    481 Malvern Dr, Madison, VA 22727

    All brick 4 Bedroom, 3 Full Bath Rambler, situated on 3+ acres in the desirable Malvern of Madison community. A landscape lover’s dream, with so many mature trees, and beautiful shrubs and plantings. Japanese Maples, Magnolia, Crepe Myrtle.......the list goes on. Tons of yard space surround the home, perfect for outdoor activities or peaceful evenings. Relax on the expansive rear deck (with

    Kelly Thornton Long & Foster Real Estate, Inc.

    481 Malvern Dr, Madison, VA 22727
  • /30

    $449,000

    • 3 Beds
    • 3 Baths
    • 2,186 Sq Ft

    336 Blankenbaker Rd, Madison, VA 22727

    Inviting 3 Bedroom Home With Mountain Views in Beautiful Madison County - Just 2 Miles From Town! Looking for a home that's got space, views, and a great location? Welcome to this wonderfully maintained 3/4 bedroom, 3 full bath split foyer home offering the perfect blend of comfort, style, and convenience! With a sturdy metal roof, warm wood floors throughout, and plenty of natural light, this

    Carl Broyles Montague, Miller & Company

    336 Blankenbaker Rd, Madison, VA 22727
  • /52

    $539,000 New Construction

    • 4 Beds
    • 3 Baths

    183 Sleigh Bell Ln, Madison, VA 22727

    Brand-New 4BR/3BA Country Retreat on 3+ Private AcresWelcome home to this stunning brand-new raised rambler, perfectly tucked away on a peaceful cul-de-sac in the desirable Malvern community. Set on over 3 acres with a wooded perimeter for privacy, this property offers the perfect blend of comfort, nature, and modern living.Step onto the charming front porch and take in the sights

    Kelly Duckett-Corbin RE/MAX Gateway

    183 Sleigh Bell Ln, Madison, VA 22727
  • /23

    $1,275,000

    • Land
    • 51.15 Acres
    • $24,927 per Acre

    00 Old Home Place Ln, Reva, VA 22735

    Awesome Mountain Views! Land with 2 Development Rights. 2 buildings on site, one is quite large with many possibilities. Build the home of your dreams. Peace and Quiet. Well and Septic are in. 3 bedroom septic. Located in Brightwood, but has a Reva mailing address. (Madison County) 45 minutes to Charlottesville. DC is approx. 1.5 hours from here. Centrally located, close by Culpeper, VA & nearby

    Jan Shiflett HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

    00 Old Home Place Ln, Reva, VA 22735
  • /23

    $1,275,000

    • Land
    • 51.15 Acres
    • $24,927 per Acre

    00 Old Home Place Ln Unit 32-37A, 32037-B, 32-, Reva, VA 22735

    Awesome Mountain Views! Land with 2 Development Rights. 2 buildings on site, one is quite large with many possibilities. Build the home of your dreams. Peace and Quiet. Well and Septic are in. 3 bedroom septic. Located in Brightwood, but has a Reva mailing address. (Madison County) 45 minutes to Charlottesville. DC is approx. 1.5 hours from here. Centrally located, close by Culpeper, VA & nearby

    Jan Shiflett HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

    00 Old Home Place Ln Unit 32-37A, 32037-B, 32-, Reva, VA 22735
  • /14

    $1,275,000

    • 1 Bath
    • 1,616 Sq Ft

    545 Old Home Place Ln, Brightwood, VA 22715

    Awesome Mountain Views! 2 buildings on this lovely property. Land with 2 Development Rights. Peace and Quiet. Well and Septic are in. Located in Madison County (Brightwood), but has a Reva mailing address. 45 minutes to Charlottesville, 1.5 hours to DC. Centrally located, close by Culpeper, VA and nearby Fredericksburg. Located just one mile off Rt. 29.

    Jan Shiflett HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

    545 Old Home Place Ln, Brightwood, VA 22715
  • /35

    $395,000

    • 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

    Gerri Russell HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

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

    $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 AcresStep 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,

    Kelly Duckett-Corbin RE/MAX Gateway

    150 N Main St, Madison, VA 22727
  • /59

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,996 Sq Ft

    150 Doc Carpenter Ln, Madison, VA 22727

    Nestled on a sprawling 20-acre lot, this charming farmhouse-style residence offers a perfect blend of rustic elegance and modern convenience. Built circa 1900, the home showcases traditional architectural elements with wood siding and a welcoming porch that invites you to unwind. Inside, discover a thoughtfully designed floor plan featuring three bedrooms and two full bathrooms, ideal for

    Bud Kreh Montague, Miller & Company

    150 Doc Carpenter Ln, Madison, VA 22727
  • /39

    $300,000

    • 3 Beds
    • 1 Bath
    • 2,016 Sq Ft

    5424 N Seminole Trail, Brightwood, VA 22715

    MASSIVE $25k PRICE IMPROVEMENT on this Charming Ranch Retreat in the Heart of Brightwood.Discover the rustic charm in this inviting 3-bedroom, 1-bathroom single-family brick ranch home. It’s nestled on a spacious lot along the scenic N. Seminole Trail in Brightwood, Virginia. Mostly originial, as-built in 1963 and spanning 2,016 total square feet, this cozy residence offers a traditional

    Curtis Hartless Ascendancy Realty LLC

    5424 N Seminole Trail, Brightwood, VA 22715
  • /21

    $95,000

    • Land
    • 2.01 Acres
    • $47,264 per Acre

    0 Horn Hollow Ln Unit 669239, Madison, VA 22727

    READY TO BUILD your dream home or private retreat on this stunning 2.019-acre homesite in the heart of Madison County. Nestled near the Blue Ridge Mountains, this property offers BREATHTAKING VIEWS, a year-round stream, and easy access to Old Rag, the Appalachian Trail, and Robinson River - perfect for outdoor enthusiasts. A cleared homesite is ready with driveway in place, electricity on site,

    BRENTNEY KOZUCH STORY HOUSE REAL ESTATE

    0 Horn Hollow Ln Unit 669239, Madison, VA 22727
  • /16

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    934 Williamsburg Pike, Madison, VA 22727

    Beautiful move-in rambler on close to 2.7 acres. NO HOA. Privacy awaits on this 4-year young home. Main level offers 1400 finished square feet with 3 bedrooms and 2 baths. Open floor plan with vaulted ceiling in living/dining area. Granite counters in spacious kitchen with stainless steel appliances. Additional 1300 square feet in unfinished walk-out basement. Double hung tilt windows, covered

    Steve White HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

    934 Williamsburg Pike, Madison, VA 22727
  • /13

    $150,000

    • Land
    • 3 Acres
    • $50,000 per Acre

    0 Weaver Hollow Rd Unit VAMA2002400, Banco, VA 22711

    Discover your slice of paradise in Madison County! This three-acre lot is already partially cleared and approved for a 3-bedroom conventional drain field. Nestled in secluded Weaver Hollow, the property offers direct state road access while remaining incredibly private. Enjoy pastoral and mountain views, surrounded by large tracts of land for ultimate tranquility. A perfect blend of peaceful

    Terry Dixon Castle Real Estate

    0 Weaver Hollow Rd Unit VAMA2002400, Banco, VA 22711
  • /24

    $379,900

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

    316 N Main St, Madison, VA 22727

    Residential and/or Commercial-Lovely Cape Cod in Town with Lovely big kitchen/dining/living combination, Hardwood Floors, Nice big living room, Master BR & Laundry on the main level, Updated approximately 6 years ago kitchen & baths. Original Hardwood Floors, Paved Parking. Walking distance to restaurants & other businesses. Investors or make it your home and/or office.

    Bonnie Coffey Samson Properties

    316 N Main St, 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

    sharon rock CENTURY 21 New Millennium

    00 TBD W Hoover Rd, Madison, VA 22727
  • /51

    $824,900

    • 4 Beds
    • 2.5 Baths
    • 3,767 Sq Ft

    306 Gate Rd, Madison, VA 22727

    Discover charm and quality in this custom-built Craftsman-style home, perfectly situated on 5 serene acres in desirable Madison County. This property offers 4 bedrooms and 2.5 baths, meticulously designed with attention to detail and high-end finishes throughout. Step inside to gleaming hardwood floors that flow seamlessly throughout the home. The kitchen features quartz and soapstone

    Carrie Brown Montague, Miller & Company

    306 Gate Rd, Madison, VA 22727
  • /8

    $349,000

    • Land
    • 14.06 Acres
    • $24,822 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
  • /8

    $175,000

    • Land
    • 5.1 Acres
    • $34,314 per Acre

    TBD Duet Rd, Madison, VA 22727

    Welcome to Life out here in a very popular area in Madison County! Where the solitude is so loud, you hear the birds sing, watch the wildlife roam on your very own private wooded lot. This lot is full of Mature Trees that boasts a nice year-round flowing stream. This all-road frontage lot is a completed buildable lot. Recently perc approved and just awaiting your dream home.

    sharon rock CENTURY 21 New Millennium

    TBD Duet Rd, Madison, VA 22727
  • /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
  • /6

    $320,790 New Construction

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    112 Malvern Dr, Madison, AL 35756

    *To be eligible for low interest rate on GOV loans, FREE refrigerator, and closing cost assistance buyers MUST use DSLD Mortgage and preferred title. Contract must be written between 11/1-11/15/25. Home must close by 12/31/25. Not available on all homes. Restrictions apply. Contact Sales Rep(s) for details.* The TRILLIUM IV I in Malvern Hill community offers a 3 bedroom, 2 full bathroom, open and

    DSLD Homes Builder
    112 Malvern Dr, Madison, AL 35756

Frequently Asked Questions

What are the most popular zip codes in Leon, VA?
The most popular zip codes in Leon, VA include 22727, 22711, 22719, 22715 and 22722.
What are the most popular neighborhoods near Leon, VA?
The most popular neighborhoods near Leon, VA are Ruckersville, Twin Lakes, Piney Mountain, Earlysville and Margo.
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