Madison County VA Homes for Sale

• 

  

  

  /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
• 

  

  

  /3

  $375,000

  • Land
  • 31.41 Acres
  • $11,939 per Acre

  0 Tanners Unit VAMA2002612, Orange, VA 22960

  30+ Acres of Opportunity in Madison County – Across from Woodberry Forest School! Discover the perfect place to create your forever homestead with these 2combined parcels totaling approximately 31.4 acres in the heart of Madison County. Mostly wooded and full of natural beauty, this land offers privacy, tranquility, and space to roam. Located directly across from Woodberry Forest School, this

  Keith Neeley EXP Realty, LLC

  0 Tanners Unit VAMA2002612, Orange, VA 22960
• 

  

  

  /3

  $135,000

  • Land
  • 3 Acres
  • $45,000 per Acre

  0 Tatum School Rd Unit VAMA2002608, Madison, VA 22727

  3-acre wooded lot located in close proximity to Route 15 and Route 29. Bring your builder and build your dream home tucked back on Tatums School Road in Madison. Enjoy pastoral views on the way to the property and a private setting. No covenants and restrictions. TM 65-26A.

  Carrie Brown Montague, Miller & Company

  0 Tatum School Rd Unit VAMA2002608, 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
• 

  

  

  /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
• 

  

  /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
• 

  

  /24

  $359,999

  • 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
• 

  

  /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
• 

  

  /60

  $580,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 3,408 Sq Ft

  1522 Meander Run Rd, Locust Dale, VA 22948

  Welcome to the perfect blend of modern comfort and peaceful country living. Set on 5 private acres, this beautifully maintained 3-bedroom, 3-bath home offers space, flexibility, and a long list of brand-new upgrades designed for today’s lifestyle.Enjoy true peace of mind with major updates already complete, including a brand-new HVAC system, stove, dishwasher, refrigerator, and carpet—making

  

  Melissa Martin

  CENTURY 21 New Millennium

  (540) 426-0495

  1522 Meander Run Rd, Locust Dale, VA 22948
• 

  

  /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
• 

  

  /9

  $149,000

  • Land
  • 5.5 Acres
  • $27,091 per Acre

  0 Jacks Shop Unit VAMA2002528, Madison, VA 22727

  Ready to Build Your Dream Home in Breathtaking Madison County? Here you can have a gorgeous, all-wooded 5.5 acre lot offering privacy yet convenience, over 300 feet of frontage on a paved, state-maintained road, winter mountain views from your elevated home-site (potential all year round with selective clearing), and just a short distance to the beautiful Rapidan River! Property was previously

  Carl Broyles Montague, Miller & Company

  0 Jacks Shop Unit VAMA2002528, Madison, VA 22727
• 

  

  /65

  $5,575,000

  • 5 Beds
  • 4.5 Baths
  • 13,455 Sq Ft

  575 Arcadian Way, Orange, VA 22960

  Discover Edgewood, a historic farm offering 453± acres of Blue Ridge Mountain views and extensive Rapidan river frontage. Full of character, the farm is thoroughly improved and features multiple dwellings, well preserved historic outbuildings, and an event barn. It borders the Rapidan River for 2.4± miles, has two stocked ponds, and 270± acres of fenced pasture. Superbly positioned just 10

  Alex Webel HALL AND HALL PARTNERS, LLP

  575 Arcadian Way, Orange, VA 22960
• 

  

  /20

  $510,000

  • 3 Beds
  • 3 Baths
  • 1,560 Sq Ft

  3628 Elly Rd, Aroda, VA 22709

  Charming and well-maintained brick rancher in the sought-after beautiful Madison County. Perfect for family gatherings and entertaining with a private bed and bath on the lower floor for overnight guests or the In-law suite. Enjoy the easy exterior maintenance of the one level living. When the yard work is done, enjoy a cool swim in your above ground pool. There is something for everyone to enjoy

  sharon rock CENTURY 21 New Millennium

  3628 Elly Rd, Aroda, VA 22709
• 

  

  /9

  $215,500

  • Land
  • 7.25 Acres
  • $29,724 per Acre

  Lot E, TM 24-30 W Hoover Rd Unit E, Reva, VA 22735

  Exceptional mostly wooded and elevated, 7.258 acres with live stream and Blue Ridge Mountain views. Perc approved for a 3 bedroom house. Located off a well maintained 50' right of way, having a written road maintenance agreement. Very private, yet accessible to Towns of Madison and Culpeper.

  WILLIAM GENTRY JEFFERSON LAND & REALTY

  Lot E, TM 24-30 W Hoover Rd Unit E, Reva, VA 22735
• 

  

  /9

  $215,500

  • Land
  • 7.25 Acres
  • $29,724 per Acre

  Lot E, TM 24-30 W Hoover Rd, Reva, VA 22735

  Exceptional mostly wooded and elevated, 7.258 acres with live stream and Blue Ridge Mountain views. Perc approved for a 3 bedroom house. Located off a well maintained 50' right of way, having a written road maintenance agreement. Very private, yet accessible to Towns of Madison and Culpeper.

  Bill Gentry JEFFERSON LAND & REALTY

  Lot E, TM 24-30 W Hoover Rd, Reva, VA 22735
• 

  

  /33

  $289,900

  • Land
  • 11.05 Acres
  • $26,235 per Acre

  0 Orange Rd Unit VAMA2002476, Pratts, VA 22731

  This is the lot you have been waiting for! Very convenient to town, BUT feels like you are in the middle of the country! These 11+ acres are zoned R1, so they can be divided into as many as 6 lots! With Comcast available and a nice stream at the back of the property, the limitation is only your imagination.

  Kevin McHaney RE/MAX New Horizons

  0 Orange Rd Unit VAMA2002476, Pratts, VA 22731
• 

  

  /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
• 

  

  /32

  $289,900

  • Land
  • 11.04 Acres
  • $26,259 per Acre

  0 Orange Rd Unit 669727, Pratts, VA 22731

  This is the lot you have been waiting for! Very convenient to town, BUT feels like you are in the middle of the country! These 11+ acres are zoned R1, so they can be divided into as many as 6 lots! With Comcast available and a nice stream at the back of the property, the limitation is only your imagination.

  Kevin McHaney RE/MAX NEW HORIZONS

  0 Orange Rd Unit 669727, Pratts, VA 22731
• 

  

  /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
• 

  

  /11

  $499,000

  • Land
  • 4.65 Acres
  • $107,312 per Acre

  0 Seminole Trail Unit 669157, Rochelle, VA 22738

  Fantastic Lot on Route 29 North, B-1 Commercial Zoned with 125 FT of frontage in Madison County. Located on the very southern end of Madison County, on the Northbound side of Seminole Trail (Rt. 29). Must see to believe the amount of permitted businesses allowed on the property. Deceleration Lanes on both North and Southbound sides of the highway, and the Highway crossover is already installed.

  Aaron Manis SLOAN MANIS REAL ESTATE

  0 Seminole Trail Unit 669157, Rochelle, VA 22738
• 

  

  /18

  $430,000

  • Land
  • 39.18 Acres
  • $10,975 per Acre

  TM 23-5A Mitchell Mountain Rd Unit 5A, Haywood, VA 22722

  This is a newly surveyed 39+ acre parcel, located within a short drive to the Towns of Madison and Culpeper; but still in a area surrounded by other large farms and land tracts. The subject property has long State road frontage, and is in Forestal Land Use Taxation. The land is wholly wooded, in a balanced mix of assorted hardwood timber and mountain laurel. There are two spring fed creeks

  WILLIAM GENTRY JEFFERSON LAND & REALTY

  TM 23-5A Mitchell Mountain Rd Unit 5A, Haywood, VA 22722
• 

  

  /18

  $430,000

  • Land
  • 39.18 Acres
  • $10,975 per Acre

  TM 23-5A Mitchell Mountain Rd, Haywood, VA 22722

  This is a newly surveyed 39+ acre parcel, located within a short drive to the Towns of Madison and Culpeper; but still in a area surrounded by other large farms and land tracts. The subject property has long State road frontage, and is in Forestal Land Use Taxation. The land is wholly wooded, in a balanced mix of assorted hardwood timber and mountain laurel. There are two spring fed creeks

  Bill Gentry JEFFERSON LAND & REALTY

  TM 23-5A Mitchell Mountain Rd, Haywood, VA 22722
• 

  /2

  $258,750

  • Land
  • 7.5 Acres
  • $34,500 per Acre

  0 Beahm Town Rd Unit VAMA2002440, Culpeper, VA 22701

  Your dream estate awaits! Two Lots are available!! Each of these stunning 7.5-acre parcels located in Madison County, VA, with a Culpeper address, is the perfect canvas for your custom home. With a peak elevation of 511 feet, you'll find multiple potential sites for incredible mountain views! These sites are approved for a 4-bedroom home, creating the ideal setting for a large, private

  Charles Dubissette Divine Fog Realty Capital Area LLC

  0 Beahm Town Rd Unit VAMA2002440, Culpeper, VA 22701
• 

  

  /7

  $155,000

  • Land
  • 4.21 Acres
  • $36,852 per Acre

  3575 Orange Rd, Aroda, VA 22709

  #72040-Here's your chance to build your dream home in beautiful Madison County ! This 4+ acre parcel features 2024 soil work, with a proposed well and drain field already in place. The gently rolling, mostly open lot offers plenty of space to create the homesite and yard you've envisioned. Conveniently set back off Route 230, the property provides a peaceful, neighborly setting while still

  Bear Davidson United Country Virginia Realty

  3575 Orange Rd, Aroda, VA 22709
• 

  

  /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
• 

  

  /20

  $129,000

  • 3 Beds
  • 1 Bath

  TBD Mount Pisgah Church Dr, Orange, VA 22960

  Looking for a project - this is a fixer upper or a demo to salvage the log walls and stone fireplace for accent features in a new home! Seller financing available with good credit and 20% down. This old house is on a 2.3 acre wooded lot with some extras included: survey completed, electric line services the house area, well on site, and an existing septic that would need a soil engineer to

  Cinthia Thornhill CENTURY 21 New Millennium

  TBD Mount Pisgah Church Dr, Orange, VA 22960
• 

  

  /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

  

  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
• 

  

  /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
• 

  

  /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

Showing Results 41 - 71, Page 2 of 2