Madison County VA Homes for Sale

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  /46

  $745,000

  • 4 Beds
  • 3 Baths
  • 2,034 Sq Ft

  242 Madison Mills Ln, Madison Mills, VA 22960

  Step into timeless elegance with this beautifully renovated c.1920 country manor near the scenic Rapidan River. Overflowing with charm and character, this isn't just a home—it's an opportunity. Currently operating as a successful short-term rental, this stunning property is ideally located just minutes from Woodberry Forest School, James Madison's Montpelier, local breweries and wineries, and the

  

  Donna Waugh-Robinson

  CORCORAN WILEY-ORANGE

  (540) 787-2730

  242 Madison Mills Ln, Madison Mills, VA 22960
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  /63

  $599,000

  • 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
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  /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
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  /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

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  (540) 701-7352

  92 acres Seminole Trail, Madison, VA 22727
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  /149

  $2,350,000

  • Land
  • 176.12 Acres
  • $13,343 per Acre

  3740 Jacks Shop Rd, Rochelle, VA 22738

  Madison County at its finest. This 176 acre farm along the Rapidan River offers the kind of layout, water, and usability that's getting harder to find. Made up of two parcels, the property includes a 2,800 sq ft brick Cape Cod home with approximately 200 feet of road frontage. The home features refinished hardwood floors, a new furnace, gas fireplace, wood stove, and a functional layout with a

  Bear Davidson United Country Virginia Realty

  3740 Jacks Shop Rd, Rochelle, VA 22738
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  /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
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  /75

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 2,932 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
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  /56

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,290 Sq Ft

  256 N Blue Ridge Turnpike, Madison, VA 22727

  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 ceramic tiled foyer. The main level includes spacious rooms with multiple skylights filling them with natural

  sharon rock CENTURY 21 New Millennium

  256 N Blue Ridge Turnpike, Madison, VA 22727
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  /55

  $559,000

  • 3 Beds
  • 2 Baths
  • 3,168 Sq Ft

  4112 Jacks Shop Rd, Rochelle, VA 22738

  Situated on two expansive lots totaling over seven acres, this stunning three-bedroom log home perfectly harmonizes rustic character with modern luxury. The heart of the residence features a beautifully updated kitchen with crisp white cabinetry, granite countertops, stainless steel appliances, all anchored by a cozy fireplace in the main living area. Beyond the interior, a screened-in porch

  Carrie Brown Montague, Miller & Company

  4112 Jacks Shop Rd, Rochelle, VA 22738
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  /52

  $475,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,376 Sq Ft

  65 Chestnut Rail Ln, Madison, VA 22727

  Exceptional lakefront living on 3 private acres in Madison County, offering breathtaking water views and effortless one-level living. This beautifully updated 3-bedroom, 2-bath home showcases a light-filled open floor plan with vaulted ceilings, gleaming hardwood floors, and expansive windows designed to frame the lake from nearly every room. The upgraded kitchen features quartz countertops,

  Dianna Banks RE/MAX Gateway

  65 Chestnut Rail Ln, Madison, VA 22727
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  /50

  $699,900

  • 3 Beds
  • 2.5 Baths
  • 2,608 Sq Ft

  2020 Golf Dr, Culpeper, VA 22701

  An Incredible Opportunity Awaits!! Priced over $50,000 below September '25 appraisal!! Don't miss this absolutely gorgeous all brick estate home overlooking the first tee box at the Culpeper Country Club! Boasting 3 or 4 bedrooms/2.5 bath and over 2,600 incredibly finished sq/ft above grade. Home offers a $30K+ roof replaced in 2024, new fixtures and high-end appliances, recently

  Philip Thornton Long & Foster Real Estate, Inc.

  2020 Golf Dr, Culpeper, VA 22701
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  /47

  $419,900

  • 3 Beds
  • 1 Bath
  • 1,624 Sq Ft

  2130 Leon Rd, Culpeper, VA 22701

  Nestled in a secluded area, just off of route 29, this charming ranch-style home offers a perfect blend of comfort and tranquility. Set on a generous 3.06-acre lot, the property is partly wooded and backs to lush trees, providing a private setting for relaxation and outdoor enjoyment. Sip your morning coffee on one of the two decks, surrounded by nature's beauty. Host gatherings in your spacious

  Mark Graves Samson Properties

  2130 Leon Rd, Culpeper, VA 22701
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  /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
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  /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
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  /28

  $550,000

  • 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
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  /49

  $495,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft

  4601 S Blue Ridge Turnpike, Rochelle, VA 22738

  A unique opportunity offered here with a cottage on 11 acres and an adjoining 14 acre parcel (Separate listing). One of a kind cottage built with James Hardie concrete composite siding on a gorgeous and private 11.4 acre mostly wooded lot in the cute village of Rochelle, Virginia, situated between Charlottesville and Culpepper. You will want to visit this one in person! High end materials used

  John Denny Long & Foster Real Estate, Inc.

  4601 S Blue Ridge Turnpike, Rochelle, VA 22738
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  /69

  $449,000

  • 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
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  /2

  $409,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  115 Washington St, Madison, VA 22727

  Carrie Brown Montague, Miller & Company

  115 Washington St, Madison, VA 22727
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  /39

  $474,000

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  2586 W Hoover Rd, Haywood, VA 22722

  Just in time for the Spring! Come take a look at this three bedroom and two bath home with over 3.5 acres!! Secluded and inviting. There are multiple outbuildings waiting for you to make a "man cave" or "she shed", along with a workshop with heat and ac. AND a new quonset hut!! Lots of room inside this home. From the living room to the open kitchen/family room and a great covered side porch.

  Cathy Marco Cowan Realty, Inc.

  2586 W Hoover Rd, Haywood, VA 22722
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  /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
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  /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
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  /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
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  /34

  $330,000

  • Land
  • 10 Acres
  • $33,000 per Acre

  0 Elly Rd Unit 674426, Aroda, VA 22709

  Private 10-acre wooded parcel in the quiet Aroda area of Madison County. Gently rolling terrain with mature woods and a small stream along one boundary. Survey completed with proposed septic drainfield location identified, and property corners and drainfield area are clearly marked. Access via a shared private driveway serving several nearby properties, with a power line along one side of the

  Tom Woolfolk KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

  0 Elly Rd Unit 674426, Aroda, VA 22709
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  /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
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  /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
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  /11

  $116,900

  • Land
  • 4.89 Acres
  • $23,906 per Acre

  0 Buggy Ln Unit VAMA2002548, Uno, VA 22738

  Nearly 5 Acres for Sale in Rochelle, VA | Private Wooded Land in Madison CountyDiscover 4.891 acres of private wooded land for sale in Rochelle, Virginia, offering the perfect setting to build your dream home in the peaceful Madison County countryside. Located on quiet Buggy Lane, this beautiful parcel features mature hardwoods, abundant wildlife, and natural privacy—ideal for a custom home,

  Dianna Banks RE/MAX Gateway

  0 Buggy Ln Unit VAMA2002548, Uno, VA 22738
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  /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
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  /27

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  2996 Etlan Rd, Etlan, VA 22719

  Nestled in an idyllic setting just outside the village of Etlan, this 3.5-acre retreat offers unrivaled, year-round views of Old Rag Mountain and Shenandoah National Park. Renovations have been started, which makes this property a perfect fit for those seeking a "livable project," the home features major recent mechanical upgrades, including a new HVAC system, 200-amp electrical panel, and

  Terry Dixon Castle Real Estate

  2996 Etlan Rd, Etlan, VA 22719
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  /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
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  /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
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  /34

  $330,000

  • Land
  • 10 Acres
  • $33,000 per Acre

  0 Elly Rd Unit 50 81, Aroda, VA 22709

  Private 10-acre wooded parcel in the quiet Aroda area of Madison County. Gently rolling terrain with mature woods and a small stream along one boundary. Survey completed with proposed septic drainfield location identified, and property corners and drainfield area are clearly marked. Access via a shared private driveway serving several nearby properties, with a power line along one side of the

  Tom Woolfolk KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

  0 Elly Rd Unit 50 81, Aroda, VA 22709
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  /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
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  /8

  $165,000

  • Land
  • 5.1 Acres
  • $32,353 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
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  /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
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  /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
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  /45

  $3,400,000

  • 5 Beds
  • 3 Baths
  • 2,760 Sq Ft

  3111 S Seminole Trail, Madison, VA 22727

  Beautiful 115± acre countryside property in Madison County offering open fields, established fencing and a peaceful rural setting ideal for horses, farming or a private country estate. The land features multiple paddocks, run-in sheds, and a charming brick manager’s residence, providing immediate usability while allowing flexibility for future improvements. The gently rolling acreage offers

  Sharon Merrick HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

  3111 S Seminole Trail, Madison, VA 22727
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  /20

  $145,000

  • Land
  • 6.01 Acres
  • $24,126 per Acre

  00 Mount Zion Church Rd, Madison, VA 22727

  Escape to Madison County with a property that offers more than just acreage—it offers a future. Located on Mt. Zion Rd, these two surveyed and engineered lots provide the rare flexibility to create a custom living experience. The Main Estate (5.005 Acres): The larger parcel provides ample space for a sprawling homestead. It already includes a 14'x28' shed, giving you a head start for storage

  Derek Greene The Greene Realty Group

  00 Mount Zion Church Rd, Madison, VA 22727
• 

  

  /45

  $385,000

  • 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
• 

  

  /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

  $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

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