Homes for Sale near Madison County High School

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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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  /2

  $1,279,000 Coming Soon

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

  4253 S Blue Ridge Turnpike, Rochelle, VA 22738

  Almost off the grid in Beautiful Madison County! This is a fabulous opportunity to own a turn-key hobby farm. The home was said to be a pre-civil war meeting place, but now after a complete renovation in 2020, this home features 4 bedrooms, three baths, hardwood floors, solid interior doors, custom windows and trim, custom kitchen cabinetry , quartz kitchen counter tops and ceramic tile in each

  

  Julie Wilcox

  Julie Wilcox Real Estate, LLC

  (540) 264-3199

  4253 S Blue Ridge Turnpike, Rochelle, VA 22738
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  /47

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,624 Sq Ft

  2130 Leon Rd, Culpeper, VA 22701

  A great value at this price! Set on a secluded 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 backyard. The home features three bedrooms and a full bathroom. There's a nice mix of carpet and

  

  Mark Graves

  Samson Properties

  (540) 340-9701

  2130 Leon Rd, Culpeper, VA 22701
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  /5

  $315,000 Coming Soon

  • Land
  • 12.5 Acres
  • $25,200 per Acre

  0 John Tucker Unit VAMA2002750, Madison, VA 22727

  Coming Soon in beautiful Madison County — an incredible opportunity to own approximately 12.5 acres or 10 acres of beautifully maintained open pasture with stunning distant mountain views and endless potential. Currently awaiting final division approval, this picturesque property offers a gorgeous homesite setting with the perfect blend of open space and scenic countryside charm. 10 acre lot

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  (540) 835-5547

  0 John Tucker Unit VAMA2002750, Madison, VA 22727
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  /60

  $799,000

  • 4 Beds
  • 3 Baths
  • 3,546 Sq Ft

  64 Rolling Green Ln, Brightwood, VA 22715

  Nestled on 3 beautifully landscaped acres in the established Rolling Green neighborhood of Brightwood, this stunning traditional contemporary home offers the perfect blend of elegance, comfort, and convenience in Madison County, Virginia.Impeccably maintained, this spacious residence features 4 generously sized bedrooms and 3 full bathrooms, including a main-level primary suite and an

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  (540) 726-6380

  64 Rolling Green Ln, Brightwood, VA 22715
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  /60

  $580,000

  • 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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  /50

  $739,000

  • 4 Beds
  • 2.5 Baths
  • 3,419 Sq Ft

  3063 Etlan Rd, Etlan, VA 22719

  MOTIVATED SELLERFront Field Farm — A charming Cape Cod Farmhouse set against the iconic backdrop of Old Rag Mountain, offering truly breathtaking and sought-after views. This 4-bedroom, 2.5-bath home welcomes you with a traditional layout featuring a formal dining room and home office at entry, leading into an open-concept kitchen and living room perfect for everyday living and entertaining.

  

  Ashleigh Cannon

  Cheri Woodard Realty

  (540) 565-5112

  3063 Etlan Rd, Etlan, VA 22719
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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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  /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
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  /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. Ple Zone Multi-Family. 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

  sharon rock CENTURY 21 New Millennium

  256 N Blue Ridge Turnpike, Madison, VA 22727
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  /59

  $449,900

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  2459 Thoroughfare Rd, Brightwood, VA 22715

  Rare 9.8-Acre Gem – Fully Renovated Cape Cod Style Farmhouse with No Restrictions! Experience the perfect balance of country charm and modern luxury on this stunning 9.8-acre unrestricted property. Freshly updated in 2026, this home is move-in ready and offers endless possibilities for animals, recreation, or future investment. RECENT UPDATES (2026) Kitchen & Bath: Completely remodeled with

  Candice Southard RE/MAX Gateway

  2459 Thoroughfare Rd, Brightwood, VA 22715
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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

  $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
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  /47

  $475,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  1971 Wilderness Rd, Reva, VA 22735

  Welcome to this spacious 3 BR, 2 BA, well-maintained split floor plan located centrally between Madison and Culpeper. The large basement (with 1 car garage) and airy sunroom with slate floor help to give this property a special feel! The vaulted ceiling in the family room, along with a wonderful fireplace provide it with the warmth and charm that will embrace its new owners!

  Kevin McHaney RE/MAX NEW HORIZONS

  1971 Wilderness Rd, Reva, VA 22735
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  /80

  $549,900

  • 4 Beds
  • 3 Baths
  • 3,025 Sq Ft

  3690 Beautiful Run Rd, Orange, VA 22960

  Discover the charm of this stunning ranch-style home nestled in the desirable Beautiful Run community. With 4 spacious bedrooms and 3 full updated bathrooms, this residence offers a perfect blend of comfort and functionality. Step inside to find a warm and inviting atmosphere, featuring luxurious vinyl plank flooring, plush carpeting, and ceramic tile throughout. The heart of the home boasts a

  Terrie Owens Long & Foster Real Estate, Inc.

  3690 Beautiful Run Rd, Orange, VA 22960
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  /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
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  /4

  $539,900 Coming Soon

  • 1 Bed
  • 1.5 Baths
  • 1,350 Sq Ft

  5060 Ridgeview Rd, Reva, VA 22735

  Nestled in a serene rural setting, this exquisite Cape Cod residence offers a harmonious blend of luxury and comfort, perfect for those seeking an exclusive lifestyle. Built in 1999, the home showcases timeless brick construction and a thoughtfully designed layout that invites warmth and relaxation. Step inside to discover a spacious interior adorned with rich hardwood flooring that flows

  Adrianna Waddy Cowan Realty, Inc.

  5060 Ridgeview Rd, Reva, VA 22735
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  /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
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  /65

  $499,999

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft

  1388 Novum Church Rd, Reva, VA 22735

  Turn-Key Rambler on 3 Private Acres with Stunning Upgrades! Welcome home to this beautifully maintained 2006-built rambler offering approximately 2,912 sq ft of comfortable living space on a spacious 3.06-acre lot. Tucked away on a quiet private road in Reva, this 3/4-bedroom, 3-bath single-level home boasts peaceful pastoral views and mountain vistas just across the street—perfect for those

  Jake McNemar RE/MAX Gateway

  1388 Novum Church Rd, Reva, VA 22735
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  /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
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  /39

  $454,000

  • 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". Lots of room inside this home. From the living room to the open kitchen/family room and a great covered side porch. Invite your friends and have a party!! Give me a call today to set

  Cathy Marco Cowan Realty, Inc.

  2586 W Hoover Rd, Haywood, VA 22722
• 

  

  /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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  /49

  $435,000

  • 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 Paul Wesley Real Estate

  4601 S Blue Ridge Turnpike, Rochelle, 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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  /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
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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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  /16

  $284,900

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  114 Marshall Rd, Madison, VA 22727

  Ranch style home in Madison County VA. This home features 3 bedrooms, 1 bath, an eat-in kitchen, laundry closet, a storage building and a portable carport. The nearly level .65-acre lot makes for a great yard.

  Cindy Whitelock Massanutten Realty

  114 Marshall 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
• 

  

  /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
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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
• 

  /2

  $339,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  5878 N Seminole Trail, Brightwood, VA 22715

  Pilar Galdamez Wolford And Associates Realty LLC

  5878 N Seminole Trail, Brightwood, VA 22715
• 

  

  /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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