Highland, VA Homes

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  /14

  $75,000

  • 2 Beds
  • 0.5 Baths
  • 384 Sq Ft

  180 Wigwam Trail, McDowell, VA 24458

  Quiet one room cabin with loft, nestled in the woods. Come enjoy the new back deck and unwind after a hard work week. This easy to maintain cabin is situated on 2.8 acres. Cabin is plumbed for water to wash dishes and clean up. Former owners have simply brought a water tote and hooked it up to enjoy the weekend. There is an outhouse for the adventurous types and a swedish composting toilet inside

  David Heatwole KLINE & CO. REAL ESTATE

  180 Wigwam Trail, McDowell, VA 24458
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  /50

  $285,000 Sold Jul 18, 2025

  • 1,984 Sq Ft
  • $144/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  286 Ralston Ln, Mc Dowell, VA 24458

  Back on the Market! Buyer's finaccing fell through. Fiber Internet, Open Space, and No HOA?The Ultimate Homestead. 1.3 scenic acres nestled between two working farms, this updated 3-bedroom, 2.5-bath home offers modern convenience, serene surroundings, & small-town charm?perfect for those seeking peace or space to grow. No HOA. Mountain & pasture views. Fiber internet. The house has it all & is

  KELLEY SLAGLE LPT REALTY LLC

  286 Ralston Ln, Mc Dowell, VA 24458
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  /72

  Est $912,322 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 6,385 Sq Ft

  9145 Highland Turnpike, Mc Dowell, VA 24458

  9145 Highland Turnpike, Mc Dowell, VA 24458
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  /75

  $1,200,000

  • 2 Beds
  • 1.5 Baths
  • 3,770 Sq Ft

  9943 Highland Turnpike, Mc Dowell, VA 24458

  Set in the scenic woods and ridgetop above McDowell, Tonoloway Farm offers breathtaking views of the Bullpasture River Valley amidst a stunning agricultural and forest landscape. The farm is home to a thriving syrup business and is carefully preserved for both historic and natural value through partnerships and thoughtful management and land improvements. The modest cabin features two bedrooms

  WILLIAM HODGES CLARKSON & WALLACE REAL ESTATE - WARM SPRINGS

  9943 Highland Turnpike, Mc Dowell, VA 24458
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  /9

  $105,000 Sold Jul 15, 2025

  • Land
  • 5.00 Acres
  • $21,000 per Acre

  • 48 Days On Market

  15128 Highland Turnpike, Head Waters, VA 24442

  GORGEOUS 5 ACRE TRACT IN HEADWATERS WITH SMALL POND, WELL, AND SEPTIC. THIS PROPERTY ALSO HAS AN OLD MOBILE HOME IN NEED OF TOTAL RESTORATION. PROPERTY IS PARTIALLY WOODED AND PARTIALLY OPEN AND ALSO IS NOT FAR FROM NATIONAL FOREST. IT COULD BE CLEARED FOR GRAZING OR YOU CAN JUST ENJOY THE SOLITUTE OF BEING AWAY FROM IT ALL. COULD MAKE A NICE LOCATION FOR A HUNTING CAMP OR JUST A FAMILY GET-AWAY.

  Bill McMeans REAL ESTATE PLUS

  15128 Highland Turnpike, Head Waters, VA 24442
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  /44

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,095 Sq Ft

  1212 Seldom Seen Rd, Monterey, VA 24465

  1212 Seldom Seen Rd, Monterey, VA 24465
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  /50

  $189,900

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  148 Doe Hill Rd, Mc Dowell, VA 24458

  148 Doe Hill Road McDowell Enjoy a little slice of Highland County in this stick built 1950's home with vinyl siding, metal roof and kitchen appliances. The dwelling has over 1220 square feet of living space with three bedrooms and one and a half baths. Situated on 0.39 acres of fenced backyard with an established garden space, it is a beautiful setting with farmland in the rear. There is a

  Larry Fresh Fresh Estates & Country Properties, Inc.

  148 Doe Hill Rd, Mc Dowell, VA 24458
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  /56

  $549,999 Sold Jun 20, 2025

  • Land
  • 210 Acres
  • $2,619 per Acre

  • 6 Days On Market

  5813 Sounding Knob Rd, Mc Dowell, VA 24458

  Discover a rare opportunity to own an untouched wilderness retreat spanning over 200 acres of pristine mountain terrain! With Davis Run Creek meandering through the property, this expansive haven offers access via Sounding Knob road and directly adjoins Highland Wildlife Management Area on two sides, providing endless outdoor adventure right at your doorstep! At the heart of this property, a

  KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

  5813 Sounding Knob Rd, Mc Dowell, VA 24458
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  /12

  Est $176,405 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  14900 Highland Turnpike, Head Waters, VA 24442

  14900 Highland Turnpike, Head Waters, VA 24442
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  /27

  $550,000

  • 6 Beds
  • 4 Baths
  • 3,528 Sq Ft

  3657 Highland Turnpike, Monterey, VA 24465

  Very large custom-built 2 story home on 27 acres with 6 bedrooms, 4 full baths, 2 large living rooms. Front porch has 9 sliding glass doors. Kitchen has hard corian countertop and Highland County white ash cabinets have pull out shelves in bottom and adjustable shelves in the top by Bryan Adams. Plenty of closet space including four walk in closets. Nice large pantry. Has crab run (the stream)

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  3657 Highland Turnpike, Monterey, VA 24465
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  /8

  $19,950 Sold Jun 20, 2025

  • Land
  • 1.78 Acres
  • $11,208 per Acre

  • 44 Days On Market

  TBD Buck Snort Trail, Doe Hill, VA 24433

  Nice Building lot on Bucksnort Trl. only 200ft off of Seldom Seen Rd. This is a clean slate and ready for you to make into your dream lot. Perfect for a hunting cabin or just a place in Highland to come and unwind. There is internet available from MGW, electric runs through the back of the property. The neighbor hit water in less than a hundred feet of drilling.

  David Heatwole KLINE & CO. REAL ESTATE

  TBD Buck Snort Trail, Doe Hill, VA 24433
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  /75

  Est $346,163 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,061 Sq Ft

  3361 Lower Fork Rd, Williamsville, VA 24487

  3361 Lower Fork Rd, Williamsville, VA 24487
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  /2

  $130,000

  • Land
  • 16 Acres
  • $8,025 per Acre

  TBD Cowpasture River Rd S, Williamsville, VA 24487

  16.2 acres of Highland County, super convenient to Staunton and Monterey Va. You have about half flat and half ridge property. This would make a great place to clear for a vacation home or set up for wildlife management for hunting and recreation. You are just across the road from the National Forest access and excellent fishing too! With many outdoor recreation opportunities available nearby,

  Mountain Valley Team KLINE MAY REALTY, LLC

  TBD Cowpasture River Rd S, Williamsville, VA 24487
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  /16

  $115,000 Sold Mar 27, 2025

  • 2,092 Sq Ft
  • $55/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1769

  294 Carlisle River Ln, Mc Dowell, VA 24458

  Log Cabin built in 1769. Added on to has vinyl siding and some paneling inside. Upstairs inside the logs are displayed. White pine ceilings, yellow pine flooring. Carpet. Large kitchen with abundant cabinet spaces. Electric stove.

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  294 Carlisle River Ln, Mc Dowell, VA 24458
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  /65

  Est $273,813 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  8883 Highland Turnpike, Mc Dowell, VA 24458

  8883 Highland Turnpike, Mc Dowell, VA 24458
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  /50

  $699,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  770 Black Bear Ridge Ln, Monterey, VA 24465

  This 194 acres has a line with Highland Wildlife Management lands on the east side of Jack Mountain. With a driveway of 1.5 miles this property offers over a thousand feet of wild trout water at Crab Run located along Rt. 250 east of Monterey at the Blue Hole. Reaching the top of Black Bear Ridge you find a 2 bedroom cabin with a trail to the Wildlife Management Land. The cabin is log veneer and

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  770 Black Bear Ridge Ln, Monterey, VA 24465
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  /32

  $260,000 Sold Jan 29, 2025

  • 1,804 Sq Ft
  • $144/SF
  • 522 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  8338 Highland Turnpike, Mc Dowell, VA 24458

  One owner brick ranch home. Fifty year shingle roof 10-12 years old. Radiant heat in ceilings. Large kitchen w/breakfast bar, walk in pantry with trash compactor. Half bath and laundry on first floor. Full basement with shower. Electric water heater 12/14/20. Sunroom off back. Storage building with concrete floor and electric. Nice large detached garage/workshop with electric. Garden space. Sold

  LaDawn Knicely Hometown Realty Group

  8338 Highland Turnpike, Mc Dowell, VA 24458
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  /13

  Est $137,990 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  8940 Highland Turnpike, Mc Dowell, VA 24458

  8940 Highland Turnpike, Mc Dowell, VA 24458
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  /24

  $192,000 Sold Jan 09, 2025

  • Land
  • 32 Acres
  • $6,036 per Acre

  • 8 Days On Market

  1358 Cowpasture River Rd S, Headwaters, VA 24487

  No Showings, contract has been accepted, awaiting signatures. Escape to 31 acres of serene, wooded land, ideal for outdoor enthusiasts and those seeking a peaceful retreat. This property offers the perfect setup for a hunting camp, with essential amenities that provide comfort while you enjoy the great outdoors.

  Charlie Ward OLD DOMINION REALTY INC - AUGUSTA

  1358 Cowpasture River Rd S, Headwaters, VA 24487
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  /26

  Est $409,930 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  218 Grant Ln, Mc Dowell, VA 24458

  218 Grant Ln, Mc Dowell, VA 24458
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  /30

  $270,000 Sold Nov 15, 2024

  • Land
  • 64 Acres
  • $4,245 per Acre

  • 57 Days On Market

  0 Seldom Seen Rd, Doe Hill, VA 24433

  Visit beautiful Highland County anchored by the Town Seat of Monterey. Now travel east on Rt. 250 to the Historic Village of McDowell, Now North on Doe Hill Road through the beautiful Bull Pasture River Valley, then make your way to the back road earning the name, Seldom Seen, This 63 acres has state road frontage then becomes an interior piece of land providing privacy and an amazing view over

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  0 Seldom Seen Rd, Doe Hill, VA 24433
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  /52

  Est $299,584 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,685 Sq Ft

  3780 Highland Turnpike, Mc Dowell, VA 24458

  3780 Highland Turnpike, Mc Dowell, VA 24458
• 

  

  /73

  $440,000 Sold Oct 30, 2024

  • 4,800 Sq Ft
  • $92/SF
  • 30 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1838

  80 Cowpasture River Rd S, Head Waters, VA 24442

  This all wood farm house was first built early 1800"s, and has been added to and upgraded since then. With 5 bedrooms and 4 bathrooms, the variety of wood floors, tall ceilings, and staircase, make this a recognizable historic house. The fireplace in the living room has a shelf in the fire box that was thought to be used for cooking. The kitchen cabinetry is reminiscent of the early years with a

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  80 Cowpasture River Rd S, Head Waters, VA 24442
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  /12

  Not Listed For Sale

  TBD 2 Highland Turnpike, Monterey, VA 24465

  TBD 2 Highland Turnpike, Monterey, VA 24465
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  /20

  $125,000 Sold Oct 24, 2024

  • 384 Sq Ft
  • $326/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2002

  998 Lower Fork Rd, Williamsville, VA 24487

  Perfect getaway in beautiful Highland County. Enjoy the peace and quiet of the country in your comfortable cabin on 2 acres. 2 bedrooms, one bathroom, kitchenette and living room. Perfect for hunting, your weekend retreat, or rent it out!

  Casey Woodzell LONG & FOSTER - CHARLOTTESVILLE

  998 Lower Fork Rd, Williamsville, VA 24487
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  /6

  Not Listed For Sale

  TBD Cowpasture River Rd S, Headwaters, VA 24442

  TBD Cowpasture River Rd S, Headwaters, VA 24442
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  /28

  $323,000 Sold Sep 30, 2024

  • 2,414 Sq Ft
  • $134/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1367 Keister Hollow Rd, Mc Dowell, VA 24458

  Very nice log cabin with beautiful large trees. Great view. Great hunting with a stream.

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  1367 Keister Hollow Rd, Mc Dowell, VA 24458
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  /32

  Not Listed For Sale

  11897 Highland Turnpike, McDowell, VA 24458

  11897 Highland Turnpike, McDowell, VA 24458
• 

  

  /83

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3598 Lower Fork Rd, Williamsville, VA 24487

  3598 Lower Fork Rd, Williamsville, VA 24487
• 

  

  /75

  Est $1,331,298 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,440 Sq Ft

  4976 Highland Turnpike, Monterey, VA 24465

  4976 Highland Turnpike, Monterey, VA 24465
• 

  

  /23

  Est $326,791 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  8919 Highland Turnpike, Mc Dowell, VA 24458

  8919 Highland Turnpike, Mc Dowell, VA 24458
• 

  

  /27

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 896 Sq Ft

  10159 Highland Turnpike, Mc Dowell, VA 24458

  10159 Highland Turnpike, Mc Dowell, VA 24458
• 

  

  /65

  Est $735,995 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  715 Davis Run Rd, Mc Dowell, VA 24458

  715 Davis Run Rd, Mc Dowell, VA 24458
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  /43

  Est $377,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  415 Cowpasture River Rd S, Head Waters, VA 24442

  415 Cowpasture River Rd S, Head Waters, VA 24442
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  /36

  Est $308,320 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft

  306 Cowpasture River Rd S, Head Waters, VA 24442

  306 Cowpasture River Rd S, Head Waters, VA 24442
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  /6

  Not Listed For Sale

  • 2 Beds

  TBD Wigwam Dr, McDowell, VA 24458

  TBD Wigwam Dr, McDowell, VA 24458
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  /38

  Not Listed For Sale

  TBD N Les and Paul Rd, McDowell, VA 24458

  TBD N Les and Paul Rd, McDowell, VA 24458
• 

  

  /62

  Est $396,697 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  2414 Bullpasture River Rd, Mc Dowell, VA 24458

  2414 Bullpasture River Rd, Mc Dowell, VA 24458
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  /67

  Est $416,226 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  2748 Bullpasture River Rd, Mc Dowell, VA 24458

  2748 Bullpasture River Rd, Mc Dowell, VA 24458
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  /66

  Est $330,696 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  236 Mansion House Rd, Mc Dowell, VA 24458

  236 Mansion House Rd, Mc Dowell, VA 24458

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