Highland County, VA Homes

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  /22

  $469,000 Sold May 20, 2025

  1139 Big Valley Rd, Monterey, VA 24465

  • 3 Beds
  • 1 Bath
  • 2,586 Sq Ft
  • Built 1923

  Last Sold Summary

  • 5% Below List Price
  • $181/SF
  • 160 Days On Market

  Current Estimated Value $449,736

  Last Listing Agent William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  1139 Big Valley Rd, Monterey, VA 24465
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  /61

  Est $526,172 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft

  4235 Big Valley Rd, Monterey, VA 24465

  4235 Big Valley Rd, Monterey, VA 24465
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  /48

  $299,500

  • Land
  • 0.5 Acre
  • $599,000 per Acre

  184 E Main St, Monterey, VA 24465

  Welcome to this charming and remodeled brick rancher in the heart of Monterey, Virginia. This turn-key property seamlessly blends residential comfort with a proven income stream, making it a rare and exceptional opportunity for both homeowners and investors.Property HighlightsDual-Use Potential: This 3-bedroom, 2-bath home features a professionally updated interior and an attached

  Chuck Neely National Land Realty

  184 E Main St, Monterey, VA 24465
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  /45

  $260,000 Sold Jan 15, 2025

  485 Possum Trot Ln, Monterey, VA 24465

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2015

  Last Sold Summary

  • $232/SF
  • 7 Days On Market

  Current Estimated Value $247,192

  Last Listing Agent Spencer Wenger Kline May Realty

  485 Possum Trot Ln, Monterey, VA 24465
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  /56

  Est $333,782 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,840 Sq Ft

  1421 Shady Ln, Monterey, VA 24465

  1421 Shady Ln, Monterey, VA 24465
• 

  

  /98

  $1,390,000

  • Land
  • 85 Acres
  • $16,353 per Acre

  737 Little Egypt Rd, Monterey, VA 24465

  Maple Ridge Farm combines 85 acres of natural beauty, unmatched privacy, and a stunning custom timber frame home to create the ultimate mountain homestead in breathtaking Highland County. This farm offers luxury mountain living, with the 4-bedroom, 3 full baths, 2- 1/2 baths, 4,000 square foot home being the center of activity for family and friends. Built to stand for centuries, the levels of

  Chuck Neely National Land Realty

  737 Little Egypt Rd, Monterey, VA 24465
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  /18

  $445,000 Sold Mar 28, 2025

  7236 Cowpasture River Rd S, Williamsville, VA 24487

  • 3 Beds
  • 3.5 Baths
  • 3,260 Sq Ft
  • Built 2000

  Last Sold Summary

  • $137/SF
  • 152 Days On Market

  Current Estimated Value $449,898

  Last Listing Agent Ryan Hodges CLARKSON & WALLACE REAL ESTATE - WARM SPRINGS

  7236 Cowpasture River Rd S, Williamsville, VA 24487
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  /73

  Est $459,038 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,800 Sq Ft

  80 Cowpasture River Rd S, Head Waters, VA 24442

  80 Cowpasture River Rd S, Head Waters, VA 24442
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  /29

  $299,500

  • Land
  • 35 Acres
  • $8,557 per Acre

  1121 Little Egypt Rd, Monterey, VA 24465

  35 acres of solitude in beautiful Highland County! This parcel has it all! Located on a quiet, county-maintained dead-end road with plenty of road frontage. All the infrastructure to start a cabin or home build is in place already. There is already a developed septic system, developed spring box with a year-round spring and creek, on-site power, as well as two nice steel-sided storage buildings!

  Chuck Neely National Land Realty

  1121 Little Egypt Rd, Monterey, VA 24465
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  /69

  $160,000 Sold Sep 18, 2025

  7382 Laurel Fork Rd, Blue Grass, VA 24413

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1920

  Last Sold Summary

  • 20% Below List Price
  • $160/SF
  • 12 Days On Market

  Current Estimated Value $167,443

  Last Listing Agent Duane Turner OLD DOMINION REALTY INC - AUGUSTA

  7382 Laurel Fork Rd, Blue Grass, VA 24413
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  /36

  Est $602,589 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft

  86 Turner Ln, Monterey, VA 24465

  86 Turner Ln, Monterey, VA 24465
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  /38

  $1,070,000

  • 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 sweeping views of the Bullpasture River Valley within a landscape of productive fields and mature forest. Thoughtfully managed for both natural beauty and historic significance, the property reflects the best of Appalachian character and stewardship. The farm’s established syrup operation, available to convey with the

  WILLIAM HODGES CLARKSON & WALLACE REAL ESTATE - WARM SPRINGS

  9943 Highland Turnpike, Mc Dowell, VA 24458
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  /75

  $850,000 Sold Sep 02, 2025

  309 Shady Ln, Monterey, VA 24465

  • 4 Beds
  • 3.5 Baths
  • 5,403 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $157/SF
  • 105 Days On Market

  Current Estimated Value $819,941

  Last Listing Agent Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  309 Shady Ln, Monterey, VA 24465
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  /65

  Est $214,853 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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  /21

  $309,000

  • Land
  • 122.2 Acres
  • $2,529 per Acre

  00 Jack Mountain Rd, Hightown, VA 24465

  122+ mountaintop acres on Jack Mountain with elevations exceeding 4,000' and extensive views to the west and south. This is a rugged tract of land with primarily hardwood timber composed of oak, maple, and birch, along with hemlock and scattered spruce at higher elevations. There are several small fields with extensive views that would be ideal for an off-grid cabin or house, as well as an

  Philip Reed McLean Faulconer Inc

  00 Jack Mountain Rd, Hightown, VA 24465
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  /32

  $260,000 Sold Jan 29, 2025

  8338 Highland Turnpike, Mc Dowell, VA 24458

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $144/SF
  • 522 Days On Market

  Current Estimated Value $253,404

  Last Listing Agent LaDawn Knicely Hometown Realty Group

  8338 Highland Turnpike, Mc Dowell, VA 24458
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  /13

  Est $112,188 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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  /49

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  227 Dogwood Ln, Monterey, VA 24465

  Calling all Highlanders...or those who want to be one. This charming, move-in ready 2 bedroom 2 bathroom home sitting on 8 partially fenced and wooded acres, located in the High Valley Estates subdivision in Highland County is now searching for its new owner. Cozy up to the wood burning fireplace in the winter and enjoy a nice cold glass of sweet tea on your deck in the summer. Bring your horses

  Brittany Bogan WV Heritage Real Estate, LLC.

  227 Dogwood Ln, Monterey, VA 24465
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  /37

  $790,000 Sold Oct 27, 2025

  3052 Mill Gap Rd, Monterey, VA 24465

  • 3 Beds
  • 3.5 Baths
  • 4,964 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $159/SF
  • 7 Days On Market

  Last Listing Agent William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  3052 Mill Gap Rd, Monterey, VA 24465
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  /26

  Est $375,624 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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  /13

  $115,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  107 Myers Moon Rd, Monterey, VA 24465

  This property is being sold at auction. The listed price is NOT the asking/selling price - it is the tax assessed value. All bidding takes place on the listing company's website. 3 bed, 2 bath modular home being offered at auction to the highest bidder. Whether you're looking to purchase a home for yourself or an investment property this property is worth two looks. With recent updates including

  Kervin Yoder Enlisted Auctions

  107 Myers Moon Rd, Monterey, VA 24465
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  /9

  $105,000 Sold Jul 15, 2025

  15128 Highland Turnpike, Head Waters, VA 24442

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

  Last Sold Summary

  • 16% Below List Price
  • 48 Days On Market

  Last Listing Agent Bill McMeans REAL ESTATE PLUS

  15128 Highland Turnpike, Head Waters, VA 24442
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  /28

  Est $353,111 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,414 Sq Ft

  1367 Keister Hollow Rd, Mc Dowell, VA 24458

  1367 Keister Hollow Rd, Mc Dowell, VA 24458
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  /44

  $435,000

  • Land
  • 173.81 Acres
  • $2,503 per Acre

  TBD Halterman Hollow Ln, Monterey, VA 24465

  Shown by appointment only. Discover the perfect blend of privacy and natural beauty on this stunning mountain-side property. Nestled on a sprawling tract of wooded land, this secluded retreat offers breathtaking views, mature timber, and a peaceful setting ideal for outdoor enthusiasts, hunters, or those seeking a private mountain getaway. Whether you envision building a dream cabin, creating a

  DYLAN CLARK COTTONWOOD COMMERCIAL LLC

  TBD Halterman Hollow Ln, Monterey, VA 24465
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  /5

  $32,000 Sold May 09, 2025

  TBD Lowry Rd, Monterey, VA 24465

  • Land
  • 3.25 Acres
  • $9,846 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 75 Days On Market

  Last Listing Agent Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Lowry Rd, Monterey, VA 24465
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  /7

  Est $20,841 Not Listed For Sale

  6136 Seldom Seen Rd, Doe Hill, VA 24433

  6136 Seldom Seen Rd, Doe Hill, VA 24433
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  /54

  $550,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  71 Myers Moon Rd, Monterey, VA 24465

  This Mobile Home Park is selling at online auction. Listed price is not the selling/asking price. Online bidding will determine the sales price. All bidding takes place on the listing company's website. Time-Tested. Cash-Flow Ready. Demand-Proof. If you've been waiting for an investment that checks the boxes of affordable housing, stable returns, and future upside, welcome to Myers Moon in

  Kervin Yoder Enlisted Auctions

  71 Myers Moon Rd, Monterey, VA 24465
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  /12

  $40,000 Sold Oct 20, 2025

  TBD Highland Turnpike, Monterey, VA 24465

  • Land
  • 5.69 Acres
  • $7,030 per Acre

  Last Sold Summary

  • 27% Below List Price
  • 246 Days On Market

  Last Listing Agent Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Highland Turnpike, Monterey, VA 24465
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  /52

  Est $270,372 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
• 

  

  /29

  $289,000

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  11611 Cowpasture River Rd S, Williamsville, VA 24487

  STONE RANCH RETREAT WITH MOUNTAIN VIEWS AND IN CLOSE PROXIMITY TO RIVER ACCESS. 8+ Acres Overlooking the Cowpasture River Valley and Shenandoah Mountains Discover your own slice of paradise with this charming stone ranch nestled on over eight peaceful acres, offering breathtaking mountain views and serene surroundings. Located directly across from hundreds of acres of the Highland Wildlife

  David Heatwole KLINE & CO. REAL ESTATE

  11611 Cowpasture River Rd S, Williamsville, VA 24487
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  /15

  $76,000 Sold Sep 25, 2025

  303 Myers-Moon Rd, Monterey, VA 24465

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 2018

  Last Sold Summary

  • 34% Below List Price
  • $95/SF
  • 79 Days On Market

  Last Listing Agent William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  303 Myers-Moon Rd, Monterey, VA 24465
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  /41

  Est $251,411 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  71 Highlands Ct, Monterey, VA 24465

  71 Highlands Ct, Monterey, VA 24465
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  /32

  $379,999 Pending

  • 2 Beds
  • 1 Bath
  • 1,536 Sq Ft

  5871 Big Valley Rd, Warm Springs, VA 24484

  Wonderful vacation home! Would make a great Airbnb! Well build home built with ease of maintenance and security in mind. All plumbing and water is on the main level insuring there will be no issues if something unforeseen happens while your away. Tastefully decorated with exposed beams, hardwood floors and an eat in Kitchen. Washer and dryer and full bath are on the main floor and there are two

  David Heatwole KLINE & CO. REAL ESTATE

  5871 Big Valley Rd, Warm Springs, VA 24484
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  /15

  $21,800 Sold Jul 08, 2025

  9755 Big Valley Rd, Warm Springs, VA 24484

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1965

  Last Sold Summary

  • $36/SF
  • 7 Days On Market

  Last Listing Agent Duane Turner OLD DOMINION REALTY INC - AUGUSTA

  9755 Big Valley Rd, Warm Springs, VA 24484
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  /14

  Est $178,113 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1 Sq Ft

  115 Diggs Ln, Monterey, VA 24465

  115 Diggs Ln, Monterey, VA 24465
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  /14

  $70,000

  • 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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  /8

  $19,950 Sold Jun 20, 2025

  TBD Buck Snort Trail, Doe Hill, VA 24433

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

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent David Heatwole KLINE & CO. REAL ESTATE

  TBD Buck Snort Trail, Doe Hill, VA 24433
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  /20

  Est $282,483 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  338 Jackson River Rd, Monterey, VA 24465

  338 Jackson River Rd, Monterey, VA 24465
• 

  

  /22

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  4734 Maple Sugar Rd, Blue Grass, VA 24413

  11.82 +/-Acres in the much-desired Blue Grass Valley. 2021 bought Singlewide has great views, lots of space, 2 established garden areas. Fenced. Great first-time home purchase, retirement, second home getaway. Includes 12 x 20 Storage Shed and a 10 x024 Barn. Has an artesian well.

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  4734 Maple Sugar Rd, Blue Grass, VA 24413
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  /16

  $150,000 Sold Apr 16, 2025

  3371 Jackson River Rd, Monterey, VA 24465

  • 3 Beds
  • 1 Bath
  • 1,629 Sq Ft
  • Built 1929

  Last Sold Summary

  • $92/SF
  • 137 Days On Market

  Current Estimated Value $165,769

  Last Listing Agent William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  3371 Jackson River Rd, Monterey, VA 24465

Showing Results 41 - 80, Page 2 of 18