2,348

Highland, VA Homes

Section Image
  • /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

    1121 Little Egypt Rd, Monterey, VA 24465
  • /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
    • /21

      Est $246,075 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 880 Sq Ft

      2677 Sounding Knob Rd, Monterey, VA 24465

      2677 Sounding Knob Rd, Monterey, VA 24465
  • /37

    $625,000

    • Land
    • 246 Acres
    • $2,541 per Acre

    1891 Jack Mountain Rd, Monterey, VA 24465

    A recreational mountain paradise only 10 minutes from beautiful Monterey! This property offers 246 acres +/- of high country solitude and beauty. It has been enjoyed for 40 years as a family hunting camp and retreat. Managed for upland wildlife habitat, there are different age classes of timber from open meadows and food plot locations, to various-aged clear cuts, all the way up to mature

    Chuck Neely

    1891 Jack Mountain Rd, Monterey, VA 24465
  • /15

    $21,800 Sold Jul 08, 2025

    • 600 Sq Ft
    • $36/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1965

    9755 Big Valley Rd, Warm Springs, VA 24484

    "Our spot on the creek over in Bolar" is where you will discover the peace and serenity that your soul longs for...Currently a singlewide manufactured home on a permanent pier foundation, huge 15 x 44 storage building, and a vintage delivery truck "shed" situated on less than a half acre parcel on a native trout stream. Newer storage shed does not convey. No current water supply and unknown

    Duane Turner OLD DOMINION REALTY INC - AUGUSTA

    9755 Big Valley Rd, Warm Springs, VA 24484
    • /19

      Est $239,170 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,120 Sq Ft

      667 Elk Run Rd, Blue Grass, VA 24413

      667 Elk Run Rd, Blue Grass, VA 24413
  • /56

    $813,375

    • 3 Beds
    • 2 Baths

    0 Myers-Moon Rd, Monterey, VA 24465

    Time Tested Safest Investment! Unique Opportunity To Own The Very Definition Of Affordable Housing With Thriving Demand. Monterey, VA Offers country living and small town conveniences. 71 Myers Moon is a stick built 3 bedroom 2 bath home with 2023 upgrades that include a new roof, and fresh interior painting. 107 Myers Moon consists of a nice doublewide with 2023 upgrades including new HVAC,

    John Bowman

    0 Myers-Moon Rd, Monterey, VA 24465
  • /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
    • /4

      Not Listed For Sale

      95 N Summit Dr, Monterey, VA 24465

      95 N Summit Dr, Monterey, VA 24465
  • /42

    $149,000

    • Land
    • 39 Acres
    • $3,838 per Acre

    0 Tbd Whippoorwill Ln Unit LotWP001, Monterey, VA 24465

    Escape to your own private retreat with this exceptional, affordable mountain property. Featuring a hardwood forest made up of Chestnut Oak and White Oak, Hickories, and even some American Chestnuts, this land is perfect for hunters or nature enthusiasts seeking their own slice of paradise. A network of multiple roads provides easy access throughout the property, while a nice level potential

    KYLE WATERS Whitetail Properties Real Estate

    0 Tbd Whippoorwill Ln Unit LotWP001, Monterey, VA 24465
  • /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
    • /8

      Not Listed For Sale

      TBD Mountain Turnpike, Monterey, VA 24465

      TBD Mountain Turnpike, Monterey, VA 24465
  • /74

    $745,000

    • 3 Beds
    • 3 Baths
    • 2,508 Sq Ft

    625 Hummingbird Ln, Monterey, VA 24465

    Very secluded custom-built 3-bedroom, 3 bath home. Nestled in the center of the property in the woods. Deluxe kitchen has Schrok Cabinets, Wolf gas range, Jenn-air double oven, stainless French door refrigerator. Colonial hickory wood floors, poplar doors and trim thought out the house. 2 x 6 Construction. HVAC. Has outside storage under porch 40' x 10'. Porch 26' x 10', Metal Barn with 2

    William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

    625 Hummingbird Ln, Monterey, VA 24465
  • /13

    $370,000 Sold Jun 06, 2025

    • Land
    • 57 Acres
    • $6,497 per Acre
    • 5 Days On Market

    TBD S Jackson River Rd, Monterey, VA 24465

    Rare property with elevated views, a nice mixture of pasture and woodlands and a couple hundred feet of the designated trout waters of the Jackson River. There is a small cabin on the property and with a little work would be a great weekend stay. Solar panels, a cistern and a one bedroom septic are already installed. Tile floors and a gas log fireplace. Property is situated within 30 minutes of

    David Heatwole KLINE & CO. REAL ESTATE

    TBD S Jackson River Rd, Monterey, VA 24465
    • /72

      Est $844,854 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
  • /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
  • /21

    $365,000 Sold Jun 02, 2025

    • 1,812 Sq Ft
    • $201/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1991

    6325 Blue Grass Valley Rd, Blue Grass, VA 24413

    This is a great opportunity to own a slice of the Blue Grass Valley of Highland County. 16 acres of private land adjoining Rt. 640. Overlook the valley and South Branch of the Potomac River making its' way north. The cabin is comfortable for permanent residency or as a VRBO. Two fireplaces, spring water, level yard, hardwood forest all around, 2nd floor suite and 3 bedrooms.2 full baths, laundry

    Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

    6325 Blue Grass Valley Rd, Blue Grass, VA 24413
    • /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
  • /20

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 3,284 Sq Ft

    3964 Mountain Turnpike, Monterey, VA 24465

    This location was chosen by an artist seeking a way to enjoy the tremendous views of the Blue Grass Valley and have protection from hard weather, a spring fed pond and room for fruit trees and garden. The artist owned a specialty lumber business and chose ask and walnut for many interior finishes and beams. Bedrooms each open to lawn and the pond for views over the valley and meadows. The

    Ryan Hodges CLARKSON & WALLACE REAL ESTATE - WARM SPRINGS

    3964 Mountain Turnpike, Monterey, VA 24465
  • /20

    $240,000 Sold May 30, 2025

    • 1,045 Sq Ft
    • $230/SF
    • 32 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1964

    4686 Potomac River Rd, Monterey, VA 24465

    ROSE TREE COTTAGE has 2 bedrooms and 1.5 baths on 2 acres located just north of Monterey, Virginia. Turn-key set up for AirBnB, or second home, complete with all furnishings, dishes, silverware, etc., including an extra first floor Murphy bed! The cottage earns a five-star rating on AirBnB. Home is being sold with all furnishings included. Ready to rent or move right in! This unique and

    RANDOLPH BLUM LACEY REAL ESTATE GROUP

    4686 Potomac River Rd, Monterey, VA 24465
    • /27

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,159 Sq Ft

      2551 Brushy Fork Rd, Head Waters, VA 24442

      2551 Brushy Fork Rd, Head Waters, VA 24442
  • /71

    $535,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,214 Sq Ft

    537 High Valley Dr N, Monterey, VA 24465

    Beautiful Mountain Home with gorgeous mountain views. This sprawling log home is a perfect retreat in the mountains. Hosting floor to ceiling stone fireplaces, exposed log beams, hardwood, and tile floors. This home has been meticulously maintained and is move in ready. The front yard host a nice variety of fruit trees including apple and peach trees. A covered front porch is a great place to sit

    David Heatwole KLINE & CO. REAL ESTATE

    537 High Valley Dr N, Monterey, VA 24465
  • /22

    $469,000 Sold May 20, 2025

    • 2,586 Sq Ft
    • $181/SF
    • 160 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1923

    1139 Big Valley Rd, Monterey, VA 24465

    Great Hunting Camp. Secluded cabin with outbuildings and great views. 91 acres of hunting wildlife. Beautiful property.

    William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

    1139 Big Valley Rd, Monterey, VA 24465
    • /46

      Est $423,738 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,872 Sq Ft

      226 Southall Rd, Williamsville, VA 24487

      226 Southall Rd, Williamsville, VA 24487
  • /30

    $275,000

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    4600 Mountain Turnpike, Monterey, VA 24465

    Very well-maintained Cape Cod on .82 acres. Stunning views of the Blue Grass Valley. 4 Bedrooms 2 1/2 baths. 4.8 miles West of Monterey. Beautiful hard woods floors. New roof in 2018.

    William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

    4600 Mountain Turnpike, Monterey, VA 24465
  • /5

    $32,000 Sold May 09, 2025

    • Land
    • 3.25 Acres
    • $9,846 per Acre
    • 75 Days On Market

    TBD Lowry Rd, Monterey, VA 24465

    So close to Monterey but this land is tucked in the small community of Low Hills south of Monterey a few miles. DSL available, 3 bedroom septic certification letter, nearly level land. Protective covenants, private gravel road to the property.

    Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

    TBD Lowry Rd, Monterey, VA 24465
    • /43

      Est $270,966 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,040 Sq Ft

      215 Potomac River Rd, Monterey, VA 24465

      215 Potomac River Rd, Monterey, VA 24465
  • /32

    $435,000

    • Land
    • 174 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 RE/MAX ADVANTAGE-WAYNESBORO

    TBD Halterman Hollow Ln, Monterey, VA 24465
  • /16

    $150,000 Sold Apr 16, 2025

    • 1,629 Sq Ft
    • $92/SF
    • 137 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1929

    3371 Jackson River Rd, Monterey, VA 24465

    Very nice well-kept outside home. Large rooms. Crawl Space Great first-time homeowner, Retirement or rental. Beautiful views of Jack Mountain. Easy access to the town of Monterey.

    William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

    3371 Jackson River Rd, Monterey, VA 24465
    • /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
  • /16

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    1063 High Valley Dr S, Monterey, VA 24465

    Nice 2 bedroom, 2 bath log cabin on 5 mostly wooded acres in High Valley. New updates including Anderson windows and a Generac generator. Fresh paint and newly stained exterior. Cabin is in great condition and move-in ready! Come and join the full time residents or make this your getaway destination. $265,000. Please call or text Daniel Hotz at 540-294-0009 for all showing appointments.

    DANIEL HOTZ LACEY REAL ESTATE GROUP

    1063 High Valley Dr S, Monterey, VA 24465
  • /18

    $445,000 Sold Mar 28, 2025

    • 3,260 Sq Ft
    • $137/SF
    • 152 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2000

    7236 Cowpasture River Rd S, Williamsville, VA 24487

    This two story frame home sits on 16 acres in the Cowpasture River Valley where wild turkey and der graze in the level meadow in front of the house. The location insures quiet and peace in a county known for its clean water and peace. Highland County is centered in the town of Monterey where restaurants and shopping all the needed conveniences. If you seek an escape from the stress of city life

    Ryan Hodges CLARKSON & WALLACE REAL ESTATE - WARM SPRINGS

    7236 Cowpasture River Rd S, Williamsville, VA 24487
    • /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
  • /15

    $116,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    303 Myers-Moon Rd, Monterey, VA 24465

    Great location for these 2 lots. Total 1.067 +/-Acres. Has a singlewide on the .46 parcel, with a commercial kitchen. 2 B/R 1 Full Bath. Located by the Highland County High School. School has sports activity, and you could easily serve food from this convenient location to the school. Also, the Highland County Recreation Committee offers a co-ed softball league in the summer. Great Investment!

    William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

    303 Myers-Moon Rd, Monterey, VA 24465
  • /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
    • /50

      Est $223,510 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,881 Sq Ft

      673 Deer Run, Williamsville, VA 24487

      673 Deer Run, Williamsville, VA 24487
  • /21

    $309,000

    • Land
    • 122 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
  • /54

    $689,000 Sold Mar 20, 2025

    • Land
    • 119 Acres
    • $5,795 per Acre
    • 3 Days On Market

    1287 Dry Branch Rd, Monterey, VA 24465

    This is a must see property for anyone who is looking for a Rustic Mountain Cabin and Farm! Located in Highland County, Virginia, known as Virginia's Switzerland. Original cabin was built around 1834 with improvements and is well maintained. Modern additions were added in the 1980s. Large rock fireplace with an open fireplace on one side and a wood stove on the opposite side. Farm has 118 +/-

    CHRIS KINCHELOE DECKER REALTY

    1287 Dry Branch Rd, Monterey, VA 24465
    • /48

      Est $521,960 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,650 Sq Ft

      6427 Bullpasture River Rd, Mc Dowell, VA 24458

      6427 Bullpasture River Rd, Mc Dowell, VA 24458
  • /5

    $25,000

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

    43 High Valley Dr S, Monterey, VA 24465

    Lot 43 is all wooded and close to electric hook up. Along with lot 43, lot 41, 42 and 44 are for sale at High Valley on the mountain. Own 20.5 acres on the mountain for a retreat from your busy lifestyle.

    Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

    43 High Valley Dr S, Monterey, VA 24465

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