Highland County VA Homes for Sale

• 

  

  

  /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

  737 Little Egypt Rd, Monterey, VA 24465
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /50

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,596 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 Heritage Real Estate Co

  227 Dogwood Ln, 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
• 

  

  /20

  $319,900

  • 2 Beds
  • 1 Bath
  • 788 Sq Ft

  1308 Spruce St, Monterey, VA 24465

  RARE PRIVATE 30-ACRE property nestled in the heart of Monterey, offers breathtaking mountain views and limitless potential. Whether you?re looking for the perfect forever home, a serene 2nd home, or a lucrative Airbnb property, this property delivers on every front. The current cottage is ideal for immediate use as a short-term rental or personal getaway. With its rustic charm and modern

  TREY DURHAM KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

  1308 Spruce St, Monterey, VA 24465
• 

  

  /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
• 

  

  /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
• 

  

  /6

  $190,000

  • Land
  • 20 Acres
  • $9,744 per Acre

  TBD Mill Gap Rd, Monterey, VA 24465

  This 19.5 acres is located in the sought after Blue Grass Valley of Highland County VA. With over 1100 ft of road frontage on Rt. 84 Mill Gap Road this property offers a place for your cabin in a beautiful spot surrounded by farms. A wet weather creek makes its way over the land during rainy times. There is no shortage of views from this land, so come visit before this land becomes someone's,

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Mill Gap Rd, Monterey, VA 24465
• 

  

  /20

  $29,900

  • Land
  • 7 Acres
  • $4,456 per Acre

  0 High Valley Dr S, Monterey, VA 24465

  Escape to the mountains with this 6.71-acre wooded retreat in beautiful Highland County, VA. Tucked among the trees, this property offers the perfect setting for recreation, weekend getaways, or building your dream cabin. Whether you’re camping under the stars, exploring nature, or planning a rustic mountain hideaway, the possibilities are endless.Highland County is known as “Virginia’s

  Renee Good Whitmore Old Dominion Realty

  0 High Valley Dr S, Monterey, VA 24465
• 

  

  /6

  $220,000

  • Land
  • 22 Acres
  • $9,977 per Acre

  TBD Mill Gap Rd, Monterey, VA 24465

  Parcel 3 of the division of land in the Blue Grass Valley of Highland County has 22 acres of land providing plenty of room for more than one home or cabin. Surrounded by farms in the distance and an easement in the rear of this land to a family memorial. The views from your porch will calm your day and the dark sky at night calls your attention upward to admire the constellations and all the

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Mill Gap Rd, Monterey, VA 24465
• 

  

  /11

  $230,000

  • Land
  • 24 Acres
  • $9,623 per Acre

  TBD Mill Gap Rd, Monterey, VA 24465

  This 23 acres is contiguous to another 24 acres for sale, having the same features with the exception of an easement to a family memorial, and a small fresh water pond. This land is a wonderful find in the Blue Grass Valley of Highland County VA. with views that will beckon you to your porch or patio for morning coffee or evening spirits. Please make sure you provide for outdoor space because

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Mill Gap Rd, Monterey, VA 24465
• 

  

  /20

  $240,000

  • Land
  • 25 Acres
  • $9,639 per Acre

  TBD Mill Gap Rd, Monterey, VA 24465

  Located in the southern portion of the Blue Grass Valley of Highland County this land does not fall short of a spectacular view through the valley to the mountains. Currently used for grazing cattle the grass is lush and the land is open giving you the opportunity to take your time to select the perfect spot for your Highland County home. Zoned agriculture you can camp, pull an rv on the land

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Mill Gap Rd, Monterey, VA 24465
• 

  

  /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
• 

  

  /3

  $215,000

  • Land
  • 11 Acres
  • $18,860 per Acre

  TBD Rich Hills Rd, Monterey, VA 24465

  This 11-acre parcel sits high on a hillside above Monterey, the charming village that serves as Highlands' County seat. Located just 40 minutes north of the legendary Homestead Resort in Hot Springs, this land is the perfect setting for a second home, mountain cabin, or private retreat. Highland County has the highest average elevation of any county seat east of the Mississippi, with cool, breezy

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  TBD Rich Hills Rd, Monterey, VA 24465
• 

  

  /13

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  38 Jackson River Rd, Monterey, VA 24465

  Nice home in the town of Monterey. 3 Bedrooms, 2 full baths, 2 kitchens. Well maintained home, walking distance to the town of Monterey. Walking distance to restaurants, shopping. Perfect first home, second home getaway or rental.

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  38 Jackson River Rd, Monterey, VA 24465
• 

  

  /22

  $275,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /43

  $255,000

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

  1063 High Valley Dr S, Monterey, VA 24465

  PRICE REDUCED 10k Escape leave the world behind! Nestled in the heart of the Allegheny Mountains, breathtaking views, 5 wooded acres.Modern comforts.Warm, charming & nostalgic cabin Built in 1980 part High Valley Estates community. Well-loved & maintained, updated features.Covered porch for bird watching & relaxing, curated flower beds, ancient Maples,Oaks, & Mountain Laurel lull you into a state

  DANIEL HOTZ LACEY REAL ESTATE GROUP

  1063 High Valley Dr S, Monterey, VA 24465
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /3

  $25,000

  • Land
  • 6 Acres
  • $4,521 per Acre

  0 High Valley Dr N, Hightown, VA 24465

  If you are seeking a quiet secluded spot in Highland County lot 15 at High Valley might be the place. 5.53 acres of forest this land is unimproved with the opportunity to develop it to meet the needs of your family. Annual HOA is $375. which includes snow removal and road maintenance. Any costly road work goes before the board before the work is considered for a special assessment.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  0 High Valley Dr N, Hightown, VA 24465
• 

  

  /5

  $25,000

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

  41 High Valley Dr S, Monterey, VA 24465

  Looking for a good spot for your cabin? Look at High Valley Drive South with lot 41,42,43,44 any or all would be a great get a way for your family. Enjoy the quiet surroundings to unwind from the weekly hectic lifestyle.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  41 High Valley Dr S, Monterey, VA 24465
• 

  

  /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
• 

  

  /10

  $19,900

  • Land
  • 5 Acres
  • $3,941 per Acre

  TBD Summit Dr, Monterey, VA 24465

  Build your cabin high on the mountain in Highland County. Look out over the Blue Grass Valley from your porch while enjoying the quiet surroundings. Around 3700 ft,. elevation MOTIVATED SELLER !!

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Summit Dr, Monterey, VA 24465
• 

  

  /5

  $19,900

  • Land
  • 5 Acres
  • $3,964 per Acre

  TBD High Valley Dr N, Monterey, VA 24465

  Build your cabin along the mountain side in Highland County VA. The view is wonderful, the quiet is wonderful, but keep your binoculars handy to watch the wildlife and birdlife. MOTIVATED SELLER !!

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD High Valley Dr N, Monterey, VA 24465
• 

  

  /10

  $19,900

  • Land
  • 5 Acres
  • $3,713 per Acre

  TBD High Valley Dr S, Monterey, VA 24465

  This land is higher on the mountain with views over to the mountains beyond. Build your cabin not far from the cascade of stone that dates the mountain in time. Plenty of stone for fireplace, retaining wall, etc. A unique parcel of land. MOTIVATED SELLER

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD High Valley Dr S, Monterey, VA 24465
• 

  

  /7

  $19,900

  • Land
  • 5 Acres
  • $3,933 per Acre

  TBD Summit Dr, Monterey, VA 24465

  On top of the world that is at High Valley in Highland County. At about 3700 ft. elevation build your cabin with a view MOTIVATED SELLER!!

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Summit Dr, Monterey, VA 24465
• 

  

  /12

  $49,900

  • Land
  • 6 Acres
  • $8,770 per Acre

  TBD Highland Turnpike, Monterey, VA 24465

  This land is within water and sewer access to the Town of Monterey. Located just east of Monterey this land on Rich Hills has views over the valley. Forest covered with a grown over but tree cleared area for a cabin.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Highland Turnpike, Monterey, VA 24465
• 

  

  /9

  $215,000

  • Land
  • 26 Acres
  • $8,178 per Acre

  TBD Lower Back Creek Rd, Monterey, VA 24465

  Great Hunting, has an individual well, and septic tank. Great Building site with views.

  William Bratton CLARKSON & WALLACE REAL ESTATE - MONTEREY

  TBD Lower Back Creek Rd, Monterey, VA 24465
• 

  

  /42

  $149,000

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

  TBD Whippoorwill Ln, 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 build

  KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

  TBD Whippoorwill Ln, Monterey, VA 24465
• 

  

  /7

  $35,000

  • Land
  • 7 Acres
  • $5,117 per Acre

  TBD Summit Dr. Summit Dr, Monterey, VA 24465

  Building lot high on Summit Dr. at High Valley. Forest covered, clear some trees for a long distance view that you will enjoy all year long especially when the seasons change.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD Summit Dr. Summit Dr, Monterey, VA 24465
• 

  

  /5

  $25,000

  • Land
  • 5 Acres
  • $4,980 per Acre

  TBD High Valley Dr S, Monterey, VA 24465

  Find this land to build a cabin on the forest covered mountain at High Valley. Some excavating work, few trees moved, well, septic, driveway installed and you are ready to get started in Highland County.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  TBD High Valley Dr S, Monterey, VA 24465
• 

  

  /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
• 

  

  /6

  $28,000

  • Land
  • 5 Acres
  • $5,578 per Acre

  0 High Valley Dr S, Monterey, VA 24465

  Create finishes with the stone that is present on this parcel of land for landscape purposes, retaining wall, fireplace, etc. The mountain community of High Valley will be the spot for quiet enjoyable weekends or week long living. Come see for yourself.

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  0 High Valley Dr S, Monterey, VA 24465
• 

  

  /10

  $25,000

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

  20 High Valley Dr S, Monterey, VA 24465

  This land requires an alternative septic system but if this spot on the mountain is perfect for your cabin the septic cost becomes part of the investment. The drive goes from High Valley Drive to the hilltop for you to develop the view or seclusion you want. Low on the mountain it's possible a modular cabin could be built. One way or the other this lot could offer the permanent home or get a way

  Charlotte Stephenson SHAMROCK & STEPHENSON REALTY, INC.

  20 High Valley Dr S, Monterey, VA 24465

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