35

Winchester, VA Homes for Sale under $100,000

Section Image
  • /12

    $99,500

    • Land
    • 5.5 Acres
    • $18,091 per Acre

    0 Hodges Ln Unit LotWP012, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home, including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate

    0 Hodges Ln Unit LotWP012, Winchester, VA 22603
  • /12

    $99,500

    • Land
    • 5.5 Acres
    • $18,091 per Acre

    0 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Ln, Winchester, VA 22603
  • /15

    $89,000

    • Land
    • 6.11 Acres
    • $14,566 per Acre

    0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603

    The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.11 lot A is wooded, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new

    Dave Spence RE/MAX Roots

    0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603
  • /6

    $20,000

    • Land
    • 20,037 Sq Ft
    • $43,478 per Acre

    Lot 102 Bow Wood Trail, Winchester, VA 22602

    A Hidden Gem Waiting for YouNestled in the serene countryside of Winchester, Virginia, lies a great treed building lot on the lower side of Shawneeland. This picturesque piece of land offers the perfect blend of seclusion and convenience, making it an ideal location for building your dream home.Enjoy the tranquility and natural beauty of Shawneeland's private parks, perfect for relaxing

    Rick Guthrie Keller Williams Realty

    Lot 102 Bow Wood Trail, Winchester, VA 22602
  • /5

    $89,000

    • Land
    • 40,075 Sq Ft
    • $96,739 per Acre

    Lot 14A Timber Ridge Trail, Winchester, VA 22602

    Enjoy Stunning Sunsets and Endless Sky on This Nearly One-Acre Lot! Imagine unwinding every evening with spectacular sunsets glowing across the valley—the back of this beautiful lot faces northwest, perfect for soaking in nature’s spectacular evening show. Located just 30 minutes from downtown Winchester, this serene oasis offers the ideal blend of peaceful country living and convenient city

    Kristin Crosby Samson Properties

    Lot 14A Timber Ridge Trail, Winchester, VA 22602
  • /9

    $30,000

    • Land
    • 1.03 Acres
    • $29,126 per Acre

    440 Mountain Falls, Winchester, VA 22602

    Here's your chance to own a little over 1 ACRE(1.03) of Peaceful Land in WILDE ACRES! This LOT is ready for your Dream Home! Situated close to the entrance of the community, You will be delighted to see that the land has been partially cleared, a widened entrance, trees added in front for added privacy, and an Approved 3 bedroom septic perc. Enjoy the quiet space, wild life, and room to spread

    Jodi Costello ERA Oakcrest Realty, Inc.

    440 Mountain Falls, Winchester, VA 22602
  • /15

    $49,900

    • Land
    • 3 Acres
    • $16,633 per Acre

    0 0 Henry Dr, Winchester, VA 22602

    "Build Your Home On Henry" This beautiful 3-Acre lot is located in Mountain Falls Park. With mature trees you can enjoy your privacy. Enjoy the community lake, common area, playground and picnic area! Has a 3-bedroom perc. Bring your vision to life!

    Matt Kilmer Samson Properties

    0 0 Henry Dr, Winchester, VA 22602
  • /6

    $40,000

    $10K PRICE DROP
    • Land
    • 1.38 Acres
    • $28,986 per Acre

    105 Arum Trail, Winchester, VA 22602

    Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

    Cat Haines Cedar Creek Real Estate

    105 Arum Trail, Winchester, VA 22602
  • /4

    $74,000

    • Land
    • 40,510 Sq Ft
    • $79,570 per Acre

    Lot 315A Timber Ridge Trail, Winchester, VA 22602

    Rare Double Lot – Nearly One Acre of Prime Ridge Top Privacy in Shawneeland! This exceptional, nearly one-acre, double lot offers a perfect blend of privacy and potential - and is ready for you to build the home of your dreams! Nestled atop the ridge in Shawneeland, this wooded parcel has been perc’d and approved for a three-bedroom septic system, with a certification letter on file with the

    Kristin Crosby Samson Properties

    Lot 315A Timber Ridge Trail, Winchester, VA 22602
  • /12

    $17,000

    • Land
    • 16,552 Sq Ft
    • $44,737 per Acre

    Lot 231 Timber Ridge, Winchester, VA 22602

    This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 231 Timber Ridge, Winchester, VA 22602
  • /5

    $22,500

    • Land
    • 21,344 Sq Ft
    • $45,918 per Acre

    Lot 181 Rockwood Trail, Winchester, VA 22602

    It's time to MAKE YOUR DREAMS A REALITY with this beautiful, nearly HALF-ACRE building lot on the PREMIUM VIEW-SIDE of Rockwood Trail - just 30 minutes from downtown Winchester! Picture a cozy, custom-built home nestled atop quiet Shawneeland, with a gentle breeze carrying whispers of nature and potential stunning valley vistas stretching as far as the eye can see. Approved for a two-bedroom

    Kristin Crosby Samson Properties

    Lot 181 Rockwood Trail, Winchester, VA 22602
  • /2

    $24,900

    • Land
    • 20,473 Sq Ft
    • $52,979 per Acre

    Lot 162 Bobcat Trail, Winchester, VA 22602

    Imagine creating your own mountain getaway atop Great North Mountain. Tucked among the trees in Shawneeland, this just-under-half-acre lot offers a peaceful wooded setting, privacy, and the potential for beautiful westerly mountain views.The property includes a relatively level area that may offer possibilities for a future homesite. With thoughtful planning and clearing, envision a cozy

    Natasha Roberts Realty ONE Group Old Towne

    Lot 162 Bobcat Trail, Winchester, VA 22602
  • /12

    $8,900

    • Land
    • 12,632 Sq Ft
    • $30,690 per Acre

    155 Hawk Trail, Winchester, VA 22602

    Looking for affordable land in Shawneeland? Inventory is moving quickly in several sections, making this a rare opportunity to secure a lower‑mountain lot with easy access—ideal for those seeking both convenience and a peaceful, natural setting.This raw land parcel is on a hard surface road in a scenic, mountainous residential community just 12 miles from Winchester, Virginia. Enjoy the fresh

    Rebecca McTavish Long & Foster Real Estate, Inc.

    155 Hawk Trail, Winchester, VA 22602
  • /5

    $10,000

    • Land
    • 0 Sq Ft

    Lot 13 Tomahawk Trai 0, Winchester, VA 22602

    Welcome to Shawneeland! This mountain community is tucked away in a rural setting and a short distance to shopping, restaurants and Winchester's Historic Downtown. Utilize this 0.48 acre lot as a potential building lot, recreational space or enjoy the amenities such as Lake Cherokee with a beach area, fishing and picnic areas. Purchaser to verify location of boundary lines.

    Kim Hurst MarketPlace REALTY

    Lot 13 Tomahawk Trai 0, Winchester, VA 22602
  • /2

    $4,500

    $1K PRICE INCREASE
    • Land
    • 10,890 Sq Ft
    • $18,000 per Acre

    107 Fox Trail, Winchester, VA 22602

    Lot 109 is also available for sale but not listed.

    Babak Taghavi Venture Realty

    107 Fox Trail, Winchester, VA 22602
  • /24

    $25,000

    • Land
    • 1.43 Acres
    • $17,483 per Acre

    LOT 5A Fox Trail, Winchester, VA 22602

    Beautiful building lot located in Mountain Falls Park – Wilde Acres. This is the last lot on the right on Fox Trail, offering excellent privacy and seclusion. The property backs to permanent open space, providing a peaceful setting with mountain views and abundant wildlife. Approved for a 3-bedroom septic system with a certification letter on file. A current survey is also available. This is an

    Nadeem Helfer Samson Properties

    LOT 5A Fox Trail, Winchester, VA 22602
  • /23

    $49,500

    • Land
    • 1.45 Acres
    • $34,138 per Acre

    0 Tomahawk Trail Unit VAFV2043562, Winchester, VA 22602

    Don't miss this rare opportunity in Shawneeland! This beautiful L-shaped wooded hillside lot offers nearly 1.5 acres of mountain serenity and flexibility for your future home.Nestle your residence along Willow Trail, surrounded by mature trees and natural beauty, or build near the top of the property on Tomahawk Trail, where you'll enjoy breathtaking views of the Shenandoah Valley and the

    Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Tomahawk Trail Unit VAFV2043562, Winchester, VA 22602
  • /2

    $89,900

    • Land
    • 20.33 Acres
    • $4,422 per Acre

    0 Outback Trail Unit 25B1, Winchester, VA 22602

    Rugged piece of the Great North Mountain which is quite near the WV & VA state line and there is a small dwelling. NO Septic & NO Water. Wear rugged footwear and operate a rugged 4X4 or All Wheel Drive vehicle. Listing Agent will have to open the access gate... Should you access this area be forewarned without Listing Agent, you are at your risk. Picture was taken quite close but you get the

    John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

    0 Outback Trail Unit 25B1, Winchester, VA 22602
  • /5

    $4,000

    • Land
    • 13,503 Sq Ft
    • $12,903 per Acre

    0 Fox Trail Unit VAFV2042734, Winchester, VA 22602

    .31 acre wooded lot on an incline. No septic or well tests have been done. Seller doesn't know if it's buildable. Drive by any time to show.

    Tanner Pack RE/MAX Roots

    0 Fox Trail Unit VAFV2042734, Winchester, VA 22602
  • /9

    $17,000

    • Land
    • 21,780 Sq Ft
    • $34,000 per Acre

    Lot 111 Cub Trail, Winchester, VA 22602

    Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family.Love the country but want

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 111 Cub Trail, Winchester, VA 22602
  • /9

    $17,000

    • Land
    • 18,295 Sq Ft
    • $40,476 per Acre

    Lot 76 Bear Trail, Winchester, VA 22602

    Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 76 Bear Trail, Winchester, VA 22602
  • /9

    $9,500

    • Land
    • 23,958 Sq Ft
    • $17,273 per Acre

    LOTS 8 & 9 Elk Trail, Winchester, VA 22602

    Great opportunity to own two beautiful wooded lots full of mature trees and plenty of privacy! These adjoining parcels offer a wonderful chance to connect with nature and enjoy peaceful surroundings. Located just about 30 minutes from downtown Winchester, you get the perfect mix of country calm and town convenience. Whether you’re thinking about outdoor fun, future plans, or simply an investment,

    Kristin Crosby Samson Properties

    LOTS 8 & 9 Elk Trail, Winchester, VA 22602
  • /2

    $39,900

    $10K PRICE INCREASE
    • Land
    • 19,602 Sq Ft
    • $88,667 per Acre

    Lot 205 Rockwood Trail, Winchester, VA 22602

    Offers the best views of the valley. Beautiful lot (almost 1/2 acre) with valley views of Shenandoah waiting for your clients to build your new home on or buy and hold. Perfect for those who want privacy and view. Great for primary home or weekend retreat. Cert Letter 3 bedroom perk..

    Jim Thomson Realty ONE Group Old Towne

    Lot 205 Rockwood Trail, Winchester, VA 22602
  • /2

    $8,500

    • Land
    • 0 Sq Ft

    0 0 Unit VAFV2036674, Winchester, VA 22602

    Kelly Hayes Samson Properties

    0 0 Unit VAFV2036674, Winchester, VA 22602
  • /15

    $89,000

    • Land
    • 5.02 Acres
    • $17,729 per Acre

    0 Pack Horse Road Lot B Unit VAFV2042704, Winchester, VA 22603

    The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 5 acre lot B is wooded, has an old cabin (do not enter and at one time had electric), has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a

    Dave Spence RE/MAX Roots

    0 Pack Horse Road Lot B Unit VAFV2042704, Winchester, VA 22603
  • /10

    $80,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    105 Mulligan Ln Unit C374, Winchester, VA 22603

    Welcome to Regency Lakes an all age active and vibrant community. We have a spacious 2009 3 bed, 2 bath home for sale featuring 1792.00 sq ft of beautifully designed living space. Located in Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find a beautiful stone gas fireplace, open-concept floor plan, high ceilings, and tons of natural

    Kristina Kelly Regency Lakes

    105 Mulligan Ln Unit C374, Winchester, VA 22603
  • /2

    $12,800

    • Land
    • 17,424 Sq Ft
    • $32,000 per Acre

    0 Budwood Trail Unit 11620368, Winchester, VA 22602

    Nice level corner wooded lot. Corner of Budwood and Rockwood Follow your GPS to the corner point. All measurements are taken from government sources. Such as the actual .4. acres is actually .398 acres rounded up.

    John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

    0 Budwood Trail Unit 11620368, Winchester, VA 22602
  • /6

    $12,900

    • Land
    • 10,890 Sq Ft
    • $51,600 per Acre

    Lot 17 Fox Trail, Winchester, VA 22602

    Are you looking for an affordable approved building lot under 20 minutes to Winchester Medical Center I 81 or I 66 and an overwhelming sense of nature with unparalleled mountain views? Look no further! Mountain Falls Park is known for its close proximity to town, waterfalls, views for miles and a quiet community. This lot is very buildable it is level, has a current survey, recorded plat and a

    Nadeem Helfer Samson Properties

    Lot 17 Fox Trail, Winchester, VA 22602
  • /11

    $80,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    107 Cutshaws Ct Unit C345, Winchester, VA 22603

    Welcome to Regency Lakes a all age active and vibrant community, where you can find yourself close to all the action, while maintaining that country feel. We have a 2002 3 bed, 2 bath home for sale featuring 1568.00 sq ft of beautifully designed living space. Located in/near Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find a large

    Kristina Kelly Regency Lakes

    107 Cutshaws Ct Unit C345, Winchester, VA 22603
  • /18

    $24,500

    • Land
    • 20,037 Sq Ft
    • $53,261 per Acre

    Lot 4 Saltlick Trail, Winchester, VA 22602

    Build your future home in Shawneeland on this approximately 0.46-acre lot with much of the preliminary work already completed. Lot 4 features surveyed and staked corners, a recorded plat, a located drain field, and an approved three-bedroom conventional perc. Approximately $7,230 has already been invested in health department fees, surveying, and drain-field work, giving the next owner a

    Peter Van Cleave Real Broker, LLC

    Lot 4 Saltlick Trail, Winchester, VA 22602
  • /15

    $30,000

    • Land
    • 1.53 Acres
    • $19,608 per Acre

    Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602

    Attention Builders! 4 Pack of contiguous building lots in Wilde Acres -Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in

    Nadeem Helfer Samson Properties

    Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602
  • /23

    $94,500

    $5K PRICE DROP
    • Land
    • 5.49 Acres
    • $17,213 per Acre

    0 Whispering Knolls Dr, Winchester, VA 22603

    *Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is

    Theresa Marshall Samson Properties

    0 Whispering Knolls Dr, Winchester, VA 22603
  • /3

    $79,900

    • Land
    • 6.06 Acres
    • $13,185 per Acre

    0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602

    All wooded in private area with other nice homes. About 30 minutes south west of hospital, Wal-Mart. No HOA that allows you to do anything with your property. Older 3BR Perc expired. You could potentially renew it. Ideal to build a dream home and unlimited options. Last mile is a deeded dirt road. Listing agent has interest in the property

    Ravinder Avala Premium Realty, LLC

    0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602
  • /13

    $97,000

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    228 Artifact Ave Unit 437, Winchester, VA 22603

    Welcome to Regency Lakes an all age active and vibrant community, where you can find yourself in your dream home. We have a stunning, well kept 2016 3 bed, 2 bath home featuring 1352.00 sq ft of beautifully designed living space. Step inside to find a large open concept eat in kitchen featuring beautiful cabinetry and new refrigerator. perfect for both everyday living and entertaining. The

    Kristina Kelly Regency Lakes

    228 Artifact Ave Unit 437, Winchester, VA 22603
  • /11

    $15,000

    $20K PRICE DROP
    • Land
    • 35,283 Sq Ft
    • $18,519 per Acre

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602

    Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time

    Brad Cohen Connexa Real Estate

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602

Home Price Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$446,470
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$295,250
Median 1 Bedroom Sale Price
$217,000
Average Price Per Sq Ft
$205
Number of Homes for Sale
392
Last 12 months Home Sales
1,212
Months of Supply
3.90
Median List Price
$430,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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