Winchester, VA Homes for Sale with Acreage

• 

  

  

  /11

  $1,499,000

  • Land
  • 2.45 Acres
  • $611,837 per Acre

  821,829,839, and 851 Fox Dr, Winchester, VA 22603

  Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

  

  Jim Shebest

  Coldwell Banker Realty

  821,829,839, and 851 Fox Dr, Winchester, VA 22603
• Explore Winchester

• 

  

  

  /9

  $1,300,000

  • Land
  • 64.91 Acres
  • $20,028 per Acre

  Lot 7 Cedar Creek Grade, Winchester, VA

  Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved

  

  Lori Bales

  Keller Williams Realty

  Lot 7 Cedar Creek Grade, Winchester, VA
• 

  

  /2

  $195,000

  • 3 Beds
  • 1 Bath
  • 932 Sq Ft

  150 Cedar Grove Rd, Winchester, VA 22603

  This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage,

  

  Frank Armstrong, IV

  Colony Realty

  150 Cedar Grove Rd, Winchester, VA 22603
• 

  

  

  /65

  $799,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  123 Stetson St, Winchester, VA 22603

  Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and

  

  Brett Sowder

  RE/MAX Roots

  123 Stetson St, Winchester, VA 22603
• 

  

  

  /73

  $799,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  201 Nathaniel Dr, Winchester, VA 22603

  Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

  Renee Waymire Samson Properties

  201 Nathaniel Dr, Winchester, VA 22603
• 

  

  /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
• 

  

  /14

  $104,500

  • Land
  • 5.5 Acres
  • $19,000 per Acre

  0 Hodges Ln Unit LotWP013, 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 LotWP013, Winchester, VA 22603
• 

  

  /20

  $154,650

  • Land
  • 12.9 Acres
  • $11,988 per Acre

  0 Hodges Ln Unit LotWP011, 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 LotWP011, Winchester, VA 22603
• 

  

  /24

  $141,500

  • Land
  • 11.8 Acres
  • $11,992 per Acre

  0 Hodges Ln Unit LotWP016, 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 is the

  Chad Pangle Whitetail Properties Real Estate

  0 Hodges Ln Unit LotWP016, Winchester, VA 22603
• 

  

  /19

  $141,500

  • Land
  • 11.1 Acres
  • $12,748 per Acre

  0 Hodges Ln Unit LotWP014, 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 LotWP014, Winchester, VA 22603
• 

  

  /7

  $133,000

  $2K PRICE DROP

  • Land
  • 5.06 Acres
  • $26,285 per Acre

  0 Back Mountain Rd Unit VAFV2041888, Winchester, VA 22602

  Discover a rare opportunity to own a stunning 5.06-acre parcel of land nestled in the serene embrace of the mountains. This exceptional lot offers a harmonious blend of natural beauty and convenience, making it the perfect canvas for your dream home or getaway retreat. Imagine waking up each morning to breathtaking mountain views that inspire tranquility and peace. The property is partly wooded,

  Laurie Hailey Charis Realty Group

  0 Back Mountain Rd Unit VAFV2041888, Winchester, VA 22602
• 

  

  /76

  $989,000

  • 4 Beds
  • 3.5 Baths
  • 4,152 Sq Ft

  137 Old Forest Cir, Winchester, VA 22602

  Nestled in the highly sought-after Stonebrook neighborhood, this incredibly quiet wooded property offers the perfect blend of privacy and convenience. This 2.6 acre estate provides a peaceful country setting while remaining close to modern amenities.Step inside and discover a thoughtfully updated home featuring 4 bedrooms and 3.5 bathrooms. The inviting living spaces include a warm and

  Melissa Perozich Century 21 Redwood Realty

  137 Old Forest Cir, Winchester, VA 22602
• 

  

  /58

  $629,900

  $40K PRICE INCREASE

  • 6 Beds
  • 4 Baths
  • 2,672 Sq Ft

  220 Snappy Ln, Winchester, VA 22602

  Stunning two-level home sits on a flat, picturesque 7.44-acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining.The

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
• 

  

  /6

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot B Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr Samson Properties

  Lot B Cather Ln, Winchester, VA 22602
• 

  

  /81

  $750,000

  • 4 Beds
  • 3 Baths
  • 3,096 Sq Ft

  3764 Northwestern Pike, Winchester, VA 22603

  RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly

  Diva Bunting Touchstone Realty, LLC

  3764 Northwestern Pike, 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
• 

  

  /11

  $4,000,000

  • Land
  • 19 Acres
  • $210,526 per Acre

  368 Victory Rd, Winchester, VA 22602

  19 Acres, Prime Commercial or FLEX Development Opportunity! Zoned B2, General Commercial. Major commuter corridor to Northern VA, adjacent to Airport Business Park, FBI Records Center, Navy Federal Credit Union headquarters, and new One Logistics Park. Also #1 commuter route to Northern VA! Excellent visibility, flat topo, and dual access on Victory Lane and Independence! Sale includes 14.06

  Gillian Greenfield Coldwell Banker Premier

  368 Victory Rd, Winchester, VA 22602
• 

  

  /42

  $465,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  430 Babbs Mountain Rd, Winchester, VA 22603

  Offering 15K towards the buyers closing costs. 3-bedroom, 2.5-bath home set on 2.68 wooded acres just minutes from Winchester Medical Center, offering a private, peaceful setting with everyday convenience. Enjoy the outdoors from the covered front porch or rear deck—perfect for relaxing or entertaining. Inside, the spacious kitchen features a center island, stainless steel appliances, and luxury

  Sheila Pack RE/MAX Roots

  430 Babbs Mountain Rd, Winchester, VA 22603
• 

  

  /74

  $669,000

  $6K PRICE DROP

  • 7 Beds
  • 3.5 Baths
  • 4,116 Sq Ft

  256 Skylar Lanes Way, Winchester, VA 22603

  Welcome to this beautifully maintained home in the highly sought-after Walnut Springs Estates subdivision, offering exceptional space,comfort, and versatility on a private 2-acre lot. With up to 7 bedrooms and 3.5 bathrooms, this property is ideal for growing families, multi-generationalliving, or those who simply desire room to spread out. The inviting living room features a cozy electric

  Brian Ratliff Old Dominion Realty

  256 Skylar Lanes Way, 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
• 

  

  /14

  $104,500

  • Land
  • 5.5 Acres
  • $19,000 per Acre

  0 Hodges Lot 13 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 Hodges Lot 13 Ln, Winchester, VA 22603
• 

  

  /50

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 3,414 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  Price Improvement . Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /32

  $640,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  375 Tavistock Dr, Winchester, VA 22602

  Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, this thoughtfully designed home features 3 spacious bedrooms, 2.5 baths, an attached 2-car garage, and an open floor plan with durable luxury vinyl plank flooring throughout the main living areas. The stylish kitchen is complete

  Natalie Dalecky ERA Oakcrest Realty, Inc.

  375 Tavistock Dr, Winchester, VA 22602
• 

  

  /15

  $110,000

  • Land
  • 6.42 Acres
  • $17,134 per Acre

  0 Pack Horse Road Lot C Unit VAFV2042708, 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 6.42 lot C is wooded, has septic already installed, 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

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603
• 

  

  /103

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 3,497 Sq Ft

  466 Merrimans Ln, Winchester, VA 22601

  Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom.The finished lower level provides outstanding

  John Schroth Colony Realty

  466 Merrimans Ln, Winchester, VA 22601
• 

  

  /25

  $1,315,000

  • Land
  • 2.23 Acres
  • $589,686 per Acre

  0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603

  Opportunities like this are becoming increasingly difficult to find within the growing Winchester market. Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and expanding

  Team Dickinson Century 21 Redwood Realty

  0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603
• 

  

  /79

  $899,990

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,803 Sq Ft

  300 Tavistock Dr, Winchester, VA 22602

  Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides

  Pamela Baber Coldwell Banker Premier

  300 Tavistock Dr, Winchester, VA 22602
• 

  

  /79

  $1,130,000

  New Construction $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,211 Sq Ft

  00 Light Rd, Winchester, VA 22603

  Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning new construction nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural

  Melissa Johnston ERA Oakcrest Realty, Inc.

  00 Light Rd, Winchester, VA 22603
• 

  

  /24

  $674,900

  • 4 Beds
  • 3 Baths
  • 2,967 Sq Ft

  1611 Apple Pie Ridge Rd, Winchester, VA 22603

  This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent condition. Upgraded kitchen cabinets and all appliances will convey with this sale. Washer and Dryer located on main level will also convey with this sale. The finished basement offers an added bonus to any family. Approximately 1/2

  Leo Smith CENTURY 21 New Millennium

  1611 Apple Pie Ridge Rd, Winchester, VA 22603
• 

  

  /51

  $1,595,000

  • Land
  • 158.44 Acres
  • $10,067 per Acre

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602

  Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path

  Nadeem Helfer Samson Properties

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /64

  $515,000

  • 3 Beds
  • 3.5 Baths
  • 1,814 Sq Ft

  516 Deer Creek Rd, Winchester, VA 22602

  Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and space. Surrounded by mature trees and featuring a convenient horseshoe driveway, the property provides a peaceful retreat while remaining close to everyday conveniences. Inside, the inviting family room showcases hardwood

  Laura White ERA Oakcrest Realty, Inc.

  516 Deer Creek Rd, Winchester, VA 22602
• 

  

  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot A Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr Samson Properties

  Lot A Cather Ln, 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
• 

  

  /93

  $999,990

  $250K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,880 Sq Ft

  199 Laurel Grove Rd, Winchester, VA 22602

  Nestled in the scenic countryside of Winchester, this impressive custom built home offers space, privacy, and beautiful Shenandoah Valley surroundings. Located in Frederick County, the property combines peaceful rural living with convenient access to shopping, dining, and commuter routes.Custom built in 2020, this spacious residence offers approximately 4,800+ square feet of living space on

  RoxAnn Grimes RE/MAX Roots

  199 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /52

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,370 Sq Ft

  1310 Siler Rd, Winchester, VA 22603

  Come and see this serene, wooded, hilltop retreat, just minutes west of Winchester. This fully updated 3 BR, 1 BA Brick Rambler is situated on a private, unrestricted 10-acre wooded lot with great views. This home has a covered front porch and an 18-by-30-foot concrete patio in the back, perfect for entertaining. The brick Fireplace has a wood-burning stove insert. This home has been fully

  Marcia Coss Weichert, REALTORS

  1310 Siler Rd, Winchester, VA 22603
• 

  

  /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
• 

  

  /34

  $799,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  169 Cather Ln, Winchester, VA 22602

  Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

  Kaitlyn Behr Samson Properties

  169 Cather Ln, Winchester, VA 22602
• 

  

  /126

  $3,175,000

  Coming Soon

  • 6 Beds
  • 7 Baths
  • 8,593 Sq Ft

  730 Merrimans Ln, Winchester, VA 22601

  A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm

  Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  730 Merrimans Ln, Winchester, VA 22601
• 

  

  /45

  $215,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 637 Sq Ft

  106 Blackfeet Trail, Winchester, VA 22602

  Charming mountain retreat nestled on a full acre in Shawneeland! This cozy 1-bedroom, 1-bath cabin offers the perfect blend of privacy, nature, and modern comfort. Situated on two combined lots totaling approximately 1 acre, the property provides plenty of space to enjoy the peaceful wooded setting.Recent improvements include a newer architectural shingle roof, gutter, vinyl clad double

  Tiffany Feathers-Brown MarketPlace REALTY

  106 Blackfeet Trail, Winchester, VA 22602
• 

  

  /7

  $499,000

  • Land
  • 17.98 Acres
  • $27,753 per Acre

  Lot 13 Tavistock Dr, Winchester, VA 22602

  Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 13 Tavistock Dr, Winchester, VA 22602

Showing Results 1 - 40, Page 1 of 3