Winchester, VA Homes for Sale with Acreage

• 

  

  /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
• Explore Winchester

• 

  

  

  /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
• 

  

  

  /9

  $689,000

  $611K PRICE DROP

  • Land
  • 64.91 Acres
  • $10,615 per Acre

  Lot 7 Cedar Creek Grade, Winchester, VA

  The seller has made a significant price adjustment to better align the property with current market conditions, creating an outstanding opportunity for buyers. With the new pricing, this property offers exceptional value and is positioned for serious consideration. If you've previously considered this property, now is the time to take another look. Rare opportunity to own 64+ scenic acres on the

  

  Lori Bales

  Keller Williams Realty

  Lot 7 Cedar Creek Grade, Winchester, VA
• 

  

  

  /65

  $799,900

  New Construction

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

  123 Stetson St, Winchester, VA 22603

  No HOA!! 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

  

  Brett Sowder

  RE/MAX Roots

  123 Stetson St, Winchester, VA 22603
• 

  

  

  /58

  $799,900

  New Construction Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  115 Stetson St, Winchester, VA 22603

  No HOA and Completely Finished!!! Great opportunity to own this brand-new, move-in ready ranch home situated on 2.82 beautiful acres! Conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia, this home offers the perfect blend of privacy and accessibility.Designed with an open-concept layout and a desirable split-bedroom floor plan, the home

  

  Brett Sowder

  RE/MAX Roots

  115 Stetson St, 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
• 

  

  /50

  $1,150,000

  • Land
  • 124 Acres
  • $9,274 per Acre

  124 Acres Frog Hollow Rd, Winchester, VA 22603

  This exceptional 124-acre property offers a rare opportunity to own a piece of Virginia countryside just a short drive from Winchester and the West Virginia state line. Featuring a combination of open pasture, hay ground and mature timber, this tract is ideal for recreation, farming or a private retreat.With over 300 feet of frontage on Frog Hollow Road, a VDOT-approved gravel entrance

  Michael Bender The Timbers Group

  124 Acres Frog Hollow Rd, 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
• 

  

  /23

  $127,750

  • Land
  • 8.11 Acres
  • $15,752 per Acre

  0 Wolf Spring Trail Unit LotWP001, Winchester, VA 22602

  Rare opportunity to own three adjoining fully wooded parcels in the quiet and peaceful Shawneeland community. Numerous residential and recreational possibilities exist with ownership of these tracts. Located just a few miles west of Winchester in the Rosenberger area of the county. Access is secured via extensive road frontage on paved Wolf Spring Trail. Utilities are close by, making for easy

  Chad Pangle Whitetail Properties Real Estate

  0 Wolf Spring Trail Unit LotWP001, Winchester, VA 22602
• 

  

  /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
• 

  

  /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

  $585,000

  $5K PRICE DROP

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

  220 Snappy Ln, Winchester, VA 22602

  Stunning two-level home sits on a flat, picturesque 5 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

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
• 

  

  /58

  $715,000

  $35K PRICE DROP

  • 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

  $429,900

  $60K PRICE DROP

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

  430 Babbs Mountain Rd, Winchester, VA 22603

  Desirable location off of Apple Pie Ridge. With some TLC, this 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

  Sheila Pack RE/MAX Roots

  430 Babbs Mountain Rd, Winchester, VA 22603
• 

  

  /83

  $1,025,000

  • 5 Beds
  • 3.5 Baths
  • 3,870 Sq Ft

  632 Stonymeade Dr, Winchester, VA 22602

  Opportunities in Stonymeade don't come along often—and once you arrive, it's easy to understand why. Tucked away on 3.2 beautifully maintained acres with a wooded perimeter, this custom-built Joe Mohr home feels wonderfully removed from the world, yet shops, restaurants and Winchester Medical Center are just 5–7 minutes away and Old Town Winchester is only 10 minutes from your

  Katrina Smith Samson Properties

  632 Stonymeade Dr, Winchester, VA 22602
• 

  

  /74

  $649,000

  $26K 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
• 

  

  /111

  $2,599,000

  • 4 Beds
  • 6 Baths
  • 4,753 Sq Ft

  144 Robinson Dr, Winchester, VA 22602

  This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview

  Dan Whitacre Colony Realty

  144 Robinson Dr, Winchester, VA 22602
• 

  

  /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

  $539,000

  $11K PRICE DROP

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

  3336 Hunting Ridge Rd, Winchester, VA 22603

  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 yard with above ground

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /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
• 

  

  /88

  $1,050,000

  $200K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,188 Sq Ft

  1015 Redbud Rd, Winchester, VA 22603

  Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of privacy, space, and peaceful country living just minutes from Winchester. With over 4,100 square feet of finished living space, an oversized three-car garage, and a thoughtfully designed main-level layout, the home offers

  Ryan Rice Keller Williams Capital Properties

  1015 Redbud Rd, Winchester, VA 22603
• 

  

  /107

  $1,300,000

  • 4 Beds
  • 2.5 Baths
  • 3,922 Sq Ft

  2216 Laurel Grove Rd, Winchester, VA 22602

  Welcome to 2216 Laurel Grove Rd, an exceptional custom-built modern farmhouse offering privacy, beautiful views, and relaxed country living on 30 unrestricted acres, all while keeping hospitals, shopping, dining, wineries, and entertainment conveniently close. Approximately 10 acres are cleared and fenced, creating incredible flexibility for horses, recreation, animals, hobbies, or simply

  Nikki Burn Real Broker, LLC

  2216 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /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 for any family. Has 2.3 acres

  Leo Smith CENTURY 21 New Millennium

  1611 Apple Pie Ridge Rd, Winchester, VA 22603
• 

  

  /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
• 

  

  /84

  $800,000

  Open Sat 1PM - 3PM $50K PRICE INCREASE

  • 2 Beds
  • 3 Baths
  • 3,446 Sq Ft

  210 Jackson Dr, Winchester, VA 22602

  Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry,

  Liz McDonald Dandridge Realty Group, LLC

  210 Jackson Dr, 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
• 

  

  /79

  $959,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  0 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 modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings.

  Melissa Johnston ERA Oakcrest Realty, Inc.

  0 Light 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
• 

  

  /36

  $355,500

  $4K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,644 Sq Ft

  423 Panther Dr, Winchester, VA 22602

  Welcome to 423 Panther Dr in Winchester, VA! This spacious split-level home offers 4 bedrooms, 3 full bathrooms, a 2-car front-entry garage, gravel driveway, and a storage shed, all situated in a convenient and peaceful setting.The upper level features 3 bedrooms and 2 full bathrooms. The kitchen and living areas showcase beautiful hardwood flooring, with new carpet throughout the

  Caleb Fowler Samson Properties

  423 Panther Dr, Winchester, VA 22602
• 

  

  /127

  $3,175,000

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

  730 Merrimans Ln, Winchester, VA 22601

  A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern LuxuryRarely 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

  Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  730 Merrimans Ln, Winchester, VA 22601
• 

  

  /50

  $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
• 

  

  /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
• 

  

  /83

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 5,884 Sq Ft

  2230 Jones Rd, Winchester, VA 22602

  Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive

  Jennifer Sacco RE/MAX Roots

  2230 Jones Rd, Winchester, VA 22602

Showing Results 1 - 40, Page 1 of 4