Winchester, VA Homes for Sale with Acreage

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  /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
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  /17

  $285,000

  • Land
  • 40.2 Acres
  • $7,090 per Acre

  507 Easter Ridge Ln, Winchester, VA 22603

  Beautiful 40-acre wooded retreat with cabin and development potential! Discover the possibilities with this wooded property offering privacy, natural beauty, and future opportunity. Tucked away along a state-maintained road, this tract provides a secluded setting while still maintaining accessibility. The property features a charming rustic cabin, perfect for weekend getaways or a hunting

  Pamela Russell CENTURY 21 New Millennium

  507 Easter Ridge Ln, Winchester, VA 22603
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  /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. The main living areas feature an

  Jennifer Sacco RE/MAX Roots

  2230 Jones Rd, Winchester, VA 22602
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  /13

  $649,900

  $49K PRICE DROP

  • Land
  • 1.75 Acres
  • $371,371 per Acre

  115 Dairy Corner Place, Winchester, VA 22602

  3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space! Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2,

  Elizabeth Cossette ERA Oakcrest Realty, Inc.

  115 Dairy Corner Place, Winchester, VA 22602
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  /28

  $975,000

  Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 5,659 Sq Ft

  128 Babbs Run Ln, Winchester, VA 22603

  Luxury custom home with a primary bedroom on the main floor. 5 partially wooded acres with an in-ground saltwater pool, upper-level Trex decks, screened porch, outdoor fireplace, and attached side-entry 4-car garage. Designed for entertaining and multi-generational living, this 5-bedroom, 4.5-bath home offers upscale finishes throughout plus a fully finished walkout basement with a second

  Sheila Pack RE/MAX Roots

  128 Babbs Run Ln, Winchester, VA 22603
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  /8

  $2,286,000

  • Land
  • 5.08 Acres
  • $450,000 per Acre

  0 Market St Unit VAFV2004914, Winchester, VA 22602

  5.08 Acres zoned B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA call center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners are licensed Realtors in the state of Virginia.

  John Schroth Colony Realty

  0 Market St Unit VAFV2004914, Winchester, VA 22602
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  /2

  $275,000

  • Land
  • 9.22 Acres
  • $29,826 per Acre

  0 0 Unit VAFV2042060, Winchester, VA 22602

  A rare opportunity in one of the easternmost and highly sought after areas of Frederick County! This 9.22 acre property offers the perfect blend of privacy, seclusion, and convenience within a community known for its prestige and spacious estate-sized lots. Enjoy peaceful surroundings while being just minutes from shopping, dining, and major commuter routes including Route 7, Route 50, and

  Danielle Dojcak Century 21 Redwood Realty

  0 0 Unit VAFV2042060, Winchester, VA 22602
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  /78

  $425,000

  $70K PRICE DROP

  • Land
  • 20 Acres
  • $21,250 per Acre

  000 Light Rd, Winchester, VA 22603

  Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever

  Melissa Johnston ERA Oakcrest Realty, Inc.

  000 Light Rd, Winchester, VA 22603
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  /54

  $525,000

  • 3 Beds
  • 2 Baths
  • 3,029 Sq Ft

  357 Hunting Ridge Rd, Winchester, VA 22603

  Over 3000 finished square feet! Completely remodeled in 2023, this 3-bedroom, 2-bath rancher offers modern updates and a functional layout on 2.29 acres. Luxury vinyl plank flooring runs throughout, complementing a well-appointed kitchen with granite countertops, stainless steel appliances, a double oven, an electric cooktop, and a built-in mini fridge. The family room features a vaulted wood

  Sheila Pack RE/MAX Roots

  357 Hunting Ridge Rd, Winchester, VA 22603
• 

  /2

  $514,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  407 Tamarack Cir, Winchester, VA 22602

  Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level.Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks,

  Heloisa Amar Samson Properties

  407 Tamarack Cir, Winchester, VA 22602
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  /19

  $141,500

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

  0 Hodges Lot 14 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 14 Ln, Winchester, VA 22603
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  /16

  $2,124,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

  This is a rare opportunity to build a fully custom home tailored to your vision, crafted by Winchester’s award-winning builder, Hepler Homes. The home shown is a representative example of what can be built on this exceptional property. List price reflects the included options outlined in the documents section and is subject to change based on custom selections.The featured model offers a

  Nadeem Helfer Samson Properties

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
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  /2

  $200,000

  • 1 Bed
  • 1 Bath

  5737 N Frederick Pike, Winchester, VA 22603

  4.2 Acres, Sold As-Is, Flat Usable Lot, Partially Wooded, Well and Septic Exists, Just Outside of Winchester VA, No HOA, Unrestricted. Well and septic on property . Well is located in back of old mobile home at water pump. Septic located further back behind old mobile home marked wirh red sparay paint. Health department docs are in bright. Neither house nor mobile home livable.Sold As Is With

  Tracy Link Coldwell Banker Premier

  5737 N Frederick Pike, Winchester, VA 22603
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  /34

  $1,585,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,684 Sq Ft

  Lot 4 - Honeycrisp, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. Entrance Road Under Construction, currently. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from

  JP Carr Merrifield Realty, LLC

  Lot 4 - Honeycrisp, Winchester, VA 22603
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  /7

  $129,000

  • Land
  • 8.3 Acres
  • $15,542 per Acre

  0 Light Rd, Winchester, VA 22603

  Large lot available! WELL ON SITE! Over 8 acres for sale in Northern Frederick County, VA at the top of The Shenandoah Valley! Perfect for building or recreation/hunting. Turkey, deer and other wildlife abound. Only 20 minutes from Winchester! 20 minutes from Berkeley Springs, WV! Looking for that perfect get-a-way spot to enjoy wildlife and nature? This may be it! Lot is fully wooded. Ideal

  Jennifer Watt Century 21 Redwood Realty

  0 Light Rd, Winchester, VA 22603
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  /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
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  /42

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,996 Sq Ft

  1564 Perry Rd, Winchester, VA 22602

  Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories.

  Nate Vogel Century 21 Redwood Realty

  1564 Perry Rd, Winchester, VA 22602
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  /28

  $399,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  307 Fox Run Ln, Winchester, VA 22602

  Wake up to breathtaking views of the Shenandoah Valley every day in this peaceful, beautifully renovated cottage. Completely updated in 2024, the home blends modern amenities with warm, inviting charm.The bright, open living space features a vaulted ceiling and abundant natural light, creating an airy, welcoming atmosphere. The living room showcases large windows, custom built-ins, and a

  Karen Sparks Corcoran McEnearney

  307 Fox Run Ln, Winchester, VA 22602
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  /3

  $1,200,000

  • Land
  • 2.38 Acres
  • $504,202 per Acre

  0 Prosperity Dr, Winchester, VA 22602

  2.38 Acres at the intersection of Valley Pike and Prosperity Drive. Located in the Kernstown area of Frederick County/Winchester. Property is located across from the street from CMA Honda, Aldi Supermarket, Outback Steakhouse, and Carrabba's Italian Grill & Restaurant. Located in close proximity to the intersection of I-81, US Route 37, and US Route 11. Excellent signage opportunities,

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Prosperity Dr, Winchester, VA 22602
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  /91

  $699,900

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,052 Sq Ft

  171 Laurel Grove Rd, Winchester, VA 22602

  Historic 1800s farmhouse on 5 unrestricted acres just outside Winchester, Virginia, in desirable Frederick County. This 3-bedroom, 3-bath farmhouse blends historic charm with modern comfort and is equestrian-ready. Features include hardwood floors throughout, a farmhouse kitchen with wrap-around covered porch access, a dining room with a fireplace, a living room with a fireplace, and a den/office

  RoxAnn Grimes RE/MAX Roots

  171 Laurel Grove Rd, Winchester, VA 22602
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  /79

  $1,130,000

  New Construction $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,211 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 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.

  0 Light Rd, Winchester, VA 22603
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  /8

  $250,000

  • Land
  • 15.63 Acres
  • $15,995 per Acre

  15.63 Acres 52-2-b, Winchester, VA 22603

  15.63 +/- acres, located at the top of Round Hill, call for information about access, the property will be sold with deed restrictions against building at the top of the hill.

  John Scully Colony Realty

  15.63 Acres 52-2-b, Winchester, VA 22603
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  /50

  $450,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  980 Adams Rd, Winchester, VA 22603

  Discover your own 25.54-acre private retreat in the scenic rolling hills of the northern Shenandoah Valley with three contiguous parcels conveying together and offering a rare blend of seclusion, usability, and long-term flexibility. Located just minutes from downtown Winchester, this property provides the peaceful setting and privacy that are increasingly difficult to find while keeping dining,

  Theo Daubresse KW United

  980 Adams Rd, Winchester, VA 22603
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  /86

  $1,900,000

  • 5 Beds
  • 4 Baths
  • 4,166 Sq Ft

  1631 Back Mountain Rd, Winchester, VA 22602

  This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

  Dan Whitacre Colony Realty

  1631 Back Mountain Rd, Winchester, VA 22602
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  /8

  $1,400,000

  • Land
  • 5.73 Acres
  • $244,328 per Acre

  1667 N Frederick Pike, Winchester, VA 22603

  Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

  John Scully Colony Realty

  1667 N Frederick Pike, Winchester, VA 22603
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  /2

  $2,525,100

  • Land
  • 8.86 Acres
  • $285,000 per Acre

  0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602

  8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

  Marie DiLorenzo Oakcrest Commercial LLC.

  0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602
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  /20

  $154,650

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

  0 Hodges Lot 11 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 11 Ln, Winchester, VA 22603
• 

  /2

  $3,200,000

  • Land
  • 451 Acres
  • $7,095 per Acre

  472 Mccubbin, Winchester, VA 22601

  Adrian Small TTR Sotheby's International Realty

  472 Mccubbin, Winchester, VA 22601
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  /69

  $679,900

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft

  5039 Wardensville Grade, Winchester, VA 22602

  Need space for you and yours PLUS more than enough garage space? Look no further! Nestled on nearly 5.5 private acres, this spacious and meticulously maintained 1- owner residence offers the perfect blend of rural serenity and modern convenience. Set well back from the road and framed by towering, mature trees, the property boasts a stunning backdrop of the rolling Blue Ridge Mountains in the

  Dan Whitacre Colony Realty

  5039 Wardensville Grade, Winchester, VA 22602
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  /7

  $1,150,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,947 Sq Ft

  60 Gravenstein Ct, Winchester, VA 22602

  MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and multi-generational options. All homes include exceptional standard features including 10' main level ceilings, Hardwood

  Daniel Boris Pearson Smith Realty, LLC

  60 Gravenstein Ct, Winchester, VA 22602
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  /31

  $899,900

  • 4 Beds
  • 3 Baths
  • 3,943 Sq Ft

  230 Conifer Ln, Winchester, VA 22602

  Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open,

  Traci Shoberg Samson Properties

  230 Conifer Ln, Winchester, VA 22602
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  /3

  $3,200,000

  • Land
  • 13.05 Acres
  • $245,211 per Acre

  0 0 Northwestern Pike, Winchester, VA 22602

  Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities,

  Sarah Reynolds Keller Williams Realty

  0 0 Northwestern Pike, Winchester, VA 22602
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  /96

  $1,049,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  2225 Cedar Grove Rd, Winchester, VA 22603

  5-9-26 BEAUTY DONE/READY! Pictures are of subject property.Seize a truly unique opportunity to own a brand-new, luxury estate set on over 7 acres of private, wooded land. While this stunning property sits at the entrance to the prestigious, upper-scale 15-lot Keplinger Estates community, it does not have HOA, offering unparalleled freedom and privacy.Tucked gracefully off the main road,

  Jim Thomson Realty ONE Group Old Towne

  2225 Cedar Grove Rd, Winchester, VA 22603
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  /77

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  256 Brookneil Dr, Winchester, VA 22602

  Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find.

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
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  /30

  $925,000

  • Land
  • 156.58 Acres
  • $5,908 per Acre

  950 Stony Hill Rd, Winchester, VA 22603

  PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony

  Jennifer Watt Century 21 Redwood Realty

  950 Stony Hill Rd, Winchester, VA 22603
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  /12

  $1,500,000

  • Land
  • 5.26 Acres
  • $285,171 per Acre

  153 Welltown Rd, Winchester, VA 22603

  5.26 Acres of Interstate/Commercial Land SALE OR LEASE Available, Frederick County, VA, Exit 317. Besides Taco Bell, across from new hotel, surrounded by commercial, connects to Crown Lane for traffic light access! Excellent visibility on Martinsburg Pike (39,000 AADT VDOT '17). Ideal for restaurant, fast food, grocery, auto parts retailer, auto repair. Strong potential for rezoning for increased

  Gillian Greenfield Coldwell Banker Premier

  153 Welltown Rd, Winchester, VA 22603
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  /15

  $199,999

  • Land
  • 7.4 Acres
  • $27,027 per Acre

  0 7 4 Ac Mountain Falls Rd, Winchester, VA 22602

  Enjoy stunning mountain views from this exceptional property, featuring approximately 60% open land and 40% wooded acreage. The building site is already cleared, making it ready for your dream home.Conveniently located just 25 minutes west of Winchester city limits, this property offers the perfect blend of accessibility and peaceful rural living. It checks all the boxes—Mountain Views,

  Jeff Boppe Long & Foster Real Estate, Inc.

  0 7 4 Ac Mountain Falls Rd, Winchester, VA 22602
• 

  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5 Acres
  • $39,980 per Acre

  181 Oak Dr, Winchester, VA 22603

  Build Your Vision at the End of the Lane Discover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50. With a

  Jim Thomson Realty ONE Group Old Towne

  181 Oak Dr, Winchester, VA 22603
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  /21

  $224,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 970 Sq Ft

  127 Geronimo Trail, Winchester, VA 22602

  Nestled in the serene Shawneeland community, this charming ranch-style home offers a perfect blend of comfort and tranquility. Set on a generous 1.92-acre lot, the property features a gently sloping landscape adorned with mature trees, creating a peaceful retreat from the hustle and bustle of everyday life. This 3-bedroom, 1-bathroom home invites you to unwind and make lasting memories. The

  Steve DuBrueler Coldwell Banker Premier

  127 Geronimo Trail, Winchester, VA 22602
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  /8

  $249,900

  • Land
  • 1 Acre
  • $249,900 per Acre

  Lot 36 Lake Serene Dr, Winchester, VA 22603

  Lake Serene Winchester Va. Don’t miss this rare opportunity to own the last available build-able lot in peaceful, secluded Lake Serene, a private, established lake community quietly tucked away, yet only 10 minutes from Old Town Winchester! You will never find an opportunity like this to enjoy the peace and tranquility of waterfront living with the added bonus of being only a few miles from

  Mark Jenkins Rappahannock Real Estate, LLC.

  Lot 36 Lake Serene Dr, Winchester, VA 22603

Showing Results 41 - 80, Page 2 of 3