Stephenson, VA Homes for Sale

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  $799,900 Open Sat 12PM - 2PM

  • 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

  (540) 619-5465

  123 Stetson St, Winchester, VA 22603
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  /29

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  110 Red Fox Trail, Winchester, VA 22602

  3-bedroom cottage in Shawneeland offering great potential to make it your own. Recent updates include new kitchen cabinets, countertops, updated bathroom vanities, modern fixtures, and some interior painting, providing a solid starting point for your vision. Inside, you’ll find a warm and functional layout featuring cathedral ceilings, hardwood flooring in most of the home, and a cozy stone

  Angie Ordonez NextHome Realty Select

  110 Red Fox Trail, Winchester, VA 22602
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  /60

  $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
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  /13

  $125,000

  • Land
  • 5 Acres
  • $25,000 per Acre

  Oak Drive Lot Unit WP001, Winchester, VA 22660

  Enjoy rural living and fun on this building lot in the Westwood Terrace community. This prime building lot is located off of Pinehill Drive at the base of Hunting Ridge. Access is secured via road frontage on paved Oak Drive and graveled Day Drive. Electricity and other utilities are nearby making for cost effective hookups. This land is zoned RA and the topography ranges from mild to steep.

  Chad Pangle Whitetail Properties Real Estate

  Oak Drive Lot Unit WP001, Winchester, VA 22660
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  /15

  $579,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625

  Construction has begun on This Brand New home that is being offered in a beautiful Lake Community! Desirable floor plan, Offers Quartz counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas. 9' ceilings on the main level. Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of

  Denise Bishop Long & Foster Real Estate, Inc.

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625
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  /54

  $525,000 Coming Soon

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

  357 Hunting Ridge Rd, Winchester, VA 22603

  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 ceiling and fireplace, creating a

  Sheila Pack RE/MAX Roots

  357 Hunting Ridge Rd, Winchester, VA 22603
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  $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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  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  514 Sleigh Dr, Cross Junction, VA 22625

  Bring your boat and beach towel!Rarely does a property of this quality and location come to market. This spectacular residence occupies one of Lake Holiday’s most distinguished addresses within the highly exclusive Sleigh Drive enclave—just fifteen homes in total AND the only location in Lake Holiday that offers direct beach access from your doorstep.Tucked against hundreds of acres of

  Jen Kitner Pearson Smith Realty, LLC

  514 Sleigh Dr, Cross Junction, VA 22625
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  /90

  $516,500

  • 4 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  235 Peppermint Spring Ln, Winchester, VA 22603

  Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary backing to conservation land just minutes from the vibrant energy of historic

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
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  /7

  $23,900

  • Land
  • 27,878 Sq Ft
  • $37,344 per Acre

  Lot 9 Dogwood Trail, Back Creek, VA 22602

  Come see the views in this mountain community, potential building lot .64 acres, build your possible full or part time home or just recreational use. Hard top roads, road maintenance & amenities. Fishing, boating, Beach area, 2 recreational park areas, picnic pavilion, fishing ponds, baseball field, basketball hoops. Take a ride to the top & enjoy all the wonderful Mountain Views. Peaceful &

  Gina Griffith MarketPlace REALTY

  Lot 9 Dogwood Trail, Back Creek, VA 22602
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  /48

  $409,900 Open Sun 1:30PM - 3:45PM

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  709 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
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  /20

  $399,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  103 Tonto Trail, Winchester, VA 22602

  Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail116 Pinto Trail103 Tonto Trail123 Killbuck Trail116 Pinto TrailStunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus

  Jim Thomson Realty ONE Group Old Towne

  103 Tonto Trail, Winchester, VA 22602
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  /2

  $7,000

  • Land
  • 0 Sq Ft

  Lot 95 Southwood Dr, Whitacre, VA 22625

  Non Buildable lot in the Lake Holiday community offering access to lake privileges and community amenities. Enjoy boating, swimming, beaches, and shared recreational areas in this gated lake community. Why wait till spring to begin exploring options for summer fun?! Explore all that Lake Holiday has to offer now and be ready to make memories on the lake before summer rolls around.

  Machelle Lewis Impresa Premier Realty LLC

  Lot 95 Southwood Dr, Whitacre, VA 22625
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  /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
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  /50

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  109 Huron Trail, Winchester, VA 22602

  Discover this inviting 3-bedroom, 2-bath tri‐level home, offering flexible living spaces and a unique layout designed for comfort and creativity. The main level features a bright kitchen and a welcoming living room, setting the tone for easy everyday living. The upper-level hosts three full bedrooms, including a comfortable primary suite with its own ensuite bath, along with a well‐appointed full

  LESLIE WEBB Long & Foster Real Estate, Inc.

  109 Huron Trail, Winchester, VA 22602
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  /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
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  /29

  $259,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  111 Genesee Trail, Winchester, VA 22602

  Remodeled rancher on 4 lots totaling 1.41 acres. Cute 2 bedroom 1 bath home freshly painted with new luxury vinyl planking throughout the entire house. Brand new bathroom with tub /shower. Open floor plan with bedrooms on each end of the house for privacy. 2 sheds that convey to store whatever your heart desires. Front deck to be stained as soon as weather permits. Come out and and enjoy all the

  Jacquelyn Rizzari MarketPlace REALTY

  111 Genesee Trail, Winchester, VA 22602
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  /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
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  /28

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,031 Sq Ft

  5990 Northwestern Pike, Gore, VA 22637

  *HUGE PRICE IMPROVEMENT – YOUR 10-ACRE OPPORTUNITY AWAITS!This SPRAWLING 9.8-acre estate offers the ultimate rural retreat without sacrificing modern convenience. Stop dreaming of more space and start owning it! Now at a newly improved price point, BRING ALL OFFERS! PRIME LOCATION! Tucked away in a mountain-view sanctuary, yet only 7 minutes from the WV border and 15 minutes from the heart of

  Kristi Massie Story House Real Estate

  5990 Northwestern Pike, Gore, VA 22637
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  $324,900

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  105 Buckskin Trail, Winchester, VA 22602

  Nestled in the charming Shawneeland community, you will enjoy the mountain views in this delightful ranch-style home which offers a perfect blend of comfort and modern living. With a major renovation completed in 2026, this residence boasts a fresh and inviting atmosphere, ideal for creating lasting memories. The exterior features low-maintenance vinyl siding, complemented exterior lighting that

  Bruce Elsey Long & Foster Real Estate, Inc.

  105 Buckskin Trail, Winchester, VA 22602
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  /26

  $799,900 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
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  /12

  $7,000

  • Land
  • 11,761 Sq Ft
  • $25,926 per Acre

  Lot 25 Forest Dr, Whitacre, VA 22625

  Escape to the Lake!This is your opportunity to own a membership lot in the beautiful, 240-acre gated community of Lake Holiday, just 20 minutes from Winchester. Ownership grants you full access to the community’s outstanding amenities, including a deep-water lake perfect for boating, fishing, swimming, and water skiing. Spend your days relaxing on one of two sandy beaches or take advantage of

  Abby Walters Preslee Real Estate

  Lot 25 Forest Dr, Whitacre, VA 22625
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  /21

  $99,900

  • Land
  • 28,314 Sq Ft
  • $153,692 per Acre

  222 Siler Ln, Winchester, VA 22603

  UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

  Erick Erdal Long & Foster Real Estate, Inc.

  222 Siler Ln, Winchester, VA 22603
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  /19

  $349,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  212 Falcon Trail, Winchester, VA 22602

  4-14-26 Going to paint and hardwoods down. Delivery end of April. Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck Trail116 Pinto Trail1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors

  Jim Thomson Realty ONE Group Old Towne

  212 Falcon Trail, Winchester, VA 22602
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  /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
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  /2

  $75,000

  • Land
  • 3 Acres
  • $25,000 per Acre

  0 White Pine Ln, Back Creek, VA 22602

  Discover the perfect canvas for your dream home on this expansive 3-acre parcel of land. Nestled in a serene setting, this property offers ample space for your vision, whether it's a cozy retreat or a sustainable homestead. Enjoy the freedom to design your ideal outdoor living spaces, gardens, or recreational areas, all while being surrounded by nature's beauty. With no restrictive association

  Sharon Daniels Coldwell Banker Premier

  0 White Pine Ln, Back Creek, VA 22602
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  /2

  $24,900

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

  Lot 162 Bobcat Trail, Winchester, VA 22602

  Perched atop Great North Mountain, this beautiful wooded lot offers the potential for stunning westerly mountain views. Just under half an acre, the property offers a small driveway already cut in and a level homesite area, an ideal setting for your future mountain retreat, whether a chalet, cabin, or full-time residence. Enjoy privacy, nature, and elevated views while still being approximately

  Natasha Roberts Realty ONE Group Old Towne

  Lot 162 Bobcat Trail, Winchester, VA 22602
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  /11

  $20,000

  • Land
  • 18,295 Sq Ft
  • $47,619 per Acre

  LOT 245 Inca Trail, Shawneeland, VA 22602

  What a Great Find in Shawneeland! Almost 1/2 acre Corner Lot, with most of the road frontage on Maple Trail. If you enjoy mountain views, and amenities with No HOA, this would be a perfect location to build your potential full or part time home. Amenities include Cherokee lake w/ boat ramp (no gas motors) Beach Area, Large recreational Park Areas with streams and 2 fishing ponds, playground,

  Gina Griffith MarketPlace REALTY

  LOT 245 Inca Trail, Shawneeland, VA 22602
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  /12

  $12,500

  • Land
  • 12,632 Sq Ft
  • $43,103 per Acre

  155 Hawk Trail, Winchester, VA 22602

  Lot 155 on Hawk Trail , is located in the mountainous residential community of Shawneeland, just 12 miles from Winchester, VA. Enjoy the fresh mountain air, hiking, fishing and swimming in Lake Cherokee in this idyllic setting. Know, however, that you are close to Winchester Medical Center, the Museum of the Shenandoah Valley, and an abundance of restaurants and shopping opportunities. Build a

  Rebecca McTavish Long & Foster Real Estate, Inc.

  155 Hawk Trail, Winchester, VA 22602
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  /11

  $780,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,476 Sq Ft

  230 Tranquil Wood Ln, Winchester, VA 22602

  NO HOA! MOVE IN READY! Are you in search of a spacious, one-level living home that combines privacy and the freedom of no HOA restrictions? Your search ends here. Introducing Tranquil Wood Ln showcasing the exquisite Dogwood Model! Inspired by the tree it draws its name from, this charming residence is a true masterpiece, reflecting the superior craftsmanship of the acclaimed Water Creek Homes

  Monique Rodriguez Pearson Smith Realty LLC

  230 Tranquil Wood Ln, Winchester, VA 22602
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  /27

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  211 Inca Trail, Winchester, VA 22602

  4-28-26 To be completion early May. Painted and hardwoods finished! Cabinets next. Getting close.Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck Trail116 Pinto TrailPremium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /9

  $28,000

  • Land
  • 20,037 Sq Ft
  • $60,870 per Acre

  LOT 92 Antelope Trail, Back Creek, VA 22602

  If you're looking to Build or Play you will not want to miss out on this FLAT .46 acre Building Lot. Hike Hunt, Lots of Wildlife, Hunt or feed them. Camp at this Multi Lake Community Great Fishing & a Beach with Volleyball or just Relaxing. So, Bring Your Kikai/Canoe Build that Special Retreat for a Place to Call Home. About 12 minutes from Winchester Rt/37. It's a Great local place to take the

  Richard Kozlowski Long & Foster Real Estate, Inc.

  LOT 92 Antelope Trail, Back Creek, VA 22602
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  /3

  $23,900

  • Land
  • 23,958 Sq Ft
  • $43,455 per Acre

  Lot 102 Dogwood Trail, Back Creek, VA 22602

  Come see the views in this mountain community, potential building lot .55 acres, build your possible full or part time home or just recreational use. Hard top roads, road maintenance & amenities. Fishing, boating, Beach area, 2 recreational park areas, picnic pavilion, fishing ponds, baseball field, basketball hoops. Peaceful & Quiet, Take a ride to the top & enjoy all the wonderful Mountain

  Gina Griffith MarketPlace REALTY

  Lot 102 Dogwood Trail, Back Creek, 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. Sold As Is With All personal property and buildings on property

  Tracy Link Coldwell Banker Premier

  5737 N Frederick Pike, Winchester, VA 22603
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  /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
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  /8

  $23,900

  • Land
  • 22,651 Sq Ft
  • $45,962 per Acre

  Lot 133 Tomahawk Trail, Back Creek, VA 22602

  Welcome to Shawneeland, Lot 133 .49 acres, potential building lot. for Full, Part time or just recreational use. This Mountain community has gorgeous views coming & going. Enjoy the amenities, Lake Cherokee, sandy beach area, boat (no gas) canoe, kayak, fishing. Main Recreational park area, picnic pavilion, playground area, 2 fishing ponds, golf pads, baseball diamond, stream & lots of space,

  Gina Griffith MarketPlace REALTY

  Lot 133 Tomahawk Trail, Back Creek, VA 22602
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  /23

  $399,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  208 Beaver Trail, Winchester, VA 22602

  4-28-26 sideing going up and drywalled soon. To be completed end of May. Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck Trail116 Pinto TrailStunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602
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  /79

  $860,000

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. The home was not available for showings over the past

  Sherry Santmyer Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /68

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  156 Geronimo Trail, Winchester, VA 22602

  .Welcome home to this charming ranch-style retreat featuring 3 bedrooms and 2 full baths, nestled on a beautifully mature, wooded lot filled with lush plantings and abundant wildlife. The fully fenced front yard offers privacy and a perfect outdoor escape, complete with a cozy firepit area for relaxing or entertaining. Step inside to a warm and inviting interior, highlighted by a spacious

  Traci Shoberg Samson Properties

  156 Geronimo Trail, Winchester, VA 22602
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  /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

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