Newest Homes for Sale in Stephenson, VA

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  $369,900

  • 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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  /23

  $235,000

  • 2 Beds
  • 1 Bath
  • 640 Sq Ft

  228 Graywolf Trail, Winchester, VA 22602

  Move‐in ready 2 bedroom, 1 bath rancher featuring easy one‐level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini‐split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer.A circular driveway provides convenient access, and the nice‐sized outbuilding with electric

  Julie Shiley Coldwell Banker Realty

  228 Graywolf Trail, Winchester, VA 22602
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  /4

  $516,500 Coming Soon

  • 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 just minutes from the vibrant energy of historic Downtown

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
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  /74

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,860 Sq Ft

  320 Shawnee Trail, Winchester, VA 22602

  Welcome to your very own treehouse retreat surrounded by mature trees, mountain views, and exceptional privacy on 1.86 acres with a Private POOL! This property is designed for outdoor living, featuring a covered front porch, a large back deck with scenic views, and a beautifully crafted stone patio with a fire pit—perfect for entertaining or relaxing under the stars. The private pool area offers

  Stacey Mullins ERA Oakcrest Realty, Inc.

  320 Shawnee Trail, Winchester, VA 22602
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  /2

  $1,200,000 Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 5,426 Sq Ft

  410 Valley View Dr, Winchester, VA 22603

  Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three finished levels, five bedrooms, and

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  410 Valley View Dr, Winchester, VA 22603
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  /58

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  133 Erie Trail, Winchester, VA 22602

  Discover this charming ranch-style home nestled in the desirable Shawneeland community, offering a perfect blend of comfort and outdoor enjoyment. This well-maintained 3-bedroom, 2-bathroom residence spans 1,456 sq ft and features a thoughtful layout with an entry-level bedroom, ideal for convenience. Step inside to find a welcoming combination kitchen/living area, complemented by a cozy,

  Tracy Link Coldwell Banker Premier

  133 Erie Trail, Winchester, VA 22602
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  /25

  $799,900 New Construction

  • 3 Beds
  • 2 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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  /2

  $365,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  113 Deer Trail, Winchester, VA 22602

  Welcome home to this beautifully updated 3 bed, 2 bath property in Winchester! Step inside to an open-concept kitchen complete with a center island, brand new stainless steel appliances, and stylish finishes—ideal for both everyday living and entertaining. The home has been freshly painted and boasts new LVP flooring throughout the main living areas and new carpet in the bedrooms, creating a

  Caleb Fowler Samson Properties

  113 Deer Trail, Winchester, VA 22602
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  /2

  $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

  (540) 619-5465

  123 Stetson St, Winchester, VA 22603
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  /2

  $925,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  1112 Stony Hill Rd, Winchester, VA 22603

  156,58 acres minutes from Winchester, VA! Opportunities like this are hard to find—expansive land with fields, woods, and a creek, ready for your vision of a farm, estate, or peaceful retreat. Approximately half of the property could be farmed. Prime land opportunity in the Winchester area featuring a desirable mix of open fields, mature wooded acreage, and a scenic creek running through the

  Jennifer Watt Century 21 Redwood Realty

  1112 Stony Hill Rd, Winchester, VA 22603
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  /24

  $260,000

  • Land
  • 0.26 Acre
  • $1,000,000 per Acre

  0 Sleigh Drive Lot #193 Unit VAFV2040356, Cross Junction, VA 22625

  Come to the very popular SOUTH SIDE where the LAKE whispers to you in soft and quiet tones. Come and find out why the SOUTH SIDE is so very attractive for LAKE LIVING at LAKE HOLIDAY ESTATES. This parcel is gently sloped on a wide COVE (No Wake). Lots of LAKE WILDLIFE and the parcel is within a few minutes WALK to BEACH 2.. There is NO THROUGH TRAFFIC here and There are NO HOUSES across the COVE

  Erick Erdal Long & Foster Real Estate, Inc.

  0 Sleigh Drive Lot #193 Unit VAFV2040356, Cross Junction, VA 22625
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  /20

  $399,900 New Construction

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

  208 Beaver Trail, Winchester, VA 22602

  3-22-26 foundation going in this week and 60 days to complete. Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602
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  /13

  $199,000

  • Land
  • 20.05 Acres
  • $9,925 per Acre

  951 Bobcat Trail, Winchester, VA 22602

  Breathtaking Views and Endless Possibilities! Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or cozy

  Sharon Farinholt Realty ONE Group Old Towne

  951 Bobcat 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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  /56

  $349,900

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  224 Doe Trail, Winchester, VA 22602

  Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility

  Traci Shoberg Samson Properties

  224 Doe Trail, Winchester, VA 22602
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  /26

  $305,000

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  110 Duwamish Trail, Winchester, VA 22602

  Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

  Tina Jacobin Main Street Realty

  110 Duwamish Trail, Winchester, VA 22602
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  /12

  $165,000

  • Land
  • 0.44 Acre
  • $375,000 per Acre

  LOT 115 Rockwood Trail, Back Creek, VA 22602

  More Pictures On The Way! Now Offering This Beautiful Lot In Shawneeland VA, Just West Of Winchester! Mountain Top Lot With Great View! Lot Is Cleared, and Neighbors Lot Is Also! Clear View Of The Winchester City Area And Beyond!This .44 Acre Lot Has A Cleared Area With A Standing Shed, A 3 Bedroom Septic Perk, And Power Is Already Run On This Road. Mountain Top Living Includes The Frederick

  Tracy Link Coldwell Banker Premier

  LOT 115 Rockwood Trail, Back Creek, VA 22602
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  /41

  $449,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft

  607 S Lakeview Dr, Cross Junction, VA 22625

  BIG price adjustment! Get it while it lasts! Brand-new construction at 607 South Lakeview Dr. offers a perfect blend of modern comfort, thoughtful design, and scenic surroundings. Construction is complete—this home is truly turnkey and move-in ready.Step inside to discover a desirable open floor plan designed for both comfortable living and effortless entertaining. The main level features a

  Carolyn Young Samson Properties

  607 S Lakeview Dr, Cross Junction, VA 22625
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  /22

  $332,900

  • 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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  /74

  $574,900

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

  514 Sleigh Dr, Cross Junction, VA 22625

  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 wooded trails and the quieter, newly

  Jen Kitner Pearson Smith Realty, LLC

  514 Sleigh Dr, Cross Junction, VA 22625
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  /24

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  215 Cochise Trail, Winchester, VA 22602

  April Delivery -10 minutes from town - New Custom Colonial with upgrades and designed for modern living! This beautiful home offers 3 bedrooms, 2.5 baths, including a spacious primary suite with a private ensuite bath. The open-concept main level seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. Enjoy recessed lighting, stainless steel

  RoxAnn Grimes RE/MAX Roots

  215 Cochise Trail, Winchester, VA 22602
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  /9

  $28,000

  • Land
  • 0.46 Acre
  • $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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  /5

  $10,000

  • Land
  • 0 Acre

  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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  /29

  $279,900

  • 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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  /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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  /34

  $245,000

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  177 Dicks Hollow Rd, Winchester, VA 22603

  Newly remodeled turn-key starter home with modern updates. 2-bedroom 1-bathroom rancher just minutes from Winchester! Situated on a private .29-acre lot that backs to trees, this home offers peaceful country living with convenient access to Route 50 and town amenities. Interior features include luxury vinyl plank flooring throughout, stainless steel appliances, upgraded countertops, and a modern

  Sheila Pack RE/MAX Roots

  177 Dicks Hollow Rd, Winchester, VA 22603
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  /2

  $250,000

  • Land
  • 5 Acres
  • $50,000 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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  /2

  $250,000

  • Land
  • 5.01 Acres
  • $49,900 per Acre

  Lot 7 Oak, Winchester, VA 22603

  Build Your Vision at the End of the LaneDiscover 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.

  Jim Thomson Realty ONE Group Old Towne

  Lot 7 Oak, Winchester, VA 22603
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  /23

  $780,000 New Construction

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

  230 Tranquil Wood Ln, Winchester, VA 22602

  NO HOA! APRIL-MAY READY TO MOVE IN! 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

  Monique Rodriguez Pearson Smith Realty LLC

  230 Tranquil Wood Ln, Winchester, VA 22602
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  /2

  $12,800

  • Land
  • 0.4 Acre
  • $32,000 per Acre

  0+ Budwood Trail, Shawneeland, VA 22602

  Nice and level wooded lot next to a corner lot that is also listed for sale and owned by different seller.

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0+ Budwood Trail, Shawneeland, VA 22602
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  /81

  $456,500

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft

  101 Delaware Trail, Winchester, VA 22602

  Welcome to 101 Delaware Trail, a thoughtfully updated home nestled in the highly desirable Shawneeland community of Winchester, VA. Nearly the entire home has been updated, both inside and out, creating a fresh and modern living experience. Interior improvements include new flooring throughout (excluding existing wood flooring), an updated kitchen featuring Taj Mahal quartzite countertops, a

  Michael Putnam EXP Realty, LLC

  101 Delaware Trail, 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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  /20

  $349,900 New Construction

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

  212 Falcon Trail, Winchester, VA 22602

  3-31-26 Under roof and trades start 3-30-26. Delivery end of April. 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for

  Jim Thomson Realty ONE Group Old Towne

  212 Falcon Trail, Winchester, VA 22602
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  /15

  $399,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  7 Comanche Trail, Winchester, VA 22602

  Discover your dream home on a spacious, level lot, available for an end-of-April completion. This stunning new construction boasts a generous 3-bedroom, 2-full-bathroom layout, featuring an impressive list of builder upgrades included at no extra cost. Enjoy elegant hardwood flooring installed throughout the entire home, including all bedrooms, and classic tile in the baths. The gourmet kitchen

  Jim Thomson Realty ONE Group Old Towne

  7 Comanche Trail, Winchester, VA 22602
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  /2

  $20,000

  • Land
  • 0.48 Acre
  • $41,667 per Acre

  0 Poplar Trail, Shawneeland, VA 22602

  Building lot for sale.

  ROLLAND DICKERSON Weichert Realtors Nancy Beahm Real Estate

  0 Poplar Trail, Shawneeland, VA 22602
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  /35

  $525,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  157 Oak Dr, Winchester, VA 22603

  STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU! Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean,

  Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
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  /12

  $7,000

  • Land
  • 0.27 Acre
  • $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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  /2

  $7,000

  • Land
  • 0 Acre

  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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  /2

  $12,800

  • Land
  • 0.4 Acre
  • $32,000 per Acre

  0 Budwood Trail Unit 11620368, Winchester, VA 22602

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

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0 Budwood Trail Unit 11620368, Winchester, VA 22602
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  /23

  $349,900 New Construction

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  116 Pinto Trail, Winchester, VA 22602

  The Perfect Starter Home Awaits! 3-26-26 almost done. Granite and septic going in and final clean up grading and seed and straw beginning. Ready for you within 30 days.Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (two double windows and walkout exit with ruff in for future bath) for future needs.

  Jim Thomson Realty ONE Group Old Towne

  116 Pinto Trail, Winchester, VA 22602

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