Homes for Sale near Winchester Academy

• 

  

  

  /49

  $280,000

  • Land
  • 25 Acres
  • $11,129 per Acre

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin wired for a generator hook up with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603
• 

  

  

  /50

  $345,000

  • Land
  • 40 Acres
  • $8,582 per Acre

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603
• 

  

  

  /26

  $245,000

  • Land
  • 23 Acres
  • $10,452 per Acre

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey and many small game species. There are potential building sites located throughout the

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603
• 

  

  

  /40

  $749,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  200 Sweetbriar Ln, Winchester, VA 22603

  Welcome to your dream escape! This custom-built cabin on 7.02 acres in Winchester, VA offers the perfect blend of peace, privacy, and high-end living. Whether you're seeking a serene getaway or a functional farmette, this property has it all — with a mix of open pasture and woods, it’s ideal for animals, gardening, or simply soaking in nature.Step inside to find gleaming hardwood floors flowing

  Lori Hoffman Realty ONE Group Old Towne

  200 Sweetbriar Ln, Winchester, VA 22603
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  /72

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 3,079 Sq Ft

  228 Sunset Cir, Cross Junction, VA 22625

  Custom built one owner home in Lake Holiday! Get ready to vacation at home in this 3000+ above grade square foot Contemporary with Lake Views. Situated on a large lot with a well thought out floorplan. Main level primary suite with deck access. Kitchen has maple cabinetry and granite countertops. Main floor den/office and all centers around the fantastically soaring family room w/floor to

  Traci Shoberg RE/MAX Roots

  228 Sunset Cir, Cross Junction, VA 22625
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  /69

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,328 Sq Ft

  1134 Lakeview Dr, Cross Junction, VA 22625

  Lake Holiday Estates, This inviting brick ranch retreat home offers the living space you have been searching for and the setting that feels like you're tucked away from it all. The open floor plan and extensive natural light abound throughout the main living space. .The home offers a fireplace in the generously sized living room, an open updated kitchen, dining, and family room, a second

  Wendy Conner Coldwell Banker Premier

  1134 Lakeview Dr, Cross Junction, VA 22625
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  /51

  $720,000

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  881 Adams Rd, Winchester, VA 22603

  Welcome to this exquisite 3-bedroom, 2-bath rancher nestled on nearly 9 private acres, offering 2,250 square feet of refined living space and unmatched serenity. From the moment you enter, you'll be captivated by the elegance of rich wood floors, 9-foot ceilings, and exquisite crown molding with wide baseboards throughout. The great room is a true showstopper, featuring vaulted ceilings and a

  Kimberly Schroeder Long & Foster Real Estate, Inc.

  881 Adams Rd, Winchester, VA 22603
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  /56

  $639,900 Open Sat 1:30PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  281 Light Rd, Winchester, VA 22603

  Please note that this weekend's open house has been moved to Sunday, 5/18 - 12-2pm. Serene Ranch-Style Retreat on Over 8 Acres in Frederick County, VAWelcome to your private oasis in the heart of Frederick County! Nestled on over 8 partially wooded acres along peaceful Light Road, this beautifully maintained ranch-style home (with a heated in-ground swimming pool and several out-buildings)

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /75

  $599,999

  • 4 Beds
  • 3.5 Baths
  • 3,084 Sq Ft

  1425 Cedar Grove Rd, Winchester, VA 22603

  Welcome to this spacious colonial situated on 4.75 acres in Winchester. With 4 bedrooms and 3.5 bathrooms, this home offers plenty of room and modern comforts. Key Updates:New Roof (2023) – Enjoy peace of mind with this recent upgrade.Brand New HVAC System – Featuring highly efficient heat pumps with a 90% efficiency rating.New Bosch Dishwasher – It's so quiet - no disruption while you're taking

  Katrina Smith RE/MAX Roots

  1425 Cedar Grove Rd, Winchester, VA 22603
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  /51

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  IMPROVED PRICE! Come home to this beautifully designed POOL HOUSE featuring 4-bedrooms, 3-baths, just in time for summer! This modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is a true

  Karl Achstetter Keller Williams Realty

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /72

  $779,000

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  501 Northwood Cir, Cross Junction, VA 22625

  Live the Lakefront Lifestyle—And Earn From It TooWelcome to your personal slice of paradise on the water. This beautiful lakefront home offers not only breathtaking views and private access to Lake Holiday, but also a unique opportunity to generate income or host extended family with a fully finished lower-level apartment/in-law suite complete with its own separate entrance.Imagine waking up each

  Robert Adams Weichert Realtors - Blue Ribbon

  501 Northwood Cir, Cross Junction, VA 22625
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  /67

  $699,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,087 Sq Ft

  125 Holiday Rd, Cross Junction, VA 22625

  Effective May 27, 2025.$ 72,100.00 BELOW CURRENT APPRAISED VALUE of $ 772,000.00.....SELLER says --SELL>>>>>Please note that this CUSTOM home is priced ca. $50.00 LESS per square foot compared to 4 recently SOLD new construction homes at Lake Holiday. With 3,087 FINISHED Square feet LIVING AREA ABOVE GRADE + 2,013 Unfinished in Basement, this highly Customized Home totals 5,100 SQ.FT. and

  Erick Erdal Long & Foster Real Estate, Inc.

  125 Holiday Rd, Cross Junction, VA 22625
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  /6

  $589,000 New Construction

  • 3 Beds
  • 3 Baths
  • 3,050 Sq Ft

  206 Fairway Cir, Cross Junction, VA 22625

  *TO BE BUILT.* This Brand New Construction home is being offered in a beautiful Lake Community! Construction will begin upon obtaining the permit. This home and floor plan has so much to offer in the way of style and space. With 2,050 sq ft of living space and room to expand! The upstairs bonus area has Approx. 1,000 sq ft of additional living space and full bath. Plus, the full, walkout

  Denise Bishop Long & Foster Real Estate, Inc.

  206 Fairway Cir, Cross Junction, VA 22625
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  /9

  $589,000 New Construction

  • 3 Beds
  • 3 Baths
  • 3,050 Sq Ft

  Lot 246 105 Fairway Cir, Cross Junction, VA 22625

  *TO BE BUILT.* This Brand New Construction home is being offered in a beautiful Lake Community! Construction will begin upon obtaining the permit. This home and floor plan has so much to offer in the way of style and space. With 2,050 sq ft of living space and room to expand! The upstairs bonus area (unfinished - for future expansion) has the potential for 1,000 sq ft of additional living

  Denise Bishop Long & Foster Real Estate, Inc.

  Lot 246 105 Fairway Cir, Cross Junction, VA 22625
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  /4

  $172,000

  • Land
  • 5 Acres
  • $32,887 per Acre

  Lot 7 Redland Rd, Cross Junction, VA 22625

  Don't miss out on one of the last lots left of Equestrian Estates! Enjoy 5.23 acres on a beautiful corner lot. Don't miss your chance to build your Dream Home with access to trails to ride your Horses!

  Kimberly Schroeder Long & Foster Real Estate, Inc.

  Lot 7 Redland Rd, Cross Junction, VA 22625
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  /69

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  237 Lakeview Dr, Cross Junction, VA 22625

  See Video and iGuide for an interactive tour of the property!Welcome to Lake Holiday Estates—a private, gated community in the scenic foothills of the Appalachian Mountains in Cross Junction, Virginia. Just 14 miles from Winchester, this beautiful neighborhood spans 1,900 acres and features a stunning 250-acre lake, a 500-acre natural park, and an abundance of amenities for year-round

  Tana Hoffman Sager Real Estate

  237 Lakeview Dr, Cross Junction, VA 22625
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  /20

  $199,000

  • Land
  • 10 Acres
  • $19,900 per Acre

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603

  Two building lots! These two lots totaling 10-acres are absolutely pristine and just minutes from downtown Winchester. The property features large frontage along quiet and paved Adams Road and Dry Creek Lane. The land features four separate fields surrounded by ample hardwoods. A wet-weather stream bisects the easily walkable property. Wildlife is abundant, including numerous deer and

  Jeffrey Konrady Realty ONE Group Old Towne

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603
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  /22

  $29,900

  • Land
  • 0.32 Acre
  • $93,438 per Acre

  LOT 27 Westside Ln, Lake Holiday, VA 22637

  This LAKEFRONT MEMBERSHIP LOT in the serene Lake Holiday community presents a wonderful opportunity for relaxation and recreation. While the lot is non-buildable, it offers the perfect canvas for creating your dream dock where you can enjoy a wide variety of water activities. The 240-acre gated community is ideal for water lovers, with amenities such as swimming, fishing, and boating readily

  Lisa Cox Colony Realty

  LOT 27 Westside Ln, Lake Holiday, VA 22637
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  /6

  $115,000

  • Land
  • 5.00 Acres
  • $23,000 per Acre

  Lot 15 Pine Crest Ln, Gainesboro, VA 22603

  Terrific five acre lot in a great location! Lot 15 in the Chestnut Grove Estates subdivision. No HOA. Nearly 300 ft of paved road frontage! Perc has been located and just needs county approval. Excellent opportunity in beautiful western Frederick County.

  Amanda White Nova Home Hunters Realty

  Lot 15 Pine Crest Ln, Gainesboro, VA 22603
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  /25

  $139,900

  • Land
  • 0.27 Acre
  • $518,148 per Acre

  118 Dogwood Dr, Cross Junction, VA 22625

  Seize this incredible, rare chance to own a BUILDABLE LAKEFRONT LOT in Lake Holiday! This 1/4-acre wooded lot boasts a generous 74 feet of prime water frontage and is perfectly situated directly across from the marina in a no-wake-zone. This lakefront property comes complete with a fantastic lounging deck and a private dock, making it the perfect spot for immediate enjoyment or for building your

  Lisa Cox Colony Realty

  118 Dogwood Dr, Cross Junction, VA 22625
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  /26

  $24,900

  • Land
  • 0.36 Acre
  • $69,167 per Acre

  1114 Lakeview Dr, Cross Junction, VA 22625

  Discover an exceptional opportunity to build your dream home in the highly sought-after Lake Holiday Estates! This lot backs up to the old fairway and is situated within walking distance to the clubhouse and marina for added convenience of launching your boat. This property offers unparalleled access to all the fantastic amenities this vibrant lake community provides, including a 240-acre lake

  Lisa Cox Colony Realty

  1114 Lakeview Dr, Cross Junction, VA 22625
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  /46

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  276 Gore Rd, Gore, VA 22637

  NEW PRICE & $5,000 buyer concession offered by seller **This house comes with a REDUCED RATE as low as 5.875% (APR 6.187%) as of 06/09/2025 through List & Lock. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. *This delightful three-level, all-brick home blends timeless country character with thoughtful modern updates. Offering three bedrooms and two

  Shelley Belford NextHome Realty Select

  276 Gore Rd, Gore, VA 22637
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  /26

  $245,000

  • Land
  • 23 Acres
  • $10,452 per Acre

  0 Mockingbird Lot 7 Ln Unit VAFV2034380, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. There are potential building sites located throughout the

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Mockingbird Lot 7 Ln Unit VAFV2034380, Winchester, VA 22603
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  /49

  $280,000

  • Land
  • 25 Acres
  • $11,129 per Acre

  0 Mockingbird Lot 7a Ln Unit VAFV2034376, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin wired for a generator hook up with propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in an attached

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Mockingbird Lot 7a Ln Unit VAFV2034376, Winchester, VA 22603
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  /50

  $345,000

  • Land
  • 40 Acres
  • $8,582 per Acre

  0 Mockingbird Lot 8 Ln Unit VAFV2034374, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Mockingbird Lot 8 Ln Unit VAFV2034374, Winchester, VA 22603
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  /18

  $8,200

  • Land
  • 0.24 Acre
  • $34,167 per Acre

  906 S Lakeview Dr, Whitacre, VA 22625

  ESCAPE TO THE LAKE! Just 90 minutes from the beltway and 20 minutes from Winchester. Owning a membership lot in beautiful Lake Holiday entitles you to enjoy all the amenities that this gated community has to offer: A 240-acre deep water lake, beaches, swimming, boating, fishing, water skiing, a clubhouse with an exercise room, walking trails, dog park, playground and picnic areas, and tennis,

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  906 S Lakeview Dr, Whitacre, VA 22625
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  /9

  $60,000

  • Land
  • 0.23 Acre
  • $260,870 per Acre

  0 Southwood Dr - Lakefront Unit VAFV2034408, Cross Junction, VA 22625

  WATER FRONT LOT with EXPOSURE to the WIDE OPEN part of the LAKE with views of the MAIN BEACH and CLUB HOUSE diagonally to the west across the lake. A quiet and peaceful setting for all your outdoor and lake activities. A unique opportunity to enjoy the elevated view of beautiful Lake Holiday - a pristine 240 Acre Lake only 15 minutes NW of Winchester Va,. This lot takes in the wide lake views

  Erick Erdal Long & Foster Real Estate, Inc.

  0 Southwood Dr - Lakefront Unit VAFV2034408, Cross Junction, VA 22625
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  /15

  $229,000

  • Land
  • 5 Acres
  • $44,990 per Acre

  0 Red Oak Rd, Cross Junction, VA 22625

  Build Your Dream Home on 5 Beautiful Acres Near Lake Holiday! Have you been dreaming of building your own home in a peaceful, rural setting? This rare 5-acre lot offers the perfect balance of open space and privacy, featuring gently rolling terrain and a mix of open and wooded areas. With frontage on a scenic pond and designated areas for riding easements, this property is ideal for those who

  Sue Goodwin Long & Foster Real Estate, Inc.

  0 Red Oak Rd, Cross Junction, VA 22625
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  /9

  $229,000

  • Land
  • 5 Acres
  • $45,168 per Acre

  Lot 2 Red Oak Rd, Cross Junction, VA 22625

  Build Your Dream Home on 5 Beautiful Acres Near Lake Holiday! Have you been dreaming of building your own home in a peaceful, rural setting? This rare 5-acre lot offers the perfect balance of open space and privacy, featuring gently rolling terrain and a mix of open and wooded areas. With frontage on a scenic pond and designated areas for riding easements, this property is ideal for those who

  Sue Goodwin Long & Foster Real Estate, Inc.

  Lot 2 Red Oak Rd, Cross Junction, VA 22625
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  /51

  $380,000

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft

  166 Lake Holiday Rd, Cross Junction, VA 22625

  This rancher is in a great location with easy access to the front gate, school bus stop, and easy drive to all of the amenities of Lake Holiday including the two main beaches! You'll be greeted by the large front porch perfect for enjoying the deer that will visit. Entering into the living room you'll find LVP floors for easy maintenance, and open access to the kitchen and dining area featuring

  Misty Weaver Samson Properties

  166 Lake Holiday Rd, Cross Junction, VA 22625
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  /9

  $135,000

  • 1 Bed
  • 1 Bath

  1114 Cedar Grove Rd, Winchester, VA 22603

  Property has a great location but is probably a tear down. Health Documents available showing location of well/septic.

  Dave Spence RE/MAX Roots

  1114 Cedar Grove Rd, Winchester, VA 22603
• 

  

  /43

  $365,000

  • 4 Beds
  • 1 Bath
  • 1,232 Sq Ft

  6760 Northwestern Pike, Gore, VA 22637

  Country Living at its Best! Welcome to a charming 4 Bedroom 1 Bath home nestled on 1.62 acres of pure peace and quiet! Inside you will find lots of space to make it your own. Full basement has an extra shower and a sink all you have to add is a toilet for another full bath. Nice hardwood floors in living room and bedrooms. Some updates are already done. New Roof in 2024 and New Septic System

  Suzanne Simpson Fathom Realty

  6760 Northwestern Pike, Gore, VA 22637
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  /24

  $139,900

  • Land
  • 0.33 Acre
  • $423,939 per Acre

  905 Lakeview Dr, Cross Junction, VA 22625

  Fantastic Opportunity to Own Your Slice of Lake Heaven in this gated lake community just 20 minutes from Winchester!Don't miss out on this beautiful BUILDABLE LAKEFRONT lot, complete with a newly installed private dock—ready for your boat, kayaks, or simply soaking in the peaceful waterfront views. Spend your days relaxing by the water or start planning your dream weekend retreat or permanent

  Lisa Cox Colony Realty

  905 Lakeview Dr, Cross Junction, VA 22625
• 

  

  /35

  $394,999

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

  1304 Lakeview Dr, Cross Junction, VA 22625

  Brand New Roof Going on before closing! Price Drop $5K! BRING YOUR OFFERS! Welcome to this spacious Freshly Painted 4-bedroom, 3-bath home, partially wooded lot with approximately 3,000 square feet of living space and a partially finished walk-out basement—perfect for a private apartment or in-law suite.Inside, you’ll find beautiful hardwood floors throughout the first floor, a large eat-in

  Robert Adams Weichert Realtors - Blue Ribbon

  1304 Lakeview Dr, Cross Junction, VA 22625
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  /11

  $7,000

  • Land
  • 0.00 Acre

  Lot 152 Christie Ln, Whitacre, VA 22625

  Membership lot! This lot gives you full access to the amenities at Lake Holiday! Bring your boat, kayaks and self to enjoy the 240 acre private gated lake community, beaches, sports courts, clubhouse, disc golf course, and tons more! Membership lots are actual lots, but you cannot build a home on them, and cannot camp on them. For locals they are great for day trips to the lake, for swimming,

  Misty Weaver Samson Properties

  Lot 152 Christie Ln, Whitacre, VA 22625
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  /46

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  100 Woodlands Ln, Cross Junction, VA 22625

  Over the past few years, this home has been remodeled with new cabinets, counters, appliances, flooring, paint, bathrooms. The unfinished basement has plenty of space to expand - potentially doubling your living area! Most recent updates include new concrete work (patio, porch stairs, sidewalk), new garage doors, driveway work and exterior painting. Lake Holiday is perfect for all your

  Vicky Beach-Chrisner Fieldstone Real Estate

  100 Woodlands Ln, Cross Junction, VA 22625
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  /24

  $39,900

  • Land
  • 0.40 Acre
  • $99,750 per Acre

  LOT 34 Southwood Dr, Whitacre, VA 22625

  This lakefront lot in the serene Lake Holiday community presents a wonderful opportunity for relaxation and recreation. While the lot is non-buildable, it offers the perfect canvas for creating your dream dock where you can enjoy a wide variety of water activities. The 240-acre gated community is ideal for water lovers, with amenities such as swimming, fishing, and boating readily accessible.

  Lisa Cox Colony Realty

  LOT 34 Southwood Dr, Whitacre, VA 22625
• 

  

  /33

  $34,900

  • Land
  • 0.32 Acre
  • $109,062 per Acre

  1229 Lakeview Dr, Cross Junction, VA 22625

  THE BEST DEAL ON THE LAKE JUST GOT BETTER! WATERFRONT BUILDING LOT !!! DEAL OF A LIFETIME! EXCEPTIONAL VALUE! AT JUST $34,900, this lot is priced well below its tax assessed value of $140,000 and other waterfront building lots. Enjoy the good life on a restful cove of Lake Holiday, a 240-acre deep-water lake near Winchester and 90 minutes from the beltway. Private gated community with beaches,

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  1229 Lakeview Dr, Cross Junction, VA 22625
• 

  

  /93

  $535,000

  • Land
  • 0.50 Acre
  • $1,070,000 per Acre

  0 Lakeview Dr Unit VAFV2033032, Cross Junction, VA 22625

  Unique lake front double lot with water and sewer availability. Both lots are on quiet waterfront on a finger of Lake Holiday. These are sheltered water front lot which avoid weather created waves and wake from main lake and recreational boat traffic. One lot has a natural docking area and the other has enough open water for a dock. Water is quiet area is safe for docking a motor boat,

  Jeffrey Konrady Realty ONE Group Old Towne

  0 Lakeview Dr Unit VAFV2033032, Cross Junction, VA 22625
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  /81

  $1,485,000

  • 4 Beds
  • 4.5 Baths
  • 5,754 Sq Ft

  291 Lake Serene Dr, Winchester, VA 22603

  An architectural masterpiece, true luxury is in every detail of this lakefront estate home nestled into a beautiful, natural setting on a captivating private 25 acre lake. With stunning panoramic views of the lake (check out the video), this property embodies the essence of life on the lake! This English Country Style home was custom designed and finished in 2008, and features a

  Cynthia Butler Samson Properties

  291 Lake Serene Dr, Winchester, VA 22603

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