Homes for Sale near Winchester Academy

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  /115

  $449,900

  • 3 Beds
  • 2 Baths
  • 2,202 Sq Ft

  103 Quail Ct, Cross Junction, VA 22625

  Beautifully designed and impeccably maintained, this newer ranch-style home offers effortless living in a highly desirable, active lake community. The open, inviting floor plan is enhanced by vaulted cathedral ceilings, creating a bright and spacious feel throughout. A finished basement provides exceptional flexibility and additional living space, while the covered screened-in porch invites you

  Melissa Johnston ERA Oakcrest Realty, Inc.

  103 Quail Ct, Cross Junction, VA 22625
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  /20

  $475,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,164 Sq Ft

  109 Waterside Ln, Cross Junction, VA 22625

  PROFESSIONAL PHOTOS COMING SOON! Spectacular Lakeview Home with Multiple Decks & Panoramic Views! Enjoy breathtaking lake views of the wide body of lake from all three levels of this stunning home featuring two expansive front decks and a private wrap-around deck off the primary suite. Designed for entertaining and everyday comfort, the open floor plan showcases soaring circular ceilings, elegant

  Lisa Cox Colony Realty

  109 Waterside Ln, Cross Junction, VA 22625
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  /18

  $49,900

  • Land
  • 0.23 Acre
  • $216,957 per Acre

  103 Green Leaf Dr, Lake Holiday, VA 22625

  LIVE AT THE LAKE! BUILD YOUR DREAM HOME ON THIS AFFORDABLE, LEVEL WOODED BUILDING LOT. In Lake Holiday, a spectacular gated community near Winchester with a 240-acre deep-water lake, mountain views and beaches. Enjoy fishing, boating, swimming, water skiing, a clubhouse with an exercise room, walking trails, dog park, playground and picnic areas, and tennis, basketball and volleyball courts.

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  103 Green Leaf Dr, Lake Holiday, VA 22625
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  /3

  $40,000

  • Land
  • 0.33 Acre
  • $121,212 per Acre

  411 Northwood Cir, Cross Junction, VA 22625

  411 Northwood Drive is located in the exclusive gated community, Lake Holiday! Offering the opportunity to find security, privacy and relaxation. Community offers common areas, such as clubhouse, beaches, marina, disc golf course, volleyball court, basketball court, and tennis courts. This is a buildable lot property with lake views and walkability to the lake, and a must see! Please be

  Jen Moore ERA Oakcrest Realty, Inc.

  411 Northwood Cir, Cross Junction, VA 22625
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  /71

  $939,000

  • 6 Beds
  • 5 Baths
  • 4,891 Sq Ft

  161 Skylar Lanes Way, Winchester, VA 22603

  STUNNING HOME WITH ACREAGE! Imagine having nearly 5,000 square feet of finished living space on two acres with no HOA - just 20 minutes from downtown Winchester!! This house is special - and you'll feel it as soon as you see it! 161 Skylar Lanes Way has been lovingly maintained, updated, and renovated. Absolutely no detail has been overlooked over the past few years!! This home features SIX

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
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  /20

  $6,000

  • Land
  • 0.24 Acre
  • $25,000 per Acre

  LOT 92 Southwood Dr, Whitacre, VA 22625

  Membership lot located in the 240-acre gated Lake Holiday Estates! Come bring your boat and lease a dock slip at the marina! Just 90 minutes from DC and 20 minutes from Winchester. Relax and enjoy the many amenities that Lake Holiday has to offer: 2 sandy beaches, fishing pier, clubhouse, fitness room, dog parks, playgrounds, picnic areas, disc golf and various sports courts. Lake Holiday is a

  Lisa Cox Colony Realty

  LOT 92 Southwood Dr, Whitacre, VA 22625
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  /9

  $229,000

  • Land
  • 5.07 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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  /81

  $709,000

  • 3 Beds
  • 4 Baths
  • 4,088 Sq Ft

  562 Logger Dr, Gore, VA 22637

  "Living The Life On Logger Dr" Welcome to your own private retreat! Stunning entrance with private gates. This 3-bedroom, 4-Full bath home sits on a private 5.24 acres! Spacious kitchen with stainless steel appliances and an eating area. Living room with beautiful wood ceiling and brick fireplace that has a wood stove insert. Den style room perfect for relaxing after a long day. Huge finished

  Matt Kilmer Samson Properties

  562 Logger Dr, Gore, VA 22637
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  /58

  $327,750

  • Land
  • 40.2 Acres
  • $8,153 per Acre

  0 Easter Ridge Lot 8 Ln, 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 Easter Ridge 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 Easter Ridge Lot 8 Ln, Winchester, VA 22603
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  /46

  $950,000 New Construction

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

  Lot 12 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate,

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
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  /46

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft

  289 Westview Dr, Winchester, VA 22603

  Welcome to your private contemporary retreat at 289 Westview Drive in Winchester, VA! This truly exceptional property offers the ultimate escape, situated on over 13 magnificent acres with gorgeous mature trees, stunning views, and unparalleled peace and quiet. Step inside the sun-filled main level, featuring an open layout that seamlessly connects the living room, dining room, and kitchen.

  Dan Whitacre Colony Realty

  289 Westview Dr, Winchester, VA 22603
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  /6

  $175,000

  • Land
  • 0.26 Acre
  • $673,077 per Acre

  1065 Lakeview Dr, Whitacre, VA 22625

  Build your dream home on this beautiful waterfront lot in the private gated community of Lake Holiday Estates. This buildable parcel offers serene lake views and direct water access, creating the perfect setting for a full-time residence or weekend retreat. Enjoy lakeside living while taking advantage of Lake Holiday’s amenities, including the 240 acre recreational lake, beaches, boating,

  Katie Landi Jordan Samson Properties

  1065 Lakeview Dr, Whitacre, VA 22625
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  /5

  $849,999 New Construction

  • 3 Beds
  • 2 Baths
  • 2,488 Sq Ft

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603

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