Homes for Sale near Winchester Academy

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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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  /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

  This 0.33-acre lot offers a prime investment opportunity in a gated community, featuring a blend of natural beauty and desirable amenities. The wooded surroundings provide a serene setting, ideal for building a custom home or vacation retreat. Investors can benefit from the community's extensive amenities, including a beach, boat dock, clubhouse, and recreational facilities, enhancing property

  Jen Moore ERA Oakcrest Realty, Inc.

  411 Northwood Cir, Cross Junction, VA 22625
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  /97

  $769,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  1239 Lakeview Dr, Cross Junction, VA 22625

  Experience Elevated Lakefront Living at Lake Holiday Perfectly positioned along 113 feet of private lake frontage, this stunning 2019-built home offers a seamless blend of modern design and timeless lakeside charm. With over 2,200 finished square feet, 4 bedrooms, and 2.5 baths, this is the ideal retreat for both everyday living and effortless entertaining. Wake up to serene water views from the

  Eve Weber Long & Foster Real Estate, Inc.

  1239 Lakeview Dr, Cross Junction, VA 22625
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  $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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  $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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  $535,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,141 Sq Ft

  805 S Lakeview Dr, Cross Junction, VA 22625

  **OPEN HOUSE THIS SATURDAY, MARCH 21 and SUNDAY, MARCH 22 FROM 12-2pm both days!!!** Looking for privacy and peaceful wooded views in Lake Holiday? This beautifully upgraded Keystone Custom Builders home is tucked away on the quiet side of the community and backs to nearly a mile of HOA-owned wooded land, offering a rare blend of privacy, thoughtful upgrades, and lake-community living.The

  Angie Tarr Samson Properties

  805 S Lakeview Dr, Cross Junction, VA 22625
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  /81

  $698,000

  • 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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  /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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  /73

  $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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  /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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  /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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  /48

  $580,000

  • 4 Beds
  • 2.5 Baths
  • 3,414 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /5

  $879,900 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

Showing Results 41 - 55, Page 2 of 2