Homes for Sale near Winchester Academy

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  /58

  $327,750

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

  0 Easter Ridge Ln Unit LotWP008 23743105, Gainesboro, 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

  0 Easter Ridge Ln Unit LotWP008 23743105, Gainesboro, VA 22603
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  /30

  $232,750

  • Land
  • 23.44 Acres
  • $9,930 per Acre

  0 Easter Ridge Ln Unit LotWP007 23743103, Gainesboro, 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. 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

  0 Easter Ridge Ln Unit LotWP007 23743103, Gainesboro, VA 22603
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  /56

  $266,000

  • Land
  • 25.16 Acres
  • $10,572 per Acre

  0 Easter Ridge Ln Unit LotWP007A 23743104, Gainesboro, 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 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

  Chad Pangle Whitetail Properties Real Estate

  0 Easter Ridge Ln Unit LotWP007A 23743104, Gainesboro, VA 22603
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  /3

  $670,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft

  0 Red Oak Rd, Cross Junction, VA 22625

  DECORATED MODELS in WINCHESTERSaturdays and Sundays from 11am to 5pmCall Sales Manager for Appointment Evergreene Mill - One Story Living Carrington Homes Western Loudoun’sPremiere builder introduces its newWinchester Collection of single familyHomes on 5 acre lots with premium MountainViews. Custom style homes designedBy James McDonald Architects featuring Carrington

  Daniel Boris Pearson Smith Realty, LLC

  0 Red Oak Rd, Cross Junction, VA 22625
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  /2

  $6,800

  • Land
  • 0.26 Acre
  • $26,154 per Acre

  0 Lot 224 Pinecrest Ct Unit VAFV2036062, Cross Junction, VA 22625

  Dreaming of warmer weather?? This is a MEMBERSHIP LOT currently available for sale in highly desired Lake Holiday Estates (a 240-acre gated lake community) in Cross Junction, Virginia!This community is situated about 90 minutes from the Northern VA/Washington DC Metropolitan area, and 20-30 minutes from Winchester's amenities (shopping, schools, restaurants, Old Towne, Shenandoah

  Bridget Aikens Colony Realty

  0 Lot 224 Pinecrest Ct Unit VAFV2036062, Cross Junction, VA 22625
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  /2

  $479,400 New Construction

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

  101 Woodlands Ln, Cross Junction, VA 22625

  Desirable floor plan, Offers granite counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas and baths, Carpet in bedrooms, Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of the home. Kitchen, dining and living room all open to one another. Full unfinished walkout

  Denise Bishop Long & Foster Real Estate, Inc.

  101 Woodlands Ln, Cross Junction, 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.

  Machelle Lewis Realty FC, LLC

  Lot 95 Southwood Dr, Whitacre, VA 22625
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  /14

  $22,500

  • Land
  • 0.25 Acre
  • $90,000 per Acre

  1116 Lakeview Dr, Cross Junction, VA 22625

  *Price reduction. Lake life is calling! Build your dream home on this gorgeous wooded lot in Lake Holiday Estates, a desirable, gated lake community nestled around a stunning 240-acre lake in scenic Frederick County, VA. Enjoy a wide array of amenities, including boating, fishing, water skiing, three beaches, volleyball courts, playgrounds, picnic areas, a dog park, exercise room, clubhouse,

  Denise Bishop Long & Foster Real Estate, Inc.

  1116 Lakeview Dr, Cross Junction, VA 22625
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  /65

  $799,900

  • 4 Beds
  • 3.5 Baths
  • 5,040 Sq Ft

  2411 Hunting Ridge Rd, Winchester, VA 22603

  This is the one you've been waiting for! Welcome to 2411 Hunting Ridge Rd. This large and private classic colonial is ready for you. With over 5000 sq ft and more than 5 acres of property, this beautiful home has it all. The winding tree-lined (and paved!) driveway invites you in. Enter into the welcoming two story foyer, which is flanked by lovely formal dining and sitting rooms. Exploring

  Amanda White Nova Home Hunters Realty

  2411 Hunting Ridge Rd, Winchester, VA 22603
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  /11

  $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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  /13

  $125,000

  • Land
  • 11.17 Acres
  • $11,191 per Acre

  0 Easter Ridge Ln NE Unit VAFV2035782, Cross Junction, VA 22625

  11+ acres in quiet, private setting. Mostly wooded with small pond. Abundant wildlife. Unrestricted. Hunting allowed. Property has an approved drain field area for septic (see plat). **AWD or 4WD vehicle required.**Property appraised for list price in April 2025.

  Eric Kronenwetter RE/MAX Roots

  0 Easter Ridge Ln NE Unit VAFV2035782, Cross Junction, VA 22625
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  /14

  $88,500

  • Land
  • 5.09 Acres
  • $17,387 per Acre

  0 3 Oaks Dr Unit VAFV2037858, Gainesboro, VA 22637

  Autumn Hills Estates' 5-acre wooded corner lot offers the opportunity to enjoy nature amidst the trees, off the beaten path, in a small rural community. The lot is level to gently sloping and accessible from two lanes.The owner has been in the process of obtaining a septic letter and is expected to receive a 4-bedroom septic letter for an alternative drip system. Fantastic mountain views from

  Wendy Conner Coldwell Banker Premier

  0 3 Oaks Dr Unit VAFV2037858, Gainesboro, VA 22637
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  /2

  $429,000

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

  5990 Northwestern Pike, Gore, VA 22637

  **Please note that professional pictures will be uploaded shortly, pending suitable weather conditions for photography.** This ranch-style home offers a promising opportunity for a private retreat, accessible via a private driveway and surrounded by serene trees and mountain views. The spacious yard features multiple outbuildings for storage or outdoor activities.Inside, the home includes

  Kristi Massie Real Broker, LLC

  5990 Northwestern Pike, Gore, VA 22637
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  /6

  $100,000

  • Land
  • 5 Acres
  • $20,000 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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  /18

  $95,000

  • Land
  • 0.23 Acre
  • $413,043 per Acre

  122 Dogwood Dr, Cross Junction, VA 22625

  Come build your lake cottage on this waterfront lot in Lake Holiday! This lot is located across from the marina on a wide finger of the lake in a no wake zone, yet close to all of the action. Add a dock for private boat parking - and take advantage of all of the amenities Lake Holiday has to offer including 3 beaches, hiking trails, clubhouse, exercise room, sports courts, dog park, 18 hole disc

  Misty Weaver Samson Properties

  122 Dogwood Dr, Cross Junction, VA 22625
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  /98

  $689,900 Open Sat 12PM - 2PM

  • 6 Beds
  • 4.5 Baths
  • 4,124 Sq Ft

  461 Skylar Lanes Way, Winchester, VA 22603

  Welcome to 461 Skylar Lanes Way, a stunning home nestled on over 2 acres in the upscale & sought after Walnut Springs Estates community, with just minutes from downtown Winchester! This spacious residence offers 6 bedrooms, 4.5 bathrooms, finished basement and a 3-car side load garage with a circular paved driveway, providing plenty of room for family, guests, and entertaining. Step inside the

  Michele Gibson Samson Properties

  461 Skylar Lanes Way, Winchester, VA 22603
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  /2

  $6,750

  • Land
  • 0.37 Acre
  • $18,243 per Acre

  Lot 76 Chestnut Place, Lake Holiday, VA 22637

  Who is wishing for some warmer weather? This is a membership lot currently available for sale in highly desired Lake Holiday Estates (a 240-acre gated community) in Cross Junction, Virginia!Situated about 90 minutes from the Washington DC Metropolitan area, and 20-30 minutes from Winchester's amenities (shopping, schools, restaurants, Old Towne, Shenandoah University, Laurel Ridge

  Bridget Aikens Colony Realty

  Lot 76 Chestnut Place, Lake Holiday, VA 22637
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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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  /21

  $99,900

  • Land
  • 0.65 Acre
  • $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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  /13

  $359,000

  • 5 Beds
  • 2 Baths
  • 2,446 Sq Ft

  1220 Lakeview Dr, Cross Junction, VA 22625

  Fantastic opportunity to own a beautifully updated home in the exclusive, gated Lake Holiday Estates community! Enjoy vacation-style living year-round in this serene and private neighborhood.This home features a custom-designed kitchen with stainless steel appliances, granite countertops, and upgraded cabinetry. Numerous updates were completed in 2021, including: New roof, Vinyl siding &

  Cristina Sison Realty ONE Group Capital

  1220 Lakeview Dr, Cross Junction, VA 22625
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  /15

  $229,000

  • Land
  • 5.09 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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  /2

  $489,000 New Construction

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

  247 LOT 206 Fairway Cir, Cross Junction, VA 22625

  *To Be Built* This Brand New Construction home is being offered in a beautiful Lake Community!Desirable floor plan, Offers granite counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas and baths, Carpet in bedrooms, Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of the

  Denise Bishop Long & Foster Real Estate, Inc.

  247 LOT 206 Fairway Cir, Cross Junction, VA 22625
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  /27

  $525,000

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

  155 Blackberry Ln, Gore, VA 22637

  Step into a world of peace, space, and endless possibilities. This stunning home offers the perfect blend of rural tranquility and modern convenience, all just minutes from Winchester. With soaring cathedral wood ceilings and a spacious loft, every corner of this home is designed for comfort and style. The sunroom invites you to relax and soak in the breathtaking views, while the fully finished

  Sarah Reynolds Keller Williams Realty

  155 Blackberry Ln, Gore, VA 22637
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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 basement

  Denise Bishop Long & Foster Real Estate, Inc.

  206 Fairway Cir, Cross Junction, VA 22625
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  /2

  $439,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,597 Sq Ft

  109 Sycamore Place, Cross Junction, VA 22625

  Beautiful 3-bedroom, 2-bath Cape Cod-style home featuring an open floor plan. This brand-new build is situated on a .37-acre lot in the gated community of Lake Holiday. The kitchen is a standout with premium shaker-style cabinetry, granite countertops, double sinks, and stainless steel appliances. The main-level primary suite includes a walk-in closet, dual vanities, and a walk-in shower with

  Sheila Pack RE/MAX Roots

  109 Sycamore Place, Cross Junction, VA 22625
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  /3

  $565,000 Open Sat 11AM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,319 Sq Ft

  180 Goldfinch Ln, Gore, VA 22637

  More Details And Professional Photos The Week Of February 1 2026. Visit This Home In Frederick County VA, Gore VA! Approximately 16 miles from Winchester, Walmart and Winchester Medical Center! Gore Is Beautiful Rural Community Close To Communter Routes And Shopping. The Sellers Took Great Pride In Designing This Custom Built Colonial Home And Lived Out There Days Until Moving Onto A Different

  Tracy Link Coldwell Banker Premier

  180 Goldfinch Ln, Gore, VA 22637
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  /11

  $730,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,416 Sq Ft

  0 Red Oak Rd, Cross Junction, VA 22625

  Last 5 Acre Lot with Mountain Views at Red OakDECORATED MODELS located at 156 Covey Lane Winchester VaSaturdays and Sundays from 11am to 5pm Dogwood - One Story Living Carrington Homes Western Loudoun’sPremiere builder introduces its newWinchester Collection of single familyHomes on 5 acre lots with Premium MountainViews. Custom style homes designedBy James McDonald

  Daniel Boris Pearson Smith Realty, LLC

  0 Red Oak Rd, Cross Junction, VA 22625
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  /7

  $129,000

  • Land
  • 8.3 Acres
  • $15,542 per Acre

  0 Light Rd, Winchester, VA 22603

  Large lot available! WELL ON SITE! Over 8 acres for sale in Northern Frederick County, VA at the top of The Shenandoah Valley! Perfect for building or recreation/hunting. Turkey, deer and other wildlife abound. Only 20 minutes from Winchester! 20 minutes from Berkeley Springs, WV! Looking for that perfect get-a-way spot to enjoy wildlife and nature? This may be it! Lot is fully wooded. Ideal

  Jennifer Watt Century 21 Redwood Realty

  0 Light Rd, Winchester, VA 22603
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  /56

  $266,000

  • Land
  • 25.16 Acres
  • $10,572 per Acre

  0 Easter Ridge Lot 7a 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 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 Easter Ridge Lot 7a Ln, Winchester, VA 22603
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  /50

  $475,000

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

  121 Waterside Ln, Cross Junction, VA 22625

  Welcome to 121 Waterside Lane in Cross Junction, VA — where lake life meets mountain views and every sunset feels like a screensaver. This 3-bedroom, 2.5-bath beauty is “peaceful retreat meets functional family home” with over 2,300 sq ft of living space and views for days. Step inside to gleaming hardwood floors throughout the main level and a floorplan that flows like a dream — featuring a flex

  Daniel Keeton Keeton & Co. Real Estate

  121 Waterside Ln, Cross Junction, VA 22625
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  /30

  $232,750

  • Land
  • 23.44 Acres
  • $9,930 per Acre

  0 Easter Ridge Lot 7 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. 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 Easter Ridge Lot 7 Ln, Winchester, VA 22603
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  /10

  $32,500

  • Land
  • 0.31 Acre
  • $104,839 per Acre

  407 Northwood Cir, Gainesboro, VA 22625

  NEW PRICE - GREAT VALUE!!! Sellers have outgrown the need for this lot they used as a membership lot. Time for new owner(s) to benefit from this buildable lot in the gated community of Lake Holiday. It is priced below the new tax assessed value! The wooded land slopes down to a walkable area, perfect for a walk-out basement home.Located a short drive from Winchester VA and 1.5 hours from

  Roxane Morrison NextHome Realty Select

  407 Northwood Cir, Gainesboro, VA 22625
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  /2

  $6,500

  • Land
  • 0.29 Acre
  • $22,414 per Acre

  110 Southwood Dr, Cross Junction, VA 22625

  Looking forward to warm weather activities? Here is a MEMBERSHIP LOT currently available for sale in highly desired Lake Holiday Estates, a 240-acre gated lake community, in Cross Junction, Virginia!This community is situated about 90 minutes from the Northern VA/Washington DC Metropolitan area, and is about 20-30 minutes from Winchester's amenities (shopping, schools, restaurants, Old

  Bridget Aikens Colony Realty

  110 Southwood Dr, Cross Junction, VA 22625
• 

  /2

  $479,900 New Construction

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

  607 S Lakeview Dr, Cross Junction, VA 22625

  Brand-new construction at 607 South Lakeview Dr. offers a perfect blend of modern comfort, thoughtful design, and resort-style living. Step inside to discover a desirable split-bedroom floor plan that ensures privacy and convenience. The spacious primary suite is situated on one side of the home, while two additional bedrooms are located on the opposite side. The open-concept layout seamlessly

  Carolyn Young Samson Properties

  607 S Lakeview Dr, Cross Junction, VA 22625
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  /35

  $590,000

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

  157 Oak Dr, Winchester, VA 22603

  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, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home!The primary suite has been remodeled, including an

  Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
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  /129

  $1,095,000

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

  410 Valley View Dr, Winchester, VA 22603

  Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

  Angela Duncan MarketPlace REALTY

  410 Valley View Dr, Winchester, VA 22603
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  /12

  $50,000

  • Land
  • 0.28 Acre
  • $178,571 per Acre

  126 Downhill Cir, Lake Holiday, VA 22625

  Have you been waiting for a relatively FLAT lot in Lake Holiday? This is your chance! This gorgeous lot on the quiet south side is backed by a small common area for a bit more privacy. You can bring your own builder, and can build as small as 1,000sf if one level, or for a two level you need 800sf on the main level and then at least 200sf upstairs. Currently the water/sewer connection is only

  Misty Weaver Samson Properties

  126 Downhill Cir, Lake Holiday, VA 22625
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  /3

  $84,900

  • Land
  • 1.33 Acres
  • $63,835 per Acre

  0 Hollow Rd, Gore, VA 22637

  Perc work has been started! Soil scientist has located 2 separate perc sites, 1 at the front for a 2 bedroom conv and one at the rear of the property for a 4 bedroom alternate system. Existing well on the property that Purchaser will need verify. Seller hasn't used since the hydrant went missing years ago. Seller has put survey and final perc docs on a temporary hold with consideration to Buyer.

  Misty Miller OliveTree Property Group, LLC

  0 Hollow Rd, Gore, VA 22637
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  /35

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  103 Northwood Cir, Cross Junction, VA 22625

  Beautifully maintained 3-bedroom, 2.5-bath split‐foyer home located in the gated Lake Holiday Estates community. This inviting property features new kitchen appliances, New roof, updated flooring in select areas, and a spacious layout ideal for comfortable living. The upper level offers a bright living area, an eat‐in kitchen with direct access to a large rear deck, perfect for outdoor dining and

  Lisa Blansett Mountains Edge Realty LLC

  103 Northwood Cir, Cross Junction, VA 22625
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  /12

  $53,900

  • Land
  • 3.25 Acres
  • $16,585 per Acre

  00 Sweetbriar Ln, Winchester, VA 22603

  This 3.25 acre wooded parcel in Frederick County offers hilly terrain in a quiet rural setting outside the city limits. The property is not located in a flood zone and is accessed via an unnamed county maintained road. Zoning allows for single family dwellings, mobile homes, and tiny homes, with short term rentals permitted subject to county administrative approval. Located approximately 20

  Derek Greene The Greene Realty Group

  00 Sweetbriar Ln, Winchester, VA 22603

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