Homes for Sale near Winchester Academy

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  /54

  $440,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft

  201 Woodridge Ln, Winchester, VA 22603

  This home has been lovingly maintained and is in excellent condition. Once you step inside you will immediately see the pride of ownership in this all brick, 4 bedroom, 3 bath ranch home on 1.25 acres. It truly is the best of both worlds, living in the country, but conveniently located within several miles of the City of Winchester. The kitchen has updated countertops, newer appliances, and a

  Elizabeth Page Boxwell MarketPlace REALTY

  201 Woodridge Ln, Winchester, VA 22603
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  /67

  $425,000

  $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,722 Sq Ft

  128 - 130 Dogwood Dr, Cross Junction, VA 22625

  EXCEPTIONAL VALUE IN A PRIVATE, GATED LAKE COMMUNITY. DON'T MISS THIS RARE OFFERING OF A BEAUTIFULLY UPDATED 4-BEDROOM, 4-BATH CEDAR CAPE COD AND AN ADJOINING BUILDING LOT TOTALING MORE THAN HALF AN ACRE! In Lake Holiday near Winchester with a spectacular 240-acre deep-water lake, mountain views and beaches. Enjoy fishing, boating, swimming, water skiing, a clubhouse with an exercise room,

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  128 - 130 Dogwood Dr, Cross Junction, VA 22625
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  /79

  $1,130,000

  New Construction $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,211 Sq Ft

  0 Light Rd, Winchester, VA 22603

  Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning new construction nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural

  Melissa Johnston ERA Oakcrest Realty, Inc.

  0 Light Rd, Winchester, VA 22603
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  /24

  $169,000

  $41K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,359 Sq Ft

  500 S Hayfield Rd, Winchester, VA 22602

  PRICE IMPROVEMENT ALERT!! Nestled in a peaceful country setting just minutes from Winchester, this property offers an incredible opportunity to enjoy scenic mountain views and beautiful surrounding pasture land on a picturesque half-acre lot. The setting is truly the star here, with open views in the front and mountains stretching across the backdrop. Conveniently located with easy access to

  Phyllis Guthrie Keller Williams Realty

  500 S Hayfield Rd, Winchester, VA 22602
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  /24

  $260,000

  • Land
  • 11,325 Sq Ft
  • $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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  /38

  $49,900

  • Land
  • 9,147 Sq Ft
  • $237,619 per Acre

  1231 Lakeview Dr, Cross Junction, VA 22625

  Rare opportunity to own a waterfront buildable lot at the end of a peaceful cove—at an unbelievable price! Whether you’re dreaming of a weekend retreat or your forever home, this property offers the perfect setting to enjoy everything Lake Holiday has to offer. This sought-after 240-acre gated lake community features boating, water skiing, fishing, a fishing pier, sports courts, 3 beaches, a

  Lisa Cox Colony Realty

  1231 Lakeview Dr, Cross Junction, VA 22625
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  /2

  $68,000

  $7K PRICE DROP

  • Land
  • 5.09 Acres
  • $13,360 per Acre

  0 Logger Dr Unit VAFV2040220, Gore, VA 22637

  Rare opportunity to own 5 wooded acres located just minutes from Winchester Medical Center, shopping, dining, and major commuter routes (Rt. 37, I-81, Rt. 50, & Rt. 522). This parcel offers the perfect blend of privacy and convenience, making it an ideal setting for your custom home. The property features road frontage on a private, HOA-maintained road, providing maintained access while

  Sheila Pack RE/MAX Roots

  0 Logger Dr Unit VAFV2040220, Gore, VA 22637
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  /10

  $45,000

  • Land
  • 19,166 Sq Ft
  • $102,273 per Acre

  LOT #184 Sleigh, Cross Junction, VA 22625

  Nestled in a serene corner of Lake Holiday, this exceptional land parcel offers a unique opportunity to create your dream retreat. With its irregular shape and gentle sloping terrain, the lot presents a canvas for architectural creativity, allowing you to design a residence that harmonizes with the natural beauty surrounding it. Imagine waking up to breathtaking views of the tranquil lake, where

  Steve DuBrueler Coldwell Banker Premier

  LOT #184 Sleigh, Cross Junction, VA 22625
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  /2

  $6,700

  • Land
  • 14,810 Sq Ft
  • $19,706 per Acre

  0 Lot 241 Inglewood Ln Unit VAFV2042798, Cross Junction, VA 22625

  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 approximately 90 minutes from the Northern VA/Washington DC Metropolitan area, and 20-30 minutes from Winchester's amenities (shopping, schools, restaurants, Old Towne, Shenandoah University, Valley Health, Amazon

  Bridget Aikens Colony Realty

  0 Lot 241 Inglewood Ln Unit VAFV2042798, Cross Junction, VA 22625
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  /15

  $50,000

  • Land
  • 10,018 Sq Ft
  • $217,391 per Acre

  0 Southwood Dr - Lakefront Unit VAFV2039972, 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 and

  Erick Erdal Long & Foster Real Estate, Inc.

  0 Southwood Dr - Lakefront Unit VAFV2039972, Cross Junction, VA 22625
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  /11

  $750,000

  New Construction $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft

  0 Red Oak Rd, Cross Junction, VA 22625

  DECORATED MODELS NOW OPEN!!!!!Saturdays and Sundays from 11am to 5pmCall Sales Manager for Appointment Boxwood Farm - Main Level Primary Suite 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

  Daniel Boris Pearson Smith Realty, LLC

  0 Red Oak Rd, Cross Junction, VA 22625
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  /49

  $850,000

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 5 Keval Gyan Way, Winchester, VA 22603

  Model available to see! 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 a large family

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  /137

  $819,900

  • 3 Beds
  • 3.5 Baths
  • 2,484 Sq Ft

  250 Creola Dr, Winchester, VA 22603

  Tucked away on 3.54 private wooded acres, this beautifully designed custom home offers the perfect balance of luxury, privacy, and convenience—just 15 minutes from Winchester, VA and Winchester Medical Center. With almost 2,500 square feet of thoughtfully designed living space, a full unfinished basement, and a 2-car garage, this property offers room to grow and endless possibilities. Step inside

  Curtis Siever NextHome Realty Select

  250 Creola Dr, Winchester, VA 22603
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  /84

  $394,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  407 Dogwood Dr, Cross Junction, VA 22625

  GATED LAKE COMMUNITY LIVING – VACATION YEAR-ROUND! Welcome to Lake Holiday, where resort-style living meets everyday comfort! This move-in ready 3BR/2BA rancher offers easy one-level living with the added bonus of a partially finished walkout basement—perfect for a rec room, theater, or game-day space, plus unfinished area for storage or future expansion. The kitchen shines with rich cherry

  Lisa Cox Colony Realty

  407 Dogwood Dr, Cross Junction, VA 22625
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  /38

  $139,900

  • Land
  • 20 Acres
  • $6,995 per Acre

  TWO LOTS ON Siler Rd, Winchester, VA 22603

  In the Gainesboro area of Frederick County, VA, offered here are (2) 10 acre lots with unique characteristics. The land is within the Rhine Forest Estates "subdivision" with NO COVENANTS or RESTRICTIONS. First thought is for recreation. The first lot borders Siler Road (hard surfaced state road) and also extends over Bucksaw Ln, running to the banks of Isaac Creek. The 2nd lot is right next door,

  Edward Beightol Cedar Creek Real Estate

  TWO LOTS ON Siler Rd, Winchester, VA 22603
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  /30

  $925,000

  • Land
  • 156.58 Acres
  • $5,908 per Acre

  950 Stony Hill Rd, Winchester, VA 22603

  PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony

  Jennifer Watt Century 21 Redwood Realty

  950 Stony Hill Rd, Winchester, VA 22603
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  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5 Acres
  • $39,980 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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  /16

  $249,900

  • Land
  • 1 Acre
  • $249,900 per Acre

  Lot 36 Lake Serene Dr, Winchester, VA 22603

  Lake Serene Winchester Va. Don’t miss this rare opportunity to own the last available build-able lot in peaceful, secluded Lake Serene, a private, established lake community quietly tucked away, yet only 10 minutes from Old Town Winchester! You will never find an opportunity like this to enjoy the peace and tranquility of waterfront living with the added bonus of being only a few miles from

  Mark Jenkins Rappahannock Real Estate, LLC.

  Lot 36 Lake Serene Dr, Winchester, VA 22603
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  /27

  $49,900

  • Land
  • 10,018 Sq Ft
  • $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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  /61

  $499,900

  • 3 Beds
  • 3 Baths
  • 3,686 Sq Ft

  179 Woodridge Ln, Winchester, VA 22603

  Spacious Ranch Home with In-Law Suite Potential on 1.58 Acres Discover the perfect blend of space, comfort, and convenience in this ranch home offering over 3,700 finished square feet of living space. The main level features more than 2,100 square feet above grade, including 3 bedrooms, 2 full bathrooms, a spacious kitchen, beautiful hardwood floors, and an attached 2-car garage plus another

  Traci Shoberg Samson Properties

  179 Woodridge Ln, Winchester, VA 22603
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  /3

  $40,000

  • Land
  • 14,374 Sq Ft
  • $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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  /33

  $679,900

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,050 Sq Ft

  405 Spring Valley Dr, Winchester, VA 22603

  NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an

  Ralph Harvey ListWithFreedom.com

  405 Spring Valley Dr, 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

  Model available to see! 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
• 

  

  /27

  $409,999

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  607 S Lakeview Dr, Cross Junction, VA 22625

  **LANDSCAPING WILL BE DONE 6/21** Welcome to 607 S Lakeview, a brand-new home in a gated lake community in Cross Junction. This 3-bedroom, 2.5-bath home offers an open main living area with a fireplace, a kitchen with a center island, a primary suite with a stylish barn door bathroom entry, and a rear deck for relaxing or entertaining. Enjoy the lifestyle of lake community living with access to

  Mal Anshassi EXP Realty, LLC

  607 S Lakeview Dr, Cross Junction, VA 22625
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  /63

  $850,000

  Open Sat 1PM - 3PM $39K PRICE DROP

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

  161 Skylar Lanes Way, Winchester, VA 22603

  Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
• 

  

  /8

  $165,000

  $10K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $634,615 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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  /55

  $500,000

  Open Sun 1PM - 4PM

  • 2 Beds
  • 4 Baths
  • 2,384 Sq Ft

  274 Three Oaks Dr, Gore, VA 22637

  Welcome home to this stunning property at 274 Three Oaks Dr! Serving as the perfect retreat from the everyday hustle, this magnificent estate is situated on an expansive, fully enclosed 5 acre lot in the wonderful Autumn Hills Estates community, which offers a year round creek with a walking path, gazebo, and look out area. This property features a main residence and a fantastic guest house,

  Haythem Hedda Pearson Smith Realty, LLC

  274 Three Oaks Dr, Gore, VA 22637
• 

  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5.01 Acres
  • $39,900 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
• 

  

  /90

  $485,000

  $32K PRICE DROP

  • 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 backing to conservation land just minutes from the vibrant energy of historic

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
• 

  

  /18

  $229,000

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

  Lot 1 Crested Mountain Ln, Cross Junction, VA 22625

  Discover a serene escape on this stunning 5.09-acre lot in Holiday Equestrian Estates Section Two! Perfectly nestled in a partly wooded landscape, this property offers both privacy and tranquility. Imagine waking up to the gentle sounds of nature, with breathtaking views of a picturesque pond and lush trees that create a peaceful backdrop for your dream home. Located in an area of new

  Bridget Aikens Colony Realty

  Lot 1 Crested Mountain Ln, Cross Junction, VA 22625
• 

  

  /5

  $250,000

  • 2 Beds
  • 1 Bath
  • 989 Sq Ft

  200 Middle Ln, Gore, VA 22637

  Tucked away on a quiet lane in the Gore countryside, this cozy 2-bedroom, 1-bath cottage offers an affordable entry point into homeownership or a smart addition to any investment portfolio. Built in 1964 and full of classic character, the home features hardwood floors, a metal roof, and a covered porch that invites you to slow down and take in the peaceful surroundings.The 0.37-acre lot

  Shane Bowman RE/MAX Roots

  200 Middle Ln, Gore, VA 22637
• 

  

  /5

  $899,900

  New Construction $50K PRICE INCREASE

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

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  Model available to see! 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603

Showing Results 41 - 72, Page 2 of 2