Homes for Sale near Winchester Academy

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  /67

  $47,500

  • Land
  • 11,325 Sq Ft
  • $182,692 per Acre

  130 Dogwood Dr, Lake Holiday, VA 22625

  EXCEPTIONAL VALUE IN A PRIVATE, GATED LAKE COMMUNITY. Great building lot suitable for rear walkout basement. House next door to also for sale - a beautifully updated 4-bedroom, 4-bath cedar Cape Cod. The house and adjoining building lot total more than half an acre and can be purchased together for $430,000. In Lake Holiday near Winchester with a spectacular 240-acre deep-water lake, mountain

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  130 Dogwood Dr, Lake Holiday, VA 22625
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  /50

  $479,000

  • 5 Beds
  • 4 Baths
  • 2,624 Sq Ft

  113 Colonial Dr, Cross Junction, VA 22625

  Welcome to 113 Colonial Drive, a stunning classic colonial nestled in the highly sought-after, gated community of Lake Holiday Estates. This home radiates a timeless appeal, featuring gleaming hardwood floors and a fresh, neutral color palette throughout. The main level is designed for both elegant entertaining and daily comfort, offering a formal dining room and a large, inviting living room. At

  Dan Whitacre Colony Realty

  113 Colonial Dr, Cross Junction, VA 22625
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  /38

  $99,900

  • Land
  • 12,196 Sq Ft
  • $356,786 per Acre

  1235 Lakeview Dr, Cross Junction, VA 22625

  Unbelievable opportunity to own one of the few remaining buildable waterfront lots in this highly sought-after 24/7 gated lake community! Enjoy endless amenities including boating, water skiing, a fishing pier, sports courts, dog parks, a clubhouse with fitness room, and three sandy beaches. Conveniently located just 20 minutes from Winchester and 90 minutes from DC, this community is truly the

  Lisa Cox Colony Realty

  1235 Lakeview Dr, 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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  /67

  $397,500

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

  128 Dogwood Dr, Cross Junction, VA 22625

  EXCEPTIONAL VALUE IN A PRIVATE, GATED LAKE COMMUNITY. BEAUTIFULLY UPDATED 4-BEDROOM, 4-BATH CEDAR CAPE COD for $397, 500. Also available with an adjoining building lot for a total of $430,000. 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, walking trails,

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  128 Dogwood Dr, Cross Junction, VA 22625
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  /56

  $405,000

  • 3 Beds
  • 3 Baths
  • 2,103 Sq Ft

  207 Laurel Dr, Cross Junction, VA 22625

  “Seller is offering a $2,000 credit with acceptable offer for basement flooring—giving buyers the opportunity to refresh the space to their own style.” A true show-stopper from the road, this immaculately maintained cedar rancher offers stunning curb appeal and exceptional living inside and out! Nestled on a level wooded lot in the gated community of Lake Holiday, this beautiful cedar and stone

  Maria Fay RE/MAX Gateway

  207 Laurel Dr, Cross Junction, VA 22625
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  /67

  $430,000

  • 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

  $1,200,000 New Construction

  • 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

  $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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  /7

  $75,000

  • Land
  • 5.09 Acres
  • $14,735 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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  /50

  $450,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  980 Adams Rd, Winchester, VA 22603

  Discover your own 25.54-acre private retreat in the scenic rolling hills of the northern Shenandoah Valley with three contiguous parcels conveying together and offering a rare blend of seclusion, usability, and long-term flexibility. Located just minutes from downtown Winchester, this property provides the peaceful setting and privacy that are increasingly difficult to find while keeping dining,

  Theo Daubresse KW United

  980 Adams Rd, Winchester, VA 22603
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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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  /81

  $399,900 Open Sun 1PM - 3PM

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

  407 Dogwood Dr, Cross Junction, VA 22625

  ***OPEN HOUSE THIS SUNDAY, MAY 3rd, FROM 1-3pm!!!***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

  Lisa Cox Colony Realty

  407 Dogwood Dr, Cross Junction, VA 22625
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  /35

  $389,000

  • 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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  /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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  /48

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  1041 W Masters Dr, Cross Junction, VA 22625

  Beautiful one owner colonial featuring wood floors on the main level, and a basement with tons of room to grow! A formal dining room greets you, which can also be used as a study or office. The kitchen with lots of cabinets and an island is open to the vaulted living room with a cozy electric fireplace to warm yourself. There is room to add a deck off this level to enjoy your tree view in the

  Misty Weaver Samson Properties

  1041 W Masters Dr, Cross Junction, VA 22625
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  /42

  $324,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  109 Hilltop Ct, Cross Junction, VA 22625

  Chalet-Style Retreat in Gated Lake Holiday – Vaulted Ceilings + Wooded Privacy Welcome to 109 Hilltop Court, a beautifully updated chalet-style retreat nestled in the highly sought-after, gated community of Lake Holiday in Cross Junction, Virginia. Surrounded by serene wooded privacy, this charming home offers the perfect blend of modern comfort, natural beauty, and resort-style living. Step

  Stacy Futterer Samson Properties

  109 Hilltop Ct, Cross Junction, VA 22625
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  /2

  $199,900

  • 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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  /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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  /43

  $315,000

  • Land
  • 20.96 Acres
  • $15,029 per Acre

  0 Buckland Dr, Cross Junction, VA 22625

  Own a piece of beautiful Bloomingdale Farms which hasn’t been on the market since 1995. This land has been family owned and operated for decades. Located just minutes northwest of Winchester near Lake Holiday. Featuring 800 ft +/- of road frontage on US-522 - North Frederick Pike securing the access. Also accessed by a 50 ft wide deeded access easement off US-522 - North Frederick Pike. The

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Buckland Dr, Cross Junction, VA 22625
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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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  /44

  $1,125,000 Open Sun 1PM - 4PM

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

  410 Valley View Dr, Winchester, VA 22603

  Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! AND with a NEW Price Improvement! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  410 Valley View Dr, Winchester, VA 22603
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  /34

  $419,900 Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft

  1201 Lakeview Dr, Cross Junction, VA 22625

  VACATION WHERE YOU LIVE! Wonderful split foyer tucked in a private setting backing to common area with a peaceful creek and no neighbors in the rear view. This 4-bedroom, 3-bath home offers beautiful hardwood floors through the main living areas, fresh paint throughout, and brand-new carpet in the bedrooms. The inviting living room features a cozy gas fireplace, while the kitchen offers two

  Lisa Cox Colony Realty

  1201 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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  /33

  $739,900 Open Sun 1PM - 3PM

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

  405 Spring Valley Dr, Winchester, VA 22603

  NO HOA!!! Basement partially finished 812 sq ft. Detached Office/bonus room 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

  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
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  /43

  $314,000

  • 3 Beds
  • 2 Baths
  • 1,531 Sq Ft

  106 Greenwood Ct, Cross Junction, VA 22625

  Tucked inside the gated community of Lake Holiday, this beautiful cedar home offers the perfect blend of warmth, simplicity, and easy one-level living. From the moment you walk in, you’ll feel the cozy charm; hardwood floors, natural wood tones, and a welcoming layout that makes you want to slow down and stay awhile. A brand new wood stove adds both comfort and character, creating the perfect

  Sharon Farinholt Realty ONE Group Old Towne

  106 Greenwood Ct, Cross Junction, VA 22625
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  /8

  $165,000

  • 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
• 

  /2

  $199,900

  • 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
• 

  

  /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
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  /42

  $473,000

  • 5 Beds
  • 3.5 Baths
  • 3,157 Sq Ft

  306 Dogwood Dr, Cross Junction, VA 22625

  Welcome to this beautifully designed ranch-style home offering 5 spacious bedrooms and 3.5 bathrooms. Built just 2 years ago, this home combines modern construction with the ease of single-level living. The open-concept floor plan features a bright and airy living space, a contemporary kitchen with high-end finishes, and a generous primary suite with a private bath. Additional bedrooms provide

  Kelli Walker Realty One Group Key Properties

  306 Dogwood Dr, Cross Junction, VA 22625
• 

  

  /5

  $899,900 New Construction

  • 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 - 74, Page 2 of 2