Winchester, VA Homes

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  /40

  $530,000

  • 5 Beds
  • 3 Baths
  • 2,489 Sq Ft

  116 Lenore Ln, Winchester, VA 22602

  Stunning home in the heart of Raven Oaks, this residence is a testament to both beauty and functionality. Thoughtful upgrades and features enhance the overall appeal and convenience of this beautiful home. The kitchen, the heart of this home, has been upgraded to perfection, there is also a bedroom and one full bathroom on the main level too and a gourmet kitchen with a large center island. On

  Michael Putnam RE/MAX Executives

  116 Lenore Ln, Winchester, VA 22602
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  /2

  $2,200 per month

  • 4 Beds
  • 4.5 Baths
  • 2,645 Sq Ft
  • House for Rent

  2680 Northwestern Pike, Winchester, VA 22603

  All brick, single family, one level, home with a detached 2 car garage. Over 2,600 sq ft . Freshly painted inside & out and new carpet in family room and in primary bedroom. Most flooring is hardwood. Almost 1 acre lot, private setting & close to the WMC. Well & Septic, Oil heat, Central Air, high speed internet available. Pets case by case. No smoking. There are two fireplaces but they have not

  2680 Northwestern Pike, Winchester, VA 22603
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  /32

  $399,000 Sold Jun 05, 2025

  • 648 Sq Ft
  • $616/SF
  • 45 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2000

  320 Adams Rd, Winchester, VA 22603

  Charming County Retreat on 6 + acres. 320 Adams Rd. Ideal for privacy, recreation or farming. Outbuilding with electric, Perfect for workshop, storage, or hobby space. Fenced area for livestock, all ready for your horses, goats or other animals. State-Maintained Road access for easy year-round entry. Convenient location just a short drive to schools, shopping and Winchester Medical Center. Build

  Avis Drummond Long & Foster Real Estate, Inc.

  320 Adams Rd, Winchester, VA 22603
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  /31

  Est $331,561 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,740 Sq Ft

  123 Monticello Square, Winchester, VA 22602

  123 Monticello Square, Winchester, VA 22602
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  /53

  $500,000

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft

  669 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this spacious farmhouse on FIVE acres! NEW TWO ZONE HEAT AND AC BEING INSTALLED ON TUESDAY THE 17TH! NEW hot water heater! NEWER windows throughout. Metal roof - large detached two car garage with large work area. Pole barn and garden shed! Apple trees, peach tree - 15 minutes to town!

  Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
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  /24

  $2,400 per month

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  317 S Kent St, Winchester, VA 22601

  For Rent: 317 S Kent St, Winchester, VA.Live in the heart of historic downtown Winchester! This spacious 4-bedroom, 1.5-bath home offers 1,800 square feet of charm and comfort, just a short walk from shops, restaurants, and Shenandoah University. With front and back porches, a flat private backyard, and plenty of room to spread out, its ideal for student roommates, faculty, or anyone seeking

  Sarah Abderrazzaq Realty ONE Group Old Towne

  317 S Kent St, Winchester, VA 22601
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  /13

  $340,000 Sold Jun 03, 2025

  • 1,160 Sq Ft
  • $293/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  107 Cardinal Ln, Winchester, VA 22602

  Discover the perfect blend of comfort and charm in this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Shenandoah Hills neighborhood. Thoughtfully designed with a warm and inviting atmosphere, this home boasts a spacious living area, a bright eat-in kitchen, and abundant natural light throughout. The generously sized bedrooms provide plenty of space, while both bathrooms have

  Sarah Reynolds Keller Williams Realty

  107 Cardinal Ln, Winchester, VA 22602
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  /41

  Est $661,808 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,471 Sq Ft

  105 Thompson Ct, Winchester, VA 22602

  105 Thompson Ct, Winchester, VA 22602
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  /47

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  336 Miller St, Winchester, VA 22601

  This beautiful cottage, nestled on the very sought after Miller St, supplies the utmost convenience for what Winchester has to offer. From walking distance to eateries and Old Town entertainment, a quick drive to supermarkets all around and Handley High School just one street away! Supplying 3 bedrooms 2 1/2 bathrooms across three levels you can appreciate the character of an older home with

  Julie Teets Long & Foster Real Estate, Inc.

  336 Miller St, Winchester, VA 22601
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  /17

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  542 N Loudoun St Unit B, Winchester, VA 22601

  542 N Loudoun St Unit B, Winchester, VA 22601
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  /44

  $260,000 Sold Jun 03, 2025

  • 920 Sq Ft
  • $283/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  1182 Greenwood Rd, Winchester, VA 22602

  INVESTMENT OPPORTUNITY! Two dwellings on 2.25 UNRESTRICTED acres! Discover the potential of this unique property located on the east side of Frederick County! Whether you're looking for a farmette, rental income, or the perfect spot to build your dream home, this property has endless possibilities.The first dwelling is a 2 bedroom, 2 full bathroom double wide on a permanent foundation. Hardwood

  Amy Longerbeam RE/MAX Roots

  1182 Greenwood Rd, Winchester, VA 22602
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  /30

  Est $338,615 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,740 Sq Ft

  117 Monticello Square, Winchester, VA 22602

  117 Monticello Square, Winchester, VA 22602
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  /41

  $459,000

  • 5 Beds
  • 2 Baths
  • 2,364 Sq Ft

  707 S Braddock St, Winchester, VA 22601

  Don’t miss your chance to own a Winchester classic in the heart of downtown! This beautifully renovated home boasts a brand-new kitchen with granite counters, stainless steel appliances, and white shaker cabinets. Enjoy modern bathrooms, stylish LVP flooring, and fresh paint throughout. The open-concept layout offers great flow for entertaining. Upstairs features spacious bedrooms and access to a

  Tolga Alper Real Broker, LLC

  707 S Braddock St, Winchester, VA 22601
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  /32

  $2,345 per month

  • 3 Beds
  • 3.5 Baths
  • 2,970 Sq Ft
  • Townhouse for Rent

  103 Cheshire Ct, Winchester, VA 22602

  Nearly 3,000 sq. ft. of living space! This is a former Builder Model and is the largest townhome in the neighborhood. The main level offers a large formal living & dining room, a powder room, a spacious family room, a kitchen with double ovens, and a breakfast room leading to a deck with a view of trees. The upper level offers three generous bedrooms and two full baths. The primary bedroom

  Theo Theologis Slones Real Estate

  103 Cheshire Ct, Winchester, VA 22602
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  /55

  $409,990 Sold Jun 03, 2025

  • 1,889 Sq Ft
  • $217/SF
  • 77 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  169 Munsee Cir, Winchester, VA 22602

  The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

  Tracy Jennings D R Horton Realty of Virginia LLC

  169 Munsee Cir, Winchester, VA 22602
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  /27

  Est $331,418 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,740 Sq Ft

  113 Monticello Square, Winchester, VA 22602

  113 Monticello Square, Winchester, VA 22602
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  /57

  $530,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,854 Sq Ft

  105 Fairfield Dr, Winchester, VA 22602

  Welcome to this generously sized 5-bedroom, 3.5-bathroom home located in the sought-after Oakdale Crossing community of Winchester, VA. This property offers a fantastic opportunity to personalize and update to your taste.Inside, you’ll find a bright, flowing floor plan featuring a large living room, formal dining area, and a spacious kitchen with plenty of cabinetry. The upstairs layout includes

  Ruby Miller Samson Properties

  105 Fairfield Dr, Winchester, VA 22602
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  /12

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Condo for Rent

  21 N Braddock St Unit 4, Winchester, VA 22601

  Located in Historic Downtown Winchester, 1 block over from the Loudoun Street Mall. Restaurants, shops, transportation all within walking distance. Hardwood floors throughout historic property. 1 of 4 units total in building. Third Floor. No Pets/No Smoking. Kitchen features Stove, Microwave, Oven, Full size Fridge -AND a large walk-in pantry. Electronic keyed door entry, security

  21 N Braddock St Unit 4, Winchester, VA 22601
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  /62

  $374,990 Sold Jun 02, 2025

  • 1,500 Sq Ft
  • $250/SF
  • 43 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  108 Nootka Way, Winchester, VA 22602

  This end unit Delmar by D.R. Horton combines the best of modern design and functionality in a spacious 2-story townhome. Offering 1,500 square feet of living space, this new construction home includes 3 bedrooms, 2.5 baths, and a 1-car garage. The main level features a stylish eat-in kitchen with a large pantry and island, opening to a bright dining and living area perfect for entertaining.

  Tracy Jennings D R Horton Realty of Virginia LLC

  108 Nootka Way, Winchester, VA 22602
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  /47

  Est $516,967 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  292 Fortress Dr, Winchester, VA 22603

  292 Fortress Dr, Winchester, VA 22603
• 

  

  /25

  $519,900

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft

  609 Quartzite Cir, Winchester, VA 22601

  Welcome to 609 Quartzite Circle, a meticulously maintained 4-bedroom, 3-bathroom home nestled in the desirable Limestone Terrace subdivision of Winchester, VA. This spacious residence offers 2,312 square feet of comfortable living space, featuring an open floor plan with cathedral ceilings, recessed lighting, and gleaming hardwood floors that enhance its bright and inviting atmosphere.

  Berta Vasquez Samson Properties

  609 Quartzite Cir, Winchester, VA 22601
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  /5

  $1,199 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  3107 3107 Shawnee Dr Unit 6, Winchester, VA 22601

  Welcome to 3107 Shawnee Drive, Apartment #6. This newly renovated one-bedroom, one bathroom apartment home offers the best of all worlds. Luxury vinyl plank flooring throughout the entire unit. Open kitchen concept with brand new white cabinets with barrel handle, granite countertops,. Your newly renovated bathroom offers ample storage. Enjoy the spacious closet in the bedroom for all of your

  Steve DuBrueler Coldwell Banker Premier

  3107 3107 Shawnee Dr Unit 6, Winchester, VA 22601
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  /61

  $481,000 Sold May 30, 2025

  • 2,572 Sq Ft
  • $187/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  197 Steepwood Ln, Winchester, VA 22603

  Nestled on a serene 3.2-acre lot with a picturesque creek, this beautifully maintained 3-bedroom, 2-bath raised rancher offers the perfect blend of comfort, space, and nature. The upper level features gleaming hardwood floors, an open layout, and a conveniently located laundry room. Enjoy the atmosphere of the finished basement, complete with luxury vinyl plank flooring, a gas fireplace, and

  Sheila Pack RE/MAX Roots

  197 Steepwood Ln, Winchester, VA 22603
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  /58

  Est $637,488 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,912 Sq Ft

  730 Old Baltimore Rd, Winchester, VA 22603

  730 Old Baltimore Rd, Winchester, VA 22603
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  /41

  $540,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Brand new everything, Roof, appliances, water treatment , bathrooms, deck, Sunroom, flooring Motivated Seller The perfect retreat for everyone, Welcome to your dream home in the heart of the Virginia Mountains , yet only 7 miles to the new Medical Center in Winchester. The property has access to the community lake, picnic grounds, play ground and loads of nature trails for hiking and nature

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602
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  /5

  $1,550 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  208 N Kent St Unit 208 N. Kent St - Unit B, Winchester, VA 22601

  2 bedroom, 1 bathroom, 2nd floor apartment. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. One off-street parking spot provided. Pets on case-by-case basis

  208 N Kent St Unit 208 N. Kent St - Unit B, Winchester, VA 22601
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  /16

  $212,000 Sold May 30, 2025

  • 900 Sq Ft
  • $236/SF
  • 28 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  108 Waterford Ln, Winchester, VA 22602

  $15,000 Price Reduction! Affordable Townhome in a desirable Location near Rte 7 in Winchester! Updated Kitchen Cabinets, Countertops, and Backsplash, Stainless Steel Microwave, Vinyl Kitchen Flooring. Hardwood Flooring Throughout the rest of the house! 2 Bedrooms, 1.5 Baths, Laundry Closet in Kitchen, Rear Deck for Entertaining, Backyard with Privacy Fencing! Property is sold As-is!

  Nathan Gochenour Skyline Team Real Estate

  108 Waterford Ln, Winchester, VA 22602
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  /32

  Est $326,963 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft

  134 Windstone Dr, Winchester, VA 22602

  134 Windstone Dr, Winchester, VA 22602
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  /76

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  2431 Cedar Creek Grade, Winchester, VA 22602

  This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in

  Edward Beightol Cedar Creek Real Estate

  2431 Cedar Creek Grade, Winchester, VA 22602
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  /13

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft
  • Townhouse for Rent

  100 Copeley Cir, Winchester, VA 22602

  Luxurious townhouse with attached garage available for rent in the heart of Winchester. End unit Dan Ryan Litchfield II model with a patio, backyard privacy, plenty of parking on the street on the side and right across the kid's playground. Close proximity to Route 7 and Route 81 for easy commute. Spacious, light-filled & open concept for easy entertaining and family lifestyle. Modern kitchen

  Gayithri Kavuda Maram Realty, LLC

  100 Copeley Cir, Winchester, VA 22602
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  /34

  $245,000 Sold May 30, 2025

  • 1,173 Sq Ft
  • $209/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2003

  2 Brookland Ct Unit 2, Winchester, VA 22602

  This charming 2-bedroom, 2-bath condo offers a cozy and modern space with fresh updates throughout. Located in Park Place Condominiums, this home boasts an open floor plan, featuring beautiful new flooring, fresh paint, and a thoughtfully remodeled kitchen and bathrooms. The master suite includes a spacious walk-in closet and a convenient walk-in shower, while additional storage is available in

  Jen Richards MarketPlace REALTY

  2 Brookland Ct Unit 2, Winchester, VA 22602
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  /11

  Est $229,773 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  164 Brookland Ct Unit 11, Winchester, VA 22602

  164 Brookland Ct Unit 11, Winchester, VA 22602
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  /36

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  224 Lauck Dr, Winchester, VA 22603

  Custom Home in Historic Star Fort: Timeless Charm Meets modern Comfort for Discerning Buyers.This impeccably designed 3-bedroom, 2.5-bath home is a harmonious blend of classic elegance and contemporary convenience. Boasting cherry wood flooring throughout the main living areas, high-quality tile in the kitchen and bathrooms, and carpeted bedrooms, this home is as stylish as it is practical. Be

  Gidget Smallwood Coldwell Banker Premier

  224 Lauck Dr, Winchester, VA 22603
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  /2

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  374 Woodstock Ln, Winchester, VA 22601

  This 2 bedroom 1 bathroom townhouse is located near the heart of Winchester. New renovations include flooring, cabinets, and paint.

  374 Woodstock Ln, Winchester, VA 22601
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  /29

  $362,000 Sold May 30, 2025

  • 2,134 Sq Ft
  • $170/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1773

  320 S Cameron St, Winchester, VA 22601

  Historic Charm? Check!Modern Amenities? Check!Location? Check!Welcome to 320 S. Cameron Street! Built in 1773, this property will transport you back in time as soon as you arrive! The outside is host to 3 shops/outbuildings; some with power, an English garden, and original horse hitching posts! From the side porch, you will enter a newly renovated kitchen featuring stainless steel appliances and

  Matt Leiva Keller Williams Realty

  320 S Cameron St, Winchester, VA 22601
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  /35

  Est $235,896 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  147 Brookland Ct Unit 6, Winchester, VA 22602

  147 Brookland Ct Unit 6, Winchester, VA 22602
• 

  

  /73

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 2,964 Sq Ft

  306 Burnt Church Rd, Winchester, VA 22603

  Welcome to this charming Circa 1801-Farmette, nestled on approximately 7.5 unrestricted acres just outside the City of Winchester. This property offers the perfect blend of historic character and rural tranquility, with convenient access to shopping, dining, and major commuter routes, including Rt. 37 and I-81. Enjoy the open space for gardening, raising poultry, or embracing a country

  Sue Goodwin Long & Foster Real Estate, Inc.

  306 Burnt Church Rd, Winchester, VA 22603
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  /12

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • House for Rent

  1133 Purcell Ln, Winchester, VA 22603

  Adorable little cottage conveniently located near Winchester Medical Center and historic downtown. Hardwood floors, pocket doors and charming built-in storage highlight the 1940's charm of this home. While, modern updates like the ductless AC and included washer / dryer offer convenience and comfort. The backyard is a magical little oasis with lots of perennial flowers and a large shed. Pets

  Amanda Whitson Realty ONE Group Old Towne

  1133 Purcell Ln, Winchester, VA 22603
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  /5

  $325,000 Sold May 30, 2025

  • 1,840 Sq Ft
  • $177/SF
  • 43 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2009

  203 Eastside Ln, Winchester, VA 22602

  Spacious townhouse tucked away right off of Rt. 7. Great commuter location. Fully finished basement with full bath can be a spacious den/family room or a 4th bedroom. Unit has been freshly painted. Laminate wood flooring throughout the unit.

  Kelly Bauer Coldwell Banker Premier

  203 Eastside Ln, Winchester, VA 22602
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  /29

  Est $244,297 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  151 Brookland Terrace Unit 12, Winchester, VA 22602

  151 Brookland Terrace Unit 12, Winchester, VA 22602

Showing Results 161 - 200, Page 5 of 18