Winchester, VA Homes

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  /39

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  100 Maury Way, Winchester, VA 22602

  Welcome to this Former Model Home for the Grand Nassau model by Ryan Homes - once the Winchester Landing 55+ community's showcase villa, thoughtfully designed to highlight elegant architecture, stylish finishes, and countless upgrades. Perfectly positioned on a desirable corner lot with expanded green space, this home blends sophistication with comfort, creating a lifestyle that feels both

  Matt Boyer Keller Williams Realty

  100 Maury Way, Winchester, VA 22602
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  /31

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Townhouse for Rent

  140 Tye Ct, Winchester, VA 22602

  Move in ready. 3 beds 2.5 bath 1 car garage. 3 Level townhouse including stainless steel appliances. Fully finished walk out basement. Recessed lighting in bedrooms.

  Jerry Audi TTR Sothebys International Realty

  140 Tye Ct, Winchester, VA 22602
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  /66

  $665,000 Sold Nov 17, 2025

  • 4,681 Sq Ft
  • $142/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  922 Meadow Ct, Winchester, VA 22601

  If you can find a better-maintained and updated home, buy it! Immaculate four-bedroom, four-bath home located on a quiet City cul-de-sac. Freshly painted, wainscoting has been recently added to the formal dining room. New roof and guttering, new tankless water heater. The primary bath has been remodeled, and an additional walk-in closet has been added, for a total of two walk-in closets in the

  John Schroth Colony Realty

  922 Meadow Ct, Winchester, VA 22601
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  /22

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  3146 Eton Place, Winchester, VA 22601

  3146 Eton Place, Winchester, VA 22601
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  /49

  $526,290

  • 3 Beds
  • 2.5 Baths
  • 2,257 Sq Ft

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603

  Find a new 55+ VILLA HOME by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026. Welcome to the Vale 34-F2 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom. Open and adaptable, this floorplan is centered around the gourmet kitchen that brings connection to the heart of the home. The

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603
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  /13

  $1,455 - $1,885 per month

  CARLS CORNER RESIDENTIAL

  1 - 2 Beds

  151 Hope Dr, Winchester, VA 22601

  This new mixed-use community is centrally located in Winchester with quick access to Routes 522 and I-81. Designed for modern, convenient living, Carl's Corner features three residential buildings and a standalone commercial complex.The community offers 18 one-bedroom and 60 two-bedroom apartments, all within walking distance of shopping centers and just minutes from restaurants

  151 Hope Dr, Winchester, VA 22601
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  /83

  $775,000 Sold Nov 14, 2025

  • 3,500 Sq Ft
  • $221/SF
  • 192 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  127 Triangle Ct, Winchester, VA 22602

  One-year-young 4BR/4.5BA home in sought-after Abrams Pointe with over $158K in upgrades. Gourmet kitchen with quartz, custom cabinets, herringbone backsplash, & high-end appliances. Soaring 2-story great room, private office, and luxury primary suite with spa bath. Finished walk-up basement with full bath & potential 5th BR. 3-car garage, composite deck, & vinyl privacy fence. Enhanced HVAC with

  Shelley Hanrahan

  127 Triangle Ct, Winchester, VA 22602
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  /22

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  3132 Eton Place, Winchester, VA 22601

  3132 Eton Place, Winchester, VA 22601
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  /52

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,514 Sq Ft

  121 Poe Dr, Winchester, VA 22602

  Discover this stunning and truly one-of-a-kind home, thoughtfully designed for modern living and entertaining located in desirable Raven Oaks community. Like new with large, open floor plan! Main foyer entrance greets you with impeccable detail, from the upgraded lighting to the custom wall paneling- unLike any other. The spacious, gourmet kitchen serves as the heart of the home—featuring a large

  Rheema Ziadeh Redfin Corporation

  121 Poe Dr, Winchester, VA 22602
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  /14

  $2,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Townhouse for Rent

  2150 Harvest Dr, Winchester, VA 22601

  Beautiful townhome in Winchester City - This 3 bedroom, 1.5 bath duplex is well cared for, with a welcoming blend of classic charm and high-end modern upgrades in a prime, convenient location. The main level showcases beautiful maple hardwood flooring flowing throughout the open living spaces. The heart of the home, the kitchen, features stunning Del-Wood maple cabinetry in bright white,

  Jessica Seminaro Samson Properties

  2150 Harvest Dr, Winchester, VA 22601
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  /35

  $359,641 Sold Nov 14, 2025

  • 1,644 Sq Ft
  • $219/SF
  • 14 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2010

  153 Denny, Winchester, VA 22603

  Welcome to this three bedroom, three bath, ranch home! Located in a dream location for commuters, the house sits on Winchester's east side, just off Rt. 7. The lot is over half an acre, which makes it easy to forget how close you are to shopping and restaurants! A large, freshly painted deck adorns the front of the home, ideal for porch sitting and entertaining. Inside, nearly all flooring is a

  Stephanie Ryall Realty ONE Group Old Towne

  153 Denny, Winchester, VA 22603
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  /41

  Est $475,203 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  2060 Taylor Grace Ct, Winchester, VA 22601

  2060 Taylor Grace Ct, Winchester, VA 22601
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  /54

  $609,900

  • 3 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  281 Light Rd, Winchester, VA 22603

  NO HOA/NO RESTRICTIONS! Motivated Sellers! Bring your offers! Main Level Living! POOL! 5 GARAGE SPACES, POLE BARN & MORE! Appraised for $646,000! Ranch-Style Retreat on almost 8.5 Acres in Frederick County, VA, 20 mins. from Winchester! Calling all Homesteaders - your Farmette awaits! This property offers endless possibilities, any type of hobby, gardening, farmette, horses, workshop, mechanic's

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /25

  $1,800 - $1,810 per month

  CEDAR HILL APARTMENTS

  2 - 3 Beds

  2250 Sofia Way, Winchester, VA 22601

  Cedar Hill Apartments offers well-appointed accommodations located in a convenient and relaxing environment. Only minutes away from Route 37, Route 11, and Jubal Early Drive, Cedar Hill apartments offers its tenants easy access to the Winchester Medical Center, Shenandoah University, loads of shopping and restaurants. Interior features include vaulted ceilings, gas fireplace, wood vanity

  2250 Sofia Way, Winchester, VA 22601
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  /24

  $370,000 Sold Nov 14, 2025

  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  613 Laurelwood Cir, Winchester, VA 22601

  Brand new end-unit townhouse in Laurelwood Commons Community, located just minutes from the heart of downtown. This stylish two-story townhouse features a welcoming foyer that leads into a bright, open-concept great room, perfect for relaxing or entertaining. The gourmet kitchen is equipped with stainless steel appliances, ample cabinetry, and a spacious island that flows seamlessly into the

  Dev Patel Samson Properties

  613 Laurelwood Cir, Winchester, VA 22601
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  /43

  Est $579,037 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  2044 Taylor Grace Ct, Winchester, VA 22601

  2044 Taylor Grace Ct, Winchester, VA 22601
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  /24

  $379,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  230 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm 3 Level Home with Deck! MOVE-IN READY! Come and see Winchester's BRAND-NEW LUXURY TOWNHOME COMMUNITY. 3 levels 3 bedrooms/3.5 baths. box bay window in the front and rear of the home. A 1 car garage is attached. In the kitchen there is an extended island that can seat 4 counter height chairs. 4th bedroom is located on the 1st level with a private door and a

  DRB Homes Builder

  230 Monteith Dr, Winchester, VA 22601
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  /29

  $2,350 per month

  • 3 Beds
  • 3.5 Baths
  • 2,151 Sq Ft
  • Townhouse for Rent

  109 Sequoia Dr, Winchester, VA 22602

  Beautifully appointed town home in the sought after Fieldstone neighborhood. Tons of upgrades including granite counters, 42" cabinets, hardwood floors, fireplace in family room and large rear deck. Freshly painted and new carpet installed! This end unit features a fantastic open floor plan with gourmet kitchen and large center island.

  Rebecca Sims Century 21 Redwood Realty

  109 Sequoia Dr, Winchester, VA 22602
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  /36

  $525,000 Sold Nov 14, 2025

  • 2,726 Sq Ft
  • $193/SF
  • 38 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  2723 Windwood Dr, Winchester, VA 22601

  Premier Single-Level Living on a Private Cul-de-Sac! Nestled at the end of a quiet, prestigious cul-de-sac, this exquisite one-level ranch home presents a rare opportunity to acquire a property where meticulous maintenance meets masterful design. Shielded from through-traffic and enveloped by landscaped gardens. The home offers an immediate sense of arrival and tranquil privacy. A Grand and

  LESLIE WEBB Long & Foster Real Estate, Inc.

  2723 Windwood Dr, Winchester, VA 22601
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  /31

  Est $351,350 Not Listed For Sale

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

  123 Monticello Square, Winchester, VA 22602

  123 Monticello Square, Winchester, VA 22602
• 

  

  /26

  $379,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  222 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm 3 Level Condo with Box Bay Windows! MOVE-IN READY! Come and see Winchester's BRAND-NEW LUXURY TOWNHOME COMMUNITY. 3 levels 3 bedrooms/3.5 baths. box bay window in the front and rear of the home. A 1 car garage is attached. In the kitchen there is an extended island that can seat 4 counter height chairs. 4th bedroom is located on the 1st level with a private

  DRB Homes Builder

  222 Monteith Dr, Winchester, VA 22601
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  /25

  $1,551 - $1,977 per month

  Peppertree VA

  1 - 3 Beds

  221 Peppertree Ln, Winchester, VA 22601

  Tastefully designed 1, 2 and 3 bedroom floor plans and richly landscaped surroundings make for a welcome sight to call your home. Located in the heart of Winchester, Peppertree offers the conveniences of city living in a park-like setting. Peppertree is in close proximity to shopping, restaurants, schools and Winchester Medical Center.

  221 Peppertree Ln, Winchester, VA 22601
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  /34

  $309,900 Sold Nov 14, 2025

  • 1,008 Sq Ft
  • $307/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2025

  319 Mountain Falls Blvd, Winchester, VA 22602

  Charming and stylish, this carriage-style home (New Build) offers the perfect blend of comfort and convenience. Featuring 2 bedrooms and 1 full bath (with linen closet), the floor plan is thoughtfully designed to maximize space and functionality. The great room flows seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. The kitchen features premium

  Sheila Pack RE/MAX Roots

  319 Mountain Falls Blvd, Winchester, VA 22602
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  /29

  Est $341,740 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  308 Fawn Dr, Winchester, VA 22602

  308 Fawn Dr, Winchester, VA 22602
• 

  

  /31

  $379,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  209 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm 3 Level Condo with Deck! MOVE-IN READY! Come and see Winchester's BRAND-NEW LUXURY TOWNHOME COMMUNITY. 3 levels 3 bedrooms/3.5 baths. box bay window in the front and rear of the home. A 1 car garage is attached. In the kitchen there is an extended island that can seat 4 counter height chairs. 4th bedroom is located on the 1st level with a private door and a

  DRB Homes Builder

  209 Monteith Dr, Winchester, VA 22601
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  /28

  $2,695 per month

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • House for Rent

  1909 Back Mountain Rd, Winchester, VA 22602

  Charming 4 bedroom, 2 1/2 bath log home on 8.64 acres with a creek. This home features a Primary bedroom on the main level with primary bath. Great open kitchen, dining and living room area with beaming hardwood floors. The front porch and back deck overlook lush sprawling 8.64 acres. No HOA fee and Comcast Internet is available! This picturesque property with mountain views won't last long. NO

  Sue Goodwin Long & Foster Real Estate, Inc.

  1909 Back Mountain Rd, Winchester, VA 22602
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  /82

  $510,000 Sold Nov 14, 2025

  • 2,656 Sq Ft
  • $192/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  309 Germany Rd, Winchester, VA 22602

  Offered for sale is this gorgeous custom log home situated on a scenic 1.82-acre lot. The location is perfect for those seeking a quiet country setting with mountain views, while being just minutes from access to I-81 and the numerous amenities the area has to offer. You won't find many homes with as much character as this one provides. Upon entering the front door, you are immediately greeted by

  Benjamin Ashlock Samson Properties

  309 Germany Rd, Winchester, VA 22602
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  /30

  Est $340,697 Not Listed For Sale

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

  117 Monticello Square, Winchester, VA 22602

  117 Monticello Square, Winchester, VA 22602
• 

  

  /18

  $624,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,191 Sq Ft

  107 Malbec Ct, Winchester, VA 22602

  Quick move-in new construction in the desirable Abrams Pointe community! Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Rockford Floorplan is a beautiful 4-bedroom, 2.5-bath home over to 3000 square feet of living space. This single-family home design features an open floor plan, highlighted by

  Dorelba Estrada New Home Star Virginia, LLC

  107 Malbec Ct, Winchester, VA 22602
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  /25

  $1,525 - $2,010 per month

  PEMBERTON

  2 - 3 Beds

  660 Pemberton Dr, Winchester, VA 22601

  Pemberton Village Apartments in Winchester VA is located in the prestigious Meadow Branch subdivision near the intersection of Jubal Early Drive and Harvest Drive. It is a ten building, 120 unit community easily assessable from Interstate 81 or Route 37. Conveniently located near the Apple Blossom Mall, fitness centers, John Handley High School, and Valley Health Medical Center; Pemberton Village

  660 Pemberton Dr, Winchester, VA 22601
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  /4

  $181,000 Sold Nov 14, 2025

  • 1,134 Sq Ft
  • $160/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1933

  27 Jackson Ave, Winchester, VA 22601

  Great investor opportunity in the heart of Winchester! The LOWEST priced detached house within a 10-mile radius!! This 3-level home with a 2-car detached garage on a level treed lot is ideal for investors looking to fix and flip or fix and hold, with Shenandoah University only 3 miles away and Winchester Medical Center only 4 miles away. This detached 1933 front porch Cottage home on .20 acre lot

  Elizabeth Ide Coldwell Banker Realty

  27 Jackson Ave, Winchester, VA 22601
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  /27

  Est $343,121 Not Listed For Sale

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

  113 Monticello Square, Winchester, VA 22602

  113 Monticello Square, Winchester, VA 22602
• 

  

  /45

  $541,724 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft

  108 Webster Ct, Winchester, VA 22603

  Welcome to the Vale 34-F2 – Homesite 1048 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom is ready to move in IMMEDIATELY. Open and adaptable, this floorplan blends functionality with comfort. Enter through the welcoming front porch and be immediately greeted by 9’ ceilings on both levels, oak main stairs, and expertly selected

  Shannon L Bray Pearson Smith Realty, LLC

  108 Webster Ct, Winchester, VA 22603
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  /16

  $1,500 per month

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

  2 E Germain St, Winchester, VA 22601

  Location! Walking distance from downtown walking mall and public transportation. 2 bedroom 1 bath apartment with hardwood flooring throughout living room and bedrooms. Property features a front porch, wash/dryer hookup and off street parking. Yard maintenance is included in rent. Requirements to qualify: 1) Minium annual household income $67K, 2) Good credit, and 3) Good landlord reference. $47

  Courtney Spaid Crum Realty, Inc.

  2 E Germain St, Winchester, VA 22601
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  /45

  $793,000 Sold Nov 14, 2025

  • 4,000 Sq Ft
  • $198/SF
  • 32 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2019

  109 Jeni Ct, Winchester, VA 22602

  A very special house in the desirable Abrams Pointe neighborhood, this beauty was built by Merrifield Homes, a local builder that brings to market a select few high quality homes every year. The original owners chose a number of custom upgrades including large closets with built-ins, wood interior doors, an open floor-plan on the main floor, two tankless on-demand water heaters fueled by natural

  Cary Embury Thomas and Talbot Estate Properties, Inc.

  109 Jeni Ct, Winchester, VA 22602
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  /58

  Est $682,977 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
• 

  

  /41

  $650,259 New Construction

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  108 Magpie Ln, Winchester, VA 22603

  Step into the Sierra 39-F2 – Homesite 1035 at Hiatt Pointe—a two-car, front-load garage single family home with three bedrooms and three full bathrooms is move in ready IMMEDIATELY. Designed for ease and everyday function, this floorplan is as innovative as it stylish! Enter through the inviting front porch and be immediately welcomed by 9’ ceilings on both levels, oak main stairs, and expertly

  Shannon L Bray Pearson Smith Realty, LLC

  108 Magpie Ln, Winchester, VA 22603
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  /5

  $900 per month

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

  512 N Loudoun St Unit 7, Winchester, VA 22601

  Property Id: 2232613An efficiency apartment located within walking distance to the downtown mall. Freshly painted, very quiet building, second floor, and off street parking.

  512 N Loudoun St Unit 7, Winchester, VA 22601
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  /11

  $272,900 Sold Nov 13, 2025

  • 1,010 Sq Ft
  • $270/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1994

  852 Butler Ave, Winchester, VA 22601

  Nestled in a fantastic location near shopping, schools, and historic downtown Winchester, this charming 3-bedroom, 1.5-bath home is waiting for your personal touch. It features a comfortable layout with distinct living and dining areas just off the kitchen, and a nice yard perfect for relaxing. A wonderful opportunity for an investor or someone looking to create their dream home, this solid

  LESLIE WEBB Long & Foster Real Estate, Inc.

  852 Butler Ave, Winchester, VA 22601
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  /11

  Est $236,246 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

Showing Results 161 - 200, Page 5 of 18