Winchester, VA Homes

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  /16

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,692 Sq Ft

  201 Rosewood Ln, Winchester, VA 22602

  Take a look at this GORGEOUS home in the highly sought after Woodbrook Village 55+ community. This home is located on a huge corner lot. Close proximity to conveniences make it an even sweeter spot! When the seller purchased this home in 2019 they immediately began improvements: NEW ROOF, NEW FLOORS, PATIO, NEW APPLIANCES. Not one, but TWO pantries are located in the kitchen as well as a

  Cynthia Lee RE/MAX Roots

  201 Rosewood Ln, Winchester, VA 22602
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  /12

  $1,250 per month

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

  105 N Loudoun St Unit 3, Winchester, VA 22601

  Welcome home to 105 N Loudoun St. This is the apartment you've been searching for! This fantastic second floor apartment is above the Village Square restaurant, on the walking mall. This unit has so much charm and character, look at those builtins. Minutes to Shenandoah University. Includes 1 assigned parking spot downtown! Shared washer and dryer a few steps from your door step. Water, Sewer,

  Chris Roszko Colony Realty

  105 N Loudoun St Unit 3, Winchester, VA 22601
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  /55

  $429,990 Sold Apr 29, 2025

  • 1,889 Sq Ft
  • $228/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  163 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 DRH Realty Capital, LLC.

  163 Munsee Cir, Winchester, VA 22602
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  /19

  Est $436,379 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,052 Sq Ft

  204 N Kent St, Winchester, VA 22601

  204 N Kent St, Winchester, VA 22601
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  /25

  $529,999

  • 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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  /17

  $500 - $2,000 per month

  Brookfield Corporate Apartments

  1-2 Beds

  548 Brookfield Dr, Winchester, VA 22601

  We are excited to share that we are under new ownership and management, and we're eager to welcome new guests to our community.Located at 500 Brookfield Drive, Winchester, VA 22601, Brookfield Corporate Apartments offers spacious, fully furnished one and two-bedroom apartments. Each apartment is designed with your comfort in mind and comes equipped with linens, kitchenware, two TVs with

  548 Brookfield Dr, Winchester, VA 22601
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  /12

  $699,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  107 Pawn Ct, Winchester, VA 22602

  Quick-Move in with special financing available! Only 5 homes remaining! Discover this must-see Presley home. Included features: a welcoming covered porch; an open dining area; a spacious great room; a gourmet kitchen offering a double oven, a walk-in pantry and a center island; a quiet study; a lavish primary suite showcasing a generous walk-in closet and a private bath; a convenient laundry; an

  Jay Day LPT Realty, LLC

  107 Pawn Ct, Winchester, VA 22602
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  /66

  Est $530,610 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,930 Sq Ft

  3392 Back Mountain Rd, Winchester, VA 22602

  3392 Back Mountain Rd, Winchester, VA 22602
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  /35

  $665,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  112 W Germain St, Winchester, VA 22601

  100-Year-Old Downtown Winchester Charmer – Brought Back to Life in 2025!This beautifully restored century-old home has been completely reimagined from the ground up, blending timeless character with top-tier modern upgrades. Located in the heart of historic downtown Winchester, this home underwent a full-gut renovation in 2025—everything is new. From the all-new electrical wiring and replaced

  Amanda Magana RE/MAX Roots

  112 W Germain St, Winchester, VA 22601
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  /9

  $1,100 per month

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

  29 W Leicester St, Winchester, VA 22601

  One bedroom, one bath apartment located within walking distance from the walking mall and 10 minute drive to Winchester Medical Center. Three requirements: 1) $49k, 2) Good credit, 3) Good landlord reference.

  Courtney Spaid Crum Realty, Inc.

  29 W Leicester St, Winchester, VA 22601
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  /12

  $799,999 Pending

  • 4 Beds
  • 6 Baths
  • 4,230 Sq Ft

  100 Abrams Pointe Blvd, Winchester, VA 22602

  Quick-Move in with special financing available! Only 5 homes remaining! This eye-catching model home makes a dramatic impression, starting with a covered porch, an airy two-story entry and 9' ceilings. The front of the home features a private study with French doors and a 2-car garage with a shop. At the back, an open layout makes for easy entertaining: Gather in the gourmet kitchen with quartz

  Jay Day LPT Realty, LLC

  100 Abrams Pointe Blvd, Winchester, VA 22602
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  /21

  Est $302,864 Not Listed For Sale

  • Studio
  • 539 Sq Ft

  3464 Papermill Rd, Winchester, VA 22602

  3464 Papermill Rd, Winchester, VA 22602
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  /35

  $724,900

  • 3 Beds
  • 2.5 Baths
  • 2,113 Sq Ft

  761 Fall Run Ln, Winchester, VA 22602

  Prepare to be captivated by the beauty and tranquility of this exceptional custom-built home, nestled on 8.59 acres with breathtaking mountain views. Offering desirable one-level living, this nearly new (under 3 years old) residence boasts two expansive patios perfect for savoring the stunning surroundings. Step inside to discover a meticulously designed open-plan layout, ideal for both

  Theo Theologis Slones Real Estate

  761 Fall Run Ln, Winchester, VA 22602
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  /35

  $1,500 - $1,800 per month

  Madison Village Apartments (Winchester)

  1-2 Beds

  110 Bulmer Loop, Winchester, VA 22602

  Our community is perfect for those who enjoy spending time outside living a healthy, lively lifestyle by using the walking trails, outdoor common areas, and dog park, as well as for those who appreciate a home that is a retreat from the business of everyday life. We are conveniently located a few short miles from Shenandoah University, I-81, Rt. 8 and Rt. 50 in Winchester, VA. Our apartments

  110 Bulmer Loop, Winchester, VA 22602
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  /60

  $310,000 Sold Apr 28, 2025

  • 1,680 Sq Ft
  • $185/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  803 Enfield Dr, Winchester, VA 22602

  *Exceptional Home Opportunity** Discover your ideal home in the desirable Wilde Acres communityof Winchester, VA. This beautifully maintained property is move-in ready, featuring thoughtful updates suchas a brand-new A/C system and updated kitchen stone countertops, flooring, and carpet throughout. bathroom updated. The septicsystem was recently serviced in October 2024, ensuring peace of mind.

  Vanesa Castel-Quiroz NBI Realty, LLC

  803 Enfield Dr, Winchester, VA 22602
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  /2

  Est $229,892 Not Listed For Sale

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602

  128 Rappahannock Trail, Winchester, VA 22602
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  /58

  $360,000

  • 2 Beds
  • 4 Baths
  • 2,218 Sq Ft

  113 Brockham Ct Unit 7, Winchester, VA 22602

  Welcome home to Brockham Ct! This beautifully fitted townhome, full of desirable features, is simply waiting for you to move on in! Walk into a tiled foyer leading to the brightly finished den, newly completed in 2024, complete with a half bath and walkout to the spacious privately fenced yard. Head upstairs to an impressive living/dining level, boasting high ceilings, a second poweder room,

  Nicole Lewis Coldwell Banker Premier

  113 Brockham Ct Unit 7, Winchester, VA 22602
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  /11

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft
  • House for Rent

  2648 Windwood Dr, Winchester, VA 22601

  This beautiful 3 bed, 2 bath, Cape Cod has lots of space and is located in the heart of Harvest Ridge off of Middle Rd. in Winchester. The living room has vaulted ceilings with an eat in kitchen and separate dining area. The unfinished basement would be great for storage or a large work out area. No need to worry about your car getting too hot or two cold when you can park it in it's two car

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  2648 Windwood Dr, Winchester, VA 22601
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  /32

  $340,000 Sold Apr 28, 2025

  • 1,488 Sq Ft
  • $228/SF
  • 5 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2003

  128 Coolfont Ln, Winchester, VA 22602

  Welcome to 128 Coolfont Lane, a beautifully maintained townhouse located in a charming and peaceful neighborhood in Winchester, VA. Featuring 3 spacious bedrooms, 3.5 bathrooms, and thoughtfully designed living spaces, this home offers comfort and convenience throughout its 2,220 square feet. Upon entry, you're greeted by a welcoming living area boasting hardwood floors, crown molding, large

  Peter Van Cleave EXP Realty, LLC

  128 Coolfont Ln, Winchester, VA 22602
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  /2

  Est $883,412 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,190 Sq Ft

  137 W Boscawen St, Winchester, VA 22601

  137 W Boscawen St, Winchester, VA 22601
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  /35

  $386,000

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

  112 Maury Way, Winchester, VA 22602

  **JUST LISTED:** Discover this almost new villa townhome in Winchester Landing, located in one of the area’s newer 55+ communities. This two-level residence, less than two years old, features a fantastic floor plan with the primary suite conveniently located on the main level. The upper floor features two additional bedrooms, and the property boasts a total of 2.5 bathrooms. You'll also find a

  Wendy Conner Coldwell Banker Premier

  112 Maury Way, Winchester, VA 22602
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  /20

  $1,395 - $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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  /25

  $769,000 Sold Apr 28, 2025

  • 5,132 Sq Ft
  • $150/SF
  • 41 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  422 Canyon Rd, Winchester, VA 22602

  Stunning Huge Dream home over 5000 sq ft of upscale living. Wonderful Gourmet Kitchen with StainlessSteel Appliances and Granite Counters. Upscale Flooring covers the entire main level leaving very low maintenance. Upscale Bathrooms and Gas Fireplaces and a Huge Deck.This Upscale Dream home would sell for 1.25 to 1.3 Million in the next door county hurry to see this Great value while it lasts!!!

  Scott Thompson Samson Properties

  422 Canyon Rd, Winchester, VA 22602
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  /3

  Not Listed For Sale

  2902 Valley Ave, Winchester, VA 22601

  2902 Valley Ave, Winchester, VA 22601
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  /66

  $589,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  275 Wood Rise Ln, Winchester, VA 22602

  Well-Established Cape Cod on Over 5 Acres!This charming and spacious Cape Cod sits on a beautiful 5+ acre wooded lot, offering privacy and serene views. The home features an oversized 2-car garage with a breezeway, new flooring and fresh paint throughout, and an updated primary bathroom. The main-level primary suite offers convenience and comfort, while the kitchen boasts brand-new granite

  Deborah Matthews ERA Oakcrest Realty, Inc.

  275 Wood Rise Ln, Winchester, VA 22602
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  /27

  $2,800 per month

  • 4 Beds
  • 3.5 Baths
  • 4,975 Sq Ft
  • House for Rent

  110 Pangborne Ct, Winchester, VA 22602

  Spacious open floor plan with 2 story foyer and hardwood floors throughout including bedrooms. Fully equip kitchen with stainless steel appliances and granite countertops, 2 story family room with gas fireplace, sunroom, rear deck, finished basement, and so much more. No pets. no smoking. To apply use VAR or NVAR rental application for anyone who will be residing there that is 18 yrs old or

  Mandie Gladwell OliveTree Property Group, LLC

  110 Pangborne Ct, Winchester, VA 22602
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  /52

  $590,000 Sold Apr 25, 2025

  • 3,329 Sq Ft
  • $177/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  721 Chelsea Dr, Winchester, VA 22601

  Main level living at its finest! CUSTOM-built in 2003 by John Scott Builders with every detail in mind. The inset front door provides shelter and a shady respite to enjoy the front landscaping. The spacious foyer leads to the great room with a double tiered lighted tray ceiling and the 1st of 2 gas fireplaces. This open concept adjoins the kitchen and breakfast area. Beyond the great room, the 12

  Becky Hanrahan Coldwell Banker Realty

  721 Chelsea Dr, Winchester, VA 22601
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  /39

  Est $348,221 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  230 Falcon Trail, Winchester, VA 22602

  230 Falcon Trail, Winchester, VA 22602
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  /50

  $475,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  319 Walker St, Winchester, VA 22601

  Charm and Character, awaining your touch in Desirable Whittier Acres!This charming 4-bedroom, 2.5-bath Colonial is located just a few blocks from thriving downtown Winchester. Featuring a fantastic floorplan, a bright and inviting sunroom, and a beautifully landscaped yard, this home offers great curb appeal and endless potential. While it awaits your personal updates, its solid layout and prime

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  319 Walker St, Winchester, VA 22601
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  /20

  $2,125 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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  /65

  $370,000 Sold Apr 25, 2025

  • 1,337 Sq Ft
  • $277/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  202 Doe Trail, Winchester, VA 22602

  Welcome home to 202 Doe Trail! This lovely rancher is being sold with an adjacent, corner lot, totaling approximately .7 acres of space and comfort, simply awaiting for your gardening skills! Walk into the lovely, very well maintained home, with a freshly painted kitchen, open floor plan and three well sized bedrooms. The sellers added a slider door and beautiful deck to the home in 2022 and

  Nicole Lewis Coldwell Banker Premier

  202 Doe Trail, Winchester, VA 22602
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  /38

  Est $288,052 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft

  1172 Purcell Ln, Winchester, VA 22603

  1172 Purcell Ln, Winchester, VA 22603
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  /59

  $485,000

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

  2796 Green Spring Rd, Winchester, VA 22603

  This impressive home and property blend the perfect mix of being close to town, and living in quiet, picturesque surroundings. The house is 2400 square feet with 4 bedrooms and 2 bathrooms. There was an expansive two-story addition completed in 2000, boasting a large primary suite with two walk-in closets and an additional storage room upstairs. The main level features three bedrooms and one

  Jessica Corliss Dandridge Realty Group, LLC

  2796 Green Spring Rd, Winchester, VA 22603
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  /17

  $1,450 per month

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

  447 N Loudoun St Unit 1, Winchester, VA 22601

  Looking for the most fabulous apartment in Old Town? This is it! So much charm, huge windows, hardwood floors, two levels with custom built-ins, and a spiral staircase! But don't worry about moving things in because you have access to both levels from the hallway! Gorgeous hard wood floors in huge bedroom and living room, high ceilings! Working gas fireplace in the living room, decorative

  Misty Weaver Samson Properties

  447 N Loudoun St Unit 1, Winchester, VA 22601
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  /38

  $315,000 Sold Apr 25, 2025

  • 1,064 Sq Ft
  • $296/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  248 Payne Rd, Winchester, VA 22603

  Charming 3 Bed, 1 Bath Rancher on a spacious half-acre lot! This cozy home features an eat-in kitchen, a fully fenced backyard with two storage sheds, and an inviting firepit for outdoor enjoyment. The attached 2-car carport offers convenient covered parking. Recent updates include a serviced furnace with a $700 warranty, a pumped septic system (2024), and an updated roof. A flue in the living

  Sheila Pack RE/MAX Roots

  248 Payne Rd, Winchester, VA 22603
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  /36

  Est $435,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

  1960 Siler Rd, Winchester, VA 22603

  1960 Siler Rd, Winchester, VA 22603
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  /45

  $849,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,940 Sq Ft

  4661 Middle Rd, Winchester, VA 22602

  TOTALLY RENOVATED FARMHOUSE set on 5.9 bucolic acres PLUS an adjoining 5.4- acre lot with County Approval for a second , four-bedroom home Thoughtfully restored from top to bottom, this inviting home, with NO HOA, offers the serenity of rural living with the convenience of being just minutes from Winchester.UNIQUE FEATURES INCLUDE: All-new windows & doors, new HVAC (heat pump), updated

  Maureen Cunningham Century 21 Redwood Realty

  4661 Middle Rd, Winchester, VA 22602
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  /20

  $1,518 - $2,163 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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  /53

  $415,000 Sold Apr 25, 2025

  • 1,694 Sq Ft
  • $245/SF
  • 24 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1920

  525 N Cameron St, Winchester, VA 22601

  Looking to drastically reduce your living expenses? You should HOUSE HACK! This is the perfect property to do that. It is a duplex with one unit rented. You can live in the other have have the tenant slash your mortgage payment in half or more!Back on the market, Buyer contract fell through. Motivated seller! Amazing multifamily duplex (Cash-Machine) for sale in a prime location in Winchester

  Omni Casey Keller Williams Realty

  525 N Cameron St, Winchester, VA 22601
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  /50

  Est $240,082 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 794 Sq Ft

  1238 N Frederick Pike, Winchester, VA 22603

  1238 N Frederick Pike, Winchester, VA 22603

Showing Results 81 - 120, Page 3 of 18