Winchester, VA Homes

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  /23

  $795,600 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,102 Sq Ft

  111 Babbs Mountain Rd, Winchester, VA 22603

  Modern Elegance on 1.6 Acres – To Be Built!Experience contemporary living at its finest with this stunning 3-bedroom, 2.5-bathroom home, expertly designed by Fauver and Browning Homes. Nestled on 1.6 scenic acres just outside Winchester, this home offers breathtaking views of the rolling meadows leading to Apple Pie Ridge.Spanning 2,102 sq. ft., this home blends modern design with

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 329-8240

  111 Babbs Mountain Rd, Winchester, VA 22603
• 

  

  /2

  $1,600 - $1,800 per month

  Apartment for Rent

  1 - 2 Beds

  148 N Loudoun St, Winchester, VA 22601

  Beautiful 1 and 2 bedroom fully furnished apartments. Located directly on the old town walking mall. Washer dryer included in the unit. On site parking.

  148 N Loudoun St, Winchester, VA 22601
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  /33

  $259,000 Sold Jul 28, 2025

  • 1,000 Sq Ft
  • $259/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  455 Marple Rd, Winchester, VA 22603

  **Active Pending Release** New list price at recent appraised value, septic repairs and new distribution box installed. 3 beds, 2 baths, detached garage on 1 acre just 10 minutes from Downtown Winchester! Enter the heart of this renovated home from a sizable front porch. The open concept living/dining/kitchen offers natural light, hard surface floors, butcher block countertops, bar seating and a

  Anna Fox NextHome Realty Select

  455 Marple Rd, Winchester, VA 22603
• 

  

  

  /19

  Est $439,568 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
• 

  

  

  /31

  $870,000

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  601 Fall Run Ln, Winchester, VA 22602

  Prepare to be captivated by the beauty and tranquility of this exceptional custom-built home, nestled on 20.10 acres with breathtaking mountain views. Offering desirable one-level living, this nearly new (under 3 years old) home boasts a gorgeous covered porch and an expansive deck perfect for savoring the stunning surroundings. Step inside to discover a meticulously designed open-plan layout,

  Theo Theologis Slones Real Estate

  601 Fall Run Ln, Winchester, VA 22602
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  /10

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Condo for Rent

  107 Nevermore Dr, Winchester, VA 22602

  FULLY FURNISHED SHORT /MID/LONG term corporate rental. ALL UTILTIES /INTERNET/CABLE included. This is a beautiful “like new” spacious 2 BR 2 BA basement apt just off of Rt. 50 in Winchester Virginia. Great commuter location. Owners live upstairs but apt is 100% private..NO SMOKING / NO PETS Short Rental term must be a MINIMUM of 6 months— and then can be extended month to

  michele bouve hoffman Pearson Smith Realty, LLC

  107 Nevermore Dr, Winchester, VA 22602
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  /42

  $400,000 Sold Jul 28, 2025

  • 1,728 Sq Ft
  • $231/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  153 Pembridge Dr, Winchester, VA 22602

  Back on market through no fault of seller: Location, Location! You’ll love this charming split-level home, ideally located just seconds from Route 50 and I-81—offering easy access to everything Winchester has to offer.Enjoy the friendly neighborhood from the spacious front porch, which welcomes you into a nicely updated family room. The large eat-in kitchen features upgraded granite

  Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  153 Pembridge Dr, Winchester, VA 22602
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  /66

  Est $563,339 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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  /44

  $850,000

  • 5 Beds
  • 4.5 Baths
  • 6,122 Sq Ft

  939 Buckner Dr, Winchester, VA 22601

  Listed well below market value, this stunning all-brick home in the sought-after Meadow Branch community was built in 2000 and has undergone extensive renovations in 2023 and 2024. The main-level bedroom includes a spacious, newly updated ensuite featuring an oversized marble-tiled shower, dual vanities, and a custom walk-in closet designed by ClosetsByDesign. The beautifully reimagined kitchen

  Kiran K. Morzaria Parekh Redfin Corporation

  939 Buckner Dr, Winchester, VA 22601
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  /20

  $1,535 per month

  HARRISON PLAZA RESIDENTIAL

  1 - 2 Beds

  2310 Valor Dr, Winchester, VA 22601

  Harrison Plaza is a new mixed-use development located at the intersection of Hope Drive and Valor Drive in the heart of Winchester, VA. This three-building community offers 70 one- and two-bedroom spacious modern apartments minutes away from local shopping centers, restaurants, and entertainment venues.Interior features include an open floor plan with stylish cabinets, granite countertops,

  2310 Valor Dr, Winchester, VA 22601
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  /5

  $639,990 Sold Jul 28, 2025

  • 2,999 Sq Ft
  • $213/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  122 Wagtail Ln, Winchester, VA 22603

  New Rembrandt is under construction and will be ready for Summer Move In at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! Discover the epitome of thoughtful design in The Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and vibrant communal spaces, all while prioritizing the ease of main-level living. Step through the

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  122 Wagtail Ln, Winchester, VA 22603
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  /37

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  216 E Piccadilly St, Winchester, VA 22601

  216 E Piccadilly St, Winchester, VA 22601
• 

  

  /53

  $774,900

  • 5 Beds
  • 3.5 Baths
  • 3,928 Sq Ft

  977 W Parkins Mill Rd, Winchester, VA 22602

  Welcome to your dream retreat—set on 5 private acres just outside Winchester, this fully renovated home offers the perfect blend of luxury and land. With 5 spacious bedrooms and 3.5 beautifully updated bathrooms, this property is designed for comfort, functionality, and style.From the chef’s kitchen to the expansive living areas, every detail has been thoughtfully upgraded. Whether you're

  Nicole Renzetti EXP Realty, LLC

  977 W Parkins Mill Rd, Winchester, VA 22602
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  /15

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,509 Sq Ft
  • Townhouse for Rent

  121 Nootka Way, Winchester, VA 22602

  This corner-unit townhome offers front and back views along with 1,509 square feet of beautifully designed living space across two levels. Flooded with natural light from additional windows, the home provides enhanced privacy and an open, airy atmosphere throughout. Featuring 3 spacious bedrooms and 2.5 modern bathrooms, it blends contemporary finishes with a smart, functional layout. The

  Mahrukh Tariq Century 21 Redwood Realty

  121 Nootka Way, Winchester, VA 22602
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  /37

  $349,990 Sold Jul 28, 2025

  • 1,509 Sq Ft
  • $232/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  113 Nootka Way, Winchester, VA 22602

  This rear-load, two-level townhome offers 1,509 square feet of well-designed living space, perfect for modern comfort and convenience. With three spacious bedrooms and 2.5 baths, it’s ideal for those seeking a low-maintenance lifestyle. The open layout includes a welcoming main level with plenty of room for entertaining, while the second floor hosts the bedrooms for added privacy. The home also

  Brooks Sears D R Horton Realty of Virginia LLC

  113 Nootka Way, Winchester, VA 22602
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  /21

  Est $294,288 Not Listed For Sale

  • Studio
  • 539 Sq Ft

  3464 Papermill Rd, Winchester, VA 22602

  3464 Papermill Rd, Winchester, VA 22602
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  /56

  $619,900

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  281 Light Rd, Winchester, VA 22603

  Century 21 Redwood Realty makes no representation as to the accuracy or reliability of information provided in the listing. Buyer should verify information provided, that is material to the Buyer’s decisions, as they relate to this property. Any provided documents should be researched and verified. ** Price Improvement!! Property previously appraised for just under $647,000! Now

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /9

  $1,800 - $2,600 per month

  Apartment for Rent

  1 - 2 Beds

  210 S Cameron St, Winchester, VA 22601

  This fully furnished and recently renovated property is located in the heart off Old Town Winchester and includes a log cabin structure, premium appliances, granite countertops and assigned parking spaces.Come and enjoy the excitement of living in Old Town with many excellent restaurants and drinking establishments , six breweries, multiple music venues, fabulous shopping, museums and art

  210 S Cameron St, Winchester, VA 22601
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  /32

  $56,000 Sold Jul 28, 2025

  • Land
  • 6 Acres
  • $9,622 per Acre

  • 266 Days On Market

  0 Pack Horse Rd Unit VAFV2021970, Winchester, VA 22603

  BRAND NEW gravel entrance, road to homesite, and survey!!!! Attractive OWNER FINANCING terms available!!! Enjoy rural living and fun on this building lot in the Valley Estates community. This land is located off of Pack Horse Road not far from the West Virginia state line. This prime wooded lot perked for a 3 bedroom septic system just recently. Access is secured via road frontage on Pack Horse

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Pack Horse Rd Unit VAFV2021970, Winchester, VA 22603
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  /2

  Est $197,989 Not Listed For Sale

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602

  128 Rappahannock Trail, Winchester, VA 22602
• 

  

  /32

  $734,610 New Construction

  • 4 Beds
  • 3 Baths
  • 3,567 Sq Ft

  103 Wagtail Ln, Winchester, VA 22603

  Step into the Sierra 39-F2 – Homesite 1025 at Hiatt Pointe (55+)—a two-car, front-load garage SINGLE FAMILY home with four bedrooms and three full bathrooms will be ready IMMEDIATELY.. Designed for ease and everyday function, this factory-framed 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

  Shannon L Bray Pearson Smith Realty, LLC

  103 Wagtail Ln, Winchester, VA 22603
• 

  

  /28

  $2,400 per month

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Townhouse for Rent

  120 Solara Dr, Winchester, VA 22602

  Enjoy this gorgeous, 3 bedroom, 3.5 bathroom end-unit townhouse in Fieldstone. The location of this townhouse is probably the best in the neighborhood! Enjoy the privacy and seclusion of this end-unit with trees on two sides. In addition to the one-car garage, its oversized driveway can accommodate two vehicles. Enjoy the outdoors with its large composite deck! Well-qualified applicants

  Theo Theologis Slones Real Estate

  120 Solara Dr, Winchester, VA 22602
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  /68

  $700,000 Sold Jul 25, 2025

  • 1,664 Sq Ft
  • $421/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1967

  516 Merrimans Ln, Winchester, VA 22601

  Amazing Opportunity--First time on the market, this mid-century Ranch comes with updated bathrooms and custom kitchen. The 1.4 acre property includes an in-ground pool and guest house with full bath and kitchenette. Densely landscaped property provides almost complete privacy on one of the few remaining spacious lots inside the city. A large Lanai complements the property for entertaining or

  Dallas Croft Samson Properties

  516 Merrimans Ln, Winchester, VA 22601
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  /2

  Est $903,054 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
• 

  

  /19

  $454,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,637 Sq Ft

  106 Manasquan Way, Winchester, VA 22602

  The Cabral offers 1,657 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2.5 bathrooms, and a versatile loft area on the bedroom level—perfect for a home office, playroom, or additional lounge space. Enjoy the convenience of a 2-car garage and modern finishes throughout. This home is move-in ready and comes with added perks including a washer and dryer,

  Brooks Sears D R Horton Realty of Virginia LLC

  106 Manasquan Way, Winchester, VA 22602
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  /20

  $1,600 - $2,600 per month

  Apartment for Rent

  Studio - 2 Beds

  114 N Loudoun St, Winchester, VA 22601

  Brand new fully furnished extended stay apartments in the heart of Old Town Winchester Virginia including all utilities, washer /dyer, high speed internet, free nightly and weekend parking ( 5pm to 8 am), keyless entry, 10' ceilings, exposed brick interior partitions and optional weekly cleaning.. More information can be found at themerchantsuites

  114 N Loudoun St, Winchester, VA 22601
• 

  

  /50

  $500,000 Sold Jul 25, 2025

  • 2,884 Sq Ft
  • $173/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  119 Artillery Rd, Winchester, VA 22602

  Multiple offers received, seller will review offers Monday evening 6PM.Warm and Welcoming 4-Bedroom Home with Scenic Backyard and Modern UpgradesNestled on a cul de sac with mature trees and tranquil pastoral views, this lovingly maintained 4-bedroom, 2.5-bathroom home blends modern convenience with timeless comfort. Located just minutes from Route 7 and I-81, it offers easy

  Steve Bingham Realty ONE Group Capital

  119 Artillery 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
• 

  

  /32

  $556,249 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  104 Wagtail Ln, Winchester, VA 22603

  Welcome to the Vale 34-F2 – Homesite 1023 at Hiatt Pointe—a two-car, front-load garage END VILLA with three bedrooms, two full bathrooms, and one half bathroom will be ready IMMEDIATELY. Open and adaptable, this factory-framed 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

  Shannon L Bray Pearson Smith Realty, LLC

  104 Wagtail Ln, Winchester, VA 22603
• 

  

  /28

  $2,150 per month

  • 3 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Townhouse for Rent

  111 Lighthouse Ln, Winchester, VA 22602

  Welcome to 111 Lighthouse Lane – a beautifully maintained end-unit townhome in the desirable Windstone community! This 3-bedroom, 2.5-bath home offers open living space, featuring brand-new carpet and fresh paint throughout. The spacious eat-in kitchen boasts stainless steel appliances, a walk-in pantry, and a sunny breakfast area that opens to a private rear deck – perfect for morning coffee or

  Jerry Audi TTR Sothebys International Realty

  111 Lighthouse Ln, Winchester, VA 22602
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  /27

  $325,000 Sold Jul 25, 2025

  • 1,900 Sq Ft
  • $171/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1964

  412 Fairview Ave, Winchester, VA 22601

  Welcome to 412 Fairview Ave. A ranch-style home with a full basement.This house features hardwood floors, a gas fireplace in the living room, and a central vacuum system.On the main level, you'll find three bedrooms and two full bathrooms. The kitchen comes fully equipped with a stove, refrigerator, microwave, and dishwasher, all of which convey along with the window treatments.

  Junue Hernandez Rojas Long & Foster Real Estate, Inc.

  412 Fairview Ave, Winchester, VA 22601
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  /38

  Est $305,482 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
• 

  

  /67

  $615,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,760 Sq Ft

  162 Darby Dr, Winchester, VA 22602

  Nestled in the sought-after Ravenwing community, this stunning colonial home offers a perfect blend of comfort and style. Built in 2002, this well-maintained residence boasts nearly 3,000 finished square feet of thoughtfully designed living space, ideal for creating lasting memories. Step inside to discover a warm and inviting atmosphere, highlighted by a fully finished basement that provides

  Michael Elias Century 21 Redwood Realty

  162 Darby Dr, Winchester, VA 22602
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  /20

  $1,483 - $2,094 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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  /52

  $500,000 Sold Jul 25, 2025

  • 1,743 Sq Ft
  • $287/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  111 Shelby Ct, Winchester, VA 22602

  Here's a breath of fresh air! Welcome to a beautifully Upgraded and Updated one level home situated on level, fully fenced, cul-de-sac lot and loaded with the WOW factor. Setting the stage for what's to come is the Front Entryway which is a "Knotty Alder Front Door with Sidelights" installed in 2023. Breeze through entry to find desirable open floor plan with vaulted ceiling and dramatic

  Angela Duncan MarketPlace REALTY

  111 Shelby Ct, Winchester, VA 22602
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  /36

  Est $501,851 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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  /76

  $669,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  2716 Hunting Ridge Rd, Winchester, VA 22603

  Experience the enchanting character of 2716 Hunting Ridge Rd—a one-level cedar ranch nestled on 10.5 sprawling acres, gently bordered by the calming back creek and picturesque views that define its serene charm. This captivating 2500+ Sq Ft, 4‐bedroom, 21⁄2‐bath farmette-style home exudes warmth with its dramatic vaulted ceilings, soaring stone fireplace, and bright breakfast room overlooking

  Dana Campbell Samson Properties

  2716 Hunting Ridge Rd, Winchester, VA 22603
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  /14

  $1,750 per month

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

  15 E Piccadilly St Unit 204, Winchester, VA 22601

  "The Monument Lofts" are industrial style loft on the downtown walking mall with masterful design and high-end finishes. Sealed cement floors, high vaulted ceilings, wide open kitchen/living combination, and access to quaint workout facility and storage room make this loft your desired spot for year or years depending on your stay in Winchester! Parking space, Water/Sewer, electronic locks(

  Dave Spence RE/MAX Roots

  15 E Piccadilly St Unit 204, Winchester, VA 22601
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  /31

  $310,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $191/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  7 E Hart St, Winchester, VA 22601

  Beautifully Maintained and Ideally Located!Nestled within city limits and just minutes from shopping, local dining, and the vibrant downtown walking mall, this home offers the perfect blend of comfort and convenience. Recent updates include fresh paint on all interior levels (2025), new carpet (2025), upgraded granite countertops (2019), a 30-year Timberline American Harvest roof (2017),

  Jennifer Sacco RE/MAX Roots

  7 E Hart St, Winchester, VA 22601
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  /2

  Not Listed For Sale

  • Studio
  • 1,693 Sq Ft

  408 Diehl St, Winchester, VA 22601

  408 Diehl St, Winchester, VA 22601

Showing Results 81 - 120, Page 3 of 18