Winchester, VA Homes

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  /71

  $1,390,000

  • 7 Beds
  • 7 Baths
  • 8,616 Sq Ft

  202 S Washington St, Winchester, VA 22601

  Back on the market due to NO fault of the Seller! You have to see this $1M renovation by an architect out of NYC. Currently a single family home with a private “guest apartment”, but zoned multi-family with the potential for up to 4 units and potentially $4000.00+ in monthly rental income! Fantastic opportunity! The private guest suite currently has 2 bedrooms. The 3rd floor also has an

  

  Lori Bales

  Keller Williams Realty

  (540) 660-3543

  202 S Washington St, Winchester, VA 22601
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  /8

  $1,150 per month

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

  2259 Papermill Rd Unit 4, Winchester, VA 22601

  This lower level apartment is an end unit. 1 bedroom,1 bath apartment is in a great location close to shopping and restaurants. NO Smoking, NO pets, NO Vaping. $30 application fee to cover credit and background check. Landlord is looking for around 700 credit score.

  

  Frank Armstrong, IV

  Colony Realty

  (540) 701-4871

  2259 Papermill Rd Unit 4, Winchester, VA 22601
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  /12

  $689,999 Sold May 02, 2025

  • 2,780 Sq Ft
  • $248/SF
  • 26 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  120 Pawn Ct, Winchester, VA 22602

  Special Financing available! Only 5 homes remaining! The eye-catching Presley plan was designed for entertaining, boasting a covered front porch, an open great room and an inviting gourmet kitchen with upgrades throughout. You’ll also appreciate a mudroom, a powder room, a study and a 2-car garage with a shop. Upstairs, enjoy a convenient laundry, a versatile guest suite and two generous bedrooms

  Jay Day LPT Realty, LLC

  120 Pawn Ct, Winchester, VA 22602
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  /42

  Est $332,472 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,676 Sq Ft

  2428 Massanutten Terrace, Winchester, VA 22601

  2428 Massanutten Terrace, Winchester, VA 22601
• 

  

  

  /71

  $1,390,000

  • Studio
  • 8,616 Sq Ft

  202 S Washington St, Winchester, VA 22601

  Back on the market due to NO fault of the Seller! Currently a single family home with a private “guest apartment”, but zoned multi-family with the potential for up to 4 units and potentially $4000.00+ in monthly rental income! Fantastic opportunity! The private guest suite currently has 2 bedrooms. The 3rd floor also has an additional 2 bedrooms, full bathroom and could laundry room that

  

  Lori Bales

  Keller Williams Realty

  (540) 917-5619

  202 S Washington St, Winchester, VA 22601
• 

  

  /29

  $1,550 per month

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Townhouse for Rent

  2651 Limestone Ct, Winchester, VA 22601

  This all-brick end-unit townhome is located just minutes from downtown Winchester where you will find shopping, restaurants, & entertainment. Hardwood floors throughout. The main level features a living room, dining room, a half bath, and an updated kitchen. Upstairs are two bedrooms, a laundry room, and a full bath. Enjoy the patio for outdoor entertaining. Available 6/1/25. ***620+ credit

  

  Sheila Pack

  RE/MAX Roots

  (540) 565-5833

  2651 Limestone Ct, Winchester, VA 22601
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  /26

  $211,860 Sold May 02, 2025

  • 976 Sq Ft
  • $217/SF
  • 47 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1936

  609 Smithfield Ave, Winchester, VA 22601

  Investors Special!! Tenant Occupied!! Tenants are month to month!! End-Unit 2/1 Bath Townhouse available near downtown Winchester, Shenandoah University, Parks, shops, and restaurants. New kitchen cabinets!! Almost new roof and furnace!! Hardwood floors throughout!!

  Paul Sneeringer Keller Williams Chantilly Ventures, LLC

  609 Smithfield Ave, Winchester, VA 22601
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  /35

  Est $368,532 Not Listed For Sale

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

  2081 Cidermill Ln, Winchester, VA 22601

  2081 Cidermill Ln, Winchester, VA 22601
• 

  

  /43

  $280,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  117 Buffalo Trail, Winchester, VA 22602

  Are you looking for a great starter home? This one is it! Walking distance to the lake! This well-maintained ranch offers 2 bedrooms, 2 full baths, a large living room and a spacious kitchen. Partial basement has two rooms for storage (outside entrance only). Featuring a new roof in 2020, brand new HVAC system installed last year, new flooring and new fence. Only 10 minutes from Town!

  

  Rhonda Sager

  Sager Real Estate

  (540) 264-4495

  117 Buffalo Trail, Winchester, VA 22602
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  /7

  $1,650 per month

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

  117 Taft Ave, Winchester, VA 22601

  Charming 2-Bedroom Apartment – Prime Location Near Shenandoah University!This well-maintained 1-level apartment features 2 bedrooms and 1 full bathroom. Enjoy the convenience of a great location—just minutes from Shenandoah University, shopping, dining, and more!2 Bedrooms / 1 BathSingle-Level LivingClose to University, Shops, and RestaurantsTenant

  

  Frank Armstrong, IV

  Colony Realty

  (540) 783-6182

  117 Taft Ave, Winchester, VA 22601
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  /50

  $454,900 Sold May 01, 2025

  • 2,304 Sq Ft
  • $197/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1956

  1732 Brandon Dr, Winchester, VA 22601

  Welcome home! Where classic brick-front charm meets fresh, modern updates throughout.As you enter the home, you are greeted by a light and bright living room, adorned by a beautiful wood-burning fireplace. Gleaming hardwood floors run throughout the home, accentuating its spacious feel. The updated eat-in-kitchen features modern gray cabinetry, Quartz countertops, subway tile backsplash, SS

  Rex Petrey Keller Williams Realty

  1732 Brandon Dr, Winchester, VA 22601
• 

  

  /19

  Est $253,449 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft

  206 Kimberly Way, Winchester, VA 22601

  206 Kimberly Way, Winchester, VA 22601
• 

  

  /20

  $150,000 Under Contract

  • Land
  • 13 Acres
  • $11,628 per Acre

  0 Hodges Ln, Winchester, VA 22603

  Escape to nature with this beautiful 12.9-acre property featuring a serene pond, rolling terrain, and a prime spot for your future home or cabin. Tucked away in a peaceful setting yet only 15 miles from Winchester, this land offers the perfect balance of seclusion and convenience. Enjoy camping and other outdoor adventures right on your property. Whether you're looking for a weekend getaway or a

  

  Sheila Pack

  RE/MAX Roots

  (540) 384-9235

  0 Hodges Ln, Winchester, VA 22603
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  /70

  $1,825 per month

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft
  • Townhouse for Rent

  2926 Sorrell Ct, Winchester, VA 22601

  Well maintained and updated end unit town home with 3 bedrooms, 1.5 baths, deck and fenced yard. Freshly painted and new LVP throughout home where carpet was previously located. Home was renovated in 2019 with new windows, cabinets, counter tops, appliances, washer/dryer, and blinds. Close to Shenandoah University, Apple Blossom Mall, shopping, and restaurants. Two assigned parking spots in

  

  Lara Rhoades

  EXP Realty, LLC

  (540) 453-7804

  2926 Sorrell Ct, Winchester, VA 22601
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  /44

  $300,000 Sold May 01, 2025

  • 2,438 Sq Ft
  • $123/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  103 Cheyenne Trail, Winchester, VA 22602

  Welcome to this charming 3-bedroom, 1.5-bath frame home, offering 2,437 sq. ft. of comfortable living space, nestled on a scenic 1.28-acre corner lot. Located in the peaceful Shawneeland community, this property is perfect for a starter home, retirement retreat, or vacation getaway.Enjoy cozy evenings by the beautiful stone fireplace in the spacious living area, where hardwood floors flow through

  Keri Shull EXP Realty, LLC

  103 Cheyenne Trail, Winchester, VA 22602
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  /37

  Est $343,406 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,281 Sq Ft

  503 National Ave, Winchester, VA 22601

  503 National Ave, Winchester, VA 22601
• 

  

  /25

  $285,000

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft

  621 Panther Dr, Winchester, VA 22602

  Wilde Acres offers peaceful country living just 15–20 minutes from Winchester City. The property spans three lots, for a total of approximately .75 acres, and features multiple outbuildings with power and heat. It's ideal for outdoor enthusiasts, nature lovers, and gardeners. The various outdoor spaces provide perfect areas for a workshop, recreation room, or extensive storage. This

  

  Lori Bales

  Keller Williams Realty

  (540) 779-1824

  621 Panther Dr, Winchester, VA 22602
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  /22

  $2,795 per month

  • 4 Beds
  • 2.5 Baths
  • 1,964 Sq Ft
  • House for Rent

  106 Yurok Ct, Winchester, VA 22602

  Be the FIRST to Live in this Stunning Brand New Home! Welcome to your dream rental — a gorgeous, just-built single-family home that checks every box! From the moment you walk in, you'll fall in love with the bright, open-concept floor plan that’s perfect for both everyday living and entertaining. Upstairs, you’ll find four spacious bedrooms, each with plenty of natural light and closet space.

  

  Paula Keiper

  EXP Realty, LLC

  (540) 384-5846

  106 Yurok Ct, Winchester, VA 22602
• 

  

  /31

  $275,000 Sold May 01, 2025

  • 780 Sq Ft
  • $353/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  545 Armour Dale, Winchester, VA 22601

  This adorable, updated 2-Bedroom, 1-Bath home in the City of Winchester offers the perfect blend of comfort and cozy charm. Featuring beautiful, low-maintenance LVP flooring throughout and fresh paint, it’s move-in ready for you to make it your own.Enjoy the added bonus of a bright and inviting sunroom, perfect for sipping your morning coffee or relaxing in the afternoon. The unfinished basement

  Laura King MarketPlace REALTY

  545 Armour Dale, Winchester, VA 22601
• 

  

  /41

  Est $233,114 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  141 Rappahannock Trail, Winchester, VA 22602

  141 Rappahannock Trail, Winchester, VA 22602
• 

  

  /61

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,572 Sq Ft

  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

  (540) 781-0589

  197 Steepwood Ln, Winchester, VA 22603
• 

  

  /17

  $2,795 per month

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft
  • House for Rent

  113 Yurok Ct, Winchester, VA 22602

  Be the FIRST to Live in this Stunning Brand New Home! Welcome to your dream rental — a gorgeous, just-built single-family home that checks every box! From the moment you walk in, you'll fall in love with the bright, open-concept floor plan that’s perfect for both everyday living and entertaining.Upstairs, you’ll find four spacious bedrooms, each with plenty of natural light and closet space. The

  

  Paula Keiper

  EXP Realty, LLC

  (540) 634-6210

  113 Yurok Ct, Winchester, VA 22602
• 

  

  /31

  $713,000 Sold May 01, 2025

  • 3,700 Sq Ft
  • $193/SF
  • 181 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  108 Pawn Ct, Winchester, VA 22602

  Explore this inspired Hemingway home, including a quiet study with French doors; a spacious great room with additional windows and a beautiful fireplace; a dining nook; a thoughtfully designed kitchen boasting a center island, a walk-in pantry and an adjacent sunroom; a main-floor powder room; an upstairs laundry; an impressive primary suite showcasing a large walk-in closet and a deluxe bath ,

  Jay Day LPT Realty, LLC

  108 Pawn Ct, Winchester, VA 22602
• 

  

  /20

  Est $336,492 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft

  106 Maury Way, Winchester, VA 22602

  106 Maury Way, Winchester, VA 22602
• 

  

  /63

  $564,000

  • 4 Beds
  • 3 Baths
  • 3,118 Sq Ft

  303 Walker St, Winchester, VA 22601

  Welcome to this beautifully maintained 4-bedroom, 3-bathroom home on a prime corner lot in Whittier Acres! Located on a quiet cul-de-sac and just a short stroll to Whittier Park and the Museum of the Shenandoah Valley, this home offers both convenience and charm. The meticulously landscaped yard sets the tone for the care found throughout the property. Inside, you'll find refinished hardwood

  

  Frank Armstrong, IV

  Colony Realty

  (540) 501-6918

  303 Walker St, Winchester, VA 22601
• 

  

  /20

  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • Townhouse for Rent

  1984 Cidermill Ln, Winchester, VA 22601

  Very desirable, convenient location and neighborhood! This semi-attached home with a Primary BR on the main floor is meticulously kept. The owners take great pride in their rentals and the tenant care is excellent and personal. There are 3 BRS and 2 full baths. Flooring is hardwood, very clean carpet, and LVP. Laundry is on the main floor and very convenient. The rear screened porch is

  

  Lori Bales

  Keller Williams Realty

  (540) 660-7908

  1984 Cidermill Ln, Winchester, VA 22601
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  /9

  $160,000 Sold Apr 30, 2025

  • 1,066 Sq Ft
  • $150/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1922

  326 E Piccadilly St, Winchester, VA 22601

  Great for Investment Property. CASH ONLY. Home needs remodeled . Property to be SOLD " Where is, As is" Has 2 bedrooms, 1 1/2 Bath. Laundry Room, Basement. Rear Off street Parking. Rear Storage Shed. Gas forced air heat.Utilities are OFF: Water,Electric and Natural Gas.

  George Johnson Jim Barb Realty Inc.

  326 E Piccadilly St, Winchester, VA 22601
• 

  

  /7

  Not Listed For Sale

  0 Gazelle Trail, Winchester, VA 22602

  0 Gazelle Trail, Winchester, VA 22602
• 

  

  /47

  $399,000

  • 4 Beds
  • 1.5 Baths
  • 1,824 Sq Ft

  675 National Ave, Winchester, VA 22601

  Charming & Move-In Ready Home Near Shopping, I-81, Route 7 & Old Town Winchester! Welcome to this beautifully maintained home featuring freshly refinished hardwood floors and a bright, inviting layout. Enjoy a dedicated home office, a cozy breakfast nook, a sun-filled sunroom, and fresh paint throughout. The spacious, fenced-in backyard is perfect for relaxing or entertaining and includes a handy

  

  Frank Armstrong, IV

  Colony Realty

  (540) 696-5072

  675 National Ave, Winchester, VA 22601
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  /13

  $1,700 - $2,400 per month

  The Local

  1-4 Beds

  230 Spring St, Winchester, VA 22601

  Modern designs, elegant finishes, and the most desirable amenities await you at the area’s newest apartment home living destination, the Local. Our Winchester apartments come in one, two, three, and four-bedroom floorplans, each featuring spacious and adaptable layouts. Various interior extras adorn them including an open floorplan concept, walk-in closets, in-unit washers/dryers, and more. As a

  230 Spring St, Winchester, VA 22601
• 

  

  /34

  $314,900 Sold Apr 30, 2025

  • 1,238 Sq Ft
  • $254/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2020

  1322 S Kent St, Winchester, VA 22601

  This charming 5-year-old IMMACULATE townhouse is ideally situated in the heart of Winchester, offering a perfect blend of comfort and convenience. With 2 spacious bedrooms, each featuring their own adjoining baths, this home is perfect for families or guests. The center loft area adds versatility, serving as an excellent office space or a game room. The upper-level laundry area, which includes a

  Lisa Cox Colony Realty

  1322 S Kent St, Winchester, VA 22601
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  /33

  Est $423,500 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,919 Sq Ft

  614 Hemsworth Ave, Winchester, VA 22601

  614 Hemsworth Ave, Winchester, VA 22601
• 

  

  /94

  $1,299,000

  • 4 Beds
  • 4 Baths
  • 4,949 Sq Ft

  1460 Pitcock Ln, Winchester, VA 22602

  This beauty includes three lots totaling 27.65 acres and only 10 minutes from Winchester City! This home exudes character from the moment you step in!Located in a secluded area with towering trees and a pond. This charming log cabin was moved to its current site in circa 1960, with a three-story addition built in 1994. The main cabin features exposed wooden beams and a cozy fireplace, offering

  

  Sheila Pack

  RE/MAX Roots

  (540) 534-0752

  1460 Pitcock Ln, Winchester, VA 22602
• 

  

  /39

  $3,200 per month

  • 5 Beds
  • 3 Baths
  • 3,073 Sq Ft
  • House for Rent

  115 Manasquan Way, Winchester, VA 22602

  Welcome to Your Dream Rental!Be the first to live in this stunning new construction single-family home, thoughtfully designed for modern living. This spacious residence offers 5 bedrooms, 3 full bathrooms, a main floor office, and a partially finished basement—perfect for a home gym, second office, or playroom.Step inside to discover a bright, open-concept layout featuring a sunlit living room

  DIVYA KOTHARI Pearson Smith Realty, LLC

  115 Manasquan Way, Winchester, VA 22602
• 

  

  /40

  $310,000 Sold Apr 30, 2025

  • 1,408 Sq Ft
  • $220/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  536 Gray Ave, Winchester, VA 22601

  GREAT HOME.L located in the heart of Winchester. Closed to all of the amenities in town. This single family home offers 3 bedrooms, Nice Size closets and 1 full bath , Carpet was put in less than 2 years ago.in the second floor. The main level features :Living room, dining , kitchen and laundry with half bath. with new vanity and mirror. Vinyl Plank throughout the main floor just recently

  Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  536 Gray Ave, Winchester, VA 22601
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  /52

  Est $740,908 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,020 Sq Ft

  128 Jeni Ct, Winchester, VA 22602

  128 Jeni Ct, Winchester, VA 22602
• 

  

  /94

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 2,923 Sq Ft

  114 Nassau Dr, Winchester, VA 22602

  Discover Your Dream Home on Nassau Drive. Welcome to this stunning Colonial home, nestled on a beautifully landscaped, lot within the highly sought-after Fieldstone community. Conveniently located just off Route 7, this spacious property offers the perfect blend of commuter-friendly access and the privacy and tranquility of a large, fully fenced backyard. This impressive home features four

  

  Brock Harris

  Samson Properties

  (540) 274-5546

  114 Nassau Dr, Winchester, VA 22602
• 

  

  /22

  $1,749 - $2,231 per month

  Meadow Branch Luxury Apartments

  1-2 Beds

  424 Ridgewood Ln, Winchester, VA 22601

  Welcome to Meadow Branch, where luxury and convenience are standard. Our community offers beautiful 1,2 and 3 bedroom apartment homes. Community means convenience and at Meadow Branch, everything you need is nearby. We are conveniently located adjacent to Winchester Medical Center and 2 miles from Old Town Winchester.

  424 Ridgewood Ln, Winchester, VA 22601
• 

  

  /54

  $430,000 Sold Apr 30, 2025

  • 3,432 Sq Ft
  • $125/SF
  • 2 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1965

  128 Country Club Cir, Winchester, VA 22602

  Hurry—this stunning 5-bedroom, 2-bath split-level home won’t last long! Nestled on a private half-acre lot with mature landscaping and a fully fenced yard, this property offers unbeatable space and freedom with NO HOA restrictions!Inside, you’ll find a beautifully updated kitchen with modern appliances, sleek countertops, and ample storage—perfect for cooking and entertaining. The split-level

  Team Dickinson Century 21 Redwood Realty

  128 Country Club Cir, Winchester, VA 22602
• 

  

  /28

  Est $372,316 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 E James St, Winchester, VA 22601

  118 E James St, Winchester, VA 22601

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