Winchester, VA Homes

• 

  

  

  /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
• 

  

  

  /32

  $2,350 per month

  • 4 Beds
  • 3.5 Baths
  • 2,291 Sq Ft
  • Townhouse for Rent

  148 Solara Dr, Winchester, VA 22602

  Check out this immaculately maintained 2,300 square foot end-unit townhome for rent in the highly sought-after Fieldstone community! Featuring 3 spacious bedrooms and 3.5 bathrooms, this home offers the perfect blend of comfort, space, and style.One of our favorite features is the expansive walk-out basement, which opens to a large, level backyard that backs to serene woods—ideal for relaxing or

  Gayle Bailey Keller Williams Chantilly Ventures, LLC

  148 Solara Dr, Winchester, VA 22602
• 

  

  

  /52

  $449,900 Sold May 02, 2025

  • 2,411 Sq Ft
  • $187/SF
  • 45 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  342 Lanny Dr, Winchester, VA 22601

  “Immaculate Rancher in Whittier” - Welcome to this stunning, fully renovated ranch home in highly desired Whittier Acres, offering over 2,500 finished square feet of modern living space! With 4 bedrooms and 3 full bathrooms, this home is designed for comfort and versatility.The main level boasts gleaming refinished hardwood floors throughout, a cozy fireplace in the living room, and a bright and

  Mark Francis ICON Real Estate, LLC

  342 Lanny Dr, Winchester, VA 22601
• 

  

  

  /60

  Est $401,056 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  152 Solara Dr, Winchester, VA 22602

  152 Solara Dr, Winchester, VA 22602
• 

  

  

  /17

  $395,000

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft

  482 Diamondback Ln, Winchester, VA 22602

  Nestled on approximately 10 acres of serene land, this peaceful retreat offers minimal restrictions and features a picturesque stream that enhances the natural landscape. The cozy one-level home, approximately 880 sq. ft., was built in 2019 and served as a successful Airbnb, offering the perfect balance of comfort and privacy. Whether you're looking to unwind in nature or create your own private

  

  Sheila Pack

  RE/MAX Roots

  (540) 306-5221

  482 Diamondback Ln, Winchester, VA 22602
• 

  

  /26

  $1,125 - $1,702 per month

  Fort Collier Terrace

  1-3 Beds

  900-1024 N Braddock St, Winchester, VA 22601

  Welcome to Fort Collier Terrace, an inviting community you'll love being part of. Our apartments in Winchester, VA, come in one, two, and three-bedroom layouts that range from 800 to 1,000 square feet. Aside from the generous living quarters, you'll find everything you need to feel right at home.Located near N Cameron Street and Martinsburg Pike, you're a stone's throw away from the top dining,

  900-1024 N Braddock St, Winchester, VA 22601
• 

  

  /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 Realty

  609 Smithfield Ave, Winchester, VA 22601
• 

  

  /27

  Est $368,612 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  427 Washout Ln, Winchester, VA 22603

  427 Washout Ln, Winchester, VA 22603
• 

  

  /69

  $699,900 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,432 Sq Ft

  237 Aspen Trail, Winchester, VA 22602

  Enjoy the ease of one-level living in this beautifully designed rancher, perfectly situated on 3.5 scenic acres in the Emerald Lake community. This 3-bedroom, 3.5-bath home features hardwood flooring throughout a spacious, open floor plan. The kitchen boasts a cozy window seat, a built-in desk area, a double wall oven (including a convection oven), and plenty of storage space. Furnace 2023,

  

  Sheila Pack

  RE/MAX Roots

  (540) 781-0760

  237 Aspen Trail, Winchester, VA 22602
• 

  

  /16

  $1,795 per month

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • House for Rent

  134 Montague Ave, Winchester, VA 22601

  A perfect single family home in downtown Winchester! Super charming throughout, vintage COOL bar, HUGE living room! Two bedrooms and bath on main, fun 3rd bedroom on finished upper floor or home office, yoga room, bonus room, etc. Basement adds an abundance of extra storage. Classic brick exterior surrounded by a lovely yard with easy access to driveway by the alley. Good credit required and

  Gillian Greenfield Coldwell Banker Premier

  134 Montague Ave, Winchester, VA 22601
• 

  

  /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
• 

  

  /49

  Est $630,882 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  117 Thompson Ct, Winchester, VA 22602

  117 Thompson Ct, Winchester, VA 22602
• 

  

  /42

  $769,900 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  Nestled at the end of a peaceful cul-de-sac, this stunning, property offers the perfect blend of seclusion and community living. This custom-designed home offers three bedrooms and three bathrooms, with the convenience of main-level living. Surrounded by lush woodlands and boasting breathtaking views of both trees and mountains, this property is ideal for those seeking a tranquil retreat that

  

  LESLIE WEBB

  Long & Foster Real Estate, Inc.

  (540) 698-5419

  1049 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /37

  $1,129 - $1,480 per month

  Fay Street Apartments

  1-3 Beds

  121 Fay St, Winchester, VA 22602

  NEW MANAGEMENT, NEW LOOK! Live on your own terms with Fay Street Apartments. Find thecomfort and convenience you crave among our one- and two-bedroom apartments, and three-bedroom townhomes, on our well-kept premises, and in the nearby, quaint town ofWinchester, VA. Our community opens doors to a myriad of opportunities—will youreach out and seize them all?Start an exciting

  121 Fay St, Winchester, VA 22602
• 

  

  /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
• 

  

  /36

  Est $421,992 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,522 Sq Ft

  151 Doonbeg Ct, Winchester, VA 22602

  151 Doonbeg Ct, Winchester, VA 22602
• 

  

  /33

  $799,950 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  2850 Cedar Creek Grade, Winchester, VA 22602

  Complete and Ready for New Owners, located on 5 Acres close to Winchester City, Rose Hill Park, The Winchester Medic al Center, Shopping, Marker Miller Orchard, Schools and Historic Downtown Winchester! The Grovemont Floor Plan offers a standard of modern luxury and design. It is a 3-bedroom, Plus a Technology Room/Office, 2.5 Bath home designed to be bright, open, and functional. The interior

  

  LESLIE WEBB

  Long & Foster Real Estate, Inc.

  (540) 507-2529

  2850 Cedar Creek Grade, Winchester, VA 22602
• 

  

  /9

  $1,795 per month

  • 2 Beds
  • 2.5 Baths
  • 1,368 Sq Ft
  • Townhouse for Rent

  2098 Cidermill Ln, Winchester, VA 22601

  Spacious and well-maintained 2-bedroom, 2-bath brick townhome located in a highly desirable neighborhood. Enjoy the comfort of an open floor plan, modern kitchen, and private outdoor space. Conveniently situated near shopping, dining, parks, and top-rated schools. Perfect for professionals, small families, or roommates. Pets Case by Case. Application Fee $45.00No smoking

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  2098 Cidermill Ln, Winchester, VA 22601
• 

  

  /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
• 

  

  /38

  Est $701,487 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,095 Sq Ft

  216 Taggart Dr, Winchester, VA 22602

  216 Taggart Dr, Winchester, VA 22602
• 

  

  /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
• 

  

  /22

  $1,450 - $1,890 per month

  Blue Ridge Apartments

  2-4 Beds

  2260 Wilson Blvd, Winchester, VA 22601

  Discover the perfect blend of comfort and convenience at Blue Ridge Apartments in Winchester, VA. Our recently updated homes feature a variety of floor plans. Nestled in a pet-friendly community, you're just minutes away from Winchester's scenic spots, historic downtown, Apple Blossom Mall, and major employers. With easy access to I-81 and Route 7, the best of Winchester is always within reach.

  2260 Wilson Blvd, Winchester, VA 22601
• 

  

  /38

  $600,000 Sold May 01, 2025

  • 3,016 Sq Ft
  • $199/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  111 Barnston Ct, Winchester, VA 22602

  Location! Location! Location! RAVEN WING COMMUNITY!This stunning brick colonial boasts 4 bedrooms, 2.5 Baths, 2 Car garage, full basement & with just over 3,000 finished sqft. of prime living space, you cant pass this one up! Step inside to gleaming hardwood floors on the main level, a spacious formal dining on the right, and formal living on the left! Don't miss the unique double sided gas

  Lisa Behr Coldwell Banker Premier

  111 Barnston Ct, Winchester, VA 22602
• 

  

  /17

  Est $263,145 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 734 Sq Ft

  228 Weems Ln, Winchester, VA 22601

  228 Weems Ln, Winchester, VA 22601
• 

  

  /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
• 

  

  /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
• 

  

  /61

  $550,000 Sold May 01, 2025

  • 2,150 Sq Ft
  • $256/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  1474 Hunting Ridge Rd, Winchester, VA 22603

  Bring your camera! From the living room window, you can watch deer in the front yard grazing and meandering by. Or enjoy birdwatching from the kitchen side, sit on the deck for sunrise views. This property offers nearly 12 acres off Hunting Ridge Road with 3 bedrooms, 2 full baths, and a semi-finished basement perfect for storage, projects, or recreation. The basement includes a wood fireplace,

  Beverly Hoover Samson Properties

  1474 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /83

  Est $837,518 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,632 Sq Ft

  420 N Hayfield Rd, Winchester, VA 22603

  420 N Hayfield Rd, Winchester, VA 22603
• 

  

  /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
• 

  

  /35

  $1,910 - $2,435 per month

  Stuart Hill

  1-3 Beds

  1981 Randolph Place, Winchester, VA 22601

  Nestled in the picturesque Shenandoah Valley in historic Winchester, Virginia, Stuart Hill Apartments combines convenience, a quality lifestyle, and warm, personalized service. Ideally situated just minutes from Historic Downtown Winchester, local shopping and dining, Shenandoah University, and the top-rated Winchester Medical Center, our community offers unparalleled access to everything you

  1981 Randolph Place, Winchester, VA 22601
• 

  

  /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
• 

  

  /3

  Est $172,000 Not Listed For Sale

  403 Panther Dr, Winchester, VA 22602

  403 Panther Dr, Winchester, VA 22602
• 

  

  /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
• 

  

  /59

  $3,100 per month

  • 5 Beds
  • 3.5 Baths
  • 3,078 Sq Ft
  • House for Rent

  130 Thornton Way, Winchester, VA 22602

  Gorgeous Brick Front Home Built in 2024. Appealing contemporary design, with open floor planconnecting eat-in kitchen with family room featuring a cozy fireplace. Gourmet kitchen features island w/ breakfast bar, granite counters, stainless steel appliances, and a walk-in pantry. The living room off the foyer is ideal for quiet gatherings. The upper level has 4 bedrooms and 2 full bathrooms, as

  John Ginty Samson Properties

  130 Thornton Way, Winchester, VA 22602
• 

  

  /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
• 

  

  /47

  Est $365,899 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  304 Graywolf Trail, Winchester, VA 22602

  304 Graywolf Trail, Winchester, VA 22602
• 

  

  /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, in one of the area’s newer 55+ communities. Less than two years old, this two-level residence 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 2.5 bathrooms. For your convenience, there's also a

  Wendy Conner Coldwell Banker Premier

  112 Maury Way, Winchester, VA 22602
• 

  

  /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
• 

  

  /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
• 

  

  /36

  Not Listed For Sale

  • Studio
  • 3,790 Sq Ft

  912 S Braddock St, Winchester, VA 22601

  912 S Braddock St, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 18