Winchester, VA Homes for Sale

• 

  

  

  /71

  $1,250,000

  • 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
• 

  

  

  /71

  $1,250,000

  • 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
• 

  

  

  /32

  $349,900

  • Studio
  • 2,124 Sq Ft

  619 S Cameron St, Winchester, VA 22601

  **Attention Investors** Located on Historic Cameron Street just 5 blocks from from the Winchester Walking Mall with all of its restaurants, shops, and entertainment, this quaint 1930's home has been converted to two income producing apartments. Both apartments are currently leased on a month to month basis with tenants that would be interested in staying on. Each unit is one bedroom and one

  

  Jim Shebest

  Coldwell Banker Realty

  (540) 351-9661

  619 S Cameron St, 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
• 

  

  

  /63

  $545,000

  • 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
• 

  

  /83

  $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) 781-1173

  114 Nassau Dr, Winchester, VA 22602
• 

  

  /9

  $450,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,190 Sq Ft

  102 Shockey Cir, Winchester, VA 22602

  What a fantastic opportunity for 1-level living in a very desirable neighborhood within 3 minutes to downtown Winchester. This beautiful, all-brick home is located in Fairway Estates, also adjacent to the Winchester Country Club and golf course. It’s been very well-maintained of the years - move in ready and also happy to receive your updated touches. The full, large basement offers a guest

  

  Lori Bales

  Keller Williams Realty

  (540) 215-8959

  102 Shockey Cir, Winchester, VA 22602
• 

  

  /14

  $500,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 1,881 Sq Ft

  331 Ridge Ave, Winchester, VA 22601

  Assessed at $491K and only asking $500K. One level living on a beautiful corner lot in Whittier Acres - a very desirable neighborhood in Winchester City! Take advantage of the convenience of everything Winchester in this location - Winchester Medical Center, Downtown Winchester, the Museum of the Shenandoah Valley, and all of the popular restaurants. With 3 bedrooms and 2 bathrooms on the

  

  Lori Bales

  Keller Williams Realty

  (540) 253-4577

  331 Ridge Ave, Winchester, VA 22601
• 

  /2

  $695,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

  Coming Soon Offered to Investor - Currently Rented NO DRIVEBY SHOWINGS

  

  Kim Kroner

  Washington Dulles Real Estate Group

  (540) 453-8579

  1950 Melvor Ln, Winchester, VA 22601
• 

  

  /23

  $285,000

  • 3 Beds
  • 2 Baths

  332 Caldwell Ln, Winchester, VA 22602

  Here is your opportunity to own over 2.5 acres within minutes of Downtown Winchester. This property is located at the very end of a street with no cut through. The land is relatively flat and the septic system was recently inspected and fully repaired. This manufactured home is deeded as real estate and completely move-in ready. Neighboring properties also have large yards so there is plenty

  

  Lori Bales

  Keller Williams Realty

  (540) 274-5148

  332 Caldwell Ln, Winchester, VA 22602
• 

  

  /45

  $515,000

  • 4 Beds
  • 3 Baths
  • 2,466 Sq Ft

  106 Poe Dr, Winchester, VA 22602

  Welcome to This Lovely Richmond American Homes, Pearl Model. A Beautiful Single Family Home Located On An Oversized Corner Lot. 4 Bedroom, 3 Full Bathrooms. Gourmet Kitchen Boasts Quartz Counters, Stainless Steel Appliances, A Grand Island For Quick Bites, And An Spacious, Open Concept Main Level. This Home Offers A Main Level Bedroom With A Full Bathroom and An Upstairs Bonus Room/ Loft. Raven

  

  Adrian Blakeney

  EXP Realty, LLC

  (540) 805-8133

  106 Poe Dr, Winchester, VA 22602
• 

  

  /104

  $869,500

  • 4 Beds
  • 4.5 Baths
  • 4,368 Sq Ft

  1517 Brookdale Ct, Winchester, VA 22601

  Welcome to this stunning and spacious brick Colonial, perfectly situated on one of the best lots in Morlyn Hills, nestled on a quiet cul-de-sac and overlooking a 45-acre protected wetland preserve. Impeccably maintained and offering over 6,500 + of finished square feet of elegant living space, this home features 4 bedrooms, 4.5 baths, and an impressive array of upgrades throughout.From the moment

  

  Brock Harris

  Samson Properties

  (540) 596-5570

  1517 Brookdale Ct, Winchester, VA 22601
• 

  

  /45

  $280,000

  • Land
  • 25 Acres
  • $11,129 per Acre

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin wired for a generator hook up with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603
• 

  

  /46

  $345,000

  • Land
  • 40 Acres
  • $8,582 per Acre

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603
• 

  

  /22

  $245,000

  • Land
  • 23 Acres
  • $10,452 per Acre

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey and many small game species. There are potential building sites located throughout the

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603
• 

  

  /31

  $125,000

  • Land
  • 23 Acres
  • $5,383 per Acre

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602

  Idyllic, mostly wooded mountaintop sanctuary made up of three parcels with many residential and recreational possibilities. It is located just a few miles west of Winchester above Shawneeland. The large parcel is part of the Great North Mountain Wilderness community. The soil work on one of the small parcels is approved for a two-bedroom septic system, and the owner has stated that at one time,

  Chad Pangle Whitetail Properties Real Estate

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602
• 

  

  /32

  $55,559

  • Land
  • 6 Acres
  • $9,546 per Acre

  0 Pack Horse Rd Unit LotWP00E 21685367, Winchester, VA 22603

  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 three-bedroom septic system just recently. Access is secured via road frontage on Pack Horse Road, which is a state-maintained gravel road. Electricity and other utilities are nearby, making for

  Chad Pangle Whitetail Properties Real Estate

  0 Pack Horse Rd Unit LotWP00E 21685367, Winchester, VA 22603
• 

  

  /23

  $168,000

  • Land
  • 10 Acres
  • $16,800 per Acre

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602

  Enjoy rural living and fun on this building lot in the Long Ridge Estates community. This prime building lot is located off of Gough Road in the High View Manor area of the county. This parcel has a septic certification letter on record with the county health department for a four-bedroom septic system. Access is secured via a 50 ft deeded access easement, which has already been installed and

  Chad Pangle Whitetail Properties Real Estate

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602
• 

  

  /50

  $574,900

  • 4 Beds
  • 3.5 Baths
  • 2,602 Sq Ft

  1629 Pondview Dr, Winchester, VA 22601

  Discover tranquility and spacious living in this exceptional 4-bedroom, 3.5-bath home, with a main-level primary suite, ideally situated on one half of an acre backing to picturesque trees and wide-open fields. From the moment you step inside, you'll appreciate the meticulously maintained interior and inviting open floor plan. The living room features a cathedral ceiling and a cozy gas fireplace,

  Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  1629 Pondview Dr, Winchester, VA 22601
• 

  

  /31

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,518 Sq Ft

  114 Harvest Ridge Dr, Winchester, VA 22601

  Here is your chance to make the Village at Harvest Ridge your home. Beautifully maintained one story living in this sought after 55+ community. The home has an open floor plan easy for hosting or entertaining family. The kitchen is well laid out making daily meal prep easy and enjoyable. The main floor has your master bedroom suite for easy access. Hallways and doorways are larger to

  Dave Spence RE/MAX Roots

  114 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /67

  $615,000

  • 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
• 

  

  /53

  $799,900 Open Sun 12PM - 1PM

  • 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 hosting

  Nicole Renzetti EXP Realty, LLC

  977 W Parkins Mill Rd, Winchester, VA 22602
• 

  

  /40

  $749,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  200 Sweetbriar Ln, Winchester, VA 22603

  Welcome to your dream escape! This custom-built cabin on 7.02 acres in Winchester, VA offers the perfect blend of peace, privacy, and high-end living. Whether you're seeking a serene getaway or a functional farmette, this property has it all — with a mix of open pasture and woods, it’s ideal for animals, gardening, or simply soaking in nature.Step inside to find gleaming hardwood floors flowing

  Lori Hoffman Realty ONE Group Old Towne

  200 Sweetbriar Ln, Winchester, VA 22603
• 

  

  /32

  $499,900

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester!Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include:Fresh interior paint throughoutRenovated kitchen and bathUpdated fixtures and finishesClean, move-in ready conditionThis home offers the perfect blend

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
• 

  

  /62

  $780,000

  • 4 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  1877 Clayton Ridge Dr, Winchester, VA 22601

  Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre—providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and

  Dave Spence RE/MAX Roots

  1877 Clayton Ridge Dr, Winchester, VA 22601
• 

  

  /28

  $499,900

  • 6 Beds
  • 3 Baths
  • 2,793 Sq Ft

  811 Berryville Ave, Winchester, VA 22601

  DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS A 6 BEDROOMS 3 BATHROOMS WITH 3 FULL KITCHENS. ALMOST 2800 SQ. FT FINISHED. OFF STREET PARKING FOR 6 CARS. SHED AND STILL ROOM TO RELAX OUTBACK.

  Richard Kozlowski Long & Foster Real Estate, Inc.

  811 Berryville Ave, Winchester, VA 22601
• 

  

  /36

  $365,000

  • 2 Beds
  • 2.5 Baths
  • 1,238 Sq Ft

  1312 S Kent St, Winchester, VA 22601

  Welcome to this beautifully maintained townhouse featuring 2 spacious bedrooms and 2.5 baths. Enjoy the convenience of both driveway parking and additional parking lot spaces. The modern kitchen boasts quartz countertops, a stylish backsplash, electric cooking, bamboo flooring, a pantry, and a reverse osmosis water system—perfect for any home chef. Located in the heart of downtown Winchester,

  Sheila Pack RE/MAX Roots

  1312 S Kent St, Winchester, VA 22601
• 

  

  /41

  $579,900

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

  1420 Fishel Rd, Winchester, VA 22602

  Tucked away on over 2.5 private, wooded acres, this beautifully updated home offers the ease of one-level living with incredible space inside and out. Featuring 3 bedrooms, 2 newly updated full baths, and brand-new luxury vinyl plank flooring throughout, the home blends comfort and style. The eat-in kitchen boasts an island, stainless steel appliances, and is filled with natural light. Enjoy the

  Katherine (Kat) Wetzel Century 21 Redwood Realty

  1420 Fishel Rd, Winchester, VA 22602
• 

  

  /40

  $530,000

  • 5 Beds
  • 3 Baths
  • 2,489 Sq Ft

  116 Lenore Ln, Winchester, VA 22602

  Stunning home in the heart of Raven Oaks, this residence is a testament to both beauty and functionality. Thoughtful upgrades and features enhance the overall appeal and convenience of this beautiful home. The kitchen, the heart of this home, has been upgraded to perfection, there is also a bedroom and one full bathroom on the main level too and a gourmet kitchen with a large center island. On

  Michael Putnam RE/MAX Executives

  116 Lenore Ln, Winchester, VA 22602
• 

  

  /53

  $500,000

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft

  669 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this spacious farmhouse on FIVE acres! NEW TWO ZONE HEAT AND AC BEING INSTALLED ON TUESDAY THE 17TH! NEW hot water heater! NEWER windows throughout. Metal roof - large detached two car garage with large work area. Pole barn and garden shed! Apple trees, peach tree - 15 minutes to town!

  Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /56

  $579,900

  • 4 Beds
  • 3 Baths
  • 3,998 Sq Ft

  419 Westside Station Dr, Winchester, VA 22601

  “Classic and Contemporary” - Welcome to this beautifully maintained contemporary home nestled in one of Winchester's most hidden but premium neighborhoods. Offering nearly 4,000 square feet of finished living space across three thoughtfully designed levels, this 4-bedroom, 3-bath residence combines stylish updates with unique architectural details. Step inside to discover a warm and inviting

  Mark Francis ICON Real Estate, LLC

  419 Westside Station Dr, Winchester, VA 22601
• 

  

  /47

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  336 Miller St, Winchester, VA 22601

  This beautiful cottage, nestled on the very sought after Miller St, supplies the utmost convenience for what Winchester has to offer. From walking distance to eateries and Old Town entertainment, a quick drive to supermarkets all around and Handley High School just one street away! Supplying 3 bedrooms 2 1/2 bathrooms across three levels you can appreciate the character of an older home with

  Julie Teets Long & Foster Real Estate, Inc.

  336 Miller St, Winchester, VA 22601
• 

  

  /50

  $559,900

  • 4 Beds
  • 3.5 Baths
  • 3,672 Sq Ft

  107 Lynnehaven Dr, Winchester, VA 22602

  Price reduced. Motivated seller. Welcome to the community of Lynnehaven! This property is one of the few sought-after models offering four bedrooms plus two dedicated office spaces conveniently located on the main level. This beautifully maintained home, lovingly cared for by its owner, features an open floor plan with gleaming hardwood floors on the main living areas and cozy carpet in the

  Jim Thomson Realty ONE Group Old Towne

  107 Lynnehaven Dr, Winchester, VA 22602
• 

  

  /57

  $545,000

  • 5 Beds
  • 3.5 Baths
  • 2,854 Sq Ft

  105 Fairfield Dr, Winchester, VA 22602

  Welcome to this generously sized 5-bedroom, 3.5-bathroom home located in the sought-after Oakdale Crossing community of Winchester, VA. This property offers a fantastic opportunity to personalize and update to your taste.Inside, you’ll find a bright, flowing floor plan featuring a large living room, formal dining area, and a spacious kitchen with plenty of cabinetry. The upstairs layout includes

  Ruby Miller Samson Properties

  105 Fairfield Dr, Winchester, VA 22602
• 

  

  /25

  $519,900

  • 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
• 

  

  /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
• 

  

  /40

  $559,000

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft

  111 Sovereign Ct, Winchester, VA 22602

  Welcome home to this beautifully designed 4-bedroom, 3.5-bathroom residence in the charming community of Freedom Manor! This home offers the perfect blend of style, comfort, and energy efficiency, all in a prime location near shopping and conveniences.Step inside to find an inviting eat-in kitchen featuring sleek quartz countertops, a spacious island, and a gas range—perfect for cooking and

  Natalie Dalecky ERA Oakcrest Realty, Inc.

  111 Sovereign Ct, Winchester, VA 22602
• 

  

  /57

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  220 Wolfe St, Winchester, VA 22601

  Buyer walked no fault of seller. Our loss is your gain! This House appraised at over $600,000Classic craftsman style bungalow featuring a covered front porch supported by Tuscan columns located in the historic district. Super location between Washington and Stewart streets, convenient to everything in Old Town and within feet of the parade route! Other features include tons of storage in three

  Kathrin Donovan Keller Williams Realty

  220 Wolfe St, Winchester, VA 22601
• 

  

  /41

  $540,000

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

  129 Jalapa Trail, Winchester, VA 22602

  Brand new everything, Roof, appliances, water treatment , bathrooms, deck, Sunroom, flooring Motivated Seller The perfect retreat for everyone, Welcome to your dream home in the heart of the Virginia Mountains , yet only 7 miles to the new Medical Center in Winchester. The property has access to the community lake, picnic grounds, play ground and loads of nature trails for hiking and nature

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602
• 

  

  /76

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  2431 Cedar Creek Grade, Winchester, VA 22602

  This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in

  Edward Beightol Cedar Creek Real Estate

  2431 Cedar Creek Grade, Winchester, VA 22602

Showing Results 1 - 40, Page 1 of 8