Winchester, VA Homes for Sale with No HOA Fee

• 

  

  

  /56

  $760,000

  • 4 Beds
  • 2.5 Baths
  • 2,937 Sq Ft

  442 Frog Hollow Rd, Winchester, VA 22603

  Nestled in the serene Frog Hollow Estates, this charming Colonial home offers a perfect blend of comfort and functionality. With four spacious bedrooms and 2.5 bathrooms, the interior is designed for modern living. The traditional floor plan flows seamlessly into a family room off the kitchen, creating a warm atmosphere for entertaining. Step outside to discover 11 acres of picturesque land,

  Wendy Conner Coldwell Banker Premier

  442 Frog Hollow Rd, Winchester, VA 22603
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /14

  $469,700 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  421 Superior Ave, Winchester, VA 22601

  Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio, and carport with bolts in ceiling for your swing to overlook the large back yard. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner inside the dishwasher, large cu ft counter depth

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
• 

  

  

  /42

  $525,000

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
• 

  

  

  /46

  $468,000

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
• 

  

  

  /60

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  121 N Washington St, Winchester, VA 22601

  A MUST SEE INSIDE!!!! This 2.5 story historic gem offers 3-4 beds, 2.5 baths and gourmet kitchen with brand new state of art appliances includes wine fridge, drawer style microwave, and pot filler. Formal living/dining room(s). Extras include den, office(s), nooks, and 3rd floor bonus room (perfect for kid's getaway). Laundry hook-ups on both main level and 2nd level. This home has been

  M. Kelly Walker RE/MAX Roots

  121 N Washington St, Winchester, VA 22601
• 

  

  /42

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  703 National Ave, Winchester, VA 22601

  Fully renovated in 2025, this 3-bedroom, 2.5-bath home is ideally located within Winchester city limits—just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment, as well as Jim Barnett Park for outdoor recreation. Thoughtful updates and fresh landscaping enhance its curb appeal. Inside, you’ll find brand-new bathrooms with updated lighting, vanities,

  Jennifer Sacco RE/MAX Roots

  703 National Ave, Winchester, VA 22601
• 

  

  /44

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,368 Sq Ft

  420 Westside Station Dr, Winchester, VA 22601

  Location Location. This is not your standard cookie cutter home. This meticulously maintained contemporary home is minutes from Winchester Medical Center and less than a mile to Rt. 37. Hardwood floors throughout the property. Beautiful new deck overlooks spacious backyard that backs to trees. Property offers a living room that serves as a perfect office. Kitchen features granite counters

  Kelly Bauer Coldwell Banker Premier

  420 Westside Station Dr, Winchester, VA 22601
• 

  

  /65

  $524,000

  • 4 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  341 Warm Springs Rd, Winchester, VA 22603

  What a find! Gorgeous views with this 4BR 2.5BA Colonial situated on 1.22 acre lot. Features main level family room, living room, dining room and kitchen. Enjoy the screened in porch with hot tub; refreshing in ground pool with privacy fence. 2 car garage, basement for added comfort. Must see to appreciate!

  Toni Carone Long & Foster Real Estate, Inc.

  341 Warm Springs Rd, Winchester, VA 22603
• 

  

  /90

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  2623 Middle Rd, Winchester, VA 22601

  Welcome home to 2623 Middle Rd! Now with a Virtual Tour of this beautiful home! Located near all that Winchester has to offer, Middle Rd is a lovely private oasis to come home to. With a myriad of upgrades including a gorgeous screened in back porch, this home offers many conveniences, a spacious layout and bedrooms, and plenty of room for entertainment, hobbies, and whatever you can dream of.

  Nicole Lewis Coldwell Banker Premier

  2623 Middle Rd, Winchester, VA 22601
• 

  

  /52

  $499,000

  • 6 Beds
  • 3 Baths
  • 2,568 Sq Ft

  1301 Front Royal Pike, Winchester, VA 22602

  UNIQUE AND HISTORIC! UNPACK THE POTENTIAL OF THIS 214-YEAR-OLD SHENANDOAH VALLEY HOME AND TURN IT INTO AN ELEGANT SHOWPLACE! If houses could talk, this one would speak volumes. Built in 1811, during the nation's infancy, it later bore witness to the Civil War in which it was said to have been a hospital. In 1864, it was a division headquarters for George Armstrong Custer. The flat roof

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  1301 Front Royal Pike, Winchester, VA 22602
• 

  

  /36

  $549,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,517 Sq Ft

  101 Dutton Place, Winchester, VA 22601

  Welcome to 101 Dutton Place— Location, Location, Location! + One Level living! Nestled just inside the Frederick County line in the highly sought-after Merrimans Estates community. This beautifully maintained ranch-style home is ideally situated on a peaceful and meticulously landscaped 1.26-acre lot, minutes from WMC Hospital, downtown Winchester & major commuter routes! Step through

  Lisa Behr Coldwell Banker Premier

  101 Dutton Place, Winchester, VA 22601
• 

  

  /114

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  720 S Kent St, Winchester, VA 22601

  Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods.Inside, you’ll find nearly 1,800 square feet of

  Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, Winchester, VA 22601
• 

  

  /49

  $494,970

  • 5 Beds
  • 3 Baths
  • 3,116 Sq Ft

  110 Carter Place, Winchester, VA 22602

  Contract fell through! Interest rates have gone down! Extensive Renovations: The home has been fully renovated in 2025, including updates to kitchen, bathrooms, flooring, and fresh paint throughout. Designed to accommodate two families comfortably, featuring large rooms that are flooded with natural light like the entire house. The lower level is equipped with wheelchair-accessible features,

  Rodrigo Cruz Long & Foster Real Estate, Inc.

  110 Carter Place, Winchester, VA 22602
• 

  

  /32

  $495,000

  • 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

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
• 

  

  /26

  $479,900

  • 6 Beds
  • 3 Baths
  • 3,900 Sq Ft

  811 Berryville Ave, Winchester, VA 22601

  PRICE REDUCED .....DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS A 6 BEDROOMS 3 BATHROOMS WITH A IN-LAW SUITE. OVER 3900+ 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
• 

  

  /28

  $475,000

  • 6 Beds
  • 3 Baths
  • 2,736 Sq Ft

  386 Round Hill Rd, Winchester, VA 22602

  *** ATTENTION INVESTORS - OFFERED AT A NEW PRICE!! *** You will want to check out this fantastic opportunity - with a history of POSITIVE CASH FLOW these two ADJACENT PROPERTIES on a combined total of 1.91-acres in Winchester, just minutes from Valley Health Campus, shopping, restaurants and Rt. 37, may be what you are looking for! *** These two parcels are to be sold TOGETHER; they are not

  Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
• 

  

  /72

  $494,900

  • 5 Beds
  • 3.5 Baths
  • 3,330 Sq Ft

  118 Russelcroft Rd, Winchester, VA 22601

  Tina Jacobin Main Street Realty

  118 Russelcroft Rd, Winchester, VA 22601
• 

  

  /56

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,326 Sq Ft

  138 Country Club Cir, Winchester, VA 22602

  Charming All-Brick Rancher with Pool Across from Winchester Country ClubThis beautifully maintained 3-bedroom, 2-bath all-brick rancher offers classic charm and modern updates in one of Winchester’s most desirable east-side locations. Featuring a brand-new roof and new windows throughout, this home is move-in ready and designed for both comfort and entertainment.The main level

  Traci Shoberg RE/MAX Roots

  138 Country Club Cir, Winchester, VA 22602
• 

  

  /42

  $439,900

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft

  275 Greenwood Rd, Winchester, VA 22602

  Charming split-foyer home situated on a generous 13,000 sq. ft. lot with convenient access to routes 7 and 81. No HOA. The main level boats neutral-toned walls and a distinctive dual-sided fireplace, seamlessly connecting the living and dining areas. The dining room and well-appointed kitchen feature elegant hardwood flooring and an abundance of natural light, enhanced by a full-size window and

  Jose Ugaz Gates Smart Realty, LLC

  275 Greenwood Rd, Winchester, VA 22602
• 

  

  /11

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,010 Sq Ft

  852 Butler Ave, Winchester, VA 22601

  Nestled in a fantastic location near shopping, schools, and historic downtown Winchester, this charming 3-bedroom, 1.5-bath home is waiting for your personal touch. It features a comfortable layout with distinct living and dining areas just off the kitchen, and a nice yard perfect for relaxing. A wonderful opportunity for an investor or someone looking to create their dream home, this solid

  LESLIE WEBB Long & Foster Real Estate, Inc.

  852 Butler Ave, Winchester, VA 22601
• 

  

  /41

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,974 Sq Ft

  2294 Front Royal Pike, Winchester, VA 22602

  3 Beds | 1 Bath | Partially Finished Basement | .60 Acres | New RoofWELCOME HOME!!!! Charming ranch-style home located conveniently between Winchester and Stephens City in Frederick County, VA! Located on Front Royal Pike (RT 522S), this well-loved residence is ready for a new family to make it their own. Step inside to find two bedrooms and one full bath on the main level . Downstairs

  Sarah Hott Realty ONE Group Old Towne

  2294 Front Royal Pike, Winchester, VA 22602
• 

  

  /64

  $583,300

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  10-12 W Cecil St, Winchester, VA 22601

  Income-Producing Duplex in Prime Winchester Location – Unique Investment Opportunity!Just two blocks south of Old Town Winchester’s Walking Mall, this charming duplex sits on a quiet residential street—offering the best of both location and lifestyle. With a strong rental history and over $54,000 in rental income in 2024, this property delivers a solid 6% cap rate, making it an ideal

  Alex Hodges Cottage Street Realty LLC

  10-12 W Cecil St, Winchester, VA 22601
• 

  

  /65

  $420,000 Open Sat 11AM - 1PM

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

  707 E Cork St, Winchester, VA 22601

  Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads, and even views of all city fireworks! The main level features a large living room with wood floor inlay, formal dining room with built-ins, kitchen with HUGE

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
• 

  

  /40

  $314,900

  • 2 Beds
  • 1 Bath
  • 1,631 Sq Ft

  1666 Apple Pie Ridge Rd, Winchester, VA 22603

  "A Slice Of Apple Pie" This 2-bedroom, 1 full bath ranch style home is ready for it's next owner! With modern updates the open style floorplan is perfect for everyday living. Beautiful kitchen with new quartz countertops, new cabinets and stainless-steel appliances. Updated bathroom with a new toilet, new vanity and tile surrounding the new tub/shower. Loft area with new carpet! Home has been

  Matt Kilmer Samson Properties

  1666 Apple Pie Ridge Rd, Winchester, VA 22603
• 

  

  /75

  $789,900

  • 4 Beds
  • 4 Baths
  • 3,783 Sq Ft

  137 Stonebrook Rd, Winchester, VA 22602

  Perched on an elevated lot, this handsome Colonial provides panoramic views from the spacious wrap-around porch and privacy for the fully-fenced back yard with composite deck. Lower level with front entrance includes office with full bath and large rec room. Main level has bedroom with full bath complemented by Primary with ensuite bath and two additional bedrooms and full bath on upper level,

  Dallas Croft Samson Properties

  137 Stonebrook Rd, Winchester, VA 22602
• 

  

  /46

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  461 Imperial St, Winchester, VA 22601

  Charming Rancher In Winchester, VA!Beautifully updated 4-bedroom, 2 full bath home offers both comfort and functionality. Fully finished basement ALSO includes a spacious 12x28 workshop with walk-out level to fenced rear yard—yard extends beyond the fence line! NEW gas furnace and NEW gas water heater being installed for the new homeowner. Gorgeous hardwood floors throughout main level,

  Kara Burnett Samson Properties

  461 Imperial St, Winchester, VA 22601
• 

  

  /50

  $415,000

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft

  290 Green St, Winchester, VA 22601

  Life just got easier in this Beautiful Home. Here is a wonderfully maintained property offering 4 Bedrooms and 3 Full Baths with fresh neutral paint, a private lot, handy 1 car garage with sparkling stamped concrete driveway, sidewalk and 2 finished levels. There is so much room! Step into the sunny upper level to find a nice open floor plan. Kitchen, living and dining flow easily into one

  Angela Duncan MarketPlace REALTY

  290 Green St, Winchester, VA 22601
• 

  

  /12

  $28,000

  • Land
  • 0.71 Acre
  • $39,437 per Acre

  0 Inca Lot 209 Trail, Winchester, VA 22602

  Lot 209 on Inca Trail is a rare find at nearly 3⁄4 of an acre, a gently sloping, treed lot on the northeastern side of Great North Mountain in the quiet community of Shawneeland. Build your weekend getaway or your full-time residence. It’s a quick trip to Winchester, VA, a vibrant community with a walking mall, multiple shopping areas, a regional medical center, Shenandoah University, and

  Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Inca Lot 209 Trail, Winchester, VA 22602
• 

  

  /29

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  133 Geronimo Trail, Winchester, VA 22602

  Step into serenity with this beautifully maintained 3-bedroom, 2.5-bath home nestled in the heart of Virginia’s scenic countryside. Perfectly situated on a quiet, tree-lined street, this property offers the ideal blend of comfort, charm, and convenience. Spacious layout with open-concept living and dining areasGourmet kitchen featuring center Island, custom cabinetry, and stainless steel

  Chuck Dondero Tetra Corporation

  133 Geronimo Trail, Winchester, VA 22602
• 

  

  /5

  $399,000

  • 5 Beds
  • 2 Baths
  • 3,378 Sq Ft

  3339 N Frederick Pike, Winchester, VA 22603

  **Discover a rare opportunity just minutes from Winchester Medical Center and downtown—**this large brick home sits on 5 wooded acres with multiple water features and endless potential. A picturesque 2.5-acre shared pond graces the front of the property, offering fishing, wildlife, and year-round natural beauty. The setting is private, serene, and ideal for those who love the outdoors—hunting,

  Angela Reed-Dennis Weichert Realtors - Blue Ribbon

  3339 N Frederick Pike, Winchester, VA 22603
• 

  

  /29

  $299,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  1125 Conway St, Winchester, VA 22601

  Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601
• 

  

  /20

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  One Way street = quietGorgeous Rehab - you have to see it!Secure Parking off the alleyEfficient HVAC mini splits installedWasher and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
• 

  

  /24

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  341 Wood Ave, Winchester, VA 22601

  Location, Location. Brick Rancher offers Walkout Basement, 4 Bedrooms, Two Full Baths. Hardwood Floors throughout. Front Entry Ceramic Tiled. Kitchen Luxury Vinyl Floor, New Dishwasher,Disposal, Refrigerator with Ice-maker( Not Hooked Up) and Electric Range. Basement Partially Finished with Brick Fireplace with Timberline Wood Stove Insert, Fourth Bedroom, Laundry and Storage Area. Rear 15x12

  George Johnson Jim Barb Realty Inc.

  341 Wood Ave, Winchester, VA 22601
• 

  

  /20

  $289,999

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  608 Green St, Winchester, VA 22601

  Welcome to 608 Green Street. Come make this your own space. 3-Bedroom, 1 renovated full bath. Hardwood floors, no carpet! Attached carport. Brand new shed in the backyard. Backs to common area. Deck off the back of the home. Newer windows. New Roof. Large kitchen. Laundry room off the kitchen. This home is within the city limits of Winchester City School System. Within walking distance to

  Linda DeFelice Samson Properties

  608 Green St, Winchester, VA 22601
• 

  

  /51

  $1,595,000

  • Land
  • 158.44 Acres
  • $10,067 per Acre

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602

  Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path

  Nadeem Helfer Corcoran McEnearney

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /42

  $1,550,000

  • Land
  • 128.56 Acres
  • $12,057 per Acre

  Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602

  Welcome to a truly rare offering — a first-time release of an extraordinary 128+ acre estate parcel, perfectly suited for the discerning buyer seeking privacy, natural beauty, and limitless potential. This is one of only three exclusive lots masterfully curated from a 439-acre legacy estate, designed with elegance, intention, and long-term value in mind.Tucked behind private, impeccably

  Nadeem Helfer Corcoran McEnearney

  Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602
• 

  

  /45

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  191 Chapman Ln, Winchester, VA 22603

  Cute as a button Cape Cod on over 2 acres and don't miss the contemporary (pretty cool) converted run in shed which can have multiple uses. Refinished hardwood floors, plenty of quaint spaces, massive decking, central ac, country kitchen with butcher block island, and move in ready. Land/land is unrestricted.

  Dave Spence RE/MAX Roots

  191 Chapman Ln, Winchester, VA 22603
• 

  /2

  $95,000

  • Land
  • 0.34 Acre
  • $279,412 per Acre

  2064 Senseny Rd, Winchester, VA 22602

  Building lot in a desired location on the east side of Winchester, Have your own home built.Property easy access to shopping, I-81, and Route 7.

  George Johnson Jim Barb Realty Inc.

  2064 Senseny Rd, Winchester, VA 22602
• 

  

  /60

  $1,999,999

  • 5 Beds
  • 6 Baths
  • 5,590 Sq Ft

  821 Apple Pie Ridge Rd, Winchester, VA 22603

  This extraordinary 5-bedroom, 6-bathroom estate sits on 14.44 acres across two parcels—5.0 acres on the front lot and 9.44 acres with the residence—just minutes from Winchester, Virginia. Designed for both everyday living and elegant entertaining, this home combines timeless style with modern luxury. Inside, hardwood floors and soaring ceilings enhance open, light-filled spaces. The recently

  Jason Saphire HomeZu.com of Virginia

  821 Apple Pie Ridge Rd, Winchester, VA 22603
• 

  

  /41

  $360,000

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  513 van Fossen St, Winchester, VA 22601

  Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out, a brand-new roof (2025), and newer HVAC. The living

  Amy Longerbeam RE/MAX Roots

  513 van Fossen St, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 8