Winchester Real Estate, Homes and Condos for sale

All Winchester homes currently listed for sale in Winchester as of 04/25/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Winchester homes for sale or other Winchester real estate, please contact us and one of our knowledgeable Winchester REALTORS® would be pleased to assist you.


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  Page 1 of 13  
 
$2,400,000
4255 MIDDLE ROAD RD, Winchester VA 22602
2
BEDS
2
BATHS
2,442
SQFT
$983
$/SQFT
320.00
ACRES
1889
BUILT
"320 acres of picturesque fertile farmland can be subdivided or used as a working farm some orchard some Woodland plus tillable land two houses one a remodel farmhouse and plus a smaller tent house frontage on middle Road and Spring Dale Road behind orchard view elementary school 4 tax map parcels.74-A-4, 74-A-4A, 74-A-4C, and 62-A-38"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,560,000 TO $2,400,000 
$1,500,000
RITTER RD, Winchester VA 22602
1
BEDS
1
BATHS
203.79
ACRES
$1,369,000
155 ROBINSON DRIVE, Winchester VA 22602
5
BEDS
8
BATHS
7,396
SQFT
$185
$/SQFT
5.06
ACRES
1999
BUILT
"Every detail of this home is exquisite and precisely refined from the magnificently landscaped 5 acre lot to the spacious main floor master featuring a marble bath tub, double vanities and a large walk-in closet. 5 bedrooms each with their own bath. The gourmet kitchen provides top of the line stainless steal appliances and walk-in pantry. The finished basement features a media room, kitchenette, full bath, and storage. Relax on the terrace by the salt water cocktail pool and serve lunch in the luxurious pool house. Ample parking w/ a 3 car garage and a separate 2 car garage. The guest house offers 3 bedrooms, 2 bathrooms, a full kitchen, laundry, and its own garage."
$974,900
400 GLEN LEA CT, Winchester VA 22601
4
BEDS
6
BATHS
6,017
SQFT
$162
$/SQFT
1.00
ACRES
2003
BUILT
"Masterful design & modern luxury are embodied in this one-of-a-kind Contemporary Craftsman home. The secluded lot borders 10 wooded acres, yet a few blocks walk to Old Town. Highlights of this amazing property are Chef's Kitchen with Z-Island, Serene Owners Suite and Sauna, Media Room, Slate Walls, Cedar Porch with Mexican Tile, a large game room with Red Quartz Bar and stunning Mosiac tile. Your DREAM home awaits Tap 1st virtual tour for FLOOR PLANS and PHOTOS"
$939,000
613 STONYMEADE DR, Winchester VA 22602
5
BEDS
6
BATHS
6,603
SQFT
$142
$/SQFT
5.00
ACRES
2005
BUILT
"POOL OPEN & NEW LANDSCAPING! READY FOR SUMMERTIME ENTERTAINING OR A RELAXING DAY IN THE SUN! Gorgeous and Convenient to Winchester! 5 Bedroom (main floor bedroom w/full bath) 5.5 Bath Colonial located on 5 acres! Mountain views from the full front porch! This property is great for entertaining inside and out! Beautiful kitchen features 2 dishwashers and 36 refrigerator & freezer, center island, table space, granite countertops & butler's pantry and formal dining room. Lovely living room w/coffered ceiling and stone fireplace, large office on main floor w/glass doors and exterior door to the side porch. Master bedroom w/huge walk in closet and gorgeous luxury master bath features over-sized tiled shower and free standing soaking tub. All bedrooms are en-suites and have walk in closets, bonus room great for a craft room or play room. Finished basement that leads to the swimming pool/entertaining area features a media room/theatre, family room, home gym area and full bath. Heated 3 car over-sized side load garage. Full rear deck overlooks the lovely heated in-ground salt water swimming pool and entertainment area which features brick pavers, built in fire pit and privacy."
* PRICE LOWERED - $947,500 TO $939,000 
$925,000
1107 CEDAR CREEK GRADE, Winchester VA 22602
4
BEDS
4
BATHS
5,725
SQFT
$162
$/SQFT
5.00
ACRES
1986
BUILT
"This spacious contemporary with almost 6000 sq ft of living space hosted Apple Blossom Events. Three large bedrooms each with private bath, plus a walk out basement apartment with private entrance. Open kitchen with skylights. Kitchen flows out to the large front deck for entertaining. Large living and dining room with a wood burning fireplace. Glass sunroom with HVAC for those spring and summer days. Private downstairs apartment has full bathroom, kitchen, and laundry. For possible additional income. Property sits on 5 acres (Agricultural Zoned) with additional revenue from Farmers Market (3200 sq. ft.) under a conditional use permit. The market has a half bath,30x60 kitchen and retail space. Run in barn (28X30)could be converted to stables for a horse or farm equipment shed. The shed has running water. For those adventurers there is a hook up on property for an RV. Beautiful Garden in the private backyard. Offering a quiet retreat hard to find so close to town."
$917,700
217 BOSCAWEN STREET WEST, Winchester VA 22601
6
BEDS
6
BATHS
4,820
SQFT
$190
$/SQFT
0.30
ACRES
1840
BUILT
"Historic property in Old Town Winchester, completely renovated, ZONED COMMERCIAL, new electric and much more. Beautiful detail throughout. FRESHLY PAINTED IN AND OUT. CAC 3 zones, 7 heat zones. 2 story windows in foyer, private off street parking, Butlers Pantry .English terrace, 60+ boxwoods, brick, slate roof, double porches, elegant staircase, 8 fireplaces, Currently upscale B&B, R.E. Only"
* LISTED OVER 120 DAYS 
$895,000
1121 N HAYFIELD RD, Winchester VA 22603
4
BEDS
4
BATHS
5,451
SQFT
$164
$/SQFT
10.25
ACRES
2003
BUILT
"Gorgeous Country Estate on 10.5 Acres. Less than 8Miles away from Winchester Medical Center! Prepare to fall in love with the gourmet kitchen, two main level master suites and generous upscale finishes throughout. The neutral and modern color scheme makes this house a genuine pleasure to call home. This meticulously kept brick colonial features plenty of room for all your entertaining needs. Enjoy year-round fitness and fun in the indoor heated saltwater pool. Custom mature landscaping offers plenty of curb appeal, and is the frosting on the cake! Property has Comcast! Set up your private tour today! No HOA!"
* NEW LISTING 
$849,900
901 ARMISTEAD ST, Winchester VA 22601
6
BEDS
6
BATHS
5,811
SQFT
$146
$/SQFT
1.38
ACRES
1993
BUILT
"Gorgeous all brick colonial on a 1.3 acre lot in the center of the city. This home features a main floor master, gourmet kitchen, finished basement w/ a kitchen & bedrooms, and a fantastic brick patio that looks over a private backyard. Exceptional quality of construction. Close to shopping, schools, and Valley Health."
* PRICE LOWERED - $879,900 TO $849,900 
$799,900
483 LAKE SERENE DR, Winchester VA 22603
4
BEDS
5
BATHS
4,322
SQFT
$185
$/SQFT
1.00
ACRES
1979
BUILT
"Handsome, Contemporary Craftsman Home, architecturally remastered and refurbished with custom limed, quartersawn oak cabinetry and walnut stained wood floors. Nestled into a private community of large, wooded lots overlooking 34 acre Lake Serene, this home was designed for entertaining with a Viking, chef quality kitchen and a Master extended into the treetops, sheltering an outdoor living room."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $829,600 TO $799,900 
$774,900
196 CRISPIN TRL, Winchester VA 22603
4
BEDS
5
BATHS
6,745
SQFT
$115
$/SQFT
12.21
ACRES
2006
BUILT
"Tranquil views with peaceful pond compliment this 12 acre property. Home is over 6,000 finished sq ft including theatre room, office, gourmet kitchen, coffered ceiling in family room, huge master suite and fully finished basement. Home also includes a 2 car detached garage or workshop and a 2 car attached garage. Elegant country living at its best."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $849,900 TO $774,900 
$729,900
291 KENNY LN, Winchester VA 22602
3
BEDS
4
BATHS
3,512
SQFT
$208
$/SQFT
13.78
ACRES
2002
BUILT
"Fabulous country estate situated on 13+ acres conveniently located on the east side of Winchester. This home boasts 10 foot ceilings on main floor. The first floor master suite includes a luxurious master bathroom. The gourmet kitchen includes a copper sink, gorgeous countertops and a commercial grade Lacanche French gas range. The heated pool is accompanied by a heated and cooled poolhouse with a fully equipped kitchen and bath. The second level offers an additional sitting room and huge family room!"
$724,900
220 ANNA MARGARET DR, Winchester VA 22602
4
BEDS
4
BATHS
5,000
SQFT
$145
$/SQFT
2.74
ACRES
2006
BUILT
"THIS PRISTINE 5000 SQ FT ALL BRICK CUSTOM HOME IN PRESTIGIOUS GRANVILLE ESTATES WILL WOW YOU! Just 7 miles from town and in rural and sought after neighborhood, this beauty consists of a main floor master plus 2nd bedroom/office on main floor. Gourmet kitchen includes granite, stainless steel appliances, kitchen bar and breakfast nook, as well as 2 pantries! Grand 2 story foyer and great room with built in cabinetry and fireplace. Hardwood floors throughout main and upstairs levels. Separate dining room has crown and chair railing. Master en suite features a tray ceiling, double walk in closets, well appointed bath with double vanities, air jetted tub and tiled walk in shower. Upstairs has 2 additional bedrooms and a huge bonus room with vaulted ceilings. Fully finished basement has family room, game area, granite bar for entertaining! DON'T MISS THE DETACHED 4 CAR GARAGE WITH SEPARATE GUEST QUARTERS! This space consists of huge gourmet kitchen and great room combo, 23 x 21 ft master suite with tiled shower and separate air jetted tub, laundry room, built ins and deck. The 4 car detached garage has 4 bays including a 12 ft garage door, and three 10 ft doors. YOU MUST SEE THIS CUSTOM HOME!"
* NEW LISTING 
$700,000
811 FOX DR, Winchester VA 22603
4
BEDS
2
BATHS
2,091
SQFT
$335
$/SQFT
4.67
ACRES
1971
BUILT
"4.67 Acres zoned RP with potential conversion for Mixed Use. Frontage on Fox Drive close to Winchester Medical Center. Adjacent to Sunnyside Plaza Shopping Center and Fox Ridge Townhouse Community. 809-811 Fox Dr. is a brick duplex currently leased on the property. The balance of the 4.6 acres on Fox Dr. and Redoubt Lane is clear. Call for Plat and more info."
* LISTED OVER 120 DAYS 
$683,600
3258 APPLE PIE RDG, Winchester VA 22602
3
BEDS
3
BATHS
2,546
SQFT
$268
$/SQFT
6.41
ACRES
2019
BUILT
"TO BE BUILT! REDUCED!!! Stunning master on the first floor home, 2 additional bedrooms, 2.5 Baths. Plan offers ability to add 4th BR/bonus room as well as expand to private bathroom for each BR. Optional sunroom. Main level laundry off kitchen. Full unfinished basement, 2 car attached garage, 3 bay detached garage w/2 story workshop/barn, fenced pasture land,all on 6+ acres w/pastoral views!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $698,700 TO $683,600 
$674,900
208 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
4
BATHS
3,440
SQFT
$196
$/SQFT
2.00
ACRES
2018
BUILT
"New Home in Sought After Roscommon Subddivision! Amazing Home with Many Upgrades throughout - From the Moment that you walk in it Feel like home. Gourmet kitchen with Upgraded Cabinetry, Granite, Stainless Appliances, Under cabinetry lighting, Gas Stove with telescopic downdraft fan are just a few of the upgrades and features. TheDen/Dining are off from the Kitchen will be great for Entertaining along with the Spacious Family Room with floor to Ceiling windows. Large Dining Room, Formal Area(s) or a place for your piano whatever you choose and an Office too all on the Main Floor. The Owner's Suite has a Spacious walk in Closet, Setting/Reading room and Spa like Owner's Bathroom. Bedroom Two has it's own Private Bath and Bedroom 3 & 4 are joined by a Jack and Jill Bath. Laundry room upstairs for convenience. All of this on a 2+ Acre lot that is minutes to the Winchester Medical Center, Historic Downtown Winchester, Shopping and Schools."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $685,000 TO $674,900 
$674,900
113 HOCKMAN CT, Winchester VA 22602
4
BEDS
5
BATHS
6,127
SQFT
$110
$/SQFT
2.00
ACRES
2005
BUILT
"Heaven in the Hills. A decor sensation! Je ne sais quoi...we can't describe how exquisite this property truly is. A must visit. Immaculate landscaping, mountain vistas, enormous gourmet kitchen, captivating finished basement, and all these features in 6000+ sqft. Each floor of this stunning home is meticulous from hardwood floors to carpeted bedrooms."
$669,000
460 HEDRICK LN, Winchester VA 22602
3
BEDS
3
BATHS
2,720
SQFT
$246
$/SQFT
49.05
ACRES
1995
BUILT
"Bring your horses and move right in at Rock Ridge Farm, 49.05 acres with 20 board fenced acres and a beautiful mountain view. Gorgeous custom ranch style home, 2720 finished square feet, original owner, with 3 bedrooms and 2 full baths on the main level and a full bath on the lower level. Open floor plan with oak hardwood floors and ceramic tile floors, solid pine 6 panel doors. Fully finished lower level, recreation room with huge wet bar, great for entertaining, additional rooms for exercise room, game room, craft room or home office, you choose. Wood stove in basement connected to ductwork for a warm winter. Ceiling fans in every room. Bose surround sound in recreation room. Covered front porch with ceiling fans, outdoor fire pit and BBQ area, hot tub, deck with propane grill. Underground electric. Detached 3-car garage, 3-stall horse barn with tack room, feed room, tool room. Pole/Machine shed and side pen, fruit trees. 4 ponds, wooded trails for ATV, nature hiking, horseback riding. Land Use 48.05 acres. 3-car detached garage with full house generator. Call for more information. A great place to call home! Winchester, Frederick County, VA"
* PRICE LOWERED - $674,900 TO $669,000 
$659,000
231 MCGUIRE RD, Winchester VA 22603
4
BEDS
5
BATHS
4,313
SQFT
$153
$/SQFT
4.19
ACRES
2000
BUILT
"Location, Location, Location and this one is beautifully located. Close to Winchester, Medical Center, Shopping and Interstate. Beautifully maintained 4 bedroom Brick home with small portions of concrete siding on 4+ acres beautifully landscaped . Ash and cherry floors on main level, oak floors upstairs. Central vacuum. Master bedroom on main floor. Gourmet kitchen with pantry, corian counters, cherry cabinets, island, hardwood floors. Ash, Cherry & Oak flooring through out. Laundry on main level with cabinets and utility tub. Master bath with cherry cabinets and corian counters. Concrete driveway, covered deck with composite Timber-Tech decking 12x50 with gas hook up for grill, irrigation system, lots of well lit landscaping including weeping cherry tree. Two attached garages and two detached garages. Side garage insulated, basement garage insulated and heated with laundry tub. Two attached garages have electricity. 16x30 Boat garage is also insulated. No easement for driveway, seller owns. Compressor approx. 2010, water heater 2004, dishwasher 2010, microwave 2018. One year HMS Warranty $449 conveys."
* NEW LISTING 
$639,000
121 GRANVILLE CT, Winchester VA 22602
4
BEDS
5
BATHS
3,633
SQFT
$176
$/SQFT
2.08
ACRES
2007
BUILT
"REDUCED AGAIN!! Sellers motivated!!! Stunning, custom built 4 BR home. Pampering master suite w/ his & her walk in closets. Open floor plan, finished basement w/ kitchenette & media room, hardwoods, front & back covered porches & fenced in back yard. TWO garages, and 2 story workshop! Perfect location off of Cedar Creek Grade, close to local wineries and farmers markets! Check out the video!!!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $649,900 TO $639,000 
$633,700
LOT #9 LANGHORNE DR, Winchester VA 22602
4
BEDS
3
BATHS
2,546
SQFT
$249
$/SQFT
2.33
ACRES
2018
BUILT
"Gorgeous home to be Built by Foreman Builders in Jackson's Retreat! MAIN FLOOR MASTER. 2-story family room w/ fireplace, open floor plan, sep dining room, quartz countertops, real hardwood floors on main w/ tile bathrooms, trey & cathedral ceilings. Whirlpool stainless appliances included! 2-year builder warranty Price subject to change w/ selections made. ForemanBuilders website-other floor plans"
* LISTED OVER 120 DAYS  * PRICE INCREASED - $623,700 TO $633,700 
$630,000
311 STONEWALL AVE, Winchester VA 22601
4
BEDS
5
BATHS
2,675
SQFT
$236
$/SQFT
0.16
ACRES
1900
BUILT
"Check out the video tour!! What a BEAUTY! Move in ready brick colonial located in the heart of Winchester! 1 block from the walking mall!! 4 beautifully finished levels. 2 master suites!! New landscaping & many upgraded features. Separate side entrance leads to finished basement w/ 1/2 bath & office! Fantastic fenced in back yard & huge carport allows for plenty of parking. Big covered front porch for Apple Blossom party!"
* LISTED OVER 120 DAYS 
$619,900
141 OMPS DR, Winchester VA 22601
3
BEDS
3
BATHS
2,589
SQFT
$239
$/SQFT
0.38
ACRES
2019
BUILT
"Quality built by Joseph Mohr Construction. Walking distance to the Museum of the Shenandoah Valley & Valley Health. One story living at its best, 3 car garage, basement, covered porch with gracious backyard. This low maintenance home also has 10 foot ceilings, gourmet kitchen, and tons of storage. Owner/Agent"
$600,000
193 TERRAPIN LN, Winchester VA 22603
3
BEDS
1
BATHS
1,792
SQFT
$335
$/SQFT
99.89
ACRES
1906
BUILT
"listing includes two adjacent parcels:1st having 64.52 acres w 2 sty home of 17-1800 sq ft sold 'as is ,where is in need of remodeling w septic & well. & pond - 2nd is 35+ acres of raw land zoned RA -Has septic Certification letters for other home sites-Cattle on property therefore appt is needed -Sold in the Gross & not by the acre.mostly open grazing land. Close all gates."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $550,000 TO $600,000 
 
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