Winchester Real Estate, Homes and Condos for sale

All Winchester homes currently listed for sale in Winchester as of 12/12/2018 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  
 
$2,560,000
4255 MIDDLE ROAD RD, Winchester VA 22602
2
BEDS
2
BATHS
2,442
SQFT
$1,048
$/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"
$1,555,000
514 AMHERST ST, Winchester VA 22601
7
BEDS
7
BATHS
9,159
SQFT
$170
$/SQFT
4.15
ACRES
1872
BUILT
"Elevated above downtown Winchester is a Once In A Lifetime trophy residence & masterpiece of architecture & diplomatic legacy; 7 bedroom suites, 12' ceilings, expansive spaces, multiple outdoor terraces & a green amphitheater make for Next Level Entertaining! Absolute serenity yet 1 mile from Win. Medical Center & Old Town. Dramatic, exclusive & the epitome of unparalleled prosperity & elegance! Seller motivated, offers considered."
* LISTED OVER 120 DAYS 
$1,299,000
201 SHANNON CT, Winchester VA 22602
5
BEDS
5
BATHS
8,896
SQFT
$146
$/SQFT
2.27
ACRES
2004
BUILT
"Once in a lifetime opportunity to own a meticulously maintained and updated estate in a prestigious Winchester neighborhood! Plenty of privacy with beautiful outdoor space backing to woods. Within minutes of Winchester Medical Center, schools, major highways and everything you will need. Live and entertain in luxury with impeccable style throughout in this custom built masterpiece."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,349,000 TO $1,299,000 
$1,199,900
210 RUBINETTE WAY, Winchester VA 22602
4
BEDS
6
BATHS
5,536
SQFT
$217
$/SQFT
42.42
ACRES
2004
BUILT
"INCREDIBLY RENOVATED SPACIOUS HOME WITH LOADS OF FEATURES AND USABLE ACREAGE. Equestrian-Farming perfect. Grand renovation,Gourmet Kitchen features,upgraded appliances,tall casement windows,sink & storage in Laundry,2 staircases,lots of Built-ins, central Vac,Bsmt Bar,Large Rooms,Covered Back Patio,Beautiful pool,gated home,3 car heated garage w/storage,Water Treatment,Phoenix Gold Innov Home sys"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,299,900 TO $1,199,900 
$917,700
217 BOSCAWEN STREET WEST, Winchester VA 22601
6
BEDS
6
BATHS
5,000
SQFT
$184
$/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 
$899,900
196 CRISPIN TRL, Winchester VA 22603
4
BEDS
5
BATHS
6,745
SQFT
$133
$/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."
$839,000
, Winchester VA 22602
3
BEDS
2
BATHS
67.31
ACRES
1988
BUILT
"This 67 acre farm, surrounded by dense deciduous forest comes with 2 beautifully maintained dwelling. The main house, an all brick rancher, has a detached 2-car garage with wood stove and workshop and spacious, dry full basement with walk-out double doors to accommodate yard equipment, storage, or an indoor activity area. Bright, wood floored main level features crown molding and beamed ceiling."
$829,600
483 LAKE SERENE DR, Winchester VA 22603
4
BEDS
5
BATHS
4,322
SQFT
$192
$/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 - $849,900 TO $829,600 
$750,000
631 BACK MOUNTAIN RD, Winchester VA 22602
3
BEDS
4
BATHS
5.34
ACRES
2007
BUILT
"You have waited for the ideal Cabin in Frederick County and now it is finally here. Filled with amazing amenities like heated bathroom floor, unbelievable views, private pond on the property, upgraded appliances, granite counter tops, this dream home is a MUST SEE! The cabin is currently listed on AirBnB, so lister needs advance notice. Great revenue earner!! Four Add'l Lots convey with sale."
* LISTED OVER 120 DAYS 
$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."
$685,000
208 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
4
BATHS
3,440
SQFT
$199
$/SQFT
2.00
ACRES
2018
BUILT
"Stunning Newly Constructed Home located in Roscommon Subdivision. Quality Built with Upgrades through out. Gourmet kitchen w/ granite, SS appliances, Stone Fireplace, hardwood floors, Breakfast/Keeping Room and a Sunny Open Floorplan. Owner's Suite with sitting room, built-ins & much more. Located minutes to Winchester Medical Center, Historic Downtown, Shopping and Schools. Owner/Agent."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $695,000 TO $685,000 
$683,600
3258 APPLE PIE RDG, Winchester VA 22602
3
BEDS
3
BATHS
2,546
SQFT
$268
$/SQFT
6.41
ACRES
2018
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 
$675,000
1350 MERRIMANS LN, Winchester VA 22602
5
BEDS
5
BATHS
4,460
SQFT
$151
$/SQFT
5.13
ACRES
2000
BUILT
"Stunning home sitting on 5+ acres only minutes from WMC and downtown. Beautiful setting on rolling green land with mature trees. Large gourmet kitchen with large breakfast nook that opens up into the family room with gleaming hardwoods, boasting a fireplace with built in book cases. Finished basement with wet bar, den or possibly a theatre room. Could potentially be an in-law suite! 3 car garage."
* PRICE LOWERED - $679,900 TO $675,000 
$675,000
121 GRANVILLE CT, Winchester VA 22602
4
BEDS
5
BATHS
3,741
SQFT
$180
$/SQFT
2.08
ACRES
2007
BUILT
"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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $699,000 TO $675,000 
$660,000
303 FAIRMONT AVE, Winchester VA 22601
11
BEDS
4
BATHS
7,325
SQFT
$90
$/SQFT
2.00
ACRES
1885
BUILT
"This majestic Queen Anne Victorian is well into her second century ensconced on her 2 acre domain above Old Town, with a generous lawn perfect for croquet, garden parties or just a family bar-b-que. Extensive interior updates, including the kitchen and baths have respected her original architectural elegance and charm. Appraised at $750,000 in Summer of 2018 ."
* PRICE LOWERED - $740,000 TO $660,000 
$650,000
1600 MILLWOOD PIKE, Winchester VA 22602
4
BEDS
4
BATHS
3,870
SQFT
$168
$/SQFT
3.16
ACRES
2002
BUILT
"Spacious Cape Cod on 3.16 picturesque acres E of Winchester on Rt. 50. Over 4,437 SF finished floor area + rm for expan. w/unfinished basement of 1,771 SF. Includes attached 2-car garage/1-car detached garage.Elegant foyer,vaulted ceilings,4-5 bdrms,3.5 baths,upgraded crown molding & chair rail molding.Hugh master bath w/heated floor & jetted tub.Request video,brochure & photos"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $699,500 TO $650,000 
$649,000
451 CRISPIN TRL, Winchester VA 22603
4
BEDS
4
BATHS
4,553
SQFT
$143
$/SQFT
5.50
ACRES
2006
BUILT
"Exceptional home on 5.5 acres! Over 4,500 finished square feet. Spacious master suite on the main level. Sunroom with show through fireplace. Large kitchen features ample granite counters and a butler's pantry. Partially finished basement includes a full bathroom. Gazebo and additional detached one car garage. Putting green and sand trap for the avid golfer. Mountain views. One year home warranty."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $669,000 TO $649,000 
$630,000
311 STONEWALL AVE, Winchester VA 22601
4
BEDS
5
BATHS
2,675
SQFT
$236
$/SQFT
0.16
ACRES
1900
BUILT
"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 
$629,000
501 PRINCESS CT, Winchester VA 22601
5
BEDS
4
BATHS
4,241
SQFT
$148
$/SQFT
1975
BUILT
"Perched atop the highest point in Winchester City, this classic Colonial enjoys a quiet cul-de-sac location, the privacy of mature plantings and spectacular, unobstructed views of the sun setting over the city to the west and the mountains beyond. Generously sized rooms, several handsome entertaining areas and natural privacy make this a great venue to live and entertain on a grand scale."
$627,500
12 BELLEVILLE CT, Winchester VA 22602
3
BEDS
4
BATHS
3,216
SQFT
$195
$/SQFT
2.17
ACRES
2018
BUILT
"Belleville Farms is built around a nicely renovated farm house once used as a civil war hospital, offering great mountain & farm views. Custom Tony Foreman home offering hardwood floors & plenty of natural light throughout this open, airy layout. Gorgeous finishes include a gas fireplace,charming barn doors & top-of-the-line chef's kitchen w/ premium finished cabinetry --To be built-photos similar"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $722,400 TO $627,500 
$623,700
LOT #9 LANGHORNE DR, Winchester VA 22602
4
BEDS
3
BATHS
2,546
SQFT
$245
$/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 LOWERED - $652,800 TO $623,700 
$615,000
201 HAMMACK LN, Winchester VA 22602
4
BEDS
5
BATHS
17.97
ACRES
2006
BUILT
"**REDUCED** This Beautiful & Spacious home is situated on almost 18 acres. Approx. 15 minutes to Winchester Hospital. Over sized rooms throughout. Home offers Corian Counter tops, Palladium Windows, Owners Suite w/sitting room, Large Eat-In Kitchen & Family Rm w/Pellet Stove,outdoor wood furnace to heat the home & water. Huge detached garage with one 40' motor coach bay. Large unfinished basement."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $645,000 TO $615,000 
$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."
* PRICE INCREASED - $550,000 TO $600,000 
$599,990
115 ARMSTRONG CIR, Winchester VA 22602
5
BEDS
4
BATHS
5,828
SQFT
$103
$/SQFT
1959
BUILT
"Homes like this rarely come on the market. Located in Fairway Estates this 5-bedroom home is one of them. Two finished levels w/over 5K sq ft, w/combination of formal & casual spaces, and large sunroom perfect for entertaining. Three lots-professionally landscaped, deck, patios, Koi Pond, back to the Country Club/golf course. Home Includes well for irrigation, generator, & so much more! MUST SEE!"
 
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