Winchester - VA Real Estate, Homes and Condos for sale

All Winchester - VA homes currently listed for sale in Winchester - VA as of 05/25/2019 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 - VA homes for sale or other Winchester - VA real estate, please contact us and one of our knowledgeable Winchester - VA REALTORS® would be pleased to assist you.


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  Page 1 of 12  
 
$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
* LISTED OVER 120 DAYS 
$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"
$949,900
445 FAIRMONT AVE, Winchester VA 22601
5
BEDS
4
BATHS
6,374
SQFT
$149
$/SQFT
2.00
ACRES
1869
BUILT
"Rare opportunity to own a piece of Winchester history. Glennlee built circa 1869 has over 6,000 finished square feet and is everything you have been looking for, this grand and renovated brick home sits on 2.15 acres and is within walking distance to Downtown Winchester. The home has historic charm with many modern amenities including a gourmet kitchen with stainless steel appliances including 2 sub-zeros, 11 foot ceilings, beautiful windows with interior shutters, hardwood floors, a screened in porch on the 2nd floor, plenty of storage, a 3rd floor children's playroom, and a renovated master bath with radiant floor heat. Outside is a gorgeous salt water pool, a patio, large yard with a gazebo, a fountain, and a Pittsburgh railroad bridge."
$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!"
$875,000
3401 BACK MOUNTAIN RD, Winchester VA 22602
4
BEDS
4
BATHS
6,072
SQFT
$144
$/SQFT
26.86
ACRES
1988
BUILT
"Stunning estate home on 26.86 acres will impress even the most discriminating buyer. The 6000 sq. ft. elegant all brick custom colonial boasts a grand central foyer with hand-painted mural and sweeping wide staircase, formal living and dining rooms, upper and lower level master bedrooms, an office or study, breakfast room, sun room, laundry/mud room, and screened-in porch. The gorgeous chef's kitchen with butler's pantry is the heart of the home and is wide open to an over-sized family-room with enormous raised hearth wood burning fireplace. The home has a great open floor plan, 4 fireplaces, and is exceptionally well-crafted with wainscoting, crown molding as well as hardwood floors throughout. The outdoor pool complex is steps away from the main house and has a summer kitchen complete with commercial gas stove, gas grill, beverage refrigerator, and granite counters. The enormous raised hearth fireplace and L shaped gunite pool provides the perfect venue for entertaining large gatherings. The over sized detached 2 car garage with additional carports on either side can be accessed by 2 paved driveways each with gated entrance. The full length 60' covered flagstone front porch overlooks gently rolling park-like acres with jaw-dropping views. Stocked pond, log cabin, garden house, workshop and additional outbuildings round-out this rare offering. This amazing estate is within 10 miles of shopping, restaurants, Winchester Medical Center, and historic downtown Winchester. You will have to see it to believe it! Agent is owner related. Keywords: unrestricted land, possible sub-dividable acreage, additional building pad with utilities, land-use, partial owner financing possible, wedding venue, corporate retreat, meetings, B&B, vineyard, winery"
$850,000
308 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
5
BATHS
4,532
SQFT
$188
$/SQFT
2.26
ACRES
2015
BUILT
"Elegant Stone and Stucco Colonial loaded with amenities--hardwood floors, gourmet kitchen w/ wine cooler, wet bar with dishwasher and refrigerator, generously sized rooms, 24 x 24 Trex deck, level basement walkout onto large patio perfect for entertaining. Panoramic golf course views. Located minutes from the Medical Center and with easy access to commuter routes. Impressive upscale neighborhood"
$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 
$815,000
220 SPARTAN CT, Winchester VA 22603
7
BEDS
6
BATHS
6,238
SQFT
$131
$/SQFT
7.00
ACRES
2006
BUILT
"Phenomenal opportunity to own your own piece of paradise. Gorgeous views surrounding this home- offering exceptional exterior features; sparkling swimming pool with waterfall, stone fire pit, pool house with convenient bath and drive-in shed, hot tub pad & outlet. Explore the wooded acreage in back boasting a Spring fed Stocked Pond - Bass, Bluegill & Koi. Welcoming wrap around front porch is just perfect for sipping your favorite beverage while gazing at the peaceful mountain and pastoral views. Two story foyer leads in to an amazingly immaculate open main level & the heart of the home- a spacious,beautifully equipped gourmet kitchen with sprawling granite counter tops, cook-top island, double ovens, bar and large breakfast room that leads out to the screened porch and sunny deck. The main level also boasts an office with French doors, family room off kitchen with a handsome floor to ceiling Kentucky cut stacked stone fireplace and sunny solarium. Upper level presents 5 spacious bedrooms and 3 full baths- each with unique views. Master suite with tray ceiling, walk in closet with custom shelving, cedar closet and luxurious bath offering a vanity area, Jacuzzi soaking tub and bench seat double shower. Fully finished basement is perfect for completely separate living quarters - equipped with a convenient full second kitchen, 2 bedrooms and a full bath and a second stacked stone fireplace. Walk right out to the patio, decks, fire pit and fenced pool area. Enjoy the Mountain views & Gorgeous Sunsets- from the covered front porch, screened porch or the Upper & Lower trex decks with Azek low maintenance railing. Electric Fencing & Generator. Have your very own Family KOA with riding trails- vacation at home! Contractor owned Custom-Built home is truly special! Don't forget to check out the Matterport Virtual Tour!"
* PRICE LOWERED - $825,000 TO $815,000 
$779,900
483 LAKE SERENE DR, Winchester VA 22603
4
BEDS
5
BATHS
4,322
SQFT
$180
$/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 - $799,900 TO $779,900 
$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!"
$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 
$699,900
196 CRISPIN TRL, Winchester VA 22603
4
BEDS
5
BATHS
6,745
SQFT
$104
$/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 - $774,900 TO $699,900 
$699,900
251 WIDENER DR, Winchester VA 22603
4
BEDS
5
BATHS
4,705
SQFT
$149
$/SQFT
2.09
ACRES
2003
BUILT
"Whether entertaining or relaxing, this house is waiting for you! Enjoy the expansive views from the in-ground swimming pool, on the large brick patio, or on the front covered porch. After enjoying the scenic views, come in and enjoy the gourmet kitchen with beautiful granite counter tops, stainless steel appliances, and new double ovens. The kitchen opens to a two story family room with an amazing stone fireplace and custom designed book cases. The main floor master suite has tray ceilings, a walk-in closet and a luxurious bath with corian counter tops, a vanity area and a two person jacuzzi style soaker tub. The second floor has an office with hardwood floors and beautiful views while you work. Also, there are 3 bedrooms 2 with a jack and jill bath and the other also with a bathroom. When the weather does not allow for outdoor entertainment, retreat to the basement for theatre time, a work out and a game room. Don't miss this mostly brick colonial on 2+ acres with tranquil views that will provide country living at its best while being just minutes away from downtown Winchester! Owners are active Real Estate Agents"
$674,999
1517 BROOKDALE CT, Winchester VA 22601
4
BEDS
5
BATHS
5,420
SQFT
$125
$/SQFT
2004
BUILT
"Wow! Incredible find tucked away in one of the most desirable neighborhoods in Winchester! This 4 bed/4.5 bath home is located on the best lot in the neighborhood! So many upgrades ~ Hardwoods throughout main level, Great room with two story ceilings w/ gas FP, Gourmet kitchen w/ DBL ovens, gas cooktop, built-in microwave, SS appliances ~ huge pantry! Two Main level offices, Master retreat to come home to w/ soaking tub, dbl vanities, separate large shower ~ 4 (yes FOUR) Walk-in closets ~ Guest room w/ private bath & 2 additional guest rooms w/ shared bath (upper level) ~ Sunroom ~ Natural light throughout this entire home! Windows galore! ~ Finished Basement with a full bathroom, Media Room, PLUS two additional rooms that can be finished along with ample storage in utility room! ~ The home is on a cul-de-sac and overlooks a 45 Acre wetland preserve! There is a train track behind this house but not to worry~ It's one of the last privately owned railroads in existence in the US! A unique piece of history!!it doesn~t run often either.....Call today to schedule a tour!"
$669,900
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 INCREASED - $669,000 TO $669,900 
$664,900
208 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
4
BATHS
3,440
SQFT
$193
$/SQFT
2.00
ACRES
2018
BUILT
"Amazing New Home - Location & Luxury! Bright and Open Floor with many upgrades through out; 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. Call me for your private tour"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $674,900 TO $664,900 
$664,900
113 HOCKMAN CT, Winchester VA 22602
4
BEDS
5
BATHS
6,127
SQFT
$109
$/SQFT
2.00
ACRES
2005
BUILT
"Literally 5 minutes away from all conveniences and downtown Winchester lies 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."
* PRICE LOWERED - $674,900 TO $664,900 
$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 
 
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