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Winchester Real Estate, Homes and Condos for sale

All Winchester homes currently listed for sale in Winchester as of 09/19/2019 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 15  
 
$2,500,000
690 SHADY ELM RD, Winchester VA 22602
2
BEDS
2
BATHS
1,750
SQFT
$1,429
$/SQFT
61.20
ACRES
20
BUILT
"Don't miss out on this extremely rare opportunity for your family or business to own this amazing farm filled with country atmosphere and less than 10 minutes from downtown Winchester. The panoramic scenic views of the Shenandoah Valley and the mountains will make you never want to leave. The sun rises and sunsets will take your breath away. The uses for this one of a kind opportunity are abundant! This location could be used for the family farm w/ 3 homes located on it or to be turned into the best business decision you've ever made. Could potentially be used as an Event Center, Brewery, Winery, Orchards, etc. The possibilities are endless! This farm has been owned and operated by The Robert Hockman Family since 1906. This property consists of 4 parcels being sold as one, totalling 61.2 acres. Currently, The Herds Inn is in use as a very successful Bed & Breaskfast w/ 75% occupancy through the year. The Historic Manor home that was built in 1907 is full of charactor and family warmth. In addition there is another log home on the property built in 2007 that could be used for family or as another Bed & Breakfast. The Herds Inn was built with all reclaimed items from the farm land to historic properties near and far. It boasts stain glass windows, limestone from the farm, flooring from vinegar vats, front door from an 1806 historic property located in downtown Winchester, banister from apple processing plant and the list goes on. There is income on this property from Shentel and WXVA AM/FM (102.9), with approximately 15 years remaining on the contract. This land has been used for years to supply individuals and the community with fresh raw milk, raw milk cheese, eggs, grass fed feed beef, pork and lamb. All hormone and antibiotic free and grass fed only. In years past this farm was used for yogurt business, apple orchards, dairy (since 1948), school field trips, events throughout the year, community garden. When visiting this beautiful farm, the 100+ y"
$2,500,000
690 SHADY ELM RD, Winchester VA 22602
2
BEDS
2
BATHS
1,750
SQFT
$1,429
$/SQFT
61.20
ACRES
2000
BUILT
"Don't miss out on this extremely rare opportunity for your family or business to own this amazing farm filled with country atmosphere and less than 10 minutes from downtown Winchester. The panoramic scenic views of the Shenandoah Valley and the mountains will make you never want to leave. The sun rises and sunsets will take your breath away. The uses for this one of a kind opportunity are abundant! This location could be used for the family farm w/ 3 homes located on it or to be turned into the best business decision you've ever made. Could potentially be used as an Event Center, Brewery, Winery, Orchards, etc. The possibilities are endless! This farm has been owned and operated by The Robert Hockman Family since 1906. This property consists of 4 parcels being sold as one, totalling 61.2 acres. Currently, The Herds Inn is in use as a very successful Bed & Breaskfast w/ 75% occupancy through the year. The Historic Manor home that was built in 1907 is full of charactor and family warmth. In addition there is another log home on the property built in 2007 that could be used for family or as another Bed & Breakfast. The Herds Inn was built with all reclaimed items from the farm land to historic properties near and far. It boasts stain glass windows, limestone from the farm, flooring from vinegar vats, front door from an 1806 historic property located in downtown Winchester, banister from apple processing plant and the list goes on. There is income on this property from Shentel and WXVA AM/FM (102.9), with approximately 15 years remaining on the contract. This land has been used for years to supply individuals and the community with fresh raw milk, raw milk cheese, eggs, grass fed feed beef, pork and lamb. All hormone and antibiotic free and grass fed only. In years past this farm was used for yogurt business, apple orchards, dairy (since 1948), school field trips, events throughout the year, community garden. When visiting this beautiful farm, the 100+ y"
$1,500,000
RITTER RD, Winchester VA 22602
1
BEDS
1
BATHS
203.79
ACRES
* LISTED OVER 120 DAYS 
$1,300,000
1579 CEDAR CREEK GRADE, Winchester VA 22602
5
BEDS
6
BATHS
6,832
SQFT
$190
$/SQFT
33.68
ACRES
1997
BUILT
"TIMELESS ARCHITECTURE! Welcome home to Cedar Crest....a rare opportunity to own a Virginia Manor House ready for your creativity to begin a new chapter in 21st Century! Architecturally inspired from the renowned works of William Lawrence Bottomley's Richmond, Virginia homes, Cedar Crest was commissioned to take advantage of the spectacular pastoral and mountain views of Frederick County. Conveniently located just outside the charming town of Winchester and convenient to Route 37 and Interstate 81, Cedar Crest was built in 1996, but gives the impression of age and Old World charm. Built on land steeped in Civil War history with the First Battle of Kernstown beginning across the field on the Glass Farm on March 23, 1862. This home was built for living well...gracious enough to host the most influential for dinner, but family-centered enough to play Crazy8s in any room."
* PRICE LOWERED - $1,400,000 TO $1,300,000 
$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"
$895,000
343 WINDSOR LN, Winchester VA 22602
5
BEDS
6
BATHS
7,905
SQFT
$113
$/SQFT
5.00
ACRES
1994
BUILT
"Truly one-of-a-kind quality built all brick home that sits on 5 acres and has approx. 7,905 finished SF of space including 5 bedrooms, 4 full and 2 half baths. This home has 3 levels of living space, each with its own zoned heat/air, an in-ground heated pool with cover, tiered decking in the rear, an elevator, a 3-bay garage, 4 fireplaces, a fire pit, plus a floored attic for additional storage. All this on a magnificently secluded lot with extensive landscaping and hardscaping giving you a private home to relax in! When you enter the grounds, you drive up around the paved circular driveway and exit to the portico shielding you from the elements as you walk inside. The grand two-story foyer will wow you with beautiful inlaid hardwoods, a sparkling chandelier giving you plenty of light to see the spectacular staircase or a view through to the great room in the rear of the home. On the main level, you will find a two-story great room with a gas fireplace, a formal dining room, and the huge master bedroom with walk-in closet, an attached study with built-in cabinets & a gas fireplace, and a master bath with jetted tub, separate shower & water closet, plus a two-bowl vanity with seating. The gourmet kitchen has double wall ovens, a cooktop with downdraft venting, corian counters, an island, a paneled fridge to match all those rows of cabinets, a DW, an additional prep sink, plus recessed lighting and a desk area for study. All this next to a breakfast/sitting area that has a wood-burning fireplace, built-in cabinets/shelving, and a door leading out onto the deck for eating or enjoying the views! When outside, you can either swim in the heated pool or stroll down to the fire pit on those chilly evenings to sit around the fire and make smores!! Downstairs there is a wonderfully large family/rec room with more built-ins, a gas fireplace, a bar/wet bar area, plus a full bath that is handicap friendly with a roll-in shower, and roll under vanity. The laundry is lo"
$889,000
613 STONYMEADE DR, Winchester VA 22602
5
BEDS
6
BATHS
6,603
SQFT
$135
$/SQFT
5.00
ACRES
2005
BUILT
"Turn key ready with fresh paint and refinished floors. Grand home includes 1st floor suite. Master suite and 3 other Large bedrooms on upper level boast walk in closets and en-suites. Finished basement with theater room as well. Entertain all four season with heated salt water pool and gas fire pit. Wrap around porch to enjoy mountain views. 3 car heated garage. Plus convenience to town and Stonebrook Club TennisFitness-Swim"
$889,000
1004 HETH PL, Winchester VA 22601
4
BEDS
5
BATHS
5,184
SQFT
$171
$/SQFT
0.44
ACRES
2007
BUILT
"Remarkable Brick Colonial sitting amid meticulously sculptured gardens and mature plantings that envelope the property in serenity and privacy. Loaded with amenities, all three finished floors reflect the quality and care given the gardens. Spacious rooms and abundant ambient light augment the open, airy entertaining areas that spill out onto the large patio, koi pond and rose garden."
$879,000
1121 N HAYFIELD RD, Winchester VA 22603
4
BEDS
4
BATHS
5,451
SQFT
$161
$/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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $895,000 TO $879,000 
$879,000
LACOSTA COURT, Winchester VA 22602
4
BEDS
4
BATHS
3,052
SQFT
$288
$/SQFT
2.14
ACRES
2019
BUILT
"This Modern Farmhouse is highlighted with a gorgeous exterior. An amazing array of lovely architectural details are featured on the exterior of the home and include a courtyard entry, three-car garage. There are gorgeous window views, overhead dormer shed windows, wide eaves on the gables, and a front covered porch. The porch design is expansive and adds charm and texture to the home's visual appeal as well as a nice gathering spot for family and friends. The home's interior floor plan features in excess of 3,050 square feet of living space with 4 bedrooms and 3.5 baths in 2 stories. The home will be situated on a walk-out basement foundation for future expansion possibilities. Front porch entry leads into the open floor plan where there is a large vaulted great room with surrounding picturesque window views, a warming fireplace and slider access to the rear porch. The open floor plan is completed with kitchen and dining room views. The gourmet kitchen features a center island, double pantries, and large amounts of counter and cabinet space. The upper level features a host of secondary bedrooms, a loft space, and bathrooms. The loft space is located at the end of the hallway and features a good amount of space for a playroom, lounge, or as a possible media room. The three upstairs bedrooms are similar in size and each features window views, generous closet space and bathroom access. Bedroom #4 is the largest of the three, and is highlighted with a private bathroom, while bedrooms #2 and #3 share a Jack-and-Jill bathroom. This beautiful Modern Farmhouse design is luxuriously detailed on both the exterior and interior making it a wonderful house plan!"
$869,000
200 WIDENER DR, Winchester VA 22603
5
BEDS
5
BATHS
7,780
SQFT
$112
$/SQFT
3.90
ACRES
2001
BUILT
"This is an exceptional opportunity to own this one of a kind, masterpiece of a home! Encompassing almost 8,000 finished square feet and sitting on almost 4 acres, it boasts magnificent, panoramic views of the Shenandoah valley. No expense was spared when updating this grand residence. With a recent and complete kitchen, family room, master bath and basement renovation, this home is truly turn key. Everything was done with the highest of quality and inside, you will find soaring ceilings, oversized windows, custom paint and wall coverings and the most luxurious gourmet kitchen in the area. All of that plus the second master bedroom, second basement kitchen, gym and theater room make this home perfect for large scale entertaining as well as casual family living. Relax on one of two back patios and enjoy the privacy and views of the completely renovated landscape to include hardwood trees, evergreens and flowerbeds. Not to worry, this home is less than a ten minute drive from all major commuter routes, Winchester Medical Center and Old Towne Winchester and is simply a must-see!"
* NEW LISTING 
$839,000
308 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
5
BATHS
4,532
SQFT
$185
$/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"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $850,000 TO $839,000 
$789,900
901 ARMISTEAD ST, Winchester VA 22601
6
BEDS
6
BATHS
5,811
SQFT
$136
$/SQFT
1.38
ACRES
1993
BUILT
"Owner has moved and says sell it. Huge price reduction. . Custom built on 1.3 acre lot near Valley Health. Gorgeous yard and landscaping compliment this home of 6,134 sq. ft. Master on the main level, tons of storage and a great workshop. Fully finished walk-out basement w/ a kitchen and additional bedroom & bath. First floor brick patio, gourmet kitchen. Priced to sell. Do not miss this opportunity."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $809,900 TO $789,900 
$749,990
514 MILLER RD, Winchester VA 22602
4
BEDS
5
BATHS
5,627
SQFT
$133
$/SQFT
2.97
ACRES
2007
BUILT
"Absolutely Stunning 4 Bedroom, 4 Full and 1 Half Bath Home on almost 3 Full Acres in Belleville Farm! Main Level Includes Hardwood Floors Throughout, Gourmet Kitchen with Granite Counters and Stainless Steel Appliances, Abundant Cabinet Space and Spacious Pantry, Eat In Kitchen, Formal Dining Room, Family Room Immediately Off Kitchen, Generous Laundry Room with Abundant Storage, and Beautiful Stone Fireplace in Family Room. Main Level Master with Fireplace, Walk In Closet and Master Bath. Upper Level Features an additional Master Bedroom with Master Bath and Walk In Closet, 2 Generous Additional Bedrooms with a Full Bath, and a Large Office Space. Fully Finished Basement with Media Room, Wet Bar, Storage Room and a Full Bath. Serene Outside Private Entertainment Space Complete with In-Ground Saltwater Pool and Stunning Views. The Elegance of This Home Is Must See!"
$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 
$675,000
196 CRISPIN TRL, Winchester VA 22603
5
BEDS
5
BATHS
6,745
SQFT
$100
$/SQFT
12.21
ACRES
2006
BUILT
"You're invited to enjoy the mountain views on your 12 acre homestead that includes a pond. Glorious home price to sell $62,000. Below assessment."
$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!"
* LISTED OVER 120 DAYS 
$670,000
1105 REDBUD RD, Winchester VA 22603
4
BEDS
3
BATHS
3,194
SQFT
$210
$/SQFT
25.90
ACRES
1967
BUILT
"Unique Property! 25.9 beautiful acres. Open and wooded with frontage on Red Bud Road. 4 bedrooms, 3 full baths. 1,000 sq foot addition added in 2001 w/Large master suite on main level. Eat-in kitchen and separate dining room with fireplace. Spacious Livingroom with hardwood flooring. Family room in lower level, fireplace w/woodstove insert. Large Sunroom. 25 x 50 Inground pool. Two car attached garage. 1/2 acre stocked pond. A five stall open pole barn. Convenient Access to I81/ Rt37 and minutes from shopping and Winchester Medical Center.Property is in Land Use and Red Bud Agricultural District."
* PRICE LOWERED - $690,000 TO $670,000 
$649,999
196 CRISPIN TRL, Winchester VA 22603
4
BEDS
5
BATHS
6,745
SQFT
$96
$/SQFT
12.21
ACRES
2006
BUILT
"Custom built home with every upgrade imaginable. Situated on 12 acres with a pond and mountain views. Yet only 15 mins to town! Large family room w/double sided fire place leading to sun room and coffered ceilings to top it off. Gourmet Kitchen made to entertain with butlers pantry. Love the 2nd floor loft, and 3 large bedrooms each with attached bath. Enjoy the finishing touches in the basement with Loads of space including full bar and theater room. Totaling over 6000 sqft, Turn key ready and priced to sell $87,500 below assessment! Get instant equity."
* PRICE LOWERED - $675,000 TO $649,999 
$649,900
208 SAINT ANDREWS CT, Winchester VA 22602
4
BEDS
4
BATHS
3,440
SQFT
$189
$/SQFT
2.00
ACRES
2018
BUILT
"Amazing Home in Upscale neighborhood surrounded by a Manicured Golf course and Mountain views! Truly One of a Kind ~ Bright and Open Floor with many upgrades through out; Gourmet kitchen with Upgraded Cabinetry, Granite, Stainless Appliances, Under cabinetry lighting, Transom windows, Gas Stove with telescopic downdraft fan are just a few of the upgrades and features. The Den/Dining area 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 - $664,900 TO $649,900 
$639,900
LOT 7 BUTTONWOOD LN, Winchester VA 22602
4
BEDS
3
BATHS
2,700
SQFT
$237
$/SQFT
2.55
ACRES
2019
BUILT
"Craftsman Style, One Level, Home with Stone & HardiPlank Style Siding. Construction to begin soon! Mostly wooded Lot in the lovely, Royal Oask Subdivision, close to town yet tucked away off of Cedar Creek Grade. 4 similar style homes already built & sold, so you'll be surrounded by elegant homes & lots. All photos are similar of the work & style of Joseph Mohr Construction. You'll discover all the extras like granite kitchen counters & island, hardwood floors throughout most of the home, crown molding, built-ins, stone fireplace, full unfinished basement w/ bath rough-in, ceramic tile in baths, and lighting selections. This is a turn key home - 10% down with Contract and builder will finance until the home is complete."
$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 
$629,500
290 PEEPER LN, Winchester VA 22603
5
BEDS
5
BATHS
5,375
SQFT
$117
$/SQFT
6.00
ACRES
2005
BUILT
"Strategically situated on 6 partially wooded acres, this beautifully conceived home occupies a clearing that allows breathtaking views to the distant mountains from the large deck and patio. Inside, the open floor plan with generously sized rooms, sparkling hardwoods and tons of light. Main floor and upper level each have a Master BR w/ en suite spa baths. Gourmet kitchen. Whole house generator."
* LISTED OVER 120 DAYS 
$625,000
1657 N HAYFIELD RD, Winchester VA 22603
3
BEDS
2
BATHS
1,734
SQFT
$360
$/SQFT
50.36
ACRES
1800
BUILT
"Beautifully and lovingly restored farm house sitting on just over 50 acres of primarily cleared and open land! Gorgeous hard wood floors, built-ins, and charm throughout. Wide front porch to sit and enjoy your mountain views and mature landscaping. Includes new heating and air system and new appliances."
* NEW LISTING 
 
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