Winchester, VA Homes for Sale

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  /23

  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  105 Castaway Place, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  105 Castaway Place, Winchester, VA 22603
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  /56

  $1,850,000

  • Studio
  • 7,190 Sq Ft

  908 Cedar Creek Grade, Winchester, VA 22601

  In town location for this completely remodeled multi unit property. This property contains 4 homes and 2 apartments that have been completely refinished. . Update, main house is now rented and income is over $15,000 per month. This property is also improved with large block garage and a separate 4 car garage with over 18' ceilings. Perfect for the automotive enthusiast or you can continue to

  Meridee Powars Link Realty Services LLC

  908 Cedar Creek Grade, Winchester, VA 22601
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  /28

  $485,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  PINE Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Pine is a 1,953 square foot open concept home, offering four bedrooms, two and a half bathrooms and a two-car garage. A foyer with a powder room and coat closet greets you as you enter this home. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for

  D.R. Horton Builder

  137 Seminole Dr Unit 36203779, Winchester, VA 22602
• 

  

  

  /23

  $389,900 New Construction

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

  211 Inca Trail, Winchester, VA 22602

  Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms.Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook.Modern Layout: An airy, open floor plan connects the family room to a formal separate dining

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /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
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  /22

  $552,990 Open Thu 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft

  25 Williamson Rd, Winchester, VA 22602

  The Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform a guest room

  Holly Horne Poole New Home Star Virginia, LLC

  25 Williamson Rd, Winchester, VA 22602
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  /16

  $2,124,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

  This is a rare opportunity to build a fully custom home tailored to your vision, crafted by Winchester’s award-winning builder, Hepler Homes. The home shown is a representative example of what can be built on this exceptional property. List price reflects the included options outlined in the documents section and is subject to change based on custom selections.The featured model offers a

  Nadeem Helfer Corcoran McEnearney

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
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  /2

  $339,900 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2817 Papermill Rd, Winchester, VA 22601

  Charming Winchester gem! Welcome to this meticulously maintained and generously sized 3bedroom, 1.5-bath colonial offering 1,248 finished square feet of comfortable living. Plus, a newer roof (1 year old) for added peace of mind. Set on over a partially wooded 1/3 acre. This home beautifully blends classic charm with everyday functionality. Warm hardwood and luxury vinyl plank flooring

  Christina Wilson Century 21 Redwood Realty

  2817 Papermill Rd, Winchester, VA 22601
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  /24

  $399,900 New Construction

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

  2 Tonto Trail, Winchester, VA 22602

  New Construction: 100% Hardwood – No Carpet!Move into this pristine 3-bed, 2.5-bath Colonial featuring high-end finishes and a seamless layout. The chef-inspired kitchen offers granite tops and a breakfast island, while the massive owner’s retreat provides total relaxation with its soaking tub and double walk-ins. Expand your living space in the walk-out basement (ready for a future bath) or

  Jim Thomson Realty ONE Group Old Towne

  2 Tonto Trail, Winchester, VA 22602
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  /34

  $419,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,219 Sq Ft

  945 Allen Dr, Winchester, VA 22601

  945 Allen Drive sits on a rare extra-wide double lot and showcases an in-ground swimming pool designed for both fun and relaxation. The pool features a brand-new liner, solar-powered heater to help keep the water comfortably warm, a sun shelf for lounging in shallow water, and a diving board for classic summer fun. The backyard is fully enclosed with a 6-foot vinyl privacy fence, creating a

  Barton Chasler Realty ONE Group Old Towne

  945 Allen Dr, Winchester, VA 22601
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  /47

  $464,900 Open House 3/07

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  418 Circle Dr, Winchester, VA 22601

  New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with

  Heloisa Amar Samson Properties

  418 Circle Dr, Winchester, VA 22601
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  /7

  $129,000

  • Land
  • 8.3 Acres
  • $15,542 per Acre

  0 Light Rd, Winchester, VA 22603

  Large lot available! WELL ON SITE! Over 8 acres for sale in Northern Frederick County, VA at the top of The Shenandoah Valley! Perfect for building or recreation/hunting. Turkey, deer and other wildlife abound. Only 20 minutes from Winchester! 20 minutes from Berkeley Springs, WV! Looking for that perfect get-a-way spot to enjoy wildlife and nature? This may be it! Lot is fully wooded. Ideal

  Jennifer Watt Century 21 Redwood Realty

  0 Light Rd, Winchester, VA 22603
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  /20

  $455,000

  • 6 Beds
  • 3 Baths
  • 1,552 Sq Ft

  2250 Roosevelt Blvd, Winchester, VA 22601

  Sellers are highly motivated and ready to make a deal!Beautifully Renovated Single-Family Home with a little Pool, Workshop, and Detached GaragesWelcome to this stunning fully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends comfort, style, and functionality. Step inside to find an open-concept layout filled with natural light, ideal for both everyday living and

  Silvana Rojas Spring Hill Real Estate, LLC.

  2250 Roosevelt Blvd, Winchester, VA 22601
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  /3

  $2,300,000

  • Land
  • 3.51 Acres
  • $655,271 per Acre

  1721 Amherst St, Winchester, VA 22601

  3.51 AC of premier commercial land. Directly across the street from the main hospital campus on one of Winchester's main commercial corridors. Ideal for banks, medical offices, retail or restaurants.

  Marie DiLorenzo Oakcrest Commercial LLC.

  1721 Amherst St, Winchester, VA 22601
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  /38

  $469,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  112 Trellis View Ln, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa, blending style and functionality in a single-level open layout and finished loft, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq. ft. of

  D.R. Horton Builder

  112 Trellis View Ln, Winchester, VA 22602
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  /2

  $3,500

  • Land
  • 0.25 Acre
  • $14,000 per Acre

  107 Fox Trail, Winchester, VA 22602

  Babak Taghavi Venture Realty

  107 Fox Trail, Winchester, VA 22602
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  /24

  $25,000

  • Land
  • 1.43 Acres
  • $17,483 per Acre

  LOT 5A Fox Trail, Winchester, VA 22602

  Beautiful building lot located in Mountain Falls Park – Wilde Acres. This is the last lot on the right on Fox Trail, offering excellent privacy and seclusion. The property backs to permanent open space, providing a peaceful setting with mountain views and abundant wildlife. Approved for a 3-bedroom septic system with a certification letter on file. A current survey is also available. This is an

  Nadeem Helfer Corcoran McEnearney

  LOT 5A Fox Trail, Winchester, VA 22602
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  /17

  $435,000

  • 5 Beds
  • 4 Baths
  • 2,014 Sq Ft

  122 Cherry Hill Cir, Winchester, VA 22602

  Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with

  Jen Moore ERA Oakcrest Realty, Inc.

  122 Cherry Hill Cir, Winchester, VA 22602
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  /20

  $319,000

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

  553 Highland Ave, Winchester, VA 22601

  Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /82

  $370,000

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  2431 Cedar Creek Grade, Winchester, VA 22602

  This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in place.

  Edward Beightol Cedar Creek Real Estate

  2431 Cedar Creek Grade, Winchester, VA 22602
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  /40

  $414,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  709 Ross St, Winchester, VA 22601

  ALMOST COMPLETED!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

  Donna Anderson Samson Properties

  709 Ross St, Winchester, VA 22601
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  /20

  $389,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  7 Graywolf Trail, Winchester, VA 22602

  NEW CONSTRUCTION! Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: 1,850 sq ft Finished Rec

  Jim Thomson Realty ONE Group Old Towne

  7 Graywolf Trail, Winchester, VA 22602
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  /10

  $699,999 New Construction

  • 5 Beds
  • 4 Baths
  • 3,850 Sq Ft

  111 Pawn Ct, Winchester, VA 22602

  Move in Spring 2026 ! Final opportunity in this community! Welcome to the stunning Preston floorplan! This spacious 2-story home with a partially finished basement offers 5 bedrooms and 4 full bathrooms. The main level features a cozy dining room, a bedroom with a full bathroom, an electric fireplace, and a gourmet kitchen—perfect for entertaining. Enjoy outdoor living on the composite deck. The

  Jay Day LPT Realty, LLC

  111 Pawn Ct, Winchester, VA 22602
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  /79

  $860,000

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Price Reduction- Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. Originally built in 2007 and

  Sherry Santmyer Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /38

  $561,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft

  BRISTOL Plan at Willow Run, Winchester, VA 22601

  We're excited to introduce the Bristol, our stunning new ranch design! This floorplan starts at 1,748 square feet and features 3 bedrooms, 2 bathrooms, and a 2-car garage. Step into a welcoming foyer that guides you past two cozy secondary bedrooms and into the main living area, where the family room, charming dining nook, and beautifully designed kitchen come together. The kitchen boasts ample

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406038, Winchester, VA 22601
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  /51

  $414,999

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  204 Ridge Rd, Winchester, VA 22602

  Well maintained brick Rancher(upgraded vinyl clad tilt windows,newer architectural roof) on a full basement on the east side of Winchester featuring over 2100 sqft of finished living space that offers true hardwood flooring on the main level with 3 bedrooms and 1 full bath. Spacious living room that features a gas log fireplace that has a woodstove insert included. Basement is 90% finished with a

  James Amick RE/MAX Roots

  204 Ridge Rd, Winchester, VA 22602
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  /27

  $509,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  FREEPORT DUPLEX Plan, Winchester, VA 22601

  Looking for a beautiful home that meets all your needs? Look no further than the Freeport! This stunning 1,492 square foot residence features three bedrooms, two baths, and a convenient two-car garage, all designed with your active adult lifestyle in mind. As you step into the foyer, you are greeted by the open-concept kitchen and living area with plenty of space for cooking, dining, and

  105 Trellis View Ln Unit 36406838, Winchester, VA 22601
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  /3

  $1,200,000

  • Land
  • 2.38 Acres
  • $504,202 per Acre

  0 Prosperity Dr, Winchester, VA 22602

  2.38 Acres at the intersection of Valley Pike and Prosperity Drive. Located in the Kernstown area of Frederick County/Winchester. Property is located across from the street from CMA Honda, Aldi Supermarket, Outback Steakhouse, and Carrabba's Italian Grill & Restaurant. Located in close proximity to the intersection of I-81, US Route 37, and US Route 11. Excellent signage opportunities,

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Prosperity Dr, Winchester, VA 22602
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  /2

  $549,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,712 Sq Ft

  DOVER Plan at Willow Run, Winchester, VA 22601

  The Dover by D.R. Horton is a stunning new construction, ranch home plan featuring 1,958 square feet of living space, 3 bedrooms, 2 bathrooms and a 2-car garage. The foyer welcomes you in with two versatile bedrooms, sharing a well-appointed full bathroom. As you continue down the foyer, you’ll find a spacious office, coat closet, and laundry room. At the heart of the home is the kitchen,

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406788, Winchester, VA 22601
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  /6

  $699,999 New Construction

  • 5 Beds
  • 4 Baths
  • 3,850 Sq Ft

  Preston Plan at Abrams Pointe, Winchester, VA 22602

  The Preston plan greets guests with an inviting covered porch, and continues to impress with a formal dining room, spacious great room and well-appointed kitchen featuring a center island, walk-in pantry and nook. A mudroom, powder room and private study round out the main floor. Upstairs, discover a central laundry, a large loft, three secondary bedrooms with a shared bath and an elegant primary

  Richmond American Homes Builder

  101 Abrams Pointe Blvd Unit 38693285, Winchester, VA 22602
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  /20

  $279,000

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  424 Highland Ave, Winchester, VA 22601

  CUTE AS A BUTTON! This updated Cottage Rambler perched on a quiet tree lined street sits in the heart of booming Winchester, just minutes from Old Towne. Newly renovated and very affordable! Refreshed solid hardwood flooring, new kitchen with bright quartz countertops, stainless steel appliances, newer HVAC (only 3 years old) new lighting throughout, newer bathroom includes tiled tub with

  Jacqueline Hitchcock Long & Foster Real Estate, Inc.

  424 Highland Ave, Winchester, VA 22601
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  /6

  $350,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  720 Panther Dr, Winchester, VA 22602

  Welcome to 720 Panther Dr, Winchester, VA – a stunning new construction home scheduled for completion in May 2026. This beautifully designed 3-bedroom, 2-bathroom residence showcases exceptional upgrades throughout, offering the perfect blend of modern luxury and everyday comfort. The stylish kitchen is equipped with granite countertops and upgraded stainless steel appliances, ideal for both

  Abby Walters Preslee Real Estate

  720 Panther Dr, Winchester, VA 22602
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  /9

  $17,000

  • Land
  • 0.5 Acre
  • $34,000 per Acre

  Lot 111 Cub Trail, Winchester, VA 22602

  Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family.Love the country but want

  Rebecca McTavish Long & Foster Real Estate, Inc.

  Lot 111 Cub Trail, Winchester, VA 22602
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  /21

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  218 Monteith Dr, Winchester, VA 22601

  End of Row Townhome With All Three Finished Levels! This three level end of row townhome features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

  DRB Homes Builder

  218 Monteith Dr, Winchester, VA 22601
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  /3

  $275,000

  • Land
  • 6.41 Acres
  • $42,902 per Acre

  LOT 27A - Handley Dr, Winchester, VA 22603

  Spring Valley Estates. A rare opportunity to find a 5-Acre lots within 5 minutes of downtown Winchester and the Valley Health Medical Center. James Wood High School and Apple Pie Elementary within a mile of this lot. Fully built lot with road to the lot. No cert letter on file. Buyer can buy the lot and build their dream house or for future investment purposes.

  JP Carr Merrifield Realty, LLC

  LOT 27A - Handley Dr, Winchester, VA 22603
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  /56

  $985,000

  • 7 Beds
  • 5.5 Baths
  • 6,540 Sq Ft

  1020 Breckinridge Ln, Winchester, VA 22601

  Approximately 6,500 finished square feet of living space! A place to grow, gather, and stay awhile! A brick-paved, rocking chair-worthy, front porch sets the tone, and the charming side porch with composite decking is both stylish and maintenance-free. This spacious 6+ bedroom/5.5 bath residence features a main-level bedroom and full bath—ideal for an in-law suite. Just off the kitchen, the

  Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  /8

  $250,000

  • Land
  • 15.63 Acres
  • $15,995 per Acre

  15.63 Acres 52-2-b, Winchester, VA 22603

  15.63 +/- acres, located at the top of Round Hill, call for information about access, the property will be sold with deed restrictions against building at the top of the hill.

  John Scully Colony Realty

  15.63 Acres 52-2-b, Winchester, VA 22603
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  /49

  $650,000

  • 4 Beds
  • 4.5 Baths
  • 4,354 Sq Ft

  218 Flanagan Dr, Winchester, VA 22602

  This stunning home in Raven Wing offers over 4,100 sq. ft. of living space and was extensively updated in 2020. The main level features hardwood flooring, an open-concept kitchen with an island, recessed lighting, and stainless-steel appliances. You’ll also find a formal dining room and a spacious living room complete with a gas fireplace. The kitchen has been upgraded with shaker-style,

  Robert Mann Burch Real Estate Group, LLC

  218 Flanagan Dr, Winchester, VA 22602
• 

  

  /51

  $314,900

  • 2 Beds
  • 3.5 Baths
  • 1,740 Sq Ft

  218 Tudor Dr, Winchester, VA 22603

  Welcome home to this beautifully updated townhome tucked away in a private, peaceful neighborhood—yet just minutes from major commuter routes, everyday amenities, and only 5 minutes to downtown Winchester! This bright and inviting home features fresh paint throughout, brand-new carpet, updated outlets, switches, lighting, and two new toilets—making it truly move-in ready. The wood floors add

  Stephanie Feltner Realty ONE Group Old Towne

  218 Tudor Dr, Winchester, VA 22603
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  /64

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  4403 Back Mountain Rd, Winchester, VA 22602

  New Price! Nestled on two private wooded acres. New Roof 2023 - A peaceful country retreat with no HOA or restrictions. Colonial-style home features approximately 2,012 square feet of comfortable finished living space plus an unfinished basement. Includes 3 bedrooms and 2.5 baths. The walk-out basement provides excellent storage and potential for future expansion. The main level includes a

  RoxAnn Grimes RE/MAX Roots

  4403 Back Mountain Rd, Winchester, VA 22602

Showing Results 161 - 200, Page 5 of 9