Winchester, VA Homes for Sale

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  /45

  $385,000 Open House 4/11

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  540 Eagle Place, Winchester, VA 22601

  Welcome to this well-maintained one-level rancher tucked away in a quiet cul-de-sac. This home offers easy, comfortable living with a warm and inviting feel throughout. Hardwood floors run through much of the home, complemented by LVP in the living and dining areas. The living room features a cozy fireplace and flows into the dining area and kitchen, where you’ll find stainless steel appliances,

  Camryn Jeremiah NextHome Realty Select

  540 Eagle Place, Winchester, VA 22601
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  /36

  $314,900

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  126 S Euclid Ave, Winchester, VA 22601

  This 3-bedroom, 1 full bath home is ready for you to move right in! Entire inside has been freshly painted. As you enter, you'll see the spacious living room with LVP flooring. Kitchen with new LVP flooring, new stainless-steel stove, new stainless-steel hood vent, new stainless-steel refrigerator and an eating area. Beautiful full bath with tile shower. 3 great sized bedrooms with LVP flooring.

  Matt Kilmer Samson Properties

  126 S Euclid Ave, Winchester, VA 22601
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  /20

  $449,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,657+ Sq Ft

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

  The Cabral, a 1,657 square foot two-story home, offers an open-concept design perfect for modern living. Featuring three bedrooms, two and a half bathrooms, a versatile loft, and a two-car garage, this home is ideal for families seeking both space and functionality. Upon entering through the front porch, you'll find a convenient first-floor powder room and coat closet in the foyer. The spacious

  D.R. Horton Builder

  137 Seminole Dr Unit 36203778, Winchester, VA 22602
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  /23

  $780,000 New Construction

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

  230 Tranquil Wood Ln, Winchester, VA 22602

  NO HOA! APRIL-MAY READY TO MOVE IN! Are you in search of a spacious, one-level living home that combines privacy and the freedom of no HOA restrictions? Your search ends here—introducing Tranquil Wood Ln showcasing the exquisite Dogwood Model! Inspired by the tree it draws its name from, this charming residence is a true masterpiece, reflecting the superior craftsmanship of the acclaimed Water

  Monique Rodriguez Pearson Smith Realty LLC

  230 Tranquil Wood Ln, Winchester, VA 22602
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  /15

  $99,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  208 Artifact Ave Unit 427, Winchester, VA 22603

  Kristina Kelly Regency Lakes

  208 Artifact Ave Unit 427, Winchester, VA 22603
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  /38

  $849,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,512 Sq Ft

  Lot 13 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (ASPEN model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in

  Jim Thomson Realty ONE Group Old Towne

  Lot 13 Keval Gyan Way, Winchester, VA 22603
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  /11

  $374,990 New Construction

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

  115 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

  115 Castaway Place, Winchester, VA 22603
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  /45

  $285,000

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft

  108 Martin Dr, Winchester, VA 22602

  Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty

  Heloisa Amar Samson Properties

  108 Martin Dr, Winchester, VA 22602
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  /23

  $330,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft

  805 S Kent St, Winchester, VA 22601

  PRICE REDUCTION!!REMODELED BEAUTIFUL SINGLE HOME IN THE HEARTH OF WINCHESTER, NEW APPLIANCES, NEW FLOOR, REMODELED BATHROOMS, NEW FENCE,A LOT OF POTENTIAL. YOU MUST SEE IT

  Carolina Mosquera Weichert, REALTORS

  805 S Kent St, Winchester, VA 22601
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  /2

  $250,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  149 Royal Ave, Winchester, VA 22602

  Welcome to 149 Royal Avenue, a charming Winchester home offering 2 bedrooms, 1 full bath, and approximately 936 square feet of comfortable living space. Built in 1943, this home blends timeless character with a practical layout and everyday comfort. Nestled on a quiet street, the property features a large fenced-in yard with plenty of space to relax, garden, or enjoy the outdoors. Conveniently

  Holly Slawter Samson Properties

  149 Royal Ave, Winchester, VA 22602
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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
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  /27

  $399,900 New Construction

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

  211 Inca Trail, Winchester, VA 22602

  3-31-26 trades done going to drywall and completion early May. 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

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /17

  $449,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft

  136 Wappinger Terrace, Winchester, VA 22602

  Step into 1,657 square feet of well-designed living space in the Cabral, featuring 3 spacious bedrooms, 2.5 bathrooms, and a flexible loft upstairs—perfect for a home office, playroom, or additional lounge area. This home showcases a charming white siding exterior with stone accents, while the interior boasts sleek white kitchen and bathroom cabinets paired with modern finishes throughout. Enjoy

  D.R. Horton Builder

  136 Wappinger Terrace, 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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  /28

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  101 Molden Dr, Winchester, VA 22601

  This 1963 brick ranch is conveniently located off Pleasant Valley Road in Eastview Subdivision and has been the home to one family. Beautiful hardwood floors throughout the main level, and two fireplaces, one on the main level and one in the finished recreation room on the lower level. Most of the windows throughout the home have also been replaced. Oversized two car garage. Roof was replaced in

  Elizabeth Page Boxwell MarketPlace REALTY

  101 Molden Dr, Winchester, VA 22601
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  /54

  $449,990

  • 3 Beds
  • 3.5 Baths
  • 2,239 Sq Ft

  142 Sequoia Dr, Winchester, VA 22602

  Some homes check the boxes. Others quietly stand apart the moment you pull up. This one does that. Not because it tries to impress, but because the setting, the layout, and the way the house sits on the land just make sense. Start with the lot. It’s a premium double-sized end-unit lot, something you simply don’t see often in townhouse communities. The home sits at the edge of the

  Alexander Bracke Real Broker, LLC

  142 Sequoia Dr, 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 Samson Properties

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

  $619,900 Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,336 Sq Ft

  329 Wood Ave, Winchester, VA 22601

  Offering charm and character blended with modern conveniences in the heart of Winchester.Located in the lovely neighborhood of Whittier Acres, this home has been professionally redesigned with flexibility in mind... so you can call it "home" for years to come. Our main level is fitted with two bedrooms and two baths, in addition to a formal living room and an open concept

  Amy Capitano MarketPlace REALTY

  329 Wood Ave, 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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  /5

  $10,000

  • Land
  • 0 Acre

  Lot 13 Tomahawk Trai 0, Winchester, VA 22602

  Welcome to Shawneeland! This mountain community is tucked away in a rural setting and a short distance to shopping, restaurants and Winchester's Historic Downtown. Utilize this 0.48 acre lot as a potential building lot, recreational space or enjoy the amenities such as Lake Cherokee with a beach area, fishing and picnic areas. Purchaser to verify location of boundary lines.

  Kim Hurst MarketPlace REALTY

  Lot 13 Tomahawk Trai 0, Winchester, VA 22602
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  /94

  $795,000

  • 5 Beds
  • 4 Baths
  • 4,075 Sq Ft

  274 Woodside Ln, Winchester, VA 22603

  Welcome to 274 Woodside - a secluded house on 5.06 acres with tons of storage! This 4,310 SF rambler style home has 2 masters (one up and one down), 4 bathrooms (2 on the main floor have heated floors), a huge kitchen with tons of cabinets, a large island with a 5 burner propane cooktop, and a pantry cabinet with pull-out shelves for storage, two fireplaces - one propane and one wood-burning

  Cindy Butler Virginia Property Group, Inc.

  274 Woodside Ln, Winchester, VA 22603
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  /26

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  320 Opequon Ave, Winchester, VA 22601

  Conveniently located in Winchester City, this 3-bedroom, 1.5-bath ranch-style home features a primary bedroom with a private half bath, two additional bedrooms, and a hall bath. The spacious living room opens to the dining area and kitchen, creating a comfortable flow for everyday living. The kitchen includes a newer refrigerator. Step outside to a screened-in back porch overlooking the level,

  Leah Clowser RE/MAX Roots

  320 Opequon Ave, 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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  /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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  /8

  $745,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  0 Tumble Leaf Ln, Winchester, VA 22602

  CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Dogwood model ( One Story Living ) with standard 10' main level ceilings and 13' ceilings in the Family Room. Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, 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 Samson Properties

  LOT 5A Fox Trail, Winchester, VA 22602
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  /41

  $355,000

  • 2 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  132 Seabreeze Ln, Winchester, VA 22602

  Amazing, end-unit townhome tucked in the back of sought after Windstone. Enjoy your own outdoor oasis from the spacious deck with stairs, overlooking the expanded, fully fenced yard, and surrounded by wooded common area behind and on the side. The inside is wonderfully kept, having been beautifully renovated , this home is truly a show-stopper! The main floor features updated flooring and paint

  Lisa Gill ERA Oakcrest Realty, Inc.

  132 Seabreeze Ln, Winchester, VA 22602
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  /20

  $399,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  208 Beaver Trail, Winchester, VA 22602

  3-22-26 foundation going in this week and 60 days to complete. 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

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602
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  /14

  $120,000

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  129 Artifact Ave Unit 517, Winchester, VA 22603

  Welcome to Regency Lakes an active and vibrant community, where you can find yourself in your dream home. We have a stunning, 2006 3 bed, 2 bath home for sale featuring 2128.00 sq ft of beautifully designed living space. Located in Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find A home filled with tons of natural light, a beautiful

  Kristina Kelly Regency Lakes

  129 Artifact Ave Unit 517, Winchester, VA 22603
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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

  NEW AND READY TO MOVE IN!!!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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  /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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  /28

  $415,000

  • 3 Beds
  • 1 Bath
  • 2,683 Sq Ft

  307 Fox Run Ln, Winchester, VA 22602

  Wake up to breathtaking views of the Shenandoah Valley every day in this peaceful, beautifully renovated cottage. Completely updated in 2024, the home blends modern amenities with warm, inviting charm.The bright, open living space features a vaulted ceiling and abundant natural light, creating an airy, welcoming atmosphere. The living room showcases large windows, custom built-ins, and a

  Karen Sparks Corcoran McEnearney

  307 Fox Run Ln, Winchester, VA 22602
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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

  $449,990 New Construction

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

  FREEPORT DUPLEX Plan at Willow Run - Duplexes, 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

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406838, Winchester, VA 22601
• 

  

  /3

  $699,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 3,024 Sq Ft

  777 Glengary Rd, Winchester, VA 22603

  If you’ve been dreaming of wide open space, mountain views, and a home with character, this special property may be exactly what you’ve been waiting for.Nestled on 37 unrestricted acres, this beautiful property offers the best of Shenandoah Valley living. With a perfect blend of open pasture and wooded privacy, the land provides room to breathe, explore, and imagine what’s possible. A

  Sharon Farinholt Realty ONE Group Old Towne

  777 Glengary Rd, Winchester, VA 22603
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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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