Winchester, VA Homes for Sale

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  $654,000

  • Studio
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /19

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  369 Charles St, Winchester, VA 22601

  This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two

  Marisa Varley ERA Oakcrest Realty, Inc.

  369 Charles St, Winchester, VA 22601
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  /34

  $1,485,000

  • 4 Beds
  • 4.5 Baths
  • 3,484 Sq Ft

  Lot 18 Honeycrisp Way, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

  JP Carr Merrifield Realty, LLC

  Lot 18 Honeycrisp Way, Winchester, VA 22603
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  /37

  $396,500

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  31 W Whitlock Ave, Winchester, VA 22601

  Charming Home Near Handley High School – Move-In Ready! Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite. Enjoy a spacious, fenced-in

  Meridee Powars Link Realty Services LLC

  31 W Whitlock Ave, Winchester, VA 22601
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  /2

  $12,800

  • Land
  • 0.4 Acre
  • $32,000 per Acre

  0 Budwood Trail Unit 11620368, Winchester, VA 22602

  Nice level corner wooded lot. Corner of Budwood and Rockwood Follow your GPS to the corner point. All measurements are taken from government sources. Such as the actual .4. acres is actually .398 acres rounded up.

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0 Budwood Trail Unit 11620368, Winchester, VA 22602
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  /47

  $1,099,900

  • 4 Beds
  • 3.5 Baths
  • 5,800 Sq Ft

  Lot 1 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; 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 this

  Jim Thomson Realty ONE Group Old Towne

  Lot 1 Keval Gyan Way, Winchester, VA 22603
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  /27

  $414,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  119 Heirloom Way, 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

  119 Heirloom Way, Winchester, VA 22603
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  /6

  $12,900

  • Land
  • 0.25 Acre
  • $51,600 per Acre

  Lot 17 Fox Trail, Winchester, VA 22602

  Are you looking for an affordable approved building lot under 20 minutes to Winchester Medical Center I 81 or I 66 and an overwhelming sense of nature with unparalleled mountain views? Look no further! Mountain Falls Park is known for its close proximity to town, waterfalls, views for miles and a quiet community. This lot is very buildable it is level, has a current survey, recorded plat and a

  Nadeem Helfer Corcoran McEnearney

  Lot 17 Fox Trail, Winchester, VA 22602
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  /58

  $327,750

  • Land
  • 40.2 Acres
  • $8,153 per Acre

  0 Easter Ridge Lot 8 Ln, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Easter Ridge Lot 8 Ln, Winchester, VA 22603
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  $299,990

  • 3 Beds
  • 1 Bath
  • 1,205 Sq Ft

  627 Watson Ave, Winchester, VA 22601

  CLASSIC CHARM MEETS CONTEMPORARY COMFORT IN THIS FANTASTIC DUPLEX UNIT! This charming Winchester duplex unit seamlessly blends timeless character with modern conveniences, offering the perfect balance of historic flair and contemporary living. Nestled just minutes from the vibrant heart of downtown Winchester, this inviting property combines an unbeatable location with a thoughtfully-updated

  Kristin Crosby Samson Properties

  627 Watson Ave, Winchester, VA 22601
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  $389,880 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  109 Boone Ct, Winchester, VA 22602

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  109 Boone Ct, Winchester, VA 22602
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  $414,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  179 Munsee Cir, Winchester, VA 22602

  The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

  Brooks Sears D R Horton Realty of Virginia LLC

  179 Munsee Cir, Winchester, VA 22602
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  /35

  $459,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,939 Sq Ft

  1817 Harvest Dr, Winchester, VA 22601

  1817 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA for January move-in. Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances. The

  D.R. Horton Builder

  1817 Harvest Dr, Winchester, VA 22601
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  /22

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  140 Mccormick Cir Unit 403, Winchester, VA 22602

  Motivated Sellers! Bring all offers.Nearly-new 55+ condominium located in Winchester Landing, offering comfort, convenience, and style just minutes from town. Step inside to an open floor plan filled with natural light, featuring a bright and modern kitchen with quartz countertops, a center island with sink, and sleek lighting that makes entertaining a breeze. The oversized primary suite is a

  Sharon Farinholt Realty ONE Group Old Towne

  140 Mccormick Cir Unit 403, Winchester, VA 22602
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  /22

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  157 Brookland Terrace Unit 11, Winchester, VA 22602

  Top-Floor Gem with Vaulted Ceilings, Modern Upgrades & Quick Seller Move-Out!Welcome home to this bright and airy 2-bedroom, 2-bath top-level condo that perfectly blends comfort, style, and convenience — and offers buyers the advantage of quick seller vacancy for a smooth and flexible closing! Step inside and be greeted by soaring vaulted ceilings and abundant natural light streaming through

  Becky Green Samson Properties

  157 Brookland Terrace Unit 11, Winchester, VA 22602
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  $549,900

  • 4 Beds
  • 2.5 Baths
  • 3,490 Sq Ft

  120 Armstrong Place, Winchester, VA 22602

  4-Bedroom/2.5 Bath Brick Rancher in Prime Golf-Course Area! Nestled in an established neighborhood just minutes from the golf course, this beautifully maintained brick rancher offers extensive landscaping and hardscaping and backs to mature trees, complete with a serene koi pond. The main level features hardwood floors and a gas fireplace in the living room, a separate dining room, and an updated

  Sheila Pack RE/MAX Roots

  120 Armstrong Place, Winchester, VA 22602
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  $849,990

  • 5 Beds
  • 4.5 Baths
  • 5,254 Sq Ft

  1504 Brookdale Ct, Winchester, VA 22601

  This home generates income from solar energy sales averaging over $2k a year! The Solar panels and system are OWNED by the homeowner NOT leased. There are no monthly fees or payments for the system. System is “Grandfathered” with a licensing agreement that allows homeowner to sell excess electricity produced. Lower your energy costs and receive cash earnings! Recent updates over $40k in this

  Julie Shiley Coldwell Banker Realty

  1504 Brookdale Ct, Winchester, VA 22601
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  /34

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  236 Miller St, Winchester, VA 22601

  Charming 3-Bedroom/ 2.5 Bath Colonial just blocks from Old Town Winchester, offering easy access to dining, entertainment, and shopping! This home offers classic charm and everyday comfort with a covered front porch, fenced backyard, and rear patio—perfect for relaxing or entertaining. A 2-car detached garage (with electric), off-street parking, and attractive landscaping enhance both

  Sheila Pack RE/MAX Roots

  236 Miller St, Winchester, VA 22601
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  /47

  $600,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

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

  Welcome to the Salem floor plan, available at Retreat at Winding Creek, VA. This is one of our most popular floorplans. On the main floor, you will find a formal dining room, laundry room, and powder room. The open-concept kitchen and living areas are perfect for entertaining. The kitchen boasts a breakfast nook, a pantry, and an island with countertop seating. From the breakfast nook, you can

  D.R. Horton Builder

  137 Seminole Dr Unit 36203783, Winchester, VA 22602
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  $429,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  1822 Blythe Way, Winchester, VA 22601

  1822 Blythe Way is an attractive new 3 level end townhome with full brick front in Winchester, VA for January move-in. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel

  D.R. Horton Builder

  1822 Blythe Way, Winchester, VA 22601
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  /2

  $215,000

  • Land
  • 0.92 Acre
  • $233,696 per Acre

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602

  REDUCED by $20k! CALLING ALL BUILDERS!! 7 BUILDING LOTS for $215,000 (being sold as a bundle) located in Shawneeland in Frederick County, VA. . Perc approved certification letter, plat and sewer docs on file for each lot. The lots range in size from 0.40-0.92 acres. Potential home sites for permanent home or weekends and vacations. Enjoy hiking, fishing, swimming in the lake, nature walks and

  Caroline W. Barb, REALTOR Jim Barb Realty, Inc.

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602
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  $434,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft

  133 Lakota St, Winchester, VA 22602

  New year, new home! This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft. there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with granite countertops along with stainless steel appliances by Whirlpool. Relax on the 12'x10' rear deck

  D.R. Horton Builder

  133 Lakota St, Winchester, VA 22602
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  /6

  $575,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  100 Brockham Ct, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides

  Marisa Varley ERA Oakcrest Realty, Inc.

  100 Brockham Ct, Winchester, VA 22602
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  $599,000

  • Land
  • 15.5 Acres
  • $38,645 per Acre

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

  This exceptional 15.5-acre buildable lot on Cedar Creek Grade in Winchester, VA offers the perfect canvas for your dream home. With a premier location that balances peaceful seclusion with urban convenience, this property is just minutes away from shopping, restaurants, schools, and more. Its close proximity to Winchester Medical Center also makes it an ideal location for medical professionals or

  Dan Whitacre Colony Realty

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602
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  /43

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,648 Sq Ft

  1332 Ramseur Ln, Winchester, VA 22601

  Welcome home to a rare find in the Mews of Meadow Branch - this exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. Rich hardwood floors flow throughout the home. The primary bedroom includes a cozy fireplace perfect for relaxing evenings. Updated appliances, such as washer, dryer, refrigerator, stove and microwave. Enjoy the ease of your own private elevator within the

  James King RE/MAX Roots

  1332 Ramseur Ln, Winchester, VA 22601
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  /40

  $624,990 New Construction

  • 4 Beds
  • 3 Baths
  • 3,285 Sq Ft

  110 Lawford Way, Winchester, VA 22603

  Brand New Rockwell with 10 year builder warranty is nearly Ready for Move In at Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!The stunning gourmet kitchen showcases upgraded cabinetry, Carrara Morro quartz countertops, a butler's pantry. With modern and streamlined design that blends both function and sophistication. Flowing effortlessly from the kitchen is

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  110 Lawford Way, Winchester, VA 22603
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  /38

  $629,990 New Construction

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

  115 Scented Rose Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  115 Scented Rose Way, Winchester, VA 22602
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  $3,025,000

  • Land
  • 27.09 Acres
  • $111,665 per Acre

  0 Renaissance Dr, Winchester, VA 22602

  27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Renaissance Dr, Winchester, VA 22602
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  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,237 Sq Ft

  117 W Oates Ave, Winchester, VA 22601

  This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances, including a single oven and refrigerator, making meal preparation a breeze. The unfinished

  Jeffrey Konrady Realty ONE Group Old Towne

  117 W Oates Ave, Winchester, VA 22601
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  /45

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  Lot 12 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; 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 this immaculate,

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
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  /47

  $289,500

  • 4 Beds
  • 1 Bath
  • 1,732 Sq Ft

  1006 S Cameron St, Winchester, VA 22601

  Welcome home to this charming 4-bedroom, 1-bath colonial perfectly situated with walking distance from downtown Winchester. Warm hardwood floors flow throughout the home, complemented by a large covered front porch and a spacious rear deck—ideal for morning coffee or evening gatherings. Recent updates include a new water heater (2025), new water tank (2025), and an updated furnace and bath for

  Laura White ERA Oakcrest Realty, Inc.

  1006 S Cameron St, Winchester, VA 22601
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  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  0 Frog Hollow Rd, Winchester, VA 22603

  Here’s a piece of pristine land on the market for the first time since the late 70’s with nearly endless possibilities for the next owner(s). This property is located north of Winchester and very near the West Virginia line. This prime piece of real estate has been family owned and operated for decades. Mix of mostly flat hay ground and wooded acreage that stretches to the top of North Mountain.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Frog Hollow Rd, Winchester, VA 22603
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  $669,409 New Construction

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  120 Magpie Ln, Winchester, VA 22603

  MOVE IN READY HOME AND OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE WITH USE OF VAN METRE'S PREFERRED LENDER/TITLE COMPANY.55+ Active Adult living just got better in Winchester Virginia with Hiatt Pointe, Van Metre Homes newest gated community. You have to come see for yourself these stunning new single family and villa homes. Hiatt Pointe is a resort style community and has it all

  Cynthia Butler Samson Properties

  120 Magpie Ln, Winchester, VA 22603
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  /22

  $549,990 Open Fri 11AM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  Homesite 195 Malbec, Winchester, VA 22602

  Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Avalon is a beautiful 3-bedroom, 2 bath home with up to 2,538 square feet of living space. This single-family home design features main-level living with an open floor plan, highlighted by a spacious great room, a light-filled kitchen, and a

  Dorelba Estrada New Home Star Virginia, LLC

  Homesite 195 Malbec, Winchester, VA 22602
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  /38

  $434,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,923 Sq Ft

  1818 Blythe Way, Winchester, VA 22601

  1818 Blythe Way is an attractive new 3-level townhome with full brick front in Winchester, VA scheduled for a November move-in. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, sarsaparilla cabinets, and

  D.R. Horton Builder

  1818 Blythe Way, Winchester, VA 22601
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  /22

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  534 N Kent St, Winchester, VA 22601

  Just minutes from the downtown walking mall, this single family home offers three bedrooms, stainless steel appliances and granite countertops, a great yard, off street parking, and a front porch. The home comes with an electric car charger usable for all brands.

  Katie Landi Jordan Samson Properties

  534 N Kent St, Winchester, VA 22601
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  /15

  $39,000

  • Land
  • 1.53 Acres
  • $25,490 per Acre

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602

  Attention Builders! 4 Pack of contiguous building lots in Wilde Acres -Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in

  Nadeem Helfer Corcoran McEnearney

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602
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  /46

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft

  289 Westview Dr, Winchester, VA 22603

  Welcome to your private contemporary retreat at 289 Westview Drive in Winchester, VA! This truly exceptional property offers the ultimate escape, situated on over 13 magnificent acres with gorgeous mature trees, stunning views, and unparalleled peace and quiet. Step inside the sun-filled main level, featuring an open layout that seamlessly connects the living room, dining room, and kitchen.

  Dan Whitacre Colony Realty

  289 Westview Dr, Winchester, VA 22603
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  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot C Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot C Cather Ln, Winchester, VA 22602
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  /29

  $289,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  1125 Conway St, Winchester, VA 22601

  Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601

Showing Results 281 - 320, Page 8 of 9