Winchester, VA Homes for Sale

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  /18

  $449,990 New Construction

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

  366 Munsee Cir, 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

  Brooks Sears D R Horton Realty of Virginia LLC

  366 Munsee Cir, Winchester, VA 22602
• 

  $576,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  Lot 55 - Hydrangea Way, Winchester, VA 22602

  The property is located at Lot 55 - Hydrangea Way WINCHESTER VA 22602 priced at 576990, the square foot and stories are 1865, 1.The number of bath is 2, halfbath is 0 there are 2 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  Lot 55 - Hydrangea Way, Winchester, VA 22602
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  /47

  $495,000

  • Land
  • 20 Acres
  • $24,750 per Acre

  000 Light Rd, Winchester, VA 22603

  Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever

  Melissa Johnston ERA Oakcrest Realty, Inc.

  000 Light Rd, Winchester, VA 22603
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  /2

  $199,900

  • Land
  • 0.16 Acre
  • $1,249,375 per Acre

  1415 Ramseur Ln, Winchester, VA 22601

  Steve DuBrueler Coldwell Banker Premier

  1415 Ramseur Ln, Winchester, VA 22601
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  /12

  $12,500

  • Land
  • 0.29 Acre
  • $43,103 per Acre

  155 Hawk Trail, Winchester, VA 22602

  Lot 155 on Hawk Trail , is located in the mountainous residential community of Shawneeland, just 12 miles from Winchester, VA. Enjoy the fresh mountain air, hiking, fishing and swimming in Lake Cherokee in this idyllic setting. Know, however, that you are close to Winchester Medical Center, the Museum of the Shenandoah Valley, and an abundance of restaurants and shopping opportunities. Build a

  Rebecca McTavish Long & Foster Real Estate, Inc.

  155 Hawk Trail, Winchester, VA 22602
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  /9

  $995,000

  • Land
  • 0.99 Acre
  • $1,005,051 per Acre

  0 Amoco Unit VAFV2010648, Winchester, VA 22601

  Interstate Commercial Lot for Sale: 1-acre +/- parcel zoned B2 with potential to rezone to B3. Graded pad with all utilities to site. Ideal for restaurant, retail business, etc. Interstate signage opportunity. Neighbors include Sheetz, National Tire and Battery, Highway 55 Burgers and Shakes, and a 78 room Wyndham Microtel Hotel. The area is also home to FEMA, Amazon Distribution Center, Proctor

  Randolph Craun Oakcrest Commercial LLC.

  0 Amoco Unit VAFV2010648, Winchester, VA 22601
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  /64

  $374,900 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  506 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025,offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  506 Grouse Dr, Winchester, VA 22602
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  /45

  $385,000 Open Sat 11AM - 2PM

  • 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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  /27

  $519,990 New Construction

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

  120 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

  120 Trellis View Ln, Winchester, VA 22602
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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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  /39

  $324,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  105 Apache Trail, Winchester, VA 22602

  Welcome to 105 Apache Trail, a beautifully updated cabin in Shawneeland offering privacy, character, and flexibility for full time living, a weekend escape, or income potential. Set on a level wooded lot, this home features a floor to ceiling stone fireplace with wood burning stove, exposed beams, and warm, inviting finishes. The main level includes two bedrooms, a full bath with in-unit laundry,

  Kerem Demirci Coldwell Banker Realty

  105 Apache Trail, Winchester, VA 22602
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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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  /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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  /17

  $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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  /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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  /40

  $399,900 New Construction

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

  211 Inca Trail, Winchester, VA 22602

  4-7-26 drywalled 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 floor plan connects the

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /34

  $649,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,865 Sq Ft

  239 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 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 kitchen opens to a large great room with two windows that let in

  D.R. Horton Builder

  239 Hydrangea Way, Winchester, VA 22602
• 

  

  /17

  $450,690 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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  /11

  $259,000

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

  8 Brookland Ct Unit 8, Winchester, VA 22602

  2 Bed, 2 bath condominium. New appliances, including water heater and heat pump. Gas fireplace, open concept with separate dining room. Patio/ porch with french doors and skylights in living room allow tons of natural light. Primary suite includes walk-in closet. Conveniently located off rt 7 and 81.

  Vicki Broy RE/MAX Roots

  8 Brookland Ct Unit 8, Winchester, VA 22602
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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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  /107

  $619,900 Open Sat 11AM - 2PM

  • 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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  /35

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  112 W Germain St, Winchester, VA 22601

  100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025!This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic

  Amanda Magana RE/MAX Roots

  112 W Germain St, 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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  /28

  $329,000 Open Sat 3PM - 5PM

  • 1,132 Sq Ft

  419 Stone Meadow Ct, Winchester, VA 22601

  Tucked away on a quiet cul-de-sac in the desirable Stonecrest Village community, 419 Stone Meadow Court offers a perfect blend of comfort, style, and convenience. Built in 1997 and thoughtfully maintained by its single in-residence owner, this charming home features easy one-level living with a spacious, light-filled layout ideal for both everyday living and entertaining. Recent updates include

  Alice Shank Samson Properties

  419 Stone Meadow Ct, 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
• 

  

  /11

  $90,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  152 Fiddler Ave Unit C318, Winchester, VA 22603

  Welcome to Regency Lakes a all age active and vibrant community, where you can find yourself in your dream home. We have updated 2001 3 bed, 2 bath home featuring a large open floor plan. Step inside to find a bright and airy open floor plan, stone wood burning fireplace and updated bathrooms. The spacious kitchen boasts a multi level center island and a pass through, perfect for both everyday

  Kristina Kelly Regency Lakes

  152 Fiddler Ave Unit C318, Winchester, VA 22603
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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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  /48

  $340,000

  • 4 Beds
  • 2.5 Baths
  • 2,231 Sq Ft

  137 Meade Dr, Winchester, VA 22602

  Well-maintained 3-bedroom home in established Winchester neighborhood offering functional living space, recent updates, and move-in-ready condition. Main level features a practical layout with comfortable living areas, fresh interior paint throughout, and abundant natural light. The home has been consistently maintained, reflecting long-term ownership and pride of care. Updated HVAC system

  Chris Kershisnik EXP Realty, LLC

  137 Meade Dr, Winchester, VA 22602
• 

  

  /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
• 

  

  /21

  $399,900 New Construction

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

  208 Beaver Trail, Winchester, VA 22602

  4-7-26 framing almost complete 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 baths.

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602

Showing Results 161 - 200, Page 5 of 10