Winchester, VA Homes for Sale with AC

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  /94

  $950,000 Open Sat 11AM - 1PM

  • 6 Beds
  • 4.5 Baths
  • 4,714 Sq Ft

  226 Summerfield Dr, Winchester, VA 22602

  Nestled in the charming and sought-after Raven Pointe neighborhood,adjacent to farmland yet 7 minutes from Old Town Winchester, thisstunning Colonial home offers a perfect blend of modern comfort andtimeless elegance. This spacious residence boasts 4,714 finishedsquare feet, providing ample room for both relaxation andentertainment. Front porch entrance greets guests with a

  Rebecca Sims Century 21 Redwood Realty

  226 Summerfield Dr, Winchester, VA 22602
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  /76

  $889,000

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  107 Launchris Dr, Winchester, VA 22602

  Step into timeless elegance with this stately Colonial, set on nearly an acre of picturesque land. Blending classic charm with thoughtful modern upgrades, this home offers the perfect balance of comfort, space, and sophistication. The current owner has invested over $150,000 in upgrades since purchasing, including a fully renovated HVAC system with all-new ductwork and high-end components

  Laura White ERA Oakcrest Realty, Inc.

  107 Launchris Dr, Winchester, VA 22602
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  /39

  $425,000 Open House 4/11

  • 4 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  111 Asbury Rd, Winchester, VA 22602

  Located on the east side of Winchester, this split-level home offers both comfort and convenience with easy access to Route 7 for commuting to Northern Virginia, I-81, and nearby shopping and dining.The home features a functional layout with additional finished living space on the lower level, including a bedroom and half bath, making it ideal for guests, a home office, or a private

  Sharon Farinholt Realty ONE Group Old Towne

  111 Asbury Rd, Winchester, VA 22602
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  /48

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 4,419 Sq Ft

  151 Darby Dr, Winchester, VA 22602

  Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and

  Dave Spence RE/MAX Roots

  151 Darby Dr, Winchester, VA 22602
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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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  /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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  /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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  /74

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,860 Sq Ft

  320 Shawnee Trail, Winchester, VA 22602

  Located in Emerald Lake Subdivision-NO HOA . Welcome to your very own treehouse retreat surrounded by mature trees, mountain views, and exceptional privacy on 1.86 acres with a Private POOL! This property is designed for outdoor living, featuring a covered front porch, a large back deck with scenic views, and a beautifully crafted stone patio with a fire pit—perfect for entertaining or relaxing

  Stacey Mullins ERA Oakcrest Realty, Inc.

  320 Shawnee Trail, Winchester, VA 22602
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  /55

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  308 Ridge Ave, Winchester, VA 22601

  Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry

  John Scully Colony Realty

  308 Ridge Ave, Winchester, VA 22601
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  /52

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  104 Monet Terrace, Winchester, VA 22602

  Located in an established cul-de-sac this 4 bedrooms, 2 1⁄2 bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main

  Janet Jackson MarketPlace REALTY

  104 Monet Terrace, Winchester, VA 22602
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  /30

  $224,990

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  610 Puma Trail, Winchester, VA 22602

  Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath rancher is a true retreat, featuring modern updates and a warm, inviting layout. Enjoy peaceful living with beautiful natural surroundings while still being conveniently located near town. A rare opportunity to own your own slice of

  James Podoley EXP Realty, LLC

  610 Puma Trail, Winchester, VA 22602
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  /22

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,296 Sq Ft

  407 Emily Ln, Winchester, VA 22602

  Don't miss your opportunity to own this turn key, meticulously maintained 3 bedroom/2.5 bath townhome in sought after Carlisle Heights! The main level is the heart of the home and features gleaming hardwood flooring throughout, a large living room, gourmet updated kitchen with white cabinetry, stainless steel appliances, quartz counters and a modern sink that opens to an oversized dining room.

  Paul Thistle Take 2 Real Estate LLC

  407 Emily Ln, Winchester, VA 22602
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  /58

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  133 Erie Trail, Winchester, VA 22602

  Discover this charming ranch-style home nestled in the desirable Shawneeland community, offering a perfect blend of comfort and outdoor enjoyment. This well-maintained 3-bedroom, 2-bathroom residence spans 1,456 sq ft and features a thoughtful layout with an entry-level bedroom, ideal for convenience. Step inside to find a welcoming combination kitchen/living area, complemented by a cozy,

  Tracy Link Coldwell Banker Premier

  133 Erie Trail, Winchester, VA 22602
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  /109

  $999,900

  • 5 Beds
  • 5.5 Baths
  • 5,670 Sq Ft

  530 Laurel Grove Rd, Winchester, VA 22602

  If you’re looking for a truly impressive property with unexpected benefits, welcome to 530 Laurel Grove Road. With nearly 6,000 finished square feet and five bedrooms and 5.5 baths, this home allows for easy gathering, relaxing, living, and entertaining—and includes a private in-law suite perfect for multi-generational living, guests, or rental potential. Ensconced in nature on 8.6 acres and

  Dan Whitacre Colony Realty

  530 Laurel Grove Rd, Winchester, VA 22602
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  /32

  $255,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  138 Parkside Dr, Winchester, VA 22602

  Great investment opportunity! This tenant-occupied property is currently rented for $1,650/month with a lease in place through January 2027, offering immediate income. Ideal for investors looking for a turnkey rental. Seller is motivated, don’t miss this opportunity! Welcome to 138 Parkside Drive, a charming 3-bedroom, 1.5-bath townhome in a quiet, convenient Winchester neighborhood! This home

  Jas Kaur Prime Properties DMV, LLC.

  138 Parkside Dr, Winchester, VA 22602
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  /16

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft

  2015 Senseny Rd, Winchester, VA 22602

  Renovated house with NO HOA. The lot is almost half acre, it goes beyond the metal fence on the back to the tree line. The following are new: HVAC, siding, kitchen, bathrooms. floors, gutters, washer and dryer . The roof was installed in 2018. The windows in 2015. Fenced back yard. The driveway has gravel. 4 cars can fit easily in the front, plus another car in the backyard. This home is about 10

  Alex Fernandez Epic Realty, LLC.

  2015 Senseny Rd, Winchester, VA 22602
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  /46

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  25 W Southwerk St, Winchester, VA 22601

  Welcome to this beautifully updated gem in the heart of Winchester! From the moment you arrive, the expansive front porch invites you to sit back and enjoy the charm of one of the city's most sought-after locations. Situated just moments from Handley High School, vibrant downtown shops, local restaurants, and scenic parks, this home offers the perfect balance of neighborhood tranquility and

  Dan Whitacre Colony Realty

  25 W Southwerk St, Winchester, VA 22601
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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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  /63

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft

  520 N Braddock St, Winchester, VA 22601

  Welcome to this charming home in the heart of Winchester offering character, natural light, and a highly walkable location.This home features 3 bedrooms and 2 full bathrooms, with all bedrooms located on the upper level. At the top of the stairs you’ll find a spacious primary bedroom filled with natural light, creating a bright and inviting retreat. Large windows throughout the home allow

  Angela Duncan MarketPlace REALTY

  520 N Braddock St, Winchester, VA 22601
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  /23

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  151 Mccormick Cir Unit 105, Winchester, VA 22602

  Welcome to refined 55+ living in the highly sought-after Winchester Landing Commons. This exceptional ground-floor residence offers two bedrooms and two full baths, showcasing model-quality finishes and sun-drenched interiors with beautiful views. Designed for both comfort and convenience, this unit features a rare private entrance in addition to the main building access. The thoughtfully

  Mike Campbell EXP Realty, LLC

  151 Mccormick Cir Unit 105, Winchester, VA 22602
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  /32

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,338 Sq Ft

  3138 Eton Place, Winchester, VA 22601

  Beautiful, just like brand new, 3 bedroom 2.5 bath end unit townhome located in The Lofts at Creekside! Walking distance to local restaurants and shopping here in Creekside. Home features large kitchen island, stainless steel appliances, and luxury vinyl plank flooring, private balcony, surrounded by open floor plan which provides for great entertainment. Nice upgrades all throughout the house!

  Christopher Hild Realty FC, LLC

  3138 Eton Place, Winchester, VA 22601
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  /30

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  616 Cardinal Dr, Winchester, VA 22602

  Nestled in the serene Wilde Acres community, this exquisite split foyer home, built in 2024, offers a harmonious blend of modern luxury and inviting comfort. With three spacious bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining, making it the perfect sanctuary for those who appreciate the finer things in life. Step inside to discover a thoughtfully

  Brett Shankle Samson Properties

  616 Cardinal Dr, Winchester, VA 22602
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  /25

  $240,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  303 Fox Dr, Winchester, VA 22601

  Major Price Reduction! Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the peaceful, private community of Wild Acres. Surrounded by trees, this cozy 960 sq ft retreat offers the perfect blend of modern updates and natural charm. Inside, you’ll find a bright, refreshed interior with thoughtful updates throughout. Major improvements—including a new well, septic

  Brandy Clem Johnston and Rhodes Real Estate

  303 Fox Dr, Winchester, VA 22601
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  /36

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  102 Stribling Way, Winchester, VA 22602

  Beautifully maintained townhome located in the convenient Winchester community known as Freedom Manor. This location is close to everything yet out of the hurly-burly. Built in 2022 this home looks and feels brand new. Come inside! The entry level features a roomy foyer, a spacious finished room that is perfect for office, a one-car garage and an unfinished bathroom space with rough-in offering

  Angela Duncan MarketPlace REALTY

  102 Stribling Way, Winchester, VA 22602
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  /49

  $315,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  321 Copperfield Ln, Winchester, VA 22602

  Super cute 3 level townhome with a great design, two full baths one in the basement one in the upper level and a half on the main. Spacious and affordable!! 2 assigned parking spaces. Laminate flooring throughout. Spacious, light and bright!! Fenced backyard and deck. Freshly painted and NEW carpet, NEW stainless steel appliances!! Hurry to see today, it is vacant, quick closing possible!!

  Heather Mary Webb RE/MAX Allegiance

  321 Copperfield Ln, Winchester, VA 22602
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  /43

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  1851 Melvor Ln, Winchester, VA 22601

  Extremely well-maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ community. This main-level living home features an open floor plan, vaulted ceiling, solar tubes for natural light, and a cozy gas fireplace in the living room. The primary suite offers a private bath, while a bright Florida room provides additional space for relaxing or entertaining. Step outside to

  RoxAnn Grimes RE/MAX Roots

  1851 Melvor Ln, 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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  /3

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  101 Maury Way, Winchester, VA 22602

  Winchester Landing, 55+ End-Unit Townhome with GarageA private main level bedroom and two upstairs. Kitchen walks out to back patio and landscaping is very nice.Lots of light and open space, in great condition.Stainless appliances, walk-out to spacious back patio, full size washer & dryer.Active-adult community, lawn maintenance included, Great Location.

  Anita Hartke National Realty, LLC

  101 Maury Way, Winchester, VA 22602
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  /61

  $459,000 Open Sat 1PM - 3PM

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

  2250 Roosevelt Blvd, Winchester, VA 22601

  Charming Cape Cod nestled in a quiet residential neighborhood, just minutes from Route 11 and I-81 for easy commuting. This light-filled home welcomes you with a bright living room featuring a stunning stone fireplace as its centerpiece. The cabinet-packed kitchen is the heart of the home and offers granite countertops and a bar-height peninsula that opens seamlessly to the living room . The main

  Heloisa Amar Samson Properties

  2250 Roosevelt Blvd, Winchester, VA 22601
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  /36

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  209 Wood Ave, Winchester, VA 22601

  Welcome to this beautifully-updated brick rancher, a masterclass in blending timeless character with high-end, modern sophistication. From the moment you arrive, the covered front porch and classic silhouette command attention, offering undeniable curb appeal in one of Winchester’s most sought-after locations. Step inside to find a main level bathed in natural light, showcasing gleaming hardwood

  Dan Whitacre Colony Realty

  209 Wood Ave, Winchester, VA 22601
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  /97

  $1,200,000

  • 6 Beds
  • 5 Baths
  • 6,682 Sq Ft

  217 W Boscawen St, Winchester, VA 22601

  Historic Water Street Inn a magnificent legacy residence, profitable Bed & Breakfast, or sophisticated professional office opportunity! Located in Winchester's Historic District, two blocks from Old Town Walking Mall! Six large bedrooms and five full baths, this historically significant property is one of a kind, offering private garden spaces, romantic terraces, sunlight filled porches, and

  Gillian Greenfield Coldwell Banker Premier

  217 W Boscawen St, Winchester, VA 22601
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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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  /56

  $349,900

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  224 Doe Trail, Winchester, VA 22602

  Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility

  Traci Shoberg Samson Properties

  224 Doe Trail, Winchester, VA 22602
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  /26

  $305,000

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  110 Duwamish Trail, Winchester, VA 22602

  Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

  Tina Jacobin Main Street Realty

  110 Duwamish Trail, Winchester, VA 22602
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  /97

  $1,250,000 Open House 4/12

  • 4 Beds
  • 3.5 Baths
  • 4,880 Sq Ft

  199 Laurel Grove Rd, Winchester, VA 22602

  Nestled in the scenic countryside of Winchester, this impressive custom built home offers space, privacy, and beautiful Shenandoah Valley surroundings. Located in Frederick County, the property combines peaceful rural living with convenient access to shopping, dining, and commuter routes.Custom built in 2020, this spacious residence offers approximately 4,800+ square feet of living space on

  RoxAnn Grimes RE/MAX Roots

  199 Laurel Grove Rd, 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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  /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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  /22

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,204 Sq Ft

  625 Watson Ave, Winchester, VA 22601

  Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity

  Jennifer Sacco RE/MAX Roots

  625 Watson Ave, Winchester, VA 22601
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  /42

  $579,000 Open House 4/12

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft

  154 Nevermore Dr, Winchester, VA 22602

  Elevated living at its very best! A very rare blend of modern luxury and serene surroundings, this exceptional one-level living home absolutely presents like a model home. Perfectly positioned at the very end of a quiet cul-de-sac, this beauty backs to peaceful wooded views that offer both privacy and tranquility.Step inside to a bright, beautifully appointed interior featuring elegant LVP

  Heloisa Amar Samson Properties

  154 Nevermore Dr, Winchester, VA 22602
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  /40

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,439 Sq Ft

  124 Lenore Ln, Winchester, VA 22602

  Welcome to 124 Lenore Lane, a beautifully appointed home in Winchester that blends modern upgrades, thoughtful design, and everyday comfort. This spacious residence offers a layout that works effortlessly for a wide range of lifestyles, with quality finishes throughout, all in a highly desirable community with outstanding amenities. The upper level features four generously sized bedrooms and two

  Sergio Vitela EXP Realty, LLC

  124 Lenore Ln, Winchester, VA 22602

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