Winchester, VA Homes for Sale

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  /61

  $564,000

  • 4 Beds
  • 2.5 Baths
  • 3,263 Sq Ft

  1380 Magruder Ct, Winchester, VA 22601

  $15,000 PRICE REDUCTION!!!Rare opportunity in a most desirable location...walk to the Museum of the Shenandoah Valley and Winchester Medical Center!! Close to Old Town Winchester and other shopping. Well maintained colonial style home in highly sought after Downs at Meadow Branch community. Bright and airy with lots of natural light, 4 bedroom, 2.5 baths with incredibly large primary suite.

  Stuart Wolk ERA Oakcrest Realty, Inc.

  1380 Magruder Ct, Winchester, VA 22601
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  /51

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  IMPROVED PRICE! Come home to this beautifully designed POOL HOUSE featuring 4-bedrooms, 3-baths, just in time for summer! This modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is

  Karl Achstetter Keller Williams Realty

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /55

  $519,900

  • 6 Beds
  • 4.5 Baths
  • 3,612 Sq Ft

  531 Washout Ln, Winchester, VA 22603

  BONUS BONUS BONUS The Seller is very motivated and is offering $15,000.00 towards repairs and also offering 3% towards closing cost. The garage has been converted into a private living area. Great for the out of town family that need their privacy or the young adult that may want their independence or maybe you would like to have a private living area for your in-laws. So no matter the reason

  Janet Broyles CENTURY 21 New Millennium

  531 Washout Ln, Winchester, VA 22603
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  /26

  $525,000

  • 3 Beds
  • 3 Baths
  • 1,809 Sq Ft

  257 Jefferson St, Winchester, VA 22601

  Jonathan Minerick Homecoin.com

  257 Jefferson St, Winchester, VA 22601
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  /2

  $399,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft

  Bedford II, Winchester, VA 22601

  Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

  DRB Homes

  Bedford II, Winchester, VA 22601
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  /2

  $452,539 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,630 Sq Ft

  Homesite 20 Monteith Dr, Winchester, VA 22601

  End Of Row Townhome With 1 Car Garage, Gourmet Kitchen & Rear Deck! This home has a Gourmet Kitchen: cooktop with chimney style hood, wall microwave, wall oven, upgraded gourmet Energy Star stainless steel appliances, Refrigerator is a French 2 door style, the kitchen island is extended to comfortably seat 4, a box bay window in the rear of the home for extra lighting, and a 10' x 14' deck. You

  DRB Homes

  Bedford II, Winchester, VA 22601
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  /2

  $429,340 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,630 Sq Ft

  Homesite 114 Monteith Dr, Winchester, VA 22601

  3 Level Townhome With Over 1,600 Finished Sq Ft., 1 Car Garage & Rear Deck! Bedford II, 3 level townhome features a partial stone front with 1 car garage. This home features 3 Bedrooms and 3.5 Baths. It is fully finished top to bottom. The front door leads directly into the spacious lower level including 9 ft. ceilings, foyer with a double coat closet, access to the garage with a garage door

  DRB Homes

  Bedford II, Winchester, VA 22601
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  /15

  $395,000

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

  1399 Chestnut Grove Rd, Winchester, VA 22603

  One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

  Emma Kerns MarketPlace REALTY

  1399 Chestnut Grove Rd, Winchester, VA 22603
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  /40

  $310,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  102 Maloy Dr, Winchester, VA 22602

  ***OPEN HOUSE THIS SATURDAY, AUGUST 2nd, FROM 12-2PM!!!***Charming One-Level Rancher on Nearly an Acre in a Park-Like Setting WITH NO HOA! Meticulously maintained and brimming with character, this delightful 2-bedroom, 2-bathroom ranch-style cottage sits on a beautifully flat, nearly one-acre lot on the desirable east side of Winchester. Thoughtfully updated with ADA-accessible features in

  Lisa Cox Colony Realty

  102 Maloy Dr, Winchester, VA 22602
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  /38

  $249,942

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

  128 Parkside Dr, Winchester, VA 22602

  REMODELED and MOVE-IN READY! This Bright & Sunny Townhome is Nearly New Again! NEW Windows, NEW LVP Flooring Throughout Main Level, NEW Kitchen Cabinets, Countertops, & Stainless-Steel Appliances, NEW Carpet on Stairs & All Bedrooms, and Fresh Neutral Paint Throughout Home! Spacious Living Room with Triple Window Allows for Abundant Natural Light. The NEW Kitchen is Beautiful! White Cabinets,

  Bob Caines RE/MAX Distinctive Real Estate, Inc.

  128 Parkside Dr, Winchester, VA 22602
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  /46

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,942 Sq Ft

  108 Meadowbrooke Place, Winchester, VA 22602

  We can't wait for you to make this charming home your own!Located in the established and inviting neighborhood of Greenwood Heights, this 4-bedroom, 2-bath home sits on a peaceful, well-maintained lot. Just minutes from Rt-7 and I-81, it offers an ideal location for commuters with convenient access to shopping, dining, and more.Step inside to a cozy living room that flows seamlessly

  Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  108 Meadowbrooke Place, Winchester, VA 22602
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  /39

  $412,000

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  100 Lloyds Rd, Winchester, VA 22602

  Charming 4 BD/2BA Cape Cod in Carlisle Heights - Corner Lot with Private Backyard! Welcome to this well-maintained Cape Cod home in the desirable Carlisle Heights neighborhood. Featuring 4 bedrooms and 2 full baths, this home is set on a spacious corner lot with a fenced backyard, patio, and storage shed-perfect for relaxing or entertaining. Inside you will find hardwood floors, a wood-burning

  Christine Liggett Samson Properties

  100 Lloyds Rd, Winchester, VA 22602
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  /35

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  115 Blue Ridge Ln, Winchester, VA 22602

  Welcome to 115 Blue Ridge Ln in Winchester, VA. This recently renovated 3-bedroom, 2-bath brick rancher sits on a 0.53-acre lot. This move-in ready home offers a perfect blend of charm and modern updates, just 10 minutes from historic Old Town Winchester. Inside, you’ll find new windows, new luxury vinyl plank flooring, fresh paint, updated lighting, and a functional layout perfect for everyday

  Jon Fleming Weichert Realtors - Blue Ribbon

  115 Blue Ridge Ln, Winchester, VA 22602
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  /4

  $270,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  303 Fox Dr, Winchester, VA 22601

  Charming Renovated Ranch in the Wooded Community of Wild Acres Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the serene and private subdivision of Wild Acres. Tucked among the trees, this 960 sq ft home offers the perfect blend of modern updates and cozy charm. Perk is for a one bedroom but home technically has two bedroomsInside, you'll find

  Brandy Clem Johnston and Rhodes Real Estate

  303 Fox Dr, Winchester, VA 22601
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  /10

  $250,000

  • Land
  • 20 Acres
  • $12,469 per Acre

  951 Bobcat Trail, Winchester, VA 22602

  Breathtaking Views and Endless Possibilities!Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or

  Sharon Farinholt Realty ONE Group Old Towne

  951 Bobcat Trail, Winchester, VA 22602
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  /12

  $90,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  222 Liberty Ave, Winchester, VA 22601

  **OFFER DEADLINE OF 2PM ON 8/1**Investor, builder, or renovation enthusiast—this is the opportunity you’ve been waiting for!This 2-bedroom, 1-bath home is a true fixer-upper with serious potential. Whether you’re looking to take on a full gut renovation or tear it down and start from scratch, this property is a blank canvas ready for your vision. With 882 square feet of interior

  Chris Craddock EXP Realty, LLC

  222 Liberty Ave, Winchester, VA 22601
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  /14

  $425,000

  • Studio
  • 1,298 Sq Ft

  815 Woodland Ave, Winchester, VA 22601

  TWO HOMES FOR THE PRICE OF ONE! Welcome to a unique investment or multi-generational living opportunity with two separate homes on one property!Front House (815 Woodland Ave): On-street parking - 1400 Fin Sq FtThis charming 1920s Craftsman-style Cape Cod offers 3 bedrooms and 1 full bathroom, featuring a welcoming large front porch, original hardwood floors, updated electrical systems,

  RoxAnn Grimes RE/MAX Roots

  815 Woodland Ave, Winchester, VA 22601
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  /41

  $355,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,719 Sq Ft

  415 Quail Dr, Winchester, VA 22602

  Welcome to this beautiful 4 years young, 3-bedroom, 2 1/2-bath split foyer home, perfectly nestled on a peaceful dead-end road. Set on a spacious 1/2-acre lot with serene, wooded views, this home offers the perfect blend of comfort, privacy, and modern style.Step inside to discover luxury vinyl plank flooring throughout the entire home—durable, stylish, and low-maintenance. The heart of the

  Kerry Wysong Long & Foster Real Estate, Inc.

  415 Quail Dr, Winchester, VA 22602
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  /47

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  109 Senseny Glen Dr, Winchester, VA 22602

  Beautiful brick front home in the sought after Senseny Glen community! Perfectly located with easy access to commuter routes and local amenities. You'll find plenty of parking with a large driveway and two car garage. Start your tour at the charming brick paver walkway, which leads to a covered portico entrance. The entry level is bright and airy, with columns to delineate spaces while

  Amanda White Nova Home Hunters Realty

  109 Senseny Glen Dr, Winchester, VA 22602
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  /63

  $385,000 Open Sat 10AM - 11AM

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  101 Etnam St, Winchester, VA 22602

  Welcome to 101 Etnam Street, where charm, space, and flexibility come together in a beautifully maintained home just minutes from downtown Winchester. Step inside from the inviting covered front porch—perfect for relaxing with your morning coffee, and discover a versatile floor plan with room for everyone. This home was just installed with a BRAND NEW dual zoned HVAC System ( gas furnace for the

  Bailey Cooper RE/MAX Gateway

  101 Etnam St, Winchester, VA 22602
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  /42

  $390,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,692 Sq Ft

  101 Rosewood Ln, Winchester, VA 22602

  Open House has been cancelled- Offer deadline is 8/2/25 at 5:00 pmWelcome to this charming, one-level home nestled in the desirable Woodbrook Village, an inviting 55+ adult community. This beautifully maintained property is located on a spacious corner lot, offering both privacy and convenience. As you enter, you'll be greeted by an open-concept living and dining area, perfect for

  RoxAnn Grimes RE/MAX Roots

  101 Rosewood Ln, Winchester, VA 22602
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  /33

  $299,000

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

  566 N Loudoun St, Winchester, VA 22601

  Welcome to 566 N Loudoun Street, a spacious 4-bedroom, 2-full-bath home offering a fantastic blend of historic appeal and modern potential in Winchester, VA. This property boasts classic hardwood floors throughout and valuable off-street parking, a significant benefit in this area. Enjoy the outdoors with a large covered front porch perfect for relaxing, and a private patio in the rear, all

  Dan Whitacre Colony Realty

  566 N Loudoun St, Winchester, VA 22601
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  /78

  $1,300,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 5,117 Sq Ft

  325 Windsor Ln, Winchester, VA 22602

  Welcome to 325 Windsor Lane, a stately brick Georgian-style home on 5 open and wooded acres in Winchester’s desirable Long Meadows community. This timeless residence offers privacy, serenity, and refined indoor-outdoor living just minutes from Winchester. Inside, the gourmet kitchen is a culinary showpiece featuring 36" custom cabinetry, granite countertops, two Sub-Zero refrigerators, a

  Sherry Pullen Weichert Realtors - Blue Ribbon

  325 Windsor Ln, Winchester, VA 22602
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  /42

  $439,900

  • 4 Beds
  • 2.5 Baths
  • 2,543 Sq Ft

  214 Cavalry Dr, Winchester, VA 22602

  Brick Front Colonial on a peaceful Cul-de-sac in the desirable Pioneer Heights. This spacious home offers 4 Bedrooms, 2.5 baths, and 2,543 finished sq. ft., 2 car garage, with covered deck and fully fenced rear yard. 2 HVAC Units replaced 4 years ago, roof was replaced 10 years ago, stainless frig & stove 5 years old. New luxury vinyl plank flooring on 2nd level, hardwood floors on main

  Cara Wilkins MarketPlace REALTY

  214 Cavalry Dr, Winchester, VA 22602
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  /41

  $410,000

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  115 Etnam St, Winchester, VA 22602

  Well maintained colonial in a mature neighborhood. Take a look at the curb appeal as you pull up to the large front porch. Walk through the front door to find a generous sized dining room. The kitchen is a welcoming place to cook all of your favorite meals. There is great counterspace for easy food prep. Off the kitchen you will find 2 living spaces, great for spreading out and having your own

  Dave Spence RE/MAX Roots

  115 Etnam St, Winchester, VA 22602
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  /34

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  216 Monticello Square, Winchester, VA 22602

  Step into this beautifully designed 3-level townhome that offers both space and sophistication. With 3 bedrooms, 2.5 baths, and a 1-car garage, this home balances comfort and functionality perfectly. Interior Highlights:An upgraded kitchen featuring modern appliances, stylish cabinetry, and ample counter space—ideal for cooking and entertaining.Not one, but two spacious living areas

  LESLIE WEBB Long & Foster Real Estate, Inc.

  216 Monticello Square, Winchester, VA 22602
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  /57

  $460,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 1,676 Sq Ft

  125 Alliance Ct, Winchester, VA 22602

  Welcome to this beautifully maintained home in the highly desirable Freedom Manor subdivision in Winchester, VA—ideally located just minutes from shopping, dining, and everyday conveniences. Offering a perfect blend of comfort, functionality, and location, this property is ready to impress.The main level features durable and stylish luxury vinyl plank (LVP) flooring throughout. The living

  Rhonda Shade ERA Oakcrest Realty, Inc.

  125 Alliance Ct, Winchester, VA 22602
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  /25

  $445,000

  • 4 Beds
  • 3.5 Baths
  • 2,892 Sq Ft

  112 Hites St, Winchester, VA 22602

  No HOA! Discover the expanded comfort of this charming home, featuring a spacious addition completed in 2011. Two master suites: one upstairs and the other one at the main level—it’s ideal for multigenerational living or a private in-law suite. Enjoy a fenced backyard, attached single-car garage, and updates including a newer roof (2015) and HVAC system with heat pump and gas furnace (2011). The

  Rocio Benavides Orus Realty Inc

  112 Hites St, Winchester, VA 22602
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  /23

  $300,000 Open Sun 1:30PM - 3:30PM

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  209 S Braddock St, Winchester, VA 22601

  Opportunity is knocking! Here's your chance to purchase a unique home in the beautiful Winchester Historic district. Freshly painted interior is light and bright-Step inside to hardwood flooring on your left is the formal living room featuring a decorative brick fireplace with a mantel to display your treasures, on the main level you will find a full bath, laundry, and kitchen with Tiled Floors-

  Manuela Moyer Long & Foster Real Estate, Inc.

  209 S Braddock St, Winchester, VA 22601
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  /10

  $135,000

  • Land
  • 0.65 Acre
  • $207,692 per Acre

  0 Oak Ridge Ln Unit VAFV2035504, Winchester, VA 22602

  Scenic .65-Acre Lot with Winchester Country Club Views – No HOAPerched above the Winchester Country Club, this .65-acre lot offers a rare chance to build in an established neighborhood with no HOA. Enjoy sweeping views, mature trees, and a peaceful setting just minutes from town. The land is raw and will require clearing and utility installation, but with electric, city water & sewer at the

  Sarah Abderrazzaq Realty ONE Group Old Towne

  0 Oak Ridge Ln Unit VAFV2035504, Winchester, VA 22602
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  /16

  $150,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  119 Averell Ave Unit 497, Winchester, VA 22603

  Welcome to Regency Lakes a all age active and vibrant community, where you can find your dream home.We have a beautiful maintenance free home that has a brand new roof with a transferable 30 year warranty. It has a beautiful gas fire place for those cold winter nights. New LPV flooring throughout the home, 2 year old HVAC system, 5 year old water heater and a recently installed water softner. The

  Kristina Kelly Regency Lakes

  119 Averell Ave Unit 497, Winchester, VA 22603
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  /46

  $460,000

  • 4 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  2876 Packer St, Winchester, VA 22601

  Spacious 4-Bedroom Colonial in a Prime Winchester Location!This 4-bedroom, 2.5-bath colonial offers over 2,500 square feet of finished living space across three levels, ideally located just minutes from I‐81 and Route 66 for easy commuting and convenience.Inside, hardwood floors span the main level, where a bright, open layout is perfect for everyday living and entertaining. The kitchen

  Kristina Towns Weichert Realtors - Blue Ribbon

  2876 Packer St, Winchester, VA 22601
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  /52

  $250,000

  • 3 Beds
  • 3 Baths
  • 2,090 Sq Ft

  123 Old Bethel Ln, Winchester, VA 22603

  Welcome to 123 Old Bethel Ln – a spacious manufactured home situated on a beautiful lot that may exceed tax-recorded acreage (buyer to verify with survey). This property has served as a long-time family home and is now ready for a new chapter—offering affordability, space, and potential. The home includes multiple living areas, intact appliances, some updated windows, and a layout that could be

  Fawn Deitsch RE/MAX Gateway

  123 Old Bethel Ln, Winchester, VA 22603
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  /69

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 5,046 Sq Ft

  101 Winterberry Ct, Winchester, VA 22602

  Well-maintained home available in Oakdale Crossing. Great layout, very spacious, and an abundance of natural light permeates every room in the house!! Finished basement with walk-out to the in-ground pool!!

  Paul Sneeringer Keller Williams Realty

  101 Winterberry Ct, Winchester, VA 22602
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  /39

  $419,900

  • 5 Beds
  • 2 Baths
  • 2,363 Sq Ft

  707 S Braddock St, Winchester, VA 22601

  Welcome to this charming, fully remodeled home located in the heart of Winchester.Experience the timeless appeal of Old Winchester charm, just minutes from the vibrant walking mall, shops, restaurants, and the famous Apple Blossom Parade route. This beautifully remodeled home features LVP flooring throughout and a light-filled open floor plan that seamlessly blends historic character with

  Heloisa Amar Samson Properties

  707 S Braddock St, Winchester, VA 22601
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  /37

  $399,000

  • 3 Beds
  • 3.5 Baths
  • 2,083 Sq Ft

  104 Metcalf Terrace, Winchester, VA 22602

  Nestled in the charming Freedom Manor community, this beautifully designed Colonial townhouse offers a perfect blend of comfort and modern living. Built in 2021, the home features an inviting open floor plan that seamlessly connects the family room, dining area, and a stylish kitchen equipped with upgraded countertops and stainless steel appliances, including a built-in microwave and

  Wendy Conner Coldwell Banker Premier

  104 Metcalf Terrace, Winchester, VA 22602
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  /50

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 4,167 Sq Ft

  132 Cahille Dr, Winchester, VA 22602

  Elegant Colonial with Theater Room, Stone Water Features & Luxury Upgrades in Raven Pointe Welcome to your dream home in the highly sought-after Raven Pointe neighborhood! This beautifully maintained 4-bedroom, 3.5-bath colonial, built in 2005, offers nearly 4,000 sq ft of luxurious living space on a serene 0.28-acre lot. Thoughtfully designed for both entertaining and everyday comfort, this home

  Jonathan Minerick Homecoin.com

  132 Cahille Dr, Winchester, VA 22602
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  /36

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  111 Old Dominion Dr, Winchester, VA 22603

  Welcome to 111 Old Dominion Dr — a beautifully maintained colonial nestled in a desirable Winchester neighborhood. This 3-bedroom, 2.5-bath detached home offers 1,664 square feet of bright, open living space featuring crown molding, recessed lighting, and modern finishes throughout (roof was changed in 2021, AC changed in 2021, water heater in 2021). The updated kitchen boasts quartz countertops,

  Carolina Mosquera Weichert, REALTORS

  111 Old Dominion Dr, Winchester, VA 22603
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  /52

  $608,000

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  224 Vine Ln, Winchester, VA 22602

  Welcome to 224 Vine Lane – A Rare Gem in Winchester!Situated on a beautifully landscaped lot with fantastic curb appeal, this updated Cape Cod offers timeless charm, spacious living, and exciting potential with an additional building lot included in the sale!Step inside to discover large, light-filled rooms, a functional layout, and tasteful updates throughout. The main level boasts

  Tracie Clawson ERA Oakcrest Realty, Inc.

  224 Vine Ln, Winchester, VA 22602
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  /91

  $959,000

  • 4 Beds
  • 4.5 Baths
  • 6,566 Sq Ft

  1509 Stone House Ct, Winchester, VA 22601

  Perched on the edge of the walking trail with fall views of the lake, and host to a private oasis in the back yard, you'll find 1509 Stone House Court, one of the largest homes in Morlyn Hills. The current owners added the pool, extensive hardscaping, retainer walls, privacy fence, and a composite deck with angled stairs to the pool area. Marble floors welcome you to a light filled foyer that

  Natalie Langford ERA Oakcrest Realty, Inc.

  1509 Stone House Ct, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 9