Winchester, VA Homes for Sale

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  /40

  $299,900

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

  110 Brookland Ct Unit 10, Winchester, VA 22602

  Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price point, this stunning residence is unlike anything else available in Frederick County under $300,000. Every detail has been thoughtfully updated, including a new gas furnace, new HVAC system, new flooring throughout, neutral

  Traci Shoberg Samson Properties

  110 Brookland Ct Unit 10, Winchester, VA 22602
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  /20

  $154,650

  • Land
  • 12.9 Acres
  • $11,988 per Acre

  0 Hodges Lot 11 Ln, Winchester, VA 22603

  Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Hodges Lot 11 Ln, Winchester, VA 22603
• 

  

  

  /31

  $608,745

  New Construction $43K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  227 Hydrangea 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

  227 Hydrangea Way, Winchester, VA 22602
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  /46

  $372,990

  New Construction

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

  ADAMS Plan at Retreat at Winding Creek - Townhomes, Winchester, VA 22602

  The 1,889 sq. ft. Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1-car garage. You will love the granite counter tops, stainless steel appliances, and recessed lighting in the kitchen. Create the rec room, home office or 4th bedroom of your dreams in the lower level bonus space! The Adams comes with a 12'x10' deck off the rear of the home, perfect for outdoor

  D.R. Horton Builder

  137 Seminole Dr Unit 36203787, Winchester, VA 22602
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  /91

  $729,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,825 Sq Ft

  2251 Hunting Ridge Rd, Winchester, VA 22603

  Dream Home! This exquisite Colonial home offers a blend of luxury, comfort and privacy. Built in 2017, the property has a meticulously maintained interior and exterior featuring vinyl siding and stone accents, complemented by beautifully landscaped grounds that span over 5 acres, providing a private retreat surrounded by lush trees and natural beauty. Step inside to discover an inviting open

  Janet Smith NextHome Realty Select

  2251 Hunting Ridge Rd, Winchester, VA 22603
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  /54

  $725,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,453 Sq Ft

  622 Tennyson Ave, Winchester, VA 22601

  Available now in One of Winchester's Most Sought-After Locations. Opportunities like this don't come along often. Nestled on one of the most desirable streets in Winchester, just behind John Handley High School, this charming Cape Cod offers the perfect blend of character, comfort, and location. Lovingly maintained and full of curb appeal, this delightful four-bedroom, two-and-a-half-bath home

  Janet Flaherty Keller Williams Realty

  622 Tennyson Ave, Winchester, VA 22601
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  /8

  $574,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 2,137+ Sq Ft

  Rembrandt Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578844, Winchester, VA 22603
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  /11

  $624,880

  New Construction

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

  159 Williamson Rd, Winchester, VA 22602

  159 Williamson Rd, Winchester, VA 22602
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  /106

  $709,900

  • 4 Beds
  • 4.5 Baths
  • 3,596 Sq Ft

  297 Huntersridge Rd, Winchester, VA 22602

  Executive Living in Oakdale Crossing Nestled in the highly desirable Oakdale Crossing community, this exceptional brick-front residence offers an impressive blend of elegance, comfort, and resort-style outdoor living. With approximately 3,400 square feet of above-grade living space, 4 bedrooms, 41⁄2 bathrooms, two versatile bonus rooms, and additional basement space, this home is thoughtfully

  Lisa Gill ERA Oakcrest Realty, Inc.

  297 Huntersridge Rd, Winchester, VA 22602
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  /27

  $649,900

  New Construction

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

  601 Granite Ridge Dr, Winchester, VA 22603

  Brand New Main Level home is under construction and with special financing and closing cost assistance available, there is no reason to wait to make this the next place you call home! Located within Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!This Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  601 Granite Ridge Dr, Winchester, VA 22603
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  /106

  $524,000

  Open Sat 1:30PM - 3:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  116 Mcclure Way, Winchester, VA 22602

  If you have been waiting to move into Red Fox Run there is no better opportunity than this 2360 SF Colonial priced to sell. This 4-bedroom, 2.5-bath home offers a functional floor plan, generous living spaces, a large fenced backyard, and a walk-out lower level with future expansion possibilities—all in an established neighborhood convenient to schools, shopping, and commuter routes. The main

  Jenny Baird Pearson Smith Realty, LLC

  116 Mcclure Way, Winchester, VA 22602
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  /23

  $419,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  126 Swansong Place, Winchester, VA 22603

  Exceptional value for a 4‐bedroom END‐UNIT townhome is ready for move‐in! Brand‐new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‐level bedroom with full bath, a bright open‐concept main living area,

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  126 Swansong Place, Winchester, VA 22603
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  /15

  $319,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  211 Fair Ln, Winchester, VA 22603

  Beautifully newly remodeled ranch-style home set on a spacious 0.62-acre flat lot. This move-in ready residence features a fully updated interior with a modern kitchen complete with granite countertops, brand-new stainless steel appliances, and all-new cabinetry. The home showcases rich hardwood flooring throughout and has been thoughtfully upgraded with new windows and a newer metal roof for

  Kenny Ritenour Samson Properties

  211 Fair Ln, Winchester, VA 22603
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  /37

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /55

  $409,999

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  1105 Henry Dr, Winchester, VA 22602

  Home offers nearly 3000 sqft of finished living space that has Luxury Vinyl flooring through out both levels (absolutely no carpet) that features 4 bedrooms and 2.5 baths situated on over a 1/2 acre (.61) of ground. Upon entering you will find an open floor plan that encompasses a large living room and dining room with canned lighting then pours into the large eat in kitchen (new appliances) that

  James Amick RE/MAX Roots

  1105 Henry Dr, Winchester, VA 22602
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  /2

  $3,200,000

  • Land
  • 451 Acres
  • $7,095 per Acre

  472 Mccubbin, Winchester, VA 22601

  Adrian Small TTR Sotheby's International Realty

  472 Mccubbin, Winchester, VA 22601
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  /42

  $349,900

  Open Sat 12PM - 2PM $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,532 Sq Ft

  117 Coralyrose Ct, Winchester, VA 22602

  4 Years Young and Move-In Ready! This beautifully maintained, like-new home is nestled in a small, private community on the desirable east side of Frederick County. Enjoy an unbeatable location with easy access to I-81 and Route 7, just minutes from Jim Barnett Park, Shenandoah University, shopping, dining, and Historic Downtown Winchester. Plus, you're only approximately 1 hour and 15 minutes

  Vanessa Couture Samson Properties

  117 Coralyrose Ct, Winchester, VA 22602
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  /2

  $675,000

  Open House 7/19 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,242 Sq Ft

  132 Triangle Ct, Winchester, VA 22602

  Looking for new construction without the new construction price? This stunning ranch-style retreat is only 2 years old and offers over 2,200 square feet of thoughtfully designed space, complete with 3 spacious bedrooms and 2 full bathrooms. The warm open floor plan with soaring 9’ ceilings creates a bright and airy feel throughout. A spacious primary suite provides a peaceful escape, while the

  Kelly Davis RE/MAX Gateway, LLC

  132 Triangle Ct, Winchester, VA 22602
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  /7

  $1,150,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,947 Sq Ft

  60 Gravenstein Ct, Winchester, VA 22602

  MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and multi-generational options. All homes include exceptional standard features including 10' main level ceilings, Hardwood

  Daniel Boris Pearson Smith Realty, LLC

  60 Gravenstein Ct, Winchester, VA 22602
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  /22

  $599,950

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,948 Sq Ft

  446 N Loudoun St, Winchester, VA 22601

  Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

  Lawrence Lessin Homes By Owner, Inc.

  446 N Loudoun St, Winchester, VA 22601
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  /31

  $874,900

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,943 Sq Ft

  230 Conifer Ln, Winchester, VA 22602

  Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open,

  Traci Shoberg Samson Properties

  230 Conifer Ln, Winchester, VA 22602
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  /3

  $3,200,000

  • Land
  • 13.05 Acres
  • $245,211 per Acre

  0 0 Northwestern Pike, Winchester, VA 22602

  Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities,

  Sarah Reynolds Keller Williams Realty

  0 0 Northwestern Pike, Winchester, VA 22602
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  /49

  $850,000

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 5 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 a large family living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  /47

  $439,934

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft

  187 Village Ct, Winchester, VA 22602

  Great Location! Move-In Ready! No HOA! Updated Split Foyer with Oversized 2-Car Garage!!! | Fresh Paint from Top to Bottom | All New Carpet, Granite Counters & Stainless Steel Appliances In Kitchen | Gleaming Hardwoods & New LVP on the Main Level | 3 BR & 2 BA Upstairs | 4th BR + Large Rec Room & Laundry Room in Basement, |Deck(as-is) off the Main Level overlooks treed back yard | Covered Front

  Bob Caines RE/MAX Distinctive Real Estate, Inc.

  187 Village Ct, Winchester, VA 22602
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  /60

  $550,000

  Open Sat 12PM - 2PM $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  219 Bentley Ave, Winchester, VA 22602

  POND VIEWS - SCREENED PORCH - WALKOUT BASEMENT - MAJOR UPDATES! Wake up to peaceful pond views and end your day on the screened porch watching the fountain—a setting that's not easy to find. Welcome to 219 Bentley Avenue, a spacious four-bedroom home in Chapel Hill offering the perfect blend of everyday comfort, major updates, and room to grow. Priced well below recent appraisal, instant equity

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  219 Bentley Ave, Winchester, VA 22602
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  /9

  $9,500

  • Land
  • 23,958 Sq Ft
  • $17,273 per Acre

  LOTS 8 & 9 Elk Trail, Winchester, VA 22602

  Great opportunity to own two beautiful wooded lots full of mature trees and plenty of privacy! These adjoining parcels offer a wonderful chance to connect with nature and enjoy peaceful surroundings. Located just about 30 minutes from downtown Winchester, you get the perfect mix of country calm and town convenience. Whether you’re thinking about outdoor fun, future plans, or simply an investment,

  Kristin Crosby Samson Properties

  LOTS 8 & 9 Elk Trail, Winchester, VA 22602
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  /31

  $524,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4.5 Baths
  • 1,841+ Sq Ft

  Matisse Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578843, Winchester, VA 22603
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  /33

  $352,999

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  544 Bluebird Trail, Winchester, VA 22602

  Escape to the peaceful mountain community of Wilde Acres and discover this charming 3-bedroom, 2-bath home situated on a spacious 1⁄2-acre lot. This well-maintained property offers privacy, tranquility, and numerous recent upgrades throughout. The entire home has been freshly repainted, featuring brand-new flooring in the foyer and basement landing, all new locks, and new door handles on every

  Dona Shiley ERA Oakcrest Realty, Inc.

  544 Bluebird Trail, Winchester, VA 22602
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  /36

  $359,500

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft

  604 Gatling Dr, Winchester, VA 22602

  Welcome to this beautiful 3-bedroom, 2-bathroom split-level home, a brand-new build nestled on a spacious 0.26-acre lot in the Mountain Falls Park community. Enjoy a warm welcome with a cozy covered porch. Inside, the home features luxury vinyl plank flooring throughout, providing a modern, durable finish. The kitchen is a chef's delight, with stainless steel appliances, premium shaker-style

  Sheila Pack RE/MAX Roots

  604 Gatling Dr, Winchester, VA 22602
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  /25

  $260,000

  $60K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  317 Fairview Ave, Winchester, VA 22601

  Price improvement - Motivated sellers - bring offers! Fully Renovated SFH in Historic Winchester! Prime location. Just minutes from charming Historic Downtown Winchester featuring local shops, restaurants, entertainment, and more! Beautifully Updated throughout. This charming home offers bright, inviting living spaces with modern finishes and thoughtfully updates designed for comfortable everyday

  Donna Lutkins Real Broker, LLC

  317 Fairview Ave, Winchester, VA 22601
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  /2

  $365,000

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  719 National Ave, Winchester, VA 22601

  A true Federal‐style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many visions, this

  Windy Harris Hunt Country Sotheby's International Realty

  719 National Ave, Winchester, VA 22601
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  /20

  $274,900

  • Land
  • 6.84 Acres
  • $40,190 per Acre

  202 Cedar Grove Rd, Winchester, VA 22603

  Calling investors and outdoors enthusiasts: This property is close to town with a large shop, and a potential small home after renovations! The vacant home is in need of love and repairs, but has electric, water from a private well, and a permitted septic rated for 2 bedrooms. The large shop has electric and an adjacent H2O hydrant, as well as a loft for extra space. Backing up to quiet

  Ryan Foster Keller Williams Realty

  202 Cedar Grove Rd, Winchester, VA 22603
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  /39

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  This is the one that offers the perfect blend of privacy, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath retreat sits on a private, wooded lot with expansive mountain views, creating a peaceful setting that still keeps you close to everyday conveniences.The main-level primary suite provides a relaxing escape with its elegant walk-in shower and soaking tub. Two additional

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /50

  $1,179,000

  • 4 Beds
  • 5 Baths
  • 4,970 Sq Ft

  1004 Heth Place, Winchester, VA 22601

  Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

  Kathryn Hallett Long & Foster Real Estate, Inc.

  1004 Heth Place, Winchester, VA 22601
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  /39

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft

  528 Battle Ave, Winchester, VA 22601

  Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear

  Beckwith Bolle Carter Braxton Preferred Properties

  528 Battle Ave, Winchester, VA 22601
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  /46

  $489,990

  New Construction $45K PRICE DROP

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

  253 Rossmann Blvd, Winchester, VA 22602

  The home is move-in ready and includes pre-selected upgrades and a new-construction warranty. 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

  Marisa Varley ERA Oakcrest Realty, Inc.

  253 Rossmann Blvd, Winchester, VA 22602
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  /77

  $659,000

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  256 Brookneil Dr, Winchester, VA 22602

  PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
• 

  

  /19

  $541,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,985 Sq Ft

  118 Scented Rose Way, Winchester, VA 22602

  The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas

  D.R. Horton Builder

  118 Scented Rose Way, Winchester, VA 22602
• 

  

  /52

  $287,500

  $3K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  700 Tomahawk Trail, Winchester, VA 22602

  Welcome to this charming ranch-style home situated on a spacious .44-acre corner lot in the desirable Shawneeland community. Thoughtfully updated and well maintained, this home offers comfort, functionality, and modern touches throughout. The kitchen has been enhanced with a newly added pantry (2026) making everyday living and entertaining effortless. The primary bedroom features French doors

  Lindsey Gomes Real Broker, LLC

  700 Tomahawk Trail, Winchester, VA 22602
• 

  

  /69

  $605,000

  • Studio
  • 4,396 Sq Ft

  540 Monticello St, Winchester, VA 22601

  Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

  Laura King MarketPlace REALTY

  540 Monticello St, Winchester, VA 22601

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