Winchester, VA Homes for Sale

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  /18

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 2,967 Sq Ft

  219 Lehigh Dr, Winchester, VA 22602

  This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and

  Sarah Reynolds Keller Williams Realty

  219 Lehigh Dr, Winchester, VA 22602
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  /44

  $655,490 New Construction

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft

  232 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 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

  232 Hydrangea Way, Winchester, VA 22602
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  /16

  $450,000

  • Land
  • 77 Acres
  • $5,844 per Acre

  92 Bobcat Trail, Winchester, VA 22602

  Calling all hunters or just someone who wants seclusion! This property has amazing views and already has a structure perfect to finish your way! Perfect for getting away from it all or long hunting trips. No septic or power to structure yet. Gate to enter property. Property has 2 pink flags at the beginning of property and runs all the way to the power lines.

  Daryl Stout RE/MAX Real Estate Connections

  92 Bobcat Trail, Winchester, VA 22602
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  /6

  $40,000

  • Land
  • 1.38 Acres
  • $28,986 per Acre

  105 Arum Trail, Winchester, VA 22602

  Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

  Cat Haines Cedar Creek Real Estate

  105 Arum Trail, Winchester, VA 22602
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  /58

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  139 Bryarly Rd, Winchester, VA 22603

  Motivated seller!! Seller is moving out of state. Welcome home to timeless charm with this beautiful 3-bedroom, 2–full-bath home, featuring stunning original woodwork that has been exceptionally well preserved. From the moment you enter, you’ll appreciate the character and craftsmanship that make this home truly special. While leaving the character of the home, it has been well cared for. New

  Hailey Mooney Real Broker, LLC

  139 Bryarly Rd, Winchester, VA 22603
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  /27

  $459,990 New Construction

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

  125 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

  125 Trellis View Ln, Winchester, VA 22602
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  /43

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  713 Ross St, Winchester, VA 22601

  ***PRICE REDUCTION!!!****NEW AND READY TO MOVE IN!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an

  Donna Anderson Samson Properties

  713 Ross St, Winchester, VA 22601
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  /26

  $799,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  169 Cather Ln, Winchester, VA 22602

  Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

  Kaitlyn Behr Samson Properties

  169 Cather Ln, Winchester, VA 22602
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  /27

  $459,990 New Construction

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

  123 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

  123 Trellis View Ln, Winchester, VA 22602
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  /17

  $215,000

  • Land
  • 0.36 Acre
  • $597,222 per Acre

  506 Fairmont Ave, Winchester, VA 22601

  NEW CITY LOT! This newly configured lot in the heart of downtown Winchester has been expanded and is ready for you to build your dream home. Featuring a width of approximately 100 feet, you have plenty of space to accommodate nearly any home of your choice. As a bonus, the driveway will be on the neighboring lot, which allows even more buildable space. Additionally, you do not have to worry about

  Dan Whitacre Colony Realty

  506 Fairmont Ave, Winchester, VA 22601
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  /21

  $99,900

  • Land
  • 0.65 Acre
  • $153,692 per Acre

  222 Siler Ln, Winchester, VA 22603

  UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

  Erick Erdal Long & Foster Real Estate, Inc.

  222 Siler Ln, Winchester, VA 22603
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  /21

  $369,990 New Construction

  • 3 Beds
  • 4 Baths
  • 1,989 Sq Ft

  11111 Shouner Ct, Winchester, VA 22602

  JOIN OUR VIP LIST! Welcome to Maronda Homes newest townhome community opening soon! Winchester Ridge is conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an

  Holly Horne Poole New Home Star Virginia, LLC

  11111 Shouner Ct, Winchester, VA 22602
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  /23

  $449,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  124 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. 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, ideal for

  D.R. Horton Builder

  124 Trellis View Ln, Winchester, VA 22602
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  /22

  $469,990 New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,670+ Sq Ft

  Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

  Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578849, Winchester, VA 22603
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  /19

  $649,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,712 Sq Ft

  249 Hydrangea 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

  249 Hydrangea Way, Winchester, VA 22602
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  /36

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft

  13 E Leicester St, Winchester, VA 22601

  Incredible location, incredible home! Relax on the elevated front porch overlooking Leicester St, or retreat to the private back yard. Inside, gleaming wood floors and original trim compliment the new kitchen and bathrooms. HVAC, wiring, plumbing, windows, roofing, and siding have been lovingly replaced/updated in the last 5 years. This home is walkable to everything, and sits on a calm side

  William Steinmetz RE/MAX Roots

  13 E Leicester St, Winchester, VA 22601
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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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  /7

  $499,000

  • Land
  • 17.98 Acres
  • $27,753 per Acre

  Lot 13 Tavistock Dr, Winchester, VA 22602

  Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 13 Tavistock Dr, Winchester, VA 22602
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  /48

  $559,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  104 Wagtail Ln, Winchester, VA 22603

  Welcome to the Vale at Hiatt Pointe—a brand-new 2025 end-unit villa that is ready for immediate move-in. This beautifully upgraded two-car front-load garage home features three bedrooms, two full baths, and one half bath, offering the perfect blend of style, comfort, and convenience.Enjoy peace of mind with remaining builder warranties, plus the upcoming 1-year builder walkthrough, adding

  Kathrin Donovan Keller Williams Realty

  104 Wagtail Ln, Winchester, VA 22603
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  /47

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  106 W Southwerk St, Winchester, VA 22601

  This charming 3-bedroom, 1.5-bath Colonial is perfectly located just minutes from Old Town Winchester and steps from Handley High School, giving you easy access to local restaurants, shops, and community events. Enjoy slow mornings on the covered front porch with your coffee, or gather with friends and family on the spacious back deck. Inside, you’ll find warm, comfortable living spaces filled

  Laura White ERA Oakcrest Realty, Inc.

  106 W Southwerk St, Winchester, VA 22601
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  /53

  $320,000

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  510 N Pleasant Valley Rd, Winchester, VA 22601

  Welcome to 510 N Pleasant Valley Rd. Home offering comfort, convenience, and lifestyle appeal in the heart of Winchester. This home features 2 spacious bedrooms and 2 full bathrooms, features a living room with a cozy fireplace, perfect for relaxing evenings, along with a separate family room that provides additional space for entertaining or unwinding. Step outside to your own private retreat

  RoxAnn Grimes RE/MAX Roots

  510 N Pleasant Valley Rd, Winchester, VA 22601
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  /27

  $349,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  212 Falcon Trail, Winchester, VA 22602

  4-7-26 Going to drywall. Delivery end of April. 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for

  Jim Thomson Realty ONE Group Old Towne

  212 Falcon Trail, Winchester, VA 22602
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  /12

  $17,000

  • Land
  • 0.38 Acre
  • $44,737 per Acre

  Lot 231 Timber Ridge, Winchester, VA 22602

  This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from

  Rebecca McTavish Long & Foster Real Estate, Inc.

  Lot 231 Timber Ridge, Winchester, VA 22602
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  /32

  $364,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  203 Crestwood Ln, Winchester, VA 22602

  Property is back on the market due to buyer’s home sale contingency not being satisfied—no fault of the seller.Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago,

  Jen Richards MarketPlace REALTY

  203 Crestwood Ln, Winchester, VA 22602
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  /28

  $419,000

  • 4 Beds
  • 2 Baths
  • 1,432 Sq Ft

  115 E Monmouth St, Winchester, VA 22601

  Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

  Mafe Zambrano Inmobiliaria De Las Casas LLC

  115 E Monmouth St, Winchester, VA 22601
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  /41

  $329,000 Open Sat 12:30PM - 2:30PM

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  3221 Laurel Grove Rd, Winchester, VA 22602

  Welcome home to 3221 Laurel Grove Road! Your fully renovated 4-bedroom, 2-bath ranch awaits on 1.74 acres with stunning mountain and countryside views! Step inside to a high-end kitchen with granite countertops, stainless steel appliances, and modern finishes—perfect for entertaining or family meals. Updated bathrooms, new electrical service, luxury vinyl plank and carpet flooring, brand-new

  Chris Roszko Colony Realty

  3221 Laurel Grove Rd, Winchester, VA 22602
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  /37

  $424,900

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  1025 S Loudoun St, Winchester, VA 22601

  TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The

  Michael Sprague Samson Properties

  1025 S Loudoun St, Winchester, VA 22601
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  /13

  $649,900

  • Land
  • 1.75 Acres
  • $371,371 per Acre

  115 Dairy Corner Place, Winchester, VA 22602

  3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space! Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2,

  Elizabeth Carroll ERA Oakcrest Realty, Inc.

  115 Dairy Corner Place, Winchester, VA 22602
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  /83

  $725,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 3,052 Sq Ft

  171 Laurel Grove Rd, Winchester, VA 22602

  Historic 1800s farmhouse on 5 unrestricted acres just outside Winchester, Virginia, in desirable Frederick County. This 3-bedroom, 3-bath farmhouse blends historic charm with modern comfort and is equestrian-ready. Features include hardwood floors throughout, a farmhouse kitchen with wrap-around covered porch access, a dining room with a fireplace, a living room with a fireplace, and a den/office

  RoxAnn Grimes RE/MAX Roots

  171 Laurel Grove Rd, Winchester, VA 22602
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  /10

  $449,000

  • Land
  • 0.09 Acre
  • $4,988,889 per Acre

  1 N Braddock St, Winchester, VA 22601

  Make Offer! Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and

  Gillian Greenfield Coldwell Banker Premier

  1 N Braddock St, Winchester, VA 22601
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  /47

  $311,000

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

  151 Mccormick Cir Unit 203, Winchester, VA 22602

  Welcome to Winchester Landing, a 55+ condominium community offering comfort, convenience, and low-maintenance living. This secured building provides added peace of mind for residents. This well-designed 2-bedroom, 2-bath condo features a combination kitchen and dining area that opens to a spacious family room—perfect for everyday living. The primary suite features a walk-in shower and ample

  RoxAnn Grimes RE/MAX Roots

  151 Mccormick Cir Unit 203, Winchester, VA 22602
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  /3

  $350,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  411 Cardinal Dr, Winchester, VA 22602

  Welcome to 411 Cardinal Dr., a stunning new construction home with an estimated completion at the end of June 2026. This beautifully designed 3-bedroom, 2-bathroom home offers a perfect blend of modern style and everyday comfort. The kitchen features granite countertops and upgraded stainless steel appliances, ideal for both cooking and entertaining. Durable LVP flooring runs throughout,

  Abby Walters Preslee Real Estate

  411 Cardinal Dr, Winchester, VA 22602
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  /45

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 2,293 Sq Ft

  3137 Eton Place, Winchester, VA 22601

  Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-level interior townhome delivers style, space, and an unbeatable lifestyle—all within walking distance to top-rated restaurants, shopping, and the historic Kernstown Battlefield. Offering 3 bedrooms and 2.5 baths, the home features a chic upper-level loft that opens to a stunning private terrace, perfect for

  Laura White ERA Oakcrest Realty, Inc.

  3137 Eton Place, Winchester, VA 22601
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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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  /2

  $24,900

  • Land
  • 0.47 Acre
  • $52,979 per Acre

  Lot 162 Bobcat Trail, Winchester, VA 22602

  Perched atop Great North Mountain, this beautiful wooded lot offers the potential for stunning westerly mountain views. Just under half an acre, the property offers a small driveway already cut in and a level homesite area, an ideal setting for your future mountain retreat, whether a chalet, cabin, or full-time residence. Enjoy privacy, nature, and elevated views while still being approximately

  Natasha Roberts Realty ONE Group Old Towne

  Lot 162 Bobcat Trail, Winchester, VA 22602
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  /12

  $598,990 New Construction

  • 3 Beds
  • 2 Baths
  • 3,056 Sq Ft

  Homesite 210 Duke Ct, Winchester, VA 22602

  Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The DREXEL Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features

  Greta Fernandez New Home Star Virginia, LLC

  Homesite 210 Duke Ct, Winchester, VA 22602
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  /16

  $379,990 New Construction

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

  106 Heirloom Way, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  106 Heirloom Way, Winchester, VA 22603
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  /8

  $2,286,000

  • Land
  • 5.08 Acres
  • $450,000 per Acre

  0 Market St Unit VAFV2004914, Winchester, VA 22602

  5.08 Acres zoned B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA call center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners are licensed Realtors in the state of Virginia.

  John Schroth Colony Realty

  0 Market St Unit VAFV2004914, Winchester, VA 22602
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  /24

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  215 Cochise Trail, Winchester, VA 22602

  April Delivery -10 minutes from town - New Custom Colonial with upgrades and designed for modern living! This beautiful home offers 3 bedrooms, 2.5 baths, including a spacious primary suite with a private ensuite bath. The open-concept main level seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. Enjoy recessed lighting, stainless steel

  RoxAnn Grimes RE/MAX Roots

  215 Cochise Trail, Winchester, VA 22602
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  /32

  $629,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,748 Sq Ft

  237 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

  237 Hydrangea Way, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 10