Winchester, VA Homes for Sale

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  $349,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  Bedford II Plan at Village at Valor Crossing - Townhomes, 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' Trex 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 Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
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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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  /23

  $459,990 New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,564+ Sq Ft

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

  Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578850, Winchester, VA 22603
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  $77,700

  • Land
  • 6.09 Acres
  • $12,759 per Acre

  440 Iris Ln, Winchester, VA 22602

  Owner Financing Available! (see details below)Enjoy breathtaking, unrivaled views of the Shenandoah Valley below from this ridgetop property on Little North Mountain.Property Overview:Address: 440 Iris Lane, Winchester, VA 22602Size: 6.09 AcresKey Features:Gorgeous Sunset Valley ViewsTwo Lots in One Build on Both or Split Off!Extensive Road

  Robert Scott AcreTown.com

  440 Iris Ln, Winchester, VA 22602
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  $141,500

  • Land
  • 11.8 Acres
  • $11,992 per Acre

  0 Hodges Ln Unit LotWP016, 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 is the

  Chad Pangle Whitetail Properties Real Estate

  0 Hodges Ln Unit LotWP016, Winchester, VA 22603
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  $528,575

  • Land
  • 84.57 Acres
  • $6,250 per Acre

  0 Brush Creek Rd Unit LotWP001, Winchester, VA 22603

  This land is located north of Winchester in the Cross Junction area of the county. Part of what was once a much larger family farm, and on the market for the first time since the 1950s. Access is secured via road frontage of nearly 2000 ft on paved and state-maintained Brush Creek Road, a terrific location for your next country home estate or recreational retreat. An electricity service line is

  Chad Pangle Whitetail Properties Real Estate

  0 Brush Creek Rd Unit LotWP001, Winchester, VA 22603
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  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  0 Frog Hollow Rd Unit LotWP001, Winchester, VA 22603

  Heres a piece of pristine land on the market for the first time since the late 70s with nearly endless possibilities for the next owner(s). This property is located north of Winchester and very near the West Virginia line. This prime piece of real estate has been family-owned and operated for decades. It is a mix of mostly flat hay ground and wooded acreage that stretches to the top of North

  Chad Pangle Whitetail Properties Real Estate

  0 Frog Hollow Rd Unit LotWP001, Winchester, VA 22603
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  $699,900

  • 4 Beds
  • 3.5 Baths
  • 2,849 Sq Ft

  891 Payne Rd, Winchester, VA 22603

  Welcome to the blue skies of 891 Payne Road where memories are ready to be made. Offering a secluded paradise on 13 UNRESTRICTED acres this is certain to be the home you're searching for. Located within miles of all amenities this property offers privacy and peace within minutes of town. Perched atop gently rolling land this property offers breathtaking views that go for miles and wooded scenery,

  Angela Duncan MarketPlace REALTY

  891 Payne Rd, Winchester, VA 22603
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  $579,990 New Construction

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

  TBD 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,

  Brooks Sears D R Horton Realty of Virginia LLC

  TBD Hydrangea Way, Winchester, VA 22602
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  $749,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 4,008 Sq Ft

  174 Williamson Rd, Winchester, VA 22602

  If you want more space and are priced out of Northern Virginia, come to Winchester! If you don't want to wait 6-9 months, this home is ready now and better than new! No wait, no extra costly upgrades needed. Move into this fully finished 2023 built main level living home with space, style, and flexibility already built in. Why wait for new construction when this home is ready now with finished

  Joyce Santiago Century 21 Redwood Realty

  174 Williamson Rd, Winchester, VA 22602
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  $600,000

  • 5 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  127 Kinross Dr, Winchester, VA 22602

  A peaceful setting at the edge of Winchester pairs nicely with everyday convenience in this well-cared-for home at 127 Kinross Dr. Located in a quiet and welcoming neighborhood, this property offers the perfect balance of tranquility and practicality. The area provides a calm, residential atmosphere while still being just a short drive from Winchester's charming downtown area, where you'll find a

  Sarah Reynolds Keller Williams Realty

  127 Kinross Dr, Winchester, VA 22602
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  $490,000

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  430 Babbs Mountain Rd, Winchester, VA 22603

  3-bedroom, 2.5-bath home set on 2.68 wooded acres just minutes from Winchester Medical Center, offering a private, peaceful setting with everyday convenience. Enjoy the outdoors from the covered front porch or rear deck—perfect for relaxing or entertaining. Inside, the spacious kitchen features a center island, stainless steel appliances, and luxury vinyl plank flooring, opening to a comfortable

  Sheila Pack RE/MAX Roots

  430 Babbs Mountain Rd, Winchester, VA 22603
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  /13

  $429,990 New Construction

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

  104 Swansong Place, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  104 Swansong Place, Winchester, VA 22603
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  $550,000

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  832 Winder Ct, Winchester, VA 22601

  All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, and new carpet in all bedrooms. Tile flooring

  Barton Chasler Realty ONE Group Old Towne

  832 Winder Ct, Winchester, VA 22601
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  $535,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft

  105 Lenore Ln, Winchester, VA 22602

  Welcome to this better-than-new former model home, built in 2024 and thoughtfully upgraded throughout—Offering the ideal blend of style, space, and value, this move-in ready home features an open-concept layout, 10 ' ceilings, a beautifully upgraded kitchen with modern finishes, and spacious living areas designed for both everyday comfort and entertaining. Generously sized bedrooms and

  Kelly Vornadore New Dimensions Realty Group LLC

  105 Lenore Ln, Winchester, VA 22602
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  $519,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  363 Munsee Cir, Winchester, VA 22602

  The Pine offers 1,964 square feet of modern living space - perfect for growing families or those who love to entertain. This well-designed single family home includes four spacious bedrooms, two and a half bathrooms, and a two-car garage on slab foundation. The open-concept design showcases a contemporary kitchen with stainless steel appliances, quartz countertops, and white cabinetry - combining

  Brooks Sears D R Horton Realty of Virginia LLC

  363 Munsee Cir, Winchester, VA 22602
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  /40

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,370 Sq Ft

  1310 Siler Rd, Winchester, VA 22603

  Come and see this serene wooded retreat, just minutes west of Winchester. This fully updated 3 BR, 1 BA Brick Rambler is situated on a private 10-acre, wooded, unrestricted lot. This home has a covered front porch and an 18 x 30-foot concrete patio in the back, perfect for entertaining. The brick Fireplace has a wood-burning stove insert. This home has been fully renovated, from the new roof and

  Marcia Coss Weichert, REALTORS

  1310 Siler Rd, Winchester, VA 22603
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  /22

  $549,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft

  206 Williamson Rd, Winchester, VA 22602

  The to be built Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform

  Greta Fernandez New Home Star Virginia, LLC

  206 Williamson Rd, Winchester, VA 22602
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  $539,900 Open Sun 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  720 S Kent St, Winchester, VA 22601

  Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods. Inside, you’ll find nearly 1,800 square feet of living

  Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, Winchester, VA 22601
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  $399,000 Open Sun 12PM - 2PM

  • 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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  $530,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 1,971 Sq Ft

  251 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, with preselected upgrades and a one-year home warranty. Welcome tothis beautifully crafted new home by a respected local builder, offering almost 2,000 square feet ofthoughtfully designed living space in the desirable Sovereign Village community with room to grow in theunfinished basement. The inviting, open-concept main level features a spacious

  Marisa Varley ERA Oakcrest Realty, Inc.

  251 Rossmann Blvd, Winchester, VA 22602
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  /2

  $514,900 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  407 Tamarack Cir, Winchester, VA 22602

  Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level.Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks,

  Heloisa Amar Samson Properties

  407 Tamarack Cir, Winchester, VA 22602
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  /22

  $552,990 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft

  207 Williamson Rd, Winchester, VA 22602

  The Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform a guest room

  Holly Horne Poole New Home Star Virginia, LLC

  207 Williamson Rd, Winchester, VA 22602
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  /31

  $529,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,415 Sq Ft

  TBD Munsee Cir, Winchester, VA 22602

  Beautiful Elm model available for September 2026. Discover the perfect blend of space, function, and style in the Elm—a thoughtfully designed 2,415 sq. ft. two-story home featuring 5 bedrooms, 3 full baths, a versatile loft, and a 2-car garage. Step into a welcoming foyer that opens to a bright, open-concept living area. The heart of the home is the spacious kitchen, complete with stainless steel

  Brooks Sears D R Horton Realty of Virginia LLC

  TBD Munsee Cir, Winchester, VA 22602
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  $561,990 New Construction

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

  BRISTOL Plan at Willow Run, Winchester, VA 22601

  We're excited to introduce the Bristol, our stunning new ranch design! This floorplan starts at 1,748 square feet and features 3 bedrooms, 2 bathrooms, and a 2-car garage. Step into a welcoming foyer that guides you past two cozy secondary bedrooms and into the main living area, where the family room, charming dining nook, and beautifully designed kitchen come together. The kitchen boasts ample

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406038, Winchester, VA 22601
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  /2

  $549,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  DOVER Plan at Willow Run, Winchester, VA 22601

  The Dover by D.R. Horton is a stunning new construction, ranch home plan featuring 1,958 square feet of living space, 3 bedrooms, 2 bathrooms and a 2-car garage. The foyer welcomes you in with two versatile bedrooms, sharing a well-appointed full bathroom. As you continue down the foyer, you’ll find a spacious office, coat closet, and laundry room. At the heart of the home is the kitchen,

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406788, Winchester, VA 22601
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  $520,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  102 Brockham Ct, Winchester, VA 22602

  The home is almost ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feetof 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

  Marisa Varley ERA Oakcrest Realty, Inc.

  102 Brockham Ct, Winchester, VA 22602
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  /24

  $519,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  365 Munsee Cir, Winchester, VA 22602

  The Pine offers 1,964 square feet of modern living space - perfect for growing families or those who love to entertain. This well-designed single family home includes four spacious bedrooms, two and a half bathrooms, and a two-car garage on slab foundation. The open-concept design showcases a contemporary kitchen with stainless steel appliances, quartz countertops, and white cabinetry - combining

  Brooks Sears D R Horton Realty of Virginia LLC

  365 Munsee Cir, 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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  /35

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  157 Oak Dr, Winchester, VA 22603

  STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU! Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean,

  Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
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  /19

  $549,990 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
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  $519,990 New Construction

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

  122 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

  122 Trellis View Ln, Winchester, VA 22602
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  $16,000

  • Land
  • 0.26 Acre
  • $61,538 per Acre

  Lot 23 Panther Dr, Winchester, VA 22602

  Nestled in the tranquil community of Wilde Acres, this partially cleared, .26 acre lot offers endless potential for your dream home. Enjoy the serenity of nature while still being just a short drive from local amenities, the perfect balance of peace and convenience. Whether you’re looking for a weekend retreat or a full-time residence, this property provides the ideal setting to make your vision

  Amanda Toothman Dandridge Realty Group, LLC

  Lot 23 Panther Dr, Winchester, VA 22602
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  /12

  $80,000

  • Land
  • 0.13 Acre
  • $615,385 per Acre

  520 Highland Ave, Winchester, VA 22601

  Empty lot ready to build a home one. The lot is fully fenced with front and rear gates. The front of the lot meets the sidewalks and road of Highland Ave. The rear of the lot meets a gravel alley way that could give access to off street parking on this lot. Homes in the city are in demand, so don't miss this opportunity. Zoned HR-1Can only be used for single family dwellingsFront setback:

  Michael Sprague Samson Properties

  520 Highland Ave, Winchester, VA 22601
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  /11

  $80,000

  • Land
  • 0.08 Acre
  • $1,000,000 per Acre

  24 N Pleasant Valley Rd, Winchester, VA 22601

  Ready for building! Clear open lot that is ready for a home to be built. Winchester City is the fastest growing city in the state and homes are in high demand. Don't miss your opportunity. Property has road front access as well as a gravel alley in the rear that could be used for access to off street parking.Zoned MR - medium density residential districtCan only be used for single family

  Michael Sprague Samson Properties

  24 N Pleasant Valley Rd, Winchester, VA 22601
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  $422,999 Open Sat 1:30PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  709 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
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  $369,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  213 Monteith Dr, Winchester, VA 22601

  MOVE-IN READY! 3 Level Condo with Deck and Gourmet Kitchen! Explore Winchester’s new luxury townhome community. This three level interior row home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first

  DRB Homes Builder

  213 Monteith Dr, Winchester, VA 22601
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  $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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  /17

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,699 Sq Ft

  2956 Grace St, Winchester, VA 22601

  Welcome to 2956 Grace Street — a 3-bedroom, 1-bath ranch-style home offering comfortable single-level living in Winchester, where a simple, functional layout and everyday ease come together. Inside, the home opens to a light-filled living area with hardwood floors that add warmth and character, creating a comfortable place to gather or unwind at the end of the day. The kitchen offers workspace

  Carolyn Young Samson Properties

  2956 Grace St, Winchester, VA 22601
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  /45

  $528,575

  • Land
  • 84.57 Acres
  • $6,250 per Acre

  0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603

  This land is located north of Winchester in the Cross Junction area of the county. Part of what was once a much larger family farm and on the market for the first time since the 1950’s. Access is secured via road frontage of nearly 2000 ft on paved and state maintained Brush Creek Road. Terrific location for your next country home estate or recreational retreat. An electricity service line is

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603

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