Winchester, VA Homes

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  /26

  $389,990 New Construction

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

  Bedford II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm 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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  /16

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Townhouse for Rent

  2 E Germain St, Winchester, VA 22601

  Location! Walking distance from downtown walking mall and public transportation. 2 bedroom 1 bath apartment with hardwood flooring throughout living room and bedrooms. Property features a front porch, wash/dryer hookup and off street parking. Yard maintenance is included in rent. Requirements to qualify: 1) Minium annual household income $67K, 2) Good credit, and 3) Good landlord reference. $47

  Courtney Spaid Crum Realty, Inc.

  2 E Germain St, Winchester, VA 22601
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  /82

  $510,000 Sold Nov 14, 2025

  • 2,656 Sq Ft
  • $192/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  309 Germany Rd, Winchester, VA 22602

  Offered for sale is this gorgeous custom log home situated on a scenic 1.82-acre lot. The location is perfect for those seeking a quiet country setting with mountain views, while being just minutes from access to I-81 and the numerous amenities the area has to offer. You won't find many homes with as much character as this one provides. Upon entering the front door, you are immediately greeted by

  Benjamin Ashlock Samson Properties

  309 Germany Rd, Winchester, VA 22602
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  /11

  Est $236,246 Not Listed For Sale

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

  164 Brookland Ct Unit 11, Winchester, VA 22602

  164 Brookland Ct Unit 11, Winchester, VA 22602
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  /24

  $454,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  CABRAL Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Cabral, a 1,657 square foot open concept two-story home, offers three bedrooms, two and a half bathrooms, a loft and a two-car garage. As you make your way from the front porch into the foyer you will find a convenient first-floor powder room and coat closet. Past the foyer is the large, open concept living room that flows nicely into the eat-in kitchen that overlooks the casual dining area

  D.R. Horton Builder

  137 Seminole Dr Unit 36203778, Winchester, VA 22602
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  /14

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  223 Baker St, Winchester, VA 22601

  Property Id: 1770094This charming two bedroom, one bathroom rental will be available 1/1/2026. The upstairs features a 3rd room/flex space that could function as a home office or upstairs living area. Situated on the corner of West Lane and Baker Street, you're a quick walk to the walking mall for local shopping and restaurants. Also conveniently located for

  223 Baker St, Winchester, VA 22601
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  /4

  $181,000 Sold Nov 14, 2025

  • 1,134 Sq Ft
  • $160/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1933

  27 Jackson Ave, Winchester, VA 22601

  Great investor opportunity in the heart of Winchester! The LOWEST priced detached house within a 10-mile radius!! This 3-level home with a 2-car detached garage on a level treed lot is ideal for investors looking to fix and flip or fix and hold, with Shenandoah University only 3 miles away and Winchester Medical Center only 4 miles away. This detached 1933 front porch Cottage home on .20 acre lot

  Elizabeth Ide Coldwell Banker Realty

  27 Jackson Ave, Winchester, VA 22601
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  /35

  Est $245,313 Not Listed For Sale

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

  147 Brookland Ct Unit 6, Winchester, VA 22602

  147 Brookland Ct Unit 6, Winchester, VA 22602
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  /28

  $389,990 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,658 Sq Ft

  206 Monteith Dr, Winchester, VA 22601

  Luxury 3 level/4 bedroom townhome with 1 car garage located in the heart of Winchester!*OFFERING UP TO 7K IN CLOSING ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE. CONTACT CO LISTING AGENT/CONSULTANT FOR DETAILS* MOVE-IN READY! Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country eat in dining and living room. Kitchen has extended

  Brittany Newman DRB Group Realty, LLC

  206 Monteith Dr, Winchester, VA 22601
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  /29

  $2,350 per month

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Townhouse for Rent

  180 Munsee Cir, Winchester, VA 22602

  Brand New Townhome for RENT– Prime Commuter Location off Rt. 7!Be the first to live in this beautiful new 4-bedroom, 3.5-bath townhome, perfectly located just off Route 7 for easy commuting. Enjoy a fully upgraded kitchen featuring granite countertops, stainless steel appliances, and an oversized island — ideal for cooking and entertaining.This home offers three finished levels, providing

  Traci Shoberg RE/MAX Roots

  180 Munsee Cir, Winchester, VA 22602
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  /45

  $793,000 Sold Nov 14, 2025

  • 4,000 Sq Ft
  • $198/SF
  • 32 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2019

  109 Jeni Ct, Winchester, VA 22602

  A very special house in the desirable Abrams Pointe neighborhood, this beauty was built by Merrifield Homes, a local builder that brings to market a select few high quality homes every year. The original owners chose a number of custom upgrades including large closets with built-ins, wood interior doors, an open floor-plan on the main floor, two tankless on-demand water heaters fueled by natural

  Cary Embury Thomas and Talbot Estate Properties, Inc.

  109 Jeni Ct, Winchester, VA 22602
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  /29

  Est $264,653 Not Listed For Sale

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

  151 Brookland Terrace Unit 12, Winchester, VA 22602

  151 Brookland Terrace Unit 12, Winchester, VA 22602
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  /59

  $549,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,028 Sq Ft

  128 Teaberry Dr, Winchester, VA 22602

  Seller to BUYDOWN purchasers interest rate with acceptable offer! Lock in as low as 4.125% for your first year for qualified Buyers! This Spacious Colonial with a fully finished walk out basement * Step inside to find a Two Story Foyer, formal living and dining room with a Bay Window, a gas fireplace in the family room just off the kitchen, and gleaming hardwood floors throughout much of the main

  Tracy Wenger Samson Properties

  128 Teaberry Dr, Winchester, VA 22602
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  /17

  $2,600 per month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  136 Brookland Ct Unit 8, Winchester, VA 22602

  Property Id: 2238045This beautifully, newly remodeled condo features two large bedrooms, two full bathrooms, all new appliances, gorgeous quartz countertops, new lighting, updated plumbing fixtures, stunning laminate vinyl planking throughout and in-unit washer and dryer. This quiet second floor unit also includes a newly installed fireplace as well as a cozy deck that make perfect places

  136 Brookland Ct Unit 8, Winchester, VA 22602
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  /11

  $272,900 Sold Nov 13, 2025

  • 1,010 Sq Ft
  • $270/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1994

  852 Butler Ave, Winchester, VA 22601

  Nestled in a fantastic location near shopping, schools, and historic downtown Winchester, this charming 3-bedroom, 1.5-bath home is waiting for your personal touch. It features a comfortable layout with distinct living and dining areas just off the kitchen, and a nice yard perfect for relaxing. A wonderful opportunity for an investor or someone looking to create their dream home, this solid

  LESLIE WEBB Long & Foster Real Estate, Inc.

  852 Butler Ave, Winchester, VA 22601
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  /17

  Est $262,496 Not Listed For Sale

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

  157 Brookland Terrace Unit 10, Winchester, VA 22602

  157 Brookland Terrace Unit 10, Winchester, VA 22602
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  /66

  $400,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  580 N Braddock St, Winchester, VA 22601

  Now $450,000 — Motivated Sellers + Huge Monthly Savings with 2-1 Rate Buydown! Step inside this beautifully restored 4-bedroom, 2.5-bath 1920s home and experience where historic charm meets modern luxury. Offering over 2,200 sq ft across three finished levels, 580 N Braddock delivers light, space, and thoughtful design—just blocks from Old Town Winchester’s walking mall. The main level features

  Payton Polychrones Samson Properties

  580 N Braddock St, Winchester, VA 22601
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  /15

  $1,100 per month

  • 2 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Townhouse for Rent

  512 Allston Cir, Winchester, VA 22601

  NO PETS. Two-bedroom 1.5 half bath townhouse, located minutes from restaurants and shopping. Requirements to qualify: 1) Minimum annual household income $49k, 2) Good credit, 3) Good landlord reference. $47 application fee per applicant over 18yrs old.

  Courtney Spaid Crum Realty, Inc.

  512 Allston Cir, Winchester, VA 22601
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  /64

  $240,000 Sold Nov 13, 2025

  • 946 Sq Ft
  • $254/SF
  • 57 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2009

  208 Opossum Trail, Winchester, VA 22602

  Welcome to this charming two-story home nestled in a peaceful country setting, surrounded by mature trees, vibrant flower beds, and a majestic weeping willow that graces the front yard. The cozy and convenient main-level primary suite features a spacious double-door walk-in closet, and the open floor plan offers the perfect blend of comfort and function—flooded with natural light and ideal for

  Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

  208 Opossum Trail, Winchester, VA 22602
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  /18

  Est $240,732 Not Listed For Sale

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

  115 Brookland Terrace, Winchester, VA 22602

  115 Brookland Terrace, Winchester, VA 22602
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  /52

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,514 Sq Ft

  121 Poe Dr, Winchester, VA 22602

  Discover this stunning and truly one-of-a-kind home, thoughtfully designed for modern living and entertaining located in desirable Raven Oaks community. Like new with large, open floor plan! Main foyer entrance greets you with impeccable detail, from the upgraded lighting to the custom wall paneling- unLike any other. The spacious, gourmet kitchen serves as the heart of the home—featuring a large

  Rheema Ziadeh Redfin Corporation

  121 Poe Dr, Winchester, VA 22602
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  /11

  $1,000 per month

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft
  • Condo for Rent

  800 Thomas Ct Unit 1-, Winchester, VA 22601

  Well maintained one bedroom apartment has stackable washer and dryer, stove, refrigerator, dishwasher, and microwave. The bedroom has a walk in closet and is 11' x 13'. The living/dining room is 21'4 x 11' . The kitchen is 8'8' x 7'6 and has a hall closet throughout the apartment. The water, sewer, and trash is included in the rent, dumpster is on site. Due to high interest we will show the

  800 Thomas Ct Unit 1-, Winchester, VA 22601
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  /58

  $545,000 Sold Nov 13, 2025

  • 4,326 Sq Ft
  • $126/SF
  • 62 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2004

  106 Homer Dr, Winchester, VA 22602

  Welcome to 106 Homer Dr – a well-maintained 4,326 sq ft colonial home nestled in the desirable Merrimans Chase community. This 4-bedroom, 3.5-bath home features an open floor plan ideal for modern living and entertaining. Enjoy generous living spaces, including a finished walk-out basement. Thoughtfully designed with both functionality and comfort in mind, this home offers large bedrooms,

  RoxAnn Grimes RE/MAX Roots

  106 Homer Dr, Winchester, VA 22602
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  /26

  Est $396,777 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  444 Superior Ave, Winchester, VA 22601

  444 Superior Ave, Winchester, VA 22601
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  /39

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  100 Maury Way, Winchester, VA 22602

  Welcome to this Former Model Home for the Grand Nassau model by Ryan Homes - once the Winchester Landing 55+ community's showcase villa, thoughtfully designed to highlight elegant architecture, stylish finishes, and countless upgrades. Perfectly positioned on a desirable corner lot with expanded green space, this home blends sophistication with comfort, creating a lifestyle that feels both

  Matt Boyer Keller Williams Realty

  100 Maury Way, Winchester, VA 22602
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  /16

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Townhouse for Rent

  204 Banbury Terrace, Winchester, VA 22601

  Welcome to 204 Banbury Terrace — a beautifully remodeled townhouse offering style, comfort, and convenience. This home has been updated from top to bottom and is completely move-in ready. Step inside to find a brand new high-end kitchen with modern cabinetry, granite countertops, and stainless steel appliances, along with a beautifully remodeled bathroom featuring stylish finishes. The home also

  Chris Roszko Colony Realty

  204 Banbury Terrace, Winchester, VA 22601
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  /35

  $340,000 Sold Nov 12, 2025

  • 2,302 Sq Ft
  • $148/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  1005 Pennsylvania Ave, Winchester, VA 22601

  Buyer Financing Has Fallen Through – Seller is Highly Motivated!!!!. A classic brick ranch in Winchester, VA, has three bedrooms and two full bathrooms. The basement includes a separate entrance, a laundry area, a full bathroom, and an additional bonus room. Recent updates include: finished basement, new HVAC system, complete renovations of both bathrooms, new hardwood flooring, and an updated

  Nathalie Acosta Spring Hill Real Estate, LLC.

  1005 Pennsylvania Ave, Winchester, VA 22601
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  /24

  Est $414,570 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,288 Sq Ft

  428 Superior Ave, Winchester, VA 22601

  428 Superior Ave, Winchester, VA 22601
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  /49

  $526,290

  • 3 Beds
  • 2.5 Baths
  • 2,257 Sq Ft

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603

  Find a new 55+ VILLA HOME by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026. Welcome to the Vale 34-F2 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom. Open and adaptable, this floorplan is centered around the gourmet kitchen that brings connection to the heart of the home. The

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603
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  /15

  $1,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  314 Sutton Ct, Winchester, VA 22601

  Property Id: 2183027Amazing 3 bedroom, 2.5 bathroom townhouse in Winchester. Huntington Meadows Subdivision. Two Bedroom on second floor and one bedroom on basement. Sunroom leads to huge deck. No pet, smoking or vaping. two assinged parking spaces. Newly renovated, best townhouse in subdivision.

  314 Sutton Ct, Winchester, VA 22601
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  /19

  $384,722 Sold Nov 12, 2025

  • 1,660 Sq Ft
  • $232/SF
  • 350 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  140 Doe Trail, Winchester, VA 22602

  Very private street low in community on flat lot with Comcast and public water. TO BE COMPLETED END OF AUGUST! HW floors entire main floor and stairs, tile floors in all baths, BUILDER BONUS HARDWOOD TO INCLUDE BEDROOMS (no carpet in house), UPGRADED CABINETS, GRANITE COUNTERTOPS IN KITCHEN. New Colonial home. 3 bed, 2.5 full baths, open floor plan, family rm, Kitchen w/ island and breakfast rm &

  Jim Thomson Realty ONE Group Old Towne

  140 Doe Trail, Winchester, VA 22602
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  /39

  Est $388,344 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,747 Sq Ft

  417 Superior Ave, Winchester, VA 22601

  417 Superior Ave, Winchester, VA 22601
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  /54

  $609,900

  • 3 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  281 Light Rd, Winchester, VA 22603

  NO HOA/NO RESTRICTIONS! Motivated Sellers! Bring your offers! Main Level Living! POOL! 5 GARAGE SPACES, POLE BARN & MORE! Appraised for $646,000! Ranch-Style Retreat on almost 8.5 Acres in Frederick County, VA, 20 mins. from Winchester! Calling all Homesteaders - your Farmette awaits! This property offers endless possibilities, any type of hobby, gardening, farmette, horses, workshop, mechanic's

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /24

  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • House for Rent

  108 Senseny Glen Dr, Winchester, VA 22602

  3-bedroom, 2-bath brick-front rancher with a 2 car garage, covered front porch, rear deck, partially fenced rear yard and storage shed. The living room features a gas fireplace. Located near Jim Barnett Park and just minutes from downtown Winchester as well as shopping and schools. No smoking or vaping is allowed on the property. A small pet may be considered - restrictions apply as to number,

  Barbara Gaul Jim Barb Realty, Inc.

  108 Senseny Glen Dr, Winchester, VA 22602
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  /58

  $320,000 Sold Nov 12, 2025

  • 1,368 Sq Ft
  • $234/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1981

  2150 Harvest Dr, Winchester, VA 22601

  END-UNIT ALL-BRICK TOWNHOUSE WITH NO HOA! This meticulously maintained, move-in ready home offers a blend of classic charm and high-end modern upgrades in a prime, convenient location. Sophisticated Interiors & High-End Upgrades:The main level showcases beautiful Maple Hardwood flooring flowing throughout the open living spaces. The heart of the home, the kitchen, features stunning Del-Wood

  Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

  2150 Harvest Dr, Winchester, VA 22601
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  /54

  Est $357,967 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  444 Imperial St, Winchester, VA 22601

  444 Imperial St, Winchester, VA 22601
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  /25

  $379,990 New Construction

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

  230 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm 3 Level Home with Deck! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level 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. The main level includes a private finished recreation room and possible 4th bedroom with its own

  DRB Homes Builder

  230 Monteith Dr, Winchester, VA 22601
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  /39

  $950 per month

  • Studio
  • 1 Bath
  • 200 Sq Ft
  • Condo for Rent

  1608 Laurel Grove Rd Unit Tiny studio, Winchester, VA 22602

  Beautiful home cabin, with one full bathroom, has free included utilities, 13 minutes to Winchester and 12 minutes to I-81. Conveniently located in a beautiful and quiet country side. This rental property offers stunning views and quiet environment. We are happy to announce that all of your utilities are and will be included in your rent, we are somewhat negotiable on the rent but will not go

  1608 Laurel Grove Rd Unit Tiny studio, Winchester, VA 22602
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  /49

  $625,900 Sold Nov 12, 2025

  • 3,512 Sq Ft
  • $178/SF
  • 108 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  2321 Stoneridge Rd, Winchester, VA 22601

  Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that

  John Schroth Colony Realty

  2321 Stoneridge Rd, Winchester, VA 22601
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  /10

  Est $256,364 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 858 Sq Ft

  420 Royal St, Winchester, VA 22601

  420 Royal St, Winchester, VA 22601

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