Winchester, VA Homes

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  /16

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  2901 Sorrell Ct, Winchester, VA 22601

  *Investor Opportunity, current tenants have a lease until May of 2027* Welcome to your new home! This beautifully maintained 3 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half

  Amber Jenkins Century 21 Redwood Realty

  2901 Sorrell Ct, Winchester, VA 22601
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  /26

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • House for Rent

  105 E Pall Mall St, Winchester, VA 22601

  SO AFFORDABLE! Spacious 3-bedroom house with 2 full baths, wood floors, fenced back yard. Near historic Old Town Winchester, Shenandoah University, shopping, services, museums and commuter routes 50, 7 and I-81. Laundry room with washer and dryer. Main-level bath has shower. Upstairs bath has tub. Eat-in kitchen with pantry. Kitchen appliances, washer and dryer included. 13 X 7 walk-in closet and

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  105 E Pall Mall St, Winchester, VA 22601
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  /71

  $400,000 Sold Oct 24, 2025

  • 1,721 Sq Ft
  • $232/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1931

  1576 Old Bethel Church Rd, Winchester, VA 22603

  Step back in time with this 1931 farmhouse set on 5 acres, blending historic character with thoughtful modern updates—all just minutes from Winchester. This property offers convenient access to main roads while maintaining the space and feel of country living.The home features 3 bedrooms, 2 updated baths, hardwood floors, and an oversized two-car garage with workshop space. Recent

  Natasha Roberts Realty ONE Group Old Towne

  1576 Old Bethel Church Rd, Winchester, VA 22603
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  /16

  Est $248,590 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  503 Yorktowne Place, Winchester, VA 22601

  503 Yorktowne Place, Winchester, VA 22601
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  /30

  $340,000

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft

  138 Windstone Dr, Winchester, VA 22602

  HAVE IT ALL! BEAUTIFUL 3-LEVEL TOWNHOUSE WITH A GAS LOG FIREPLACE, GARAGE AND A COMMUNITY SWIMMING POOL! Just east of Winchester and commuter convenient to I-81 and Rt. 7, shopping and services. An easy drive to Dulles Airport and Northern Virginia. Welcome to Windstone, a community with a fenced outdoor pool and plenty of places to walk. 3 bedrooms, 2 1/2 baths., including a primary suite with

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  138 Windstone Dr, Winchester, VA 22602
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  /14

  $2,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,504 Sq Ft
  • Townhouse for Rent

  427 W Tevis St, Winchester, VA 22601

  Open and bright 3 bedroom 2.5 bath townhome with a garage now available. VAR or NVAR rental application with $50 per person over 18 yrs old app fee or they may apply online thru listers website.

  Mandie Gladwell OliveTree Property Group, LLC

  427 W Tevis St, Winchester, VA 22601
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  /66

  $675,000 Sold Oct 24, 2025

  • 2,954 Sq Ft
  • $229/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2004

  210 Darby Dr, Winchester, VA 22602

  This stately home in established Ravenwing offers nearly 3,000 square feet of finished living space. As you approach the home, mature landscaping surrounds a lovely brick walkway and covered front porch. The front door shines with transom and side lights, opening to a warm foyer, gleaming hardwood floors, arched doorways and custom trim. The foyer is flanked by a formal dining room and living

  Stephanie Ryall Realty ONE Group Old Towne

  210 Darby Dr, Winchester, VA 22602
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  /47

  Est $445,086 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  2894 Packer St, Winchester, VA 22601

  2894 Packer St, Winchester, VA 22601
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  /28

  $250,000

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

  115 12 Brookland Terrace Unit 12, Winchester, VA 22602

  Penthouse condo in excellent condition and move in ready. The cathedral ceilings and skylights in the living room provide for a bright, cheerful space, while the gas fireplace provides a cozy feel. . Sliding glass doors to a charming balcony with some mountain views provide additional enjoyable space. The interior of the unit includes a dining area, kitchen with electric range, dishwasher,

  Darcy Amburn Colony Realty

  115 12 Brookland Terrace Unit 12, Winchester, VA 22602
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  /19

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • House for Rent

  200 Canyon Rd, Winchester, VA 22602

  A commuters dream with easy access to RT 7 and I-81 . Enjoy the comfort and convenience of this one level ranch home. Freshly painted interior, newer carpet in bedrooms,. Spacious kitchen w eating area, easy access to back yard with deck for cookouts and relaxing Living room w lots of natural light Primary bedroom has walk in closet and private bath w double vanities. Owner requires good rental

  Carolyn Waymack Crum Realty, Inc.

  200 Canyon Rd, Winchester, VA 22602
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  /37

  $392,000 Sold Oct 23, 2025

  • 1,598 Sq Ft
  • $245/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  116 Maloy Dr, Winchester, VA 22602

  Buyers will instantly fall in love with this CUTE AS A BUTTON renovated, expanded and updated two-level home, on the east side of Winchester, that exemplifies PRIDE OF OWNERSHIP! This home offers the best of both world’s- country living, on close to a half-acre, while being close to Historic Downtown Winchester and all the local commuter routes- Rt 7, Rt 50 and I-81. Sitting back from the street,

  Craig Mastrangelo Compass

  116 Maloy Dr, Winchester, VA 22602
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  /34

  Est $406,332 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  113 Oakwood Ct, Winchester, VA 22601

  113 Oakwood Ct, Winchester, VA 22601
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  /16

  $349,999

  • 5 Beds
  • 2 Baths
  • 3,378 Sq Ft

  3339 N Frederick Pike, Winchester, VA 22603

  5 Wooded Acres with a pond – 7 miles/minutes from Winchester Medical CenterLarge 5-bedroom, 2-bath brick home on 5 wooded acres features its own pond, and a creek with bridge and asphalt driveway. Property offers fishing, wildlife, and privacy just minutes from Winchester Medical Center and downtown.Home requires major renovation and is being sold strictly as-is. Cash or renovation

  Kristina Towns Weichert Realtors - Blue Ribbon

  3339 N Frederick Pike, Winchester, VA 22603
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  /10

  $1,299 per month

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

  3105 Shawnee Dr Unit 7, Winchester, VA 22601

  Renovated spacious 1 Bedroom, 1 Bath Loft Apartment on Top Floor of Building, Stainless steel appliances, upgraded central air and heat, ample cabinets and closets, laminate wood flooring in Living room, and Kitchen. Amazing location located within less than 1 mile from the great shopping on Valley Avenue. Nine minutes drive from Shenandoah University and 10 minutes from downtown Winchester. This

  Steve DuBrueler Coldwell Banker Premier

  3105 Shawnee Dr Unit 7, Winchester, VA 22601
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  /50

  $460,000 Sold Oct 23, 2025

  • 2,262 Sq Ft
  • $203/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1908

  519 N Braddock St, Winchester, VA 22601

  Just blocks from Old Town Winchester, this 4BR/3BA home blends historic character with thoughtful updates. With a new roof, fresh exterior paint, and inviting curb appeal, it’s ready to welcome you in.Inside, hardwood floors and a wide foyer lead into a spacious living room where widened doorways create an airy, open feel. The dining room, complete with a built-in corner cabinet and

  Jeanne Mezzatesta Colony Realty

  519 N Braddock St, Winchester, VA 22601
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  /46

  Est $442,930 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,066 Sq Ft

  201 Russelcroft Rd, Winchester, VA 22601

  201 Russelcroft Rd, Winchester, VA 22601
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  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,237 Sq Ft

  117 W Oates Ave, Winchester, VA 22601

  This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances, including a single oven and refrigerator, making meal preparation a breeze. The unfinished

  Jeffrey Konrady Realty ONE Group Old Towne

  117 W Oates Ave, Winchester, VA 22601
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  /39

  $2,195 per month

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  224 Lake Sever Dr, Winchester, VA 22603

  This Split Foyer has been completely renovated. All new flooring ,finishes and freshly painted throughout. Located on cul-de-sac.Great commuter location, easy access to Route 7. Home features 4 bedrooms (2 up, 2 down) 2 full baths (1 up, 1 down). Kitchen/dining combo. Family/Rec room in basement. Deck on rear of home with large rear yard.

  Steve DuBrueler Coldwell Banker Premier

  224 Lake Sever Dr, Winchester, VA 22603
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  /32

  $284,100 Sold Oct 23, 2025

  • 960 Sq Ft
  • $296/SF
  • 75 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1986

  133 Country Park Dr, Winchester, VA 22602

  Charming Rancher – Move-In Ready! Don’t miss this great opportunity to own a recently refreshed rancher in a prime location east of Winchester! Freshly painted and featuring brand new Luxury Vinyl Plank flooring throughout. Enjoy the fenced backyard with a concrete patio, perfect for relaxing or entertaining. Conveniently located near Route 7 and Route 50, you'll have easy access to everything

  Brett Sowder RE/MAX Roots

  133 Country Park Dr, Winchester, VA 22602
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  /40

  Est $426,785 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,613 Sq Ft

  129 Garden Ct, Winchester, VA 22601

  129 Garden Ct, Winchester, VA 22601
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  /49

  $623,790

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

  0 Magpie Ln Unit VAFV2037494, Winchester, VA 22603

  Discover new 55+ SINGLE FAMILY HOMES by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026. Step into the Sierra 39-F2 at Hiatt Pointe—a two-car, front-load garage single family home with up to four bedrooms and three full bathrooms. Designed for ease and everyday function, this floorplan welcomes you with a charming front porch and

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037494, Winchester, VA 22603
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  /19

  $1,375 per month

  • 2 Beds
  • 1 Bath
  • 8,508 Sq Ft
  • Condo for Rent

  113 W Boscawen St Unit 3, Winchester, VA 22601

  3rd floor walk-up apartment. Downtown Winchester is this 2 bedroom, 1 bath apartment featuring an abundancy of light with numerous windows, large rooms and hardwood floors. Primary bedroom has direct access to bathroom. Water, sewer and trash pick-up is provided in the monthly rent as is 1 parking space in the Braddock Street Parking Garage. Tenant is responsible for electricity and natural gas

  Barbara Gaul Jim Barb Realty, Inc.

  113 W Boscawen St Unit 3, Winchester, VA 22601
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  /35

  $899,900 Sold Oct 22, 2025

  • 3,100 Sq Ft
  • $290/SF
  • 73 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  115 Split Ridge Ln, Winchester, VA 22602

  Very private community (2 five acre wooded lots) can not be seen from road. Close to town with wooded lots setting off of main road with private lane (TO BE PAVED UPON COMPLETION OF HOMES). This home boosts one level living with 3,100 sq. ft. of open floor plan with so many features others would call them upgrades! Brick front with cement siding on three sides. Large concrete front porch with

  Jim Thomson Realty ONE Group Old Towne

  115 Split Ridge Ln, Winchester, VA 22602
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  /73

  Est $453,907 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,899 Sq Ft

  212 W Cedarmeade Ave, Winchester, VA 22601

  212 W Cedarmeade Ave, Winchester, VA 22601
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  /49

  $481,290

  • 3 Beds
  • 2.5 Baths
  • 2,181 Sq Ft

  0 Magpie Ln Unit VAFV2037506, Winchester, VA 22603

  Explore new 55+ VILLA HOMES by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA. that will be ready for you to move in 2026. Embrace the Vera 30-F2 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom. Built for the way you live, this floorplan makes room for moments big and small with its natural flow and central kitchen. The

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037506, Winchester, VA 22603
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  /32

  $3,100 per month

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Condo for Rent

  210 E Boscawen St Unit 202, Winchester, VA 22601

  This stunning apartment features 9 south facing windows for maximum natural light, just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. Two large bedrooms, each with their own en-suite and walk-in closet are set apart by the open space

  Katie Landi Jordan Samson Properties

  210 E Boscawen St Unit 202, Winchester, VA 22601
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  /33

  $329,000 Sold Oct 22, 2025

  • 1,344 Sq Ft
  • $245/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  147 Falcon Trail, Winchester, VA 22602

  Welcome to this charming home offering 3 bedrooms, 2 full bathrooms, and over 1,300 sq. ft. of finished living space (sqft is estimated). Step inside to find a warm and inviting layout with hardwood floors and new carpet throughout. The bright living area features a cozy propane fireplace, perfect for relaxing evenings. The kitchen offers easy access to the spacious back deck with brand-new

  Anthony Constable RE/MAX Gateway

  147 Falcon Trail, Winchester, VA 22602
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  /41

  Est $333,114 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,148 Sq Ft

  309 Wentworth Dr, Winchester, VA 22601

  309 Wentworth Dr, Winchester, VA 22601
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  /47

  $289,500

  • 4 Beds
  • 1 Bath
  • 1,732 Sq Ft

  1006 S Cameron St, Winchester, VA 22601

  Welcome home to this charming 4-bedroom, 1-bath colonial perfectly situated with walking distance from downtown Winchester. Warm hardwood floors flow throughout the home, complemented by a large covered front porch and a spacious rear deck—ideal for morning coffee or evening gatherings. Recent updates include a new water heater (2025), new water tank (2025), and an updated furnace and bath for

  Laura White ERA Oakcrest Realty, Inc.

  1006 S Cameron St, Winchester, VA 22601
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  /20

  $3,400 per month

  • 2 Beds
  • 2.5 Baths
  • 1,981 Sq Ft
  • Condo for Rent

  210 E Boscawen St Unit 204, Winchester, VA 22601

  This stunning apartment has nearly 2000 sq ft on one level. Just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. There are two large bedrooms, each with their own en-suite and walk-in closet, ample living and dining spaces, a separate

  Katie Landi Jordan Samson Properties

  210 E Boscawen St Unit 204, Winchester, VA 22601
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  /24

  $385,000 Sold Oct 21, 2025

  • 1,970 Sq Ft
  • $195/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  158 Tye Ct, Winchester, VA 22602

  Welcome to this end-unit Lancaster Model by Lennar Homes which is only 2 years young and offers the perfect blend of modern style and low-maintenance living. The open-concept main level features durable LVP flooring, granite countertops, stainless steel appliances, and a spacious kitchen island with a deep sink, disposal, and bar seating. A convenient half bath completes the main floor. Just off

  Richie Hanna RE/MAX Gateway

  158 Tye Ct, Winchester, VA 22602
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  /33

  Est $373,416 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,211 Sq Ft

  430 Wentworth Dr, Winchester, VA 22601

  430 Wentworth Dr, Winchester, VA 22601
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  /28

  $150,000

  • Land
  • 5.1 Acres
  • $29,412 per Acre

  0 Hedrick Ln, Winchester, VA 22602

  5.10 Unrestricted Private Acres with Electric, Septic, and Foundation – Ready to Build! Opportunities like this don’t come along often, this beautiful 5.10 acre lot features mature hardwoods and valuable improvements already in place, offering a jump start on your dream build. The property includes an installed 24' x 50' foundation w/ a walk-out basement, an installed three-bedroom septic system,

  Erik Thorpe ERA Valley Realty

  0 Hedrick Ln, Winchester, VA 22602
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  /22

  $1,599 per month

  • 3 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • Townhouse for Rent

  1111 Allen Dr Unit B, Winchester, VA 22601

  Beautiful 2 level Townhome, Concrete Driveway, Reasonable Rental price for 3 bedroom 1.5 baths , Completely Renovated, close to I-81 exit 315 Rt.7 , walking distance from shopping ctr and downtown 1 mile,HURRY UP, Call agent or allison for showing arrangement., No smoking. Pets case by case

  Ram Beladia First American Real Estate

  1111 Allen Dr Unit B, Winchester, VA 22601
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  /30

  $325,000 Sold Oct 20, 2025

  • 1,529 Sq Ft
  • $213/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  966 Woodstock Ln, Winchester, VA 22601

  Beautiful 3-bedroom, 2-bath split-foyer home in the heart of Winchester City! The main level features hardwood floors, an open kitchen/dining/living layout, and an eat-in kitchen with stainless steel appliances and upgraded countertops. The upper-level bath includes a tiled floor, vanity, and tub surround. The finished basement offers a spacious family room with a brick hearth, third bedroom,

  Anselm Tamasang Weichert Realtors - Blue Ribbon

  966 Woodstock Ln, Winchester, VA 22601
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  /27

  Est $343,353 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  433 Beechcroft Rd, Winchester, VA 22601

  433 Beechcroft Rd, Winchester, VA 22601
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  /25

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  681 Hillman Dr, Winchester, VA 22601

  No HOA! Only 2 years young! Main floor bedroom + full bath! Thoughtfully designed and meticulously maintained, this property blends comfort, style, and functionality across every level. The attached 2-car garage provides convenience and additional storage. Designer finishes, a spacious custom shower, and elegant details that create a spa-like experience. Third floor has a large entertaining loft

  Sarah Reynolds Keller Williams Realty

  681 Hillman Dr, Winchester, VA 22601
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  /8

  $1,300 per month

  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  4 W Cork St Unit 5, Winchester, VA 22601

  Welcome to Apartment 5 at 4 W Cork St., a rare opportunity to live in the heart of historic Old Town Winchester. This spacious studio residence offers a living space with one full bath, blending modern convenience with historic character in a beautifully preserved 1827 mixed-use building.Step inside and enjoy the open-concept layout, highlighted by refinished hardwood floors, exposed

  Patrick Slate Keller Williams Realty

  4 W Cork St Unit 5, Winchester, VA 22601
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  /36

  $385,000 Sold Oct 20, 2025

  • 1,215 Sq Ft
  • $317/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  790 McDonald Rd, Winchester, VA 22602

  Welcome to this charming 3-bedroom, 2-bath ranch-style home, perfectly situated on over 1.5 acres in a peaceful yet convenient Winchester location. This property offers the best of both worlds — a private setting with plenty of space to spread out, while still being just minutes from restaurants, shopping, and everyday amenities. With easy access to Interstate 81, Route 37, Route 50, and Route 7,

  Brian Doman Preslee Real Estate

  790 McDonald Rd, Winchester, VA 22602
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  /22

  Est $353,113 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,427 Sq Ft

  314 Beechcroft Rd, Winchester, VA 22601

  314 Beechcroft Rd, Winchester, VA 22601

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