36,578

Winchester, VA Homes

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  • /19

    $299,500

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

    106 W Southwerk St, Winchester, VA 22601

    Charming 3 bedroom, 1.5 bath colonial just blocks from downtown Winchester! Enjoy a covered front porch perfect for relaxing and a spacious rear deck for entertaining. Inside, you’ll find inviting spaces with newer windows throughout. Conveniently located near shopping, restaurants, entertainment, the local library, and Jim Barnett Park—this home offers both comfort and an unbeatable location!

    Sheila Pack RE/MAX Roots

    106 W Southwerk St, Winchester, VA 22601
  • /30

    $2,650 per month

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • House for Rent

    2253 Papermill Rd, Winchester, VA 22601

    Available Oct-1-2025, Sunny and Spacious Single Family 4 Bedroom, 3 Full Bath home near all the amenities and major highways !! Modern kitchen with upgraded stainless steel appliances. Family Hub Refrigerator, Soft close white cabinets. White Quartz countertops. Main level Bedroom with attached full Bath. Large Lving area and Dining room. Upper level has three additional bedrooms. Master Bedroom

    Raman Singh Prime Properties DMV, LLC.

    2253 Papermill Rd, Winchester, VA 22601
  • /39

    $420,000 Sold Aug 11, 2025

    • 3,190 Sq Ft
    • $132/SF
    • 15 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1965

    102 Shockey Cir, Winchester, VA 22602

    What a fantastic opportunity for 1-level living in a very desirable neighborhood within 3 minutes to downtown Winchester. This beautiful, all-brick home is located in Fairway Estates, also adjacent to the Winchester Country Club and golf course. It’s been very well-maintained of the years - move in ready and also happy to receive your updated touches. The full, large basement offers a guest

    Lori Bales Keller Williams Realty

    102 Shockey Cir, Winchester, VA 22602
    • /29

      Est $284,654 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 1,280 Sq Ft

      2957 Sorrell Ct, Winchester, VA 22601

      2957 Sorrell Ct, Winchester, VA 22601
  • /32

    $399,900 Open Sun 12PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 2,256 Sq Ft

    225 Parkway St, Winchester, VA 22601

    Built in 1928 and fully renovated inside and out, this 4-level home blends historic charm with modern updates in one of Winchester’s most desirable downtown locations.Step inside to discover a thoughtfully redesigned interior featuring refinished hardwood floors, fresh paint throughout, and an all-new kitchen with granite counters, a farm sink, quality plywood cabinetry, and new appliances.

    Tracy Jewell Samson Properties

    225 Parkway St, Winchester, VA 22601
  • /33

    $1,995 per month

    • 2 Beds
    • 2.5 Baths
    • 1,120 Sq Ft
    • Townhouse for Rent

    2249 Papermill Rd, Winchester, VA 22601

    Welcome home to modern luxury! This beautifully appointed townhome offers a perfect blend of style, comfort, and convenience. As you step inside, you'll be greeted by an open-concept living space featuring stunning Luxury Vinyl Plank (LVP) flooring that flows seamlessly throughout.The heart of the home is the meticulously designed, modern kitchen. It's a true entertainer's dream, boasting

    Raman Singh Prime Properties DMV, LLC.

    2249 Papermill Rd, Winchester, VA 22601
  • /36

    $335,000 Sold Aug 11, 2025

    • 1,238 Sq Ft
    • $271/SF
    • 50 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2020

    1312 S Kent St, Winchester, VA 22601

    Welcome to this beautifully maintained townhouse featuring 2 spacious bedrooms and 2.5 baths. The upstairs bonus room can be a guest bedroom, reading nook or office! Enjoy the convenience of both driveway parking and additional parking lot spaces. The modern kitchen boasts quartz countertops, a stylish backsplash, electric cooking, bamboo flooring, a pantry, and a reverse osmosis water

    Sheila Pack RE/MAX Roots

    1312 S Kent St, Winchester, VA 22601
    • /10

      Est $285,991 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,280 Sq Ft

      2963 Sorrell Ct, Winchester, VA 22601

      2963 Sorrell Ct, Winchester, VA 22601
  • /47

    $459,900

    • 3 Beds
    • 3.5 Baths
    • 2,686 Sq Ft

    106 Foxglove Dr, Winchester, VA 22602

    This 3BD/3.5BA Colonial combines modern upgrades with a versatile layout. The upper level showcases a spacious primary suite with dual walk-in closets and a bath featuring a soaking tub, glass-enclosed shower, and skylight. Two additional bedrooms with walk-in closets and a laundry room complete the floor. The main level offers a welcoming living room with fireplace, an updated kitchen with

    Matt Baer MarketPlace REALTY

    106 Foxglove Dr, Winchester, VA 22602
  • /25

    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft
    • Townhouse for Rent

    106 Stribling Way, Winchester, VA 22602

    Excellent commuter location—just minutes to I-81! Step inside to a spacious foyer that leads to a finished den/office with walkout access to the flat backyard. Upstairs you are welcomed by a light and bright living room which connects to the spacious kitchen. The kitchen features granite countertops, stainless steel appliances, and a center island, and flows seamlessly into the dining area with

    Heloisa Amar Samson Properties

    106 Stribling Way, Winchester, VA 22602
  • /37

    $362,500 Sold Aug 11, 2025

    • 2,788 Sq Ft
    • $130/SF
    • 65 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2021

    121 Stribling Way, Winchester, VA 22602

    Beautiful 3 level garage townhome in Freedom Manor. Built in 2021 with over 2,200 finished square feet of living space freshly painted and appointed with vinyl flooring and new carpeting. This property features 3 Beds, 2 Full Baths, 2 Half Baths and boasts an open floor plan with a spacious island kitchen with granite countertops and stainless steel appliance. This property is conveniently

    Mrs. Grace Bellows Samson Properties

    121 Stribling Way, Winchester, VA 22602
    • /27

      Est $288,760 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,280 Sq Ft

      2967 Sorrell Ct, Winchester, VA 22601

      2967 Sorrell Ct, Winchester, VA 22601
  • /56

    $609,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,847 Sq Ft

    118 Harvest Ridge Dr, Winchester, VA 22601

    Beautifully conceived HOME....floorplan maximizes one level living. Meticulously maintained neighborhood of 55 and better homes. Move in ready with freshly painted interior. Updated kitchen with SS appliances. Brand new top of the line HVAC system. Tankless hot water heater. Main level features low level threshold from garage to main entry. Complemented by full basement with large rec

    Dallas Croft Samson Properties

    118 Harvest Ridge Dr, Winchester, VA 22601
  • /18

    $720,000 Sold Aug 11, 2025

    • 4,758 Sq Ft
    • $151/SF
    • 62 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2006

    103 Aulee Ct, Winchester, VA 22602

    Welcome to this stunning brick-front single-family home in the desirable Twin Lakes neighborhood of Winchester, VA, offering over 4,700 sq ft of beautifully finished living space across three levels. Nestled on a private 1/3-acre lot that backs to a lush, tree-lined common area, this home combines luxury living with tranquil surroundings and easy access to a private lake.Inside, you'll be

    Jacqueline Lawlor Jack Lawlor Realty Company

    103 Aulee Ct, Winchester, VA 22602
    • /13

      Est $241,358 Not Listed For Sale

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

      422 Cornwallis Ct, Winchester, VA 22601

      422 Cornwallis Ct, Winchester, VA 22601
  • /25

    $297,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    230 Shenandoah Trail, Winchester, VA 22602

    ONE LEVEL LIVING in a quiet and peaceful setting ! Enjoy the custom open floor plan joining the large country kitchen (with direct access to a full bath, laundry and entertaining deck) to the inviting living room featuring a brick fireplace with wood burning stove and bay window. In addition, there is a light filled family room with exterior access, two bedrooms and a second full bath located in

    Wayne Wilson Thomas and Talbot Estate Properties, Inc.

    230 Shenandoah Trail, Winchester, VA 22602
  • /30

    $329,400 Sold Aug 08, 2025

    • 1,668 Sq Ft
    • $197/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1946

    613 Watson Ave, Winchester, VA 22601

    - In-town living at it's best - Great starter home- Fully renovated in 2023 - 4 bedrooms, 2 full bathrooms- Quiet street no thru traffic- Pretty and private backyard

    Teri Domanski Corcoran McEnearney

    613 Watson Ave, Winchester, VA 22601
    • /16

      Est $245,664 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
  • /102

    $688,900

    • 4 Beds
    • 3.5 Baths
    • 4,167 Sq Ft

    132 Cahille Dr, Winchester, VA 22602

    Location, Location, Location! This dream home is located minutes to Route 7, 50 and 81! Nestled in the prestigious Raven Pointe community, this exquisite Colonial residence embodies luxury and sophistication. Built in 2005, this lovingly maintained home boasts a harmonious blend of classic elegance and modern amenities, offering an unparalleled lifestyle. Step through the front door into the

    Danielle Dojcak Century 21 Redwood Realty

    132 Cahille Dr, Winchester, VA 22602
  • /31

    $359,900 Sold Aug 08, 2025

    • 1,740 Sq Ft
    • $207/SF
    • 2 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2010

    222 Monticello Square, Winchester, VA 22602

    Make sure you put this townhome on your list if you wish to live on the eastside of Winchester and have some sensational updates like: NEW " kitchen cabinets, quartz countertop, LVP flooring on first two levels, carpet in bedrooms, renovated primary bath with oversized walk in shower, double vanity with granite counters and new hardware throughout. Finished basement with half bath and a the

    Dave Spence RE/MAX Roots

    222 Monticello Square, Winchester, VA 22602
    • /34

      Est $402,579 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
  • /9

    $349,990

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    102 Coralyrose Ct, Winchester, VA 22602

    Better Than New – Freshly Painted & Packed with Charm!Welcome to 102 Coralyrose Ct, a thoughtfully crafted townhome built in 2022 by a local custom builder. Unlike today’s cookie-cutter developments, this home showcases quality, character, and craftsmanship within a boutique enclave of just 15 residences tucked off Senseny Road.Step inside to find fresh paint throughout and luxury

    Rajesh Cheruku Ikon Realty - Ashburn

    102 Coralyrose Ct, Winchester, VA 22602
  • /33

    $390,000 Sold Aug 08, 2025

    • 1,930 Sq Ft
    • $202/SF
    • 14 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2003

    658 Sherlock Trace, Winchester, VA 22601

    Welcome to 658 Sherlock Trace in Winchester, VA – a spacious and energy-efficient home with no HOA! Conveniently located near the intersection of Routes 11, 37, 7, and I-81, this property offers easy access for commuting, shopping, and daily essentials.This well-maintained residence features 5 generously sized bedrooms and 3 full bathrooms, perfect for families or guests. The thoughtfully

    Elcy Pereira Elcy & Co. Realty, LLC.

    658 Sherlock Trace, Winchester, VA 22601
    • /46

      Est $432,544 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
  • /44

    $590,000

    • 4 Beds
    • 2.5 Baths
    • 2,534 Sq Ft

    121 Raven Oaks Dr, Winchester, VA 22602

    Immaculately maintained, this like-new home offers the space, style, and modern features you deserve! One standout is the large unfinished basement -clean, open, and already equipped with rough plumbing for a future bathroom. Whether you envision extra storage, a spacious in-law suite, or the ultimate entertainment retreat, the possibilities are endless. The main level showcases an open-concept

    Rachel Lowell Trowbridge Realty Corporation

    121 Raven Oaks Dr, Winchester, VA 22602
  • /29

    $367,525 Sold Aug 08, 2025

    • 1,315 Sq Ft
    • $279/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    102 Meadowlark Ct, Winchester, VA 22602

    Welcome to this beautifully maintained 3 Bedroom 2 Bath home in the desirable neighborhood of Meadowlark Court in Winchester, Va. With a spacious interior, and a private backyard with a lovely shed for all your gardening tools or for a workshop. All season room off the master bedroom with a hot tub to relax in. This home is perfect for both relaxing and entertaining.

    Suzanne Simpson Fathom Realty

    102 Meadowlark Ct, Winchester, VA 22602
    • /40

      Est $429,665 Not Listed For Sale

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

      129 Garden Ct, Winchester, VA 22601

      129 Garden Ct, Winchester, VA 22601
  • /45

    $799,000

    • 6 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    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
  • /40

    $380,000 Sold Aug 08, 2025

    • 1,584 Sq Ft
    • $240/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    115 Tanglewood Ln, Winchester, VA 22602

    Welcome to 115 Tanglewood Lane - Located on a quiet, no-through street in one of Winchester’s incredible 55+ communities, this charming home offers the perfect blend of comfort, convenience, and low-maintenance living. Just minutes from historic downtown Winchester and walking distance to Creekside Station, you'll love having shops, restaurants, and local businesses right at your

    Tiffany Hunter ERA Oakcrest Realty, Inc.

    115 Tanglewood Ln, Winchester, VA 22602
    • /73

      Est $458,757 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
  • /145

    $980,000

    • 5 Beds
    • 5.5 Baths
    • 6,256 Sq Ft

    150 Ewell Dr, Winchester, VA 22602

    Welcome to Equestrian Estates, a sought-after Winchester community with no HOA, where this stately 5 bedroom, 6 bath colonial offers over 6,700 square feet of finished living space on nearly 3 acres. Originally built in 2007 and extensively updated in 2020, the home showcases high-end finishes throughout, including fully renovated bathrooms with luxury details such as smart toilets, heated floors

    Reed Jimenez Hunt Country Sotheby's International Realty

    150 Ewell Dr, Winchester, VA 22602
  • /89

    $595,000 Sold Aug 08, 2025

    • 3,086 Sq Ft
    • $193/SF
    • 103 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2005

    121 Carnmore Dr, Winchester, VA 22602

    Set on a quiet street in an established neighborhood is this lovely traditional home. Experience peace and tranquility on this large cul-de-sac lot. Front, side and back yards are large offering .28 private acres. Start the day with coffee on the wraparound porch and celebrate summer evenings by dining on the expansive Trex Deck. Community sidewalks and street-lights offer more enjoyment for

    Angela Duncan MarketPlace REALTY

    121 Carnmore Dr, Winchester, VA 22602
    • /41

      Est $331,707 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
  • /44

    $399,999

    • 4 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    501 National Ave, Winchester, VA 22601

    National avenue is getting an upgrade and you will enjoy the renovations in this 4 square colonial with plenty of space, high ceilings, modernized baths and kitchen to the upgraded electrical, plumbing, and lighting. Parking for two in the rear gives you swift access to your back porch and straight into the kitchen and two short steps to main level laundry. Double rear porches is a rare but you

    Dave Spence RE/MAX Roots

    501 National Ave, Winchester, VA 22601
  • /43

    $275,000 Sold Aug 07, 2025

    • 1,288 Sq Ft
    • $214/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    1000 Hickory Trail, Winchester, VA 22602

    Hickory Trail... WHAT A FIND!!! This home shows nicely and simply needs a little TLC, whether an investor, a DIY Enthusiast, or whatever your goals may be, this home has so many possibilities without a ton of work, so much so, there's simply not enough space to list them all! Inside you'll find spacious living, high ceilings in the living room and dine in kitchen, sizeable bedrooms and lovely

    Nicole Lewis Coldwell Banker Premier

    1000 Hickory Trail, Winchester, VA 22602
    • /34

      Est $378,313 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,276 Sq Ft

      311 Russelcroft Rd, Winchester, VA 22601

      311 Russelcroft Rd, Winchester, VA 22601
  • /2

    $389,000

    • 3 Beds
    • 3 Baths
    • 1,280 Sq Ft

    134 Cardinal Ln, Winchester, VA 22602

    One-level living with commuter convenience. This home offers 3 bedrooms and 2 full baths on the main level, including a primary suite with private bath. The lower level is unfinished but includes a full bathroom and connects directly to the attached one-car garage, giving plenty of storage and future finishing options.Located on Winchester’s east side, this property is positioned

    Barton Chasler Realty ONE Group Old Towne

    134 Cardinal Ln, Winchester, VA 22602
  • /13

    $229,900 Sold Aug 07, 2025

    • 1,018 Sq Ft
    • $226/SF
    • 23 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    2304 Front Royal Pike, Winchester, VA 22602

    This cozy brick ranch offers timeless charm with hardwood floors, a vintage tiled bath, and bright, sun-filled rooms. Set on a lovely lot with mature trees and shrubs. A perfect canvas for your personal touch or investment vision.

    Katrina Dotson EXIT Elite Realty

    2304 Front Royal Pike, Winchester, VA 22602
    • /33

      Est $372,017 Not Listed For Sale

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

      430 Wentworth Dr, Winchester, VA 22601

      430 Wentworth Dr, Winchester, VA 22601
  • /37

    $400,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 1.5 Baths
    • 1,598 Sq Ft

    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

Showing Results 401 - 440, Page 11 of 18

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