Winchester, VA Homes for Sale under $400,000

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  /40

  $380,000

  • 4 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  306 Mountain Falls Blvd, Winchester, VA 22602

  Welcome to 306 Mountain Falls Blvd – Your Peaceful Mountain Retreat Awaits!Nestled in the scenic beauty of the Mountain Falls Park community, this charming home offers the perfect blend of privacy, comfort, and modern living. Set on a spacious lot surrounded by trees and nature, you'll enjoy the serenity of country living with the convenience of being just a short drive to downtown Winchester

  

  Dunia Woodward

  Impact Real Estate, LLC

  (540) 730-1769

  306 Mountain Falls Blvd, Winchester, VA 22602
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  /23

  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  Northgate Plan at Hiatt Pointe at Snowden Bridge - 55+ Villas Collection, 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

  105 Wagtail Ln Unit 36578847, Winchester, VA 22603
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  /2

  $399,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,630 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' 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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  /24

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  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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  /32

  $399,900 Open Sat 12PM - 2PM

  • 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
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  /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
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  /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
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  /37

  $400,000

  • 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
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  /17

  $399,990

  • 3 Beds
  • 3.5 Baths
  • 1,630 Sq Ft

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

  **SPECIAL OFFER! Receive Up to 15K IN FLEX CASH FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!**Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large walk-in closet, dual vanity, and oversized seated shower in primary bath.

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
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  /69

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft

  301 Liberty Ave, Winchester, VA 22601

  Welcome to 301 Liberty Ave, FALL IN LOVE with this charming all brick colonial residence situated in the heart of downtown Winchester. Just blocks away from the scenic walking mall you’ll discover an array of quaint shops, restaurants and the renowned Apple Blossom Parade route. This meticulously fully remodeled home boasts three spacious bedrooms and two luxurious bathrooms and is ready for a

  John Ashton Equity Realty

  301 Liberty Ave, Winchester, VA 22601
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  /35

  $364,900

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  3 N Purcell Ave, Winchester, VA 22601

  This charming 4-bedroom bungalow, beautifully renovated in 2015, offers a perfect blend of modern comfort and classic appeal. Step inside to discover hardwood floors and crown moldings that enhance the inviting atmosphere. The country-style kitchen features ample table space, ideal for gatherings. With two full bathrooms and an entry-level bedroom, convenience is at your fingertips. Outside,

  mary kakouras On The Market Properties

  3 N Purcell Ave, Winchester, VA 22601
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  /30

  $370,000

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft

  323 Russelcroft Rd, Winchester, VA 22601

  Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home .Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

  Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

  323 Russelcroft Rd, Winchester, VA 22601
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  /26

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1004 S Cameron St, Winchester, VA 22601

  PRICE REDUCED***Renovated Home in Winchester neighborhood.*** You’ll enter the house and find a spacious living room. As you continue walking, you’ll be led to the fully renovated kitchen. The kitchen features stainless steel appliances, including a new refrigerator, stove, microwave, dishwasher, new cabinets, and a granite countertop. The laundry room, located conveniently on the main level,

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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  /36

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,489 Sq Ft

  110 Hill Valley Dr, Winchester, VA 22602

  Charming 3-bedroom, 2.5-bath split-foyer home with inviting features and modern updates! The kitchen boasts beautiful wood floors, Corian countertops, stainless steel appliances, an island, a stylish backsplash, and a pantry for extra storage. The lower level offers a cozy family room, a convenient half bath, and a laundry area. Enjoy outdoor living on the exterior sun porch, stamped concrete

  Sheila Pack RE/MAX Roots

  110 Hill Valley Dr, Winchester, VA 22602
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  /24

  $369,900 New Construction

  • 3 Beds
  • 2.5 Baths

  613 Laurelwood Cir, Winchester, VA 22601

  Brand new end-unit townhouse in Laurelwood Commons Community, located just minutes from the heart of downtown. This stylish two-story townhouse features a welcoming foyer that leads into a bright, open-concept great room, perfect for relaxing or entertaining. The gourmet kitchen is equipped with stainless steel appliances, ample cabinetry, and a spacious island that flows seamlessly into

  Dev Patel Samson Properties

  613 Laurelwood Cir, Winchester, VA 22601
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  /27

  $369,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  104 Pomo Ln, Winchester, VA 22602

  Discover the Delmar by D.R. Horton—a thoughtfully designed interior townhome that combines comfort, style, and convenience. With 1,500 square feet of living space, this two-story home features 3 bedrooms, 2.5 bathrooms, and a 1-car garage, perfectly suited for low-maintenance living without sacrificing space. The main level offers an open-concept layout where the modern kitchen seamlessly

  

  D.R. Horton

  Builder

  104 Pomo Ln, Winchester, VA 22602
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  /27

  $369,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  102 Pomo Ln, Winchester, VA 22602

  Introducing the Delmar by D.R. Horton—a spacious and stylish interior townhome designed for easy, low-maintenance living. This two-story home offers 1,500 square feet of well-planned space with 3 bedrooms, 2.5 bathrooms, and a 1-car garage. The open-concept main level features a modern kitchen with a large island, plenty of cabinet space, and an oversized pantry—all flowing seamlessly into the

  

  D.R. Horton

  Builder

  102 Pomo Ln, Winchester, VA 22602
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  /27

  $369,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  106 Pomo Ln, Winchester, VA 22602

  Welcome to the Delmar by D.R. Horton—a beautifully crafted interior townhome offering the low-maintenance lifestyle you want with the space you need. This two-story home features 3 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,500 square feet of smartly designed living space. Step inside to an open main level where the stylish kitchen flows effortlessly into the dining and living areas. You’ll

  

  D.R. Horton

  Builder

  106 Pomo Ln, Winchester, VA 22602
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  /18

  $369,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  219 Shenandoah Trail, Winchester, VA 22602

  Delivery end of October. Low in the community, close to entrance, walking distance to beach. No attached garage to be included. 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, Kitchean w/

  Jim Thomson Realty ONE Group Old Towne

  219 Shenandoah Trail, Winchester, VA 22602
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  /28

  $374,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  0 Heirloom Way Unit VAFV2021776, Winchester, VA 22603

  Build this Brand New Northgate villa in Brookfield Residential's newest Active Adult community, Hiatt Pointe at Snowden Bridge, a gated community for those persons 55 or better for 2025 move in!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

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  0 Heirloom Way Unit VAFV2021776, Winchester, VA 22603
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  /31

  $354,900

  • 4 Beds
  • 2 Baths
  • 915 Sq Ft

  414 Elm St, Winchester, VA 22601

  Completely renovated four-bedroom, two-bath home in Winchester. Upgraded kitchen with new 42-inch cabinets, quartz countertops, and brand new appliances. Tastefully painted, new windows, new flooring, new HVAC, upgraded electric fixtures, and plumbing. Totally remodeled bathrooms. Very spacious walkout basement with a bedroom and bath. Huge flat backyard with a stone patio.Excellent commuter

  Aracely Rivera First Decision Realty LLC

  414 Elm St, Winchester, VA 22601
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  /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
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  /20

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  123 Whirlwind Dr, Winchester, VA 22602

  Welcome home to this beautiful, well maintained, end unit townhome in the highly sought after Windstone community. This spacious townhome has 3 nice size bedrooms, 2 full baths and a powder room on the main level. Open kitchen/dining with sliding glass doors going out onto the deck for the perfect spot to dine outside or just enjoy your morning coffee! Unfinished basement can easily be finished

  Amy Conover Real Broker, LLC

  123 Whirlwind Dr, Winchester, VA 22602
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  /27

  $318,000

  • 3 Beds
  • 2 Baths
  • 1,119 Sq Ft

  414 Raccoon Dr, Winchester, VA 22602

  Affordable Gem! Better than new home just over 1 year old with added wood rear fence $12,000 and shed.$5,000 Level flat lot (over 1/2 acre) close to entrance (98% paved roads to home). Covered front porch (trex). Open floor plan with LVP flooring (no carpeting). Tiled baths and wooden shelves/organizer walk in closet.

  Jim Thomson Realty ONE Group Old Towne

  414 Raccoon Dr, Winchester, VA 22602
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  /30

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  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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  /44

  $359,000

  • 2 Beds
  • 1 Bath
  • 1,348 Sq Ft

  242 Footstone Ln, Winchester, VA 22603

  Peaceful Country Retreat on 4.7 Acres – Minutes from WinchesterDiscover the perfect blend of comfort, charm, and privacy in this unique country home, ideally situated just minutes from Winchester. Nestled on a quiet gravel lane with a road maintenance agreement in place, this beautifully maintained property features a timeless stone and brick exterior and rich hardwood floors throughout.

  Kristina Towns Weichert Realtors - Blue Ribbon

  242 Footstone Ln, Winchester, VA 22603
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  /47

  $325,000

  • Land
  • 15 Acres
  • $21,667 per Acre

  000 Light Rd, Winchester, VA 22603

  Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever

  Melissa Johnston ERA Oakcrest Realty, Inc.

  000 Light Rd, Winchester, VA 22603
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  /49

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  118 E Monmouth St, Winchester, VA 22601

  Charming Remodeled Colonial in Historic Old Town WinchesterYou’ll fall in love with this beautifully updated Colonial located in the heart of Winchester’s Historic District. Just steps from the Downtown Pedestrian Mall, Handley High School, and local shops and restaurants, this home blends timeless character with modern convenience.• 4 Bedrooms 1.5 Bathrooms• Restored original

  Scott Dawson Oakcrest Commercial LLC.

  118 E Monmouth St, Winchester, VA 22601
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  /39

  $324,900

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft

  102 Elk Trail, Winchester, VA 22602

  Split Foyer with plenty of space and a heck of a view in the private community of Wilde Acres. From your breakfast room you will pan out to see the Shenandoah valley and your private backyard is set with a wooded backdrop. this 4 bedroom abode adopts the sense of open space along with traditional bedroom layout on the main floor with your entertaining room both off the kitchen and in the

  Dave Spence RE/MAX Roots

  102 Elk Trail, Winchester, VA 22602
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  /41

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft

  316 Virginia Ave, Winchester, VA 22601

  Well maintained Colonial offering timeless character and modern potential in the heart of Winchester. This 3-bedroom, 1 1/2 bath home features beautiful hardwood floors, a spacious living area, formal dining room, and a well-sized kitchen with ample pantry storage. Finished basement with lots of space and also huge attic space with room for storage or play room. 15 Year old roof, new

  Berta Vasquez Samson Properties

  316 Virginia Ave, Winchester, VA 22601
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  /35

  $349,990

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  1005 Pennsylvania Ave, Winchester, VA 22601

  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 kitchen with new cabinets and countertops. No HOA restrictions.

  Nathalie Acosta Spring Hill Real Estate, LLC.

  1005 Pennsylvania Ave, Winchester, VA 22601
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  /31

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,686 Sq Ft

  109 Cranberry Ct, Winchester, VA 22602

  Beautiful 2 bedroom, 2 full bath home in one of Winchester's most sought after 55+ communities, Cross Creek! Open and spacious, with a cozy fireplace in the living room, bright and sunny eat-in kitchen has plenty of cabinets and ample room for table and chairs. Dining area is open to the large living room, with a bonus fully enclosed sunroom overlooking the fenced backyard! Amenities include

  Meghan Pachas Realty ONE Group Old Towne

  109 Cranberry Ct, Winchester, VA 22602
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  /50

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  416 Bluebird Trail, Winchester, VA 22602

  Just Listed – Beautifully Remodeled 3 Bedroom, 2 Bath Rambler! Step into comfort and style with this newly remodeled rambler featuring 3 spacious bedrooms and 2 modern bathrooms. Every inch of this home has been updated – including brand-new appliances, luxury flooring throughout, and fresh finishes that make it move-in ready. Enjoy peaceful wooded views from your private back deck, perfect for

  Lisa Blansett Mountains Edge Realty LLC

  416 Bluebird Trail, Winchester, VA 22602
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  /62

  $323,000

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

  151 Mccormick Cir Unit 203, Winchester, VA 22602

  55+ Condo Community, this charming 2-bedroom, 2-bathroom unit offers a perfect blend of comfort and style, featuring a Craftsman architectural design that welcomes you home. Step inside to find a thoughtfully designed interior with a combination kitchen and dining area, ideal for entertaining or enjoying quiet meals. The spacious family room off the kitchen is perfect for relaxation, while the

  Wanda Garris Miller Century 21 Redwood Realty

  151 Mccormick Cir Unit 203, Winchester, VA 22602
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  /13

  $349,999

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  505 Green St, Winchester, VA 22601

  Charming 3-Level Split Home in the Heart of Winchester!This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate area. The main level boasts a warm and

  Julissa Rodriguez Vaze Realty

  505 Green St, Winchester, VA 22601
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  /22

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1399 Chestnut Grove Rd, Winchester, VA 22603

  One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

  Emma Kerns MarketPlace REALTY

  1399 Chestnut Grove Rd, Winchester, VA 22603
• 

  

  /22

  $334,900

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

  140 Mccormick Cir Unit 403, Winchester, VA 22602

  Nearly-new 55+ condominium located in Winchester Landing, offering comfort, convenience, and style just minutes from town. Step inside to an open floor plan filled with natural light, featuring a bright and modern kitchen with quartz countertops, a center island with sink, and sleek lighting that makes entertaining a breeze.The oversized primary suite is a true retreat, complete with a

  Sharon Farinholt Realty ONE Group Old Towne

  140 Mccormick Cir Unit 403, Winchester, VA 22602
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  /25

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  Completely remodeled! Come enjoy ALL new everything, new electric, new windows, luxury floors, freshlypainted walls and brand-new custom kitchen and bathrooms, and all new plumbing and electricthroughout, nothing has been left untouched! New Mini Split HVAC system. Large living room opens into a gorgeous wrap aroundpeninsula kitchen with brand new Samsung appliances, granite

  Lawrence Lessin Homes By Owner, Inc.

  553 Highland Ave, Winchester, VA 22601
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  /28

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,376 Sq Ft

  230 Allison Ave, Winchester, VA 22601

  Welcome to 230 Allison Avenue, a recently renovated 3-bedroom, 1-bath home on a spacious 0.23-acre lot in Winchester. Ideally located just 1 mile from Winchester Medical Center and only minutes to Walmart Supercenter, shops, restaurants, and vibrant downtown Winchester, this home offers both convenience and charm. Step inside to discover a thoughtfully updated interior featuring luxury vinyl

  Jon Fleming Weichert Realtors - Blue Ribbon

  230 Allison Ave, Winchester, VA 22601
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  /27

  $339,000

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

  425 Beechcroft Rd, Winchester, VA 22601

  One level living in a sturdy, large (over 2000+/- SF) brick rancher close to all amenities? Fourth bedroom area with separate rear entrance, half bath and kitchen cabinets and sink for private studio or in-law studio. Roof replaced Nov, 2022. New, wide concrete front stairs just installed. Brand new stacked washer dryer. New built-in microwave. New sump pump. Needs an owner who wants to

  Laurel Murray Samson Properties

  425 Beechcroft Rd, Winchester, VA 22601

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