Winchester, VA Homes for Sale under $400,000

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  /17

  $349,990

  New Construction Open Sat 2PM - 4PM $40K PRICE DROP

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

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

  ***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*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

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
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  /40

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  406 Raccoon Dr, Winchester, VA 22602

  Back on market, no fault of seller! Seller has replaced main beam and has replaced several logs. Tucked away in the peaceful Wilde Acres neighborhood, this beautiful home offers the perfect balance of privacy, character, and comfort. Inside, you’re welcomed by stunning wide-plank heart pine flooring that brings warmth and timeless character to the living space. A newly updated shower adds a

  STEVEN REESE EXP REALTY LLC - STAFFORD

  406 Raccoon Dr, Winchester, VA 22602
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  /35

  $395,000

  Open Sat 3PM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  330 Wardensville Grade, Winchester, VA 22602

  Experience the perfect blend of peaceful country charm and modern convenience in this beautifully remodeled 3-bedroom, 1.5-bath home offering comfortable two-level living and true move-in-ready appeal. Thoughtfully updated throughout, this home features all new windows, siding, and roof installed in 2022, along with a HVAC system installed in 2021 with warranty coverage for added peace of mind.

  Stacey Rowe Real Broker LLC

  330 Wardensville Grade, Winchester, VA 22602
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  /34

  $350,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  231 Winchester Dr, Winchester, VA 22602

  Brand-new construction in Wilde Acres offering modern finishes, functional space, and access to a scenic community—all just minutes from Winchester. This 3-bedroom, 2-bath home features durable luxury vinyl plank flooring throughout and an open floor plan. The kitchen stands out with granite countertops, stainless steel appliances, and classic premium shaker style cabinetry—clean, modern, and

  Sheila Pack RE/MAX Roots

  231 Winchester Dr, Winchester, VA 22602
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  /24

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  104 Hilltop Terrace, Winchester, VA 22602

  THIS HOME IS A MUST SEE! THIS WELL CARED FOR MOVE IN READY HOME HAS NEW UPDATED STAINLESS APPLIANCES, NEW FLOORING THROUGHOUT AND NEWLY REFINISHED ORIGINAL HARDWOOD FLOORS. THIS 3 BEDROOM 1 BATHROOM HOME WITH 2 LIVING ROOMS HAS THE SPACE FOR GROWTH FOR THE NEXT FAMILY IN THIS SOUGHT AFTER COMMUNITY IN THE MIDDLE OF THE CITY BUT IN COUNTY LIMITS. BREATHE TAKING VIEWS FROM THE FRONT PORCH. BRAND

  Richard Kozlowski Real Broker, LLC

  104 Hilltop Terrace, Winchester, VA 22602
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  /12

  $369,900

  • Land
  • 11.49 Acres
  • $32,193 per Acre

  Lot 1 Tavistock Dr, Winchester, VA 22602

  Beautiful 11.49 acre Lot, approved for 3 bedroom perk, Tavistock Estates one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 1 Tavistock Dr, Winchester, VA 22602
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  /50

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,809 Sq Ft

  328 Longview Ave, Winchester, VA 22601

  This ranch home in Winchester City has been meticulously maintained. Beautiful hardwood floors. Dining room can be converted back to a third bedroom, simply install doors that are being stored in the basement. Basement is 75% finished and offers endless possibilities. The remaining 25% provides room for ample storage and/or a workshop. New HVAC installed in 2019, new water heater (2025) has never

  Kelly Bauer Coldwell Banker Premier

  328 Longview Ave, Winchester, VA 22601
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  /39

  $390,000

  Open Sun 1PM - 4PM

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  108 Wild Rose Cir, Winchester, VA 22602

  Welcome home to this beautifully renovated 4-bedroom, 2 full-bath rancher situated on a spacious 0.23-acre lot in the heart of Winchester. Thoughtfully updated from top (New Roof) to bottom, this move-in-ready home offers the perfect blend of modern finishes and comfortable living. The main level has newly installed LVP flooring, 3 bedrooms, a full bath, and a wood-burning fireplace. The fully

  Jon Fleming Weichert Realtors - Blue Ribbon

  108 Wild Rose Cir, Winchester, VA 22602
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  /25

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,658 Sq Ft

  203 Cranberry Ct, Winchester, VA 22602

  An exceptional opportunity for easy living in the desirable Cross Creek 55+ community! This spacious ranch-style home offers over 1,650 finished Sqft. and thoughtfully designed for comfortable everyday living and effortless entertaining! The home offers 2 bedrooms, 2 bathrooms, eat-in style kitchen & large living room + dedicated laundry room, attached 1 car garage and screened-in back patio!

  Lisa Behr Hunt Country Sotheby's International Realty

  203 Cranberry Ct, Winchester, VA 22602
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  /24

  $399,999

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,012 Sq Ft

  116 Nepal Ct, Winchester, VA 22602

  June 2026 Delivery – St. Paul G4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level | Larger Deck Beautiful wooded homesites overlooking trees and a creek below — HOA includes lawn care!Offering up to 2,012 sq. ft. of modern, open-concept living — customize your home your way, or keep everything as-is at this price, including a 4th bedroom. Home Highlights Open-concept main level – perfect

  Jimmy Thomas New Home Star Virginia, LLC

  116 Nepal Ct, Winchester, VA 22602
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  /35

  $399,990

  New Construction $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  1805 Harvest Dr, Winchester, VA 22601

  1805 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA ready for Summer move-in. Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances.

  D.R. Horton Builder

  1805 Harvest Dr, Winchester, VA 22601
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  /36

  $350,000

  New Construction $15K PRICE DROP

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

  513 Pheasant Dr, Winchester, VA 22602

  Welcome to this newly built colonial in Wilde Acres situated on 1/4 acre lot nestled among the trees and surrounded by a wall made of native stone. Upon entry, enjoy the open living area and wood floors which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless steel appliances. The convenient main level full bath also has hookup for stackable washer

  Ismael Carino MarketPlace REALTY

  513 Pheasant Dr, Winchester, VA 22602
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  /24

  $369,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  HomeSite 333 Nepal Ct, Winchester, VA 22602

  Fall 2026 Delivery | TBB – Build the Way You Like4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level Beautiful wooded homesites overlooking trees & a creek — HOA includes lawn care for easy living! Offering up to 2,000 sq. ft. of modern, open-concept living.Customize your home your way — or keep everything as-is at this price. Flexible Lower Level Options:Add a 4th bedroom + full bath

  Jimmy Thomas New Home Star Virginia, LLC

  HomeSite 333 Nepal Ct, Winchester, VA 22602
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  /22

  $339,995

  $200K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,310 Sq Ft

  593 N Kent St, Winchester, VA 22601

  This charming home, a short walk from historic Winchester, underwent a complete studs up renovation a few years ago. With all new insulation, roof, energy efficient double pane windows, and updated systems, it offers efficiency and ease. The open floor plan flows into a kitchen with a dedicated pantry closet. Three appropriately sized bedrooms include a master with its own bath. Plus, enjoy

  Lawrence Lessin Homes By Owner, Inc.

  593 N Kent St, Winchester, VA 22601
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  /33

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,451 Sq Ft

  420 E Pall Mall St, Winchester, VA 22601

  "Beautifully Renovated On Pall Mall St." This 2-bedroom, 2-full bath ranch style home is ready for you to move right in! Home has been completely painted on the inside, and the outside brick/concrete, side handrails, outside/inside of doors have been freshly painted. The kitchen has new granite counters, new sink & faucet, new LVP flooring and new stainless-steel appliances. Huge family room with

  Matt Kilmer Samson Properties

  420 E Pall Mall St, Winchester, VA 22601
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  /45

  $399,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  190 Sioux Loop, Winchester, VA 22602

  Don't miss this fantastic Adams townhome with 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the smart home features included, monitor your home from 500 miles away! *Photos, 3D

  D.R. Horton Builder

  190 Sioux Loop, Winchester, VA 22602

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