36,940

Winchester, VA Homes

Section Image
  • /21

    $99,900

    • Land
    • 0.65 Acre
    • $153,692 per Acre

    222 Siler Ln, Winchester, VA 22603

    UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

    Erick Erdal Long & Foster Real Estate, Inc.

    222 Siler Ln, Winchester, VA 22603
  • /31

    $529,990 Sold Sep 25, 2025

    214 Munsee Cir, Winchester, VA 22602

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft
    • Built 2025

    Last Sold Summary

    • $219/SF
    • 10 Days On Market

    Last Listing Agent Brooks Sears D R Horton Realty of Virginia LLC

    214 Munsee Cir, Winchester, VA 22602
    • /16

      Est $251,625 Not Listed For Sale

      503 Yorktowne Place, Winchester, VA 22601

      • 2 Beds
      • 1.5 Baths
      • 1,116 Sq Ft
      • Built 1984
      503 Yorktowne Place, Winchester, VA 22601

      Last Sold Summary

      • 5% Above List Price
      • $214/SF
      • 3 Days On Market

      Last Sold Price $239,000

      Last Listing Agent Jennifer Sacco RE/MAX

  • /3

    $275,000 Under Contract

    • Land
    • 5.04 Acres
    • $54,563 per Acre

    LOT 23 - Greenfield Dr, Winchester, VA 22603

    Spring Valley Estates. A rare opportunity to find a 5-Acre lots within 5 minutes of downtown Winchester and the Valley Health Medical Center. James Wood High School and Apple Pie Elementary within a mile of this lot. Fully built lot with road to the lot. No cert letter on file. Buyer can buy the lot and build their dream house or for future investment purposes.

    JP Carr Merrifield Realty, LLC

    LOT 23 - Greenfield Dr, Winchester, VA 22603
  • /38

    $499,000 Sold Jun 27, 2025

    305 W Whitlock Ave, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 2,926 Sq Ft
    • Built 1964

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $506,991

    Last Listing Agent Gillian Greenfield Coldwell Banker Premier

    305 W Whitlock Ave, Winchester, VA 22601
    • /47

      Est $451,500 Not Listed For Sale

      2894 Packer St, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 2,460 Sq Ft
      • Built 2006
      2894 Packer St, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $173/SF
      • 7 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Renzo Falla RE/MAX

  • /42

    $459,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,805 Sq Ft

    407 Jefferson St, Winchester, VA 22601

    READY FOR BUYER! TURN KEY classic colonial, fully UPDATED, and WALKABLE to downtown! *3 LEVELS totalling 2568 SF* Stroll to the restaurants in Old Town, enjoy the activities at Handley, or walk to the trails at MSV! NEW roof, HVAC, privacy fencing, custom paint and built-in cabinetry, plus new stainless steel appliances, including washer/dryer. Get creative in the FINISHED LOWER LEVEL with

    Gillian Greenfield Coldwell Banker Premier

    407 Jefferson St, Winchester, VA 22601
  • /51

    $430,000 Sold Apr 23, 2025

    319 Ridge Rd, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 1984

    Last Sold Summary

    • $197/SF
    • 2 Days On Market

    Current Estimated Value $430,811

    Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

    319 Ridge Rd, Winchester, VA 22602
    • /46

      Est $447,810 Not Listed For Sale

      201 Russelcroft Rd, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 3,066 Sq Ft
      • Built 1970
      201 Russelcroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 5% Above List Price
      • $139/SF
      • 10 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Dorothy Vance The KW Collective

  • /23

    $449,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    124 Trellis View Ln, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for

    124 Trellis View Ln, Winchester, VA 22602
  • /40

    $759,900 Sold Mar 31, 2025

    208 Clayhill Dr, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 3,254 Sq Ft
    • Built 1993

    Last Sold Summary

    • $234/SF
    • 3 Days On Market

    Current Estimated Value $770,581

    Last Listing Agent Katherine (Kat) Wetzel Century 21 Redwood Realty

    208 Clayhill Dr, Winchester, VA 22602
    • /40

      Est $428,860 Not Listed For Sale

      129 Garden Ct, Winchester, VA 22601

      • 3 Beds
      • 3 Baths
      • 2,613 Sq Ft
      • Built 1970
      129 Garden Ct, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $155/SF
      • 3 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  • /16

    $269,900 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    403 Tudor Dr, Winchester, VA 22603

    Tudor Square Townhouse. Great location to Interstate I-81, Rt.37 By-Pass and Rt. 522 N. Walking Distance to Martins Shopping Center. Valley Health Winchester Medical Center Approximately 3 miles. Near Winchester Downtown Area. Two large bedrooms, 1 I/2 baths offers Large Kitchen Eat-in, Luxury Vinyl Flooring and Dining with Stainless Steel Appliances. Large Living Room with Bay Window and

    George Johnson Jim Barb Realty Inc.

    403 Tudor Dr, Winchester, VA 22603
  • /87

    $578,000 Sold Nov 18, 2025

    107 Roszel Rd, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 3,232 Sq Ft
    • Built 1960

    Last Sold Summary

    • $179/SF
    • 59 Days On Market

    Current Estimated Value $585,650

    Last Listing Agent John Scully Colony Realty

    107 Roszel Rd, Winchester, VA 22601
    • /73

      Est $464,273 Not Listed For Sale

      212 W Cedarmeade Ave, Winchester, VA 22601

      • 5 Beds
      • 2.5 Baths
      • 2,899 Sq Ft
      • Built 1967
      212 W Cedarmeade Ave, Winchester, VA 22601

      Last Sold Summary

      • 13% Above List Price
      • $141/SF
      • 91 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Gina Chatham Century 21 Redwood Realty

  • /34

    $604,990 Pending

    • 6 Beds
    • 4 Baths
    • 3,127 Sq Ft

    137 Mascouten St, Winchester, VA 22602

    The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3200 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

    Brooks Sears D R Horton Realty of Virginia LLC

    137 Mascouten St, Winchester, VA 22602
  • /64

    $850,000 Sold May 13, 2025

    765 Seldon Dr, Winchester, VA 22601

    • 4 Beds
    • 3.5 Baths
    • 4,144 Sq Ft
    • Built 1998

    Last Sold Summary

    • $205/SF
    • 0 Days On Market

    Current Estimated Value $853,716

    Last Listing Agent Dan Whitacre Colony Realty

    765 Seldon Dr, Winchester, VA 22601
    • /41

      Est $335,506 Not Listed For Sale

      309 Wentworth Dr, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,148 Sq Ft
      • Built 1966
      309 Wentworth Dr, Winchester, VA 22601

      Last Sold Summary

      • 16% Above List Price
      • $253/SF
      • 4 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Julie Teets ERA Oakcrest Realty, Inc.

  • /52

    $347,500

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    217 Myrtle Ave, Winchester, VA 22601

    PRICE IMPROVEMENT!! Newly renovated and move-in ready! Everything is brand new in this super cute ranch home with a craftsman-style feel. Located in the City of Winchester in Northwestern Hills, schedule your appointment to see this stunning 3 BR 1 BA home with detached garage. New vinyl siding, roof, heat pump, GE appliances, cabinets, granite countertops, undercabinet lighting, flooring,

    Pamela Foltz Realty ONE Group Old Towne

    217 Myrtle Ave, Winchester, VA 22601
  • /53

    $304,500 Sold Apr 30, 2025

    733 Welltown Rd, Winchester, VA 22603

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1977

    Last Sold Summary

    • $259/SF
    • 19 Days On Market

    Current Estimated Value $309,330

    Last Listing Agent Hailey Mooney Real Broker, LLC

    733 Welltown Rd, Winchester, VA 22603
    • /33

      Est $384,941 Not Listed For Sale

      430 Wentworth Dr, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 2,211 Sq Ft
      • Built 1954
      430 Wentworth Dr, Winchester, VA 22601

      Last Sold Summary

      • 5% Above List Price
      • $166/SF
      • 108 Days On Market

      Last Sold Price $367,500

      Last Listing Agent Traci Shoberg Samson Properties

  • /16

    $340,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    718 Panther Dr, Winchester, VA 22602

    Brand-new construction in the Wilde Acres community of Frederick County, now with the seller offering a $5,000 CREDIT toward buyer closing costs with acceptable terms. This 3-bedroom, 2.5-bath Colonial-style home is planned to offer approximately 1,512 finished square feet across three levels and sits on a spacious 0.25-acre lot. Designed for modern living, the main level features an open-concept

    Abby Walters Preslee Real Estate

    718 Panther Dr, Winchester, VA 22602
  • /49

    $525,000 Sold Mar 14, 2025

    2853 Packer St, Winchester, VA 22601

    • 5 Beds
    • 3.5 Baths
    • 3,284 Sq Ft
    • Built 2007

    Last Sold Summary

    • $160/SF
    • 209 Days On Market

    Current Estimated Value $549,364

    Last Listing Agent Robert Adams Weichert Realtors - Blue Ribbon

    2853 Packer St, Winchester, VA 22601
    • /37

      Est $391,465 Not Listed For Sale

      429 Beechcroft Rd, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 1965
      429 Beechcroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $185/SF
      • 18 Days On Market

      Last Sold Price $369,900

      Last Listing Agent Dan Whitacre Colony Realty

  • /40

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 2,110 Sq Ft

    188 Marquis Ct, Winchester, VA 22603

    This spacious 4 bedroom ranch style home situated on 8.72 acres has a GREAT location convenient to schools, parks, shopping , major highways and at a GREAT price consisting of 1,910 sq. ft. of living space on the main level, offering a full partially finished basement with a full bath, window(s) and a french door leading to the rear yard. The home offers loads of storage, handicapped access on

    Sue Carpenter Long & Foster Real Estate, Inc.

    188 Marquis Ct, Winchester, VA 22603
  • /31

    $254,000 Sold May 28, 2025

    105 Deer Trail, Winchester, VA 22602

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft
    • Built 1973

    Last Sold Summary

    • $318/SF
    • 2 Days On Market

    Current Estimated Value $255,359

    Last Listing Agent Nadeem Helfer Corcoran McEnearney

    105 Deer Trail, Winchester, VA 22602
    • /27

      Est $350,899 Not Listed For Sale

      433 Beechcroft Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,328 Sq Ft
      • Built 1960
      433 Beechcroft Rd, Winchester, VA 22601

      Last Sold Summary

      • $263/SF
      • 19 Days On Market

      Last Sold Price $349,900

      Last Listing Agent Natasha Roberts Realty ONE Group Old Towne

  • /22

    $550,000 Under Contract

    • Land
    • 3.69 Acres
    • $149,051 per Acre

    353 Greenwood Rd, Winchester, VA 22602

    Raw land totaling 3.69 acres zoned R-P in a great location right off Route 7 at the intersection of Greenwood Road and Valley Mill. Great opportunity with the possibility to build a home or even multiple townhouses!Survey attached to the listing.

    Amanda Magana RE/MAX Roots

    353 Greenwood Rd, Winchester, VA 22602
  • /53

    $604,000 Sold May 23, 2025

    219 Plow Run Ln, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 2,177 Sq Ft
    • Built 2017

    Last Sold Summary

    • $277/SF
    • 99 Days On Market

    Current Estimated Value $612,124

    Last Listing Agent Angela Duncan MarketPlace REALTY

    219 Plow Run Ln, Winchester, VA 22602
    • /34

      Est $391,318 Not Listed For Sale

      523 Applecroft Rd, Winchester, VA 22601

      • 4 Beds
      • 2 Baths
      • 1,847 Sq Ft
      • Built 1958
      523 Applecroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 4% Above List Price
      • $203/SF
      • 4 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Rebecca Haughian Redfin Corporation

  • /22

    $549,990 Open Wed 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,476 Sq Ft

    26 Williamson Rd, Winchester, VA 22602

    The to be built Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform

    Greta Fernandez New Home Star Virginia, LLC

    26 Williamson Rd, Winchester, VA 22602
  • /68

    $390,000 Sold May 29, 2025

    239 Glenridge Dr, Winchester, VA 22602

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1989

    Last Sold Summary

    • $162/SF
    • 81 Days On Market

    Current Estimated Value $413,003

    Last Listing Agent Jeffrey Konrady Realty ONE Group Old Towne

    239 Glenridge Dr, Winchester, VA 22602
    • /54

      Est $539,528 Not Listed For Sale

      604 Kernstown Ct, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 2,495 Sq Ft
      • Built 2000
      604 Kernstown Ct, Winchester, VA 22601

      Last Sold Summary

      • 14% Above List Price
      • $190/SF
      • 3 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Brett Sowder RE/MAX

  • /7

    $499,000

    • Land
    • 17.98 Acres
    • $27,753 per Acre

    Lot 13 Tavistock Dr, Winchester, VA 22602

    Beautiful 17.98 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 13 Tavistock Dr, Winchester, VA 22602
  • /28

    $340,000 Sold Mar 07, 2025

    109 Monticello Square, Winchester, VA 22602

    • 3 Beds
    • 4 Baths
    • 1,780 Sq Ft
    • Built 2009

    Last Sold Summary

    • $191/SF
    • 11 Days On Market

    Current Estimated Value $342,407

    Last Listing Agent Katie Deskins Century 21 Redwood Realty

    109 Monticello Square, Winchester, VA 22602
    • /90

      Est $540,623 Not Listed For Sale

      627 Pritchards Hill Ct, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 2,632 Sq Ft
      • Built 1998
      627 Pritchards Hill Ct, Winchester, VA 22601

      Last Sold Summary

      • 9% Above List Price
      • $189/SF
      • 3 Days On Market

      Last Sold Price $496,799

      Last Listing Agent Stephanie Feltner Realty ONE Group Old Towne

  • /47

    $279,000

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

    106 W Southwerk St, Winchester, VA 22601

    This charming 3-bedroom, 1.5-bath Colonial is perfectly located just minutes from Old Town Winchester and steps from Handley High School, giving you easy access to local restaurants, shops, and community events. Enjoy slow mornings on the covered front porch with your coffee, or gather with friends and family on the spacious back deck. Inside, you’ll find warm, comfortable living spaces filled

    Laura White ERA Oakcrest Realty, Inc.

    106 W Southwerk St, Winchester, VA 22601
  • /35

    $650,000 Sold Apr 30, 2025

    101 Jeni Ct, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 2,501 Sq Ft
    • Built 2015

    Last Sold Summary

    • $260/SF
    • 7 Days On Market

    Current Estimated Value $670,290

    Last Listing Agent Dave Spence RE/MAX Roots

    101 Jeni Ct, Winchester, VA 22602
    • /49

      Est $557,651 Not Listed For Sale

      2833 Saratoga Dr, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 2,424 Sq Ft
      • Built 2000
      2833 Saratoga Dr, Winchester, VA 22601

      Last Sold Summary

      • 13% Above List Price
      • $204/SF
      • 4 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Sherri Kitts RE/MAX

  • /5

    $349,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    Lot 33 Falcon Trail, Winchester, VA 22602

    New Construction on 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining.Owner’s Suite: Large master

    Jim Thomson Realty ONE Group Old Towne

    Lot 33 Falcon Trail, Winchester, VA 22602

Showing Results 641 - 680, Page 17 of 18

How to Buy a Home How to Finance a Home How to Sell a Home