Winchester, VA Homes

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  /4

  $682,520

  New Construction $3K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  111 Malbec Ct, Winchester, VA 22602

  The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

  Maronda Homes Builder

  111 Malbec Ct, Winchester, VA 22602
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  /24

  $1,650 Per Month

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft
  • Townhouse for Rent

  103 Sutton Ct, Winchester, VA 22601

  Back on the market and fully available! 3 bedroom, 2 full bath townhouse in desirable Huntington Meadows with a fenced, rear yard available immediately! Excellent location for commuters! New laminate flooring in all the bedrooms. Pets allowed on a case by case with a $300 per pet refundable deposit and monthly pet rent of $25 per pet. Rentspree application online. Looking for good credit and

  Natalie Langford ERA Oakcrest Realty, Inc.

  103 Sutton Ct, Winchester, VA 22601
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  /43

  $295,500

  Sold Oct 31, 2025

  206 Barrington Ln, Winchester, VA 22601

  • 2 Beds
  • 2.5 Baths
  • 1,604 Sq Ft
  • Built 1994

  Last Sold Summary

  • $184/SF
  • 6 Days On Market

  Current Estimated Value $301,822

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

  206 Barrington Ln, Winchester, VA 22601
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  /15

  Not Listed For Sale

  634 Hemsworth Ln, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 2025

  634 Hemsworth Ln, Winchester, VA 22601

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /10

  $1,035,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,947 Sq Ft

  0 Lot 60 Gravenstein Ct Unit VAFV2045018, Winchester, VA 22602

  MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester VirginiaBase price shown is for the Boxwood MAIN LEVEL Owners Suite FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and multi-generational options.All homes include exceptional standard features including 10' main level

  Daniel Boris Pearson Smith Realty, LLC

  0 Lot 60 Gravenstein Ct Unit VAFV2045018, Winchester, VA 22602
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  /6

  $1,350 Per Month

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

  4 W Cork St Unit 1, Winchester, VA 22601

  Welcome to Apt. 1 at 4 W. Cork Street, a beautifully located residence in the heart of historic downtown Winchester. This inviting apartment offers the perfect blend of character, convenience, and city living. Enjoy easy access to local restaurants, coffee shops, boutiques, entertainment, and the vibrant Old Town walking mall—all just steps from your front door.

  Patrick Slate Keller Williams Realty

  4 W Cork St Unit 1, Winchester, VA 22601
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  /45

  $77,000

  Sold Jul 17, 2026

  135 Gregory Place, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Built 2018

  Last Sold Summary

  • 30% Below List Price
  • $52/SF
  • 116 Days On Market

  Current Estimated Value $102,000

  Last Listing Agent Diego Abregu Keller Williams Realty

  135 Gregory Place, Winchester, VA 22603
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  /5

  Not Listed For Sale

  122 Wagtail Ln, Winchester, VA 22603

  • 3 Beds
  • 3 Baths
  • 2,999 Sq Ft
  • Built 2025

  122 Wagtail Ln, Winchester, VA 22603

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC
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  /42

  $499,990

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,264 Sq Ft

  114 Carnation Way, Winchester, VA 22603

  Under construction for fall move in! Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after gated active‑adult community. Designed with today’s vibrant 55+ lifestyle in mind, the home offers effortless main‑level living with both a primary and secondary bedroom conveniently located on the first floor, along with a

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  114 Carnation Way, Winchester, VA 22603
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  /14

  $1,250 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  220 E Whitlock Ave, Winchester, VA 22601

  Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 2-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides abundant

  Meghan Pachas MAP Property Solutions, LLC.

  220 E Whitlock Ave, Winchester, VA 22601
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  /69

  $527,500

  Sold Aug 25, 2026

  110 Grindstone Dr, Winchester, VA 22602

  • 4 Beds
  • 4 Baths
  • 4,055 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $130/SF
  • 38 Days On Market

  Current Estimated Value $524,252

  Last Listing Agent Daune Zook Samson Properties

  110 Grindstone Dr, Winchester, VA 22602
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  /23

  Not Listed For Sale

  108 Manasquan Way, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft
  • Built 2025

  108 Manasquan Way, Winchester, VA 22602

  Last Sold Summary

  • 21 Days On Market
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  /83

  $1,025,000

  • 5 Beds
  • 3.5 Baths
  • 3,870 Sq Ft

  632 Stonymeade Dr, Winchester, VA 22602

  Opportunities in Stonymeade don't come along often—and once you arrive, it's easy to understand why. Tucked away on 3.2 beautifully maintained acres with a wooded perimeter, this custom-built Joe Mohr home feels wonderfully removed from the world, yet shops, restaurants and Winchester Medical Center are just 5–7 minutes away and Old Town Winchester is only 10 minutes from your

  Katrina Smith Samson Properties

  632 Stonymeade Dr, Winchester, VA 22602
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  /43

  $2,495 Per Month

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Townhouse for Rent

  656 Arden Ct, Winchester, VA 22601

  656 Arden Ct is an attractive new 3 level townhome with full brick front in Winchester, VA. Ready to move-in LEASE! Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including

  Swaminathan Nithiyanandham Maram Realty, LLC

  656 Arden Ct, Winchester, VA 22601
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  /49

  $675,000

  Sold Apr 20, 2026

  200 & 210 W Fairfax Ln, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,294 Sq Ft
  • Built 1928

  Last Sold Summary

  • $205/SF
  • 3 Days On Market

  Last Listing Agent John Schroth Colony Realty

  200 & 210 W Fairfax Ln, Winchester, VA 22601
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  /24

  Not Listed For Sale

  110 Manasquan Way, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft
  • Built 2025

  110 Manasquan Way, Winchester, VA 22602

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Brooks Sears Pearson Smith Realty, LLC
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  /74

  $647,000

  $28K PRICE DROP

  • 7 Beds
  • 3.5 Baths
  • 4,116 Sq Ft

  256 Skylar Lanes Way, Winchester, VA 22603

  Welcome to this beautifully maintained home in the highly sought-after Walnut Springs Estates subdivision, offering exceptional space,comfort, and versatility on a private 2-acre lot. With up to 7 bedrooms and 3.5 bathrooms, this property is ideal for growing families, multi-generationalliving, or those who simply desire room to spread out. The inviting living room features a cozy electric

  Brian Ratliff Old Dominion Realty

  256 Skylar Lanes Way, Winchester, VA 22603
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  /23

  $2,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft
  • Condo for Rent

  210 E Boscawen St Unit 201, Winchester, VA 22601

  This two bedroom and two bath apartment overlooks Vibrissa's beautiful courtyard and mural. Easy to clean and maintain LVP flooring has been installed throughout. The kitchen features an island, tons of cabinet space, plenty of drawers for organizing, and stainless appliances. The living area is complete with a 77" 4K Smart TV. The building has closed circuit video security with easy app access

  Katie Landi Jordan Samson Properties

  210 E Boscawen St Unit 201, Winchester, VA 22601
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  /30

  $289,000

  Sold Feb 27, 2026

  317 Crow Dr, Winchester, VA 22602

  • 2 Beds
  • 1.5 Baths
  • 1,015 Sq Ft
  • Built 2017

  Last Sold Summary

  • $285/SF
  • 22 Days On Market

  Current Estimated Value $289,176

  Last Listing Agent Dan Whitacre Colony Realty

  317 Crow Dr, Winchester, VA 22602
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  /32

  Not Listed For Sale

  119 Nootka Way, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,509 Sq Ft
  • Built 2025

  119 Nootka Way, Winchester, VA 22602

  Last Sold Summary

  • 20 Days On Market
• 

  

  /17

  $240,000

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft

  187 Valley Mill Rd, Winchester, VA 22602

  Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities.The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income

  Heloisa Amar Samson Properties

  187 Valley Mill Rd, Winchester, VA 22602
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  /9

  $1,690 Per Month

  • 3 Beds
  • 1 Bath
  • 1,021 Sq Ft
  • House for Rent

  1112 Opequon Ave, Winchester, VA 22601

  Great home close to city park and recreation, Shenandoah University, gas station, post office, restaurants... This house is being freshly painted and ready for the new tenant. No smoking/vaping at the property. Required: tenant(s) to have 660+ credit score, job stability, tenant's monthly income equal to 4+ times the amount of monthly rent, RentSpree application required.

  Elcy Pereira Elcy & Co. Realty, LLC.

  1112 Opequon Ave, Winchester, VA 22601
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  /72

  $610,000

  Sold Sep 15, 2026

  153 Harvest Ridge Dr, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 3,157 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 128 Days On Market

  Current Estimated Value $620,248

  Last Listing Agent Jonathan Minerick Homecoin.com

  153 Harvest Ridge Dr, Winchester, VA 22601
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  /41

  Est $322,197

  Not Listed For Sale

  418 Cardinal, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft
  • Built 2025

  418 Cardinal, Winchester, VA 22602

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Pamela Foltz Realty ONE Group Old Towne
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  /111

  $2,599,000

  • 4 Beds
  • 6 Baths
  • 4,753 Sq Ft

  144 Robinson Dr, Winchester, VA 22602

  This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview

  Dan Whitacre Colony Realty

  144 Robinson Dr, Winchester, VA 22602
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  /41

  $2,900 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • House for Rent

  124 Lenore Ln, Winchester, VA 22602

  Available now! 4-bedroom, 2.5-bathroom Colonial home nestled in the prestigious Raven Oaks community. Built in 2022, this residence boasts an open floor plan adorned with exquisite wood and luxury vinyl plank flooring, creating a warm and inviting atmosphere. The gourmet kitchen features upgraded countertops, stainless steel appliance, and an island. Retreat to the primary suite, complete with a

  Sheila Pack RE/MAX Roots

  124 Lenore Ln, Winchester, VA 22602
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  /42

  $435,000

  Sold Sep 26, 2025

  1827 Reese Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 19 Days On Market

  Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  1827 Reese Ct, Winchester, VA 22601
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  /4

  Not Listed For Sale

  Lot 7 Huron, Winchester, VA 22602

  Lot 7 Huron, Winchester, VA 22602

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Rick Guthrie Keller Williams Realty
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  /13

  $419,000

  Under Contract

  • 3 Beds
  • 3 Baths
  • 1,453 Sq Ft

  131 Shirley St, Winchester, VA 22601

  Back on Market!!!A full bathroom was added to the property and it appraised for $435k when it had 2.5 bathrooms and now it has 3 full bathrooms.This exquisite Cape Cod residence, originally built in 1929 and set to undergo a stunning renovation in 2026, seamlessly blends timeless charm with modern luxury. Nestled in a desirable neighborhood, this home invites you into a warm and

  Brandon Pifer Pifer Realty, LLC

  131 Shirley St, Winchester, VA 22601
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  /57

  $2,195 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Townhouse for Rent

  107 Alderman Way, Winchester, VA 22602

  Beautiful large TH with tons of upgrades and conveniently located minutes to town! Newer, 2021, with deck off great room, all upgraded blinds installed, ceiling fans, washer/dryer included, deck, established landscaping, and no construction traffic. Lots of natural light throughout the home. 3 bedroom plus den, 3.5 bath, quartz countertops, upgraded cabinets, pendant lights, engineered hardwood

  Jonathan Minerick Homecoin.com

  107 Alderman Way, Winchester, VA 22602
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  /37

  $350,000

  Sold May 27, 2026

  116 Edgewood Dr, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 2,192 Sq Ft
  • Built 1984

  Last Sold Summary

  • $160/SF
  • 3 Days On Market

  Current Estimated Value $351,960

  Last Listing Agent Mary Beth Eisenhard Paul Wesley Real Estate

  116 Edgewood Dr, Winchester, VA 22602
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  /54

  Not Listed For Sale

  118 Nootka Way, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2025

  118 Nootka Way, Winchester, VA 22602

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Brooks Sears Pearson Smith Realty, LLC
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  /8

  $785,000

  New Construction Pending

  • 3 Beds
  • 3 Baths
  • 2,548 Sq Ft

  0 Apple Pie Ridge Rd Unit VAFV2039276, Winchester, VA 22603

  Dogwood - One Story Living Carrington Homes Western Loudoun’sPremiere Home builder introduces its newWinchester Collection of single familyHomes on a private 2 acre lot.Custom style homes designedBy James McDonald Architects One story and two story plans withFirst floor multi generational options available DECORATED MODELS located at 156 Covey Lane Winchester

  Daniel Boris Pearson Smith Realty, LLC

  0 Apple Pie Ridge Rd Unit VAFV2039276, Winchester, VA 22603
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  /46

  $2,950 Per Month

  • 5 Beds
  • 3.5 Baths
  • 2,406 Sq Ft
  • House for Rent

  139 Wappinger Terrace, Winchester, VA 22602

  Kumaresan Vadivel Trust Realty, Inc.

  139 Wappinger Terrace, Winchester, VA 22602
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  /37

  $579,990

  Sold Mar 26, 2026

  125 Mascouten St, Winchester, VA 22602

  • 6 Beds
  • 4.5 Baths
  • 3,619 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 8% Below List Price
  • $160/SF
  • 10 Days On Market

  D.R. Horton Retreat at Winding Creek - Single Family

  125 Mascouten St, Winchester, VA 22602
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  /20

  Not Listed For Sale

  111 Yurok Ct, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Built 2025

  111 Yurok Ct, Winchester, VA 22602

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Brooks Sears Pearson Smith Realty, LLC
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  /15

  $89,000

  • Land
  • 6.11 Acres
  • $14,566 per Acre

  0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603

  The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.11 lot A is wooded, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603
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  /17

  $1,850 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,374 Sq Ft
  • Townhouse for Rent

  328 Tudor Dr, Winchester, VA 22603

  Well-maintained interior townhouse featuring 2 bedrooms and 2.5 bathrooms. This home offers a functional floor plan with spacious living areas, an abundance of natural light, and a convenient half bath on the main level. The unfinished basement provides plenty of storage space or the opportunity to create additional living space to suit your needs. Located in a desirable community with easy

  Joseph Clotzman Cambridge Premier Realty, LLC.

  328 Tudor Dr, Winchester, VA 22603
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  /41

  $525,000

  Sold Dec 11, 2025

  101 Dutton Place, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,517 Sq Ft
  • Built 1967

  Last Sold Summary

  • $209/SF
  • 29 Days On Market

  Current Estimated Value $523,125

  Last Listing Agent Lisa Behr Hunt Country Sotheby's International Realty

  101 Dutton Place, Winchester, VA 22601
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  /18

  Not Listed For Sale

  409 Fawn Dr, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 2025

  409 Fawn Dr, Winchester, VA 22602

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Jim Thomson Realty ONE Group Old Towne

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