Winchester, VA Homes

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  /2

  $400,000 Coming Soon

  • 5 Beds
  • 2 Baths
  • 1,011 Sq Ft

  605 Dunlap St, Winchester, VA 22601

  Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. This residence has been completely reimagined, blending the enduring strength, high-end modern finishes. The moment you enter, you are greeted by the seamless flow of

  Alexandra Brown Spring Hill Real Estate, LLC.

  605 Dunlap St, Winchester, VA 22601
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  /19

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Townhouse for Rent

  544 Allston Cir, Winchester, VA 22601

  NO PETS. 2bedroom 1.5 bath townhouse located minutes to shops and dining in Winchester. Central heating and AC. Large primary bedroom. Unfinished walkout basement. Requirements: (1) Minium household annual income $67k, (2) Good Credit, (3) Good Landlord Reference. $47 application fee per applicant. Contact listing agent for application

  Courtney Spaid Crum Realty, Inc.

  544 Allston Cir, Winchester, VA 22601
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  /59

  $640,000 Sold Nov 24, 2025

  150 Harvest Ridge Dr, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 4,385 Sq Ft
  • Built 2005

  Last Sold Summary

  • $146/SF
  • 54 Days On Market

  Current Estimated Value $657,262

  Last Listing Agent Bridget Aikens Colony Realty

  150 Harvest Ridge Dr, Winchester, VA 22601
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  /3

  Not Listed For Sale

  Lot behind 591 Apple Pie Ridge Rd, Winchester, VA 22603

  Lot behind 591 Apple Pie Ridge Rd, Winchester, VA 22603

  Last Sold Summary

  • 94 Days On Market

  • Last Sold Price $155,000
  • Jan 21, 2025

  Last Listing Agent Elcy Pereira Elcy & Co. Realty, LLC.
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  /6

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot B Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr Samson Properties

  Lot B Cather Ln, Winchester, VA 22602
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  /5

  $1,200 per month

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

  208 W Boscawen St Unit 12, Winchester, VA 22601

  This apartment is conveniently located to downtown Winchester. Coin Op Washer & Dryer on the main level. Rear deck access. Water & Sewer, weekly trash service and monthly pest treatment included in rent. Cat considered, no dogs. Minimum credit score of 650 and income equaled to 3X the rent required to apply. No Prior evictions.

  Marisa Varley ERA Oakcrest Realty, Inc.

  208 W Boscawen St Unit 12, Winchester, VA 22601
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  /43

  $420,000 Sold Nov 14, 2025

  2808 Saratoga Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • Built 2002

  Last Sold Summary

  • $208/SF
  • 24 Days On Market

  Current Estimated Value $434,468

  Last Listing Agent Dave Spence RE/MAX Roots

  2808 Saratoga Dr, Winchester, VA 22601
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  /15

  Not Listed For Sale

  3142 Eton Place, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 2024

  3142 Eton Place, Winchester, VA 22601

  Last Sold Summary

  • $203/SF
  • 141 Days On Market

  • Last Sold Price $388,638
  • Sep 26, 2024

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /13

  $85,000 Pending

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

  108 Dwayne Place Unit A135, Winchester, VA 22603

  Welcome to Regency Lakes a all age active and vibrant community, where you can find yourself in your dream home. We have a beautiful, well maintained 1995 3 bed, 2 bath home featuring 1512.00 sq ft of beautifully designed living space, New carpeting throughout, and new garden tub. Located Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to

  Kristina Kelly Regency Lakes

  108 Dwayne Place Unit A135, Winchester, VA 22603
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  /13

  $1,599 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  3107 Shawnee Dr Unit 7, Winchester, VA 22601

  NOW ACCEPTING PETS ON A CASE BY CASE BASIS!!Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 7, Winchester, VA 22601
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  /75

  $1,071,134 Sold Jul 31, 2025

  220 Anna Margaret Dr, Winchester, VA 22602

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft
  • Built 2006

  Last Sold Summary

  • $214/SF
  • 1 Day On Market

  Current Estimated Value $1,069,032

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

  220 Anna Margaret Dr, Winchester, VA 22602
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  /22

  Not Listed For Sale

  3146 Eton Place, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 2024

  3146 Eton Place, Winchester, VA 22601

  Last Sold Summary

  • $210/SF
  • 51 Days On Market

  • Last Sold Price $405,250
  • Sep 25, 2024

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /63

  $365,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  508 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025, offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  508 Grouse Dr, Winchester, VA 22602
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  /18

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,004 Sq Ft
  • Townhouse for Rent

  127 Longstreet Ave, Winchester, VA 22603

  3bedroom 2bath single level duplex located minutes from I81 and route 7. Hardwood flooring throughout with vinyl plank flooring in bathrooms and kitchen. Washer and dryer hookup. Requirements to qualify: (1) minimum $94k annual household income, (2) Good credit, (3) Good Landlord reference Please contact listing agent for application. $47 application fee per applicant.

  Courtney Spaid Crum Realty, Inc.

  127 Longstreet Ave, Winchester, VA 22603
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  /58

  $445,000 Sold Dec 09, 2025

  125 Alliance Ct, Winchester, VA 22602

  • 4 Beds
  • 3.5 Baths
  • 2,176 Sq Ft
  • Built 2021

  Last Sold Summary

  • $205/SF
  • 6 Days On Market

  Current Estimated Value $458,631

  Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

  125 Alliance Ct, Winchester, VA 22602
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  /22

  Not Listed For Sale

  3132 Eton Place, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft
  • Built 2024

  3132 Eton Place, Winchester, VA 22601

  Last Sold Summary

  • $193/SF
  • 21 Days On Market

  • Last Sold Price $400,736
  • Sep 24, 2024

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /12

  $99,500

  • Land
  • 5.5 Acres
  • $18,091 per Acre

  0 Ln, Winchester, VA 22603

  Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Ln, Winchester, VA 22603
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  $2,100 per month

  • 3 Beds
  • 1.5 Baths
  • 1,004 Sq Ft
  • House for Rent

  125 Longstreet Ave, Winchester, VA 22603

  3bedroom 2bath single level duplex located minutes from I81 and route 7. Hardwood flooring throughout with vinyl plank flooring in bathrooms and kitchen. Washer and dryer hookup. Requirements to qualify: (1) minimum $94k annual household income, (2) Good credit, (3) Good Landlord reference Please contact listing agent for application. $47 application fee per applicant.

  Courtney Spaid Crum Realty, Inc.

  125 Longstreet Ave, Winchester, VA 22603
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  $400,000 Sold Aug 26, 2025

  319 Beechcroft Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,538 Sq Ft
  • Built 1961

  Last Sold Summary

  • $158/SF
  • 4 Days On Market

  Current Estimated Value $390,650

  Last Listing Agent Gidget Smallwood Coldwell Banker Premier

  319 Beechcroft Rd, Winchester, VA 22601
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  /41

  Est $479,725 Not Listed For Sale

  2060 Taylor Grace Ct, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 1,776 Sq Ft
  • Built 2011

  2060 Taylor Grace Ct, Winchester, VA 22601

  Last Sold Summary

  • 11% Above List Price
  • $244/SF
  • 22 Days On Market

  • Last Sold Price $433,000
  • Aug 07, 2024

  Last Listing Agent Paul Gallagher Colony Realty
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  /17

  $634,990 Pending

  • 5 Beds
  • 4 Baths
  • 3,828 Sq Ft

  128 Wagtail Ln, Winchester, VA 22603

  Brand New Matisse is Ready for Move In at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant storage, Carrrara Mist Quartz counters, burlap and flagstone stained cabinets plus a large

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  128 Wagtail Ln, Winchester, VA 22603
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  /20

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 1,298 Sq Ft
  • House for Rent

  239 McDonald Rd, Winchester, VA 22602

  Renovated Farmhouse for Rent West of Winchester! This nicely updated and well-maintained 3-bedroom, 2-bath farmhouse features a main-level primary suite, a welcoming white kitchen with stainless steel appliances and new granite countertops, and an open main-level layout with a spacious living room, dining area, second full bath, and a dedicated office/study with space for a mudroom.Set on one

  Rachael Duvall TTR Sotheby's International Realty

  239 McDonald Rd, Winchester, VA 22602
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  /28

  $440,000 Sold Jan 26, 2026

  386 Round Hill Rd, Winchester, VA 22602

  • Studio
  • 2,736 Sq Ft
  • Built 1950

  Last Sold Summary

  • $161/SF
  • 186 Days On Market

  Current Estimated Value $463,502

  Last Listing Agent Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
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  /43

  Est $575,558 Not Listed For Sale

  2044 Taylor Grace Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft
  • Built 2011

  2044 Taylor Grace Ct, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $154/SF
  • 10 Days On Market

  • Last Sold Price $549,900
  • Jun 28, 2024

  Last Listing Agent Cynthia Lee RE/MAX
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  /11

  $4,000,000

  • Land
  • 19 Acres
  • $210,526 per Acre

  368 Victory Rd, Winchester, VA 22602

  19 Acres, Prime Commercial or FLEX Development Opportunity! Zoned B2, General Commercial. Major commuter corridor to Northern VA, adjacent to Airport Business Park, FBI Records Center, Navy Federal Credit Union headquarters, and new One Logistics Park. Also #1 commuter route to Northern VA! Excellent visibility, flat topo, and dual access on Victory Lane and Independence! Sale includes 14.06

  Gillian Greenfield Coldwell Banker Premier

  368 Victory Rd, Winchester, VA 22602
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  /8

  $1,595 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  202 E Whitlock Ave, Winchester, VA 22601

  Experience the charm of this beautifully renovated end-of-row townhouse in the heart of the City of Winchester, available for lease starting November 19, 2025. This residence, originally built in 1956, will undergo a major renovation, ensuring modern luxury meets classic elegance. With three spacious bedrooms and a full bath, this home is designed for comfort and style. The partially finished

  Brandon Pifer Pifer Realty, LLC

  202 E Whitlock Ave, Winchester, VA 22601
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  /33

  $607,990 Sold Nov 05, 2025

  111 Mascouten St, Winchester, VA 22602

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $242/SF
  • 15 Days On Market

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

  111 Mascouten St, Winchester, VA 22602
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  /31

  Est $335,796 Not Listed For Sale

  123 Monticello Square, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 1,740 Sq Ft
  • Built 2009

  123 Monticello Square, Winchester, VA 22602

  Last Sold Summary

  • 3% Above List Price
  • $187/SF
  • 9 Days On Market

  • Last Sold Price $324,990
  • Sep 12, 2023

  Last Listing Agent Paul Gallagher Colony Realty
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  /43

  $429,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,648 Sq Ft

  1332 Ramseur Ln, Winchester, VA 22601

  Welcome home to this rare find in the desirable Mews of Meadow Branch—an exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. This well-maintained home is in excellent condition and features rich hardwood floors flowing throughout, creating a warm and inviting atmosphere. The spacious primary bedroom includes a cozy fireplace, perfect for relaxing evenings at home. The

  James King RE/MAX Roots

  1332 Ramseur Ln, Winchester, VA 22601
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  /23

  $3,200 per month

  • 4 Beds
  • 3.5 Baths
  • 1,680 Sq Ft
  • House for Rent

  429 Circle Dr, Winchester, VA 22601

  JORGE CABRERA J&C Real Estate Solution, LLC

  429 Circle Dr, Winchester, VA 22601
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  /22

  $398,990 Sold Apr 01, 2026

  2420 Swansong Place, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $191/SF
  • 23 Days On Market

  Brookfield Residential Snowden Bridge - Townhome Collection

  2420 Swansong Place, Winchester, VA 22603
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  /38

  Est $335,257 Not Listed For Sale

  205 Winchester Dr, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 2009

  205 Winchester Dr, Winchester, VA 22602

  Last Sold Summary

  • 4% Above List Price
  • $157/SF
  • 12 Days On Market

  • Last Sold Price $322,000
  • Apr 04, 2025

  Last Listing Agent Tanner Pack RE/MAX
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  /56

  $424,000

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  743 Berryville Ave, Winchester, VA 22601

  Welcome to 743 Berryville Ave in the heart of Downtown Winchester! This unique and versatile property offers exceptional space and flexibility with two fully equipped living areas on one lot.The main house features 4 bedrooms, 2 full bathrooms, 2 kitchens, and 2 laundry areas—ideal for multi-generational living or added convenience. Enjoy a spacious layout with plenty of room for everyone to

  Sineenat Sirimas Pearson Smith Realty, LLC

  743 Berryville Ave, Winchester, VA 22601
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  /2

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 10,710 Sq Ft
  • House for Rent

  2264 Papermill Rd Unit C, Winchester, VA 22601

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  2264 Papermill Rd Unit C, Winchester, VA 22601
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  /65

  $800,000 Sold Mar 31, 2026

  2411 Hunting Ridge Rd, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 5,040 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $159/SF
  • 151 Days On Market

  Current Estimated Value $793,478

  Last Listing Agent Amanda White Nova Home Hunters Realty

  2411 Hunting Ridge Rd, Winchester, VA 22603
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  /29

  Est $415,134 Not Listed For Sale

  308 Fawn Dr, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2009

  308 Fawn Dr, Winchester, VA 22602

  Last Sold Summary

  • 32% Above List Price
  • $188/SF
  • 1 Day On Market

  • Last Sold Price $315,000
  • May 12, 2023

  Last Listing Agent Lisa Cromwell Atoka Properties | Middleburg Real Estate
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  /21

  $369,990 New Construction

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

  HOMESITE 26 Shouner Ct, Winchester, VA 22602

  54 Shouner Ct – Model Home | Summer 2026 DeliverySt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level Beautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept living — customize your home the way you like, including the option for a 4th bedroom. Home Highlights Open-concept main level – perfect for entertaining Granite countertops Stainless

  Jimmy Thomas New Home Star Virginia, LLC

  HOMESITE 26 Shouner Ct, Winchester, VA 22602
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  /6

  $2,000 per month

  • 3 Beds
  • 3.5 Baths
  • 1,800 Sq Ft
  • Townhouse for Rent

  102 Eastside Ln, Winchester, VA 22602

  Spacious 3 bedroom, 3.5 bath town home located right off of Route 7. Finished basement with full bath and walk out. All appliances; including washer and dryer. Ready for immediate move in. Great commuter location. . No smoking. Tenant to verify schools.

  Yuri Freddy Gomez Flores Oasys Realty

  102 Eastside Ln, Winchester, VA 22602
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  /25

  $360,000 Sold Jul 22, 2025

  108 Oakmont Cir, Winchester, VA 22602

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1986

  Last Sold Summary

  • $268/SF
  • 4 Days On Market

  Current Estimated Value $362,973

  Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

  108 Oakmont Cir, Winchester, VA 22602
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  /44

  Est $297,378 Not Listed For Sale

  412 Fawn Dr, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,285 Sq Ft
  • Built 2009

  412 Fawn Dr, Winchester, VA 22602

  Last Sold Summary

  • 6% Below List Price
  • $246/SF
  • 3 Days On Market

  • Last Sold Price $316,000
  • Feb 11, 2025

  Last Listing Agent Jodi Costello ERA Oakcrest Realty, Inc.

Showing Results 441 - 480, Page 12 of 18