Winchester County, VA Homes

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  /10

  $409,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  TBB Monteith Dr Unit DEEP CREEK 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*The only amenity-filled community within Winchester City! Discover modern living in this 3-4-bedroom, 2-3.5-bath home designed for comfort, style, and functionality. The open-concept main level features an

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit DEEP CREEK II, Winchester, VA 22601
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  /10

  $1,675 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  446 N Loudoun St Unit 2, Winchester, VA 22601

  Live in the heart of Old Town Winchester in this beautifully renovated, turn-of-the-century 2-bedroom, 1-bath apartment, just two blocks from the Walking Mall. Enjoy walkable access to Old Town’s restaurants, shopping, entertainment, and events.This apartment blends historic charm with modern updates throughout. The upgraded kitchen features granite countertops, soft-close cabinetry, a large

  446 N Loudoun St Unit 2, Winchester, VA 22601
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  /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 $558,516

  Last Listing Agent Robert Adams Weichert Realtors - Blue Ribbon

  2853 Packer St, Winchester, VA 22601
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  /53

  Est $469,650 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,518 Sq Ft

  102 Russelcroft Rd, Winchester, VA 22601

  102 Russelcroft Rd, Winchester, VA 22601
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  /20

  $455,000

  • 6 Beds
  • 3 Baths
  • 1,552 Sq Ft

  2250 Roosevelt Blvd, Winchester, VA 22601

  Sellers are highly motivated and ready to make a deal!Beautifully Renovated Single-Family Home with a little Pool, Workshop, and Detached GaragesWelcome to this stunning fully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends comfort, style, and functionality. Step inside to find an open-concept layout filled with natural light, ideal for both everyday living and

  Silvana Rojas Spring Hill Real Estate, LLC.

  2250 Roosevelt Blvd, Winchester, VA 22601
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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

  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 and 9 minute from Shenandoah University. No pets

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 7, Winchester, VA 22601
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  /6

  $340,000 Sold Feb 11, 2025

  1852 Melvor Ln, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 2003

  Last Sold Summary

  • $276/SF

  Current Estimated Value $359,322

  Last Listing Agent Shelley Belford NextHome Realty Select

  1852 Melvor Ln, Winchester, VA 22601
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  /27

  Est $329,930 Not Listed For Sale

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

  2939 S Pleasant Valley Rd, Winchester, VA 22601

  2939 S Pleasant Valley Rd, Winchester, VA 22601
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  /3

  $2,300,000

  • Land
  • 3.51 Acres
  • $655,271 per Acre

  1721 Amherst St, Winchester, VA 22601

  3.51 AC of premier commercial land. Directly across the street from the main hospital campus on one of Winchester's main commercial corridors. Ideal for banks, medical offices, retail or restaurants.

  Marie DiLorenzo Oakcrest Commercial LLC.

  1721 Amherst St, Winchester, VA 22601
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  /22

  $1,575 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  210 N Kent St Unit A, Winchester, VA 22601

  2 bedroom, 1 bathroom, 2nd floor condo. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. Available 16 February 2025. 1 Off-street parking spot. Pets on case-by-case basis.

  210 N Kent St Unit A, Winchester, VA 22601
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  /30

  $388,551 Sold Mar 04, 2025

  646 Hemsworth Ln, Winchester, VA 22601

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

  Last Sold Summary

  • $203/SF
  • 20 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC

  646 Hemsworth Ln, Winchester, VA 22601
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  /22

  Est $329,481 Not Listed For Sale

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

  2935 S Pleasant Valley Rd, Winchester, VA 22601

  2935 S Pleasant Valley Rd, Winchester, VA 22601
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  /4

  $750,000 Under Contract

  • Land
  • 1.33 Acres
  • $563,910 per Acre

  903 N Loudoun St, Winchester, VA 22601

  Lot 2 is half in Winchester City (tax ID # 134003-35) at 903 N. Loudoun St., & half in Frederick County (tax ID #54-A-50.) Mixed use zoning HR & B2. The county side has a brick residential structure, address 909 Martinsburg Pk, and city half is cleared land/ lot. The total sq ftg is 108,325 (2 & half acres.) Road frontage on Loudoun & Martinsburg PIke is 250 feet. The rear of lot is North

  Wendy Longerbeam Coldwell Banker Elite

  903 N Loudoun St, Winchester, VA 22601
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  /15

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 1,045 Sq Ft
  • House for Rent

  434 Fairmont Ave Unit 1, Winchester, VA 22601

  Price Reduced Come Checkout This First Floor 2 bedroom apartment. Home was renovated 2023, New Kitchen Cabinets, In house Laundry, Full Bath, Large Front Room & Dining Room. Off Street Parking Close to Downtown & Shopping

  Richard Kozlowski Long & Foster Real Estate, Inc.

  434 Fairmont Ave Unit 1, Winchester, VA 22601
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  /38

  $330,000 Sold Jun 20, 2025

  111 Montague Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft
  • Built 1955

  Last Sold Summary

  • $282/SF
  • 3 Days On Market

  Current Estimated Value $335,570

  Last Listing Agent Tracie Clawson ERA Oakcrest Realty, Inc.

  111 Montague Ave, Winchester, VA 22601
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  /19

  Est $333,091 Not Listed For Sale

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

  2927 S Pleasant Valley Rd, Winchester, VA 22601

  2927 S Pleasant Valley Rd, Winchester, VA 22601
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  /9

  $269,900 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  2918 Sorrell Ct, Winchester, VA 22601

  Welcome to your new home! This beautifully maintained 2 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half bath. Upstairs you will find two generously sized bedrooms with large

  Amber Jenkins Century 21 Redwood Realty

  2918 Sorrell Ct, Winchester, VA 22601
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  /40

  $2,150 per month

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

  1019 Berryville Ave Unit The Queen of Winchester, Winchester, VA 22601

  The Queen of WinchesterTitle: The Queen of Winchester — Spacious 3-Bedroom Retreat with Style & ComfortDescription:Welcome to The Queen of Winchester — a beautifully appointed 3-bedroom, 2-bath residence blending comfort with modern charm. This elegant home features a bright, open-concept living space featuring abundant natural light, stylish finishes, and thoughtful design

  1019 Berryville Ave Unit The Queen of Winchester, Winchester, VA 22601
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  /39

  $370,000 Sold Jul 18, 2025

  625 Butler Ave, Winchester, VA 22601

  • 5 Beds
  • 2.5 Baths
  • 1,050 Sq Ft
  • Built 1968

  Last Sold Summary

  • $352/SF
  • 4 Days On Market

  Current Estimated Value $373,268

  Last Listing Agent Aracely Rivera First Decision Realty LLC

  625 Butler Ave, Winchester, VA 22601
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  /21

  Est $326,591 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,060 Sq Ft

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  2922 S Pleasant Valley Rd, Winchester, VA 22601
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  /20

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /41

  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,658 Sq Ft
  • House for Rent

  557 Bellview Ave, Winchester, VA 22601

  Welcome to 557 Bellview Ave. A beautifully remodeled split-level home featuring 4 bedrooms, 3 bathrooms, 2 sunrooms, a deck and new patio with built-in firepit, overlooking Abram's creek. Back yard is equipped with an invisible fence, and landlord will consider pets on a case by case basis.

  Matthew Berry MarketPlace REALTY

  557 Bellview Ave, Winchester, VA 22601
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  /87

  $650,000 Sold Sep 16, 2025

  504 Old Fort Rd, Winchester, VA 22601

  • 5 Beds
  • 6 Baths
  • 3,824 Sq Ft
  • Built 2003

  Last Sold Summary

  • $170/SF
  • 74 Days On Market

  Current Estimated Value $674,535

  Last Listing Agent Dallas Croft Samson Properties

  504 Old Fort Rd, Winchester, VA 22601
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  /23

  Est $354,325 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  2919 S Pleasant Valley Rd, Winchester, VA 22601
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  /38

  $449,990 New Construction

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

  1819 Reese Ct, Winchester, VA 22601

  1819 Reese Court is a move-in ready 3-level townhome with full brick front in Winchester, VA. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, sasparilla cabinets, and stainless-steel appliances. The upper

  D.R. Horton Builder

  1819 Reese Ct, Winchester, VA 22601
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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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  /48

  $405,000 Sold Apr 29, 2025

  119 E Germain St, Winchester, VA 22601

  • 2 Beds
  • 2.5 Baths
  • 1,769 Sq Ft
  • Built 1866

  Last Sold Summary

  • $229/SF
  • 8 Days On Market

  Current Estimated Value $417,042

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

  119 E Germain St, Winchester, VA 22601
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  /19

  Est $330,059 Not Listed For Sale

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

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  2951 S Pleasant Valley Rd, Winchester, VA 22601
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  /58

  $985,000

  • 7 Beds
  • 5.5 Baths
  • 6,540 Sq Ft

  1020 Breckinridge Ln, Winchester, VA 22601

  Approximately 6,500 finished square feet of living space! A place to grow, gather, and stay awhile! A brick-paved, rocking chair-worthy, front porch sets the tone, and the charming side porch with composite decking is both stylish and maintenance-free. This spacious 6+ bedroom/5.5 bath residence features a main-level bedroom and full bath—ideal for an in-law suite. Just off the kitchen, the

  Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  /13

  $1,395 per month

  • 1 Bed
  • 1 Bath
  • 3,267 Sq Ft
  • House for Rent

  515 N Loudoun St Unit 1, Winchester, VA 22601

  LANDLORD PAYS UTILITIES - INCLUDING HEAT! MAIN-LEVEL APARTMENT. Old-fashioned charmer near downtown Winchester. Spacious 1-BR apartment with exposed brick, hardwood floors, 10+ foot ceilings, pocket doors. Kitchen with shelves, pantry, new LVP floor. Walk-in closet. Landlord pays heat, electricity, water & sewer, city trash pickup, lawn care. Pets case-by-case. Cats considered. No dogs. No

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  515 N Loudoun St Unit 1, Winchester, VA 22601
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  /64

  $615,900 Sold Jan 05, 2026

  400 Handley Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,575 Sq Ft
  • Built 1928

  Last Sold Summary

  • $239/SF
  • 12 Days On Market

  Last Listing Agent Jeff Boppe Long & Foster Real Estate, Inc.

  400 Handley Ave, Winchester, VA 22601
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  /19

  Est $329,814 Not Listed For Sale

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

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  2947 S Pleasant Valley Rd, Winchester, VA 22601
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  /11

  $1,100,000

  • Land
  • 2.83 Acres
  • $388,693 per Acre

  2725 S Pleasant Valley Rd, Winchester, VA 22601

  Location, location, location. Here is your chance to own one of the few commercial/industrial lots located in the highly desirable Winchester City. This cleared, blank slate is ready for your next business endeavor. Currently zoned as CM-1 (Commercial/Industrial), the property offers roughly 465 ft of prime road frontage, perfect for displaying your establishment.Current use regulations

  Kaitlyn Behr Samson Properties

  2725 S Pleasant Valley Rd, Winchester, VA 22601
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  /11

  $1,700 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  302 N Kent St, Winchester, VA 22601

  Experience the charm of this beautifully renovated 3-bedroom, 2-bathroom Colonial apartment, set to unveil in 2025. Nestled in a serene environment, this unit boasts a timeless brick exterior and a thoughtfully designed layout that exudes warmth and comfort. Enjoy the convenience of in-unit washer and dryer hookups, ensuring effortless laundry days. The property offers an exclusive lifestyle with

  Brandon Pifer Pifer Realty, LLC

  302 N Kent St, Winchester, VA 22601
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  /45

  $515,000 Sold Jul 29, 2025

  331 Ridge Ave, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 1,881 Sq Ft
  • Built 1965

  Last Sold Summary

  • $274/SF
  • 15 Days On Market

  Current Estimated Value $526,970

  Last Listing Agent Lori Bales Keller Williams Realty

  331 Ridge Ave, Winchester, VA 22601
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  /13

  Est $362,360 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2912 Grace St, Winchester, VA 22601

  2912 Grace St, Winchester, VA 22601
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  /36

  $439,990 New Construction

  • 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 for February 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. The

  D.R. Horton Builder

  1805 Harvest Dr, Winchester, VA 22601
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  /25

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Condo for Rent

  24 Jackson Ave Unit 2, Winchester, VA 22601

  AFFORDABLE AND CHARMING. Freshly painted and move-in ready. Short drive to downtown, Winchester Medical Center, I-81 and Rt. 37. Convenient to shopping and services. Spacious 2-bedroom upstairs apartment with off-street parking in the rear, front porch and a private 16x12 rear deck. Eat-in kitchen with refrigerator and oven/range. No smoking. No pets. Landlord prefers credit scores of 650 or

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  24 Jackson Ave Unit 2, Winchester, VA 22601
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  /30

  $285,000 Sold Jan 30, 2026

  1116 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1972

  Last Sold Summary

  • $242/SF
  • 19 Days On Market

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

  1116 Opequon Ave, Winchester, VA 22601
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  /25

  Est $326,840 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2817 Papermill Rd, Winchester, VA 22601

  2817 Papermill Rd, Winchester, VA 22601

Showing Results 241 - 280, Page 7 of 18