Newest Homes for Sale in Winchester, VA

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  /60

  $760,000

  • 4 Beds
  • 2.5 Baths
  • 2,937 Sq Ft

  442 Frog Hollow Rd, Winchester, VA 22603

  Nestled in the serene Frog Hollow Estates, this charming Colonial home offers a perfect blend of comfort and functionality. With four spacious bedrooms and 2.5 bathrooms, the interior is designed for modern living. The traditional floor plan flows seamlessly into a family room off the kitchen, creating a warm atmosphere for entertaining. Step outside to discover 11 acres of picturesque land,

  Wendy Conner Coldwell Banker Premier

  442 Frog Hollow Rd, Winchester, VA 22603
• 

  

  

  /60

  $399,900

  • 3 Beds
  • 1 Bath
  • 2,050 Sq Ft

  3634 Wardensville Grade, Winchester, VA 22602

  Country charm meets convenience at 3634 Wardensville Grade—just minutes to Rt 50, Rt 37 and I 81— and less than 20 minutes to Winchester Medical Center! Set on just under 9 acres with 2,572 sq ft, 3 bedrooms, and 1 bath, this light-filled home offers an easy-flow layout with generous gathering spaces, a bright kitchen, and flexible rooms ideal for a home office or hobby area. Cozy warmth comes

  Kira Grubb Realty ONE Group Old Towne

  3634 Wardensville Grade, Winchester, VA 22602
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  /36

  $365,000 New Construction

  • 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

  Ismael Carino MarketPlace REALTY

  513 Pheasant Dr, Winchester, VA 22602
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  /20

  $319,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  511 Grouse Dr, Winchester, VA 22602

  This is a fantastic opportunity to purchase a new construction home and have the ability to select the colors and finishes desired. The purchaser will have the ability to customize the home through numerous optional upgrades. This home will feature upgraded 2x6 exterior framed walls with R-21 insulation for added strength, energy efficiency, and improved soundproofing. Some standard features

  Benjamin Ashlock Samson Properties

  511 Grouse Dr, Winchester, VA 22602
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  /50

  $570,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  114 Harold Ct, Winchester, VA 22602

  BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER!! Welcome to this beautiful brick-front home, perfectly situated on a private cul-de-sac in the highly sought-after Abrams Pointe neighborhood. This move-in ready property, built by Joseph Mohr Construction, has been meticulously maintained by its original owners. An open floorplan begins in the dining space, enhanced by a stylish tray ceiling and

  Lisa Lowery Keller Williams Realty

  114 Harold Ct, Winchester, VA 22602
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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 RE/MAX Roots

  Lot B Cather Ln, Winchester, VA 22602
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  /7

  $200,000

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

  Lot A 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 RE/MAX Roots

  Lot A Cather Ln, Winchester, VA 22602
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  /14

  $441,700

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  421 Superior Ave, Winchester, VA 22601

  Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
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  /7

  $200,000

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

  Lot C 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 RE/MAX Roots

  Lot C Cather Ln, Winchester, VA 22602
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  /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
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  /42

  $767,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  Tucked away on a quiet cul-de-sac, this custom 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /17

  $435,000

  • 5 Beds
  • 4 Baths
  • 2,014 Sq Ft

  122 Cherry Hill Cir, Winchester, VA 22602

  Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with

  Jen Moore ERA Oakcrest Realty, Inc.

  122 Cherry Hill Cir, Winchester, VA 22602
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  /42

  $479,900

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

  Dan Whitacre Colony Realty

  420 W Cork St, 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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  /65

  $799,900

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

  2411 Hunting Ridge Rd, Winchester, VA 22603

  This is the one you've been waiting for! Welcome to 2411 Hunting Ridge Rd. This large and private classic colonial is ready for you. With over 5000 sq ft and more than 5 acres of property, this beautiful home has it all. The winding tree-lined (and paved!) driveway invites you in. Enter into the welcoming two story foyer, which is flanked by lovely formal dining and sitting rooms. Exploring

  Amanda White Nova Home Hunters Realty

  2411 Hunting Ridge Rd, Winchester, VA 22603
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  /19

  $299,500

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

  106 W Southwerk St, Winchester, VA 22601

  Charming 3 bedroom, 1.5 bath colonial just blocks from downtown Winchester! Enjoy a covered front porch perfect for relaxing and a spacious rear deck for entertaining. Inside, you’ll find inviting spaces with newer windows throughout. Conveniently located near shopping, restaurants, entertainment, the local library, and Jim Barnett Park—this home offers both comfort and an unbeatable location!

  Sheila Pack RE/MAX Roots

  106 W Southwerk St, Winchester, VA 22601
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  /47

  $468,000

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
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  /25

  $285,900

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  230 Shenandoah Trail, Winchester, VA 22602

  ONE LEVEL LIVING in a quiet and peaceful setting ! Enjoy the custom open floor plan joining the large country kitchen (with direct access to a full bath, laundry and entertaining deck) to the inviting living room featuring a brick fireplace with wood burning stove and bay window. In addition, there is a light filled family room with exterior access, two bedrooms and a second full bath located in

  Wayne Wilson Thomas and Talbot Estate Properties, Inc.

  230 Shenandoah Trail, Winchester, VA 22602
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  /34

  $365,000

  • 3 Beds
  • 3 Baths
  • 1,280 Sq Ft

  134 Cardinal Ln, Winchester, VA 22602

  One-level living with commuter convenience! This 3-bedroom, 2-bath home features a comfortable main-level layout, including a primary suite with private bath. The walkout lower level is conditioned and ready to finish—perfect for adding extra living space—and already includes a full bathroom. Direct access to the attached one-car garage provides additional storage and flexibility. Located just

  Barton Chasler Realty ONE Group Old Towne

  134 Cardinal Ln, Winchester, VA 22602
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  /148

  $960,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a sought-after Winchester community with no HOA, where this stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of beautifully finished living space on nearly 3 acres. Originally built in 2007 and extensively updated in 2020, the home showcases high-end finishes throughout, including fully renovated bathrooms with luxury details such as smart toilets,

  Reed Jimenez Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /44

  $349,900

  • 4 Beds
  • 1.5 Baths
  • 1,820 Sq Ft

  501 National Ave, Winchester, VA 22601

  National avenue is getting an upgrade and you will enjoy the renovations in this 4 square colonial with plenty of space, high ceilings, modernized baths and kitchen to the upgraded electrical, plumbing, and lighting. Parking for two in the rear gives you swift access to your back porch and straight into the kitchen and two short steps to main level laundry. Double rear porches is a rare but you

  Dave Spence RE/MAX Roots

  501 National Ave, Winchester, VA 22601
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  /45

  $544,990

  • 4 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  121 Raven Oaks Dr, Winchester, VA 22602

  Motivated Seller!!! HUGE UNFINISHED BASEMENT! Immaculately maintained, this like-new home offers the space, style, and modern features you deserve! One standout is the large unfinished basement -clean, open, and already equipped with rough plumbing for a future bathroom. Whether you envision extra storage, a spacious in-law suite, or the ultimate entertainment retreat, the possibilities are

  Rachel Lowell Trowbridge Realty Corporation

  121 Raven Oaks Dr, Winchester, VA 22602
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  /53

  $654,000

  • Studio
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /2

  $35,000

  • Land
  • 0 Acre

  302 Cougar Trail, Winchester, VA 22602

  Discover the perfect opportunity to own four combined lots totaling 1.7 acres in the charming Wilde Acres subdivision. Nestled among the trees, this property offers the space and flexibility to design your ideal mountain getaway, full-time residence, or investment project.Residents of Wilde Acres enjoy access to a variety of community amenities, including a pavilion, playground, pond,

  Kelly Hayes Samson Properties

  302 Cougar Trail, Winchester, VA 22602
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  /94

  $545,000

  • 4 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  2812 Ridgetop Ct, Winchester, VA 22601

  HUGE PRICE IMPROVEMENT! Welcome to this beautiful "picture perfect" brick front 4-bedroom, 3.5-bath home in the desirable Rolling Hills community of Winchester, VA. Perfectly located at the end of a cul-de-sac in an established (and sought after) neighborhood, this one-owner property has been meticulously maintained and is ready for its next chapter.Inside, you’ll find a spacious and inviting

  Sara Duncan RE/MAX Distinctive Real Estate

  2812 Ridgetop Ct, Winchester, VA 22601
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  /27

  $279,900

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft

  939 Woodland Ave, Winchester, VA 22601

  Motivated sellers, Price Reduced!!! Need your Own Space? or you're looking to Downsize or Just Starting Out, Come Checkout this 1–2-bedroom 2 full bath home on 3 Levels Updated Kitchen with Stainless Steel Appliances, a Living room Dining room or Main level Bedroom with a Full bath attached., Washer & Dryer in the shed convey. 2nd Level has a Bedroom Full bathroom and a loft area. Theres a

  Richard Kozlowski Long & Foster Real Estate, Inc.

  939 Woodland Ave, Winchester, VA 22601
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  /10

  $619,880 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,853 Sq Ft

  107 Malbec Rd, Winchester, VA 22602

  The Rockford home design offers a thoughtful blend of modern functionality and classic comfort, perfect for homeowners who value both style and efficiency. With 4 bedrooms, 2 to 3 bathrooms, and 2,533 square feet of living space, the Rockford is an ideal choice for first-time buyers, growing families, or anyone looking to right-size their lifestyle.Step inside to find an inviting open-concept

  

  Maronda Homes

  Builder

  107 Malbec Rd, Winchester, VA 22602
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  /74

  $659,000

  • 3 Beds
  • 2.5 Baths
  • 2,348 Sq Ft

  280 Plow Run Ln, Winchester, VA 22602

  Now available: a custom-built, one-level home situated on 3.02 peaceful acres. This property boasts a highly convenient country location, less than nine miles from Winchester Medical Center. Constructed in 2017, this elegant home offers a functional floor plan with a contemporary flair. Entryway leads into an open living area featuring nine-foot ceilings and gorgeous hardwood floors, seamlessly

  Angela Duncan MarketPlace REALTY

  280 Plow Run Ln, Winchester, VA 22602
• 

  

  /25

  $89,900

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

  102 Conrad Ct, Winchester, VA 22603

  Resort-Style Living at Regency Lakes! This spacious manufactured/mobile home offers beautiful water views and a low-maintenance lifestyle. Enjoy your morning coffee or evening sunsets from the large deck overlooking the lake. Inside, the open floor plan features a generous kitchen with an island and abundant cabinet space, perfect for cooking and entertaining. The primary suite includes an

  Heloisa Amar Samson Properties

  102 Conrad Ct, Winchester, VA 22603
• 

  

  /42

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  703 National Ave, Winchester, VA 22601

  Fully renovated in 2025, this 3-bedroom, 2.5-bath home is ideally located within Winchester city limits—just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment, as well as Jim Barnett Park for outdoor recreation. Thoughtful updates and fresh landscaping enhance its curb appeal. Inside, you’ll find brand-new bathrooms with updated lighting, vanities,

  Jennifer Sacco RE/MAX Roots

  703 National Ave, Winchester, VA 22601
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  /12

  $275,000

  • Land
  • 78.79 Acres
  • $3,490 per Acre

  LOT 13 Great Mountain Ln, Winchester, VA 22602

  Located In The Great North Mountain Wilderness Community! Don't Miss Out On This Amazing Opportunity To Own 78 Acres With Scenic Views! Whether You Are Looking For A Place To Build Your Dream Home Or A Get Away To Camp and Hunt With The Family, This Is The Perfect Location! As You Drive Up The Gravel Driveway There Is A Cleared Flat Area That Currently Has A Camper, Bunker, Out House, Solar

  Joseph Dedekind LPT Realty, LLC

  LOT 13 Great Mountain Ln, Winchester, VA 22602
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  /46

  $600,000

  • 5 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  127 Kinross Dr, Winchester, VA 22602

  Welcome to 127 Kinross Dr in Winchester, VA! This spacious 5-bedroom, 3.5-bath home offers 3,494 sq. ft. of beautifully updated living space with modern upgrades throughout. Located in the well sought-after RAVEN WING Community due to its perfect location and commuter friendly access to all major highways (Route 50, Route 7, Route 66 & Interstate 81), shopping and other great perks on the East

  Matthew Roberts Redfin Corporation

  127 Kinross Dr, Winchester, VA 22602
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  /53

  $1,012,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,211 Sq Ft

  0 Light Rd, Winchester, VA 22603

  Your Dream Home in the Woods – To Be Built on 15 Acres!Imagine coming home to this stunning new construction nestled on 15 mostly wooded acres with a touch of open land and breathtaking views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace,

  Melissa Johnston ERA Oakcrest Realty, Inc.

  0 Light Rd, Winchester, VA 22603
• 

  

  /75

  $644,900

  • 5 Beds
  • 4 Baths
  • 3,432 Sq Ft

  3782 Wardensville Grade, Winchester, VA 22602

  Second chance on this Spacious Ranch-Style Retreat on 5+ Acres with Mountain Views Welcome to this beautifully updated ranch-style home offering over 5 acres of privacy, modern comforts, and sweeping mountain views. From the inviting covered front porch, step inside to a bright, open living room featuring durable LVP flooring and sliding glass doors that lead to an expansive deck—the perfect spot

  Amanda Gulla Preslee Real Estate

  3782 Wardensville Grade, Winchester, VA 22602
• 

  

  /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
• 

  

  /17

  $389,990

  • 3 Beds
  • 3.5 Baths
  • 1,658 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!** 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 walk-in closet, dual vanity, and oversized

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
• 

  

  /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 RE/MAX Roots

  2725 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /53

  $555,000

  • 4 Beds
  • 2.5 Baths
  • 3,490 Sq Ft

  120 Armstrong Place, Winchester, VA 22602

  Your opportunity to live next to the Golf course/Winchester Country Club in Fairway Estates! Spacious brick rancher with a finished basement and a 2-car garage. 2 gas fireplaces and 1 wood burning.Many updates to include: Roof 2021, HVAC's 2018, furnace serviced annually, water heater 2010, sump pump 2015, sunroom roof 2024, leaf filters & gutters, new garage door 2023, new smoke detectors

  Sheila Pack RE/MAX Roots

  120 Armstrong Place, Winchester, VA 22602
• 

  

  /44

  $329,900 Open House 11/30

  • 1 Bed
  • 1 Bath
  • 1,348 Sq Ft

  242 Footstone Ln, Winchester, VA 22603

  Peaceful Country Retreat on 4.7 Acres – Minutes from WinchesterThis private country home combines solid craftsmanship with serene mountain views. Located on a quiet gravel lane with a road maintenance agreement, the property features a durable stone-and-brick exterior and hardwood floors throughout. Inside, two stone fireplaces—including one in the primary bedroom—add warmth and character.

  Kristina Towns Weichert Realtors - Blue Ribbon

  242 Footstone Ln, Winchester, VA 22603
• 

  

  /22

  $389,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  Lot 232 Inca Trail, Winchester, VA 22602

  Large lot (.47/acre) on private street with valley views. HW floors entire main floor and stairs, tile floors in all baths, BUILDER BONUS HARDWOOD TO INCLUDE BEDROOMS (no carpet in house), UPGRADED CABINETS, GRANITE COUNTERTOPS IN KITCHEN. New Colonial home. 3 bed, 2.5 full baths, open floor plan, family rm, Kitchen w/ island and breakfast rm & sep. dining rm, Lg owner suite & true master bath

  Jim Thomson Realty ONE Group Old Towne

  Lot 232 Inca Trail, Winchester, VA 22602

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