Newest Homes for Sale in Winchester, VA

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  /26

  $374,990

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  HOMESITE 8 Monteith Dr, Winchester, VA 22601

  Open House this Saturday & Sunday from 2-4 PM!End of Row Townhome with 3 Bedrooms & 3.5 Bathrooms! All Three Levels Finished! Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with

  DRB Homes Builder

  HOMESITE 8 Monteith Dr, Winchester, VA 22601
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  /45

  $550,000

  $35K PRICE DROP

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

  140 Poe Dr, Winchester, VA 22602

  Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town Winchester three miles away.This ranch home offers an open-floor concept with custom living upgrades. Dining room includes a coffee station/wet bar with a refrigerator and the living room has an electric fireplace with a

  Carolyn Young Samson Properties

  140 Poe Dr, Winchester, VA 22602
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  /21

  $359,900

  New Construction $5K PRICE DROP

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

  813 Crow Dr, Winchester, VA 22602

  New construction is underway on this 3-bedroom, 2.5-bath Colonial offering approximately 1,512 finished square feet, a 1-car garage, and a thoughtfully designed floor plan with quality finishes throughout. Estimated Completed is now Mid September 2026. The main level features an open-concept layout with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen

  Abby Walters Preslee Real Estate

  813 Crow Dr, Winchester, VA 22602
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  /31

  $389,000

  $9K PRICE DROP

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

  103 Elaine Dr, Winchester, VA 22602

  This is the one you’ve been waiting for — a beautifully maintained ranch‑style home with thoughtful updates and a bright, comfortable layout throughout. A newer roof, updated HVAC, and fresh carpet provide peace of mind and move‑in readiness from day one.The primary ensuite serves as a true retreat, featuring a spa‑like bath and a walk‑in closet. Two additional bedrooms offer flexible living

  LESLIE WEBB Long & Foster Real Estate, Inc.

  103 Elaine Dr, Winchester, VA 22602
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  /52

  $559,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  104 Monet Terrace, Winchester, VA 22602

  Located in an established cul-de-sac this 4 bedrooms, 2 ½ bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main

  Janet Jackson MarketPlace REALTY

  104 Monet Terrace, Winchester, VA 22602
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  /3

  $339,000

  $11K PRICE DROP

  • Studio
  • 1,654 Sq Ft

  211, 213-215 E Clifford St, Winchester, VA 22601

  Exceptional investment opportunity in the heart of Winchester! This unique offering includes three income-producing rental units for one price: one duplex and one single-family home located at 211, 213, and 215 E. Clifford Street. The duplex features two separate 2-bedroom, 1-bath units, while the single-family home also offers 2 bedrooms and 1 full bath.The properties are deeded

  

  Rhonda Shade

  ERA Oakcrest Realty, Inc.

  211, 213-215 E Clifford St, Winchester, VA 22601
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  /35

  $329,999

  $7K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 1,320 Sq Ft

  124 Worsham Terrace, Winchester, VA 22602

  Welcome to this beautifully maintained townhouse that offers the perfect blend of comfort, style, and convenience. Boasting an attractive full brick-front exterior with classic black shutters, this home offers timeless curb appeal and a welcoming first impression. The private driveway, attached one-car garage, and well-maintained landscaping add both functionality and charm.The main

  

  David Peña

  Corcoran McEnearney

  124 Worsham Terrace, Winchester, VA 22602
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  /25

  $419,900

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  112 Hites St, Winchester, VA 22602

  This beautiful home features two primary suites, one on each level, offering flexibility and convenience. The upper-level primary suite includes a versatile flex space, perfect for a home office, nursery, or sitting area. Freshly painted and featuring wood floors throughout, the home is move-in ready.Additional highlights include an attached one-car garage and a desirable location in

  Rolando Sabogal First Decision Realty LLC

  112 Hites St, Winchester, VA 22602
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  /70

  $400,000

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,568 Sq Ft

  112 Ashley Dr, Winchester, VA 22602

  REDUCED PRIICE FOR A QUICK SALE !! HURRY UP!! READY TO MOVE ! This well-maintained residence combines comfort, functionality, and convenience. The main level features an inviting open-concept layout filled with natural light—perfect for everyday living and entertaining. The spacious kitchen offers ample counter space, abundant cabinetry, and direct access to the rear deck, making indoor-outdoor

  Martha Sanchez Spring Hill Real Estate, LLC.

  112 Ashley Dr, Winchester, VA 22602
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  /56

  $685,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  123 Kinross Dr, Winchester, VA 22602

  Beautifully updated home in Ravenwing subdivision conveniently located close to dining, shopping, and everyday amenities. This home offers a wonderful combination of comfort, style, and entertaining space both inside and out.The completely remodeled kitchen, updated in 2017, features modern finishes and includes a gas hookup option for a gas cooktop if desired. Hardwood floors flow throughout

  Sharon Farinholt Realty ONE Group Old Towne

  123 Kinross Dr, Winchester, VA 22602
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  /49

  $320,000

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  410 S Cameron St, Winchester, VA 22601

  Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout.Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private

  Heloisa Amar Samson Properties

  410 S Cameron St, Winchester, VA 22601
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  /74

  $624,900

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  104 Bramble Ct, Winchester, VA 22602

  Welcome to this beautifully maintained 3-level Colonial tucked away on a quiet cul-de-sac in sought-after Oakdale Crossing. With 4 bedrooms, 2.5 baths, a remodeled kitchen, spacious living areas, and room to make the home your own, this is the kind of place that checks the boxes for today—and gives you plenty of space for whatever comes next.The main level is made for living, hosting, and

  Laura White ERA Oakcrest Realty, Inc.

  104 Bramble Ct, Winchester, VA 22602
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  /25

  $182,000

  $7K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  313 Avon Ct, Winchester, VA 22601

  Newly remodeled 2-level townhouse located in a quiet, established neighborhood! This move-in ready home features a bright, sun-filled kitchen with a spacious eat-in dining area, two generously sized bedrooms, and 1.5 bathrooms. Enjoy the convenience of one assigned parking space directly in front of the home, plus a guest parking pass for unmarked spaces.Relax on the private rear deck or

  Ms. Sophia Alam AMN Realty, LLC.

  313 Avon Ct, Winchester, VA 22601
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  /40

  $289,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  110 Brookland Ct Unit 10, Winchester, VA 22602

  Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price point, this stunning residence is unlike anything else available in Frederick County under $300,000.Every detail has been thoughtfully updated, including a new gas furnace, new HVAC system, new flooring throughout,

  Traci Shoberg Samson Properties

  110 Brookland Ct Unit 10, Winchester, VA 22602
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  /47

  $329,900

  $10K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  936 Allen Dr, Winchester, VA 22601

  Charming, beautifully maintained all-brick ranch home at 936 Allen Drive! Built in 1965 by Kingsberry Homes using the sought-after Belden model, this special property has been lovingly cared for by one family since its construction and even includes the original architectural floor plans. Inside, the move-in-ready home offers stunning hardwood floors and an enclosed carport seamlessly converted

  Jody Elson Dream Real Estate

  936 Allen Dr, Winchester, VA 22601
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  /47

  $330,000

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  101 Locust Ave, Winchester, VA 22601

  Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level living with additional space in the lower level. The bright and spacious living room serves as the centerpiece of the home, featuring a large bay window that fills the space with natural light. On the main level there are three

  Angela Duncan MarketPlace REALTY

  101 Locust Ave, Winchester, VA 22601
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  /61

  $410,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft

  113 Wertland Place, Winchester, VA 22602

  Luxury upgrades and thoughtful custom features make this exceptional end-unit townhome a standout in the desirable Winchester Landing 55+ community. With over $80,000 in owner-added upgrades, this beautifully appointed residence offers 3 bedrooms, 2.5 baths, and the convenience of main-level living with premium finishes throughout.The spacious main-level primary suite provides a private

  Laura White ERA Oakcrest Realty, Inc.

  113 Wertland Place, Winchester, VA 22602
• 

  /2

  $139,900

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  130 Wollaston Dr Unit A34, Winchester, VA 22603

  COMING SOON! Currently under construction. Welcome to Regency Lakes, an all age active and vibrant community, where your dream home is coming to life. We are excited to offer a brand new, 2026 3 bed, 2 bath home for sale, featuring approximately 1564.80 sq ft of thoughtfully designed living space. Located in Winchester, this soon-to-be-completed property will offer the perfect blend of modern

  Kristina Kelly Regency Lakes

  130 Wollaston Dr Unit A34, Winchester, VA 22603
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  /103

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 3,497 Sq Ft

  466 Merrimans Ln, Winchester, VA 22601

  Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom.The finished lower level provides outstanding

  John Schroth Colony Realty

  466 Merrimans Ln, Winchester, VA 22601
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  /90

  $949,000

  $40K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,621 Sq Ft

  144 Widener Dr, Winchester, VA 22603

  Exceptional All-Brick Custom Home with Panoramic Mountain Views!Nestled on a private 2-acre cul-de-sac lot in prestigious Butler Estates, this exceptional all-brick 4-bedroom, 4.5-bath custom home offers over three finished levels, timeless craftsmanship, and breathtaking Appalachian Mountain and pastoral views. A brand-new roof adds even more peace of mind.The main level features

  Laura White ERA Oakcrest Realty, Inc.

  144 Widener Dr, Winchester, VA 22603
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  /26

  $364,990

  New Construction $3K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  11 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with Lower Level Bathroom! This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free

  DRB Homes Builder

  11 Monteith Dr, Winchester, VA 22601
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  /26

  $369,990

  New Construction $5K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  13 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with Deck! The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home with backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. This

  DRB Homes Builder

  13 Monteith Dr, Winchester, VA 22601
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  /76

  $989,000

  • 4 Beds
  • 3.5 Baths
  • 4,152 Sq Ft

  137 Old Forest Cir, Winchester, VA 22602

  Nestled in the highly sought-after Stonebrook neighborhood, this incredibly quiet wooded property offers the perfect blend of privacy and convenience. This 2.6 acre estate provides a peaceful country setting while remaining close to modern amenities.Step inside and discover a thoughtfully updated home featuring 4 bedrooms and 3.5 bathrooms. The inviting living spaces include a warm and

  Melissa Perozich Century 21 Redwood Realty

  137 Old Forest Cir, Winchester, VA 22602
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  /58

  $415,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  101 Charlton Rd, Winchester, VA 22602

  NEW PRICE!Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and

  RoxAnn Grimes RE/MAX Roots

  101 Charlton Rd, Winchester, VA 22602
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  /2

  $299,000

  $66K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  719 National Ave, Winchester, VA 22601

  Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many

  Windy Harris Hunt Country Sotheby's International Realty

  719 National Ave, Winchester, VA 22601
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  /17

  $125,000

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  415 Puma Trail, Winchester, VA 22602

  Ranch cabin-style home nestled in the woods on a private 1⁄2-acre lot. Featuring 1-bedroom, additional room but not technically a bedroom, and 1 full bath, this property offers endless potential as a full-time residence, weekend retreat, or investment opportunity. Enjoy the tranquility of the wooded surroundings while remaining conveniently located just 25 minutes from Winchester. The home is

  

  Ken Evans

  RE/MAX Real Estate Connections

  415 Puma Trail, Winchester, VA 22602
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  /33

  $340,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  544 Bluebird Trail, Winchester, VA 22602

  Opportunity is knocking! The Sellers are Motivated and open to reasonable offers. If your considering making a move, now is the time to take a closer look!Escape to the peaceful mountain community of Wilde Acres and discover this charming 3-bedroom, 2-bath home situated on a spacious ½-acre lot. This well-maintained property offers privacy, tranquility, and numerous recent upgrades

  Dona Shiley ERA Oakcrest Realty, Inc.

  544 Bluebird Trail, Winchester, VA 22602
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  /31

  $499,900

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,068 Sq Ft

  110 Russelcroft Rd, Winchester, VA 22601

  Nestled in the established Cedarmeade community, this beautifully updated 4-bedroom, 3-bath ranch home offers the perfect combination of comfort, style, and functionality. With over 2,000 square feet of finished living space, this home is designed to accommodate both everyday living and effortless entertaining.Step inside to find warm hardwood flooring, abundant natural light, and

  Grace Mooney Coldwell Banker Premier

  110 Russelcroft Rd, Winchester, VA 22601
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  /41

  $425,000

  • 5 Beds
  • 2 Baths
  • 1,952 Sq Ft

  206 Dogwood Rd, Winchester, VA 22602

  Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just been installed..The house is on your own septic system. Sunroom with a laundry was added in 2007. An additional lot is included with this house.....Lot number #55-B-3-2-63 Lot 63 making the total area 1 acre. The Basement has some

  William Wertz Wildhawks Realty LLC

  206 Dogwood Rd, Winchester, VA 22602
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  /57

  $784,900

  $5K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,310 Sq Ft

  118 Aulee Ct, Winchester, VA 22602

  This beautiful, well-cared-for home occupies a peaceful setting overlooking a lake and stream directly behind the house. The well-stocked lake has an easily accessible walking trail near the back of the house. The owners have painted the entire interior and added new lighting fixtures, blinds, and window treatments, all of which convey. The main-floor half bath has new wallpaper, a new vanity &

  George Glaize George W. Glaize, Jr., Inc. REALTOR

  118 Aulee Ct, Winchester, VA 22602
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  /89

  $539,000

  $71K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,140 Sq Ft

  1202 Handley Ave, Winchester, VA 22601

  Nestled on one of Winchester's most sought-after streets, this distinctive mid-century contemporary home offers a rare blend of character, space, and convenience just moments from downtown dining, shopping, and entertainment. Designed for comfortable main-level living, the home combines timeless architectural appeal with thoughtful functionality. The main level features a spacious primary suite

  Leah Marabella Realty ONE Group Old Towne

  1202 Handley Ave, Winchester, VA 22601
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  /85

  $690,000

  $10K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,918 Sq Ft

  108 Norfolk Ct, Winchester, VA 22602

  Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining

  Nicole Lewis Coldwell Banker Premier

  108 Norfolk Ct, Winchester, VA 22602
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  /86

  $559,900

  Open Thu 6PM - 8PM

  • 2 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601

  Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury.Unit 105 features an open-concept floor plan with soaring ceilings, rich

  Jen Richards MarketPlace REALTY

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601
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  /74

  $649,000

  $26K 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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  /33

  $348,000

  $12K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  302 Wentworth Dr, Winchester, VA 22601

  Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy access to I-81. The property currently has a long term month-to-month tenant paying under market value, offering flexibility for an owner-occupant or an investor seeking rental income with potential for increased rent. Situated on

  Heloisa Amar Samson Properties

  302 Wentworth Dr, Winchester, VA 22601
• 

  

  /5

  $4,000

  • Land
  • 13,503 Sq Ft
  • $12,903 per Acre

  0 Fox Trail Unit VAFV2042734, Winchester, VA 22602

  .31 acre wooded lot on an incline. No septic or well tests have been done. Seller doesn't know if it's buildable. Drive by any time to show.

  Tanner Pack RE/MAX Roots

  0 Fox Trail Unit VAFV2042734, Winchester, VA 22602
• 

  

  /15

  $299,999

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  211 Fair Ln, Winchester, VA 22603

  Beautifully newly remodeled ranch-style home set on a spacious 0.62-acre flat lot. This move-in ready residence features a fully updated interior with a modern kitchen complete with granite countertops, brand-new stainless steel appliances, and all-new cabinetry. The home showcases rich hardwood flooring throughout and has been thoughtfully upgraded with new windows and a newer metal roof for

  Kenny Ritenour Samson Properties

  211 Fair Ln, Winchester, VA 22603
• 

  

  /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
• 

  

  /15

  $110,000

  • Land
  • 6.42 Acres
  • $17,134 per Acre

  0 Pack Horse Road Lot C Unit VAFV2042708, 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 6.42 lot C is wooded, has septic already installed, 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

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603
• 

  

  /15

  $89,000

  • Land
  • 5.02 Acres
  • $17,729 per Acre

  0 Pack Horse Road Lot B Unit VAFV2042704, 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 5 acre lot B is wooded, has an old cabin (do not enter and at one time had electric), 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

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot B Unit VAFV2042704, Winchester, VA 22603

Showing Results 241 - 280, Page 7 of 13