Homes for Sale in 22601

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  /26

  $625,000

  • 3 Beds
  • 3 Baths
  • 3,573 Sq Ft

  116 Harvest Ridge Dr, Winchester, VA 22601

  Village at Harvest Ridge is the premium 55+ community and this craftsman style home will only compliment such a great location right in the heart of Winchester. The open floor concept will impress with abundant counter space, kitchen actually overlooks your living area creating an exceptional entertaining venue, and quaint sunroom for book reading, dining, or some plants loving sunlight. Oak wood

  Dave Spence RE/MAX Roots

  116 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /2

  $480,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,268 Sq Ft

  1306 Vanceright Cir, Winchester, VA 22601

  Filled with storybook charm and timeless character, this enchanting cottage-style home is much larger than it appears! Newly refinished hardwood floors flow throughout the home, blending warmth and elegance with everyday comfort. The updated kitchen offers modern convenience while maintaining the home's inviting charm. The partially finished basement provides flexible space for a family room,

  Julie Teets ERA Oakcrest Realty, Inc.

  1306 Vanceright Cir, Winchester, VA 22601
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  /56

  $439,900

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,054 Sq Ft

  102 Clevenger Ct, Winchester, VA 22601

  LOCATION, LOCATION, LOCATION!!! Charming 4 bedroom, 2.5 bath colonial just over the Frederick County line on a quiet cul de sac with no HOA. Close to shopping, Winchester Medical Center, Museum of the Shenandoah Valley, Old Town and commuter routes. Open concept features a family room with a gas fireplace, built-in shelving, and wainscoting detail. Adjacent breakfast nook and kitchen with granite

  Stuart Wolk ERA Oakcrest Realty, Inc.

  102 Clevenger Ct, Winchester, VA 22601
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  /57

  $590,000

  • 4 Beds
  • 2.5 Baths
  • 3,388 Sq Ft

  1613 van Couver St, Winchester, VA 22601

  Welcome to 1613 Van Couver St. in the sought-after Williamsburg Heights neighborhood, just minutes from downtown Winchester. This well-maintained colonial offers 4 bedrooms and 2.5 baths with timeless charm and modern comfort throughout. Step into the inviting foyer featuring gorgeous hardwood floors that flow through most of the home. French doors lead to a spacious family room, while the cozy

  Amy Longerbeam RE/MAX Roots

  1613 van Couver St, Winchester, VA 22601
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  /54

  $725,000

  Open Sat 12PM - 2PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,453 Sq Ft

  622 Tennyson Ave, Winchester, VA 22601

  Coming Soon in One of Winchester's Most Sought-After Locations. Opportunities like this don't come along often. Nestled on one of the most desirable streets in Winchester, just behind John Handley High School, this charming Cape Cod offers the perfect blend of character, comfort, and location. Lovingly maintained and full of curb appeal, this delightful four-bedroom, two-and-a-half-bath home

  Janet Flaherty Keller Williams Realty

  622 Tennyson Ave, Winchester, VA 22601
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  /7

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,737 Sq Ft

  614 Sherlock Trace, Winchester, VA 22601

  **Excellent Opportunity in the Heart of Winchester!** Don't miss the chance to own a well-located home in one of Winchester's most convenient areas. Situated on a quiet street, this property offers easy access to shopping, dining, schools, parks, and major commuter routes—everything that matters is just minutes away. Featuring **3 bedrooms** plus **two additional versatile rooms**, this home

  

  Carlos Soares

  Samson Properties

  (540) 517-6899

  614 Sherlock Trace, Winchester, VA 22601
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  /28

  $439,000

  • 3 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  320 Virginia Ave, Winchester, VA 22601

  Welcome to 320 Virginia Avenue, where timeless character meets modern sophistication in one of Winchester’s most convenient locations. This beautifully updated home blends historic charm with contemporary finishes, highlighted by designer lighting, exposed brick, custom details, and thoughtful upgrades throughout. From the moment you step inside, the care and craftsmanship are evident. Original

  Cindy Greenya Keller Williams Realty

  320 Virginia Ave, Winchester, VA 22601
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  /46

  $1,150,000

  • 5 Beds
  • 5 Baths
  • 5,695 Sq Ft

  801 Armistead St, Winchester, VA 22601

  There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breath, and picture the life you've been working so hard to create. Nestled in one of Winchester's most beloved neighborhoods, this stately residence blends timeless elegance with the confidence that comes from knowing the important work has already been done. Over the past

  Donna Chong Samson Properties

  801 Armistead St, Winchester, VA 22601
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  /27

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,743 Sq Ft

  601 Gray Ave, Winchester, VA 22601

  Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a

  

  Walther Vasquez Johnson

  Samson Properties

  (540) 701-0507

  601 Gray Ave, Winchester, VA 22601
• 

  

  /30

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,273 Sq Ft

  629 National Ave, Winchester, VA 22601

  Beautifully charming and completely move-in ready, this updated 4-bedroom, 2-bath home offers the perfect blend of style, comfort, and functionality. Step inside to find updated flooring and an open-concept main living area designed for today's lifestyle. The heart of the home is the stunning kitchen, featuring granite countertops, white cabinetry, updated fixtures, and a spacious center island

  

  Walther Vasquez Johnson

  Samson Properties

  (540) 889-0898

  629 National Ave, Winchester, VA 22601
• 

  

  /34

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,007 Sq Ft

  1026 S Kent St, Winchester, VA 22601

  Welcome home to 1026 S. Kent Street, a charming and well-maintained property that blends timeless character with thoughtful updates. Beautiful hardwood floors flow throughout the home, creating warmth and continuity in every room. The kitchen features durable Corian countertops and newer appliances, making it both functional and inviting for everyday living and entertaining. Improvements provide

  Carolyn Waymack Crum Realty, Inc.

  1026 S Kent St, Winchester, VA 22601
• 

  

  /23

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,472 Sq Ft

  323 Fairview Ave, Winchester, VA 22601

  Welcome home to this beautifully updated 2-bedroom, 1-bath single-family residence offering charm, comfort, and modern upgrades throughout. From the inviting front porch to the spacious fenced backyard, this move-in ready home combines classic character with thoughtful renovations. Inside, you’ll find brand new LVP flooring on both levels and a completely renovated kitchen featuring ceramic tile

  Jeremy Browne EXP Realty, LLC

  323 Fairview Ave, Winchester, VA 22601
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  /9

  $139,900

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  1124 Conway St, Winchester, VA 22601

  2 Level Rambler Featuring Spacious Bedrooms and a Functional Layout Perfect for Comfortable Living. Enjoy Quiet Mornings or Evening Relaxation on the Inviting Covered Front Porch, and Take Advantage of the Rear Deck for Outdoor Dining and Entertaining. The Property Also Includes a Walk Out Basement and Storage Shed Providing Extra Space For Tools, Equipment, or Seasonal Items. Situated on a

  Matthew Altizer ANR Realty, LLC

  1124 Conway St, Winchester, VA 22601
• 

  /2

  $274,999

  Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft

  206 Kimberly Way, Winchester, VA 22601

  Beautifully remodeled 2-bedroom, 2.5-bath townhouse that's ready for you to move right in! This home features a stunning updated kitchen with granite countertops and stainless steel appliances, along with modern finishes throughout. Major improvements include a new roof and heat pump installed in 2023, providing added comfort and peace of mind. Spacious living areas, updated bathrooms, and

  

  Frank Armstrong, IV

  Colony Realty

  (540) 516-5187

  206 Kimberly Way, Winchester, VA 22601
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  /25

  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  317 Fairview Ave, Winchester, VA 22601

  Fully Renovated SFH in Historic Winchester! Prime location. Just minutes from charming Historic Downtown Winchester featuring local shops, restaurants, entertainment, and more! Beautifully Updated throughout. This charming home offers bright, inviting living spaces with modern finishes and thoughtfully updates designed for comfortable everyday living. w Just Move Right In! Major improvements

  Donna Lutkins Real Broker, LLC

  317 Fairview Ave, Winchester, VA 22601
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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
• 

  

  /24

  $359,990

  New Construction $5K PRICE DROP

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

  12 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with 3 Bedrooms! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! 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 beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen

  DRB Homes Builder

  12 Monteith Dr, Winchester, VA 22601
• 

  

  /25

  $479,900

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft

  654 Treys Dr, Winchester, VA 22601

  Welcome to 654 Treys Drive - Great corner lot in Williamsburg Heights! No HOA! One story home built in 1986 on crawl space with 3 bedrooms and 2 baths. Gas heat, and electric air conditioning. Beautiful wood floors. Great room with cathedral ceiling. Glassed in sunroom for cozy evenings. Spacious 2-car garage perfect for additional storage. Gas fireplace has not been used for 10 years. Sorry no

  Don Butler Virginia Property Group, Inc.

  654 Treys Dr, Winchester, VA 22601
• 

  

  /24

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,163 Sq Ft

  1044 Orchard Ave, Winchester, VA 22601

  Fully renovated in 2021 and move-in ready! This charming home is conveniently located just off Route 7 East—perfect for commuters! Enjoy peace of mind with major updates throughout, including brand-new windows, new HVAC, updated electrical system, and all-new appliances, including washer and dryer.The stunning, completely remodeled kitchen features granite countertops, stainless steel

  Julie Shiley Coldwell Banker Realty

  1044 Orchard Ave, Winchester, VA 22601
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  /34

  $364,900

  • 4 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  621 Patterson Ave, Winchester, VA 22601

  This Cape Cod has a welcoming ease to it, offering 3–4 bedrooms and 2.5 bathrooms with a layout that adapts beautifully to everyday living. The main level includes two convenient bedrooms, a comfortable, light‐filled living room, a separate dining area, and a renovated kitchen featuring new cabinets, and stainless-steel appliances.In 2021, the home received a thoughtful refresh: new vinyl

  LESLIE WEBB Long & Foster Real Estate, Inc.

  621 Patterson Ave, Winchester, VA 22601
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  /41

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main

  John Ginty Samson Properties

  703 S Loudoun St, Winchester, VA 22601
• 

  

  /83

  $559,900

  Coming Soon

  • 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 architectural

  Jen Richards MarketPlace REALTY

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601
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  /47

  $389,990

  • 3 Beds
  • 1 Bath
  • 2,102 Sq Ft

  519 Fairmont Ave, Winchester, VA 22601

  Expect a long love affair with this home.Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a

  Hannah Won Samson Properties

  519 Fairmont Ave, Winchester, VA 22601
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  /3

  $425,000

  • 4 Beds
  • 3 Baths
  • 2,157 Sq Ft

  1709 Brandon Dr, Winchester, VA 22601

  Spacious Home in a Prime Location! Discover the potential of this well-built Cape Cod offering generous living spaces and timeless charm. The welcoming living and dining area features a cozy fireplace, creating the perfect setting for gatherings and everyday living. The main level includes a desirable primary suite with a private full bath, an additional bedroom, and a hall bath for added

  Darcy Amburn Colony Realty

  1709 Brandon Dr, Winchester, VA 22601
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  /64

  $519,000

  • 4 Beds
  • 2 Baths
  • 2,837 Sq Ft

  1317 Caroline St, Winchester, VA 22601

  Conveniently located in the heart of Winchester, this spacious brick ranch offers the perfect combination of timeless character, thoughtful updates, and flexible living space. Situated on a nearly half-acre corner lot, the property provides room to spread out while remaining just minutes from Winchester Medical Center, shopping, dining, and major commuter routes. Inside, you'll find beautiful

  Kristina Towns Weichert Realtors - Blue Ribbon

  1317 Caroline St, Winchester, VA 22601
• 

  

  /42

  $579,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  2532 Middle Rd, Winchester, VA 22601

  Welcome to this stunning, custom-built Craftsman-style home that perfectly balances contemporary elegance with everyday functionality. Located in a prime, highly convenient Winchester location, this property immediately captivates with its striking curb appeal, highlighted by a large covered front porch and a classic architectural silhouette. Step inside to discover an immaculate interior bathed

  Dan Whitacre Colony Realty

  2532 Middle Rd, Winchester, VA 22601
• 

  

  /24

  $260,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,068 Sq Ft

  103 E Germain St, Winchester, VA 22601

  Welcome home to 103 E Germain St, a rare end-of-row townhouse combining the historic elegance of downtown Winchester with the modern ease of late-80s construction. Whether you are a first-time buyer looking for a move-in ready home or a savvy investor looking for a high-demand rental with excellent yield potential, this property ticks every single box. Flooded with natural light, the main level

  

  Jodi Cilley

  Realty ONE Group Old Towne

  (540) 924-1926

  103 E Germain St, Winchester, VA 22601
• 

  

  /6

  $370,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1845 Rosser Ln, Winchester, VA 22601

  Beautifully maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+Community. The main-level features an open floor plan, vaulted ceiling, ceiling fan, gas fireplace, largeconcrete patio, and 1-car garage. 2026 updates include a new HVAC system. The primary suite offers awalk-in closet, private full bath, and laundry. Low maintenance living includes lawn and

  Derek Greene The Greene Realty Group

  1845 Rosser Ln, Winchester, VA 22601
• 

  

  /46

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  2917 First St, Winchester, VA 22601

  Welcome home to this charming stone rancher, perfectly situated on a fantastic lot adorned with gorgeous, mature trees and a lush, expansive yard. Step inside to find a spacious living room bathed in natural light, featuring rich hardwood flooring and a cozy stone fireplace that serves as the room's centerpiece. The effortless layout flows seamlessly into the kitchen and formal dining room,

  Dan Whitacre Colony Realty

  2917 First St, Winchester, VA 22601
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  /32

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft

  118 1/2 E Cork St, Winchester, VA 22601

  Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Winchester’s historic downtown walking mall, offering easy access to restaurants, bars, boutiques, and entertainment. Originally built in the 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural charm, and

  Janet Flaherty Keller Williams Realty

  118 1/2 E Cork St, Winchester, VA 22601
• 

  

  /29

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,734 Sq Ft

  11 W Germain St, Winchester, VA 22601

  Back on the Market!...Beautifully located in the heart of Historic Winchester, this charming home offers 2 bedrooms, 1 full bath, and a versatile bonus room on the second floor-perfect for an office, guest space, or hobby room. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, entertainment, and the famous Apple Blossom Festival festivities.

  Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  11 W Germain St, Winchester, VA 22601
• 

  

  /46

  $359,999

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  307 1/2 E Piccadilly St, Winchester, VA 22601

  Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll

  Nate Crandell HoneyWay

  307 1/2 E Piccadilly St, Winchester, VA 22601
• 

  

  /23

  $375,000

  • 4 Beds
  • 3 Baths
  • 1,916 Sq Ft

  317 N Kent St, Winchester, VA 22601

  Step into a world of timeless elegance and modern luxury with this stunning Colonial residence, beautifully renovated in 2015 while preserving its historic charm. Nestled in a serene setting, this detached home offers a perfect blend of classic architecture and contemporary comforts, making it an ideal retreat for those seeking an exclusive lifestyle. As you enter, you are greeted by rich

  

  Clark Smith

  Samson Properties

  (540) 530-4200

  317 N Kent St, Winchester, VA 22601
• 

  

  /30

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft

  540 Bellview Ave, Winchester, VA 22601

  Charming rambler just minutes from historic Old Town Winchester with convenient access to I-81, making commuting simple and stress-free. This inviting home features beautiful hardwood floors, a spacious living room with a cozy fireplace, and a formal dining room perfect for hosting family and friends. The kitchen offers easy access to the backyard, creating a seamless flow for indoor-outdoor

  Heloisa Amar Samson Properties

  540 Bellview Ave, Winchester, VA 22601
• 

  

  /40

  $549,900

  $5K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  938 Wayne Dr, Winchester, VA 22601

  Welcome to this spacious and well-maintained home in the desirable Meadow Branch South community. Offering over 3,300 square feet, this 4-bedroom, 2.5-bath home provides the perfect blend of space, comfort, and thoughtful updates. The main level features an updated kitchen, ideal for both everyday living and entertaining, along with multiple living areas that offer flexibility for today’s

  Kira Grubb Realty ONE Group Old Towne

  938 Wayne Dr, Winchester, VA 22601
• 

  

  /34

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,219 Sq Ft

  1856 Melvor Ln, Winchester, VA 22601

  Welcome to 1856 Melvor Lane in Winchester! Nestled on a corner lot in a desirable 55+ community, this charming one-level cottage offers the perfect blend of comfort, convenience, and low-maintenance living. Featuring 2 bedrooms, 2 full baths, and an airy open floor plan with cathedral ceilings, the home is designed for both everyday living and easy entertaining. Recent improvements include luxury

  Natasha Roberts Realty ONE Group Old Towne

  1856 Melvor Ln, Winchester, VA 22601
• 

  

  /10

  $290,000

  • 2 Beds
  • 1 Bath
  • 817 Sq Ft

  580 York Ave, Winchester, VA 22601

  This charming bungalow in the heart of the City of Winchester has already been beautifully renovated, offering the perfect blend of classic charm and modern living. Featuring 2 cozy bedrooms and a full bathroom, the home is designed with comfort and functionality in mind. Enjoy an updated kitchen and bathrooms, new appliances, and central A/C for a fresh, modern feel. The newly added front deck

  Yoselin Mejia The Vasquez Group LLC

  580 York Ave, Winchester, VA 22601
• 

  

  /72

  $525,000

  • 5 Beds
  • 3 Baths
  • 2,632 Sq Ft

  3017 Saratoga Dr, Winchester, VA 22601

  Exceptional 5-bedroom, 3 full bath home offering space, comfort, and numerous updates—all with NO HOA! This beautifully maintained property combines functional living spaces with charming details throughout. Major improvements include a roof approximately 5 years old, heating and cooling systems replaced approx. 3 years ago, and several newer windows for added efficiency and peace of mind. Step

  Leah Clowser RE/MAX Roots

  3017 Saratoga Dr, Winchester, VA 22601
• 

  

  /21

  $269,000

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

  321 N Kent St, Winchester, VA 22601

  Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shopping, the library and more. Easy access to Rt. 7 and 81. The main level has a nice open floor plan, consisting of kitchen, dining and living areas. The main level also features a half bath and bonus room, perfect for an office or den. Upstairs you will find three bedrooms, full bathroom and

  Amy Capitano MarketPlace REALTY

  321 N Kent St, Winchester, VA 22601

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