Winchester, VA Houses for Sale

• 

  

  

  /31

  $485,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  111 Haida Ln, Winchester, VA 22602

  ••Welcome to The Retreat at Winding Creek, your haven in Winchester, VA, where luxury meets community living. ••Single Family * Two Level * 2528 Square Feet * 4 Bedrooms , 2.5 Baths * Two Car Garage Check out the 3D Matterport Tour! ••Why wait for a new build when you can have this stunning less than two-year-old home today? You’ll arrive just as the best parts of the neighborhood are opening up.

  

  Pamela Jones

  Long & Foster Real Estate, Inc.

  (540) 698-5940

  111 Haida Ln, Winchester, VA 22602
• Explore Winchester

• 

  

  

  /65

  $379,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  317 Gray Ave, Winchester, VA 22601

  Welcome to 317 Gray Ave in Winchester, Virginia. This charming Colonial blends historic character with extensive modern updates, creating the perfect balance of vintage appeal and contemporary comfort. The home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom, along with a recently finished attic that offers flexible additional living space. The primary suite includes a beautifully

  

  Matthew Abregu

  Keller Williams Realty

  (540) 701-3590

  317 Gray Ave, Winchester, VA 22601
• 

  

  

  /44

  $445,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  102 Fortress Dr, Winchester, VA 22603

  Welcome home to this beautifully updated property where thoughtful design, quality finishes, and exceptional outdoor living come together. The inviting family room features soaring vaulted ceilings and a stunning porcelain-surround gas fireplace, creating the perfect space to gather and unwind. Newly refinished hardwood floors flow throughout the main living areas, complemented by recessed

  

  Tricia Filbert

  Samson Properties

  (540) 405-8241

  102 Fortress Dr, Winchester, VA 22603
• 

  

  

  /17

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  980 Greenwood Rd, Winchester, VA 22602

  Perfectly positioned on the east side of town, this home is just minutes from local shopping, excellent schools, and major commuter routes. Inside, you’re welcomed by hardwood floors that flow throughout the living room and bedrooms. The cabinet-packed kitchen overlooks a cozy dining area and provides access to a bright four-season room — the perfect spot for morning coffee or relaxing before

  

  Brock Harris

  Samson Properties

  (540) 792-3667

  980 Greenwood Rd, Winchester, VA 22602
• 

  

  

  /3

  $429,000

  $16K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 1,917 Sq Ft

  623 Smithfield Ave, Winchester, VA 22601

  Spacious split-foyer home in the heart of Winchester featuring 6 bedrooms and 3 full bathrooms,. Well-maintained and located in a convenient neighborhood with no HOA.

  

  Carlos Soares

  Samson Properties

  (540) 253-3199

  623 Smithfield Ave, Winchester, VA 22601
• 

  

  /28

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  113 Christopher Dr, Winchester, VA 22601

  Active pending release. Meticulously maintained 3 bedroom, 1.5 bath home in a convenient in-town Winchester location! This home shows beautifully and features hardwood floors that add warmth and character throughout the main living areas. Spacious bedrooms and updates made over the years make this home functional and livable, while still providing an opportunity to personalize as desired. The

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 318-0527

  113 Christopher Dr, 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
• 

  

  /74

  $659,900

  Open Sat 11AM - 1PM $9K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,429 Sq Ft

  119 Thompson Ct, Winchester, VA 22602

  Welcome to your dream home in the highly sought-after Twin Lakes Overlook community! This stunning 4-bedroom, 3.5-bathroom brick-front colonial offers nearly 4,200 square feet of meticulously designed, finished living space across three expansive levels. The main level welcomes you with sophisticated finishes, including a dedicated study with custom built-in cabinetry and a formal dining room

  

  Jodi Cilley

  Realty ONE Group Old Towne

  (540) 730-1462

  119 Thompson Ct, Winchester, VA 22602
• 

  

  /32

  $449,000

  • 4 Beds
  • 4.5 Baths
  • 1,913 Sq Ft

  315 National Ave, Winchester, VA 22601

  Fully reimagined for modern living while preserving its timeless charm, this stunning 1910 home in the heart of Downtown Winchester offers the perfect blend of character, luxury, and value. Completely renovated from top to bottom, every detail has been thoughtfully updated—delivering the feel of new construction within a classic architectural setting.This spacious residence features 4

  

  Carlos Soares

  Samson Properties

  (540) 787-2197

  315 National Ave, Winchester, VA 22601
• 

  

  /40

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  151 Lauck Dr, Winchester, VA 22603

  BRAND NEW CONSTRUCTION in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright living area, modern kitchen with stainless steel appliances, convenient

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 696-5568

  151 Lauck Dr, Winchester, VA 22603
• 

  

  /47

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  159 Lauck Dr, Winchester, VA 22603

  BRAND NEW CONSTRUCTION in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright living area, modern kitchen, convenient half bath, and laundry room just

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 709-9247

  159 Lauck Dr, Winchester, VA 22603
• 

  

  /65

  $799,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  123 Stetson St, Winchester, VA 22603

  Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and

  

  Brett Sowder

  RE/MAX Roots

  (540) 619-5465

  123 Stetson St, Winchester, VA 22603
• 

  

  /44

  $590,259

  New Construction

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  108 Magpie Ln Unit HOMESITE 1035, Winchester, VA 22603

  Discover a brand new SINGLE FAMILY HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a two-car front-load finished garage, three bedrooms, and three full bathrooms. Homesite 1035 (Sierra 39-F2 Plan) is move-in ready! This home has 3,200 finished square feet across two levels and welcomes you with a spacious covered front porch, 9’ ceilings on all levels, and Luxury Vinyl Plank

  Shannon L Bray Pearson Smith Realty, LLC

  108 Magpie Ln Unit HOMESITE 1035, Winchester, VA 22603
• 

  

  /31

  $524,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4.5 Baths
  • 1,841+ Sq Ft

  Matisse Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578843, Winchester, VA 22603
• 

  

  /23

  $459,990

  New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,564+ Sq Ft

  Hemingway Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

  Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578850, Winchester, VA 22603
• 

  

  /66

  $799,500

  • 5 Beds
  • 4.5 Baths
  • 3,963 Sq Ft

  159 Abrams Pointe Blvd, Winchester, VA 22602

  Welcome to a lifestyle of sophistication with this better-than-new masterpiece that defines luxury living. Perfectly situated in the coveted Abrams Pointe community, this home transcends the "model-like" standard with impeccable upgrades and designer finishes throughout. From the moment you step into the dramatic 2-story foyer, you are greeted by refinement. Architectural details abound,

  Lisa Lowery Keller Williams Realty

  159 Abrams Pointe Blvd, Winchester, VA 22602
• 

  

  /40

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,996 Sq Ft

  802 E Cork St, Winchester, VA 22601

  Motivated Seller! Now offering a 3% Buyer's Credit (of sales price)! Check out the Virtual Tour! Rich with character and steeped in history, this spacious vintage home sits proudly on a corner lot, offering timeless appeal with many original features still intact. From the moment you enter, you’ll appreciate the craftsmanship of a bygone era—complete with built-in bookshelves, a charming

  Jennifer Egen Samson Properties

  802 E Cork St, Winchester, VA 22601
• 

  

  /60

  $879,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  122 Broomsedge, Winchester, VA 22602

  Another quality home crafted by KEE Construction, located just off Cedar Creek Grade in the Shenandoah Valley and just minutes from Winchester City.Situated on 5.11 picturesque acres in a peaceful rural setting in the heart of the Shenandoah Valley, this modern farmhouse-style home with craftsman influences offers the perfect blend of refined craftsmanship and comfortable country living.

  Meridee Powars Link Realty Services LLC

  122 Broomsedge, Winchester, VA 22602
• 

  

  /28

  $559,990

  New Construction

  • 3 - 5 Beds
  • 1 Bath
  • 2,132+ Sq Ft

  Rockwell Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578845, Winchester, VA 22603
• 

  

  /56

  $605,990

  New Construction

  • 4 - 6 Beds
  • 2.5 - 5.5 Baths
  • 3,614 Sq Ft

  Carlisle Plan at Abrams Pointe, Winchester, VA 22602

  The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

  Maronda Homes Builder

  161 Williamson Rd Unit 37110558, Winchester, VA 22602
• 

  

  /35

  $585,990

  New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 3,194 Sq Ft

  Somerset Plan at Abrams Pointe, Winchester, VA 22602

  The Somerset home design by Maronda Homes is designed with today’s lifestyle in mind—blending open-concept living, functional spaces, and refined details into one beautifully crafted home. With 4 bedrooms, 2 to 4 bathrooms, and 3,194 square feet of living space, the Somerset offers flexibility for families at every stage of life.The heart of the home is the expansive great room, which opens to a

  Maronda Homes Builder

  161 Williamson Rd Unit 37110563, Winchester, VA 22602
• 

  

  /56

  $564,990

  New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,533 Sq Ft

  Rockford Plan at Abrams Pointe, 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

  161 Williamson Rd Unit 37110038, Winchester, VA 22602
• 

  

  /18

  $564,990

  New Construction $35K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,747 Sq Ft

  204 Williamson Rd, Winchester, VA 22602

  Welcome to Abrams Pointe! Homesite 204 offers the opportunity to build the beautiful Rockford floorplan. This to-be-built single-family home features 4 bedrooms, 2.5 bathrooms, and over 3,000 square feet of living space. The open-concept design highlights a spacious great room that flows into a light-filled kitchen, sunroom extension, and breakfast area—perfect for both everyday living and

  Greta Fernandez New Home Star Virginia, LLC

  204 Williamson Rd, Winchester, VA 22602
• 

  

  /43

  $549,990

  New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 2,418 Sq Ft

  Avalon Plan at Abrams Pointe, Winchester, VA 22602

  The Avalon home design by Maronda Homes blends elegant design with everyday functionality to create a home that's both stylish and smart. With 3 bedrooms, 2 bathrooms, and 2,418 square feet of living space, the Avalon is ideal for those looking for main-level living. As soon as you walk in, you will be greeted by a spacious, open-concept layout. The main level includes the option to convert a

  Maronda Homes Builder

  161 Williamson Rd Unit 38167752, Winchester, VA 22602
• 

  

  /73

  $799,000

  New Construction Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  201 Nathaniel Dr, Winchester, VA 22603

  Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

  Renee Waymire Samson Properties

  201 Nathaniel Dr, Winchester, VA 22603
• 

  

  /76

  $615,434

  New Construction Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  116 Magpie Ln, Winchester, VA 22603

  READY FOR IMMEDIATE DELIVERY! The Sierra 39-F2 at Hiatt Pointe (55+) delivers single-family living at its finest — 3 bedrooms, 3 full baths, 2-car front-load garage, and an open-concept floorplan designed for the way you actually live. Enter through the front porch into a light-filled main level featuring 9' ceilings, oak stairs, and luxury vinyl plank flooring throughout. The chef's kitchen

  Dimitri Sotiropoulos Keller Williams Realty

  116 Magpie Ln, Winchester, VA 22603
• 

  

  /33

  $595,990

  New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 3,383 Sq Ft

  Birmingham Plan at Abrams Pointe, Winchester, VA 22602

  The Birmingham home design offers a harmonious blend of space, comfort, and elegance, perfect for families who value both form and function. With 4 bedrooms, 2.5 to 3.5 bathrooms, and 3,383 square feet of thoughtfully designed living space, the Birmingham is a home that adapts to your lifestyle.Step through the welcoming foyer into a bright, open-concept layout that includes a flex space for a

  Maronda Homes Builder

  161 Williamson Rd Unit 37110033, Winchester, VA 22602
• 

  

  /39

  $614,959

  New Construction $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,203 Sq Ft

  112 Magpie Ln Unit HOMESITE 1036, Winchester, VA 22603

  Find a brand new SINGLE FAMILY HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a two-car front-load finished garage, three bedrooms, and three full bathrooms. Homesite 1036 (Sierra 39-F2 Plan) is move-in ready. Designed for ease and everyday function, this floorplan has 3,200 finished square feet across two levels. This residence welcomes you with a spacious covered front

  Shannon L Bray Pearson Smith Realty, LLC

  112 Magpie Ln Unit HOMESITE 1036, Winchester, VA 22603
• 

  

  /47

  $572,490

  New Construction $6K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  1 Wagtail Ln Unit SIERRA 39-F2, Winchester, VA 22603

  Find new 55+ SINGLE FAMILY HOMES by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026-2027 based on build time. Step into the Sierra 39-F2 at Hiatt Pointe—a two-car, front-load garage single family home with up to four bedrooms and three full bathrooms. Designed for ease and everyday function, this floorplan welcomes you with a charming front porch

  Shannon L Bray Pearson Smith Realty, LLC

  1 Wagtail Ln Unit SIERRA 39-F2, Winchester, VA 22603
• 

  

  /41

  $622,490

  New Construction $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,203 Sq Ft

  134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603

  Find a brand new SINGLE FAMILY HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a two-car, front-load finished garage, three bedrooms, and three full bathrooms. Homesite 1014 (Vera 30-F2 Plan) is MOVE-IN READY. Designed for ease and everyday function, this new construction home has 3,200 finished square feet across two levels. This home offers main-level living! Features of

  Shannon L Bray Pearson Smith Realty, LLC

  134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603
• 

  

  /48

  $408,999

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  709 Dicks Hollow Rd, Winchester, VA 22603

  Exceptional value meets modern elegance with this newly priced improvement of $408,999. Every detail of this home exudes quality, from the bright, welcoming entryway to the beautifully crafted living spaces. Perfect for discerning buyers looking for a turn-key property that offers both style and convenience. Make this the perfect window of opportunity for you. Schedule your showing today and

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /31

  $664,190

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,403 Sq Ft

  2486 Scotch Bonnet Dr, Winchester, VA 22603

  5 bedroom home on a cul-de-sac is still available for you to personalize with your choice of flooring, counters, cabinets and fixtures and build for move in this year! Rear Screened Porched with Double Sided Fireplace shared with the great room, is the perfect place to relax. LVP flooring highlights the main level, while the kitchen boasts Gourmet Stainless Steel Appliances with hood, quartz

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  2486 Scotch Bonnet Dr, Winchester, VA 22603
• 

  

  /47

  $354,900

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,366 Sq Ft

  517 Dunlap St, Winchester, VA 22601

  Welcome to 517 Dunlap St — a beautifully renovated 3-bedroom, 1.5-bath home set on a nicely sized, fully fenced lot in the heart of Winchester, where modern updates meet everyday comfort and a backyard designed for making the most of every season, complete with your own private pool.The main level welcomes you with a bright and inviting layout, where the living and dining spaces flow

  Carolyn Young Samson Properties

  517 Dunlap St, Winchester, VA 22601
• 

  

  /23

  $409,900

  New Construction $10K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  103 Tonto Trail, Winchester, VA 22602

  6-2-26 Framing underway. Current Shawneeland Inventory107 Pinto Trail (split foyer)208 Beaver Trail (split foyer)210 Beaver Trail (split foyer)212 Falcon Trail (colonial)211 Inca Trail (colonial)103 Tonto Trail (split foyer)123 Killbuck Trail (colonial)Stunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy

  Jim Thomson Realty ONE Group Old Towne

  103 Tonto Trail, Winchester, VA 22602
• 

  

  /58

  $629,900

  $40K PRICE INCREASE

  • 6 Beds
  • 4 Baths
  • 2,672 Sq Ft

  220 Snappy Ln, Winchester, VA 22602

  Stunning two-level home sits on a flat, picturesque 5-acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining.The

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
• 

  

  /33

  $455,000

  Open Sun 1PM - 4PM $5K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  310 Longview Ave, Winchester, VA 22601

  THIS IS A MUST SEE! Huge price reduction from motivated seller. OPEN HOUSE THIS SUNDAY.Amazing, location, 3 years new property, located in short drive to everything, Winchester. This is an offering you don't want to miss out on. Its not often that a nearly new construction home with all the best of everything comes on the market. For starters theres No HOA .All the appliances and operating

  Dave Milburn Coldwell Banker Realty

  310 Longview Ave, Winchester, VA 22601
• 

  

  /51

  $400,000

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

  605 Dunlap St, Winchester, VA 22601

  Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space.This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible

  Alexandra Brown Spring Hill Real Estate, LLC.

  605 Dunlap St, Winchester, VA 22601
• 

  /2

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  632 Watson Ave, Winchester, VA 22601

  * Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features granite countertops, new stainless steel appliances, and new vinyl plank flooring. The bathrooms includes new vanities, faucet, tub, shower and new vinyl

  Jennifer Sacco RE/MAX Roots

  632 Watson Ave, Winchester, VA 22601
• 

  

  /4

  $682,520

  New Construction $3K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  Lot 199 Williamson, Winchester, VA 22602

  The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

  Maronda Homes Builder

  Lot 199 Williamson, Winchester, VA 22602
• 

  

  /97

  $869,000

  $66K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,545 Sq Ft

  620 Lake Serene Dr, Winchester, VA 22603

  Classic waterfront home, diligently updated and modernized with quality improvements and thoughtful design from well and septic and new floating dock on the outside, to totally renovated kitchen and primary bedroom suite and baths on the inside. Continue the seller's active lifestyle with the conveyance of a variety of boats and an indoor lap pool. Enjoy the seller's efforts to maintain this

  Dallas Croft Samson Properties

  620 Lake Serene Dr, Winchester, VA 22603

Showing Results 1 - 40, Page 1 of 7

Why Live in Winchester

Winchester, located in the Shenandoah Valley of Virginia, is a small but rapidly growing town known for its apple-themed events, historic downtown, and accessibility to larger cities like Washington D.C. and Loudoun County. The town's economy is driven by health care, retail, and manufacturing, with Valley Health being a major employer. Commuters often use Interstate 81 and U.S. Route 50 for the 75-mile trip to Northern Virginia and D.C. Winchester Transit provides local bus services, and Dulles International Airport is 50 miles away. The town experiences humid summers and mild winters, with occasional minor flooding due to heavy rainfall. Winchester's housing market offers more affordable options compared to neighboring counties, with historic homes near downtown featuring Craftsman and Colonial Revival designs. The Shenandoah Apple Blossom Festival is a major annual event, attracting around 250,000 visitors. Residents enjoy performances at local theaters, shopping at the Apple Blossom Mall, and dining in Old Town Winchester. Outdoor enthusiasts can explore Jim Barnett Park, the Museum of the Shenandoah Valley, and nearby Shenandoah National Park. Winchester City Public Schools serve over 4,000 students and are highly rated, while Shenandoah University offers strong liberal arts and performing arts programs. Despite its small size, Winchester boasts a rich history with several Civil War sites and the Patsy Cline Historic House.

Learn more about living in Winchester

Single Family Home Prices in Winchester, VA

The median price for single family homes in Winchester is $450,000, and there are 272 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price $450,000	Median 3-Bedroom Home Price $390,000
Median 4-Bedroom Home Price $539,900	Median 5-Bedroom Home Price $585,000