Winchester, VA Homes for Sale

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  $484,990

  $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.

  111 Haida Ln, Winchester, VA 22602
• Explore Winchester

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  /30

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  2561 Apple Pie Ridge Rd, Winchester, VA 22603

  Welcome home to this beautifully updated rambler, offering comfort, character, and room to grow. The spacious front living room features gleaming hardwood floors and a large picture window that fills the space with natural light.Just off the garage, the remodeled den provides versatile living space perfect for a family room, home office, or recreation area. Recent updates include new drywall,

  

  Brock Harris

  Samson Properties

  2561 Apple Pie Ridge Rd, Winchester, VA 22603
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  $1,300,000

  • Land
  • 64.91 Acres
  • $20,028 per Acre

  Lot 7 Cedar Creek Grade, Winchester, VA

  Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved

  

  Lori Bales

  Keller Williams Realty

  Lot 7 Cedar Creek Grade, Winchester, VA
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  /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

  315 National Ave, Winchester, VA 22601
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  /11

  $61,900

  • Land
  • 30,056 Sq Ft
  • $89,710 per Acre

  Lots 11 & 12 Glen Ridge Rd, Winchester, VA 22602

  Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  Lots 11 & 12 Glen Ridge Rd, Winchester, VA 22602
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  /48

  $407,500

  $8K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  105 Tye Ct, Winchester, VA 22602

  Enjoy townhouse living with a view at 105 Tye Ct.! This desirable end-unit townhouse overlooks the neighborhood instead of facing rows of neighboring townhomes, offering a more open and private feel. Only 3 years old, this former model home features upgraded finishes and custom touches not found in many of the other units. Featuring 3 bedrooms, 2.5 bathrooms, and a finished basement, this home

  

  Frank Armstrong, IV

  Colony Realty

  105 Tye Ct, Winchester, VA 22602
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  /32

  $389,900

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

  151 Mccormick Cir Unit 201, Winchester, VA 22602

  Experience Effortless 55+ Living at Winchester Landing – The Sapphire by Ryan Homes Discover the perfect blend of comfort and convenience in the Sapphire model, a spacious single-level condo offering over 1,500 sq. ft. of thoughtfully designed living space. The open-concept layout seamlessly connects a modern kitchen, large island, and bright great room, creating an inviting space ideal for

  

  Rhonda Shade

  ERA Oakcrest Realty, Inc.

  151 Mccormick Cir Unit 201, Winchester, VA 22602
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  /2

  $195,000

  • 3 Beds
  • 1 Bath
  • 932 Sq Ft

  150 Cedar Grove Rd, Winchester, VA 22603

  This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage,

  

  Frank Armstrong, IV

  Colony Realty

  150 Cedar Grove Rd, Winchester, VA 22603
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  /13

  $274,999

  • 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

  206 Kimberly Way, Winchester, VA 22601
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  /2

  $630,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 4,120 Sq Ft

  211 Flanagan Dr, Winchester, VA 22602

  Pictures coming soon. Prime Location in Raven Wing!This beautiful Colonial home offers the perfect combination of comfort, convenience, and modern updates. Located in the desirable Raven Wing community, you'll enjoy easy access to schools, shopping, restaurants, and commuter routes.Recent improvements include a new roof (2025), hot water heater (3 years old), sump pump (1.5 years old),

  

  Ned Stock

  Berkshire Hathaway HomeServices PenFed Realty

  211 Flanagan Dr, Winchester, VA 22602
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  /45

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  2285 Jones Rd, Winchester, VA 22602

  Nestled among mature trees on just over an acre, this timeless brick ranch offers the perfect blend of comfort, character, and space to enjoy both indoors and out. A welcoming front porch sets the tone, inviting you to slow down and feel right at home. Inside, you’ll find 3 bedrooms, 2.5 baths, and thoughtfully designed living spaces filled with warmth and charm. The formal dining room features

  

  Katherine (Kat) Wetzel

  Century 21 Redwood Realty

  2285 Jones Rd, Winchester, VA 22602
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  /4

  $94,999

  • Land
  • 21,780 Sq Ft
  • $189,998 per Acre

  1184 N Frederick Pike, Winchester, VA 22603

  Great location on busy N. Frederick Pike with good road frontage, Zoned B-2, down from Sunnyside and Martin's Shopping Center, minutes from VA Bypass 37 & Winchester Medical Center. Site is ideal for any retail or services business.

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  1184 N Frederick Pike, Winchester, VA 22603
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  /2

  $175,000

  • Land
  • 16,117 Sq Ft
  • $472,973 per Acre

  719 Kennedy Dr, Winchester, VA 22601

  Vacant Lot in Rolling HillsOne of the last opportunities to own a vacant lot in the desirable Rolling Hills community. This property offers the perfect setting to build your new home or presents an excellent opportunity for a long-term investment. Enjoy a well-established neighborhood with limited remaining buildable lots. Buyer to verify zoning, utilities, and intended use. Water and Sewer

  

  Frank Armstrong, IV

  Colony Realty

  719 Kennedy Dr, 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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  /2

  $440,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,230 Sq Ft

  107 Orchid Ct, Winchester, VA 22602

  Fantastic commuter location and close to schools! Brick-front split foyer in a spectacular location on the east side of town, offering easy access to Route 7 and downtown Winchester. This light-filled home features a bright living room, a recently renovated kitchen, hardwood floors throughout the main level, and brand-new carpet in the bedrooms. The fully finished lower level boasts durable LVP

  

  Lori Bales

  Keller Williams Realty

  107 Orchid Ct, Winchester, VA 22602
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  /45

  $84,500

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  135 Gregory Place, Winchester, VA 22603

  This 2018-built double wide manufactured ranch-style home is move-in ready and well maintained for its new owner! The home offers an open floor plan featuring a spacious kitchen with abundant countertop space, a large pantry, and a dining area that flows into the main living space. The living room provides plenty of open space for comfortable everyday living, and the home also includes a

  

  Diego Abregu

  Keller Williams Realty

  135 Gregory Place, Winchester, VA 22603
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  /35

  $337,000

  Open Sun 1PM - 3PM

  • 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 living level

  

  David Peña

  Corcoran McEnearney

  124 Worsham Terrace, Winchester, VA 22602
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  /3

  $425,000

  $20K 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

  623 Smithfield Ave, Winchester, VA 22601
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  /26

  $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

  614 Sherlock Trace, Winchester, VA 22601
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  /4

  $289,900

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,458 Sq Ft

  102 N Purcell Ave, Winchester, VA 22601

  Charming home ideally located just minutes from the heart of historic Winchester! Whether you're looking for convenient access to shopping, dining, entertainment, or commuter routes, this home offers an exceptional location paired with valuable updates for peace of mind. Relax on the inviting covered front porch, the perfect place to enjoy your morning coffee or unwind at the end of the day. The

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  102 N Purcell Ave, Winchester, VA 22601
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  /11

  $1,499,000

  • Land
  • 2.45 Acres
  • $611,837 per Acre

  821,829,839, and 851 Fox Dr, Winchester, VA 22603

  Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

  

  Jim Shebest

  Coldwell Banker Realty

  821,829,839, and 851 Fox Dr, Winchester, VA 22603
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  /11

  $61,900

  • Land
  • 30,056 Sq Ft
  • $89,710 per Acre

  Lots 14 & 15 Glen Ridge Rd, Winchester, VA 22602

  Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  Lots 14 & 15 Glen Ridge Rd, Winchester, VA 22602
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  /23

  $350,000

  $25K PRICE DROP

  • 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

  317 N Kent St, Winchester, VA 22601
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  /11

  $51,900

  • Land
  • 14,810 Sq Ft
  • $152,647 per Acre

  Lot 10 Glen Ridge Rd, Winchester, VA 22602

  Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  Lot 10 Glen Ridge Rd, Winchester, VA 22602
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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

  601 Gray Ave, Winchester, VA 22601
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  /10

  $61,900

  • Land
  • 30,056 Sq Ft
  • $89,710 per Acre

  Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602

  Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602
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  /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

  123 Stetson St, Winchester, VA 22603
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  /40

  $434,900

  New Construction $15K PRICE DROP

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

  151 Lauck Dr, Winchester, VA 22603

  PRICE IMPROVEMENT! BRAND NEW CONSTRUCTION by a custom local builder 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

  

  Jeanne Mezzatesta

  Colony Realty

  151 Lauck Dr, Winchester, VA 22603
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  /47

  $434,900

  New Construction $15K PRICE DROP

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

  159 Lauck Dr, Winchester, VA 22603

  PRICE IMPROVEMENT! BRAND NEW CONSTRUCTION by a local custom builder 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,

  

  Jeanne Mezzatesta

  Colony Realty

  159 Lauck Dr, Winchester, VA 22603
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  $599,990

  New Construction $15K PRICE DROP

  • 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
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  /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
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  /46

  $439,129

  New Construction $6K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  117 Wagtail Ln Unit HOMESITE 1031, Winchester, VA 22603

  Find a brand new INTERIOR 55+ VILLA HOME at Hiatt Pointe in Winchester by Van Metre Homes. Discover Vera 30-F2 – Homesite 1031—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom ready for you to move in IMMEDIATELY. Step into a home with 9’ ceilings on both levels, luxury vinyl plank (LVP) flooring, oak main stairs, and expertly selected finishes

  Shannon L Bray Pearson Smith Realty, LLC

  117 Wagtail Ln Unit HOMESITE 1031, Winchester, VA 22603
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  $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
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  /41

  $622,490

  New Construction Open Sun 12PM - 2PM $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
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  /85

  $639,900

  • 3 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  160 Shirley Ct, Winchester, VA 22603

  A private 5.06-acre retreat where classic Colonial charm meets modern comfort, just minutes from the best of Winchester and the Shenandoah Valley. Nestled on a beautifully maintained homesite in Frederick County, this charming Colonial offers the perfect combination of peaceful country living and convenient access to shopping, dining, recreation, and entertainment. From the moment you arrive, the

  Danielle Dojcak Century 21 Redwood Realty

  160 Shirley Ct, Winchester, VA 22603
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  /44

  $590,259

  New Construction Open Sun 12PM - 2PM

  • 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
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  /65

  $775,000

  $25K PRICE DROP

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

  159 Abrams Pointe Blvd, Winchester, VA 22602

  ***You could get up to $3,000 with use of preferred lender for closing cost assistance or use funds for a rate buy-down (restrictions apply and not all will qualify, contact listing agent for details). *** 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

  Lisa Lowery Keller Williams Realty

  159 Abrams Pointe Blvd, Winchester, VA 22602
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  /43

  $524,729

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  102 Wagtail Ln Unit 1024, Winchester, VA 22603

  Discover a VILLA HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a 2-car front-load finished garage, 3 bedrooms, 2 full bathrooms, and 1 half bathroom. Homesite 1024 (Vale 34-F2 Plan) is MOVE-IN READY. A front porch welcomes you into the villa, which spans 2,279 finished square feet across two levels with 9 ft ceilings throughout. Luxury Vinyl Plank (LVP) flooring runs across

  Shannon L Bray Pearson Smith Realty, LLC

  102 Wagtail Ln Unit 1024, Winchester, VA 22603
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  /40

  $324,000

  $25K PRICE DROP

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

  802 E Cork St, Winchester, VA 22601

  Motivated Seller! 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 upper-level sleeping porch, and a traditional canning

  Jennifer Egen Samson Properties

  802 E Cork St, Winchester, VA 22601
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  /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

Showing Results 1 - 40, Page 1 of 12

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

Frequently Asked Questions

What is the average home price in Winchester, VA?

Homes for sale in Winchester, VA have an average home price of $478,870.

How many homes have sold over the last 12 months in Winchester, VA?

1,218 homes have sold in Winchester, VA over the last 12 months.

What is the average household income in Winchester, VA?

The average household income in Winchester, VA is $89K.

Is Winchester, VA a safe city?

In general, the safest neighborhoods in Winchester, VA with lower crime scores are Stephenson and Cross Junction.

What are the most popular zip codes in Winchester, VA?

The most popular zip codes in Winchester, VA include 22601, 22603, 22602, 22656 and 22655.

What are the most popular neighborhoods in Winchester, VA?

The most popular neighborhoods in Winchester, VA with the most homes for sale are Stephenson and Cross Junction.

How much do you need to make to afford a house in Winchester?

The median home price in Winchester is $434,990. If you put a 20% down payment of $87,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,200 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $94K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchester is $89K.

How are the schools in Winchester, VA?

Winchester, VA has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are Eukarya Christian Academy, Lighthouse Baptist Academy and Sherando High School. The neighborhoods in Winchester with the highest rated schools are Stephenson and Cross Junction. Browse all the schools in Winchester, VA to learn more.

Home Prices in Winchester, VA

The median home sale price in Winchester, VA is $415,000, up 2% year-over-year. Homes in Winchester sell in 44 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $415,000	Median Single Family Sale Price $450,000
Median Townhouse Sale Price $399,990	Median 2 Bedroom Sale Price $297,000
Median 1 Bedroom Sale Price $189,450	Average Price Per Sq Ft $207
Number of Homes for Sale 345	Last 12 months Home Sales 1,218
Months of Supply 3.40	Median List Price $434,990
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 2%