Winchester, VA Homes for Sale

• 

  

  

  /38

  $369,000 Open Sat 11:30AM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,378 Sq Ft

  218 Gazelle Trail, Winchester, VA 22602

  This stunning 4-bedroom, 3 bathroom home offers the perfect blend of tranquility and convenience. With brand new luxury vinyl plank on all levels and fresh paint throughout, this home is light-filled and sparkles with charm. The main level features a spacious living room with vaulted ceilings, perfect for entertaining guests, and a beautifully updated kitchen with large cabinets and island, new

  Gavin Kersellius Coldwell Banker Realty - Washington

  218 Gazelle Trail, Winchester, VA 22602
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /23

  $279,000

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  208 Shenandoah Ave, Winchester, VA 22601

  Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

  Dan Whitacre Colony Realty

  208 Shenandoah Ave, Winchester, VA 22601
• 

  

  

  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,237 Sq Ft

  117 W Oates Ave, Winchester, VA 22601

  This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances, including a single oven and refrigerator, making meal preparation a breeze. The unfinished

  Jeffrey Konrady Realty ONE Group Old Towne

  117 W Oates Ave, Winchester, VA 22601
• 

  

  /2

  $425,000

  • 10 Beds
  • 6 Baths
  • 12,128 Sq Ft

  910 Franklin St, Winchester, VA 22601

  What a remarkable and unique opportunity!Assessed for $571630.00 Brand new roof on entire building, newly demolished warehouse has made way to enormous area for expansion and or parking. SOOO MUCH potential - Upper level has two apartments -However only one is approved for rental unitLower level is ready for its new transformation as residential or allowed commercial use - Conditional use

  Pakeeza Akhtar The KOR Group, Inc.

  910 Franklin St, Winchester, VA 22601
• 

  

  

  /18

  $539,990 New Construction

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  113 Sunflower Way, Winchester, VA 22603

  Brand new main level living Hemingway is almost finished construction and nearly ready for you to call home! At the heart of the home, the gourmet kitchen shines with stainless steel appliances, quartz countertops, and upgraded cabinetry. The kitchen flows seamlessly into the dining and family rooms, where additional windows create a bright, inviting atmosphere—perfect for entertaining. Just

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  113 Sunflower Way, Winchester, VA 22603
• 

  

  /10

  $649,990 New Construction

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  601 Granite Ridge Dr, Winchester, VA 22603

  Brand New Main Level home is under construction and with special financing and closing cost assistance available, there is no reason to wait to make this the next place you call home! Located within Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!This Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  601 Granite Ridge Dr, Winchester, VA 22603
• 

  

  /49

  $526,290

  • 3 Beds
  • 2.5 Baths
  • 2,257 Sq Ft

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603

  Find a new 55+ VILLA HOME by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026. Welcome to the Vale 34-F2 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom. Open and adaptable, this floorplan is centered around the gourmet kitchen that brings connection to the heart of the home. The

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037498, Winchester, VA 22603
• 

  

  /30

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  1116 Opequon Ave, Winchester, VA 22601

  Discover this charming and well maintained home at 1116 Opequon Avenue, offering an excellent opportunity as a starter home or investment property. Located just minutes from Old Town Winchester, this home provides convenience, comfort, and value for under 300K. The main level features hardwood floors throughout the living spaces, three bedrooms, and a full bathroom. The full basement offers great

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 413-0030

  1116 Opequon Ave, Winchester, VA 22601
• 

  

  /49

  $623,790

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

  0 Magpie Ln Unit VAFV2037494, Winchester, VA 22603

  Discover 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. 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 and

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037494, Winchester, VA 22603
• 

  

  /49

  $481,290

  • 3 Beds
  • 2.5 Baths
  • 2,181 Sq Ft

  0 Magpie Ln Unit VAFV2037506, Winchester, VA 22603

  Explore new 55+ VILLA HOMES by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA. that will be ready for you to move in 2026. Embrace the Vera 30-F2 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom. Built for the way you live, this floorplan makes room for moments big and small with its natural flow and central kitchen. The

  Shannon L Bray Pearson Smith Realty, LLC

  0 Magpie Ln Unit VAFV2037506, Winchester, VA 22603
• 

  

  /43

  $424,900 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  713 Ross St, Winchester, VA 22601

  ALMOST COMPLETED!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

  Donna Anderson Samson Properties

  713 Ross St, Winchester, VA 22601
• 

  

  /40

  $424,900 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  709 Ross St, Winchester, VA 22601

  ALMOST COMPLETED!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

  Donna Anderson Samson Properties

  709 Ross St, Winchester, VA 22601
• 

  

  /3

  $611,305 New Construction

  • 3 Beds
  • 2 Baths
  • 1,954 Sq Ft

  Lot 23 Williamson, Winchester, VA 22602

  The Drexel home design is a spacious and versatile single-family home designed to suit a variety of lifestyles. With 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a 2-car

  

  Maronda Homes

  Builder

  Lot 23 Williamson, Winchester, VA 22602
• 

  

  /47

  $289,500

  • 4 Beds
  • 1 Bath
  • 1,732 Sq Ft

  1006 S Cameron St, Winchester, VA 22601

  Welcome home to this charming 4-bedroom, 1-bath colonial perfectly situated with walking distance from downtown Winchester. Warm hardwood floors flow throughout the home, complemented by a large covered front porch and a spacious rear deck—ideal for morning coffee or evening gatherings. Recent updates include a new water heater (2025), new water tank (2025), and an updated furnace and bath for

  Laura White ERA Oakcrest Realty, Inc.

  1006 S Cameron St, Winchester, VA 22601
• 

  

  /31

  $699,900 Coming Soon

  • 6 Beds
  • 4.5 Baths
  • 3,664 Sq Ft

  461 Skylar Lanes Way, Winchester, VA 22603

  Welcome to 461 Skylar Lanes Way, a stunning home nestled on over 2 acres in the upscale & sought after Walnut Springs Estates community, just minutes from downtown Winchester! This spacious residence offers 6 bedrooms, 4.5 bathrooms, and a 3-car side load garage with a circular paved driveway, providing plenty of room for family, guests, and entertaining. Step inside the foyer where you will find

  Michele Gibson Samson Properties

  461 Skylar Lanes Way, Winchester, VA 22603
• 

  /2

  $459,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  108 Rawlings Ave, Winchester, VA 22603

  Welcome to this Nice Home, a 4 Bed 2 Bath split foyer home in the wonderful community of Dominion Knolls. This location is close to everything, minutes to Route 81. Great commuter location, with a 1-car garage with storage, a fenced backyard with concrete driveway, and a finished ground-level family Room with an adjacent large laundry/Utility room. New Carpet & Freshly Painted throughout! Must

  Maritza Munoz Samson Properties

  108 Rawlings Ave, Winchester, VA 22603
• 

  

  /29

  $327,000

  • 3 Beds
  • 1 Bath
  • 2,505 Sq Ft

  312 Shawnee Ave, Winchester, VA 22601

  Within walking distance to Historic Downtown Winchester! This home is convenient to everything happening in Winchester and also a very easy location for commuters. Nestled in the charming Shawnee Heights neighborhood, this delightful cottage-style home offers a perfect blend of comfort and community. The large rear yard provides plenty of open space and a rear alley with the opportunity for

  

  Lori Bales

  Keller Williams Realty

  (540) 209-9771

  312 Shawnee Ave, Winchester, VA 22601
• 

  

  /5

  $575,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  619 Farmington Blvd, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides the

  Marisa Varley ERA Oakcrest Realty, Inc.

  619 Farmington Blvd, Winchester, VA 22602
• 

  

  /5

  $565,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,971 Sq Ft

  251 Rossmann Blvd, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community with room to grow in the unfinished basement. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 340-5637

  251 Rossmann Blvd, Winchester, VA 22602
• 

  

  /5

  $560,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  102 Brockham Ct, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides the

  Marisa Varley ERA Oakcrest Realty, Inc.

  102 Brockham Ct, Winchester, VA 22602
• 

  

  /6

  $575,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  100 Brockham Ct, Winchester, VA 22602

  Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides

  Marisa Varley ERA Oakcrest Realty, Inc.

  100 Brockham Ct, Winchester, VA 22602
• 

  /2

  $525,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  236 Miller St, Winchester, VA 22601

  Charming 3 Bedroom, 2.5 Bath Colonial just blocks from Old Town Winchester, offering easy access to dining, entertainment, and shopping! Enjoy outdoor living on the spacious covered front porch or in the fenced backyard. The landscaping features beautiful lilac and rose bushes. The eat-in kitchen features granite countertops, a tile backsplash, hardwood floors, and newer stainless steel

  Sheila Pack RE/MAX Roots

  236 Miller St, Winchester, VA 22601
• 

  

  /5

  $644,990 New Construction

  • 3 Beds
  • 1 Bath
  • 3,122 Sq Ft

  110 Lawford Way, 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

  110 Lawford Way, Winchester, VA 22603
• 

  

  /8

  $429,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  113 Glen Ridge Rd, Winchester, VA 22602

  Welcome to this stunning new construction ranch style home offering the perfect blend of comfort and style. Featuring 3 spacious bedrooms and 2 full baths, this home showcases an inviting brick front with a full front porch which is perfect for relaxing evenings or morning coffee. Step inside to find hardwood flooring throughout and an open floor plan that flows effortlessly from the living area

  Pamela Russell CENTURY 21 New Millennium

  113 Glen Ridge Rd, Winchester, VA 22602
• 

  

  /32

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  105 Tanglewood Ln, Winchester, VA 22602

  Allen Stewart EXP Realty, LLC

  105 Tanglewood Ln, Winchester, VA 22602
• 

  

  /24

  $519,990 New Construction

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

  134 Mascouten St, Winchester, VA 22602

  The Pine offers 1,964 square feet of modern living space - perfect for growing families or those who love to entertain. This well-designed single family home includes four spacious bedrooms, two and a half bathrooms, and a two-car garage on slab foundation. The open-concept design showcases a contemporary kitchen with stainless steel appliances, quartz countertops, and white cabinetry - combining

  D.R. Horton Builder

  134 Mascouten St, Winchester, VA 22602
• 

  

  /28

  $150,000

  • Land
  • 5.1 Acres
  • $29,412 per Acre

  0 Hedrick Ln, Winchester, VA 22602

  5.10 Unrestricted Private Acres with Electric, Septic, and Foundation – Ready to Build! Opportunities like this don’t come along often, this beautiful 5.10 acre lot features mature hardwoods and valuable improvements already in place, offering a jump start on your dream build. The property includes an installed 24' x 50' foundation w/ a walk-out basement, an installed three-bedroom septic system,

  Erik Thorpe ERA Valley Realty

  0 Hedrick Ln, Winchester, VA 22602
• 

  

  /11

  $61,900

  • Land
  • 0.69 Acre
  • $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.

  (540) 712-6303

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

  

  /11

  $51,900

  • Land
  • 0.34 Acre
  • $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.

  (540) 732-7734

  Lot 10 Glen Ridge Rd, Winchester, VA 22602
• 

  

  /11

  $61,900

  • Land
  • 0.69 Acre
  • $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.

  (540) 698-4594

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

  

  /48

  $415,000

  • 5 Beds
  • 3 Baths
  • 1,797 Sq Ft

  807 Butler Ave, Winchester, VA 22601

  Welcome to this spacious split-foyer home ideally located near downtown Winchester! Offering 5 bedrooms and 3 full bathrooms, this property provides plenty of room for everyone. Cathedral ceilings in the main level living areas offer an open and airy layout. Recently refreshed with new flooring, fresh paint throughout, brand new cabinets, granite countertops, kitchen sink, stove and microwave.

  Ismael Carino MarketPlace REALTY

  807 Butler Ave, Winchester, VA 22601
• 

  

  /19

  $534,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  108 Carnation Way, 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

  108 Carnation Way, Winchester, VA 22603
• 

  

  /23

  $369,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  105 Castaway Place, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  105 Castaway Place, Winchester, VA 22603
• 

  /2

  $559,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  203 Lynnehaven Dr, Winchester, VA 22602

  Check out this 5 bedroom 3.5 bath home located minutes from all major highways in Winchester! This home features a family room with cathedral ceiling and fireplace looking into an open eat in kitchen, also enjoy your beverage of choice in the large sunroom. Large primary bedroom features a tray ceiling with a walk-in closet. Newer roof, HVAC, water heater, and water treatment system.

  Steve Rader ERA Oakcrest Realty, Inc.

  203 Lynnehaven Dr, Winchester, VA 22602
• 

  

  /25

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  681 Hillman Dr, Winchester, VA 22601

  This beautiful home is only 2 years young! Main floor bedroom + full bath! Thoughtfully designed and meticulously maintained, this property blends comfort, style, and functionality across every level. The attached 2-car garage provides convenience and additional storage. Designer finishes, a spacious custom shower, and elegant details that create a spa-like experience. The finished basement

  Sarah Reynolds Keller Williams Realty

  681 Hillman Dr, Winchester, VA 22601
• 

  

  /71

  $455,000

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  4403 Back Mountain Rd, Winchester, VA 22602

  Nestled on two private wooded acres, 4403 Back Mountain Road in Winchester, VA offers a peaceful country retreat with no HOA or restrictions. Built in 2001, this traditional Colonial-style home features approximately 2,012 square feet of comfortable finished living space, including three bedrooms and two and a half baths . The walk-out basement provides excellent storage and potential for future

  RoxAnn Grimes RE/MAX Roots

  4403 Back Mountain Rd, Winchester, VA 22602
• 

  

  /43

  $609,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  113 Mascouten St, Winchester, VA 22602

  Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners' bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are four additional

  D.R. Horton Builder

  113 Mascouten St, Winchester, VA 22602
• 

  

  /48

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 2,177 Sq Ft

  216 Fairmont Ave, Winchester, VA 22601

  Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spacious bedrooms, adorable loft on 3rd level for a playroom/den/office, and the best part is entering your

  Dave Spence RE/MAX Roots

  216 Fairmont Ave, Winchester, VA 22601
• 

  

  /44

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  423 Highland Ave, Winchester, VA 22601

  Charming Winchester Home – Don’t Let This One Slip Away! Welcome to this beautifully refreshed home in the heart of Winchester, offering exceptional value, versatility, and convenience. Thoughtfully updated throughout, this property is move-in ready while still leaving room to make it your own.Enjoy ample off-street parking with rear-alley access, fresh renovations, brand-new vinyl flooring

  

  Carlos Soares

  Samson Properties

  (540) 924-3305

  423 Highland Ave, Winchester, VA 22601
• 

  

  /51

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  133 Cardinal Ln, Winchester, VA 22602

  Welcome to this well maintained and fully remodeled split foyer, tucked away in a private cul-de-sac setting. Located just minutes from route 7 and I-81, commuting will be a breeze. Brand new LVP flooring flow seamlessly across both levels, as does the neutral colors throughout. The spacious eat-in kitchen is the heart of the home-with white cabinetry, granite countertops, tile backsplash and

  Heloisa Amar Samson Properties

  133 Cardinal Ln, Winchester, VA 22602

Showing Results 41 - 80, Page 2 of 10