Winchester, VA Homes for Sale under $400,000

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  /32

  $385,000

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

  151 Mccormick Cir Unit 201, Winchester, VA 22602

  Price improvement!! 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

  

  Rhonda Shade

  ERA Oakcrest Realty, Inc.

  (540) 787-2320

  151 Mccormick Cir Unit 201, Winchester, VA 22602
• Explore Winchester

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  /23

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  27 Jackson Ave, Winchester, VA 22601

  Completely renovated and move-in ready, this charming 3 bedroom, 1 bath home is ideally located just minutes from downtown Winchester's shops, dining, and entertainment. Inside, you'll find beautiful hardwood floors throughout and a brand new kitchen and fully renovated bathroom. Major updates to the home include a new roof, new windows, new HVAC system, new hot water heater and new electric all

  

  Mikiala Whitacre

  ERA Oakcrest Realty, Inc.

  (540) 590-5591

  27 Jackson Ave, Winchester, VA 22601
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  /26

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  Bedford II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' Trex deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

  DRB Homes Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
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  /24

  $371,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  210 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Saturday - Sunday 1pm - 3pm Beautiful open concept living 3 level townhome with Lower Level Walkout! The Bedford II 3 level interior town home with a box bay window with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,784 square feet. It is fully finished top to bottom. The front door with the electronic Ring door camera leads directly into the spacious lower-level recreation

  DRB Homes Builder

  210 Monteith Dr, Winchester, VA 22601
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  /27

  $369,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  206 Monteith Dr, Winchester, VA 22601

  OPEN HOUSE: Friday - Sunday 1pm - 3pm MOVE-IN READY! 3 Level Townhome With Over 1,700 Finished Square Feet! The Bedford II 3 level townhome with a box bay window with 1 car garage. It is fully finished top to bottom. The front door with the electronic Ring door camera leads directly into the spacious lower level recreation room. The foyer with luxury vinyl plank, a double coat closet, door access

  DRB Homes Builder

  206 Monteith Dr, Winchester, VA 22601
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  /23

  $374,990 New Construction

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

  Northgate Plan at Hiatt Pointe at Snowden Bridge - 55+ Villas Collection, 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 Wagtail Ln Unit 36578847, Winchester, VA 22603
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  /42

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  140 Mccormick Cir Unit 302, Winchester, VA 22602

  Welcome home to this gorgeous, like-new condo located in scenic and historic Winchester! This this gleaming home was just constructed and offers the perfect blend of modern elegance and cozy comfort. Enjoy top-tier finishes like quartz countertops, stainless steel appliances, and beautiful LVP flooring throughout. Relax and unwind on your private balcony overlooking the meticulously manicured

  Karl Achstetter Keller Williams Realty

  140 Mccormick Cir Unit 302, Winchester, VA 22602
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  /67

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  707 E Cork St, Winchester, VA 22601

  Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads, and even views

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
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  /63

  $365,000 Open Fri 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  508 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025, offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  508 Grouse Dr, Winchester, VA 22602
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  /24

  $374,990 New Construction

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

  123 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

  123 Castaway Place, Winchester, VA 22603
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  /22

  $399,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  2420 Swansong Place, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  2420 Swansong Place, Winchester, VA 22603
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  /17

  $349,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2952 Grace St, Winchester, VA 22601

  Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes.

  Carolina Mosquera Weichert, REALTORS

  2952 Grace St, Winchester, VA 22601
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  /45

  $399,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  127 Lakota St, Winchester, VA 22602

  Don't miss this fantastic Adams interior unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the

  D.R. Horton Builder

  127 Lakota St, Winchester, VA 22602
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  /3

  $384,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  105 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  105 Bonnings Dr, Winchester, VA 22603
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  /2

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,789 Sq Ft

  501 Battle Ave, Winchester, VA 22601

  Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace—perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are

  Susan Caulfield Pearson Smith Realty, LLC

  501 Battle Ave, Winchester, VA 22601
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  /21

  $384,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /27

  $364,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  DELMAR Plan at Retreat at Winding Creek - Townhomes, Winchester, VA 22602

  The Delmar by D.R. Horton is a stunning new construction 2 story townhome plan featuring 1,500 square feet of living space including 3 bedrooms, 2.5 baths and a 1-car garage. The convenience of townhome living meets the amenities of a single-family home with the Delmar. The main level eat-in kitchen with large pantry and modern island opens up to an airy, bright dining and living room. The upper

  D.R. Horton Builder

  137 Seminole Dr Unit 36203785, Winchester, VA 22602
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  /58

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  139 Bryarly Rd, Winchester, VA 22603

  Motivated seller!! Seller is moving out of state. Welcome home to timeless charm with this beautiful 3-bedroom, 2–full-bath home, featuring stunning original woodwork that has been exceptionally well preserved. From the moment you enter, you’ll appreciate the character and craftsmanship that make this home truly special. While leaving the character of the home, it has been well cared for. New

  Hailey Mooney Real Broker, LLC

  139 Bryarly Rd, Winchester, VA 22603
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  /52

  $347,500

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  217 Myrtle Ave, Winchester, VA 22601

  PRICE IMPROVEMENT!! Newly renovated and move-in ready! Everything is brand new in this super cute ranch home with a craftsman-style feel. Located in the City of Winchester in Northwestern Hills, schedule your appointment to see this stunning 3 BR 1 BA home with detached garage. New vinyl siding, roof, heat pump, GE appliances, cabinets, granite countertops, undercabinet lighting, flooring,

  Pamela Foltz Realty ONE Group Old Towne

  217 Myrtle Ave, Winchester, VA 22601
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  /16

  $340,000 New Construction

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

  718 Panther Dr, Winchester, VA 22602

  Brand-new construction in the Wilde Acres community of Frederick County, now with the seller offering a $5,000 CREDIT toward buyer closing costs with acceptable terms. This 3-bedroom, 2.5-bath Colonial-style home is planned to offer approximately 1,512 finished square feet across three levels and sits on a spacious 0.25-acre lot. Designed for modern living, the main level features an open-concept

  Abby Walters Preslee Real Estate

  718 Panther Dr, Winchester, VA 22602
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  /5

  $329,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  Lot 33 Falcon Trail, Winchester, VA 22602

  New Construction on 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining.Owner’s Suite: Large master

  Jim Thomson Realty ONE Group Old Towne

  Lot 33 Falcon Trail, Winchester, VA 22602
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  /26

  $399,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  234 Monteith Dr, Winchester, VA 22601

  END OF ROW, Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! MOVE-IN READY! Explore Winchester’s new luxury townhome community. Gourmet kitchen highlights this luxury 3-level end-unit townhome in Winchester, backing to the community pond and ready for immediate move-in. Features upgraded gray cabinets with crown molding, wall oven and microwave, standalone

  DRB Homes Builder

  234 Monteith Dr, Winchester, VA 22601
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  /29

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,630 Sq Ft

  122 Hardy Way, Winchester, VA 22602

  This Beautiful 3 bedroom 2 1/2 bath Villa is in Winchester Landing a 55+ community. Only one year old and still like brand new, it has been well maintained by owner. Open concept living area. Kitchen has lots of storage, a large island and plenty of space for a dining table. Main level primary suite with a large primary bath and walk in closet. Main level laundry room,( washer and dryer DO NOT

  Kathryn Symenow CENTURY 21 New Millennium

  122 Hardy Way, Winchester, VA 22602
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  /47

  $311,000 Open House 2/28

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  151 Mccormick Cir Unit 203, Winchester, VA 22602

  Welcome to Winchester Landing, a 55+ condominium community offering comfort, convenience, and low-maintenance living. This secured building provides added peace of mind for residents. This well-designed 2-bedroom, 2-bath condo features a combination kitchen and dining area that opens to a spacious family room—perfect for everyday living. The primary suite features a walk-in shower and ample

  RoxAnn Grimes RE/MAX Roots

  151 Mccormick Cir Unit 203, Winchester, VA 22602
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  /50

  $374,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  213 Woodrow Rd, Winchester, VA 22602

  ONE-LEVEL LIVING AT ITS BEST! Welcome home to this beautifully maintained 1,400+ sq ft rancher in a prime Winchester commuter location — just minutes to I-81 and Route 7, shopping, dining, and local schools! From the moment you arrive, the charming stone front and manicured exterior reflect true pride of ownership. Inside, you’ll love the bright open floorplan with all-new recessed lighting

  Donna Anderson Samson Properties

  213 Woodrow Rd, Winchester, VA 22602
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  /30

  $379,000

  • 3 Beds
  • 2 Baths
  • 2,075 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Close to Route 81 and 45 minutes to Metro to Dc, Buyer Credit - This beautifully traditional home in Winchester, it offers a perfect blend of comfort and modern living. With 3 spacious bedrooms and 2 full bathrooms, the layout is designed for both relaxation and functionality. The interior features a breakfast area and a traditional floor plan, complemented by wood flooring throughout. The full

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602
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  /64

  $375,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  506 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025,offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  506 Grouse Dr, Winchester, VA 22602
• 

  

  /23

  $374,990 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
• 

  

  /23

  $389,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  211 Inca Trail, Winchester, VA 22602

  Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms.Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook.Modern Layout: An airy, open floor plan connects the family room to a formal separate dining

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /2

  $339,900 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2817 Papermill Rd, Winchester, VA 22601

  Charming Winchester gem! Welcome to this meticulously maintained and generously sized 3bedroom, 1.5-bath colonial offering 1,248 finished square feet of comfortable living. Plus, a newer roof (1 year old) for added peace of mind. Set on over a partially wooded 1/3 acre. This home beautifully blends classic charm with everyday functionality. Warm hardwood and luxury vinyl plank flooring

  Christina Wilson Century 21 Redwood Realty

  2817 Papermill Rd, Winchester, VA 22601
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  /24

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  2 Tonto Trail, Winchester, VA 22602

  New Construction: 100% Hardwood – No Carpet!Move into this pristine 3-bed, 2.5-bath Colonial featuring high-end finishes and a seamless layout. The chef-inspired kitchen offers granite tops and a breakfast island, while the massive owner’s retreat provides total relaxation with its soaking tub and double walk-ins. Expand your living space in the walk-out basement (ready for a future bath) or

  Jim Thomson Realty ONE Group Old Towne

  2 Tonto Trail, Winchester, VA 22602
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  /20

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /82

  $370,000

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  2431 Cedar Creek Grade, Winchester, VA 22602

  This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in place.

  Edward Beightol Cedar Creek Real Estate

  2431 Cedar Creek Grade, Winchester, VA 22602
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  /21

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  218 Monteith Dr, Winchester, VA 22601

  End of Row Townhome With All Three Finished Levels! This three level end of row townhome features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

  DRB Homes Builder

  218 Monteith Dr, Winchester, VA 22601
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  /51

  $314,900

  • 2 Beds
  • 3.5 Baths
  • 1,740 Sq Ft

  218 Tudor Dr, Winchester, VA 22603

  Welcome home to this beautifully updated townhome tucked away in a private, peaceful neighborhood—yet just minutes from major commuter routes, everyday amenities, and only 5 minutes to downtown Winchester! This bright and inviting home features fresh paint throughout, brand-new carpet, updated outlets, switches, lighting, and two new toilets—making it truly move-in ready. The wood floors add

  Stephanie Feltner Realty ONE Group Old Towne

  218 Tudor Dr, Winchester, VA 22603
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  /16

  $309,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  511 Grouse Dr, Winchester, VA 22602

  **Estimated completion March 2026** This is a fantastic opportunity to purchase a new construction home and have the ability to select the colors and finishes desired. The purchaser will have the ability to customize the home through numerous optional upgrades. This home will feature upgraded 2x6 exterior framed walls with R-21 insulation for added strength, energy efficiency, and improved

  Benjamin Ashlock Samson Properties

  511 Grouse Dr, Winchester, VA 22602
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  /3

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,966 Sq Ft

  117 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  117 Bonnings Dr, Winchester, VA 22603
• 

  

  /23

  $374,990 New Construction

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

  103 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

  103 Castaway Place, Winchester, VA 22603
• 

  

  /28

  $350,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  628 Cardinal Dr, Winchester, VA 22602

  Welcome to this beautiful 3-bedroom, 2-bathroom split-level home, a brand-new build nestled on a spacious 0.34-acre lot in the Mountain Falls Park community. Enjoy a warm welcome with a cozy covered porch. Inside, the home features luxury vinyl plank flooring throughout, providing a modern, durable finish. The kitchen is a chef's delight, with stainless steel appliances, premium shaker-style

  Sheila Pack RE/MAX Roots

  628 Cardinal Dr, Winchester, VA 22602
• 

  

  /29

  $356,000

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  111 Meadowview Ct, Winchester, VA 22602

  Step into this well-cared-for home in the peaceful Greenwood Heights neighborhood convenient to Route 50, Route 7, and Winchester. This easy single-floor layout features 3 bedrooms and 1.5 baths and is ideal for those just starting out or looking to downsize. The comfortable floor plan is ready for your personal touch, and the spacious fenced backyard with deck and storage shed are perfect for

  Kathleen Hobbs ERA Oakcrest Realty, Inc.

  111 Meadowview Ct, Winchester, VA 22602

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