Winchester, VA Homes for Sale under $800,000

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  /82

  $690,000

  Open Sat 12PM - 3PM $10K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,918 Sq Ft

  108 Norfolk Ct, Winchester, VA 22602

  Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining

  Nicole Lewis Coldwell Banker Premier

  108 Norfolk Ct, Winchester, VA 22602
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  /25

  $569,990

  New Construction $6K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,511 Sq Ft

  133 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and over 3,100 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. The main level features a versatile flex room off the foyer, ideal for a formal dining room, home office, or additional living space. The gourmet kitchen includes an oversized island with seating, a large

  D.R. Horton Builder

  133 Wappinger Terrace, Winchester, VA 22602
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  /31

  $608,745

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  227 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  227 Hydrangea Way, Winchester, VA 22602
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  /79

  $720,000

  $19K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,825 Sq Ft

  2251 Hunting Ridge Rd, Winchester, VA 22603

  Dream Home! This exquisite Colonial home offers a blend of luxury, comfort and privacy. Built in 2017, the property has a meticulously maintained interior and exterior featuring vinyl siding and stone accents, complemented by beautifully landscaped grounds that span over 5 acres, providing a private retreat surrounded by lush trees and natural beauty. Step inside to discover an inviting open

  Janet Smith NextHome Realty Select

  2251 Hunting Ridge Rd, Winchester, VA 22603
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  /8

  $574,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 2,137+ Sq Ft

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

  The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578844, Winchester, VA 22603
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  /11

  $624,880

  New Construction

  • 2 Beds
  • 2 Baths
  • 2,658 Sq Ft

  159 Williamson Rd, Winchester, VA 22602

  159 Williamson Rd, Winchester, VA 22602
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  /27

  $624,990

  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
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  /106

  $524,000

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  116 Mcclure Way, Winchester, VA 22602

  If you have been waiting to move into Red Fox Run there is no better opportunity than this 2360 SF Colonial priced to sell. This 4-bedroom, 2.5-bath home offers a functional floor plan, generous living spaces, a large fenced backyard, and a walk-out lower level with future expansion possibilities—all in an established neighborhood convenient to schools, shopping, and commuter routes. The main

  Jenny Baird Pearson Smith Realty, LLC

  116 Mcclure Way, Winchester, VA 22602
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  /49

  $675,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,242 Sq Ft

  132 Triangle Ct, Winchester, VA 22602

  Looking for new construction without the new construction price? This stunning ranch-style retreat is only 2 years old and offers over 2,200 square feet of thoughtfully designed space, complete with 3 spacious bedrooms and 2 full bathrooms. The warm open floor plan with soaring 9' ceilings creates a bright and airy feel, and walls of windows fill the main living space with natural light. A

  Kelly Davis RE/MAX Gateway, LLC

  132 Triangle Ct, Winchester, VA 22602
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  /22

  $599,950

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,948 Sq Ft

  446 N Loudoun St, Winchester, VA 22601

  Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

  Lawrence Lessin Homes By Owner, Inc.

  446 N Loudoun St, Winchester, VA 22601
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  /60

  $550,000

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  219 Bentley Ave, Winchester, VA 22602

  POND VIEWS - SCREENED PORCH - WALKOUT BASEMENT - MAJOR UPDATES! Wake up to peaceful pond views and end your day on the screened porch watching the fountain—a setting that's not easy to find. Welcome to 219 Bentley Avenue, a spacious four-bedroom home in Chapel Hill offering the perfect blend of everyday comfort, major updates, and room to grow. Priced well below recent appraisal, instant equity

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  219 Bentley Ave, Winchester, VA 22602
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  /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
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  /39

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  This is the one that offers the perfect blend of privacy, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath retreat sits on a private, wooded lot with expansive mountain views, creating a peaceful setting that still keeps you close to everyday conveniences.The main-level primary suite provides a relaxing escape with its elegant walk-in shower and soaking tub. Two additional

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /77

  $649,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  256 Brookneil Dr, Winchester, VA 22602

  PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
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  /19

  $541,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,985 Sq Ft

  118 Scented Rose Way, Winchester, VA 22602

  The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas

  D.R. Horton Builder

  118 Scented Rose Way, Winchester, VA 22602
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  /59

  $564,900

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  660 Beehive Way, Winchester, VA 22601

  Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas. The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and dining

  Traci Shoberg Samson Properties

  660 Beehive Way, Winchester, VA 22601
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  /103

  $750,000

  • 5 Beds
  • 4.5 Baths
  • 5,009 Sq Ft

  136 Cahille Dr, Winchester, VA 22602

  Nestled towards the end of a quiet dead-end street in the sought-after Raven Pointe community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of elegance, functionality, and convenience. Ideally located for commuters with easy access to major routes, you’ll enjoy peaceful neighborhood living without sacrificing accessibility. Designed with flexibility in mind, the highly

  Victoria Davis Century 21 Redwood Realty

  136 Cahille Dr, Winchester, VA 22602
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  /4

  $600,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 2,318 Sq Ft

  130 Travis Ct, Winchester, VA 22602

  Welcome to this beautifully maintained brick-front colonial tucked away on a quiet cul-de-sac in one of Winchester's most desirable neighborhoods. This impressive home offers 4 bedrooms and 4.5 baths, including a spacious main-level primary suite, providing the convenience of first-floor living. The luxurious primary bath features double vanities, an oversized walk-in shower, and a large walk-in

  Stacey Mullins ERA Oakcrest Realty, Inc.

  130 Travis Ct, Winchester, VA 22602
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  /23

  $519,990

  New Construction $10K PRICE DROP

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

  106 Oleander Ct, 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

  106 Oleander Ct, Winchester, VA 22603
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  /52

  $575,000

  Open Sat 10AM - 12PM

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

  440 Canyon Rd, Winchester, VA 22602

  Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirableSovereign Village community on the east side of Winchester. Offering space, comfort, and thoughtfulupdates throughout, this home is designed to fit every stage of life.Step inside to find beautiful hardwood floors and a warm, inviting living room featuring a gas fireplace just off the

  Tami Woerl ERA Oakcrest Realty, Inc.

  440 Canyon Rd, Winchester, VA 22602
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  /51

  $675,000

  $7K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,396 Sq Ft

  107 Harold Ct, Winchester, VA 22603

  Beautifully maintained 4-bedroom, 2 full and 2 half-bath home offering a spacious and functional layout with hardwood flooring throughout the main level. The main-level primary suite features a walk-in closet and an en suite bath with dual vanities, soaking tub, and tiled shower. The kitchen is well-appointed with granite countertops, double ovens, gas cooktop, built-in microwave, dishwasher, and

  Abby Walters Preslee Real Estate

  107 Harold Ct, Winchester, VA 22603
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  /52

  $569,900

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  104 Monet Terrace, Winchester, VA 22602

  Located in an established cul-de-sac this 4 bedrooms, 2 1⁄2 bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main

  Janet Jackson MarketPlace REALTY

  104 Monet Terrace, Winchester, VA 22602
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  /32

  $530,000

  • 3 Beds
  • 1.5 Baths
  • 1,505 Sq Ft

  108 Morgan St, Winchester, VA 22601

  Welcome to this charming historic home in Old Town. A spacious 3-bedroom Colonial, where timeless character meets modern comfort in the heart of Winchester. Thoughtfully updated with today's buyer in mind, this charming residence offers upgraded amenities while preserving its classic appeal. Inside, you'll find generous living spaces filled with natural light, along with a walk-up attic offering

  Stacey Rowe Real Broker LLC

  108 Morgan St, Winchester, VA 22601
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  /19

  $639,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 3,292 Sq Ft

  116 Sunflower 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

  116 Sunflower Way, Winchester, VA 22603
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  /23

  $542,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,476 Sq Ft

  2465 Saffron Crest Dr, Winchester, VA 22603

  Easy living starts here—and time is running out to move in this year. Construct this thoughtfully designed main‐level living home and have the opportunity to personalize your style with your choice of flooring, cabinets, countertops, and fixtures. The main level features low‐maintenance LVP flooring throughout, vaulted ceilings in the family room, and a spacious primary suite with a deluxe bath

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  2465 Saffron Crest Dr, Winchester, VA 22603
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  /7

  $775,000

  New Construction $10K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft

  0 Tumble Leaf Ln, Winchester, VA 22602

  CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, Winchester, VA 22602
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  /58

  $674,900

  • 4 Beds
  • 3.5 Baths
  • 3,924 Sq Ft

  146 Darby Dr, Winchester, VA 22602

  Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining.Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with

  Traci Shoberg Samson Properties

  146 Darby Dr, Winchester, VA 22602
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  /41

  $598,990

  New Construction

  • 3 Beds
  • 2 - 3 Baths
  • 3,213 Sq Ft

  Drexel Plan at Abrams Pointe, 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

  161 Williamson Rd Unit 38167756, Winchester, VA 22602
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  /27

  $509,990

  New Construction $17K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  122 Trellis View Ln, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa, blending style and functionality in a single-level open layout and finished loft, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

  D.R. Horton Builder

  122 Trellis View Ln, Winchester, VA 22602
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  /33

  $679,900

  $60K PRICE DROP

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

  405 Spring Valley Dr, Winchester, VA 22603

  NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an

  Ralph Harvey ListWithFreedom.com

  405 Spring Valley Dr, Winchester, VA 22603
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  /19

  $599,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,712 Sq Ft

  245 Hydrangea Way, Winchester, VA 22602

  The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room.9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors,

  Matt Boyer Keller Williams Realty

  245 Hydrangea Way, Winchester, VA 22602
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  /62

  $799,000

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
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  /47

  $542,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  SALEM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  Welcome to the Salem floor plan, available at Retreat at Winding Creek, VA. This is one of our most popular floorplans. On the main floor, you will find a formal dining room, laundry room, and powder room. The open-concept kitchen and living areas are perfect for entertaining. The kitchen boasts a breakfast nook, a pantry, and an island with countertop seating. From the breakfast nook, you can

  D.R. Horton Builder

  137 Seminole Dr Unit 36203783, Winchester, VA 22602
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  /17

  $509,990

  New Construction $16K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,415 Sq Ft

  130 Wappinger Terrace, Winchester, VA 22602

  Discover the perfect blend of space, function, and style in the Elm—a thoughtfully designed 2,415 sq. ft. two-story home featuring 5 bedrooms, 3 full bathrooms, a versatile loft, and a 2-car garage. Step into a welcoming foyer that opens to a bright, open-concept living area. The heart of the home is the spacious kitchen, complete with stainless steel appliances, generous cabinet storage, a

  D.R. Horton Builder

  130 Wappinger Terrace, Winchester, VA 22602
• 

  /2

  $724,000

  Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 4,264 Sq Ft

  342 Canyon Rd, Winchester, VA 22602

  Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side. Situated on a beautifully landscaped corner lot of nearly 0.40 acres, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a

  Michele Gibson Samson Properties

  342 Canyon Rd, Winchester, VA 22602
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  /65

  $575,000

  $25K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, tall ceilings, fireplace, 4 season sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you

  Danielle Spriggs Samson Properties

  1400 Valley Ave, Winchester, VA 22601
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  /28

  $675,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  140 Stonebrook Rd, Winchester, VA 22602

  Professional Interior Photos Coming Soon! Experience the ease of one-level living in the highly desirable Stonebrook Subdivision, just minutes from Winchester! Situated on over a one-acre lot, this stunning all-brick rancher offers more than 3,000 square feet of beautifully updated living space with a private backyard that's perfect for relaxing, entertaining, or simply enjoying the peaceful

  Leah Clowser RE/MAX Roots

  140 Stonebrook Rd, Winchester, VA 22602
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  /86

  $559,900

  Open Sun 12PM - 2PM

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

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

  Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural

  Jen Richards MarketPlace REALTY

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

  

  /4

  $749,990

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,614 Sq Ft

  154 Williamson Rd, 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

  154 Williamson Rd, Winchester, VA 22602
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  /48

  $749,000

  New Construction $76K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  106 Mate Ct, Winchester, VA 22602

  Welcome to 106 Mate Court, a beautifully custom-designed 2026 new construction home situated on a private 0.27-acre cul-de-sac lot in Winchester’s desirable Red Fox Run community. Backing to mature trees with scenic natural views, this stunning property offers the perfect blend of privacy, modern craftsmanship, thoughtful design, and peaceful living. Featuring over 3,100 square feet of total

  deborah longo Taylor Properties

  106 Mate Ct, Winchester, VA 22602

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