Winchester VA Real Estate & Homes for Sale

Investors Dream - $36,000 rental income, low maintenance, long term tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards. Situated just minutes from the historic Old Town Winchester pedestrian mall and major commuter routes, this is a "set-and-forget" asset in one of the areas strongest rental markets.

The perfect Downtown Winchester location! Welcome to this charming brick Colonial in the heart of Winchester, within walking distance from the vibrant Old Town shops and restaurants. This home is filled with historic character, featuring hardwood floors, classic built-ins, and beautiful crown molding .The light-filled kitchen has been updated and offers wood cabinetry, stainless steel appliances, and a pantry for additional storage. Upstairs, youll find spacious bedrooms and an updated full bathroom. The basement provides incredible potential, partially finished with a full bathroom and ample space for storage or future living area expansion. Outside you can relax on the screened-in porch overlooking the fenced yard. A sizable driveway and detached garage is a rare find for this area. Come see what this beautiful home has to offer

STUNNING HOME WITH ACREAGE! Imagine having nearly 5,000 square feet of finished living space on two acres with no HOA - just 20 minutes from downtown Winchester!! This house is special - and you'll feel it as soon as you see it! 161 Skylar Lanes Way has been lovingly maintained, updated, and renovated. Absolutely no detail has been overlooked over the past few years!! This home features SIX bedrooms and FIVE full baths. Upstairs, the luxurious primary bedroom will make you feel dreamy in no time with its brand-new en-suite remodel. For ultimate convenience, another bedroom has an en-suite upstairs, too, and two more bedrooms share a Jack-n-Jill bath. On the main level, another bedroom next to a full bath offers tons of possibilities for family or guests. A gorgeous den is ready for your work or play, and the two-story family room offers plenty of natural light, built-ins, and an electric fireplace. Want some shade? There are three solar-powered blinds on the top family room windows; they are remote-controlled and can be closed within seconds. The kitchen was recently updated with quartz countertops, some custom cabinetry, and more, and a new marble tile backsplash is currently being installed. You will love the breakfast nook, too, and there is a covered patio area close to the kitchen that is great for barbecues and entertaining. Butler's pantry? Check. Regular pantry? Check. Downstairs, a huge rec room awaits. There is also a bedroom, several bonus rooms, and another full bath. One bonus room is soundproofed and includes a Bose home theatre system! The amenities keep coming outside, as well!! The brand-new architectural shingle roof contains copper granules to prevent streaking and moss growth. There are new 5" gutters, extensive landscaping, outdoor lighting, a large composite deck, and front garden beds with irrigation. Need extra storage? The attached three-car garage will help. If you need more, there are TWO sheds. One is great for your mowers, while the other serves as a fantastic workshop complete with electricity, a window air conditioning unit, work benches, and slatwalls. The upgrades and updates don't stop there! Please refer to the attached documents for more information. Note: the zero-turn mower, snow blower, push mower, alarm system, and more convey! This is the upscale country retreat you've been waiting for!! Schedule your showing today.

Welcome home to a perfect blend of space, serenity, and style. This exceptional property offers 5 private acres of rolling land, partially fenced and backing to mature woods, creating your own personal retreat just minutes from historic downtown Winchester, Valley Health Medical Center, local wineries, and commuter routes. Step inside to a bright and welcoming open floor plan, where gatherings come naturally. The heart of the home is a huge gourmet kitchen, featuring gleaming quartz countertops and seamless flow into a cheerful sunroom and a sprawling composite deck-ideal for everyday living and entertaining. The main level is thoughtfully designed for comfort and convenience, featuring a cozy family room with a coffered ceiling and a striking stone fireplace, a private office/den, and a main-floor bedroom with its own ensuite bath-perfect for guests or multi-generational living. Upstairs, escape to your spacious primary suite, a true sanctuary featuring a spa-like bathroom with a freestanding tub, a separate shower, dual vanities, and an impressively massive walk-in closet. Two additional bedrooms enjoy the privacy of their own ensuites-one includes a flexible bonus space for an office, nursery, or sitting area. A fourth bedroom and a hall bath complete this level. The finished lower level is your entertainment haven, complete with a large, versatile room ready to become your home gym, rec room, theater, or more-the possibilities are endless. A full bath and ample storage complete this flexible space. Dont miss your opportunity to make this peaceful, well-appointed property your new home. Schedule your private Tour today!

Main Level Living at its best! This new Hemingway is ready for move in! Located on a quiet private street, this Hemingway garden home offers the perfect combination of sophisticated design and low-maintenance living. The interior features a bright, open layout with high-end finishes throughout. The kitchen serves as the centerpiece of the home, featuring stylish Greyhound cabinetry, premium New Calacatta Laza quartz countertops, and polished nickel pendant lighting. This space flows naturally into the family and dining areas, making it easy to host friends or relax at home. Just off the main living area, the screened-in porch provides a secluded outdoor retreat for enjoying the peaceful surroundings. The home is thoughtfully designed with a spacious primary suite on the main level, complete with upgraded cabinetry and a spa-like bath featuring a sleek frameless shower. A second bedroom and full bath are also located on the first floor, offering great flexibility for a home office or guest room. For visiting family or additional living space, the upper level includes a versatile loft and a third bedroom with a full bathroom. Nestled in Hiatt Pointe at Snowden Bridge, a vibrant 55+ active adult community, this home offers more than just beautiful design-it provides a lifestyle. Residents enjoy access to exclusive amenities, thoughtfully planned spaces, and a welcoming neighborhood atmosphere tailored for active, modern living. Ask about special fixed rate financing and closing costs!

This adorable rambler is tucked away at the end of a quiet cul-de-sac, yet conveniently located near I-81, providing you the perfect balance of privacy and an easy commute. A charming front porch welcomes you into a light-filled living room. The eat-in kitchen offers bar seating, a pantry closet, a laundry area, and direct access to the deck-perfect for indoor-outdoor living. Two spacious secondary bedrooms share a full hall bath, while the primary suite features its own attached bathroom. Step outside to enjoy the generous yard and deck, ideal for relaxing or entertaining.

This inviting Winchester home offers a comfortable blend of character, functionality, and everyday convenience. The welcoming front porch creates a warm first impression and provides an ideal place to relax, unwind, or enjoy time outdoors. The fenced-in backyard offers added privacy and flexibility, making it well suited for entertaining, gardening, or simply enjoying open-air living. A private driveway adds the benefit of off-street parking and easy access. Inside, the fully finished basement provides valuable additional space that can be used for storage, recreation, hobbies, or future customization to fit a variety of needs. The layout allows for versatility and long-term livability, adapting easily to changing lifestyles. Conveniently located near downtown Winchester, this home offers close proximity to shopping, dining, local attractions, and commuter routes. With its inviting outdoor spaces, practical features, and desirable location, this property presents a wonderful opportunity for comfortable living in an established neighborhood.

This home includes two bedrooms, each with an attached bathroom, and is over 1,500 square feet. It features an open floor plan with cathedral ceilings, exposed beams, and hardwood floors. The front family room boasts winter mountain views. The rear sunroom is perfect for enjoying the backyard wildlife. Shawneeland offers a private community beach, lake, playgrounds, and trails. If the property was built before 1978, Lead-Based Paint may be present.

Welcome to your private retreat at 317 Crow Drive, Winchester, VA. Escape the hustle and bustle and discover your own slice of serenity at this meticulously maintained, like-new residence nestled in the heart of the Wilde Acres community. Situated on a lush 1/4-acre lot surrounded by mature trees and vibrant nature, this home offers ultimate privacy and peace and quiet. While youll feel worlds away from the daily grind, you can still enjoy the convenience of easy access to major commuter routes, providing the perfect balance of rural charm and modern accessibility. The efficient and airy floor plan features an upper level where beautiful flooring flows through a bright living area and two comfortable bedrooms. The spacious kitchen is a chefs delight, boasting plenty of cabinet space for all your culinary needs, while a well-appointed full bath completes the primary living quarters. The lower level is equally impressive, featuring an oversized, finished garage that doubles as a versatile workspace, complemented by a dedicated utility room and a convenient half bathroom. Outside, the property provides plenty of extra parking in the driveway, making it ideal for hosting guests or storing outdoor gear. This home is truly a rare find for those seeking a well built (two by six construction), "move-in ready" sanctuary in a picturesque setting.

New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with a walk-in closet and an attached bath featuring dual sinks and a walk-in shower. There is an abundance of storage throughout, as all secondary bedrooms also offer walk-in closets. An upstairs laundry room adds everyday convenience. The unfinished basement provides a blank canvas to create additional living space and includes a rough-in for a future bathroom, perfect for new owners to create a space that fits their needs. Step outside to a spacious yard ideal for relaxing or entertaining, featuring a deck with stairs leading down to a patio below. Located in a quiet residential neighborhood, yet just minutes from I-81, shopping, and dining-this home offers the perfect blend of comfort and convenience.

Experience the perfect harmony of style and functionality at 207 Trefoil Court in Winchester. Situated on a premium, nearly half-acre lot in a quiet cul-de-sac, this beautifully updated home offers an unbeatable East Side location with easy access to commuting routes, shopping, and dining. From the moment you arrive, the exceptional curb appeal and meticulously maintained landscaping set the stage for a home that has been cared for with pride. The inviting main level features a spacious, light-filled living room and a formal dining room perfect for hosting holiday gatherings. The heart of the home is the kitchen, which has been thoughtfully updated with brand-new flooring and is equipped with sleek stainless steel appliances. The functional layout includes a pantry for extra storage and a bright eat-in breakfast area. Through the sliding glass doors, your living space extends outdoors to a rear deck, where you can enjoy morning coffee overlooking your expansive, fully fenced-in backyard. With a dedicated storage shed and plenty of level green space, the yard is a private oasis for gardening, play, or pets. The accommodations on the main level include three generously sized bedrooms and two full baths, all finished in a tasteful neutral palette. The primary suite serves as a true retreat, featuring a spacious layout, a large walk-in closet, and a private en-suite bathroom. The versatile lower level features a cozy family room anchored by a gas fireplace-the perfect spot for movie nights or chilly winter evenings. With a third full bathroom, dedicated laundry facilities, and direct access to the lower patio, this space offers incredible flexibility for a home office, gym, or guest quarters. This turnkey property with a new roof offers the space you need and the updates you want in one of Winchesters most convenient locations.

Finally, an all-brick, very well-maintained home in The Downs of Meadow Branch. Just shut the door and go on vacation or away for the winter- the downs mows your lawn, cuts your grass, and shovels the snow.

Discover absolutely stunning main-level living in this beautifully updated home! Boasting 3 bedrooms and 2.5 baths, it features gleaming hardwood floors throughout most of the main level, with fresh carpet in the bedrooms. A gorgeous 3.5-season addition off the family room invites year-round enjoyment. Vaulted ceilings, a gas fireplace, and a remodeled (2017) primary bath add to the charm. The updated kitchen shines with granite counters and stainless appliances. A humongous walk-out basement (50x40) offers endless potential. Outside, enjoy a large cleared backyard, a patio, a shed, and an air compressor hookup in the garage. With a recent hot water heater (2024), updated furnace, and a striking brick front, this home shows like a model and is ready for a quick close!

Estate sale, professionally cleaned and ready for move -in located between Loudoun & Cameron Streets, convenient to old town Winchester, shopping, restaurants, fun old towne events, commuter routes. Brick and Vinyl exterior, walkout basement large rear deck ideal for enjoying sunsets or entertaining. Second floor bedrooms and main level living room are carpeted. Kitchen, hallway and bath rooms are tiled. Sale AS-IS.

Newer construction colonial in the Shawneeland community offering 3 bedrooms, 2.5 baths, and approximately 1,660 finished square feet above grade. Open main-level floor plan with family room, separate dining area, and kitchen with breakfast area. Wood floors throughout the main level, stairs, and upper hallway. Kitchen features upgraded cabinetry, electric range, microwave, dishwasher, and refrigerator. Upper level includes three bedrooms and two full baths, including a primary suite with walk-in closets and an attached bath. Full unfinished basement with outside entrance and rough-in for future bath provides additional expansion potential. Attached two-car garage and paved road access. Heat pump with central air. Public water and septic. Located on an approximately 0.33-acre corner lot in Frederick County, outside city limits.

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 smart home features included, monitor your home from 500 miles away! Move in early 2026! Up to $6,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

â??Builder is offering special buyer incentives as part of the current Red Tag Sale period. Incentives may be available to purchasers of this home.â? New year, new home! This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft. , there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with granite countertops along with stainless steel appliances by Whirlpool. Relax on your 12'x10' rear deck and take advantage of the built-in Smart Home features. Washer and dryer plus whole house blinds included! Set for a February closing! Up to $6,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

The Hayden is a 6 bedroom, 4 bathroom home with over 3,100 finished square feet! The main level features a flex room off the foyer - ideal for a dining area or home office. The kitchen has an oversized island for extra seating and a large pantry. A spacious living room and main level bedroom with a full bathroom completes the main level. The primary suite on the second level offers a luxurious bath with double vanities and a large walk-in closet. There are 3 additional bedrooms on the second level with a full bathroom, laundry room, and loft area. The basement is finished with a recreation room and bedroom and full bathroom. Move - in ready! Up to $6,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

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 closet space, complemented by recessed lighting that adds a modern touch throughout. Step outside to your private deck just off the family room and relax. Residents enjoy beautifully maintained common grounds with walking paths and a charming gazebo, along with elevator access for ease and convenience. Community services include lawn care, snow removal, and trash collection, allowing for truly carefree living. Ideally located just minutes from Old Town Winchester, parks, Valley Health, shopping, and restaurants, with quick access to I-81 and VA-7 for easy commuting. All sizes are approximate.

Grand Elegance with Endless Potential - Spacious 3-Sided Brick Colonial with Soaring Ceilings and Room to Grow! Set on an elevated lot with commanding curb appeal, this stately all-brick-front Colonial welcomes you with timeless architecture and a wide front and back lawn. This spacious 4-bedroom, 2.5-bath home is full of opportunity for buyers ready to make it their own. Priced below tax value, its a rare find for those looking to build equity while creating the home of their dreams. Inside, the impressive two-story foyer opens to gleaming hardwood floors throughout the main level, creating a bright and inviting atmosphere. Natural light floods the expansive family room, where towering windows frame the elegant brick fireplace that serves as the focal point of this dramatic space. The kitchen features an abundance of cabinetry, granite counters, a central island, and a built-in desk station, giving you a functional layout ready for your dream updates. Formal living and dining rooms, accented with crown molding and wainscoting. French doors open to the rear deck for seamless indoor-outdoor living. Upstairs, youll find 4 generously sized bedrooms, including a luxurious primary suite with dual vanities, a spa-like soaking tub, and custom windows. An additional upper-level bonus area offers a built-in bar or reading nook, ideal for a home office or lounge. The massive unfinished basement spans the entire footprint of the home, featuring walk-up access to the backyard and endless possibilities for recreation rooms, a home gym, or additional guest suites. Other highlights include a spacious 3-car garage, durable 3-sided brick construction, and ample closet and storage space. This is your chance to bring your personal style to a home that has solid craftsmanship and a highly functional layout, ready to transform into your forever residence. Located just minutes from Abrams Creek Wetlands Preserve, Willow Grove Farm, and commuter access via Route 37, this home blends residential privacy with nearby nature, recreation, and everyday conveniences. Don't miss your chance to own a standout property in one of Winchesters most established neighborhoods.

Situated in a highly desirable area just off Rt. 522, this Ranch on unrestricted land offers an easy commute while maintaining privacy and space. This hybrid modular brick rancher features a newer architectural shingle roof, central air and heat, and both propane and wood-burning fireplaces for year-round comfort. Inside, youll find a spacious layout enhanced by a large living room addition, perfect for gatherings and everyday living. A rear sunroom addition provides a relaxing space to enjoy views of the backyard, while the rear deck extends your living area outdoors. The home was originally a 3-bedroom and has been thoughtfully reconfigured into a generous 2-bedroom layout by combining two bedrooms into one, offering flexibility to suit your needs. The septic system remains approved for a 3-bedroom home. Set on 0.81 acres of unrestricted land, the property also includes a substantial detached 2-car garage/workshop-large enough that it once housed the famous 'Virginia Giant' monster truck-making it ideal for hobbyists, mechanics, or anyone needing serious workspace. A rare opportunity in Frederick County with space, versatility, and a commuter-friendly location-this property offers endless potential.

Spacious doublewide home offering endless potential, situated on 2.47 unrestricted acres in a prime Frederick County area. This 3-bedroom, 2 full bath home features a full unfinished basement, providing abundant space for storage, a workshop, or future expansion as some rooms are already framed in. The basement also includes a one-car garage, adding convenience and functionality. The home boasts a 50-year roof with a transferable warranty, offering long-term peace of mind. A rear deck overlooks the property, perfect for relaxing or entertaining, and a rear addition completed in 1986 adds extra living space and flexibility that's currently set up as another bedroom area. With no HOA and plenty of room to customize, garden, or expand, this property is ideal for those seeking space, freedom, and opportunity in a highly desirable area. Whether youre looking for a primary residence, investment, or renovation project, this home is full of possibilities with the right TLC.

***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* The only amenity-filled community within Winchester City! Discover modern living in this 3-4-bedroom, 2-3.5-bath home designed for comfort, style, and functionality. The open-concept main level features an oversized kitchen with a large island that flows seamlessly into the sunroom and living room-perfect for entertaining or everyday living. Upstairs, the primary suite offers a spacious walk-in closet, dual vanities, and a large shower. Convenient bedroom-level laundry hook ups adds everyday ease. The finished basement expands your living space, an optional full bath can be added, ideal for guests, recreation, or a home office. Experience quality craftsmanship and thoughtful design in Winchester's most sought-after community-schedule your tour today! Home and community information, including pricing, included features, terms, conditions, availability, and sales procedures related to appointments subject to change without notice. All images are for illustrative purposes only and individual homes, amenities, features, and views may differ. Images may be subject to copyright.

Welcome Home! If youve been searching for an updated home in a PRIME location, this is it! This stunning 5BR/3BA property has been COMPLETELY RENOVATED from top to bottom-and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a deck, perfect for outdoor living and entertaining, while a front office with beautiful built-ins provides the ideal work-from-home space. Upstairs, youll find four bright and spacious bedrooms. The large primary suite includes a sitting area and an incredible bath with a luxurious soaking tub and walk-in tiled shower-your own private retreat. An additional stylish full bath and convenient laundry room complete the upper level. The fully finished lower level expands your living space with a huge family room, a fifth bedroom, walkout access, and extra storage. With off-street parking and a location that cant be beat-just a block from the MSV trails, a short walk to John Handley High School, and close to Old Town Winchester-youll love both the lifestyle and convenience this home offers. Dont wait-homes like this go fast. Schedule your tour today!

This beautiful energy-efficient home backs to open space with a tot lot and offers abundant natural light along with thoughtful upgrades throughout. A 9 kW peak solar panel system installed in November 2024 provides electricity for the home, significantly reducing energy costs. Additional enhancements include a whole-house water softener, an upgraded washer and dryer with storage located in a spacious laundry room, and a newly built high-grade composite deck with integrated solar lighting. The fully fenced yard features vinyl picket fencing, professional front exterior lighting with customizable color controls, and a welcoming front porch. The home includes a three-car garage, five bedrooms each with walk-in closets, three upgraded full baths, two main-level office spaces, a spacious loft and upper-level laundry room, a fully finished basement, an upgraded kitchen, and a sunroom. The main level offers a bright, open layout designed for comfortable daily living and entertaining, enhanced by upgraded interior lighting fixtures throughout. The great room flows seamlessly into the dining area and kitchen and is complemented by a morning room that enhances natural light. Two private rooms on this level provide flexibility for home offices or additional living space, with the option to convert one into a main-level bedroom. Durable luxury flooring finishes the main level. The kitchen features modern finishes and a functional layout, including a gas cooktop with exterior venting, double wall ovens with a built-in microwave, ample cabinetry, and generous counter space. Updated lighting fixtures complement the space and enhance both functionality and ambiance. Its open connection to the surrounding living areas makes it ideal for everyday use and hosting. The upper level is anchored by a spacious owners suite with a large walk-in closet and a private bath featuring dual vanities, a separate shower, ceramic tile flooring, and a linen closet. Three additional bedrooms, all with walk-in closets, are served by a Jack-and-Jill bathroom configuration. A generous loft provides flexible living space, while the conveniently located laundry room enhances everyday functionality. Upgraded carpeting and updated lighting fixtures complete the upper level. The lower level is fully finished and expands the homes living space with an additional bedroom, full bathroom, recreation area, and game room. Wide steps and a landing provide walk-up access to the backyard, creating a walkout-style feel that enhances natural light and usability. Interior lighting fixtures continue throughout this level. The exterior offers a fenced backyard with a low-maintenance deck and integrated outdoor lighting, ideal for outdoor enjoyment. A welcoming covered front porch provides additional space to relax, while upgraded exterior lighting fixtures enhance both curb appeal and functionality. Backing to community open space, the property offers added privacy. Stone accents and professional landscaping enhance curb appeal, while energy-efficient features add long-term value. A three-car garage and window blinds throughout complete this well-appointed home.