Winchester VA Homes for Sale

ADDITIONAL INFORMATION

This house is pure charm with a long list of attributes, and located in Academy Heights makes it walking distance from Old Town. Originally built in 1950, the home was beautifully renovated a few years ago. The façade is a handsome combination of brick, stone, and siding, and is augmented by tasteful landscaping. Inside is the picture of fresh, light, and airy with fetching details like built-ins, archways, and trim. Pleasing paint colors and hardwood floors add to the ambience. The main level begins with the living room, where furniture can be perfectly situated before the gas fireplace. Segue into the dining area, which is adjacent to the kitchen on one side but also leads to an inviting family room with a higher ceiling and bank of windows. The galley style kitchen is resplendent with white cabinetry, sleek black counters, stainless appliances, and ceramic tile flooring. There’s tons of storage and prep space, and on the other end, a full bar style set-up, including an undercabinet wine refrigerator. The laundry facilities are also tucked into this space with a matching counter for folding, and dedicated cabinet space. The main level primary suite is a rarity for downtown homes and comes with an attached full bath and separate dressing room. Another bedroom (or use an office or craft room) and full bath are also on this floor. Two additional bedrooms command the upstairs. The backyard is a delight with a lovely paver patio, firepit area, and tidy lawn, the fencing and hedge creating a private outdoor oasis. A one-car detached garage plus additional dedicated parking also come with the property. With significant upgrades inside and out, a desirable location, and the option for one-level living, this home is a must see.

ADDITIONAL INFORMATION

Welcome to your brand-new dream home! This beautifully crafted new construction offers modern style, quality craftsmanship, and thoughtful design throughout. From the moment you step onto the charming front porch, you'll be captivated by the home's inviting curb appeal. Inside, the open floor plan creates a seamless flow, perfect for entertaining and everyday living. Gorgeous LVP flooring extends throughout the main level, complemented by charming trim details and upgraded finishes and fixtures that add a touch of elegance. The stylish kitchen features sleek granite countertops, stainless steel appliances, and plenty of space to prepare meals and gather with loved ones. Upstairs, you'll find three spacious bedrooms, including a luxurious primary suite, along with two full bathrooms designed for comfort and convenience. A half bath on the main level adds extra functionality. Situated on a flat lot, this home also includes a storage shed, offering additional space for all your outdoor essentials. Don't miss your opportunity to own a completely brand-new home in Winchester—move-in ready and waiting for you! EVERYTHING in this property is BRAND NEW!

ADDITIONAL INFORMATION

Back on the market and priced to sell with new 4 ton 2 unit HVAC and new electrical panel box, and fully renovated. Your private retreat awaits-luxury, tranquility & unbeatable value. This beautiful contemporary home offers a perfect blend of modern elegance and natural serenity. Whether you are searching for your dream home or high end investment property, this no HOA retreat provides endless possibilities. 2 bedrooms and an expansive loft with enough space to host your guests and family. Open concept luxury welcomes you with vaulted ceilings, abundant light and a gourmet kitchen which boasts Taj mahal quartzite countertops and a giant kitchen island. Enjoy extra high ceilings and brand new Samsung stainless appliances throughout. The range has a calacutta panavista tiled hood. Featuring 2302 sq ft of upgraded space, including high end bathrooms with capel bianco matte flooring and oceana-azul tiles., Lots of storage in the unfinished basement. This home is move-in ready. Fully furnished options and perfect for Airbnb Investors!

ADDITIONAL INFORMATION

ADDITIONAL INFORMATION

ADDITIONAL INFORMATION

Nestled on an expansive 0.89-acre corner lot, this stunning 8,000+ sq. ft. custom-built residence is a rare opportunity in the prestigious Meadow Branch community. Offering timeless elegance, impeccable craftsmanship, and modern luxury, this home is designed to impress with soaring spaces, exquisite finishes, and thoughtful details throughout. Step inside to discover an updated designer kitchen featuring custom cabinetry, quartz countertops, and top-of-the-line appliances—a true culinary masterpiece. Entertain effortlessly in the gracious formal living and dining rooms, complete with a butler’s pantry, or relax in the sun-drenched two-story family room with a striking stone fireplace. A sophisticated home office with custom built-ins provides the perfect work-from-home retreat. The dual staircases lead to an upper-level oasis, where the primary suite is a luxurious sanctuary with a gas fireplace, private sitting area, spa-inspired bath, and oversized walk-in closets. Three additional bedrooms include a Jack-and-Jill bath and an en-suite guest suite. A finished attic-level closet offers abundant storage or a boutique-style wardrobe space. The beautifully finished basement extends the living space, featuring a full bedroom and bath, a billiard area, a custom bar, a spacious family room with a gas fireplace, a second office, and an abundance of storage. Enjoy seamless indoor-outdoor living on the spacious deck, with ample room to design your dream outdoor retreat, including space for a pool. The three-car side-loading garage adds convenience, while the lack of HOA allows for true freedom in homeownership. With every detail thoughtfully curated for luxury and comfort, this Meadow Branch estate is an extraordinary opportunity to own a distinguished home in a premier location. Cameras on the property that record video and audio.

ADDITIONAL INFORMATION

Charming 3 Bed, 1 Bath Rancher on a spacious half-acre lot! This cozy home features an eat-in kitchen, a fully fenced backyard with two storage sheds, and an inviting firepit for outdoor enjoyment. The attached 2-car carport offers convenient covered parking. Recent updates include a serviced furnace with a $700 warranty, a pumped septic system (2024), and an updated roof. A flue in the living room allows for the addition of a wood-burning stove. Solar panels help lower electric costs. The bathroom boasts updated cabinets and flooring. No HOA! Don't miss this fantastic opportunity near Winchester City!

ADDITIONAL INFORMATION

Welcome to this newly updated home in a prime Winchester City location, where modern style meets everyday convenience. Featuring an open floor plan on the main level, this 2-bedroom, 1-bath home offers spacious bedrooms and a sleek, modern bathroom with bright finishes. The kitchen is designed for both style and function, complete with granite countertops, soft-close cabinetry, and stunning stainless steel appliances. The deep sink comes with multiple accessories, making cooking effortless. A full basement provides endless possibilities—whether for storage, a home gym, or additional living space. Outside, the fully fenced backyard offers privacy, while the detached garage adds convenience. Located just minutes from downtown Winchester’s shops and restaurants, this home is also ideal for commuters with easy access to Route 7, I-81, and Route 37. Jim Barnett Park and the post office are just steps away, adding to the unbeatable location. Don’t miss the opportunity to own this move-in-ready home!

ADDITIONAL INFORMATION

MUST SEE THIS NEWLY RENOVATED COUNTRY CHARMER. IT SIT ON 2.14 ACRE WITH 3 BEDROOM 4 BATH, TRI-LEVEL HOME. WALK-IN TO THE OVERSIZED FAMILY ROOM AND COZY UP AND FEEL THE HEAT FROM THE STONEWALL WOOD STOVE. GENEROUS SIZE SUNROOM WITH AN ELECTRIC FIREPLACE & A POWDER ROOM COMPLETE THIS LEVEL. UP TO THE BRAND-NEW GOURMET KITCHEN WITH GRANITE COUNTER TOPS & STAINLESS APPLIANCES, LARGE FOOD PANTRY AND BEAUTIFUL LARGE ISLAND, MANY POSSIBILITIES JUST OFF THE KITCHEN SEATING IN THE BREAKFAST NOOK /SEATING ROOM & DINING AREA. A LAUNDRY ROOM AND 2ND POWDER ROOM ON THIS LEVEL. LARGE TREX DECK OFF THE KITCHEN. UP TO THE 3 BEROOMS & 2 FULL BATHS COMPLETE THE INSIDE. NEW VINYL SIDING, CENTRAL HVAC ON THE MAIN & UPPER LEVELS. THE LOWER LEVEL HAS SPLIT UNITS EACH ROOM + THE WOODSTOVE. OUTSIDE IS A DETACHED GARAGE/WORKSHOP OR SHE SHED. THE HOME SITS ON MOSTLY LEVEL OPEN 2.14 ACRE. THERE'S ROOM FOR A INGROUND POOL SO BRING THE KIDS THE GOATS & CHICKENS.

ADDITIONAL INFORMATION

Experience everything Winchester, VA has to offer from your quaint renovated home with full front porch, private deck, original flooring upon entry, fully improved kitchen, and so much more. Home is larger than it appears and offers a wonderful playroom/music room on main level, separate dining room, family room, large kitchen and three larger bedrooms upstairs. The primary bathroom took the place of stairs that used to service a finished attic where there are two more rough bedrooms that can still be accessed through the attic opening. Installing a spiral staircase to this room could create a really cool scenario for the buyer. The backyard is very large and backs to an alley where you could install a garage structure with city approval. This home is within walking distance to downtown and super convenient to I-81.

ADDITIONAL INFORMATION

ADDITIONAL INFORMATION

This is a very nice well-kept home on the end of a cul-de-sac with plenty of parking and enjoying the side yard patio which has trees on the side for privacy. There is a Second patio off the rear of home. Solar flood lighting surrounding the home all four sides. The home has a 2-car garage and a driveway. The interior of the home features 4 bedrooms and 3 full baths. Ceiling fans throughout the house. Kitchen dining offers privacy looking out onto your patio and trees. The home features a gas fireplace in the living room. The owner is providing a home warranty on the appliance for a peace of mind moving into your home. The owners took very good care of this home. It is a must see while looking for your next home. The floor plan and lot plat attached. There is an open house on 03/22/2025 at 11:00 am to 4:00 pm. The house will be available on 03/11/2025 to begin viewing.

ADDITIONAL INFORMATION

Spacious split level in the heart of Winchester. Conveniently located off of Berryville Avenue for ease of commuting. The home has a large open floor plan with easy to maintain LVP flooring in the main living areas. Three bedrooms and two updated bathrooms on the upper level. The fourth bedroom is located on the lower level and has proper egress. Both levels have a large gathering area for entertaining. Second full kitchen in the lower level. Gas stove to heat the home efficiently. Fully fenced rear yard for your privacy with a shed for extra storage.

ADDITIONAL INFORMATION

Welcome home to 556 Eagle Drive! The at home feeling you're going to get when you walk into this house is going to make you never want to leave! On the main floor is a large eat-in kitchen and spacious living room. Conveniently located right down the hall is all three bedrooms and a full bathroom. Moving down stairs in this home you will see your generously sized bonus room! Right off of the bonus room is a half bathroom, laundry room, exterior door, and interior garage access. That's right, no more bringing groceries inside in the rain! Outside the home is a well manicured yard and shed. Location is important when choosing a place to call home and this one has got you covered. You will be located less than a mile from Jim Barnett Park and Shenandoah University. Just a short drive to commuter Routes 522, 81, 50, and 7! Talk about convenience! Just when you think the location couldn't get any better, this home is only a mile away from Old Town Winchester, a walking mall filled with unique locally owned shops and restaurants. This home has been well maintained and loved by its past owners and is ready to be enjoyed by the next. Don’t miss out on making memories in a place you can truly call home!

ADDITIONAL INFORMATION

Rare Find in Winchester – 3BR/2BA Rancher on 1.32 Acres! Welcome to 308 Wardensville Grade, a charming one-level home just minutes from downtown Winchester. This 3-bedroom, 2-bathroom home offers an updated kitchen with granite, stainless steel appliances, and wood cabinetry, plus a spacious living room with vaulted wood ceilings and a separate dining area. The primary suite has private deck access. Mudroom/laundry area off of kitchen. Separate dining area with ample space for table & chairs. Outdoor space galore with a fire pit and shed that boasts new siding, door and perfect covered space for ride-on mower. Recent updates include: New heat pump control module & mini-split in living room; New dishwasher & whole-house water filter; Updated light fixtures, smart switches, and blinds; New outdoor stairs, siding repaired, freshly painted deck and upgraded shed; Extended well casing, new well pump, and improved crawlspace access; New flooring in living room. Call today to schedule your showing!

ADDITIONAL INFORMATION

Charming and well-maintained 3-bedroom home being sold as-is, featuring a partially finished basement, two cozy wood-burning fireplaces, and freshly refinished hardwood floors on the main level. Enjoy the spacious rear deck and all that Winchester has to offer!

ADDITIONAL INFORMATION

Welcome to this move-in ready 3-bedroom, 1.5-bath townhome in the sought-after Orchard Hill neighborhood! Featuring hardwood floors & ceramic tile throughout the main level, an upgraded kitchen w/ granite counter tops and graphite SS appliances, and elegant crown molding & chair rail in the dining room, this home exudes warmth and character. The cozy wood-burning brick fireplace in the living room adds to its charm. Step outside to enjoy a lovely flat backyard with a patio and storage shed—perfect for relaxing or entertaining. With an easy commute to major routes and just minutes from downtown Winchester, this home offers both convenience and comfort. Don't miss this opportunity—schedule your showing today!

ADDITIONAL INFORMATION

Looking to drastically reduce your living expenses? You should HOUSE HACK! This is the perfect property to do that. It is a duplex with one unit rented. You can live in the other have have the tenant slash your mortgage payment in half or more! Amazing multifamily duplex (Cash-Machine) for sale in a prime location in Winchester City. Super Convenient location! Less than half a mile from the Old town Winchester historic walking mall. Large back yard with off street parking in the back accessible from Kern Ln. Combined rents when both units are rented is approx $40,380 a year with potential to push to $43,200. This is perfect for a house-hacker, first time investor or a seasoned investor looking to expand their portfolio. Looking to place 1031 funds somewhere? This may be the perfect spot! Seller will consider owner financing at an interest rate as low as 4.875%. See details below. On the second level of this duplex is a 3 bed, 1 bath unit that was just renovated in Jan 2025 with new Luxury Vinyl Plank flooring, new paint and an updated bathroom. Seller is planning to leave this unit vacant for 2 weeks so that we can show it to interested buyers. Available to show now. This will be on the market to rent for $1800 a month. If you accept section 8 or housing vouchers then you have potential to increase it even more. The HUD FMR for 3 bedrooms were just updated to $1952/mo in this area. On the main level is a 2 bed, 1 bath unit that was fully renovated in 2021 with new LVP and amazingly refinished hardwood floors, brand new bathroom, all new paint and stainless kitchen appliances. Great long term tenant renting through Dec 2027! She said she hopes to stay there forever if possible! Current rent is $1565/mo with an 5% increase each year. Photos shown for this unit are from before existing tenant moved in. No showings available for this unit (please do not disturb tenant) however a $2700 Security deposit will be transferred to new owner at settlement for this lease. Both units have their own laundry hook up. Financing options: 1. If you are looking to "House-Hack" you may qualify to buy this with 0-5% down using an FHA, VA or owner occupied conventional loan. Live in one of the units and have the tenant in the other unit help drastically reduce your mortgage payment! The current rental income may actually help you qualify for a higher mortgage than you normally would without it. Live there for a year or so, then move on to your next purchase...and guess what? You just purchased a cash-flowing rental property in an appreciating market for 0-5% down! That is unheard of! Result. Positive Cashflow and you start your path as a House-Hacking Jedi. Welcome Padawan.. 2. Or Rent out both sides and purchase with a 20-25% down conventional loan through a traditional lender based on your debt to income. Result. Positive Cashflow! 3. Don't want a loan based on your debt to income? We have great investment lenders who can help you purchase this with 20-25% down based on the rental income of the property alone! These loans are amazing! Your income does not matter. You purchase in an LLC, not in your name, and the loans typically do not show up on your personal credit report! Result. Positive Cashflow And you dip your toe into a galaxy of endless opportunities that 99% of investors don't event know about. Welcome Captain Kirk.. 4. Creative financing: Seller Financing/ Owner Financing wrap. The price for this option is $472k. Have at least 35% down? If so the seller would entertain seller financing at below market interest rates. 35% down gets you a 6.5% interest rate, and 50% down gets you a 4.875% interest rate! 30 year amortization. No balloon payment. Result. Crazy Positive Cashflow AND you unplug from the Matrix completely. Welcome Neo.. 5. Cash Purchase? Yup, cash is still king. Seller is offering a buy it now price of $438k for a quick cash sale. Result. Uber Positive Cashflow!

ADDITIONAL INFORMATION

This adorable, updated 2-Bedroom, 1-Bath home in the City of Winchester offers the perfect blend of comfort and cozy charm. Featuring beautiful, low-maintenance LVP flooring throughout and fresh paint, it’s move-in ready for you to make it your own. Enjoy the added bonus of a bright and inviting sunroom, perfect for sipping your morning coffee or relaxing in the afternoon. The unfinished basement provides plenty of potential for storage or customization. Conveniently located in the City of Winchester, this home is just minutes away from local amenities, making life easy and accessible. With a carport, small deck, and a quaint yard space, you'll have the perfect outdoor area for enjoying warm evenings or entertaining guests. Don't miss out on this delightful home—schedule your showing today! *Professional photos coming 3/6*

ADDITIONAL INFORMATION

Welcome to Wilde Acres! This charming 3 bedroom with non-conforming 4th bedroom, 2.5 bath home is ready for new owners. The main floor boasts an open concept kitchen with granite countertops and stainless steel appliances that flows into an expansive living room and a half. Upstairs you'll find the 3 bedrooms, the office space/non-conforming bedroom, and full bath in the hall. The primary bedroom also has an attached full bath with a double vanity and beautiful tiled bath/shower. One owner home, built in 2019!

ADDITIONAL INFORMATION

Custom, all-brick white rambler with a French Country ambience, enjoys boundaries of a lovely brook and a berm of boulders and indigenous plantings that obscures property from the roadway. All rooms are generously sized with the main level suitable for one-level living with Primary bedroom and laundry. Bedrooms on upper level are large enough for additional sitting area or study furnishings. Enjoy the brook as your own natural water feature from the Juliette balcony in the Primary suite or from the deck and gazebo .

ADDITIONAL INFORMATION

This impeccably crafted 2023-built colonial home, featuring 4 bedrooms and 3.5 baths, offers 3,083 square feet of living space on the upper two levels and is situated on a premium lot in Winchester's desirable Senseny subdivision, with serene wooded views as the backdrop. The home also includes an expansive unfinished basement, offering unlimited potential for additional living space, allowing for future customization and added value. Upon entering, you're greeted by a grand 2-story foyer creating a bright and airy atmosphere. The spacious yet inviting living area is anchored by a cozy fireplace with a stunning stone surround hearth and offers tranquil views of the wooded backyard. The heart of the home is the large, open-plan kitchen, which boasts beautiful white cabinetry, quartz countertops, a vast island, and an oversized pantry. The kitchen seamlessly flows into the family room, making it perfect for gatherings and casual meals, with a breakfast area that adds charm. A convenient mudroom off the garage adds functionality to this well-designed space. Ascend to the upper level through an open rail entrance, creating a bright and spacious transition to the second floor. The luxurious owner’s suite serves as a private sanctuary, complete with a spa-like bathroom that features a walk-in shower, dual vanities, and an expansive walk-in closet. The secondary bedrooms are generously sized, providing ample space for family or guests, with each room offering plenty of closet space. A conveniently located upper-level laundry room adds practicality. Throughout the home, beautiful lighting fixtures enhance the warm and welcoming ambiance. Additional premium features include upgraded flooring, frameless shower doors, Discovery II cabinetry, and energy-efficient LED lighting. The owners have also incorporated thoughtful upgrades such as ceiling fans in every room, stylish accent walls, and a fully fenced backyard—ideal for outdoor living and entertaining. The meticulously landscaped yard, complete with white stone, plants, and brick accents, adds to the home’s curb appeal and serene setting. The unfinished walkout basement, with full-size windows and plumbing in place for a future bathroom, offers endless possibilities. Whether you envision a recreation room, home theater, or guest suite, this expansive area is a blank canvas ready to be customized to your needs. The fenced backyard provides a peaceful retreat, with professionally designed landscaping featuring white stone, plants, and brick elements, ensuring both beauty and privacy. This home offers a perfect blend of luxury, comfort, and potential for future expansion.

ADDITIONAL INFORMATION

Nestled in the peaceful countryside, this classic Cape Cod home sits on 5 scenic acres, offering breathtaking views and plenty of space to enjoy country living. With five bedrooms, three and a half baths, and a fully finished basement with a second kitchen, this home is perfect for multi-generational living or hosting guests. The first floor features crown molding, creating an elegant touch throughout the spacious living areas. A brand new roof, new appliances and new storm doors ensure modern convenience and peace of mind. The fenced in yard provides a safe and secure space for pets or children to play. Outside, a detached garage and barn offer plenty of storage or workspace, making this property ideal for hobby farming, horses, or additional projects. Whether you are enjoying the privacy of your acreage, relaxing on the porch or deck, or entertaining in the finished basement, this home combines classic charm with modern updates. Don't miss the opportunity to own this beautiful country retreat-schedule your private showing today!

ADDITIONAL INFORMATION

Welcome home! This charming 4-bedroom, 1.5-bathroom home offers the perfect blend of comfort and convenience, nestled within city limits; perfect for first time home buyers and investors alike! The primary bedroom offers a peaceful retreat, complete with a half bath for added convenience. Three additional bedrooms provide room for everyone. The full bath includes a walk-in shower, making it an ideal space to unwind after a long day. Enjoy the spacious kitchen featuring a large island — perfect for family meals or entertaining. The addition to the home provides even more living space, giving you plenty of room to relax, work, or play. Step outside to your screened-in back porch, where you can enjoy the fresh air while staying protected from the elements. The fully fenced backyard offers a private oasis, perfect for pets, gardening, or just enjoying some outdoor time with family and friends. Plus, location couldn't be better! You'll be within walking distance to Jim Barnett Park, as well as local shops and restaurants. Professional photos coming being of next week. Call today to schedule your private tour!

ADDITIONAL INFORMATION

Very private community (2 five acre wooded lots) can not be seen from road. Close to town with wooded lots setting off of main road with private lane (TO BE PAVED UPON COMPLETION OF HOMES). This home boosts one level living with 3,100 sq. ft. of open floor plan with so many features others would call them upgrades! Brick front with cement siding on three sides. Large concrete front porch with concrete lead walk. No HOA. Builders upgrades: hardwood entire main floor (except baths and laundry to be tile), stained Early American HW. Covered/screened deck and attached open deck off back! Two double door walk out basement exits with patio across entire back. See this builders standard features.