Winchester Homes under $900,000

Winchester Homes under $900,000

Welcome to Winchester, Virginia—an enchanting city that beautifully blends rich history with modern living. Nestled in the picturesque Shenandoah Valley, Winchester is renowned for its charming downtown area, vibrant arts scene, and stunning natural landscapes. With a population of just over 27,000, this city offers a close-knit community feel while providing all the amenities of a larger urban center.

Winchester's historic roots run deep, dating back to its founding in 1744. Visitors and residents alike can explore the well-preserved architecture, including the iconic Old Court House and the fascinating Museum of the Shenandoah Valley. The city's historical significance is complemented by a thriving local culture, with numerous festivals, farmers' markets, and art galleries that showcase the creativity and spirit of its residents.

For those seeking a place to call home, Winchester offers an array of beautiful properties under $900,000. Whether you’re looking for a cozy single-family home, a charming townhouse, or a spacious property with room to grow, the real estate market here has something for everyone. Many homes feature modern amenities while still retaining their historical charm, allowing you to enjoy the best of both worlds.

Outdoor enthusiasts will appreciate the nearby hiking trails, parks, and the stunning views of the Blue Ridge Mountains, making Winchester not just a place to live, but a lifestyle to embrace. With its welcoming community, rich heritage, and diverse housing options, Winchester, Virginia, is a hidden gem waiting for you to discover!

Newest Winchester Homes under $900,000

Homesite 111 Shuoner Court, Winchester
$369,990
3 Beds ⋅ 3 Baths
🏡 110 SHUONER Ct – Model Home | We Have MOVE IN READY 2026 Delivery Available St. Paul TBB | 3 BR | 2.5 BA | 1-Car Garage | Finished Lower Level 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living — customize your home the way you like ✨ Home Highlights 🍽 Open-concept main level – perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms + full bath 🎬 Finished Lower Level 🛏 4th bedroom 💼 Ideal for guests, home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches (smart home features) 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 MOVE IN READY 2026 Delivery Available 📲 Contact listing agent for pricing & current incentives 📸 Photos are representative

Homesite 111 Shuoner Court, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

Lot 5 Shuoner, Winchester
$374,990
3 Beds ⋅ 3 Baths
🏡 Your New Home Is Move-In Ready! Discover the St. Paul Townhome, featuring 3 bedrooms, 2.5 bathrooms, a 1-car garage, and a finished lower level—with up to 2,000 sq. ft. of space to make your own. 🌳 Beautiful wooded homesites available! ✨ Room to Gather Enjoy an open-concept main level with granite countertops, stainless steel appliances, and luxury vinyl plank flooring throughout. Whether you’re hosting friends or enjoying a quiet evening at home, this space brings everyone together. 🛌 A Place to Unwind Your primary suite features a spacious walk-in closet and a Deluxe Silver bath with a rain shower. Two additional bedrooms, a full bath, and bedroom-level laundry keep everyday living convenient. 🎬 Space That Fits Your Life The finished lower-level recreation room is ready for your home office, gym, movie nights, or playroom. 🏡 Thoughtful Details Throughout • Beautiful 12" x 24" tile in all full bathrooms and the laundry room • Deako smart light switches and smart home features • Professionally designed landscaping • Energy-efficient construction and modern finishes 💰 Special financing programs and builder incentives available with the preferred lender. 🔑 Ready to make your move? Schedule a tour and see it for yourself! 📲 Contact Jimmy Thomas for current pricing, available homesites, and incentive details. 📸 Photos are representative and may show optional features.

Lot 5 Shuoner, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

205 Crestleigh Dr, Winchester
$630,000
4 Beds ⋅ 3 Baths
Extensively updated and thoughtfully maintained, this beautiful Colonial in the prestigious Oakdale Crossing community offers 2,884 square feet of comfortable and elegant living space. Recent improvements include new siding and window trim (2026), dishwasher (2024), pool (2023), tankless water heater (2023), cooktop (2023), refrigerator (2023), roof (2022), HVAC (2018), blinds (2017), sealed granite countertops (2017), water softener (2023) and new front, back, and garage doors. Inside, the home features four spacious bedrooms, two and a half bathrooms, rich wood floors, crown molding, and an inviting floor plan designed for both everyday living and entertaining. The gourmet kitchen offers a wall oven, cooktop, built-in microwave, granite countertops, and butler's pantry, with the dining area flowing naturally into the comfortable living space featuring a cozy fireplace. The spacious primary suite includes a luxurious bath with a jetted tub, while additional features include a wet bar and ceiling fans throughout. A 640-square-foot unfinished attic with subfloor provides exceptional potential and can be finished to suit the buyer's needs—whether for additional living space, a home office, recreation room, or storage. Enjoy outdoor living on the covered deck, or relax by the 2023 lighted and heated in-ground pool and hot tub on the 0.35-acre corner lot. A side-entry oversized garage and concrete driveway provide convenient parking and easy access. With numerous major updates already completed and plenty of opportunity to make the space your own, this Oakdale Crossing home offers a wonderful combination of comfort, functionality, and outdoor enjoyment.

205 Crestleigh Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

611 Fawn Dr, Winchester
$289,900
2 Beds ⋅ 1 Baths
Welcome to this beautifully updated 2-bedroom, 1-bath cottage, perfectly tucked away on two picturesque, serene lots surrounded by mature trees. Offering the perfect blend of charm, privacy, and possibility, this inviting home has been thoughtfully rebuilt and improved over the years and is truly move-in ready. Step inside to find beautiful wood flooring, soaring ceilings in the bedrooms, an updated kitchen, and a cozy fireplace that adds warmth and character. Major improvements, including new siding and a new A/C unit, provide added comfort and peace of mind. Outside, the fully fenced yard creates your own private retreat with plenty of space for pets, gardening, entertaining, or simply enjoying the peaceful surroundings. Relax with your morning coffee on the porch, unwind beneath the trees, and take advantage of the expansive shed for additional storage, hobbies, or outdoor equipment. Situated on two lots with very limited restrictions, the property also offers exciting possibilities for future expansion. Whether you're looking for a peaceful full-time residence, weekend retreat, or a home with room to make your own, this charming cottage is a rare opportunity to enjoy privacy, tranquility, and flexibility all in one beautiful setting.

611 Fawn Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

no property photo
$575,000
4 Beds ⋅ 4 Baths
WOW! This exceptional home perfectly blends country charm with city convenience, ideally located between Rock Harbor Gof Club and the Medical center. Possible main floor bedroom, currently used as an office. 2 Story family room with fireplace. Open Kitchen with sunroom and tons of natural light. Entertain on the deck and back yard or have formal gathering in the formal dining room and living room. Large primary en-suite with walk in closet and bathroom with soaking tub, shower and double sinks. 3 more generous sized bedrooms with walk in closets. Laundry on upper level. Finished basement with 2nd KITCHEN, full bathroom and Room finished as a Theater room, plus 2 additional rooms for crafting, working or whatever you choose. A truly unique home with so much to offer - come see for yourself.

105 Okeefe Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

2820 Saratoga Dr, Winchester
$559,000
4 Beds ⋅ 3 Baths
Welcome Home! This 4 Bedroom Colonial has gleaming hardwood floors throughout both levels. With traditional formal living & dining rooms with beautiful trim mouldings. Large 27x13' family room that features tray ceiling & fireplace w/mantel, is open to kichen for family togetherness & entertaining. Your Kitchen with granite counters, glass tile backspalsh, staineless appliances, pendant lighting over breakfast bar and 2 pantries. Owners Suite with ceiling fan, walk in closet and private bath w/beautiful glass tile shower & dual sinks. All 3 baths with ceramic tile flooring. You'll enjoy the east facing sun room for morning coffee or relaxing at end of day. Outdoor living amenities - a 21x16 ft patio, 27 linear ft covered front porch and fully fenced back yard with 2 gates. Vinyl clad fence is low maintenance. Plenty of storage - a 12x16 shed, walk up attic, 2 car garage with storage closet and a half attic, double door coat closet, double door linen closet & an extra walk in closet. Laundry on upper bedroom level is efficient. Gas heat & central AC. Fresh paint. Energy efficient windows, storm doors, palladian window, french doors, 6 panel doors. Owners have completed all items noted on their pre-listing home inspection - move in ready. Walk to adjacent Kernstown Battlefield, neighborhood is located conventient to dining, schools, retail, parks & rec, Green Circle Trail, bike path, just minutes to Shenandoah Universiry, medical center, Apple Blossom Mall & Downtown Loudoun Street Walking Mall & commute routes 7, 81 amd 37. Call today for a private tour appointment of this beautiful home.

2820 Saratoga Dr, Winchester

Listing courtesy of Coldwell Banker Elite. Contact:

107 Oak Ridge Ln, Winchester
$449,900
4 Beds ⋅ 4 Baths
Professional photos 10/8. Come to one of Winchester's premier neighborhoods - Fairway Estates - bordering the Winchester Country Club! Homes are seldom listed in this community so here is your chance to own this lovely tri-level home on a wooded lot of approx. 1/3-acre. Kitchen features shaker cabinets and beautiful Silestone quartz countertops. Enjoy the cooktop and the built-in microwave and wall oven. Additional cabinetry in the kitchen makes for extra storage along with the perfect coffee bar area. Nice sunroom that is heated and cooled for year-round enjoyment with 2 slider doors to access outdoors. Large living room features built-ins that surround the fireplace with gas logs -- complete with wood flooring and a large bay window for lots of natural light. A separate dining room with wood flooring completes the main floor. Up 1 level you will find a large primary bedroom with an ensuite bathroom with shower. 2 more bedrooms that share a full bathroom complete this 2nd level. The basement level offers a unique "staircase" that leads to the large recreation area along with a 2nd half-bath. At this level you can enjoy a woodburning fireplace for fun get-togethers or simply unwind in front of a crackling fire. A separate room has been framed and finished that could easily be used as a 4th bedroom (although there is no egress). A 2nd half-bath as well as a separate utility room with a walk-out door complete the basement level. The oversized 2-car garage offers more than ample space for a workshop area and conveniently houses the washer and dryer. This home is ready for its new owner -- why not schedule your showing today!!

107 Oak Ridge Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

100 Vale Ct, Winchester
$474,900
4 Beds ⋅ 3 Baths
Well maintained 4 bedroom 2.5 baths corner lot on quiet cup de sac. Main level features living room, Dining room, eat in kitchen, family room with fireplace. Covered porch. Additional outdoor living space, two car garage. off stree parking Near town, easy access to local. Amenities.

100 Vale Ct, Winchester

Listing courtesy of Colony Realty. Contact:

207 Duwamish Trl, Winchester
$349,900
3 Beds ⋅ 3 Baths
STOP RENTING, DITCH THE TOWNHOME PURCHASE & AVOID THE RESALE HOMES! Why pay more to rent? Skip the expensive renovation headaches of resales. Lock in your budget for future years vs. possible unexpected costs like roof replacement, HVAC update or appliance replacements. Why buy a townhome with shared walls when you can own a BRAND-NEW, fully detached single-family home with a yard for the same/lower monthly payment? This pristine, never-lived-in home is completed. Here, you get a new home with pristine structural warranty, brand-new HVAC, a new roof, and total budget certainty for years to come. Nestled in Winchester with an easy commute to NoVA. Home highlights level yard, backs to large wooded common area that no additional homes to be built upon for privacy, walk out basement with ruff in future full bath, windows and slider, public water and cable at street. Kitchen island to be white. Granite in kitchen to be installed.

207 Duwamish Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

116 Cloverdale Ct, Winchester
$395,000
3 Beds ⋅ 3 Baths
***Closing Cost Assistance and Concessions Will Be Considered by Sellers & Concessions of $5000 Offered***Three Level Family Colonial Style Home is Located in the Brentwood Terrace Subdivision w/ Close Access to Route 7 & Route 81 Just Off Greenwood Drive & Valley Mill Rd is Situated on a Beautifully Manicured Private Cul-De-Sac Lot, Front Porch & Deck, Fenced-In Back Yard, & Newly Paved Driveway! 3 Upper-Level Bedrooms & 2 Full Bathrooms. Recent Renovation Updates Include 2 Separate Brand New Upgraded Dual HVAC Systems (2026), New Roof & Windows (2019), Custom Kitchen Cabinetry & Energy Star Appliances, Granite Counter Tops, LVP Flooring, Recessed Lighting, & Updated Half-Bath. Fully Finished Walk-Out Lower-Level Recreation Room w/ Additional Office Space Area & Multi-Purpose Room! Close Proximity to Major Commuter Routes, Schools & Shopping Centers this Home is Turn-Key Move-in Ready!!! Seller Documents/Disclosures Attached.

116 Cloverdale Ct, Winchester

Listing courtesy of RE/MAX Executives. Contact:

637 Treys Dr, Winchester
$850,000
4 Beds ⋅ 5 Baths
Exceptional Winchester living with TWO primary suites, an incredible covered outdoor living space, and a private in-ground pool! This beautifully appointed home offers an impressive combination of space, comfort, and entertainment options, with thoughtful and detailed features throughout, that make it truly special. This gorgeous all brick Colonial home features an all brick porch that runs across the full width of the home. So many options for decorating, seating, etc. The front is set off by classic columns and a leaded glass front door. Entering the main level, it welcomes you with a formal dining room spacious enough to accommodate a full dining set and seating for eight, making holiday gatherings and dinner parties a breeze. A comfortable family room provides additional everyday living space, while the game room takes entertaining to the next level with a wet bar and gas fireplace. At the heart of the home is the Gourmet Kitchen featuring double ovens, electric cooktop, built in microwave and double ovens. Completing the kitchen is the center island with seating. Truly a space to make memories. One of the home's most inviting features is the expansive covered deck. Complete with its own gas fireplace and a gas grill connected directly to the home's gas line, this outdoor living space is designed for year-round enjoyment. Blinds provide added privacy, while the elevated deck overlooks the large in-ground pool, creating an exceptional setting for summer gatherings, relaxing evenings, and entertaining family and friends. The upper level offers three bedrooms, including a spacious primary suite featuring a beautiful soaking tub, separate standing shower, and dual-sink vanity. The two additional bedrooms share a well-appointed hall bath. Gorgeous terrazzo tile flooring adds an elegant touch to the upper-level hallway. A second primary suite provides exceptional flexibility for guests, multigenerational living, or those seeking a private retreat. The lower level offers an abundance of additional living, entertaining, storage, and parking space. Two separate garage areas provide parking for up to three vehicles, while a full bath and recreation room with wet bar and additional sink make this level incredibly versatile. Copious cabinetry provides tremendous storage, while the mechanical area offers additional functional space. Recent improvements include new windows and Leaf Filter gutter guards, both installed within the last two years. From the multiple living and entertaining spaces to the incredible covered deck, pool, fireplaces, wet bars, and TWO primary suites, this is far more than just a house—it is a home designed for living, entertaining, and making memories. A truly exceptional Winchester property offering a rare combination of indoor and outdoor amenities. Don't miss the opportunity to make 637 Treys Drive your next home!

637 Treys Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

606 Elk Trl, Winchester
$289,000
2 Beds ⋅ 2 Baths
PRICED TO SELL! Welcome to 606 Elk Trail in Winchester, where peaceful living meets the beauty of nature. Set in a private, serene setting, this home offers beautiful views, a fenced-in yard, and a spacious double-decker deck that creates the perfect place to relax or entertain while enjoying the surrounding landscape. Inside, the home’s character shines through with large rooms, generous closets, and a charming bay window that brings in plenty of natural light. A major renovation throughout the house includes an upgraded kitchen with stainless steel appliances, updated bathrooms, an updated laundry room, a newly paved driveway, newer water treatment system, extensive exterior landscaping, and repairs to the deck. The home also features dual-zone HVAC, and the septic system was pumped within the last year. All remaining furniture conveys, including a Murphy bed that provides the flexibility to use the space as a third sleeping area when needed. Located in Wilde Acres, residents can enjoy access to a private community lake for swimming and fishing, along with a playground, picnic pavilion, basketball and volleyball courts, and recreational trails. Surrounded by nature yet offering plenty of privacy and comfortable living space, 606 Elk Trail is a unique opportunity to enjoy a home with character, thoughtful improvements, and access to a community built for enjoying the outdoors.

606 Elk Trl, Winchester

Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact:

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