Stephens City Homes under $400,000

Stephens City Homes under $400,000

Welcome to Stephens City, Virginia—a charming town nestled in the heart of Frederick County. With its rich history, picturesque landscapes, and a close-knit community, Stephens City offers a delightful blend of small-town charm and modern conveniences. Located just a short drive from the bustling city of Winchester, residents enjoy the serenity of a quieter lifestyle while still having easy access to urban amenities.

One of the most appealing aspects of Stephens City is its affordability, particularly for homebuyers seeking properties under $400,000. This vibrant community boasts a variety of homes that cater to diverse tastes and lifestyles. From cozy single-family homes with spacious yards to modern townhouses that offer low-maintenance living, there’s something for everyone here.

Stephens City is not just about homes; it’s about a lifestyle. The town is home to beautiful parks, local shops, and friendly cafes, making it easy to enjoy leisurely weekends. Families will appreciate the excellent schools and recreational activities available, ensuring that children have a safe and nurturing environment to grow up in.

Moreover, the town's rich historical roots are evident in its well-preserved architecture and community events that celebrate its heritage. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment property, Stephens City presents an inviting opportunity to own a piece of Virginia's charm without breaking the bank.

Explore the homes available under $400,000 in Stephens City, and discover how this enchanting town can be the perfect backdrop for your next chapter. Your dream home awaits!

Newest Stephens City Homes under $400,000

122 Bayberry Ct, Stephens City
$385,000
2 Beds ⋅ 2 Baths ⋅ VAFV2045160 MLS
Welcome to 122 Bayberry Court, located in the sought-after Autumn Glen community. This brick-front ranch offers light-filled, main-level living, spacious gathering areas, and an inviting outdoor retreat—all just minutes from local shopping and dining. Step inside to gleaming hardwood floors and a cozy gas fireplace anchoring the family room. Dedicated breakfast and dining areas provide plenty of space for everyday living and easy entertaining. The primary suite features tray ceilings, hardwood floors, an en-suite full bath, and a generous walk-in closet. A second main-level bedroom offers flexibility for guests, a home office, or study. Just off the dining room, a beautiful sunroom captures lovely seasonal views and flows naturally into the fully fenced backyard. Outside, the stone patio creates the perfect setting for gatherings, morning coffee, or a quiet evening outdoors. An attached one-car garage adds everyday convenience, while the community HOA provides lawn maintenance and snow removal. Thoughtfully designed for comfort and ease, 122 Bayberry Court is ready to welcome you home. Schedule your private tour today.

122 Bayberry Ct, Stephens City
221 Killdeer Rd, Stephens City
$319,900
3 Beds ⋅ 3 Baths ⋅ VAFV2039442 MLS
🏡 Welcome to 221 Kildeer Road in Stephens City! Located conveniently in a cul-de-sac, this charming two-level home offers comfortable living spaces, recent updates, ample parking, and a beautiful outdoor setting perfect for relaxing and entertaining. The main level features a welcoming living room, dining room, and kitchen with 2023 flooring and appliances. The kitchen conveniently connects to the half bath and laundry area, with access to the side and rear decks, providing a wonderful extension of the living space and views of the beautiful yard. 🌿 Upstairs, you’ll find three bedrooms and two full bathrooms, including a spacious primary bedroom with its own private bathroom. The outdoor space is a true highlight! Enjoy a beautiful yard with a pond, a brick outdoor grilling/cooking area, storage shed, and plenty of space for outdoor gatherings, gardening, or simply enjoying the peaceful surroundings. The six-car driveway, added in 2020, offers exceptional parking and convenience. The brick outdoor grilling area was added in 2025. ✨ Recent improvements include: • 2023 kitchen flooring • 2023 kitchen appliances • 2025 brick outdoor grilling/cooking area • 2020 six-car driveway Conveniently located minutes from I-81, restaurants, and Sherando Park. If you're looking for a cul-de-sac home with a pond, beautiful yard, outdoor entertaining space, decks, ample parking, and a private primary suite, this Stephens City property is one you won't want to miss!

221 Killdeer Rd, Stephens City
112 Timberlake Ter Unit 8, Stephens City
$210,000
2 Beds ⋅ 2 Baths ⋅ VAFV2045030 MLS ⋅ Lakeside BLDG.
2nd floor condo in Lakeside Condo community. 2 bedrooms 2 full baths with private deck. All appliances convey including washer/dryer.

112 Timberlake Ter Unit 8, Stephens City
314 Prestwick Ln, Stephens City
$374,800
3 Beds ⋅ 3 Baths ⋅ VAFV2044984 MLS
Built in 2009, this Colonial-style end-unit townhome boasts 1,937 square feet of thoughtfully designed living space, featuring three bedrooms and two and a half bathrooms. Step inside to discover a warm and inviting atmosphere, where the traditional floor plan seamlessly connects the combination dining and living areas. The separate living room could alternatively be used as a craft or music space or possible den. The heart of the home is the wonderfully functional kitchen, complete with an island that conveys, perfect for the cooking enthusiast and for entertaining guests. Ample cabinetry, pantry, and a gorgeous tile backsplash provide both style and functionality. The living area is enhanced by a stunning corner gas fireplace, creating a cozy ambiance for those chilly evenings. This home offer plenty of natural light with multiple well-placed windows. The home offers 9' ceilings throughout with a light, neutral color palette, making it feel even more spacious. Upstairs you'll find 3 generous-size bedrooms and a primary ensuite with double vanities, a jetted tub, and a separate shower. The primary suite includes a large walk-in closet. Convenience is key with the upper-floor laundry area with storage cabinetry. Outside, the newly fenced backyard offers a nice private space for stargazing or just relaxing but also opens to a large common area. The beautiful stamped concrete patio offers a great space to gather or simply unwind. The newer roof and HVAC will give the new owner peace of mind for years to come. Enjoy the community's well-maintained sidewalks and streetlights, perfect for evening strolls. The community amenities include a sparkling in-ground pool, tennis courts, and a play area. Convenient to schools, shopping, churches, the nearby public library, but is also a commuter-friendly location. Don't delay, schedule a tour today!

314 Prestwick Ln, Stephens City
114 Timberlake Ter Unit 2, Stephens City
$210,000
2 Beds ⋅ 2 Baths ⋅ VAFV2044890 MLS
Ground floor 2 bedroom 2 bath condominium w/ private patio now available for sale. Vinyl plank flooring in living room, dining, and hallway, Carpet in the bedrooms. All appliances including washer/dryer to convey.

114 Timberlake Ter Unit 2, Stephens City
110 Lakeridge Dr, Stephens City
$250,000
2 Beds ⋅ 1 Baths ⋅ VAFV2044826 MLS
This well cared for duplex townhouse is conveniently located just minutes from I-81 and Route 522, making commuting and everyday errands a breeze. Recently updated vanity adds a fresh touch, while the home’s comfortable layout, and nice sized yard makes it a great option for a first-time buyer, downsizing, or anyone looking for an affordable home in a convenient location.

110 Lakeridge Dr, Stephens City
112 Timberlake Ter Unit 4, Stephens City
$210,000
2 Beds ⋅ 2 Baths ⋅ VAFV2044740 MLS
Ground floor unit featuring 2 bedroom 2 full bath w/ private patio and exterior storage room is now available for sale in Lakeside Condo Association. New HVAC installed 9/26. Unit is currently tenant occupied with tenant on month to month lease. Appliances convey including washer/dryer. Investors welcomed!

112 Timberlake Ter Unit 4, Stephens City
100 Timberlake Ter Unit 7, Stephens City
$210,000
2 Beds ⋅ 2 Baths ⋅ VAFV2044738 MLS
2nd floor condo unit featuring 2 bedroom 2 full bath w/ private deck and exterior storage room now available for sale in Lakeside Condo Association. Unit is currently tenant occupied with tenant on month to month lease. Appliances convey including washer/dryer. Investors welcomed!

100 Timberlake Ter Unit 7, Stephens City
161 Pittman Ct, Stephens City
$385,000
3 Beds ⋅ 3 Baths ⋅ VAFV2044578 MLS
Welcome to Stephens Landing! This well-maintained, brick-front end-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and comfortable living spaces across three finished levels. The entry level features a spacious recreation or family room, powder room, laundry room, and access to the one-car garage. Upstairs, an abundance of natural light streams through the stairway windows, creating a bright and welcoming transition to the open main level. Gorgeous hardwood floors flow throughout, while the spacious living room features impressive floor-to-ceiling windows. The gourmet kitchen offers stainless steel appliances, including a new dishwasher and microwave, along with a center island and pantry. The adjoining bonus room features a cozy gas fireplace and flexible space for dining, relaxing, or entertaining. French doors open to a freshly painted deck overlooking the fully fenced backyard. The upper level includes a generous primary suite with a large walk-in closet and private bathroom featuring a double-sink vanity, jetted tub, and separate walk-in shower. Two additional bedrooms and a full bathroom complete this level. Enjoy multiple outdoor living spaces, including the deck, covered patio, and fenced backyard. New roof was installed in 2022. Parking is available in the one-car garage, driveway, and nearby parking spaces. Conveniently located near schools, shopping, dining, and major commuter routes.

161 Pittman Ct, Stephens City
402 Quinton Oaks Cir, Stephens City
$359,000
3 Beds ⋅ 3 Baths ⋅ VAFV2044260 MLS
This well-maintained 3-bedroom, 2.5-bath townhouse in sought-after Wakeland Manor offers 1,887 sq. ft. of comfortable living space along with several recent updates. The kitchen features stainless steel appliances, while the primary suite has been refreshed with new doors on the primary bedroom and bathroom and an upgraded primary bathroom countertop. The spacious primary bath also features a relaxing soaking tub. The inviting main living area offers a cozy fireplace and plenty of space for everyday living and entertaining. The kitchen includes a built-in microwave, pantry, and ample counterspace and storage. Step outside to enjoy your covered front porch, or stamped concrete patio in a private fenced-in backyard, or take advantage of Wakeland Manor’s community amenities, including the community pool, tennis and basketball courts, and playground. An attached garage and driveway provide convenient parking and additional storage. Ideally located in Stephens City with convenient access to Winchester, I-81, shopping, dining, parks, and everyday conveniences, this home combines an established community, desirable amenities, recent updates, and a convenient commuter location. Check out the 3-D tour attached to this listing!

402 Quinton Oaks Cir, Stephens City
137 Brunswick Rd, Stephens City
$248,000
2 Beds ⋅ 2 Baths ⋅ VAFV2043498 MLS
Charming & Upgraded 2-Bedroom Townhome with Private Fenced Yard awaits you in this beautifully maintained, move-in-ready townhouse offering 1,120 square feet of thoughtful living space. Perfectly blending modern interior updates with fantastic outdoor space, this 2-bedroom, 1.5-bathroom gem is designed for comfort and convenience. As you step inside thru the brand new front door, you will immediately notice the stylish and durable vinyl plank flooring that flows seamlessly throughout the main level. The heart of the home features a bright, inviting kitchen complete with freshly painted cabinets and sleek stainless steel appliances, making meal preparation a true delight. Large windows throughout the home invite abundant natural light, and all window blinds convey with the property, ensuring immediate privacy from day one. The upper level features two spacious bedrooms with generous DOUBLE closet space in each one and a full bathroom, complemented by a convenient half-bath on the main floor. For your seasonal comfort, three window air conditioning units are also included with the sale. Step outside into your own private oasis with a LARGE deck. The fully fenced backyard is adorned with beautiful mature trees, offering an ideal balance of shade, privacy, and open space for outdoor entertaining, gardening, or pets. Completing this exceptional property is a highly functional, attached outside built-in storage shed—perfect for housing your tools, lawn equipment, or seasonal gear. The bonus is off street parking with TWO designated numbered parking spots! Conveniently laid out and packed with value, this turn-key townhome is ready for you to make it your own! Property Highlights: Space: 2 Bedrooms | 1.5 Bathrooms | 1,120 Sq. Ft. Interior Upgrades: Brand New Gorgeous Front Entry Door, Plank flooring, freshly painted kitchen cabinetry, and stainless steel appliances. Included Extras: Window blinds and 3 window AC units convey. Outdoor Features: Fully fenced yard with mature shade trees. Storage: Attached outside built-in storage shed. The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer's decision to purchase the property. all documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

137 Brunswick Rd, Stephens City
107 Bayberry Ct, Stephens City
$390,000
2 Beds ⋅ 2 Baths ⋅ VAFV2044516 MLS
Enjoy easy main-level living in this bright and cheerful 2-bedroom, 2-bath home, tucked away on a quiet cul-de-sac in Autumn Glen. An abundance of windows and skylights fills the open-concept interior with natural light, while a ventless gas fireplace creates a warm and inviting focal point. Glass french doors connect the living space to your office and access to the screened porch - perfect for relaxing or entertaining. With comfortable, thoughtfully designed spaces, this home is ideal for those looking to downsize without sacrificing style or convenience. Recent upgrades and notable features include: 🔥 Radiant gas floor heat and on-demand hot water system - upgraded February 2020 🪵 Ventless natural gas fireplace 🪟 Tilt-in windows 💧 Whole-house water filtration system ☀️ Living room skylights ✨ New LVP flooring - August 2026 🎨 Fresh paint on ceilings, walls, doors, and trim - August 2026 🏠 Roof replaced - May 2024 🍽️ Kitchen flooring upgraded - August 2024 🧊 Refrigerator replaced - 2024 ❄️ A/C compressor and air handler upgraded - June 2021 Quiet sidewalks invite leisurely evening strolls, and the neighborhood community center is just a few doors away. This Autumn Glen beauty is not to be missed!

107 Bayberry Ct, Stephens City
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