Whispering Hills Homes for Sale

Whispering Hills Homes for Sale

Welcome to Whispering Hills, a serene and enchanting subdivision nestled in the heart of Smithsburg, Maryland. This picturesque community is perfect for those seeking a peaceful retreat, surrounded by the natural beauty of Washington County. Whispering Hills offers a unique blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Whispering Hills, you’ll be captivated by the charming homes that reflect a variety of architectural styles. From cozy single-family residences to spacious modern designs, there’s something for everyone in this delightful neighborhood. Each home is thoughtfully crafted, featuring spacious layouts, inviting outdoor spaces, and modern amenities that cater to today’s lifestyle.

What sets Whispering Hills apart is not just the stunning homes for sale, but also the vibrant community spirit. Residents enjoy a close-knit atmosphere, where neighbors become friends and community events foster lasting connections. With parks, walking trails, and recreational areas just a stone’s throw away, outdoor enthusiasts will find plenty of opportunities to explore and enjoy the breathtaking landscapes that Washington County is known for.

Living in Whispering Hills means you’re just minutes away from the charming downtown of Smithsburg, where you can find delightful shops, restaurants, and local markets. Plus, with easy access to major highways, commuting to nearby cities is a breeze.

Discover your dream home in Whispering Hills today, and experience the perfect blend of comfort, community, and natural beauty that this exceptional subdivision has to offer!

Newest Whispering Hills Homes for Sale

$410,000
5 Beds ⋅ 4 Baths ⋅ MDWA2039072 MLS
WELCOME HOME! Fantastic home in desirable Whispering Hills waiting for your personal touches! Up to FIVE bedrooms. THREE full and one half bath. Large country eat in kitchen with huge island, sliders to deck. LARGE family room. Main level 'flex' room could be bedroom, home office, exercise, hobby.... Up to you! Three bedrooms and two full baths upstairs. Mostly finished basement has large family space, fifth bedroom, FULL bath, laundry room, storage and walkout level to back yard. Shed. Two car garage. SMITHSBURG! Close to shopping, parks, SCHOOLS, interstate... Check it out!

27 Amanda Dr, Smithsburg
$450,000
4 Beds ⋅ 3 Baths ⋅ MDWA2038152 MLS
Welcome home to the perfect blend of timeless charm and modern updates! Set on a spacious .41-acre fenced lot, this beautifully maintained colonial offers room to grow, gather, and make lasting memories. With 4 bedrooms, 2.5 baths, and almost 2,300 finished square feet, the flexible floor plan includes a main level bedroom, a dedicated home office/flex space, an oversized laundry/ mudroom, and inviting living spaces designed for today’s lifestyle. The heart of the home features solid custom cabinetry, generous workspace and an easy flow into the main living and dining areas. Downstairs, the partially finished walk-up basement adds valuable bonus space for a playroom, home gym, media room, or hobbies and ample storage options. Step outside and enjoy your own backyard retreat. The fully fenced yard is ready for entertaining with a patio, hot tub, fire pit area, pergola, and new shed, offering the perfect setting for everything from summer cookouts to cozy evenings under the stars. Thoughtfully updated throughout, including HVAC (2024), siding (2025), newer roof (2019), luxury vinyl plank flooring and new carpet (2026), fresh paint, modern lighting and fixtures (2026) and updated bathroom—giving you peace of mind and move-in-ready convenience. Located in desirable Smithsburg, this home combines small-town charm with the space, updates, and lifestyle that buyers are looking for. Just unpack, settle in, and start making memories.

123 Sherris Way, Smithsburg
$409,000
3 Beds ⋅ 3 Baths ⋅ MDWA2034536 MLS
**Welcome to 104 Drew Circle, where beautiful views and a thoughtfully designed layout come together to create a place that truly feels like home. Step out the front door and take in the peaceful ridgeline views of Catoctin Mountain stretching across the horizon. From this same vantage point you can also see all three of the Smithsburg schools, a unique feature that reflects the home’s elevated setting and open views. After a passing rain shower, the scenery becomes even more special—rainbows often stretch across the mountains, and in the fall the changing mountain foliage creates a breathtaking backdrop, making it easy to appreciate just how beautiful all four seasons can be from this location. This well-maintained Colonial, built in 2004 and set on a 0.23-acre lot, offers 3 bedrooms and 2.5 bathrooms and over 2,000 square feet of living space across all levels, giving the home plenty of room to spread out and enjoy. From the moment you arrive, the property welcomes you with classic curb appeal, featuring an oversized one-car garage, an extended driveway for additional parking, and a front yard flagpole proudly flying the American flag, giving the home a warm and timeless feel. Step inside and you’ll find a spacious main level where the den and kitchen naturally serve as the heart of the home—a place where meals are prepared, conversations happen, and memories are made. The kitchen’s L-shaped counter layout offers plenty of workspace and room to gather, making it just as functional for everyday living as it is for hosting friends and family. The first floor also includes a versatile additional room that can easily serve as a dining room, home office, reading space, or extra sitting area depending on how you choose to use it.Upstairs, you’ll find two generously sized secondary bedrooms along with a full hallway bathroom, offering comfortable space for family, guests, or hobbies. One of the bedrooms even includes a laundry chute that conveniently drops to the finished portion of the basement, a thoughtful detail that adds everyday practicality. The primary suite provides a relaxing place to unwind at the end of the day, complete with a walk-in closet and private en-suite bathroom featuring a double vanity, a large whirlpool soaking tub, and a separate walk-in shower. The partially finished basement adds even more flexibility, offering additional space that could easily serve as a recreation room, workout area, or second living space. With its full-size window and walk-out door to the side yard, the layout could also allow for the addition of a future bedroom with the proper modifications. The finished portion of the basement is where the laundry chute arrives, while the unfinished section houses the washer and dryer hookups, along with several thoughtful upgrades including a radon mitigation system with a recently replaced fan, a reverse osmosis water system supplying the kitchen sink and refrigerator ice maker, and a whole-home water filtration system. Step outside and you’ll discover a spacious fenced backyard that offers plenty of room to relax, play, garden, or entertain. Whether it’s a quiet morning with coffee, an afternoon with pets running in the yard, or an evening gathering with friends, the outdoor space provides endless possibilities. The yard is anchored by a reinforced Trex deck, built for durability and low maintenance, creating the perfect spot for cookouts, summer evenings, or simply enjoying the fresh air. The deck also features removable sun sails that can be installed during the warmer months, helping keep the deck surface cooler and making the space even more enjoyable on sunny days. Also located within the Blue Ribbon School District ! The backyard also includes a storage shed, providing convenient space for lawn equipment, tools, or additional outdoor storage.

104 Drew Cir, Smithsburg
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