Sleepy Hollow Real Estate

Sleepy Hollow Real Estate

Welcome to Sleepy Hollow, a picturesque subdivision nestled in the heart of the United States, where charm meets tranquility. This enchanting community is perfect for families, retirees, and anyone seeking a serene lifestyle without sacrificing modern conveniences.

Sleepy Hollow is renowned for its lush landscapes and beautifully manicured lawns, creating a welcoming atmosphere that feels like home from the moment you arrive. The tree-lined streets are perfect for leisurely strolls, while the vibrant community spirit fosters connections among neighbors. With a variety of architectural styles, from cozy cottages to elegant family homes, Sleepy Hollow offers something for everyone.

Nature lovers will appreciate the abundance of parks and green spaces nearby, providing ample opportunities for outdoor activities like hiking, picnicking, and birdwatching. The community is also conveniently located near top-rated schools, making it an ideal choice for families looking to settle down in a safe and nurturing environment.

For those who enjoy shopping and dining, Sleepy Hollow is just a short drive away from bustling commercial areas, offering a delightful mix of local boutiques, charming cafes, and diverse restaurants. Whether you’re craving a gourmet meal or a quick coffee, you’ll find it all within reach.

Sleepy Hollow is not just a place to live; it's a lifestyle. With its friendly atmosphere, stunning surroundings, and convenient amenities, this subdivision is the perfect retreat for those seeking peace and community. Come discover the magic of Sleepy Hollow, where your dream home awaits!

Newest Listings in Sleepy Hollow

$315,000
3 Beds ⋅ 2 Baths
Great opportunity in Cherry Hill! Offered at $315,000, this 3-bedroom, 2-full-bath home is priced to reflect its current condition and is being sold strictly AS-IS, WHERE-IS, including the contents remaining in the property. The home is livable in its current condition, but it does need repairs, maintenance, and updating. A buyer could move in and complete improvements over time, making this a great option for someone looking to build sweat equity and make the home their own. Investors are welcome as well. Known items include a rear deck that is currently unsafe to walk on and will need to be repaired or removed, broken glass in one window, and water that has been turned off to one full bathroom due to a possible leak at the vanity faucet. Seller will make no repairs and will provide no repair credits. Buyer will be responsible for obtaining the township CO/CCO and completing any repairs required by the township, lender, appraisal, or other requirements necessary to close. Property conveys with the contents currently remaining in the home. A great opportunity to purchase a 3-bedroom, 2-bath home in a Cherry Hill East neighborhood at a price that gives the next owner room to improve, update, and make it their own.

118 Cuffys Ln, Cherry Hill

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$1,099,000
3 Beds ⋅ 3 Baths
Beautifully updated, meticulously maintained, and surprisingly spacious, this exceptional three-bedroom home offers an inviting combination of style, comfort, and flexibility in the highly sought-after Sleepy Hollow community—just minutes from Falls Church City and Washington, DC. From the moment you step inside, the home feels warm, open, and thoughtfully designed. Rich hardwood floors, abundant natural light, and beautifully selected finishes flow throughout the expansive main level, where oversized living and dining rooms provide wonderful space for entertaining or simply relaxing by the fireplace. The adjoining family room offers an equally inviting setting for everyday living or casual dining. At the heart of the home, the beautifully appointed kitchen features granite countertops, classic subway tile, a gas range, premium fixtures, and an easy connection to the surrounding living spaces. Just beyond, the screened porch creates a peaceful extension of the home—perfect for morning coffee, outdoor dining, or unwinding while overlooking the professionally landscaped, private backyard. Two generously sized bedrooms and a full bath with walk-in shower are conveniently located on the main level, offering tremendous versatility for family, guests, home offices, or multi-generational living. Upstairs, the private primary suite feels like a retreat of its own, with a vaulted ceiling, spa-inspired bath, and an impressive custom walk-in California Closet offering exceptional storage and organization. The separation between the primary suite and main-level bedrooms provides a level of privacy rarely found in a traditional floor plan. The spacious lower level adds even more flexibility with a large recreation room, third full bath, and versatile bonus room ideal for a home office, fitness space, guest area, or hobby room. A full-size two-car garage and convenient mudroom entry provide the storage and everyday functionality that make this home as practical as it is beautiful. Set against a serene, beautifully landscaped backdrop yet remarkably close to everything, this special Sleepy Hollow home offers the best of both worlds—space to spread out, flexible living options, and a peaceful neighborhood setting just moments from shopping, dining, commuter routes, walking and biking trails, Falls Church City, and all that the Washington metropolitan area has to offer.

3032 Crane Dr, Falls Church

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$929,000
3 Beds ⋅ 3 Baths
Tucked at the end of a quiet side street in the historic town of Middleburg, this renovated ranch-style home offers comfortable, easy living just a short walk into town. The home was extensively renovated in 2020 and has recently been freshly painted on the exterior, making it truly move-in ready. The main level features an open floor plan with a well-appointed kitchen offering upgraded countertops, stainless steel appliances and a large island for casual dining or entertaining. The adjoining dining and living areas have recessed lighting and a large picture window overlooking the rear yard. There are three bedrooms, including an entry-level primary suite, and three full bathrooms, each with ceramic tile flooring and upgraded vanities, lighting and tub/showers. The fully finished lower level offers a spacious Recreation Room, bonus room, home office, full bath and separate laundry room. Other features include energy-efficient windows and ceiling fans throughout. Outside the 0.28-acre lot offers a large open rear deck for outdoor dining and entertaining, along with a covered front porch, an attached 1-car garage and paved driveway. An easy walk into Middleburg puts shops, restaurants and the town's many events right outside your door from the Christmas Parade and Oktoberfest to the Middleburg Film Festival. The Salamander Resort and National Sporting Library are also close by. Ideal commuter location only 35 minutes to Dulles International Airport and an hour to Washington DC. A nicely renovated home in a convenient in-town location that is turnkey and ready to enjoy.

409 E Marshall St E, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500
$260,000
2 Beds ⋅ 1 Baths
Great affordable small home in Sleepy Hollow, nice usable 1.53 acre lot, located near baseball field and picnic area, very close to the lake for swimming, fishing, kayaking, beach area. Situated in Morgan County but near the Berkeley County line. 2 BR 1 bath home, with propane FP, breakfast bar in kitchen. Great for 2nd home, investment, or residential.

67 Redbud Ln, Hedgesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (304) 263-7800
$550,000
4 Beds ⋅ 3 Baths
Meticulously maintained and set on 1.03 acres in Huntingtown, this home offers four bedrooms, three full bathrooms, and approximately 1,954 square feet of finished living space across two levels. The updated kitchen features granite countertops and a backsplash, while wood flooring and a dedicated dining area complement the inviting main level. Three bedrooms and two full bathrooms are located on this level, including a primary bedroom with an attached bath. The finished walkout lower level provides a fourth bedroom, a third full bathroom, and flexible space for recreation, a home office, or hobbies. Outside, an elevated deck overlooks an expansive backyard with mature trees, offering a welcoming setting for outdoor dining, entertaining, and relaxation. A fireplace, generous driveway parking, and NO HOA add to the property’s appeal. Notable improvements include window and water heater replacements in 2020, septic replacement work in 2021, and HVAC replacement in 2023. These updates, combined with the home’s meticulous upkeep, versatile layout, and spacious outdoor setting, make this Huntingtown property a standout ready for it's new owner.

5850 Stephen Reid Rd, Huntingtown

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$49,500
Rare 2-acre opportunity in Sleepy Hollow! The property backs directly to Sleepy Creek Wildlife Management Area, giving you an incredible natural backdrop and access to thousands of acres of outdoor recreation. Unlike many mountain lots, this property offers usable, flatter ground and features a creek, adding even more character to an already special setting. Sleepy Hollow residents enjoy access to the community lake, and outdoor lovers will appreciate the nearby hiking, fishing, hunting, wildlife watching, and trail access, including the Tuscarora Trail and Devil’s Nose near the end of Maverick Trail. Peaceful, private, and packed with potential, this is the kind of land buyers hope to find in Sleepy Hollow but rarely do. Bring your plans, your boots, and your vision.

Lot 34 Audubon Rd, Hedgesville

Listing courtesy of Keller Williams Realty. Contact: 7036690099
$1,690,000
6 Beds ⋅ 6 Baths
One of Northern Virginia's rare luxury residences designed for effortless living at every stage of life. Thoughtfully crafted with universal design principles, this custom home blends architectural elegance with exceptional comfort, creating a future-ready residence where sophisticated design and everyday convenience exist in perfect harmony. A private elevator serves every level, while zero-threshold entryways, graciously proportioned hallways, and a beautifully appointed primary suite with a spa-inspired en-suite bath as well as a main level bedroom with ensuite bath. All of the amenities provide seamless convenience for everyday living, welcoming overnight guests or multigenerational living—all without compromising refined style. Welcome to 2998 Beechwood Lane, a custom-built six-bedroom, five-and-a-half-bath residence offering nearly 6,000 square feet of refined living space in an exclusive enclave within the coveted Sleepy Hollow area of Falls Church. As an added distinction, a coveted membership to the Sleepy Hollow Bath & Racquet Club conveys with the property. Designed for both elegant entertaining and comfortable daily living, the heart of the home is an exceptional chef's kitchen featuring custom maple cabinetry, quartz countertops, premium Thermador appliances, an oversized center island, built-in wine cooler, and a stylish dry bar. The open-concept design flows effortlessly into the sun-filled breakfast area and expansive family room, anchored by a dramatic floor-to-ceiling stone gas fireplace, before extending outdoors to a spacious TREX deck overlooking beautifully landscaped grounds. The upper level is anchored by an expansive primary retreat featuring dual custom walk-in closets and a luxurious spa-inspired bath. Additional bedrooms offer a thoughtful blend of private en-suite and shared bath layouts, providing exceptional flexibility for family and guests alike. Elevator access to every floor, abundant storage, and a dedicated laundry room further enhance the home's seamless functionality. The fully finished lower level offers exceptional versatility with a spacious recreation room, dedicated fitness studio, an additional bedroom with a private en-suite bath, generous storage, and plumbing already in place for a future wet bar—creating the ideal setting for entertaining, extended stays, an au pair suite, or private guest accommodations. Outside, professionally designed landscaping creates a private retreat complete with inviting gathering spaces, a welcoming front porch, accessible walkways, pathway lighting, a cedar privacy fence, an irrigation system, and beautifully integrated outdoor living areas equally suited for quiet mornings or memorable evenings with family and friends. Exceptional craftsmanship is complemented by premium infrastructure, including a partial-home Generac generator, dual-zone HVAC, an integrated security system, and upgraded electrical and low-voltage systems designed for today's connected lifestyle. Perfectly positioned inside the Capital Beltway and less than 10 miles from Washington, D.C., this exceptional residence offers effortless access to Metro, major commuter routes, premier shopping, acclaimed dining, and the very best of Northern Virginia. Combining enduring architecture, sophisticated finishes, and thoughtfully integrated universal design, 2998 Beechwood Lane is a rare offering that delivers luxury, flexibility, and lasting value for generations to come.

2998 Beechwood Ln, Falls Church

Listing courtesy of Serhant. Contact: 8777374268
$249,000
3 Beds ⋅ 1 Baths
Completely renovated, chalet-style loft cabin with a huge wraparound deck! Large windows with tall ceilings, all hardwood floors, and an updated kitchen featuring stainless steel appliances. Two bedrooms on the main floor, plus a loft area offering a flexible space for a home office or another bedroom. Outside you’ll find a large deck, spacious yard, and a brand new hot tub. The cabin is located in the Sleepy Hollow community, with access to a small private lake and beach – and only about 20 minutes from downtown Berkeley Springs. As a vacation rental, it generates about $24,000 in rental income each year (over $100k total since the seller bought it), and can come with an existing property manager and cleaner. Hot tub and furniture optional, available for purchase. See seller docs for a summary of rental history and financials. $1,000 buyer credit if you continue using the same property manager. Perfect vacation home!

221 Dewdrop Ln, Hedgesville

Listing courtesy of Blue Valley Real Estate. Contact: (540) 303-3616
$445,000
4 Beds ⋅ 3 Baths
Nestled in the charming Sleepy Hollow community, this inviting Colonial home offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2.5 bathrooms, this residence is designed for both relaxation and entertaining. The heart of the home features a well-appointed kitchen with upgraded countertops, a large island for casual dining, and essential appliances including a dishwasher, refrigerator, and Jenn air stove. The family room, conveniently located off the kitchen, is bathed in natural light and features a cozy double-sided wood fireplace, creating a warm ambiance for gatherings. Enjoy the luxury of a jetted tub and a walk-in shower in the master bathroom, providing a serene retreat after a long day. Thoughtful touches throughout the home include built-ins, recessed lighting, and window treatments that enhance the inviting atmosphere. The main floor laundry adds convenience to your daily routine, while the attached side-entry garage and ample driveway space ensure easy access and parking. Enjoy outdoor views from the rear screened porch off of the living area all set on a .34-acre lot. Experience the warmth and comfort of this delightful home looking for a new owner to restore it to its previous grander and to create lasting memories. Photos have been digitally enhanced and virtually staged.

6023 Tarry Town Rd, Salisbury

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299
$179,900
2 Beds ⋅ 1 Baths
Welcome home to your newly renovated chalet near the back of Sleepy Hollow featuring tons of privacy and wildlife! This 2 bed, 1 bath has vaulted ceilings and offers tons of new items to include: HVAC, kitchen, appliances, paint, lights, and LVP flooring. Off of the back of the home there is a huge, vaulted, covered porch overlooking your private wooded lot.

480 Maverick Trl, Hedgesville

Listing courtesy of Burch Real Estate Group, LLC. Contact: (681) 252-3002
$40,000
Are you looking for a little slice of land to build your part-time retreat or full-time residence? You may wish to consider this wooded lot in Sleepy Hollow Subdivision. This lot is heavily wooded, so it would need to be cleared. Sloped, but the view from the lot is awesome. This lot is located on dead end road too, so there is very little traffic. Mature trees, both standing and fallen -- make the most of it and use the fallen timber for firewood. Buyer to perform their own due diligence. Sleepy Hollow is located just minutes from Route 9 and about 15 minutes from I-81. This lot backs up to Sleepy Creek Wildlife Management area which offers hunting, fishing, nature trails and so much more. Additionally, this lot is just below the Tuscarora Trail. A straight walk "up the mountain" will take you to an amazing, pristine overlook with a path that leads to that Tuscarora Trail. There's so much more to discover with them gem of a lot - it's literally a hikers paradise! Drive by and take a look. You might like what you see!

Lot 16 Dewdrop Lane, Hedgesville

Listing courtesy of Burch Real Estate Group, LLC. Contact: (681) 252-3002
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