Sleepy Hollow Homes for Sale

Sleepy Hollow Homes for Sale

Welcome to Sleepy Hollow, a picturesque subdivision nestled in the heart of the United States, where charm meets tranquility. This enchanting community is known for its tree-lined streets, friendly neighbors, and a serene atmosphere that makes it a perfect haven for families, retirees, and everyone in between.

Sleepy Hollow features a diverse array of homes for sale, catering to various tastes and lifestyles. Whether you’re seeking a cozy starter home, a spacious family residence, or a luxurious retreat, you’ll find it here. Each property is thoughtfully designed, showcasing modern amenities and timeless architecture that harmonizes with the natural beauty surrounding the area. Many homes boast expansive yards, ideal for outdoor gatherings, gardening, or simply enjoying the fresh air.

Life in Sleepy Hollow is enhanced by its close-knit community feel. Residents take pride in their neighborhood, often coming together for seasonal events, farmer’s markets, and community gatherings. The local parks and recreational facilities provide ample opportunities for outdoor activities, from leisurely strolls to energetic sports. Families will appreciate the proximity to highly-rated schools, ensuring a quality education for their children.

Conveniently located near major highways, Sleepy Hollow offers easy access to nearby cities, shopping centers, and dining options, making it a perfect blend of seclusion and accessibility. If you’re searching for a place that combines comfort, community, and charm, look no further than Sleepy Hollow. Explore the homes for sale today and discover the lifestyle that awaits you in this delightful subdivision!

Newest Sleepy Hollow Homes for Sale

$389,900
3 Beds ⋅ 2 Baths
Welcome home to this brand-new 3-bedroom, 2-bath rancher situated on a 1.53-acre lot in one of the area’s most desirable subdivisions! Thoughtfully designed with comfort and functionality in mind, this home offers spacious one-level living along with a full unfinished walkout basement featuring 9-foot ceilings, providing endless possibilities for future expansion, a recreation room, home gym, or additional living space. The inviting primary suite serves as a private retreat, complete with a luxurious en-suite bath featuring a relaxing soaking tub, separate shower, and double vanities. The open floor plan is ideal for both everyday living and entertaining while large windows fill the home with natural light. Step outside and enjoy the peaceful backyard or take advantage of the exceptional community amenities, including park and picnic areas, a scenic pond perfect for fishing or launching a canoe, kayak, or other non-motorized boats, and plenty of green space to enjoy the outdoors. If you’re looking for the perfect combination of new construction, acreage, and an outstanding community, this home checks all the boxes. Don’t miss your opportunity to own this incredible gem—schedule your private showing today!

2499 Audubon Rd, Hedgesville

Listing courtesy of Burch Real Estate Group, LLC. Contact: (681) 252-3002
$1,050,000
4 Beds ⋅ 3 Baths
Nestled on a sprawling, level half-acre lot in Falls Church's coveted Sleepy Hollow community, 6616 Kerns Road is a thoughtfully updated residence that pairs timeless comfort with exceptional versatility. Surrounded by mature trees and lush landscaping, the home offers a rare combination of generous indoor living spaces, flexible accommodations, and an idyllic backyard setting, all just minutes from Washington, DC, Arlington, and Falls Church City. The main level unfolds with an inviting, light-filled floor plan designed for effortess living. You are welcomed with a warm, inviting fireplace and hardwood floors that flow throughout. The renovated kitchen serves as the heart of the home with quartz countertops, stainless steel appliances, abundant cabinetry, and stylish open shelving that lends a fresh, contemporary aesthetic. Open to the adjoining dining area, the space naturally encourages gathering and conversation. Just beyond, a spacious covered deck functions as a true extension of the home's living space. Overlooking the backyard, it offers the perfect setting for morning coffee, outdoor dining, weekend entertaining, or simply enjoying the peaceful surroundings while playtime unfolds below. With protection from the elements, the covered deck enhances the home's functionality throughout much of the year. Set on an expansive, level half-acre lot, the backyard provides exceptional space, while maintaining a peaceful, park-like setting. A detached garage space serves as the perfect hideawawy for season and outdoor items. The main level features the spacious primary suite with an en-suite bathroom with dual vanities, a second bedroom and full bathroom, and a versatile bonus room ideally suited as a home office, nursery, den, or playroom. A dedicated laundry area further enhances the convenience of one-level living. Equally impressive, the fully finished walkout lower level offers a level of flexibility rarely found in today's market. Featuring two additional bedrooms, a full bathroom, a second full kitchen that has been completely reimagined, a laundry room, generous storage, and direct access to the backyard, the space adapts effortlessly to a variety of lifestyles. Whether incorporated into the primary residence or utilized as private accommodations for extended family, long-term guests, an au pair, or multigenerational living, the layout provides exceptional versatility without compromising the home's cohesive design. Perfectly positioned within the established Sleepy Hollow Park neighborhood, the home enjoys convenient access to many of the area's most cherished amenities. Sleepy Hollow Elementary School and the Sleepy Hollow Recreation Association are both just minutes away, while the wooded trails of Sleepy Hollow Community Park and the neighborhood playground at Bel Air Park offer nearby opportunities to enjoy the outdoors. Arlington Boulevard (Route 50) is only moments away, providing seamless access to Washington, DC, Arlington, Tysons, and Alexandria. Equally appealing is the home's proximity to some of Northern Virginia's most celebrated dining and cultural destinations. Falls Church City offers an array of local restaurants, boutiques, coffee shops, Whole Foods Market, farmers markets, and community events just minutes from your doorstep. In one direction, Eden Center delivers one of the nation's premier Vietnamese culinary and cultural experiences, while nearby Annandale, widely recognized as the region's Koreatown, offers an exceptional collection of authentic Korean restaurants, cafés, bakeries, and vibrant international cuisine. Offering flexible living spaces, thoughtful updates, a beautifully renovated kitchen, a covered outdoor living area, and an exceptional lot in one of Falls Church's most desirable neighborhoods, 6616 Kerns Road presents a rare opportunity to enjoy both comfort and convenience in an established community known for its charm, accessibility, and enduring appeal.

6616 Kerns Rd, Falls Church

Listing courtesy of Compass. Contact: (202) 386-6330
$1,385,000
5 Beds ⋅ 3 Baths
Unique Opportunity: Over an Acre in a Private Luxury Enclave – Just 15-20 Minutes from Downtown DC in desirable Sleepy Hollow Spacious mid-century rambler with a private pool and beautiful gardens on over an acre of land. Almost 4,000 finished square feet on two levels, plus an oversized 2-car garage and workshop. Main Level features a dramatic living room with a marble fireplace, formal dining room, bright 31’ x 11’ sunroom with a second fireplace, 4 bedrooms, 2 full bathrooms, and an updated kitchen. Lower Level includes a cozy family room with a wood-burning fireplace, separate workout/play room, guest bedroom (5th BR), third full bathroom, and a large cedar shoe/coat closet. Finished in 2019 with a room addition. Recent Updates (since 2018): New roof, skylights, AC/furnace, second-zone heating/cooling, water heater, whole-house Wi-Fi generator, top-of-the-line washer/dryer, recessed lighting, and a 31’x16’ screened room. Outdoor Living: Private fenced yard with mature landscaping, a serene Zen garden, and a beautiful azalea garden. Stunning views from every room.

3152 Holmes Run Rd, Falls Church

Listing courtesy of Hawkins Real Estate Company. Contact: 2407932485
$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
$215,000
2 Beds ⋅ 1 Baths
Price Reduced! Welcome to your private mountain retreat in Hedgesville, West Virginia. Nestled on approximately 1.35 wooded acres, this charming cabin offers the perfect escape from the hustle and bustle of everyday life while providing access to some of the area's best outdoor recreation. Renovated in 2020, the cabin features warm, inviting living spaces and a cozy pellet stove that creates the perfect atmosphere for relaxing after a day of fishing, hunting, hiking, or exploring the surrounding mountains, making this an ideal weekend getaway, vacation home, or investment opportunity. Gather around a fire pit, entertain on the property, or simply relax and take in the sights and sounds of nature. State game lands await to be hunted at your backdoor. Community also includes a small beach area and a lake for swimming and small non motorized boats. Located within easy reach of Martinsburg, Berkeley Springs, Sleepy Creek Lake and other popular destinations, this cabin combines seclusion with accessibility.

71 Trapper Ridge Ln, Hedgesville

Listing courtesy of Paramount Realty Group LLC. Contact:

$269,000
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
$455,000
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
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