Sleepy Hollow Homes under $250,000

Sleepy Hollow Homes under $250,000

Welcome to Sleepy Hollow, a delightful subdivision nestled in the heart of Hedgesville, West Virginia. This charming community offers a serene atmosphere, perfect for those seeking a peaceful retreat while still enjoying the conveniences of modern living. With its picturesque landscapes, Sleepy Hollow is a hidden gem that combines the beauty of nature with the warmth of a close-knit neighborhood.

One of the standout features of Sleepy Hollow is its affordability. Here, you can find charming homes priced under $250,000, making it an ideal choice for first-time homebuyers, families, or anyone looking to invest in a tranquil lifestyle without breaking the bank. These homes often boast spacious layouts, inviting yards, and a variety of architectural styles that cater to diverse tastes.

Living in Sleepy Hollow means embracing a lifestyle rich in outdoor activities. With nearby parks, hiking trails, and scenic views, residents can enjoy the best of West Virginia's natural beauty. The community is also conveniently located near local shops, schools, and dining options, ensuring that everything you need is just a short drive away.

In Sleepy Hollow, you’ll find more than just a house; you’ll discover a place to call home. Whether you're looking to start a new chapter or seeking a peaceful retreat, this subdivision offers an inviting atmosphere and a strong sense of community. Come explore Sleepy Hollow and see for yourself why it’s the perfect place to settle down in Hedgesville!

Newest Sleepy Hollow Homes under $250,000

63 Turtle Ln, Hedgesville

63 Turtle Ln, Hedgesville

2 Beds ⋅ 1 Baths

Almost Heaven! Beautifully maintained and meticulously cared-for home situated on 3.3 private acres in the mountains of West Virginia, including a double lot for added privacy and peace. This turnkey property was renovated in 2023 and offers a wonderful blend of comfort, recreation, and convenience. Enjoy peaceful mountain living from the huge private deck, where you can relax and take in the surrounding wildlife and natural beauty. The community offers an array of amenities, including hiking trails, a pavilion, softball field, and community lake for kayaking, canoeing, tubing, paddleboarding, and fishing. Numerous improvements include a heat and A/C mini-split system, sealed roof, gutters, water filtration system, fireplace insert and chimney, beautiful new flooring, and a completely redone crawl space with new skirting, insulation, and vapor barrier. The deck has also been redone for outdoor enjoyment. Excellent location with easy access to The Woods Resort, golf and spa, C&O Canal, Potomac River, and Sleepy Creek Forest Reserve with its 200-acre lake and hunting grounds. Conveniently located less than 30 minutes from Berkeley Springs and approximately 30 minutes from Martinsburg, with shopping and everyday amenities nearby. Whether you're looking for a full-time residence, weekend getaway, vacation home, or investment opportunity, this property offers tremendous versatility. A must-see mountain retreat—come make this special home your own!

63 Turtle Ln, Hedgesville

Listing courtesy of Coldwell Banker Premier. Contact:

221 Dewdrop Ln, Hedgesville

221 Dewdrop Ln, Hedgesville

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:

480 Maverick Trl, Hedgesville

480 Maverick Trl, Hedgesville

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:

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Jessica Sauls | Realtor | Memory Lane Property Group

With over two decades of experience and thousands of successful home sales, I provide calm, confident guidance through every stage of the real estate journey. Since 2003, I’ve helped buyers, sellers, investors, military families, and those navigating major life transitions make smart, well informed decisions. I do this with clarity, integrity, and strong advocacy. Real estate is more than a transaction, it’s deeply personal. I’m known for creating a steady, reassuring experience during what can often feel overwhelming. My clients value my ability to listen closely, communicate clearly, and protect their interests at every step. Whether negotiating complex terms, preparing a home for market, or navigating unexpected challenges, I lead with professionalism, transparency, and care. As a top performing Realtor in Maryland and Pennsylvania, I combine deep market expertise with a strategic, hands on approach. I help sellers maximize value through thoughtful preparation, including repairs and upgrades with payment deferred until closing. For buyers, I provide honest insight, strong negotiation, and a no-pressure approach. I want all of my Clients to move forward with confidence. Having successfully navigated multiple market cycles, I understand how to adapt strategies in changing conditions while keeping my clients’ goals front and center. Beyond real estate, I am deeply committed to my community, supporting scholarships, housing initiatives, and local education. That commitment to service carries into my work, showing up fully, advocating fiercely, and always doing what’s right for my Clients. If you’re looking for an experienced, steady professional who will treat your goals with care and deliver a strong, strategic outcome, I would be honored to work with you. It's my Mission to provide strategic, ethical, and compassionate real estate guidance that empowers people to build stability, wealth, and a life they love. We create calm, clear, and trustworthy experiences, and we strengthen our community through service, connection, and integrity. I believe in building futures, relationships, and legacies that last.

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Brian Sauls | Realtor | Memory Lane Property Group

Brian brings a thoughtful, detail-oriented approach to every real estate transaction. He helps clients understand the true condition and quality of a home beyond surface details, offering valuable insight during showings and throughout the decision-making process. Known for his calm demeanor, reliability, and strong attention to detail, Brian ensures clients feel comfortable, informed, and well supported from start to finish. He answers questions in real time, offers practical perspective, and helps buyers assess homes with confidence and clarity. Brian’s approach is grounded, professional, and service-oriented. His ability to provide meaningful guidance while keeping the process smooth and stress-free makes him a trusted advocate for his clients every step of the way.

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Christina Jones | Client Care | Memory Lane Property Group

Christina is the heart of our client experience and serves as our Director of Client Care. From the moment a client enters our world to well beyond the closing table, Christina ensures every detail is handled with care, clarity, and consistency. With a calm, organized, and compassionate approach, Christina manages communication, timelines, and behind-the-scenes coordination so our clients feel supported and informed at every step. She is often the friendly voice checking in, the steady hand keeping everything on track, and the person making sure nothing slips through the cracks. Christina is deeply committed to creating a smooth, low-stress experience for buyers and sellers alike. She understands that real estate transactions often come during significant life moments, and she brings patience, empathy, and professionalism to each interaction. Her focus on service, follow-through, and genuine care allows our team to deliver a thoughtful, high-level experience — one where clients feel heard, respected, and confident throughout the process.

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Payson Clausen | Realtor | Memory Lane Property Group

Payson Clausen brings together years of experience in real estate, media production, and marketing to support our team and elevate the client experience. With a strong background in both the real estate industry and creative media, Payson plays a key role in how properties, brands, and stories are presented. His expertise in video production, marketing strategy, and digital content helps ensure our listings and messaging are clear, compelling, and thoughtfully executed. Beyond his professional skill set, Payson is deeply committed to serving his community. He regularly volunteers his time working with local students and is actively involved in raising funds for SkillsUSA, supporting career and technical education programs that prepare young people for future success. Payson’s blend of industry knowledge, creative talent, and community involvement reflects our team’s values — using our work not just to serve clients, but to make a meaningful impact beyond the transaction. (function() { var rg = document.createElement('script'); rg.type = 'text/javascript'; rg.async = true; rg.src = 'https://widgets.realgeeks.com/static/js/search_widget_new.js?v=3'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(rg, s); })();

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