Rolling Oaks Real Estate

Rolling Oaks Real Estate

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Maryland! This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike.

Rolling Oaks is characterized by its beautifully landscaped streets, lined with mature trees and well-maintained homes that exude warmth and character. Residents enjoy spacious lots, providing ample outdoor space for gardening, play, and entertaining. The neighborhood's inviting atmosphere is complemented by a strong sense of community, where neighbors become friends and gatherings are a common delight.

One of the highlights of Rolling Oaks is its proximity to a variety of amenities. Just a short drive away, you'll find shopping centers, restaurants, and recreational facilities, ensuring that everything you need is within reach. The area is also home to several parks and nature trails, perfect for those who appreciate the great outdoors. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, Rolling Oaks offers the ideal backdrop.

Families will appreciate the access to quality schools within the highly regarded local school district, providing an excellent education for children of all ages.

With its convenient location, Rolling Oaks is just a stone's throw from major highways, making commuting to nearby cities a breeze. Whether you’re heading to Baltimore or Washington D.C., you’ll enjoy easy access to urban amenities while returning to the peaceful sanctuary of your home.

Discover the charm of Rolling Oaks today, where community spirit meets suburban comfort. Your dream home awaits in this delightful subdivision!

Newest Listings in Rolling Oaks

Nestled in the serene community of Rolling Oaks, this 0.46-acre parcel of land offers a unique opportunity to create your dream home in a tranquil setting. Imagine waking up to the gentle rustle of leaves and the soft sounds of nature, all while being just a stone's throw away from the vibrant amenities that make this neighborhood so desirable. Rolling Oaks is known for its friendly atmosphere and well-maintained surroundings, providing a perfect backdrop for your future residence. Enjoy leisurely strolls through tree-lined streets, where neighbors greet each other with warm smiles. The community is conveniently located near local parks, perfect for picnics and outdoor activities, as well as shopping centers that cater to all your daily needs. For those who appreciate the outdoors, nearby trails offer scenic views and opportunities for hiking and biking, allowing you to immerse yourself in the natural beauty of the area. This land is a blank canvas, ready for your vision to come to life. With ample space to design a home that reflects your personal style, you'll find that Rolling Oaks is not just a place to live, but a community to thrive in. Embrace the chance to build your future in this inviting neighborhood, where comfort and convenience harmoniously blend.

Rolling Oak Dr, Ellerslie

Listing courtesy of Mountainside Home Realty. Contact: 3017220190

5 Beds ⋅ 4 Baths

Welcome to 3212 Ridgeway Pl, a charming retreat tucked away in the heart of Windsor Mill! This 4-bedroom, 3.5-bathroom home offers the perfect blend of modern updates and timeless charm. Step inside to discover a sunlit living space with a cozy fireplace that invites you to unwind and relax. The unique kitchen is the true heart of the home, featuring a sleek spacious design, stainless steel appliances, and ample cabinetry—perfect for whipping up your favorite meals or hosting friends and family. The primary suite is your private escape, complete with a spa-like en-suite bath equipped with his and hers sinks and whirlpool tub, and walk-in closet. Need flexibility? The finished lower level offers endless possibilities—a rec room, home gym, or even a guest suite – equipped with a walk-in closet AND storage room! Outside, the backyard is an entertainer’s dream. Between the deck that extends the breadth of the home and the patio below, there is no shortage for where you can enjoy a sizzle on the grill, a steamy coffee in the morning, and laughs with your favorite people. This home ensures peace while keeping you connected to the world around you. With convenient access to major highways, shopping, dining, and parks, you’ll love being close to it all. Don’t miss the chance to make 3212 Ridgeway Pl your new home sweet home! Schedule your private tour today and let this gem win your heart.

3212 Ridgeway Pl, Windsor Mill

Listing courtesy of Compass. Contact: (301) 298-1001

It's building time!! Dream about your new home plans with spring just around the corner! This lovely lot in Rolling Oaks Subdivision is just waiting to be adorned by a newly built home owned by you! In the far corner of North Allegany county sitting almost on the Mason -Dixon line, it sits approximately 7 miles from Cumberland and an easy access to points north into Pennsylvania. No HOA fees and public utilities give this lot added value!

10409 Pin Oak Ct, Ellerslie

Listing courtesy of Perry Wellington Realty, LLC. Contact: 2409794660

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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

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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