Rolling Hills Real Estate

Rolling Hills Real Estate

Welcome to Rolling Hills, the hidden gem of suburban living nestled in the heart of the United States. This picturesque subdivision is more than just a neighborhood; it’s a vibrant community where nature and comfort intertwine seamlessly. With its gently undulating landscapes and lush greenery, Rolling Hills lives up to its name, offering residents a tranquil escape from the hustle and bustle of city life.

As you stroll through the tree-lined streets, you’ll discover beautifully designed homes that reflect a variety of architectural styles, from charming ranches to modern two-story residences. Each property is thoughtfully situated to maximize privacy and enhance the stunning views of the surrounding hills. Families, retirees, and young professionals alike are drawn to this welcoming community, where neighbors become friends and lifelong memories are made.

Rolling Hills boasts a wealth of amenities that cater to all lifestyles. Spend your weekends exploring the scenic walking trails, picnicking in the well-maintained parks, or enjoying the community pool and recreational facilities. Families will appreciate the highly-rated schools nearby, ensuring a top-notch education for children of all ages.

Conveniently located just a short drive from major highways, Rolling Hills offers easy access to shopping, dining, and entertainment options, making it an ideal location for those who seek both tranquility and convenience.

Whether you’re looking to buy your first home or seeking a peaceful retreat to retire, Rolling Hills is waiting for you. Experience the charm and warmth of this delightful subdivision, where every day feels like a getaway. Welcome home!

Newest Listings in Rolling Hills

$519,000
3 Beds ⋅ 3 Baths
More than $100,000 in renovations, a 36' x 36' detached workshop and no HOA! Set on 1.74 acres along a quiet dead-end street, this move-in-ready, 3-bedroom, 2.5-bath brick home combines modern updates with country living just five minutes from downtown Culpeper. The redesigned kitchen features an oversized island, new cabinetry and countertops, and all stainless steel appliances, including a wall oven, electric cooktop, refrigerator, dishwasher and range hood. Luxury vinyl plank flooring and fresh interior paint create a cohesive look throughout the living areas. All three bathrooms have been remodeled, with updated vanities, fixtures and finishes, a tiled shower in the primary bathroom, and a new tub with a semi-frameless sliding glass door in the hall bath. Extensive improvements include a new roof, siding, gutters, soffits, fascia and exterior trim, plus updated electrical, plumbing and HVAC ductwork and a new water treatment system. With these major improvements already completed, the new owner can enjoy added peace of mind and focus on settling in. The septic system has also been serviced and received approval for a five-bedroom home through a 2025 modification, providing added flexibility for future plans. Downtown Culpeper’s shops and restaurants are just minutes away, with easy access to Routes 15, 29 and 3. From the beautifully updated interiors to the spacious workshop and country setting, you’ll find room to relax, pursue your hobbies and feel at home. Put this home at the top of your list and schedule your private showing today! Some photos have been virtually staged to illustrate the property’s potential. Furniture and décor in these images have been digitally added. Qualified buyers may receive a 1% first-year interest rate reduction on a 15- or 30-year fixed-rate mortgage through the seller's preferred lender. Buyer qualifications and lender terms apply.

19260 Rolling Hills Dr, Culpeper

Listing courtesy of RE/MAX Gateway. Contact: 7036525777
$289,900
3 Beds ⋅ 2 Baths
Welcome home to this charming and well-maintained brick home, where pride of ownership shines throughout. Paver steps lead to the welcoming front entrance, while inside you’ll find beautiful hardwood floors and a neat, comfortable, and open layout. The home offers two full baths, including a convenient full bath in the partially finished basement, along with a dedicated laundry area that includes a utility sink. The basement provides flexible space for an additional rec room, hobby area or additional storage, providing you with endless possibilities. The eat-in kitchen provides a comfortable space for everyday meals, and the kitchen appliances remain for added convenience. Outside, enjoy a lovely yard in a desirable neighborhood, complete with a gazebo and a shed for additional storage. A well-cared-for home in a great setting; ready for its next owner to make it their own!

109 Gerald Ave, Reading

Listing courtesy of Century 21 Gold. Contact: 6107792500
$308,000
3 Beds ⋅ 3 Baths
Skip the wait for new construction and step into this 2024-built home in Greencastle’s Rolling Hills community, where modern design, everyday convenience, and room to grow come together in one easy-to-enjoy package. The main level brings together the living, dining, and kitchen areas in a layout designed for everyday living and entertaining. The kitchen includes a refrigerator, stove, microwave, dishwasher, disposal, and freezer, while a convenient half bath completes the first floor. Upstairs, the primary bedroom features a private bath and walk-in closet. Two additional bedrooms, a second full bath, and upper-level laundry with the washer and dryer included add convenience to the layout. The full unfinished basement provides plenty of storage today with the option to create additional living space in the future for a recreation room, home gym, office, or hobby area. Additional features include an attached one-car garage with opener, driveway parking, programmable thermostat, and manageable front and rear yards. Conveniently located near the Maryland state line with access to shopping, dining, and commuter routes, this Rolling Hills home offers the advantages of newer construction without starting from the ground up.

768 Raeann Dr, Greencastle

Listing courtesy of Turn Key Realty Group. Contact: (717) 775-7000
$299,900
3 Beds ⋅ 2 Baths
INVESTORS ONLY - currently tenant occupied with a lease in place through 5/31/2027. Welcome to this two-story end-unit townhouse featuring 3 bedrooms and 1½ baths. The main level offers a comfortable and functional layout with a spacious living room, dining room, family room, kitchen, and convenient half bath. The eat-in kitchen features electric cooking and durable LVP flooring, providing a practical space for everyday living and entertaining. Upstairs, all three bedrooms are comfortably carpeted and share a dual entry bathroom with ceramic tile flooring and a tub/shower combination. The bathroom conveniently connects the primary bedroom and third bedroom. Step outside to enjoy the open patio and large fenced backyard—perfect for relaxing, entertaining, or enjoying the outdoors. The patio is easily accessible through sliding doors from the dining room. An attached garage offers protection from the elements as well as additional storage space. Ideally located near shopping, recreation, and major commuter routes, this home offers both comfort and convenience.

197 S Hill Dr, Westampton

Listing courtesy of RE/MAX at the Sea. Contact: (609) 399-7653
$699,000
7 Beds ⋅ 5 Baths
Welcome to 2700 Loyalty Court—a beautifully maintained showcase home offering nearly 5,000 square feet of unmatched versatility in one of Winchester City’s most coveted locations. Commanding a prime corner lot on a peaceful cul-de-sac, this residence immediately captivates with its timeless stone-and-vinyl exterior, inviting covered front porch, and unmistakable curb appeal. Step inside to a soaring two-story foyer flowing into a light-filled interior boasting fresh paint, newer carpet, refined architectural details, and abundant natural light throughout. Designed for both grand scale entertaining and effortless everyday living, the main level features a dedicated office behind French doors, a formal dining room accented by elegant wainscoting, a den and a full bath. At the heart of the home, the sprawling family room makes a bold statement with architectural pillars and a floor-to-ceiling stone gas fireplace. It connects seamlessly to a chef-friendly kitchen complete with granite countertops, upgraded cabinetry, stainless steel appliances, a center island, pantry, built-in desk area, and a bright breakfast nook opening directly to the rear deck. A handy mudroom with laundry off the garage completes this level's intuitive floor plan. The impressive layout continues upstairs, offering abundant accommodations for family and guests across five generously sized bedrooms. The massive primary retreat serves as a true private sanctuary, complete with a dedicated sitting area, large walk-in closet, and a spa-like ensuite bath featuring a glass walk-in shower and a corner soaking tub. Two bedrooms are connected by a convenient Jack-and-Jill bath, alongside two more spacious bedrooms and another full bathroom. The real showstopper continues downstairs in the fully finished, walkout lower level—a massive multi-functional footprint that expands your living options exponentially. This lower level provides endless flexibility, featuring an expansive recreation room for hosting game days or movie nights, a full bath and two additional bedrooms perfect for guests, and multiple finished rooms ready to serve as a home gym, playroom, or hobby space—plus a storage area to keep it all organized. Offering extraordinary scale on a premier corner cul-de-sac lot, this move-in-ready home represents Winchester living at its finest and stands ready to welcome its next proud owners.

2700 Loyalty Ct, Winchester

Listing courtesy of Colony Realty. Contact:

$329,900
2 Beds ⋅ 2 Baths
Instant equity! Recently appraised at $345,000! Location, location, location! Conveniently located right between Snow Hill & Salisbury but tucked back in the woods making you feel away from it all! Featuring 2 bedrooms and 2 full baths downstairs - with an office or potential 3rd bedroom upstairs - living room with high ceilings and natural light, eat in kitchen with cut out into the living room, and huge wrap around deck to enjoy your private lot! A concrete driveway leads to your detached 2 car garage for parking or plenty of storage! HVAC and roof have been replaced in the last 4 years among many other updates and improvements! Move right in and make this your own!

3841 Sirman Dr, Snow Hill

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$314,900
4 Beds ⋅ 3 Baths
Priced to move!! Roof will be re-shingled prior to closing! Don't wait for new construction to be completed! This move-in ready, natural light filled, former model home with one car garage in sought after Greencastle is waiting for you! Be wowed as you enter through the front door into the spacious main level with 9' ceilings and upgraded LVP floors elevating your home. The crown moulding, chair rail, and picture frame moulding are enhanced by the professionally applied paint throughout. Plenty of room for family or entertaining with a separate, but open living room and (adorned with columns) dining room. Appreciate the great room concept as your large kitchen featuring granite countertops seamlessly flows from eat-in table space into the family room where you can sip your favorite beverage as you relax by your cozy fireplace. Have the convenience of a half bath and entry level laundry on this floor. Upstairs you'll find your primary bedroom with a walk-in closet and en-suite. Three other bedrooms, hall bath, and bonus room round out this floor. Imagine having a large, fenced, backyard with a designated freshly mulched area - where casual outdoor seating, picnic table, or playset could possibly await you. Close proximity to commuter routes - I81, Rt.16 (Buchanan Trail), Rt. 995 (Molly Pitcher Highway). Easy access to shopping, eateries, entertainment and parks. The golf enthusiast can hit the links at the Greencastle Golf Club. For the winter sportsperson Whitetail Resort is a 25 minute drive.

3659 Rolling Hills Drive, Greencastle

Listing courtesy of Kelley Real Estate Professionals. Contact:

$845,000
6 Beds ⋅ 5 Baths
Reduced! Beautifully maintained three-level residence offering an exceptional blend of space, comfort, and elegance. The main level features two generously sized bedrooms and two full bathrooms with a half bathroom. Sun-filled living spaces including a formal living room with fireplace, formal dining room, and a welcoming family room. The upgraded kitchen with a breakfast area opens seamlessly to a bright sunroom (accessed through two French doors), creating the perfect setting for everyday living and entertaining. The upper level boasts four spacious bedrooms and two full bathrooms, all enhanced by abundant natural light throughout the home. Basement is fully finished with family room and game room. Situated on the largest lot in the neighborhood, spanning 0.82 acres, this impressive property offers 6,306 square feet of refined living space. A three-car garage provides ample parking and storage. Ideally located in a desirable Hagerstown community, this home is designed to deliver both luxury and functionality in a truly exceptional setting. Go and show.

18903 Manchester Dr, Hagerstown

Listing courtesy of HomeSmart. Contact: 4109522641
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