Rolling Hills Real Estate

Rolling Hills Real Estate

Welcome to Rolling Hills, a picturesque subdivision nestled in the heart of Florida. This enchanting community is renowned for its lush landscapes, serene atmosphere, and friendly neighborhood vibe, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle without sacrificing modern conveniences.

Rolling Hills boasts a variety of meticulously designed homes, each reflecting the charm and character of the area. From spacious single-family residences to cozy townhomes, there’s something to suit every taste and budget. Many properties feature beautiful gardens, private backyards, and stunning views of the rolling hills that give the community its name.

One of the standout features of Rolling Hills is its commitment to outdoor living. Residents can enjoy numerous parks and recreational facilities, perfect for picnics, walking trails, and weekend gatherings. The community is also conveniently located near various shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a short drive away.

For those who appreciate an active lifestyle, Rolling Hills offers easy access to nearby golf courses, nature trails, and waterways, allowing for endless opportunities for exploration and adventure. Additionally, the area is served by highly-rated schools and community services, making it an excellent choice for families.

Discover the charm of Rolling Hills, where community spirit thrives, and every day feels like a vacation. Whether you’re looking to settle down or invest in your future, this delightful subdivision in sunny Florida awaits you! Come and experience the magic of Rolling Hills today!

Newest Listings in Rolling Hills

$308,000
3 Beds ⋅ 3 Baths ⋅ PAFL2037638 MLS
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.

Greencastle

Listing courtesy of Turn Key Realty Group. Contact: (717) 775-7000
$299,900
3 Beds ⋅ 2 Baths ⋅ NJBL2120170 MLS
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 Jack-and-Jill 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 ⋅ VAWI2011542 MLS
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:

$300,000
2 Beds ⋅ 2 Baths ⋅ NJBL2118264 MLS
Welcome to Rolling Hills! This beautiful Colonial townhouse offers a great combination of comfort, convenience, and easy living. Inside, you’ll find 1,424 square feet of thoughtfully designed living space with a bright, open feel throughout. The eat-in kitchen is perfect for everyday meals or gatherings, while the spacious primary suite offers direct access to the bath and a comfortable place to unwind. Natural light fills the home, creating a warm and welcoming atmosphere. You’ll also love the convenience of an upstairs laundry and plenty of parking with both a driveway and on-street options. Step outside to the patio and fully fenced in yard a great spot for your morning coffee, relaxing after a long day, or enjoying time with guests. With low-maintenance vinyl siding and a location in the desirable Rolling Hills community, this home is a great opportunity for anyone looking for a comfortable home without the hassle of extensive upkeep. Come see for yourself what makes this townhouse such a great place to call home. Schedule your private tour today!

71 N Hill Dr, Westampton

Listing courtesy of Smires & Associates. Contact: 6092989888
$329,900
2 Beds ⋅ 2 Baths ⋅ MDWO2040374 MLS
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
$329,900
3 Beds ⋅ 1 Baths ⋅ PABK2076142 MLS
Welcome to 134 Gerald Avenue, a beautifully renovated ranch home located in the Rolling Hills neighborhood of Cumru Township and the Governor Mifflin School District. Completely renovated in 2024, this home offers a fresh, updated interior and a comfortable layout designed for convenient everyday living. The main level features three private bedrooms, a bright and inviting living space, and a kitchen area with direct access to the rear deck, perfect for relaxing, entertaining, or enjoying the outdoors. Main-floor laundry is conveniently located within the bathroom, eliminating the need to carry laundry between levels. The finished lower level provides valuable additional living space and features a walkout design with sliding glass doors leading to the backyard. Whether used as a family room, recreation area, home office, gym, or entertainment space, the lower level offers plenty of flexibility. With extensive updates completed throughout the home, a finished walkout basement, outdoor living space, and a convenient location near shopping, dining, schools, and major roadways, and off street parking 134 Gerald Avenue is ready for its next owner to move in and enjoy.

134 Gerald Ave, Reading

Listing courtesy of Atlas Land and Homes. Contact: 4842220228
$195,000
4 Beds ⋅ 3 Baths ⋅ A12056166 MLS
COUNTRY SETTING ON 1.16 ACRE*DOUBLE WIDE WITH 2 ADDITIONS*LIKE 2 HOMES FOR THE PRICE OF ONE*OVER 3,400 SQFT*NO HOA*FRONT HOUSE FEATURES 3 BEDROOM, 2 BATH DOUBLE WIDE HOME PLUS A COVERED PORCH AND COVERED PATIO-NEEDS TO BE RENOVATED*LIVE IN THE RENOVATED & READY TO MOVE IN REAR ADDITION FEATURES KITCHEN, LIVING, DINING, BEDROOM & BATH WITH SEPARATE ENTRANCE*IF YOU ARE HANDY & NEED THE SPACE-THIS HOMEWILL BE WORTH THE WORK*CLOSE TO SHOPPING, HOSPITAL, ONLY 5 MILES FROM A WALMART SUPER CENTER. LOCATED 9 MILES FROM THE RAINBOW RIVER IN DUNNELLON, NEARBY IS THE WORLD EQUESTRIAN CENTER, AND 10 MINUTES TO OCALA WITH MAJOR SHOPPING STORES, MALLS AND RESTAURANTS*RAINBOW SPRINGS WITH A NATURAL SPRING FLOWING CRYSTAL CLEAR WATER*FISH THE MANY FRESHWATER LAKES OR THE GULF OF MEXICO FOR INSHORE AND OFFSHORE FISHING*SELLER FINANCING AVAILABLE-1/4 DOWN at 24-36 MONTH TERM PLUS INTEREST-BUYER PAYS ALL CLOSING COSTS*NO CREDIT CHECK*INVESTOR SPECIAL/HANDYMAN SPECIAL*THIS HOME IS READY FOR YOUR VISION*HOME IS SOLD AS-IS*OWNER/BROKER

13300 SW 91st Place, Dunnellon

Listing courtesy of Investy Realty, LLC.. Contact:

$550,000
4 Beds ⋅ 2 Baths ⋅ A12040296 MLS
CUSTOM 3000 SQ FT 4/2 HOME BUILT ON 1 ACRE IN PRESTIGIOUS ROLLING HILLS SUBDIVISION. HOME FEATURES IMPRESSIVE 18 FT WIDE AND 60 FT LONG DRIVEWAY WITH IMPACT DOORS AND WINDOWS. PROPANE WATER HEATER AND STOVE. PROPERTY FULLY FENCED $20K VALUE. PROPERTY FEATURES CUSTOM 2ND BATHROOM WITH SHOWER AND JACK AND JILL SINKS. 4 BEDROOMS WITH 2 FULL BATHS. CUSTOM KITCHEN WITH GRANITE COUNTERS AND STAINLESS-STEEL APPLIANCES. LAUNDRY ROOM WITH FULL-SIZE STAINLESS-STEEL WASHER AND DRYER. OVERSIZED GARAGE WITH ELECTRIC OPENER. THIS IS A SMART HOME WITH A SMART ELECTRICAL CLOSET. PROPERTY HAS SECURITY LIGHTING WITH SECURITY CAMERAS AND BUGLAR ALARM SYSTEM.PROPERTY IS MINUTES FROM RAINBOW SPRINGS NATIONAL PARK AND THE RAINBOW RIVER. KAYAK THE DAY AWAY OR HIT ONE OF THE MANY TRAILS ON YOUR BIKE FOR A 40 MILE ADVENTURE. MINUTES FROM DOWNTOWN OCALA YET FAR ENOUGH AWAY TO STAR GAZE AT NIGHT. THIS IS NOT YOOUR AVERAGE COOKIE CUTTER HOME IT IS A MUST SEE WITH WALK IN CLOSET S IN THE MASTER BATHROOM WITH A SOAKING TUB.SCEDULE A TOUR TODAY RIGHT NEXT TO HAPPY FARMS!!!

9855 SW 125 Terrace, Ocala

Listing courtesy of REF Realty Inc. Contact:

$209,900
2 Beds ⋅ 2 Baths ⋅ A12008192 MLS ⋅ Rolling Hills BLDG.
Sweeping golf course and lake views from one of the largest 2-bedroom floor plans in Rolling Hills! This spacious 6th-floor 2BR/2BA condo offers 1,180 sq ft of bright, comfortable living space with oversized living and dining areas, spacious bedrooms, a walk-in closet, abundant natural light, and a private screened balcony overlooking the water and golf course.The open layout provides plenty of room to entertain, work from home, or simply spread out, while the elevated setting creates beautiful views and a relaxed South Florida feel. Enjoy the added convenience of community amenities including a swimming pool, BBQ and picnic areas, elevator access, secure entry, guest parking, and beautifully maintained surroundings.Ideally located in Davie near Nova Southeastern University, Broward College, and FAU’s Davie campus, with convenient access to University Drive, I-595, Florida’s Turnpike, shopping, dining, parks, golf, and Fort Lauderdale-Hollywood International Airport.Perfect for a primary residence, seasonal home, or future rental after the first year of ownership. Whether you’re looking for more space, an impressive view, a convenient central location, or outstanding value, Unit 606 offers a combination that’s increasingly hard to find in Davie. A spacious 2/2 with elevated water and golf views at this price point is a rare find. Come see the views and experience the space for yourself!

3300 W Rolling Hills Circle Unit 606, Davie

Listing courtesy of Perfect Properties of Florida Real Estate. Contact:

$210,000
2 Beds ⋅ 2 Baths ⋅ A12009761 MLS ⋅ Rolling Hills BLDG.
Spacious and impeccably maintained 2-bedroom, 2-bath corner condo offering an oversized layout filled with natural light. This pristine unit features a desirable corner location with serene golf course views and a private balcony where you can enjoy the vibrant nightly light show from the nearby Hard Rock Hotel. The expansive floor plan provides generous living and dining areas, ideal for both relaxing and entertaining. Pet-friendly community with well-kept surroundings. Conveniently located just minutes from Nova Southeastern University and other major colleges, shopping, dining, and major highways. Leasing permitted after the first year of ownership, making this an excellent option for both end-users and future investors. Comes with coveted assigned parking spot close to walkway. Move-in ready and truly a must-see! All Cash or NonQM loans only.

3300 W Rolling Hills Circle Unit 510, Davie

Listing courtesy of LoKation. Contact:

$357,500
4 Beds ⋅ 3 Baths ⋅ PAFL2035820 MLS
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:

$110,000
A12017597 MLS
ALMOST 1.50 ACRES OF VACANT LAND IN THE TRANQUIL SUBDIVISION OF ROLLING HILLS IN OCALA, FLORIDA. WITH A FRONTAGE OF 185 FEET AND DEPTH OF 350 FEET, LEVEL LOT, RETENTION AREA IN THE BACK, FLOOD ZONE X - area outside of the Special Flood Hazard Area - WITH EASY ACCESS TO DOWNTOWN OCALA AND DUNNELLON, WORLD EQUESTRIAN CENTER, RAINBOW RIVER, CRYSTAL RIVER AND ALL THE MAIN ATTRACTIONS/ACTIVITIES OF MARION COUNTY.

Ocala

Listing courtesy of Professional Realty of Ocala. Contact:

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the South Jersey Shore Regional Multiple Listing Service. Real Estate listings held by brokerage firms other than Jack And Jill Team eXp Realty LLC are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers.

Information is deemed accurate but not guaranteed.

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