Rolling Hills Real Estate

Rolling Hills Real Estate

Welcome to Rolling Hills, a picturesque subdivision nestled in the heart of Florida, where tranquility meets modern living. This charming community is renowned for its lush landscapes, friendly neighbors, and an inviting atmosphere that feels like home from the moment you arrive.

Rolling Hills offers a diverse selection of beautifully designed homes, catering to families, retirees, and everyone in between. Each residence is thoughtfully crafted, featuring spacious layouts, contemporary finishes, and ample outdoor space to enjoy Florida's sunny climate. Many homes boast stunning views of the surrounding hills and are just a stone’s throw away from serene parks and recreational areas, perfect for weekend picnics or leisurely strolls.

The community is conveniently located near essential amenities, including shopping centers, dining options, and top-rated schools, making it an ideal place for families to thrive. With easy access to major highways, residents can effortlessly explore the vibrant cities of Florida, from the lively culture of Orlando to the beautiful beaches of the Gulf Coast.

Rolling Hills is not just about homes; it’s a lifestyle. The subdivision hosts various community events throughout the year, fostering a strong sense of camaraderie among residents. Whether you’re enjoying a summer barbecue at the community park or participating in seasonal festivities, there’s always something happening to bring neighbors together.

If you’re looking for a peaceful yet vibrant place to call home, Rolling Hills is the perfect choice. Experience the charm of this delightful community and discover why so many are proud to call Rolling Hills their home sweet home.

Newest Listings in Rolling Hills

11992 SE Tiffany Way, Tequesta
$5,995,000
5 Beds ⋅ 4 Baths ⋅ B26099270 MLS ⋅ Rolling Hills BLDG.
Exceptional coastal living in gated Rolling Hills! Just one property from the Intracoastal Waterway and across from Jupiter Hills Country Club, this distinctive estate features a private courtyard with pool, spa, summer kitchen and bar. The primary suite and two guest bedrooms open to the courtyard through impact-rated sliders. Enjoy a putting green and firepit, plus two upstairs guest bedrooms with Jack-and-Jill bath, loft with built-ins and an open sun deck overlooking the Intracoastal. The kitchen features Miele, Sub-Zero and Viking appliances. Additional highlights include a newly air-conditioned garage, Generac generator and 2026 Jandy pool heater/chiller. Community pier and covered gazebo are just steps away. Convenient to beaches, shopping and fine dining. The community pier and covered gazebo provide convenient access to the Intracoastal Waterway just steps from the property.

11992 SE Tiffany Way, Tequesta
12578 SW 62 Place, Ocala
$475,000
3 Beds ⋅ 2 Baths ⋅ A12103861 MLS
LIKE-NEW 3BR/2BA BLOCK HOME ON 1 ACRE! Built in 2024, this beautifully maintained home offers modern comfort, privacy, and room to enjoy the Florida lifestyle. Situated on a full acre in a desirable rolling-hill neighborhood, the home features an open floor plan, high ceilings, luxury vinyl flooring, quartz countertops, wood kitchen cabinets, and a split-bedroom layout. Additional highlights include an attached two-car garage with automatic door opener, indoor laundry room, and covered lanai. The property is serviced by a private well and features a water softener and reverse osmosis filtration system. The original septic system was installed when the home was built. Enjoy the freedom of NO HOA, completed road improvements, and convenient access to Rainbow Springs, the World Equestrian Center (WEC), and other local attractions. Previously operated as a successful Airbnb, this property offers potential as a primary residence, vacation getaway, or investment opportunity. Furnishings are negotiable and may be considered with an offer. Enjoy modern living, acreage, and privacy in one exceptional property. Schedule your showing today!

12578 SW 62 Place, Ocala
17257 SE Galway Court, Tequesta
$1,390,000
4 Beds ⋅ 5 Baths ⋅ B26075470 MLS ⋅ Rolling Hills BLDG.
Welcome to 17257 SE Galway Ct, a spacious home in the prestigious gated community of Rolling Hills, located directly across the Intracoastal Waterway from Jupiter Island. This property presents an incredible opportunity to bring your vision to life and create your dream home. With approximately 3,870 square feet of living space, there is no shortage of room to make this home your own. The generous layout, private pool area, and sizable lot provide an exceptional foundation for a stunning home whether you envision a modern coastal retreat, a luxurious family residence, or your own private Florida escape. The lot backs up to a common area, offering added privacy and a more peaceful setting as you enjoy your own private outdoor space. With no rear neighbor directly behind you, this is an ideal backdrop for creating a beautiful backyard retreat. Enjoy the best of the Jupiter lifestyle, where boating, waterfront scenery, and the natural beauty of South Florida are right outside your door. Rolling Hills offers a gated setting with an Intracoastal-front park and day dock, while Jupiter Island sits just across the water. This is an opportunity to create something truly special in a location where others dream of vacationing. Bring your imagination, your vision, and your personal style. The space is here; the possibilities are yours. Live where others dream of vacationing. Make it your own. Ceiling fans do not convey.

17257 SE Galway Court, Tequesta
13300 SW 91st Place, Dunnellon
$175,000
4 Beds ⋅ 3 Baths ⋅ A12056166 MLS
SELLER FINANCING AVAILABLE**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 HOME WILL 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
9855 SW 125 Terrace, Ocala
$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
3300 W Rolling Hills Circle Unit 606, Davie
$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
3300 W Rolling Hills Circle Unit 510, Davie
$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
Ocala
$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
Ocala
$689,000
4 Beds ⋅ 3 Baths ⋅ A11727878 MLS
Experience the durability and efficiency of this new construction ICF (Insulated Concrete Forms) home in Rolling Hills, Ocala. Designed for superior storm resistance, thermal and sound insulation, and long-term energy savings, this home sits on a private 1.54-acre homesite, approximately 150 feet from the road, surrounded by mature trees and native Florida landscape. Located just 15 minutes from the World Equestrian Center (WEC) with convenient access to Rainbow Springs State Park, Goethe State Forest, Dunnellon, shopping, dining, and major highways. Offering 2,284 sq ft of living space plus an 820 sq ft insulated 3-car garage, the home features 4 bedrooms, 3 bathrooms, and an open-concept layout with nearly 11-foot ceilings, 4'x4' polished Sahara Spanish tile, 8-foot solid wood doors, and energy-efficient windows. The chef's kitchen includes a 112"x46" granite island, GE Smart appliances, double wall ovens, induction cooktop with downdraft ventilation, farmhouse sink, wine cooler, and custom cabinetry. Additional features include a standing seam metal roof, four-zone irrigation system, seamless gutters with leaf guards, underground drainage, hydro-seeded Bermuda grass, and generator connection. A rare opportunity to own an energy-efficient concrete home on acreage in one of Ocala's fastest-growing areas.

Ocala
11972 SE Tiffany Way, Jupiter
$2,999,000
4 Beds ⋅ 6 Baths ⋅ R11166319 MLS
Price Adjustment - Motivated Seller! Exceptional opportunity to own in one of the prestigious gated community of Rolling Hills, this exceptional estate offers privacy, architectural character, and an ideal multi-level layout designed for both comfort and entertaining. The heart of the home features a stunning courtyard pool that seamlessly opens to the kitchen, dining area, living room, and grand foyer -- creating true indoor-outdoor Florida living. Natural light fills the space, and the flow is perfect for hosting or everyday enjoyment. The first floor includes three spacious bedrooms, each with en-suite bathrooms, offering privacy and convenience for family or guests. The second level is dedicated to a private primary suite retreat, providing separation and tranquility. On the third floor, a private office with a charming Juliet balcony captures eastern views and refreshing ocean breezes -- the perfect inspiring workspace or flex space. Situated in one of Jupiter's most desirable gated communities, close to beaches, golf, dining, and shopping, this home delivers lifestyle, flexibility, and timeless appeal. Schedule your private showing and experience Rolling Hills living at its finest.

11972 SE Tiffany Way, Jupiter
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