Rolling Hills Real Estate

Rolling Hills Real Estate

Welcome to Rolling Hills, a picturesque subdivision nestled in the heart of Kentucky, where tranquil living meets modern convenience. This charming community is designed for those who appreciate the beauty of nature while enjoying the perks of suburban life.

Rolling Hills boasts an array of stunning homes, each thoughtfully crafted to blend seamlessly with the lush, rolling landscapes that define the area. With spacious lots and beautifully manicured gardens, residents can enjoy a sense of privacy and serenity, perfect for families, retirees, or anyone seeking a peaceful retreat.

One of the standout features of Rolling Hills is its commitment to community. Neighbors often come together for social events, fostering a welcoming atmosphere that makes it easy to forge lasting friendships. The subdivision is also home to several parks and recreational areas, providing ample opportunities for outdoor activities such as hiking, biking, and picnicking amidst the scenic backdrop of Kentucky’s rolling hills.

Conveniently located just minutes from the vibrant city center, Rolling Hills offers easy access to shopping, dining, and entertainment. Residents can savor the best of both worlds: the tranquility of suburban living and the excitement of urban amenities.

Whether you’re looking for a family-friendly neighborhood, a peaceful place to retire, or a vibrant community to call home, Rolling Hills is the perfect choice. Experience the charm of Kentucky living in a subdivision that truly embodies the spirit of home. Come explore Rolling Hills today, and discover your dream home in this delightful community!

Newest Listings in Rolling Hills

403 Wash Rd, Frankfort
$362,000
3 Beds ⋅ 2 Baths ⋅ 26027362 MLS
Beautifully updated and surrounded by scenic Kentucky countryside, this 3-bedroom brick ranch home offers the ideal combination of peaceful rural views and convenient access to Frankfort and Lawrenceburg. Inside, rich hardwood floors bring warmth and character to the main living areas, while thoughtful renovations create a fresh, move-in-ready feel throughout the home. The updated kitchen features refreshed cabinetry, granite countertops and modern appliances, and the spacious Great Room is anchored by an impressive stone fireplace. The finished walkout basement with a rustic barn wood motif greatly expands the home's possibilities with a large recreation room, bar area and wood-burning stove—ideal for entertaining, relaxing, or creating a home theatre or family game area. The oversized garage provides additional parking and storage options and has room for a small work area. Step outside onto the elevated deck and take in picturesque views of neighboring farmland overlooking the expansive half acre backyard. Located just off US-127 South, the property is within great proximity to the BG Parkway and I 64 and delivers the atmosphere of country living while remaining only minutes from shopping, dining, schools and everything the surrounding counties have to offer. With more than 2,100 square feet of finished living space, extensive renovations, timeless brick construction and an exceptional rural setting, this home is beautifully updated and ready to be enjoyed!

403 Wash Rd, Frankfort
401 Winding Way, Shelbyville
$399,000
4 Beds ⋅ 2 Baths ⋅ 1730530 MLS
Be THE FIRST to see this beautifully upgraded home and be settled in before the holidays. Tucked on a half-acre lot backing to private woods, this 4-bedroom, 2-bath home has been lovingly updated from top to bottom, so all that's left to do is move in. Gather family in the formal living and dining rooms, framed by custom draperies and made for holiday dinners. Cook with joy in the remodeled kitchen with custom shaker cabinets, granite countertops, a pantry with slide-out shelves, and stainless appliances that stay. Then settle into the showstopping great room, where a brick wood-burning fireplace and vaulted tray ceiling with in-wall 7.2 surround sound create the ultimate spot for cozy nights, movie marathons, and game days. The primary bedroom impresses with a barrel-stave feature wall and a spacious walk-in closet (custom shelving), and the newly finished lower level adds a fourth bedroom, sitting area, and laundry. Both baths were remodeled within the past year with gorgeous floor-to-wall tile, and the hall bath's deep soaking tub is your personal retreat. Step outside to your own backyard escape: a sparkling pool with surrounding deck, plus a large deck (Trex decking) and patio overlooking the trees, perfect for summer parties or quiet mornings. New laminate floors, LED lighting, and an extra-deep, extra-wide two-car garage add everyday ease. Best of all, the big-ticket items are done: HVAC within 8 years, roof and windows within 10 (windows have a transferable warranty), water heaters (2) within 3, and A BRAND-NEW ELECTRIC PANEL. Homes this cared for don't last. SELLER SAYS SELL!

401 Winding Way, Shelbyville
100 E Court Dr, Bedford
$399,900
4 Beds ⋅ 4 Baths ⋅ 1730204 MLS
Welcome home to this beautiful brick home located in a highly desirable subdivision! Featuring 3 bedrooms and 2-1/2 bathrooms, this home offers a spacious open living area that's perfect for both everyday living and entertaining. The unfinished basement provides tons of additional space and endless possibilities for future living space, a home gym, recreation room, or storage. Step outside and enjoy your own backyard retreat with a swimming pool and large deck, perfect for summer gatherings and relaxing evenings. Need extra space for hobbies, vehicles, or equipment? The large pole barn has you covered! With a great location, beautiful living space, and plenty of room inside and out, this home has so much to offer!

100 E Court Dr, Bedford
589 Harvest Ln, Harrodsburg
$407,400
3 Beds ⋅ 3 Baths ⋅ 26025978 MLS
Built in 2024, this beautiful 3-bedroom, 2.5 bath home offers 2,020 sq ft of thoughtfully designed living space in the desirable Rolling Hills neighborhood. Step inside to an open floor plan made for everyday living and easy entertaining. The spacious kitchen features quartz countertops, an island with plenty of workspace and a large walk-in pantry, while the oversized utility room provides even more storage and function. The two-year-old washer and dryer convey with the home. The primary suite offers plenty of room to unwind, complete with a double sink vanity, a tile walk-in shower, soaking tub, and an impressive walk-in closet. Two additional bedrooms share a spacious full bath, plus there is a separate powder room for guests. Out back, the covered porch is ready for slow mornings, summer dinners and evenings overlooking the large, flat backyard. With more room than your typical neighborhood lot, there is plenty of space for backyard games, a swing set, pets, or simply making memories at home. The property is fully landscaped, and the new brick mailbox adds an extra touch of curb appeal. The hot tub is negotiable. All of this in Rolling Hills, with convenient access to downtown Harrodsburg, area schools and Lexington. A newer home with modern finishes, generous spaces and a backyard ready to be enjoyed.

589 Harvest Ln, Harrodsburg
9316 Tiverton Way, Louisville
$337,500
3 Beds ⋅ 2 Baths ⋅ 1727691 MLS
Welcome to 9316 Tiverton Way in the Rolling Hills neighborhood! This spacious 3-bedroom, 1.5-bath tri-level offers 1,868 square feet of versatile living space and a layout with room to spread out and enjoy. Step inside to a comfortable main level featuring a generously sized living room that flows into the dining area and eat-in kitchen. Just off the dining area is one of this home's most enjoyable features—a spacious sunroom. Filled with natural light and overlooking the fenced backyard, this flexible room offers the perfect spot for morning coffee, a reading nook, plants, a play area, or a comfortable space to gather with family and friends. With its connection to the backyard, the sunroom provides an inviting place to enjoy the outdoors while staying comfortably inside. The eat-in kitchen offers plenty of room for everyday meals and opens naturally into the home's main living areas. Upstairs, you'll find three bedrooms and a full bath, providing a private space for the household. The finished lower level adds valuable flexibility with a large family room featuring a fireplace, along with a separate office/study and a convenient half bath. Whether used as a family room, home office, hobby space, playroom, or entertainment area, this level gives you additional living space that can adapt to your needs. Outside, the fenced backyard is designed for enjoying and entertaining. A spacious deck, above-ground swimming pool, grilling area, and additional gathering space create multiple areas to relax, dine, and spend time with friends and family. The property also backs up to Hounz Ln. Park, adding an appealing natural backdrop and convenient access to nearby Goose Creek, pickleball courts, and tennis courts. Located just off Westport Road in the Rolling Hills subdivision, this home combines flexible indoor living spaces with an outdoor setup made for enjoying the seasons. Come see all that 9316 Tiverton Way has to offer!

9316 Tiverton Way, Louisville
911 Milward Dr, Harrodsburg
$449,900
4 Beds ⋅ 3 Baths ⋅ 26020942 MLS
Brand-new construction with a thoughtful layout, quality finishes, and a spacious lot. A covered front porch welcomes you into the four-bedroom home, where the main living areas offer a clean and cohesive design throughout. The kitchen features beautiful cabinetry and granite countertops, providing a polished backdrop for everyday meals and gatherings. In the living room, a built-in electric fireplace creates a natural focal point and adds a distinctive detail to the space. The bathrooms continue the attention to detail with tiled showers and well-selected finishes. Four bedrooms provide plenty of room for the needs of today and the flexibility to make each space your own. Outside, the covered back porch overlooks the spacious lot and provides an additional place to enjoy the property. With new construction, appealing finishes, generous outdoor space, and thoughtful details throughout, this home brings together the features you are looking for in one well-designed package.

911 Milward Dr, Harrodsburg
617 Ridge Crest Dr, Harrodsburg
$415,000
4 Beds ⋅ 3 Baths ⋅ 1723128 MLS
From the moment you arrive at 617 Ridge Crest Drive, the details set this home apart. Sitting beautifully on a corner lot, this brand-new construction offers the fresh finishes and modern conveniences you've been searching for. Inside you'll find 4 bedrooms, 2.5 bathrooms, and a layout designed with both style and function in mind. The kitchen brings the perfect blend of timeless and modern with granite countertops, stainless steel appliances, and farmhouse-inspired fixtures throughout. The primary suite is the showstopper offering the space you deserve with a large bedroom, beautifully finished bathroom featuring a tile shower and tile flooring, plus a walk-in closet you have to see to appreciate. A spacious laundry room with soaking tub, covered front and back porches, and an attached two-car garage add the finishing touches. With every detail complete, all that's left to do is move in and make it yours!

617 Ridge Crest Dr, Harrodsburg
617 Ridge Crest Dr, Harrodsburg
$409,999
4 Beds ⋅ 3 Baths ⋅ 26017735 MLS

617 Ridge Crest Dr, Harrodsburg
774 Ridge Dr, Cadiz
$299,999
3 Beds ⋅ 2 Baths ⋅ 26017134 MLS
Experience waterfront living at its finest with this freshly renovated 3BR 2BA home on beautiful Lake Barkley. Perfectly positioned on the main channel, this property offers breathtaking water views stretching across the lake and into Land Between the Lakes. Step out onto the expansive10x58 covered deck and take in the scenery—sitting here truly feels like being on a houseboat. Whether you're enjoying your morning coffee or winding down in the evening, the setting is simply unforgettable. Inside, the home has been updated with quality finishes throughout. Features include tongue-and-groove ceilings in much of the home, a new bathroom, and all-new systems: HVAC, plumbing, and more. Exterior upgrades include a new granite metal roof, durable metal siding, and two covered porches designed to maximize outdoor living. A newly added carport provides convenient covered space for your vehicle or boat. Located just minutes from Calhoun's and Devil's Elbow Boat Ramps and Lake Barkley Lodge.

774 Ridge Dr, Cadiz
Lot 32 Ridge, Cadiz
$25,000
26016709 MLS
Have you water and boat dock too! Purchasing these 2 lots together gets you use of the Heather Hills Boat Dock/slips. Lot on Ridge drive overlooks Lake Barkley and the Heather Hill Boat Dock. Perfect place for your Lake Retreat!!!

Lot 32 Ridge, Cadiz
923 Meadow Ln, Harrodsburg
$355,000
3 Beds ⋅ 2 Baths ⋅ 26014928 MLS
Move-in ready and full of space, this charming brick ranch in Harrodsburg offers over 2,000 square feet of comfortable living with an open floor plan designed for today's lifestyle. Step inside to a welcoming entryway that flows into a spacious great room with endless possibilities for living, entertaining, working, or relaxing. The adjoining dining area connects seamlessly to the updated kitchen, creating the perfect gathering space for family and friends. Just off the kitchen, you'll find a convenient laundry room with direct access to the attached garage. Need extra space? The garage also features a bonus room ideal for a hobby room, workshop, or additional storage. The thoughtfully designed layout offers three generously sized bedrooms, including an oversized primary suite complete with a walk-in closet and private en suite bath. Outside, enjoy a mostly fenced backyard with plenty of room for pets, play, or gardening, along with a spacious deck that's ready for summer cookouts, entertaining, and relaxing evenings at home. Location is another standout feature of this property. With easy access to the Harrodsburg Bypass, commuting and travel are a breeze. You're just 40 minutes from the Blue Grass Airport, approximately 20 minutes from the Bluegrass Parkway, and only 15 minutes from Herrington Lake, making it easy to enjoy boating, fishing, and lake life whenever the mood strikes. Offering the perfect blend of space, functionality, and convenience, this well-maintained brick ranch is ready for its next owners to move in and make it their own. Don't miss your opportunity to call this beautiful Harrodsburg home yours!

923 Meadow Ln, Harrodsburg
109 Rolling Hills Dr, Somerset
$349,900
3 Beds ⋅ 3 Baths ⋅ 26007678 MLS
This charming, well-maintained brick home is conveniently located to shopping, restaurants, golfing, schools and much more. Located in the Rolling Hills Subdivision, the split level home offers plenty of space for all, with a 3 bedroom, 2.5 half bathroom, open kitchen/living area with breakfast area. Home also has a large family den in the lower level with fire place, office area and laundry. Privacy fence is located around the above ground pool and yard is also fenced. Huge detached 2 car garage with a separate storage above the garage with rear entrance. Home also has the vacant lot across the street for beautiful views. A wonderful opportunity to own a move-in ready home in the perfect location.

109 Rolling Hills Dr, Somerset
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