Rolling Hills Homes with Craftsman Style

Welcome to Rolling Hills, a picturesque subdivision nestled in the heart of St. Augustine, Florida, where the charm of coastal living meets the elegance of Craftsman-style architecture. This enchanting community is situated in St. Johns County, known for its rich history, stunning landscapes, and vibrant culture. Rolling Hills offers residents a tranquil escape while keeping them conveniently close to the historic downtown area and the pristine beaches of the Atlantic Ocean.

The homes in Rolling Hills are a true testament to the timeless Craftsman style, characterized by their warm, inviting exteriors, exposed beams, and intricate woodwork. These beautifully crafted residences boast spacious open floor plans, perfect for both entertaining and everyday living. Large front porches invite you to relax and unwind while enjoying the serene views of the lush, landscaped surroundings. Inside, you’ll find modern amenities seamlessly integrated with classic design elements, creating an atmosphere of comfort and sophistication.

Families will appreciate the community’s commitment to a friendly, neighborly environment, complete with parks, walking trails, and recreational areas that encourage outdoor activities and social gatherings. The excellent schools in the area further enhance the appeal for families looking to settle down in a nurturing environment.

Whether you’re a first-time homebuyer or looking to downsize, Rolling Hills offers a unique blend of style, comfort, and community spirit. Discover your dream home in this charming subdivision, where the essence of Craftsman architecture meets the idyllic lifestyle of St. Augustine, Florida. Welcome home to Rolling Hills!

Newest Rolling Hills Homes with Craftsman Style

$549,900

5 Beds ⋅ 5 Baths ⋅ 2158278 MLS

This stunning LAKEFRONT 5 bed/4.5 bath 2024-built home features modern design, premium finishes, and a spacious, thoughtfully designed layout! This like-new home is located in the heart of St. Augustine near coffee shops, restaurants, gyms, Publix, the movie theater and more! Enjoy versatile flex spaces perfect for a home office, playroom, fitness area, media room, or additional living space. The first-floor ensuite bedroom provides an ideal setup for multi-generational living, guests or a private workspace while the gorgeous owner's suite features the coveted SUPER SHOWER upgrade and expansive water views. Situated on a premium homesite backing to conservation land and water, you'll enjoy enhanced privacy, peaceful natural views, abundant wildlife, and the assurance that no future development will be built directly behind you! Additional highlights include a TANDEM 3-CAR GARAGE, fully fenced yard, designer finishes throughout, abundant storage, and a transferable home warranty. Even better, there is room to add a pool and a recent HOA update allows homeowners to modify fencing to maximize main-level water views, creating an even more spectacular outdoor experience! This gorgeous home combines the feel of a custom new build without the wait, a prime location and serene neighborhood setting. Near SR 312 & 207; Just 8 minutes to downtown, 12 minutes to the beach, and 4 miles to I-95.

50 Sandy Palm Trail, St. Augustine

$504,900

3 Beds ⋅ 3 Baths ⋅ 2154339 MLS

Better than new with over $57,000 in premium builder upgrades, this beautifully appointed 2023 Pulte Mystique offers the perfect blend of modern style, thoughtful design, and move-in-ready convenience. Featuring 3 bedrooms, 3 full bathrooms, a dedicated office or flex room, and 2,170 square feet of living space, this home is designed for both everyday comfort and effortless entertaining. The open-concept layout is anchored by a spacious gathering room with a tray ceiling and pocket sliding glass doors that open to the screened covered lanai, creating a seamless indoor-outdoor living experience. The gourmet kitchen is a true showpiece, featuring an expanded built-in design with 42-inch soft-close cabinetry, stunning Blanco Maple quartz countertops, a decorative wood vent hood, Whirlpool built-in appliances, a designer tile backsplash, and a large contrasting center island. Thoughtful upgrades including roll-out cabinet trays, a pull-out waste basket, upgraded hardware, and abundant storage make this kitchen as functional as it is beautiful. The private primary suite provides a relaxing retreat with a spa-inspired bath complete with a soaking garden tub, oversized glass-enclosed walk-in shower, quartz countertops, and upgraded soft-close cabinetry. A split-bedroom floor plan offers privacy for family and guests, while the dedicated office features solid-core double doors, added insulation, and enhanced media connections, making it ideal for working from home. Wood-look plank tile flooring extends throughout the main living areas and office, complemented by upgraded lighting, recessed LED fixtures, and faux wood blinds for a polished finish. Additional features include a smart home package with a smart thermostat, garage door opener, and smart door lock, whole-house gutters, water softener pre-plumbing, a screened lanai, fenced backyard, and a spacious two-car garage. Located in highly desirable St. Johns County, residents enjoy community sidewalks and walking paths with convenient access to top-rated schools, shopping, dining, and historic downtown St. Augustine. This exceptional home offers all the benefits of new construction without the wait and is ready to welcome its next owners.

45 Shell Creek Court, St. Augustine

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated