Rolling Hills Homes For Sale, St. Augustine
St. Augustine, FL
3 homes · 1 new this week · median $539,900 · updated 8 minutes ago
FollowNew Rolling Hills homes the day they list · free, no account
Search freely — no forced sign-up, no call center, no data selling.
Why buyers stay
Market Snapshot
As of October 10, 2026, 3 homes are currently for sale in Rolling Hills, priced $469,000 - $549,900.
- For Sale Now
- 3
- Price Range
- $469,000 - $549,900
- Avg. Days on Market
- 63 days
- HOA Dues
- ~$88/mo typical
Market stats are based on similar homes in Rolling Hills — they may not include listings or sales that aren't comparable to this market. Sourced from the MLS; refreshed regularly.
The Neighborhood
About Rolling Hills, St. Augustine
Rolling Hills is a St. Johns County community in St. Augustine where the current market runs from about $505k to $579k, with homes built 2023–2024. Every listing below is live from the MLS — the same data, tax truth, and flood detail as everywhere else on this site, updated continuously.
- Community Type:Waterfront
- Property Type:Single Family Homes
- Amenities:Walking / Biking Trails
Living Here
What It's Like to Live in Rolling Hills
Day-to-day life in Rolling Hills puts you close to some of St. Augustine's most recognizable destinations. Cap's on the Water, the iconic Intracoastal seafood spot, is about 3 miles away — an easy drive when you want oysters on the deck on a weeknight. Anastasia State Park, with its wide beach, dune trails, and kayak launch, is roughly 3.5 miles from the neighborhood, and St. Augustine Beach itself is about 4.5 miles out. For concerts and cultural outings, the St. Augustine Amphitheatre is just over 2.5 miles away, and the historic cobblestone lanes of St. Augustine's Historic District — I'm linking the school district here, but for broader community context the Historic District is about 3 miles from your door, making it a genuinely walkable part of life here rather than a special-occasion trip.
The Homes
Rolling Hills Homes & Architecture
Homes in Rolling Hills were built in 2023 and 2024, so buyers are getting near-new construction without the typical builder wait. The homes run from roughly 2,150 to about 3,250 square feet, with 4- to 5-bedroom, 3- to 4.5-bath layouts and price points spanning the low-to-upper $500s. Traditional, Craftsman, and multi-generational floor plans are the prevailing styles, and interiors consistently reflect current design standards — open floorplans, kitchen islands, breakfast bars, walk-in closets, and primary suites with oversized showers. Many plans incorporate a guest suite or in-law floorplan, which makes the floor plans unusually flexible for households that need extra-private space. What surprises buyers touring here is how move-in ready these homes feel; the builder finishes are largely intact and many include upgrades that were added during construction.
Amenities
Rolling Hills Amenities & Community Features
Rolling Hills is a walkable, well-lit community with sidewalks, curbs, and street lights throughout, plus a dedicated jogging path for residents who want to stay active without leaving the neighborhood. Grounds maintenance is included in the community structure, keeping the streetscape consistent. Carrying costs vary lot to lot in communities like this, so I verify the current association and district numbers per home rather than quote a page figure. Augustine community — and cover the maintained common areas. The neighborhood is not gated and does not have a private pool or clubhouse on site, so residents lean on the area's nearby public amenities, including Anastasia State Park and the beaches, for outdoor recreation.
Location
Rolling Hills Location & Commute
Rolling Hills sits in St. Augustine, placing it roughly 3 miles from the city's Historic District and about 4.5 miles from St. Augustine Beach — close enough that a beach run or a dinner downtown doesn't feel like a production. Flagler Health+ Village at St. Augustine, the area's primary regional hospital with full emergency and surgical services, is about 2.5 miles away. St. Augustine Premium Outlets, with more than 75 designer brands, is roughly 7.5 miles north. Jacksonville International Airport is about 49 miles from the neighborhood — plan on a little under an hour depending on traffic. For buyers coming from northern St. Johns County or the Beaches corridor, Rolling Hills sits farther south than communities like Nocatee or Ponte Vedra, so commutes toward Jacksonville's Southside or TPC Sawgrass (about 24 miles) are worth mapping during rush hour before committing.
Schools
Schools Near Rolling Hills
Rolling Hills is zoned for Osceola Elementary, Murray Middle, and Pedro Menendez High School, all part of the St. Johns County School District. School assignments are address-specific — verify any address using the district's official school locator before relying on zoning information.

Krista Fracke
Your St. Augustine Realtor
Now on the Market
All 3 active listings
Showing 3 of 3
Map of Rolling Hills listings
New Rolling Hills homes, in your inbox
Be first to know when a home lists in Rolling Hills. One email, no account needed — and you’ll see everything on the market now the moment you sign up. Owners use these alerts too: every new listing here is your comp set moving.
Free. No spam — unsubscribe in one click.
Questions
Frequently Asked Questions about Rolling Hills
How close is Rolling Hills to the beach?
St. Augustine Beach is about 4.5 miles from Rolling Hills — roughly a 10-minute drive under normal conditions. Vilano Beach, a quieter option just north of downtown St. Augustine, is about 5 miles out. Anastasia State Park, which includes beach access as well as trails and a kayak launch, is about 3.5 miles away.
What are the HOA fees in Rolling Hills, and what do they cover?
I do not publish fee numbers that go stale within a budget cycle; for any home here I confirm the current association dues and any district line. That covers grounds maintenance and the upkeep of common areas throughout the neighborhood. Rolling Hills does not have a private clubhouse or community pool, so the fee structure is straightforward compared to larger master-planned communities with resort-style amenities.
Are the homes in Rolling Hills all new construction?
The homes here were built in 2023 and 2024, so they're effectively new — but they're resale homes, not builder inventory with active construction. That distinction matters because buyers get near-new finishes and modern floor plans without the uncertainty of build timelines or spec-change negotiations. Many of the homes were completed with builder upgrades already in place.
Schools serving Rolling Hills
Homes in Rolling Hills report these schools in the MLS. Verify current assignments with the district before relying on them.
Thinking of selling?
What’s your Rolling Hills home worth?
Rolling Hills owners use this page the way an appraiser would: every new listing, price change, and MLS-recorded sale in Rolling Hills shows up here as it happens. Follow the neighborhood and the market comes to you — free, no spam, and we never sell your data. And when you want a real number for your own home, Krista prepares it personally — no algorithm guesses — backed by 20+ years and 500+ closings in Northeast Florida.
Get my Rolling Hills home value →Interested in Rolling Hills?
Krista has 20+ years helping buyers find homes in Rolling Hills and St. Augustine. Start your search or get personalized recommendations.
The Southern St. Johns County hub
South of the city: St. Augustine Shores, St. Augustine South, the Old Moultrie fabric, and the SR-207 corridor to Elkton and Hastings, where the county’s value market and its land market meet.
Neighborhoods
SR-207 and the land
What your budget buys





