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Work directly with Krista on any home hereBroker Associate · 20+ years · 500+ closingsChristie's International Real Estate First Coast

Rolling Hills Homes For Sale, St. Augustine

St. Augustine, FL

3 homes · 1 new this week · median $539,900 · updated 8 minutes ago

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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 - Broker Associate

Krista Fracke

Your St. Augustine Realtor

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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.

All St. Johns County Schools →

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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.

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Interested in Rolling Hills?

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