30

Rolling Hills Homes for Sale

Section Image Section Image
  • /52

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,631 Sq Ft

    150 Shell Creek Ct, St. Augustine, FL 32086

    Situated on a quiet cul-de-sac overlooking a nature preserve, pond, and walking trail, this almost brand new home was built by Pulte in 2023. Ample windows and sleek tile floors allow for natural light throughout and make for easy cleaning. The spacious primary suite offers a large walk-in closet and en-suite bathroom featuring dual vanities and a walk-in tiled shower. The open-concept, split

    Agent Photo

    Peter Fearing

    Great Expectations Realty

    (888) 571-3342

    150 Shell Creek Ct, St. Augustine, FL 32086
  • /34

    $230,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    410 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086

    Spacious 2 bedroom/2 bath split bedroom floor plan. The unit has a screened in balcony. New A/C 2025, wood flooring, bathrooms, kitchen. Community amenities include a clubhouse with pool and fitness center. Location is ideal being close to I-95, colleges, stores, restaurants, historic St. Augustine and minutes to the beach.

    Agent Photo

    Luis Cancel

    GLOBAL BROKERS RLTY OF FLORIDA

    (866) 970-8133

    410 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086
  • /61

    $399,999

    • 4 Beds
    • 2 Baths
    • 2,271 Sq Ft

    241 N Hidden Tree Dr, Saint Augustine, FL 32086

    WATER VIEW! 2022 new Roof! New A/C! Freshly painted inside in jewel-tone colors with new fixtures and fans throughout! In the heart of St. Augustine’s shopping district, (behind Wal-Mart & mall) this 4-bedroom, 2-bath, one-story home is conveniently situated in a small sub-division, with covered, screened lanai-overlooking lake & wooded green space—maintained by a low, $300 annual HOA! Updated

    CeCe Reigle

    Regal St Augustine Properties, LLC

    (888) 468-4601

    241 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /18

    $218,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086

    This spacious super clean 2 bedroom 2 bath has a good size balcony that backs to a peaceful wooded preserve. That this condo sits in the high A rated school districts, is but one of its many benefits of living in this great community. Not to mention its resort-like amenities that include: lush landscaped walking trails, an inviting clubhouse, a large refreshing pool, a fully equipped fitness

    Agent Photo

    Ray Feliciano

    FLORIDA HOMES REALTY & MTG LLC

    (888) 362-3703

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
  • /12

    $218,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    420 S Villa San Marco Dr, Saint Augustine, FL 32086

    This spacious super clean 2 bedroom 2 bath has a good size balcony that backs to a peaceful wooded preserve. That this condo sits in the high A rated school districts, is but one of its many benefits of living in this great community. Not to mention its resort-like amenities that include: Lush landscaped walking trails, an inviting clubhouse, a large refreshing pool, a full equipped fitness room,

    Agent Photo

    Ray Feliciano

    Florida Homes Realty & Mortgage

    (833) 385-1062

    420 S Villa San Marco Dr, Saint Augustine, FL 32086
  • /43

    $419,000

    • 4 Beds
    • 2 Baths
    • 2,043 Sq Ft

    237 N Hidden Tree Dr, Saint Augustine, FL 32086

    Welcome to 237 N. Hidden Tree Drive – a lovingly maintained, original-owner home nestled on a tranquil pond in the sought-after community of Hideaway at Old Moultrie. This spacious 4-bedroom, 2-bathroom residence offers over 2,000 square feet of single-level living, complete with an open-concept design, formal dining room, and a versatile bonus room perfect for an office, home gym, craft room,

    Agent Photo

    Elizabeth Kelly

    ONE SOTHEBYS INTERNATIONAL

    (855) 511-5259

    237 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /9

    $2,195,000

    • Land
    • 2.03 Acres
    • $1,081,281 per Acre

    1250 State Road 207, St. Augustine, FL 32086

    This exceptional 2-acre parcel boasts 441 feet of prime frontage on State Road 207, a bustling corridor in the thriving Saint Augustine market. The lot is fully cleared and ready for development, presenting a unique opportunity for investors or entrepreneurs looking to capitalize on high visibility and heavy traffic flow. KEY FEATURES: High Traffic Location: Positioned on a very active section of

    Agent Photo

    Rich O'Brien

    Coldwell Banker Premier Properties

    (877) 328-5925

    1250 State Road 207, St. Augustine, FL 32086
  • /34

    $394,900

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft

    160 Fox Water Trail, Saint Augustine, FL 32086

    Bundled service pricing available for buyers. Connect with the listing agent for details. Enjoy serene pond views and everyday comfort in this light and airy 3 bedroom, 2 bathroom home in the sought-after Deerfield Preserve community. A charming covered front porch welcomes you inside, where vaulted ceilings and an open-concept layout create a spacious feel. The living area flows seamlessly into

    Heather Kruayai REDFIN CORPORATION

    160 Fox Water Trail, Saint Augustine, FL 32086
  • /41

    $380,000

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft

    256 N Hidden Tree Dr, Saint Augustine, FL 32086

    Located in the desirable Hidden Lakes community of St. Augustine, this 4-bedroom, 2-bath home offers one of the best values at this square footage—thoughtfully designed with a split floor plan for added privacy and function. Set on a 60-foot-wide lot in Flood Zone X (no flood insurance required), the home backs to tranquil water views and features a covered lanai and fully fenced backyard,

    Thomas Quigg Coldwell Banker Premier Properties

    256 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /28

    $394,990

    • 3 Beds
    • 2.5 Baths
    • 2,429 Sq Ft

    924 S Garden Lake Dr, Saint Augustine, FL 32086

    Soaring Ceilings, Character & $10K Seller to Buyer Credit, This One Has It All! Where charm, character, and comfort meet affordability. The seller is offering a $10,000 credit to the new buyer towards closing cost, making this an even better opportunity! If you've been searching for something that doesn't feel cookie-cutter, this home delivers. With 25-foot soaring ceilings, a spacious loft

    Caitlin Daugherty ONE SOTHEBY'S INTERNATIONAL REALTY

    924 S Garden Lake Dr, Saint Augustine, FL 32086
  • /23

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    425 S Villa San Marco Dr Unit 206, Saint Augustine, FL 32086

    Location, Location! This efficient 2 bedroom 2 bath unit shows that it has been well maintained and the highly-desirable Villa San Marco community is a wonderful and meticulously-maintained community as well! Enjoy all the conveniences of resort style living with a clubhouse, pool and gym. Its central location is just minutes to our historic downtown as well as the sugar sand beaches of St

    Gloria Worley Century 21 St Augustine Properties

    425 S Villa San Marco Dr Unit 206, Saint Augustine, FL 32086
  • /36

    $414,990

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    132 Kings Trace Dr, Saint Augustine, FL 32086

    Dive into your own private paradise! This 3/2 home features a sparkling pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying the Florida sunshine. A stunning pool home priced $415,000 is an incredible find in St. Augustine! Located only 10 minutes from both the beach and historic downtown, you’ll love the unbeatable convenience. Freshly painted with a brand new HVAC

    Evann Goitia Endless Summer Realty

    132 Kings Trace Dr, Saint Augustine, FL 32086
  • /33

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    410 S Villa San Marco Dr Unit 308, Saint Augustine, FL 32086

    1% towards buyer's closing costs when you use seller's preferred lender for this vibrant 2-bedroom, 2-bath condo at Villa San Marco with peaceful lake views. Step inside to find a modern, spacious unit with an open layout and split floor plan, perfect for everyday living. Enjoy your private enclosed balcony, ideal for relaxing or hosting friends. The low HOA fees covering water, sewer, and

    Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 308, Saint Augustine, FL 32086
  • /39

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft

    305 Green Turtle Ln, St. Augustine, FL 32086

    Opportunity is knocking at this beautiful 3-bedroom home in the popular community of Deerfield Preserve, conveniently located and within a short drive to the historic downtown district, beaches, hospitals, restaurants, shopping and I-95. The kitchen is the heart of the home, which features a large island, granite counters and eat-in dining area. The spacious living room looks out onto the large

    K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. Augustine, FL 32086
  • /57

    $400,000

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft

    38 Green Turtle Ln, Saint Augustine, FL 32086

    Charming 4-Bedroom Home in Saint Augustine, FL. Welcome to 38 Green Turtle Lane, a delightful single-family residence nestled in the heart of Saint Augustine, Florida. This spacious 1,916 sq ft home offers 4 bedrooms and 2 bathrooms, providing ample space for comfortable living. This home features an open concept living area. The expansive floor plan seamlessly connects the living, dining, and

    Shane Radcliff Realty Exchange Commercial/Residential Brokerage

    38 Green Turtle Ln, Saint Augustine, FL 32086
  • /57

    $400,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft

    38 Green Turtle Ln, St. Augustine, FL 32086

    Charming 4-Bedroom Home in Saint Augustine, FL. Welcome to 38 Green Turtle Lane, a delightful single-family residence nestled in the heart of Saint Augustine, Florida. This spacious 1,916 sq ft home offers 4 bedrooms and 2 bathrooms, providing ample space for comfortable living. This home features an open concept living area. The expansive floor plan seamlessly connects the living, dining, and

    Shane Radcliff REALTY EXCHANGE OF FLORIDA

    38 Green Turtle Ln, St. Augustine, FL 32086
  • /51

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,067 Sq Ft

    228 Fox Water Trail, St. Augustine, FL 32086

    Live the St. Augustine lifestyle in this stunning 4 bedroom, 2 bath home features a bright open layout with durable tile flooring, granite counter top, matching light fixtures, and a spacious walk in closet. The kitchen boasts stainless steel appliances just over a year old, and a complete new HVAC system installed around the same time ensures year-round comfort. Enjoy peace of mind with a

    Anh Hoang Keller Williams St Augustine

    228 Fox Water Trail, St. Augustine, FL 32086
  • /35

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086

    Location, Location! This efficient 2 bedroom 2 bath unit shows that it has been well maintained and the highly-desirable Villa San Marco community is a wonderful and meticulously-maintained community as well! Enjoy all the conveniences of resort style living with a clubhouse, pool and gym. Its central location is just minutes to our historic downtown as well as the sugar sand beaches of St

    Gloria Worley Century 21 St Augustine Properties

    415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086
  • /50

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    348 Ashby Landing Way, Saint Augustine, FL 32086

    Welcome to this move-in ready home featuring a great open floorplan, perfect for entertaining and everyday living. You'll love the spacious bedrooms, providing comfort and flexibility for family, guest, or a home office. The private backyard is ideal for relaxing, grilling, or letting pets play, with no rear neighbors to worry about. Located in a desirable community close to shopping dining and

    Robert Sherno Coastal Realty Sales Division LLC

    348 Ashby Landing Way, Saint Augustine, FL 32086
  • /29

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086

    Find your peaceful spot in this well-kept 2-bedroom, 2-bath condo at Villa San Marco. The open layout with a smart split floor plan gives you plenty of space to relax or entertain. You'll love the private enclosed balcony — perfect for morning coffee or unwinding with friends.Low HOA fees cover water, sewer, and garbage, so you can focus on what matters most. Plus, you're just minutes

    Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086
  • /32

    $234,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086

    Find your peaceful spot with beautiful lake views in this well-kept ground-floor 2-bedroom, 2-bath condo at Villa San Marco — complete with a private garage! The open layout with a smart split floor plan gives you plenty of space to relax or entertain. You'll love the private enclosed balcony — perfect for morning coffee or unwinding with friends.Low HOA fees cover water, sewer, and

    Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086
  • /26

    $290,000

    • 3 Beds
    • 2.5 Baths
    • 1,499 Sq Ft

    22 Buckley Ct, Saint Augustine, FL 32086

    Beautiful Townhome located in Cypress Bay, 3 bedroom 2.5 bath end unit with attached Garage. New Paint and Newer Flooring throughout! Large open kitchen with stainless appliances and spacious living area. Washer and dryer included! Move in Ready!

    Adam Taylor PREMIER HOMES REALTY INC

    22 Buckley Ct, Saint Augustine, FL 32086
  • /28

    $259,900

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft

    39 Whitland Way, St. Augustine, FL 32086

    Many upgrades in this former model. Spacious townhouse with a garage. Features an open kitchen with a large pantry, upgraded counter tops with luxury vinyl, and newer stainless appliances. The cozy family room has a beautiful water view. Sliding glass doors open to a relaxing neighborhood pond. Upstairs, both bedrooms have on suite full bathrooms with larger closets. Convenient to 95, shopping,

    Patrick MacKay BEACH TOWN REALTY OF ST AUGUSTINE

    39 Whitland Way, St. Augustine, FL 32086
  • /33

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086

    This spacious 3 bedroom, 2 bath condominium has been a consistent, high-performing investment for nearly two years. While serving as a primary residence for the seller during college, it also 𝗴𝗲𝗻𝗲𝗿𝗮𝘁𝗲𝗱 $2,200 𝗮 𝗺𝗼𝗻𝘁𝗵 𝗶𝗻

    Courtney McQuaig MAXREV, LLC

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086
  • /7

    $235,000

    • Land
    • 1.23 Acres
    • $191,057 per Acre

    00 Kings Estate Rd, Saint Augustine, FL 32086

    Vacant Lot in St. Augustine – Close to the Historic District! An opportunity to build your dream home on this vacant lot located just moments away from St. Augustine's historic district. This lot offers a perfect blend of serene living and vibrant city life, making it an ideal spot for your future home. Situated in the heart of St. Augustine, this lot is just a short drive from the historic

    howard hughes Coastal Realty Pros LLC

    00 Kings Estate Rd, Saint Augustine, FL 32086
  • /14

    $1,340,000

    • Land
    • 5 Acres
    • $263,261 per Acre

    0 Rolling Hills Dr Unit 2077153, St. Augustine, FL 32086

    Prime 5-Acre Parcel in a High-Growth Area! Seize this rare opportunity to own 5 acres of versatile land in a rapidly developing area, adjacent to Epic Village - home to Epic Theaters, Dunkin' Donuts, Avecina Health, and more. Surrounded by new developments and major roadways (SR-207, US-1, and SR-312), this property offers incredible potential for a variety of uses. Currently zoned Open Rural

    Amy Taylor ENDLESS SUMMER REALTY

    0 Rolling Hills Dr Unit 2077153, St. Augustine, FL 32086
  • /19

    $1,340,000

    • Land
    • 5 Acres
    • $263,261 per Acre

    0 Rolling Hills Dr Unit 251735, St. Augustine, FL 32086

    Prime 5-Acre Parcel in a High-Growth Area! Seize this rare opportunity to own 5 acres of versatile land in a rapidly developing area, adjacent to Epic Village - home to Epic Theaters, Dunkin’ Donuts, Avecina Health, and more. Surrounded by new developments and major roadways (SR-207, US-1, and SR-312), this property offers incredible potential for a variety of uses. Currently zoned Open Rural

    Amy Taylor Endless Summer Realty

    0 Rolling Hills Dr Unit 251735, St. Augustine, FL 32086
  • /21

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086

    Experience effortless living in the highly sought-after Villa San Marco community with this meticulously maintained 2-bedroom, 2-bathroom condo. Designed for comfort and privacy, this home features a spacious open layout with a split floor plan, abundant natural light, and serene preserve views from every window. The kitchen seamlessly flows into the living area—ideal for entertaining—and

    Zachary Esposito Endless Summer Realty

    405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
  • /33

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,211 Sq Ft

    39 Whitland Way, Saint Augustine, FL 32086

    Many upgrades in this former model. Spacious townhouse with a garage. Features an open kitchen with a large pantry, upgraded counter tops with luxury vinyl, and newer stainless appliances. The cozy family room has a beautiful water view. Sliding glass doors open to a relaxing neighborhood pond. Upstairs, both bedrooms have on suite full bathrooms with larger closets. Convenient to 95, shopping,

    Polly MacKay Beach Town Realty of St Augustine

    39 Whitland Way, Saint Augustine, FL 32086
  • /36

    $238,000

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft

    173 Whitland Way, Saint Augustine, FL 32086

    One or more photo(s) has been virtually staged. Charming Townhome in Cypress Bay, St. AugustineNestled in the tranquil neighborhood of Cypress Bay, this sought-after townhome offers the perfect blend of comfort and convenience. Located just minutes from historic downtown St. Augustine, Flagler College, and an array of seafood restaurants and shopping options. Experience the best of the area

    Betty Sue Tweedie Bonaccorso WEICHERT REALTORS HALLMARK

    173 Whitland Way, Saint Augustine, FL 32086

Why Live in Rolling Hills

Rolling Hills in Saint Augustine is a neighborhood featuring modern homes built primarily in the 2000s and 2010s, with new constructions still available. The community is characterized by wide, well-kept sidewalks lined with palm trees and subdivisions like Deerfield Preserve that offer waterfront views. While the proximity to state Road 207 can result in some highway noise, the area is safer than the national average. Residents have access to various parks, including Vaill Point Park and Trail, known for its birdwatching opportunities, and Treaty Park, which offers softball fields, bocce ball courts, and a skate park. Stone Climbing provides rock climbing classes, and the Doug Crane Boat Ramp allows for boating on the Matanzas River. For entertainment, Epic Theatres of Saint Augustine screens both new and classic films. Dining options include Saint Augustine Fish House & Oyster Company and Ned’s Southside Kitchen, with shopping available at Cobblestone Village and upscale stores at Saint Augustine Premium Outlets, 11 miles away. The neighborhood is well-connected, with state Road 207 and U.S. Route 1 providing easy travel, and downtown Saint Augustine just four miles away. Schools in the area are highly rated, with Osceola Elementary School, R.J. Murray Middle School, and Saint Joseph Academy all receiving high marks. The Sunshine Bus Company offers convenient transportation for older residents.

Frequently Asked Questions

Is Rolling Hills a good place to live?
Rolling Hills is a good place to live. Rolling Hills is considered very car-dependent and somewhat bikeable. Rolling Hills has 6 parks for recreational activities. It is sparse in population with 2.6 people per acre and a median age of 42. The average household income is $72,603 which is below the national average. College graduates make up 29.9% of residents. A majority of residents in Rolling Hills are home owners, with 41.8% of residents renting and 58.2% of residents owning their home. A local real estate agent serving Rolling Hills can help you decide if this neighborhood is the right one for you. Learn more on our Rolling Hills neighborhood guide.
How much do you need to make to afford a house in Rolling Hills?
The median home price in Rolling Hills is $346,890. If you put a 20% down payment of $69,400 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $77K a year to afford the median home price in Rolling Hills. The average household income in Rolling Hills is $73K.
What are the best public schools in Rolling Hills?
The best public schools that serve Rolling Hills are:
What are the best private schools in Rolling Hills?
The best private schools that serve Rolling Hills are:
What are the most popular zip codes in Rolling Hills, Saint Augustine, FL?
The most popular zip codes in Rolling Hills, Saint Augustine, FL include 32086, 32084, 32080, 32092 and 32095.
What are the most popular neighborhoods near Rolling Hills, Saint Augustine, FL?
The most popular neighborhoods near Rolling Hills, Saint Augustine, FL are West Augustine, Kings, Marketplace, Saint Augustine South Shores and Wildwood.
Are home prices dropping in Rolling Hills?
Yes, home prices in Rolling Hills are down 49% in the last 12 months.

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$323,000
Median Single Family Sale Price
$431,400
Median Townhouse Sale Price
$365,000
Median 2 Bedroom Sale Price
$107,000
Average Price Per Sq Ft
$209
Number of Homes for Sale
4
Last 12 months Home Sales
32
Months of Supply
1.50
Median List Price
$346,890
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-38%
How to Buy a Home How to Finance a Home How to Sell a Home