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Rolling Hills Homes for Sale

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  • /29

    $223,000

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

    305 N Villa San Marco Dr Unit 302, Saint Augustine, FL 32086

    Welcome to Villa San Marco condos. This 3rd-floor, 2-bedroom, 2-bath, offers a spacious open layout with a desirable split floor plan for comfortable and private living. Enjoy the screened-in balcony—perfect for relaxing or entertaining—and take advantage of recent upgrades including a brand-new AC unit, new microwave, and newer range. With low HOA fees that cover water, sewer, and garbage, this

    Agent Photo

    Alise Sheppard

    Berkshire Hathaway Homeservices Florida Network Realty-Murabella

    (866) 812-1718

    305 N Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
  • /31

    $207,000

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

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

    Priced well below comps for a quick sale! Great location and view, plus $1,000 lender credit when financing through the preferred lender! Don't miss this move-in-ready, freshly painted 2-bedroom, 2-bath condo at Villa San Marco. Step into modern comfort with a split floor plan, spacious layout, and an open-concept design perfect for everyday living. Enjoy tranquil preserve views from your private

    Agent Photo

    Jennifer Hayes

    FLORIDA HOMES REALTY & MTG LLC

    (877) 516-2284

    425 S Villa San Marco Dr Unit 304, 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
  • /49

    $489,000

    • 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-bed, 2-bathroom single-story home located in a charming, family-friendly community just minutes from the beach, top-rated schools, major highways, shopping, and dining. Featuring tile floors throughout, stainless steel appliances, and an open-concept layout filled with natural light, this home offers both style and comfort. Enjoy the fully

    Anh Hoang Keller Williams St Augustine

    228 Fox Water Trail, St. Augustine, FL 32086
  • /27

    $245,000

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

    80 Whitland Way, Saint Augustine, FL 32086

    Who says you can’t have it all? The perfect home UNDER $250,000?!? This stylish townhome offers the perfect blend of comfort, privacy, and convenience. Featuring 2 spacious bedrooms and 2.5 baths, this home comes complete with a private, fenced backyard—ideal for soaking up the sun, hosting a BBQ, or just unwinding on the large brick paver patio. Step inside to discover an open-concept layout

    Shelby Hodges Keller Williams St Augustine

    80 Whitland Way, Saint Augustine, FL 32086
  • /15

    $224,000

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

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

    Two bedroom / 2 bath condo unit on 3rd floor in community with lots of trees yet convenient to the hospital, college and shopping in St Augustine. New carpet throughout. Living area opens out to screened balcony. Split bedroom floor plan. Unassigned parking. Community has pool, clubhouse and fitness room.

    CAROL MCMENAMY FLORIDA COASTAL JACKSONVILLE

    420 S Villa San Marco Dr Unit 304, 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
  • /24

    $299,500

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

    137 Whitland Way, Saint Augustine, FL 32086

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome with a garage and a fenced backyard adorned with beautiful palm trees! NO CDD and LOW HOA!! As an end unit, it offers extra natural light, creating a bright and inviting atmosphere. With fresh paint and stainless steel appliances, this move-in-ready gem is the perfect blend of comfort and style.Located just minutes

    Bailey Martin ROUND TABLE REALTY

    137 Whitland Way, Saint Augustine, FL 32086
  • /21

    $219,900

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

    305 N Villa San Marco Dr Unit 306, Saint Augustine, FL 32086

    Come see this remodeled 2 bedroom 2 bathroom CONDO located in the desirable Villa San Marco in St Augustine. Open Floor plan - Split bedrooms. New Laminate flooring thoughout Condo - No Carpet. No upstairs neighbors. Balcony backs up to the preserve. Stackable Washer and Dryer located in unit. Stainless Stove and Dishwasher. Just 10 minutes from St.Aug Beach. Enjoy additional amenities such as a

    Jimmy Diamond UNITED REAL ESTATE GALLERY

    305 N Villa San Marco Dr Unit 306, Saint Augustine, FL 32086
  • /34

    $249,000

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

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

    Step into comfort and style with this first-floor condo in the sought-after Villa San Marco community. Featuring two bedrooms and two bathrooms, this condo includes an attached one-car garage gives you the option to purchase one of these highly desirable units. The kitchen, with its open design, overlooks the living room, allowing for effortless entertaining and daily interaction, complemented by

    Noah Bailey KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086
  • /33

    $275,000

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

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

    For nearly two years, this spacious 3-bedroom, 2-bath condominium, located on the second floor, has proven to be a reliable and high-performing investment property, consistently exceeding expectations as a long-term rental. With a track record of providing stable rental income, this condo offers more than just a place to live, it's a smart choice for savvy investors seeking proven returns.

    Courtney McQuaig MAXREV, LLC

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

    $255,000

    • Land
    • 1.23 Acres
    • $207,317 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

    Emily Kirshaw COASTAL REALTY PROS LLC

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

    $1,390,000

    • Land
    • 5 Acres
    • $273,084 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

    $1,390,000

    • Land
    • 5 Acres
    • $273,084 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

    $215,000

    • 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
  • /8

    $300,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    2209 Twin Fox Trail, Saint Augustine, FL 32086

    2/2 mobile home in a great community close to everything with future potential commercial value.

    2209 Twin Fox Trail, Saint Augustine, FL 32086
  • /43

    $460,000

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

    755 Deer Crossing Rd, Saint Augustine, FL 32086

    **Your ideal home is now $460,000!! ** This beautifully upgraded Smart Home offers the perfect blend of modern convenience, energy efficiency, and an ideal location. Featuring over $90,000 in Upgrades, this move-in ready home includes a brand-New Roof, energy-saving Solar Panels, and a Tankless Water Heater—providing comfort, sustainability, and long-term savings. Smart Home features include a

    Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

    755 Deer Crossing Rd, Saint Augustine, FL 32086
  • /57

    $439,900

    • 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

    $439,900

    • 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
  • /24

    $272,000

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

    82 Whitland Way, Saint Augustine, FL 32086

    Cypress Bay is a low-maintenance townhome community in St. Johns county boasting top-rated schools and easy access to 1-95. Newly designed open floorplan townhomes with garage. Cypress Bay is located within minutes of St. Augustine, shopping, beaches and dining, as well as as the Historic District. Townhome features extend back patio and fully fenced backyard. Modern open kitchen with stainless

    Jimmy Diamond UNITED REAL ESTATE GALLERY

    82 Whitland Way, Saint Augustine, FL 32086
  • /8

    $300,000

    • Land
    • 0.50 Acre
    • $600,000 per Acre

    2209 Twin Fox Trail, Saint Augustine, FL 32086

    Partially cleared lot directly on SR 207 in a busy commercial area of St Augustine. This lot could be rezoned for commercial and does have a sturdy mobile home. Lots of exciting possibilities for investors with a half acre lot.

    Jason Perry JP and Associates Realtors City & Beach

    2209 Twin Fox Trail, Saint Augustine, FL 32086
  • /38

    $327,500

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

    195 Whitland Way, Saint Augustine, FL 32086

    Ask about the 3-2-1 rate buydown—starting around a 3.99% interest rate your first year, 4.99% the second, and 5.99% the third before locking into the full rate. A smart way to save thousands and ease into homeownership!.. Welcome to 195 Whitland Way! Conveniently located just 15 minutes from St. Augustine Beach and Historic Downtown, this 2018-built CORNER-unit townhouse offers 3 bedrooms, 2.5

    Zach DiFilippo Coldwell Banker Premier Properties

    195 Whitland Way, Saint Augustine, FL 32086
  • /2

    $244,000

    • Land
    • 0.75 Acre
    • $325,333 per Acre

    0 Dobbs Rd Unit 2063339, Saint Augustine, FL 32086

    This .75-acre commercial lot with 100 feet of road frontage offers visibility and accessibility in the thriving St. Augustine commercial market. Situated in a commercial/industrial zone, this property is ideal for a variety of wharehouse or service-based operations. Buyer to Verify Land Uses, Zoning, Building Restrictions and ALL other Pertinent Information. Prime Commercial Land Opportunity -

    Kimberly Devlin FIV REALTY CO FLORIDA LLC

    0 Dobbs Rd Unit 2063339, Saint Augustine, FL 32086
  • /2

    $244,000

    • Land
    • 0.75 Acre
    • $325,333 per Acre

    0 Dobbs Rd Unit 250106, Saint Augustine, FL 32086

    This .75-acre commercial lot with 100 feet of road frontage offers visibility and accessibility in the thriving St. Augustine market. Situated in a commercial/industrial zone, this property is ideal for a variety of wharehouse or service-based operations. Buyer to Verify Land Uses, Zoning, Building Restrictions and ALL other Pertinent Information. Prime Commercial Land Opportunity – Dobbs Rd, St.

    Kimberly Devlin FIV Realty Co

    0 Dobbs Rd Unit 250106, Saint Augustine, FL 32086
  • /17

    $259,000

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

    225 Whitland Way, Saint Augustine, FL 32086

    Welcome to your new home! Don't miss out on this charming move-in ready townhome nestled in a prime location, just minutes away from shopping, restaurants, hospitals, downtown St. Augustine, and beaches! This spacious 2bd/2.5bath floor plan boasts a large downstairs living space flooded with natural light, thanks to the slider leading to the patio. The kitchen features stainless steel appliances

    Cindy Gavin RE/MAX SPECIALISTS

    225 Whitland Way, Saint Augustine, FL 32086
  • /21

    $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
  • /6

    $3,200,000

    • Land
    • 9 Acres
    • $351,648 per Acre

    1400 State Road 207, St. Augustine, FL 32086

    9.1 acres in a prime location on State Road 207 in St Augustine. This parcel features 161 feet of frontage on SR 207 with an extremely high annual average daily traffic count of 35,000. Currently zoned Open Rural, but is designated mixed use on the St. Johns County FLUM (Future Land Use Map). This parcel is surrounded by a variety of high-intensity zonings. The land adjacent to the north and east

    Keto Burns Southern Realty of St Augustine & Crescent Beach

    1400 State Road 207, St. Augustine, FL 32086

About 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.
Is Rolling Hills, FL a safe neighborhood?
Rolling Hills, FL is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Rolling Hills?
The median home price in Rolling Hills is $344,000. If you put a 20% down payment of $68,800 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $1,800 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 32137, 32092, 32084, 32080 and 32259.
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, Marketplace, Kings, Saint Augustine South Shores and Wildwood.

Home Trends in Rolling Hills, FL

Home Trends

Median Price (12 Mo)
$347,500
Median Single Family Price
$395,000
Median Townhouse Price
$260,000
Median 2 Bedroom Price
$223,000
Average Price Per Sq Ft
$209
Number of Homes for Sale
20
Last 12 months Home Sales
57
Months of Supply
4.20
Median List Price
$344,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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