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Explore Similar Apartments Within 2 Miles of Rolling Hills, FL

  • /74

    $979,000

    232 Riberia St, Saint Augustine, FL 32084

    5 Acres-2 lots- Marsh & Waterfront-Downtown! SUCCESSFUL AIR BNB WITH TRACK RECORD! 4BR, 4Bath, 1999 darling Victorian with sweeping views of sailboats on San Sebastian River, come see this TRI-PLEX in great condition, inside & out! On saltwater marsh in the Historic Marina District near top restaurants and short walk to heart of Old City! Open Land zoning allows overnight rentals--add on, or

    CeCe Reigle

    Regal St Augustine Properties, LLC

    (855) 425-0652

    232 Riberia St, Saint Augustine, FL 32084
  • /39

    $1,079,000

    78 Riberia St, Saint Augustine, FL 32084

    Downtown St. Augustine Live/Work Gem - Prime Investment! Discover an exceptional investment opportunity at 78 Riberia St, St. Augustine, FL 32084. This fully renovated multifamily duplex is ideally situated in the heart of historic downtown, offering immense potential for investors and owner-occupiers alike. Construction is solid concrete block and features central HVAC with original pine wood

    Agent Photo

    Sammy Hale

    Superior Real Estate Services

    (855) 619-5366

    78 Riberia St, Saint Augustine, FL 32084
  • /23

    $521,900

    118 Pomar St, Saint Augustine, FL 32084

    Excellent Potential in the Heart of Historic Lincolnville! Nestled on a peaceful street in beloved Lincolnville—a neighborhood on the National Register of Historic Places—this charming 1920s two unit home offers the perfect blend of historic character, modern flexibility, and unbeatable location. Surrounded by historic homes, ancient oaks, and welcoming porches, this is true Old Florida

    Stefan Zander 97 Park, LLC

    118 Pomar St, Saint Augustine, FL 32084
  • /91

    $649,900

    26 Rio Vista Dr, Saint Augustine, FL 32084

    Absolutely Stunning 1930's Waterfront historic gem with in-law suite or 2 separate units one upstairs and one downstairs. This fully restored vintage multifamily is looking for an owner that loves to relax waterfront. Picturesque sunroom with slide open windows allows you to enjoy heat, cool or nature at any time of the day. Jumbo party paver deck fenced with custom built mermaid salt water

    Tanya Liebal Century 21 St Augustine Properties

    26 Rio Vista Dr, Saint Augustine, FL 32084
  • /38

    $849,000

    • 6 Beds
    • 4 Baths
    • 2,904 Sq Ft

    107 Arricola Ave, St. Augustine, FL 32080

    Own a fully operational Airbnb property just minutes from the beach and short distance to historic downtown. This duplex is being sold AS IS, fully furnished, and ready to rent or move in. Duplex setup - 3/2 each units Hurricane impact windows (upstairs) New porcelain tile flooring (Unit A) Renovated bathrooms About 4-5 years old roof 2 year-old HVAC systems 2 years old water heaters Completely

    Jonathan Minerick HOMECOIN.COM

    107 Arricola Ave, St. Augustine, FL 32080
  • /36

    $515,000

    8 Davis St, Saint Augustine, FL 32084

    Welcome to 8 Davis Street, a versatile duplex offering two spacious 2 bed / 1 bath units—one upstairs and one downstairs—perfect for rental income, multigenerational living, or a full-time residence with guest accommodations. Enjoy the Florida lifestyle on the large covered back deck, ideal for outdoor dining, relaxing, or entertaining. With plenty of off-street parking, convenience meets charm

    Maya Asselta Sunshine Realty & Vacation Rentals, LLC

    8 Davis St, Saint Augustine, FL 32084
  • /74

    $1,599,000

    • 8 Beds
    • 6 Baths
    • 4,514 Sq Ft

    307 Arricola Ave Unit A UNIT B, St. Augustine, FL 32080

    Welcome to 307 Arricola Ave—more than just a duplex, it's a luxurious investment opportunity ready to generate income or provide a comfortable lifestyle. This property is fully furnished, turnkey-ready for short-term rentals or immediate occupancy. Built to withstand Florida's weather, this all-steel, fireproof duplex sits safely above flood levels, offering complete peace of mind against

    Yasha Albright REAL BROKER LLC

    307 Arricola Ave Unit A UNIT B, St. Augustine, FL 32080
  • /59

    $925,000

    208 Arricola Ave, Saint Augustine, FL 32080

    Outstanding investment opportunity in the heart of Davis Shores with projected short-term rental income of $180,000 annually. Located at 208 Arricola Avenue in St. Augustine, this concrete block quadplex offers immediate cash flow and immense future potential. Zoned CL-1 Commercial Low-One, the property allows for a variety of uses beyond residential—including boutique retail, professional office

    DJ DellaSala DJ & Lindsey Real Estate

    208 Arricola Ave, Saint Augustine, FL 32080
  • /89

    $2,675,000

    92 Washington St, Saint Augustine, FL 32084

    Historic Redevelopment Opportunity in the Heart of Lincolnville Discover the potential of this unique multi-unit commercial property, rich in musical history and located in downtown St. Augustine’s vibrant Lincolnville neighborhood. Featuring a rooftop deck with sweeping city views, this one-of-a-kind building offers an exceptional opportunity for redevelopment, adaptive reuse, or a creative

    Jena Dennis Great Expectations Realty

    92 Washington St, Saint Augustine, FL 32084
  • /51

    $595,000

    26 Ponce de Leon Ave, Saint Augustine, FL 32080

    Nestled at the foot of the St. Augustine Lighthouse is this one-of-a-kind home that offers a unique blend of charm, history, and natural beauty. Standing in the lighthouse's shadow is the Lightkeepers Cottage, a two-story home built in 1945 and thoughtfully converted into a duplex. This versatile 2162-square-foot concrete-built home can serve as an investment property or a multigenerational

    Noah Bailey Keller Williams St Augustine

    26 Ponce de Leon Ave, Saint Augustine, FL 32080
  • /15

    $785,000 New Construction

    • 3 Beds
    • 1,777 Sq Ft

    5 Palm Row, Saint Augustine, FL 32084

    Rare Development Opportunity in Historic Downtown St. Augustine. Two customizable lots for development with plans for luxury townhome or apartment style living on brick paved and historic Palm Row. The existing building at 5 Palm Row to be remodeled and restored to a residential duplex. *This listing is for the sale / reservation of one unit of the duplex after remodel.* The

    Beau Pineda ALSOP PROPERTIES INC

    5 Palm Row, Saint Augustine, FL 32084
  • /90

    $5,195,000 New Construction

    16 Inlet Place, Saint Augustine, FL 32080

    Welcome to Inlet Place! This is rare and exceptional investment opportunity in the heart of St. Augustine, Florida. Presenting three newly built luxury homes (16, 18, and 20 Inlet Pl), meticulously designed and sold collectively as an upscale boutique hotel, ideal for hosting multifamily vacations, reunions, corporate retreats, and group events. Built in 2023, these stunning coastal properties

    Zach DiFilippo Coldwell Banker Premier Properties

    16 Inlet Place, Saint Augustine, FL 32080

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.

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$346,000
Median Single Family Sale Price
$382,420
Median Townhouse Sale Price
$246,949
Median 2 Bedroom Sale Price
$218,000
Median 1 Bedroom Sale Price
$177,000
Average Price Per Sq Ft
$204
Number of Homes for Sale
28
Last 12 months Home Sales
59
Months of Supply
5.70
Median List Price
$346,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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