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Explore Similar Houses Within 2 Miles of Rolling Hills, FL

  • /45

    $2,250,000

    • 9 Beds
    • 10 Baths
    • 4,010 Sq Ft

    83 Cedar St, Saint Augustine, FL 32084

    The Penny Farthing Inn is a charming 9-room Victorian bed-and-breakfast nestled in the heart of St. Augustine’s historic district. Located on a quiet street, this elegant inn offers a peaceful retreat while being just blocks away from the city’s iconic historic sites, renowned restaurants, and popular attractions. Guests enjoy on-site parking, beautifully appointed rooms, and personalized

    Agent Photo

    Rich O'Brien

    Coldwell Banker Premier Properties

    (855) 512-9270

    83 Cedar St, Saint Augustine, FL 32084
  • /52

    $599,000

    • 10 Beds
    • 6 Baths
    • 4,747 Sq Ft

    168 Marine St, St. Augustine, FL 32084

    1925 HISTORIC HOME READY FOR RESTORATION IN DOWNTOWN ST AUGUSTINE. Originally built in 1925 by 2 sisters who built identical homes next door to each other! The home on the right is being totally renovated right now & can't wait to see it's sister house brought back to it's original beauty, too! Eventually this home was known as The Grafton House, a beautiful assisted living home for seniors.

    Agent Photo

    Debby Duenow

    Watson Realty Corp (US1 South)

    (877) 796-7393

    168 Marine St, St. Augustine, FL 32084
  • /100

    $1,750,000

    • 6 Beds
    • 6 Baths
    • 5,290 Sq Ft

    89 Cedar St, Saint Augustine, FL 32084

    This amazing property, aptly named At Journeys End, is a six unit contemporary-styled and designer-inspired bed and breakfast, perfectly located in the heart of Downtown St. Augustine’s Historic District. This unique property features four guest rooms in the main house and two guest suites in the detached carriage house. Below the two carraiage house suites is a large storage area and owners

    K. Jennifer Cook Compass Florida

    89 Cedar St, Saint Augustine, FL 32084
  • /46

    $1,179,000

    • 5 Beds
    • 4 Baths
    • 2,685 Sq Ft

    187 Spartina Ave, Saint Augustine, FL 32080

    Beyond the gates of PELICAN REEF awaits an oasis for both nature lovers and boaters alike. From the community dock & marina, enjoy sunsets over the Intracoastal and views of historic downtown. Located on over 1/2 acre corner lot with a perfectly designed floor plan, including both a downstairs and upstairs master, this beautiful home offers plenty of space for both friends and family to gather.

    JENNIFER BRYNDAL PA ENGEL & VOLKERS ST AUGUSTINE

    187 Spartina Ave, Saint Augustine, FL 32080
  • /21

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 3,495 Sq Ft

    269 S Matanzas Blvd, Saint Augustine, FL 32080

    Calling all Investors!! This home is located on one of the most beautiful waterfront lots in Davis shores and is ready for you to make it your own. This concrete block home has had a new metal roof put on in 2022, and all of the demo has been completed. The pool will need new plaster. Architectural plans have been drawn up for the new elevation of the exterior.

    Steve Carroll SELECT REALTY LLC

    269 S Matanzas Blvd, Saint Augustine, FL 32080
  • /47

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 3,198 Sq Ft

    1043 Winterhawk Dr, Saint Augustine, FL 32086

    Tucked away on nearly 2.5 acres just 10 miles from the beach and downtown St. Augustine, this rare and remarkable estate is built for those who value space, security, and serious garage capacity. Whether you're a car enthusiast, RV owner, or just someone who appreciates privacy and room to spread out, this property delivers in every way. The meticulously maintained home offers 5 bedrooms, 3

    Taylor Johnson BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    1043 Winterhawk Dr, Saint Augustine, FL 32086
  • /85

    $1,175,000

    • 5 Beds
    • 3 Baths
    • 3,120 Sq Ft

    4172 Creekbluff Dr, Saint Augustine, FL 32086

    Welcome to this extraordinary 1.12-acre waterfront retreat! Nestled along picturesque Moultrie Creek, this property combines modern elegance with serene natural beauty, offering the ultimate haven for those seeking both luxury and tranquility. This beautifully renovated home spans 3,120 square feet and features 5 bedrooms and 3 bathrooms, providing plenty of space for family and guests. With

    Belinda Ravan Endless Summer Realty

    4172 Creekbluff Dr, Saint Augustine, FL 32086
  • /21

    $1,100,000

    • 6 Beds
    • 5 Baths
    • 3,446 Sq Ft

    271 St George St, Saint Augustine, FL 32084

    Back on market due to buyer financing fell through. Beautiful large and so much history entwined in this historical home. The home needs some major TLC renovation and roof but has good bones with solid concrete foundation and most importantly history and LOCATION!! As you walk into this home, one can feel the historical feel about it. As you enter into the screened front porch you are

    Brenda Beason Manucy MANUCY REALTY AND ASSOCIATES

    271 St George St, Saint Augustine, FL 32084
  • /21

    $1,100,000

    • 6 Beds
    • 5 Baths
    • 3,446 Sq Ft

    271 Saint George St, St. Augustine, FL 32084

    Back on market!! Buyer's financing fell through. Beautiful large and so much history entwined in this historical home. The home needs some major TLC but has good bones with solid concrete foundation and most importantly history and LOCATION!! As you walk into this home, one can feel the historical feel about it. As you enter into the screened front porch you are drawn to the main entry/living

    Brenda Beason Manucy Manucy Realty & Associates

    271 Saint George St, St. Augustine, FL 32084
  • /63

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 3,615 Sq Ft

    142 Marine St, Saint Augustine, FL 32084

    Nestled in the heart of historic St. Augustine, 142 Marine Street offers a rare opportunity to own one of the few estate properties in America's oldest city. This one-of-a-kind 5-bedroom, 4.5-bathroom home sits on over half an acre, providing unparalleled privacy and space while being just steps away from all that downtown has to offer. The residence features a charming guest cottage, ample

    Matthew Spanburg REACH REALTY LLC

    142 Marine St, Saint Augustine, FL 32084
  • /48

    $699,990

    • 6 Beds
    • 4 Baths
    • 3,231 Sq Ft

    3776 Arrowhead Dr, Saint Augustine, FL 32086

    **Back on the Market Buyers Home Sale Fell Through**This multi-generational 6-bedroom, 4-bathroom pool home offers unparalleled space and freedom on a generous half-acre lot. Nestled in a highly sought-after area, this property is a true gem with NO HOA or CDD fees, giving you the flexibility and savings you desire.Outside, your private oasis awaits with a sparkling swimming pool,

    DEMI JUDD REAL BROKER LLC

    3776 Arrowhead Dr, Saint Augustine, FL 32086
  • /71

    $390,000

    • 6 Beds
    • 3 Baths
    • 2,352 Sq Ft

    27 Julia St, St. Augustine, FL 32084

    Investor Special or Handy Homeowner Opportunity!Prime value-add fixer-upper in Saint Augustine, just minutes from downtown! This unique property offers significant upside potential with multiple income streams. The lot includes:Main Home: 2-bedroom, 1-bath single-family home, plumbed for a second bath—ready for completion. Updated LVP flooring, Central AC 3 years old.Detached

    JOAN WYATT HAMILTON HOUSE REAL ESTATE GROUP, LLC

    27 Julia St, St. Augustine, FL 32084
  • /74

    $525,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,502 Sq Ft

    254 Seville Pkwy, St. Augustine, FL 32086

    Beautifully manicured Andalusia features this only 5 BDR, 3 BTH on a scenic pond adjacent to Treaty Park (featuring sporting activities, and a dog park). Super LOW HOA, NO CDD fees!! community salt water pool, fitness room and 3 playgrounds. This spacious airy family home checks off all the boxes for location- 15 min to all beaches/boat ramps/hostoric downtown including new tuition free Charter

    Donna Quarto FLORIDA HOMES REALTY & MTG LLC

    254 Seville Pkwy, St. Augustine, FL 32086
  • /56

    $695,000

    • 5 Beds
    • 3.5 Baths
    • 3,231 Sq Ft

    312 Aventurine Ave, St. Augustine, FL 32086

    Owner Financing Available with just 5% down, 5.50% interest rate, and no PMI! A great opportunity for qualified buyers! Welcome to this spacious and beautifully designed home in the Treaty Oaks community. This house offers an open floor plan filled with natural light, crown moulding throughout and an ideal layout for family entertainment. Upon the entry, there is a little nook or mudroom,

    ANGELA MIR NEXTHOME NEW BEGINNINGS

    312 Aventurine Ave, St. Augustine, FL 32086
  • /48

    $509,500

    • 5 Beds
    • 2 Baths
    • 1,344 Sq Ft

    17 Aviles Dr, Saint Augustine, FL 32084

    Income-producing opportunity with seller financing available! This unique and charming home offers a rare finished basement in Florida—perfect for rental income or multigenerational living. The main level features 1,344 SF with original hard pine floors, 3 bedrooms, and 1 bathroom. The fully finished 1,344 SF basement includes a kitchen, tile flooring, 2 bedrooms, 1 bathroom, and a separate

    Luke Newcomer The Newcomer Group

    17 Aviles Dr, Saint Augustine, FL 32084
  • /50

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,162 Sq Ft

    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 REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    26 Ponce de Leon Ave, Saint Augustine, FL 32080
  • /68

    $774,000

    • 6 Beds
    • 3.5 Baths
    • 2,310 Sq Ft

    86 Duero St, St. Augustine, FL 32084

    Motivated seller. Welcome to an extraordinary multifamily opportunity in the highly sought-after Lincolnville neighborhood! This remarkable property features two distinct residences, along with a third structure, spanning a 0.25-acre double lot, offering endless possibilities for multi-generational living, rental income, or a combination of both. 86 Duero St was originally built in 1928, and this

    Jena Dennis Great Expectations Realty

    86 Duero St, St. Augustine, FL 32084
  • /42

    $2,575,000

    • 6 Beds
    • 5 Baths
    • 3,999 Sq Ft

    178 Avenida Menendez, St. Augustine, FL 32084

    Stunning River Views from Stately Bayfront Beauty! Rarely do Flagler Era homes become available and this enchanting home is one not to be missed. Built in 1910 and meticulously renovated between 2010 and 2012, the Bodley/Bennett residence was brought back to its former glory. Designed by famed architect Fred A Henderich and constructed as the winter home for FW Bodley Family and then later owned

    Debby Craggs Compass Florida

    178 Avenida Menendez, St. Augustine, FL 32084
  • /89

    $2,675,000

    • 9 Beds
    • 7 Baths
    • 5,903 Sq Ft

    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
  • /89

    $5,195,000 New Construction

    • 16 Beds
    • 14 Baths
    • 10,112 Sq Ft

    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
  • /39

    $779,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 1,881 Sq Ft

    110 Moore St, St. Augustine, FL 32084

    This hurricane-ready home, built to withstand the elements and located outside a flood zone, provides peace of mind with no damage from recent storms. Offering modern convenience with timeless elegance, it's just a short walk to Flagler College and minutes from downtown, beaches, and dining. The home boasts high-end finishes throughout, including a gourmet kitchen with marble countertops and

    Scott Burch Endless Summer Realty

    110 Moore St, St. Augustine, FL 32084

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$323,000
Median Single Family Sale Price
$437,900
Median Townhouse Sale Price
$365,000
Median 2 Bedroom Sale Price
$107,000
Average Price Per Sq Ft
$203
Number of Homes for Sale
3
Last 12 months Home Sales
32
Months of Supply
1.10
Median List Price
$346,890
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-38%
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