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Rolling Hills Homes for Sale

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  • /30

    $199,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    2665 Hispanola Ave, Saint Augustine, FL 32086

    Fresh, clean, and completely move-in ready! This 2-bedroom, 2-bath home in beautiful St. Augustine sits on a spacious lot in a fantastic location. Inside, you'll love the freshly painted interior, new flooring (no carpet), updated ductwork, and natural light from newer skylights. The durable metal roof adds long-term peace of mind. Enjoy indoor-outdoor living with a large glass-enclosed cooled

    Bailey Martin STA SUNRISE REALTY

    2665 Hispanola Ave, Saint Augustine, FL 32086
  • /61

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    141 N Churchill Dr, Saint Augustine, FL 32086

    Updated, move-in ready, single-family home under $400K in a prime St. Augustine location with outdoor living and low HOA. Welcome to Hidden Lakes—one of the most centrally located communities in St. Augustine! This beautifully maintained 3-bedroom, 2-bath home offers 1,361 sq. ft. of comfortable living space and is truly move-in ready. Major updates provide peace of mind, including a new roof

    Paul Wenglowsky Keller Williams Realty Atlantic Partners St Augustine

    141 N Churchill Dr, Saint Augustine, FL 32086
  • /28

    $389,900

    • 4 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    304 N Hidden Tree Dr, Saint Augustine, FL 32086

    JUST LISTED in the Hideaway at Old Moultrie Neighborhood! BUYER INCENTIVE: SELLER PAYING up to 2% of purchase price towards Buyer's closing costs! (must be written into offer at time of contract). Great convenient location to St Augustine with nearby schools and shopping. Home features freshly painted interior with Sherwin Williams ProMar paint providing neutral colors throughout this light and

    Bradley Officer RE/MAX SPECIALISTS

    304 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /7

    $189,000

    • Land
    • 1.23 Acres
    • $153,659 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
  • /6

    $3,200,000

    • Land
    • 9.1 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
  • /37

    $315,000

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

    249 Whitland Way, Saint Augustine, FL 32086

    Welcome to elevated coastal living in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome offering 1,643 square feet of move-in ready comfort just minutes from everything St. Augustine is known for—historic charm, pristine beaches, and waterfront living. From the moment you step inside, you’ll notice the thoughtfully curated designer touches and high-end finishes that create a clean,

    Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

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

    $210,000

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

    440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086

    Discover this spacious 3-bedroom, 2-bathroom condo offering 1,260 square feet of living. Ideally located near Flagler College, St. Augustine College, and a 15 minute drive to the beach, this home features an open-concept kitchen with a large breakfast bar that seats up to 6, stainless steel appliances, and flows seamlessly into the living room--perfect for entertaining. Enjoy a dedicated dining

    Clair Corbett WATSON REALTY CORP

    440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086
  • /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    303 Deer Crossing Rd, Saint Augustine, FL 32086

    WOW!! **NO CDD fees** This beautifully-maintained home shows like a dream! The low-maintenance stucco exterior leads into a popular floor plan with a HUGE great rm, 3 spacious bedrms, a formal dining rm or hm office space, and a GORGEOUS, eat-in kitchen! Neutral colors are found thruout with 18'' ceramic tile in the main living areas & carpeted bedrms. The spacious, primary suite features an

    Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

    303 Deer Crossing Rd, Saint Augustine, FL 32086
  • /58

    $615,000

    • 5 Beds
    • 4.5 Baths
    • 3,266 Sq Ft

    50 Sandy Palm Trail, St. Augustine, FL 32086

    Stunning 5BR/4.5BA 2024-built home! Featuring modern design, spacious layout and premium finishes throughout. Located in the heart of Saint Augustine near SR 312 & 207! Just 8 minutes to downtown, 12 minutes to the beach, and 4 miles to I-95. Enjoy versatile flex spaces, a gorgeous owner's suite with super shower upgrade, tandem 3-car garage, fully fenced yard, waterfront & conservation views and

    Bethany Gerecke STA REALTY

    50 Sandy Palm Trail, St. Augustine, FL 32086
  • /26

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft

    153 Little Owl Ln, Saint Augustine, FL 32086

    A wonderful neighborhood with nice amenities at an affordable price. Ten years young. 3BR/3BA gently lived in home. Beautiful wood look tile encompasses the main living areas and master bedroom. Large master bath with walk in shower; double oversized vanity and walk in closet. The split floor plan provides the two guest bedrooms and bath their own privacy space. Formal dining is located adjacent

    Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

    153 Little Owl Ln, Saint Augustine, FL 32086
  • /17

    $170,000

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

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

    Relax 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 from shopping, dining,

    AARON MCMENAMY FLORIDA COASTAL JACKSONVILLE

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
  • /2

    $399,999

    • Land
    • 21,780 Sq Ft
    • $799,998 per Acre

    2209 Twin Fox Trail, Saint Augustine, FL 32086

    Located on a half-acre lot with frontage on busy SR 207, this property offers strong visibility and future commercial potential. A county letter on file supports rezoning to commercial, making it well-suited for office, coffee shop, fast food, or other retail uses. Positioned in the established Fox Hill Estates area, the site is minutes from shopping, dining, and entertainment, providing

    Eric Maimo COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

    2209 Twin Fox Trail, Saint Augustine, FL 32086
  • /40

    $799,000

    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    736--8 Kings Estate Rd, St. Augustine, FL 32086

    Discover a rare income-producing opportunity in St. Augustine with a proven and consistent rental history. This 4,400-square-foot property is currently configured to generate reliable income and is well-positioned to continue cash flowing for a new owner. The upper level consists of two separate 2-bedroom, 1-bath units, each with its own full kitchen—an ideal setup for short or mid-term rental

    Kara Brynteson Herron Real Estate LLC

    736--8 Kings Estate Rd, St. Augustine, FL 32086
  • /8

    $489,000

    • Land
    • 5 Acres
    • $97,800 per Acre

    724 Cypress Rd, Saint Augustine, FL 32086

    Amazing 5 Acre Lot with serene setting and great location just over 1 Mile from US1/SR312 Intersection! Perfect balance of quick access to everything St Augustine has to offer with the peaceful vibe on this cul de sac street and estate lots. Property is zoned Open Rural (OR) which allows for multiple residential and agricultural uses by right and many others by Special Use permit. Come and build

    Dominic De Angelis Coldwell Banker Premier Properties (A1A Beach)

    724 Cypress Rd, Saint Augustine, FL 32086
  • /46

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    38 Ridge Lake Rd, Saint Augustine, FL 32086

    Embrace the ease of St. Augustine living in the highly desirable Park Ridge community. This thoughtfully designed 3-bedroom, 2.5-bath townhome offers 1,470 square feet of light-filled space, blending modern finishes with everyday comfort in a location that keeps you close to beaches, downtown, dining, and shopping. Striking 8-foot front and rear doors invite natural light inside, while 9-foot

    Agent Photo

    Donna Matthews

    Berkshire Hathaway Homeservices Florida Network Realty

    (833) 637-5217

    38 Ridge Lake Rd, Saint Augustine, FL 32086
  • /33

    $225,000

    • 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 rental income from the additional bedrooms, proving itself as both a comfortable home and a reliable income-producing asset. Conveniently located just 5 minutes from the

    Courtney McQuaig MAXREV, LLC

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086
  • /28

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    127 Ashby Landing Way, Saint Augustine, FL 32086

    Beautiful 3/2 Waterfront Ranch Home. Built in 2017 and looks NEW inside and out. Located in the Sub of Ashby Landing. Fantastic LOCATION very close to Shopping, Restaurants, Theater, Schools, and More! Water fountain is located directly behind home with perfect view and gentle sound. Recently outside paint, seamless gutters, sealed foundation. Ceiling Fans throughout. Cathedral ceiling in Great

    JIM WAULDRON Coldwell Banker Premier Properties (A1A Beach)

    127 Ashby Landing Way, Saint Augustine, FL 32086
  • /19

    $1,100,000

    • Land
    • 5.09 Acres
    • $216,110 per Acre

    0 Rolling Hills Dr Unit 260130, St. Augustine, FL 32086

    5 Acre Parcel with Flexible Use. Opportunity to acquire a 5-acre parcel in a rapidly expanding area of St. Augustine, located adjacent to Epic Village and surrounded by continued commercial and residential growth. With convenient access to SR-207, US-1, and SR-312, this property offers excellent long-term potential. The parcel is currently zoned Open Rural (OR), which allows for a wide range of

    Amy Taylor Endless Summer Realty

    0 Rolling Hills Dr Unit 260130, St. Augustine, FL 32086
  • /38

    $490,000

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft

    127 Shell Creek Ct, Saint Augustine, FL 32086

    Bright, modern, and exceptionally well maintained, 127 Shell Creek Court offers a move-in-ready home where everything is only a few years old and designed for easy ownership. Beautiful tile floors throughout the main living areas create a clean, cohesive look while making everyday care simple and practical. Natural light fills the home, giving it a calm, welcoming feel from morning through

    Zach DiFilippo Coldwell Banker Premier Properties (Matanzas)

    127 Shell Creek Ct, Saint Augustine, FL 32086
  • /4

    $199,999

    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit 2107194, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo COLDWELL BANKER PREMIER PROPERTIES

    0 Dobbs Rd Unit 2107194, Saint Augustine, FL 32086
  • /29

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft

    725 Cypress Rd, Saint Augustine, FL 32086

    Rare opportunity in St. Augustine Beach! Enjoy over 1.5 acres of partially cleared, lushly landscaped land with no HOA, a true find this close to the coast. Tucked away on a quiet street with only 10 homes, this property offers privacy, space, and endless potential. Property highlights are this 3 Bedrooms, 2 Bathrooms, 1,500+ sq ft home. Two 12x30 ft sheds with electricity — ideal for a workshop,

    Marian Schneider RE/MAX PRIME PROPERTIES

    725 Cypress Rd, Saint Augustine, FL 32086
  • /15

    $189,000

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

    425 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086

    This very well maintained condo is in the sought after Villa San Marco Community. Owner occupied for the last 5 years. Split open floor plan. Newer appliances. Master bedroom has a walk in closet. Stackable washer/dryer, screened in porch with a good view, custom blinds and a reverse osmosis drinking water system in kitchen. Recently replaced toilets and sinks in both bathrooms. Plank flooring

    Mark Kempler Crescent Beach Realty of St Augustine

    425 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086
  • /4

    $199,999

    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit MFRGC533824, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

    0 Dobbs Rd Unit MFRGC533824, Saint Augustine, FL 32086
  • /4

    $199,999

    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo Coldwell Banker Commercial Premier Properties

    0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086
  • /35

    $167,900

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

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

    **Motivated Seller**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

    Gloria Worley Century 21 St Augustine Properties

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

Frequently Asked Questions

Is Rolling Hills a good place to live?
Rolling Hills is a good place to live. Rolling Hills is considered car-dependent and somewhat bikeable with minimal transit options. Rolling Hills is a neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. 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 a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 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 $322,250. If you put a 20% down payment of $64,400 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $1,600 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $69K a year to afford the median home price in Rolling Hills. Learn how much home you can afford with our Home Affordability Calculator. 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, 32258, 32080 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, Wildwood and Lincolnville.
Are home prices dropping in Rolling Hills?
Yes, home prices in Rolling Hills are down 16% in the last 12 months.

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$324,500
Median Single Family Sale Price
$377,250
Median Townhouse Sale Price
$239,000
Median 2 Bedroom Sale Price
$169,950
Median 1 Bedroom Sale Price
$177,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
17
Last 12 months Home Sales
72
Months of Supply
2.80
Median List Price
$322,250
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-7%
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