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Rolling Hills Homes for Sale

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  • /54

    $410,000

    • 4 Beds
    • 2 Baths
    • 1,993 Sq Ft

    316 Hidden Garden Ct, Saint Augustine, FL 32086

    Welcome to this beautifully maintained home nestled in the desirable Hideaway community of St. Augustine! This inviting residence offers a spacious and functional floor plan with an abundance of natural light, comfortable living areas, and thoughtful upgrades throughout. Designed with both relaxation and entertaining in mind, the open and welcoming layout provides plenty of space for everyday

    Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

    316 Hidden Garden Ct, Saint Augustine, FL 32086
  • /21

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft

    2224 Twin Fox Trail, Saint Augustine, FL 32086

    Welcome home to this charming 3-bedroom, 2-bathroom residence situated on approximately one-half acre of privately owned land in an established neighborhood with mature trees and plenty of outdoor space. Offering approximately 1,634 square feet of living area, this well-maintained home combines comfort, functionality, and freedom with no HOA restrictions. The spacious property features a fully

    Jena Dennis Great Expectations Realty

    2224 Twin Fox Trail, Saint Augustine, FL 32086
  • /25

    $240,000

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

    66 Moultrie Village Ln, Saint Augustine, FL 32086

    Welcome to 66 Moultrie Village Ln. 3-bedroom, 2.5-bathroom townhome with a 1-car attached garage in desirable Moultrie Village. This spacious two-story home offers an open-concept layout with high ceilings, and tile flooring throughout the first floor, creating an inviting space for everyday living and entertaining.The kitchen features a pantry closet, new refrigerator, ample cabinet storage,

    Agent Photo

    Lise Forte

    LoKation

    66 Moultrie Village Ln, Saint Augustine, FL 32086
  • /65

    $509,900

    • 3 Beds
    • 3 Baths
    • 2,170 Sq Ft

    45 Shell Creek Ct, St. Augustine, FL 32086

    Better than new with over $57,000 in premium builder upgrades, this beautifully appointed 2023 Pulte Mystique offers the perfect blend of modern style, thoughtful design, and move-in-ready convenience. Featuring 3 bedrooms, 3 full bathrooms, a dedicated office or flex room, and 2,170 square feet of living space, this home is designed for both everyday comfort and effortless entertaining. The

    Agent Photo

    Aliea Veon

    BETROS REALTY INC

    45 Shell Creek Ct, St. Augustine, FL 32086
  • /21

    $189,000

    • Land
    • 1.23 Acres
    • $153,659 per Acre

    0 Kings Estate Rd, Saint Augustine, FL 32086

    Build your dream home on this spacious 1.23 + -acre homesite located off Kings this oversized parcel offers plenty of room to design the home you've always envisioned while enjoying the privacy and space that acreage living provides. The lot next door is also for sale it would be perfect for a family compound.

    Anna DiCrescenzo REALTY EXCHANGE, LLC

    0 Kings Estate Rd, Saint Augustine, FL 32086
  • /25

    $388,000

    • 4 Beds
    • 3 Baths
    • 1,930 Sq Ft

    255 Deer Crossing Rd, Saint Augustine, FL 32086

    255 Deer Crossing Rd is a single-story Saint Augustine home featuring an open layout with a kitchen island, stainless steel appliances, light cabinetry with stone-look countertops, and pendant lighting over the island. The main living area offers tile flooring, a ceiling fan, and a sliding glass door connecting directly to the screened patio for easy indoor-outdoor access. The primary bedroom

    Karen Albright OPENDOOR BROKERAGE, LLC.

    255 Deer Crossing Rd, Saint Augustine, FL 32086
  • /46

    $170,000

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

    425 S Villa San Marco Dr Unit 307, Saint Augustine, FL 32086

    Don't miss this opportunity to own a well-maintained 2 bedroom, 2 bath condo located on the third floor in a highly desirable location. Freshly painted throughout, this inviting home features attractive vinyl plank flooring, creating a modern look that's both stylish and easy to maintain. Enjoy your morning coffee or unwind after a long day on the private screened lanai, offering a comfortable

    Jennifer Sauvage Coldwell Banker Premier Properties (A1A Beach)

    425 S Villa San Marco Dr Unit 307, Saint Augustine, FL 32086
  • /20

    $219,000

    $30K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    288 Moultrie Village Ln, Saint Augustine, FL 32086

    Welcome to this wonderful 2-bedroom, 2.5-bath townhome in the highly desirable Old Moultrie Village, conveniently located less than 15 minutes from the beautiful beaches of St. Augustine! Offering low-maintenance living in a prime location, you'll enjoy easy access to shopping, dining, and UF Health Flagler Hospital.Step inside to a welcoming foyer, where a convenient half bath is located for

    Agent Photo

    Ted Miller

    MILLER & COMPANY REAL ESTATE

    288 Moultrie Village Ln, Saint Augustine, FL 32086
  • /55

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,769 Sq Ft

    334 S Churchill Dr, Saint Augustine, FL 32086

    Welcome to 334 S Churchill Drive, a beautifully maintained home that perfectly blends elevated design, thoughtful updates, and an unbeatable St. Augustine location. From the moment you step inside, you'll appreciate the meticulous care and attention to detail that make this home truly stand out. The spacious, light-filled floor plan features stunning finishes throughout, including gorgeous marble

    Kiara Nicolette Endless Summer Realty

    334 S Churchill Dr, Saint Augustine, FL 32086
  • /42

    $549,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,797 Sq Ft

    133 Shell Creek Ct, Saint Augustine, FL 32086

    Welcome to this well-designed 4-bed, 3.5-bath sanctuary situated in a quiet, community near top-rated schools and Treaty Park, this home perfectly blends style with family functionality. The heart of the home is a gourmet kitchen featuring upgraded finishes. The open-concept living area boasts a striking full wall of sliding glass doors, seamlessly dissolving the boundary to a spacious covered

    Abigail Rosado-Metz PREMIER HOMES REALTY INC

    133 Shell Creek Ct, Saint Augustine, FL 32086
  • /31

    $360,000

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

    583 Ashby Landing Way, Saint Augustine, FL 32086

    Experience the perfect blend of coastal charm and modern convenience in this stunning lakeside cottage. Situated in a private, No-CDD enclave of just 128 homes, this property offers a rare ''best of both worlds'' location: a peaceful retreat that is only a 10-minutes to historic downtown St. Augustine and the pristine sands of Anastasia Island. The bright, airy split-floor plan ensures privacy

    ERIN SMITH COLDWELL BANKER PREMIER PROPERTIES

    583 Ashby Landing Way, Saint Augustine, FL 32086
  • /39

    $359,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    284 N Churchill Dr, Saint Augustine, FL 32086

    284 N Churchill is the kind of place that just makes life easy. Fully move-in ready and well cared for, with updated flooring and kitchen countertops, vaulted ceilings, and a cozy fireplace that makes the space feel open and inviting. The screened lanai overlooking the pond is perfect for morning coffee or winding down after a beach day. Big-ticket updates are already done too, including a 2018

    Kiara Nicolette Endless Summer Realty

    284 N Churchill Dr, 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
  • /40

    $285,000

    $30K PRICE DROP
    • 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
  • /64

    $579,000

    $36K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,266 Sq Ft

    50 Sandy Palm Trail, St. Augustine, FL 32086

    Stunning LAKEFRONT 5 BED/4.5 BATH 2024-built home! This home offers all the benefits of new construction without the wait, uncertainty, or added expense of the building process! Featuring modern design, premium finishes, and a spacious, thoughtfully designed layout, this home is ideally located in the heart of St. Augustine near SR 312 & 207! Just 8 minutes to downtown, 12 minutes to the beach,

    Bethany Gerecke STA REALTY

    50 Sandy Palm Trail, St. 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
  • /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
  • /4

    $199,999

    $25K PRICE DROP
    • 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

    $25K PRICE DROP
    • 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

Rolling Hills Home Prices vs. Nearby Saint Augustine, FL Neighborhoods

Rolling Hills Marketplace West Augustine Wildwood
Median Home Price
$350,000
$407,500
$310,000
$322,250
Median Sale Price
$325,000
-7% YoY
$365,000
-22% YoY
$296,000
-1% YoY
$280,000
-29% YoY
Median Single Family Price
$376,875
$389,950
$315,000
$445,000
Median Townhouse Price
$244,000
--
$210,000
$255,990
Median Condo Price
$169,750
--
$257,500
$259,990
Total Active Listings
18
5
91
30
Market Conditions
3 Months of Supply
Seller's Market
7 Months of Supply
Buyer's Market
3 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market

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. 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 fairly sparse in population with 3.0 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 42% of residents renting and 58% 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 $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.66%, 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. 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 10% in the last 12 months.
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