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Rolling Hills Homes for Sale

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  • /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

    $249,000

    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

    (844) 352-2587

    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

    $559,900

    • 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
  • /34

    $298,900

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

    105 Ridge Lake Rd, Saint Augustine, FL 32086

    Welcome to your future home! You will love this beautifully upgraded newer construction townhome in one of St. Augustine’s most convenient locations! Backing to both preserve and pond views, this home offers a rare combination of privacy, outdoor living, and accessibility. One of the standout features is the fully fenced backyard paired with an extended paver patio, creating the perfect space to

    Evann Goitia Endless Summer Realty

    105 Ridge Lake Rd, Saint Augustine, FL 32086
  • /23

    $245,000

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

    145 Whitland Way, Saint Augustine, FL 32086

    Freshly updated and full of charm, this inviting townhome features new flooring throughout the entire home and a completely carpet-free interior for a clean, modern feel. Natural light fills the spacious living areas, creating a bright and relaxing atmosphere you'll love coming home to. Located with easy access to US-1 and I-95, commuting and exploring all that St. Augustine has to offer is

    AMBER BROWN VREELAND REAL ESTATE LLC

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

    $224,900

    • 2 Beds
    • 2.5 Baths
    • 1,372 Sq Ft

    237 Moultrie Village Ln, Saint Augustine, FL 32086

    **1% credit toward closing costs or an interest rate buy-down offered with use of seller's preferred lender!** Move right into this better-than-new beauty featuring fresh interior paint, new HVAC, new upstairs carpet, and brand-new washer and dryer already in place. The bright open-concept layout makes everyday living and entertaining effortless, while the fenced backyard is perfect for

    Maureen Aspinwall Momentum Realty

    237 Moultrie Village Ln, 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
  • /36

    $210,000

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

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

    Motivated Seller! Perfect investment property plus comes furnished! 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

    Agent Photo

    Clair Corbett

    WATSON REALTY CORP

    (833) 928-2491

    440 S Villa San Marco Dr Unit 201, 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
  • /28

    $379,900

    $10K PRICE DROP
    • 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 offering up to $15,000 toward buyer closing costs, prepaid expenses, and/or interest rate buy-down when using Seller's preferred lender. Incentive subject to lender approval, loan program restrictions, and terms outlined in the executed contract. Great convenient location to St Augustine with nearby schools and

    Bradley Officer RE/MAX SPECIALISTS

    304 N Hidden Tree 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
  • /37

    $299,000

    $16K 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
  • /58

    $599,000

    Open Fri 9AM - 11AM $16K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,266 Sq Ft

    50 Sandy Palm Trail, St. Augustine, FL 32086

    Stunning 5BR/4.5BA 2024-built home offering 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, and 4 miles to I-95.

    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
  • /46

    $289,900

    $19K PRICE DROP
    • 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
  • /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
  • /37

    $485,000

    $15K PRICE DROP
    • 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

    $94K PRICE DROP
    • 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
  • /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
  • /35

    $167,900

    $47K PRICE DROP
    • 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. 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 $319,500. If you put a 20% down payment of $63,900 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $1,620 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 12% in the last 12 months.

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

Rolling Hills Arrowhead Loretto Central Park
Median Home Price
$319,500
$315,000
$319,000
$329,999
Median Sale Price
$324,000
-7% YoY
$295,000
-1% YoY
$305,000
+3% YoY
$325,000
+10% YoY
Median Single Family Price
$375,000
$340,000
$325,000
$325,000
Median Townhouse Price
$244,000
$239,900
$233,000
$220,000
Median Condo Price
$169,750
$131,000
$127,250
$202,500
Total Active Listings
22
24
20
22
Market Conditions
3 Months
Seller's Market
3 Months
Seller's Market
2 Months
Seller's Market
2 Months
Seller's Market
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