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Rolling Hills Homes for Sale

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  • /25

    $289,750

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft

    54 Ridge Lake Rd, Saint Augustine, FL 32086

    Designed to impress buyers seeking the quality of new construction, this exceptional 3-bedroom, 2.5-bath townhome showcases premium upgrades already in place. The first-floor open-concept design with 9-ft ceilings highlights upgraded luxury vinyl plank flooring, granite countertops, modern lighting, and Energy Star appliances. Upstairs, in addition to the secondary bedrooms, the primary suite

    Agent Photo

    TERRI APODACA

    DAVIDSON REALTY, INC.

    (855) 612-6172

    54 Ridge Lake 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
  • /2

    $399,999

    • Land
    • 0.5 Acre
    • $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
  • /4

    $199,999

    • Land
    • 0.75 Acre
    • $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
  • /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
  • /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
  • /39

    $249,990

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    920 Kings Estate Rd, Saint Augustine, FL 32086

    Welcome to 920 Kings Estate Rd in St. Augustine—an updated and well-maintained 2-bedroom, 1-bath home offering exceptional value andfuture upside. Situated on an oversized corner lot of nearly half an acre, this property provides ample room for storage, expansion, orcustomization to suit your needs. The home features a durable metal roof and has been tastefully updated throughout,

    Viral Doshi, PA. AMETHYST PROPERTY ADVISORS LLC

    920 Kings Estate Rd, 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
  • /28

    $249,000

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft

    121 Moultrie Village Ln, Saint Augustine, FL 32086

    Affordable and move-in-ready, this St. Augustine townhome is ideally located just 10 minutes from the beach and Historic Downtown. This desirable corner unit is one of the largest floor plans, offering 1,384 square feet with three generously sized bedrooms and 2.5 bathrooms. The primary suite features a spacious walk-in closet, while the additional two bedrooms offer ample room for guests,

    Amy Taylor ENDLESS SUMMER REALTY

    121 Moultrie Village Ln, Saint Augustine, FL 32086
  • /27

    $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
  • /25

    $249,000

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

    22 Buckley Ct, Saint Augustine, FL 32086

    Back on the market! Buyer Financing fell through. Beautiful Townhome located in Cypress Bay, 3 bedroom 2.5 bath end unit with attached Garage. New Paint and Newer Flooring throughout! Large open kitchen with stainless appliances and spacious living area. Washer and dryer included! Move in Ready!

    Adam Taylor PREMIER HOMES REALTY INC

    22 Buckley Ct, Saint Augustine, FL 32086
  • /18

    $199,990

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

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

    A $5,000 concession with an acceptable offer toward buyer's closing cost. This BELOW MARKET VALUE spacious super clean 2-bedroom 2-bath has a good size balcony that backs to a peaceful wooded preserve. That this condo sits in the high A rated school districts, is but one of its many benefits of living in this great community. Not to mention its resort-like amenities that include a lush,

    Ray Feliciano FLORIDA HOMES REALTY & MTG LLC

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
  • /51

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    2242 Twin Fox Trail, Saint Augustine, FL 32086

    Olde Florida charm, a prime St. Augustine location, and a great deal fixer-upper opportunity come together in this classic manufactured home on a spacious .51-acre lot with NO HOA restrictions—a rare find for buyers seeking land, freedom, and long-term potential. Nestled beneath mature oak trees draped in Spanish moss, this spacious property has many exciting possibilities and is in one of St.

    Beth Robinson Berkshire Hathaway Homeservices Florida Network Realty

    2242 Twin Fox Trail, Saint Augustine, FL 32086
  • /42

    $265,000

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft

    93 Whitland Way, Saint Augustine, FL 32086

    Beautiful RARE waterfront Cypress Bay Townhome located in central St Augustine. This 2-bedroom, 2 and half bathroom townhouse with serene view of the pond in the backyard. Best rated school, 10- minute drive to Historical downtown St Augustine, the beaches, restaurants and shopping.Step inside to discover an open-concept layout with a sleek, modern kitchen that flows into the dining and living

    Gloria Worley Century 21 St Augustine Properties

    93 Whitland Way, Saint Augustine, FL 32086
  • /35

    $184,900

    • 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
  • /38

    $499,900

    • 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
  • /29

    $169,900

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

    410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086

    Find your peaceful spot 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

    Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086
  • /31

    $294,900

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft

    22 Ridge Lake Rd, Saint Augustine, FL 32086

    Like-new 3 bedroom, 2.5 bath townhome located in the Park Ridge community of St. Augustine. Unlike many nearby townhome neighborhoods, Park Ridge offers larger, more usable backyard spaces, a community pool, ample guest parking, and a more central location closer to the beach and downtown St. Augustine. The home can be sold furnished or unfurnished, making it a great option for a primary

    Kevin Howard Endless Summer Realty

    22 Ridge Lake Rd, Saint 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
  • /4

    $199,999

    • Land
    • 0.75 Acre
    • $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
    • 0.75 Acre
    • $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
  • /54

    $383,000

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    509 Deer Crossing Rd, St. Augustine, FL 32086

    Welcome to your perfect Florida lifestyle! This charming 3-bedroom 2-bathroom home with brand new roof, and flexible closing date is nestled in a sought-after residential community featuring a sparkling pool, inviting clubhouse, and fully equipped gym. Whether you’re raising a family or enjoying retirement, you’ll love this peaceful neighborhood feel with resort-style amenities right at your

    Sommer Warring Florida Homes Realty & Mortgage

    509 Deer Crossing Rd, St. Augustine, FL 32086
  • /29

    $249,900

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

    113 Whitland Way, St. Augustine, FL 32086

    Experience coastal living in this beautiful 2017 townhouse just minutes from the sandy shores and the historic downtown district of St. Augustine. This 2 bedroom, 2.5 bath home offers modern finishes and outdoor space perfect for entertaining. It also has a 1 car attached garage. It is completely move in ready with fresh interior paint, many new lighting fixtures, new LVP flooring on the entire

    Kelly Goddard RE/MAX Realty One

    113 Whitland Way, St. Augustine, FL 32086
  • /12

    $199,900

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

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

    For Only $1,699 a month at current interest rate, you can own this home. And with An Acceptable offer also get a $5,000 toward your closing cost. This BELOW MARKET VALUE spacious super clean 2-bedroom 2-bath has a good size balcony that backs to a peaceful wooded preserve. That this condo sits in the high A rated school districts, is but one of its many benefits of living in this great community.

    Ray Feliciano Florida Homes Realty & Mortgage

    420 S Villa San Marco Dr, Saint Augustine, FL 32086
  • /33

    $235,000

    • 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
  • /15

    $197,000

    • 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
  • /30

    $549,000

    • 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
  • /46

    $207,000

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

    440 S Villa San Marco Dr Unit 104, Saint Augustine, FL 32086

    Live close to everything while soaking in peaceful water views from this beautifully updated 2BR/2BA ground-floor condo in St. Augustine. Perfectly positioned near Flagler Hospital, just minutes from Flagler College, and an easy 15-minute drive to St. Augustine Beach, this location blends everyday convenience with relaxed coastal living. Inside, you’ll love the open-concept layout featuring an

    Belinda Ravan BuySell Properties, LLC

    440 S Villa San Marco Dr Unit 104, Saint Augustine, FL 32086

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.

Frequently Asked Questions

Is Rolling Hills a good place to live?
Rolling Hills is a good place to live. Rolling Hills is considered very 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 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 $292,325. If you put a 20% down payment of $58,500 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $1,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K 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 Marketplace, West Augustine, Kings, Wildwood and Lincolnville.
Are home prices dropping in Rolling Hills?
Yes, home prices in Rolling Hills are down 10% in the last 12 months.

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$326,000
Median Single Family Sale Price
$379,500
Median Townhouse Sale Price
$248,000
Median 2 Bedroom Sale Price
$197,500
Median 1 Bedroom Sale Price
$177,000
Average Price Per Sq Ft
$201
Number of Homes for Sale
19
Last 12 months Home Sales
59
Months of Supply
3.90
Median List Price
$292,325
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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