27

Newest Homes for Sale in Rolling Hills

Section Image Section Image
  • /29

    $285,000

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

    33 Buckley Ct, Saint Augustine, FL 32086

    Whether you are purchasing your first home, downsizing, looking for a St. Augustine getaway, or searching for an investment property, 33 Buckley Court offers exceptional flexibility at an attractive price. This inviting 2 bedroom, 2.5 bath townhome features a large kitchen for cooking with stainless steel appliances, an open floor plan, and a fenced in backyard perfect for entertaining. A

    Sherri Davies Berkshire Hathaway Homeservices Florida Network Realty

    33 Buckley Ct, Saint Augustine, FL 32086
  • /2

    $1,199,000

    • Land
    • 5.09 Acres
    • $235,560 per Acre

    0 Rolling Hills Dr Unit 264006, St. Augustine, FL 32086

    This 5.09-acre land offering on Rolling Hills Drive presents an excellent opportunity to acquire developable acreage within one of St. Augustine’s expanding growth corridors. Positioned near the Epic Village commercial area and conveniently located near SR-207, US-1, SR-312, and I-95, the property provides strong connectivity to Downtown St. Augustine, surrounding residential communities, retail

    Eric Maimo Coldwell Banker Commercial Premier Properties

    0 Rolling Hills Dr Unit 264006, St. Augustine, FL 32086
  • /54

    $279,000

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

    240 Whitland Way, Saint Augustine, FL 32086

    **TURNKEY AND FULLY FURNISHED — JUST BRING YOUR SUITCASE!** Welcome to 240 Whitland Way, a beautiful two-story end-unit townhome featuring 3 bedrooms, 2.5 baths, and 1,499 sq. ft. of comfortable living space. Ready for immediate occupancy or rental use, this home is ideal as a primary residence, vacation getaway, or investment property.Step inside to a bright, welcoming interior with new LVP

    Marta McBride REALTY EXCHANGE, LLC

    240 Whitland Way, Saint Augustine, FL 32086
  • /2

    $1,199,000

    • Land
    • 5.09 Acres
    • $235,560 per Acre

    0 Rolling Hills Dr Unit 2164021, St. Augustine, FL 32086

    This 5.09-acre land offering on Rolling Hills Drive presents an excellent opportunity to acquire developable acreage within one of St. Augustine's expanding growth corridors. Positioned near the Epic Village commercial area and conveniently located near SR-207, US-1, SR-312, and I-95, the property provides strong connectivity to Downtown St. Augustine, surrounding residential communities, retail

    Eric Maimo COLDWELL BANKER PREMIER PROPERTIES

    0 Rolling Hills Dr Unit 2164021, St. Augustine, FL 32086
  • /19

    $154,900

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    2648 Gorda Bella Ave, Saint Augustine, FL 32086

    Opportunity is knocking in St. Augustine! Welcome to 2648 Gorda Bella Ave, a spacious 3/2 manufactured home situated on a sizeable lot in the 32086. Built in 1996, this property offers an excellent opportunity for a buyer looking for value, a primary residence, second home, or investment opportunity. The home offers approximately 1,150 square feet of living space with central cooling and a

    Scott Fader JOSEPH WALTER REALTY LLC

    2648 Gorda Bella Ave, Saint Augustine, FL 32086
  • /84

    $474,000

    Open Sat 11AM - 2PM $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,358 Sq Ft

    272 Deer Crossing Rd, Saint Augustine, FL 32086

    Welcome to one of the largest homes in the neighborhood which gives you a split floorplan with 4 bedrooms, 3 full bathrooms, and a HUGE 3 car garage. High ceilings and open concept central common areas are ideal for family time and entertaining guests. Granite counters and stainless steel appliances throughout. Enjoy lots of natural light with a water view and mature palm trees through the large

    Agent Photo

    Peter Fearing

    Great Expectations Realty

    272 Deer Crossing Rd, Saint Augustine, FL 32086
  • /17

    $349,990

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    24 Green Turtle Ln, St. Augustine, FL 32086

    SHOWINGS START 8/27!!!Welcome to 24 Green Turtle Lane in desirable Deerfield Preserve! This stylish single-story home features an open layout with high ceilings, tile floors, and abundant natural light.The kitchen impresses with white cabinets, granite counters, a large island, and stainless appliances, flowing seamlessly into the dining and living areas. The primary suite offers a

    VINCENT RAMPOLLA MOMENTUM REALTY

    24 Green Turtle Ln, St. Augustine, FL 32086
  • /32

    $230,000

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

    114 Moultrie Village Ln, Saint Augustine, FL 32086

    Charming Downtown Retreat with Dual Master Suites - Steps from the cobblestone charm and centuries of history that make downtown St. Augustine one of a kind, this beautifully appointed 2-bedroom, 2-bath townhome offers a rare layout you won't want to miss: two spacious master suites, both upstairs, each with its own private bath -- perfect for roommates, guests, or anyone who values privacy and

    ANDREW ANDERSON ANDERSON REALTY

    114 Moultrie Village Ln, Saint Augustine, FL 32086
  • /34

    $239,900

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

    256 Whitland Way, St. Augustine, FL 32086

    Welcome to low-maintenance living in Cypress Bay! This well-maintained 2-bedroom, 2.5-bathroom townhome was built in 2018 and features a desirable open floor plan designed for comfortable everyday living and easy entertaining. The kitchen offers wood cabinetry, stainless steel appliances, and a convenient peninsula with room for seating, creating a natural gathering space that opens to the living

    Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

    256 Whitland Way, St. Augustine, FL 32086
  • /48

    $448,900

    $1K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,930 Sq Ft

    206 Little Owl Ln, Saint Augustine, FL 32086

    Two master bedroom ensuites! Location close to grocery stores, restaurants, medical facilities and I95 and a short drive to the beach. This home features so many upgrades! New roof late 2025, new dishwasher 2026, new irrigation pump on well 2026, ceiling fans in most rooms including the garage; gas tankless water heater; builder upgrades throughout the house...kitchen cabinets; ceiling height

    Melanie Clay Renown Realty LLC

    206 Little Owl Ln, Saint Augustine, FL 32086
  • /56

    $555,000

    • 4 Beds
    • 3.5 Baths
    • 2,782 Sq Ft

    140 Shell Creek Ct, Saint Augustine, FL 32086

    Welcome to this beautifully designed 4-bedroom, 3.5-bath home with a dedicated office/flex room in the desirable Rolling Hills community of St. Augustine! Built in 2024 and situated on a spacious corner lot, this thoughtfully designed home offers a contemporary interior design, an open floor plan, and plenty of room for both everyday living and entertaining. Laminate wood flooring flows

    Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

    140 Shell Creek Ct, Saint Augustine, FL 32086
  • /48

    $363,000

    $4K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    236 Ashby Landing Way, Saint Augustine, FL 32086

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,674 square feet and one of the area’s perfect floor plans. Located in a charming, quaint neighborhood, this home features a spacious kitchen, inviting living area, and split-bedroom layout for added privacy. Enjoy the beautiful, fully fenced backyard, which backs to a wooded preserve providing added privacy and a

    Thomas Scott One Sotheby's - Downtown

    236 Ashby Landing Way, Saint Augustine, FL 32086
  • /69

    $549,900

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

    50 Sandy Palm Trail, St. Augustine, FL 32086

    This stunning LAKEFRONT 5 bed/4.5 bath 2024-built home features modern design, premium finishes, and a spacious, thoughtfully designed layout! This like-new home is located in the heart of St. Augustine near coffee shops, restaurants, gyms, Publix, the movie theater and more! Enjoy versatile flex spaces perfect for a home office, playroom, fitness area, media room, or additional living space. The

    Bethany Gerecke STA REALTY

    50 Sandy Palm Trail, St. Augustine, FL 32086
  • /25

    $235,000

    $5K PRICE DROP
    • 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. Concert block construction. 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

    Agent Photo

    Lise Forte

    LOKATION

    66 Moultrie Village Ln, Saint Augustine, FL 32086
  • /52

    $400,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,993 Sq Ft

    316 Hidden Garden Ct, Saint Augustine, FL 32086

    Welcome to 316 Hidden Garden Court, a beautifully maintained and extensively upgraded home in the desirable Hideaway community of St. Augustine! Thoughtfully improved for comfort, convenience, and peace of mind, this home offers a spacious, functional floor plan with abundant natural light, comfortable living areas, and flexible space for today's lifestyle. The well-appointed kitchen opens to the

    Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

    316 Hidden Garden Ct, Saint Augustine, FL 32086
  • /65

    $504,900

    $5K PRICE DROP
    • 4 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 full bathrooms, 4 bedrooms, don't miss the possibilities of the bonus 4th bedroom- ideal for a nursery, studio, office, or flex space and 2,170 square feet of living space, this home is

    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

    $384,000

    $4K PRICE DROP
    • 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
  • /55

    $399,999

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,769 Sq Ft

    334 S Churchill Dr, Saint Augustine, FL 32086

    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 countertops, designer fixtures, and

    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

    $355,000

    $5K PRICE DROP
    • 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

    $349,000

    $20K 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
  • /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

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

Rolling Hills Marketplace West Augustine Wildwood
Median Home Price
$360,000
$368,900
$314,900
$310,000
Median Sale Price
$335,500
+2% YoY
$365,000
-21% YoY
$294,500
-2% YoY
$265,000
-33% YoY
Avg. Price per Square Foot
$198
$270
$239
$222
Median Single Family Price
$378,187
$359,900
$319,995
$439,950
Median Townhouse Price
$244,000
--
$210,000
$253,000
Median Condo Price
$170,000
--
$257,500
$249,990
Total Active Listings
27 listings
8 listings
109 listings
24 listings
Market Conditions
4 Months of Supply
Seller's Market
8 Months of Supply
Buyer's Market
4 Months of Supply
Seller's Market
3 Months of Supply
Seller's 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 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.
How much do you need to make to afford a house in Rolling Hills?
The median home price in Rolling Hills is $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,780 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $76K 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 5% in the last 12 months.
How to Buy a Home How to Finance a Home How to Sell a Home