2,245

Rolling Hills Homes

Section Image Section Image
  • /26

    $299,990

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

    54 Ridge Lake Rd, Saint Augustine, FL 32086

    Reside in Park Ridge and discover the St. Augustine lifestyle, where coastal charm and historic character meet modern living. This 3-bedroom, 2.5-bath townhome places you minutes from the city's vibrant downtown, filled with cobblestone streets, unique shops, and award-winning dining. Spend weekends on the sandy shores of St. Augustine Beach, catch live music at the St. Augustine Amphitheatre, or

    Agent Photo

    TERRI APODACA

    DAVIDSON REALTY, INC.

    (855) 612-6172

    54 Ridge Lake Rd, Saint Augustine, FL 32086
  • /25

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • House for Rent

    295 Green Turtle Ln, St. Augustine, FL 32086

    Beautiful home located in the desirable neighborhood of Deerfield Preserve. This home offers 3BR. 2BA, 1557 sq ft. Open floor plan, great views and is ready for you to move in and enjoy. 24 hr notice to view Avail Nov 5

    Agent Photo

    Wanda Sawyer

    Grey Haven Real Estate Inc

    (888) 318-7597

    295 Green Turtle Ln, St. Augustine, FL 32086
  • /31

    $198,000 Sold May 28, 2025

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

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft
    • Built 2004

    Last Sold Summary

    • $182/SF
    • 100 Days On Market

    Current Estimated Value $199,503

    Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC

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

      Est $170,270 Not Listed For Sale

      2365 Dobbs Rd, Saint Augustine, FL 32086

      2365 Dobbs Rd, Saint Augustine, FL 32086
  • /17

    $235,000 Under Contract

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

    209 Whitland Way, Saint Augustine, FL 32086

    Welcome to 209 Whitland Way, a thoughtfully designed two story townhome offering effortless living in the heart of St. Augustine. A first floor entry and one car garage provide everyday convenience, while the main level features an inviting living space, half bath, laundry, and a beautifully updated kitchen with new countertops and backsplash, perfect for gathering and entertaining. Upstairs, two

    Agent Photo

    Cole Slate

    KELLER WILLIAMS ST JOHNS

    (877) 445-6165

    209 Whitland Way, Saint Augustine, FL 32086
  • /92

    $1,425 - $2,300 per month

    LUCA St. Augustine

    1 - 3 Beds

    250 Moultrie Landing Blvd, Saint Augustine, FL 32086

    Welcome home to LUCA St. Augustine Apartments, located in St. Augustine, Florida! Our community offers luxury one, two, and three bedroom apartments, featuring luxury wood-style plank flooring, interior glass barn doors, stainless steel appliances, quartz countertops, subway tile backsplashes, custom cabinetry with soft-close drawers, an in-home washer and dryer, and a private balcony, all

    250 Moultrie Landing Blvd, Saint Augustine, FL 32086
  • /43

    $405,000 Sold Aug 01, 2025

    755 Deer Crossing Rd, Saint Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft
    • Built 2016

    Last Sold Summary

    • $211/SF
    • 119 Days On Market

    Current Estimated Value $405,423

    Last Listing Agent Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

    755 Deer Crossing Rd, Saint Augustine, FL 32086
    • /30

      Est $281,836 Not Listed For Sale

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

      31 Whitland Way, St. Augustine, FL 32086

      31 Whitland Way, St. Augustine, FL 32086
  • /46

    $309,000

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

    38 Ridge Lake Rd, Saint Augustine, FL 32086

    Owning in Park Ridge is about more than just a townhome—it’s about embracing the St. Augustine way of life. Located in the highly sought-after Park Ridge neighborhood, this community offers quality construction, thoughtful design, and a central location convenient to shopping, dining, beaches, and historic downtown St. Augustine. This well-designed 1,470 sq. ft. floor plan features 3 bedrooms and

    Agent Photo

    Donna Matthews

    Berkshire Hathaway Homeservices Florida Network Realty

    (833) 637-5217

    38 Ridge Lake Rd, Saint Augustine, FL 32086
  • /28

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    440 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086

    Welcome to the stunning 2-bedroom condo at Villa San Marco in St. Augustine, FL! This ground floor unit features hardwood floors, stainless steel appliances, a breakfast bar, and a dining area perfect for entertaining. Enjoy the convenience of a single car garage and a screened patio with a serene pond view. Residents have access to the community pool, fitness center, and Club House. The unit

    MARIANNA GOLOVINA SPECTRUM REALTY SERVICES

    440 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086
  • /44

    $369,500 Sold Nov 07, 2025

    256 N Hidden Tree Dr, Saint Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • Built 2006

    Last Sold Summary

    • $165/SF
    • 64 Days On Market

    Current Estimated Value $368,914

    Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

    256 N Hidden Tree Dr, Saint Augustine, FL 32086
    • /30

      Est $321,032 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft

      556 Ashby Landing Way, Saint Augustine, FL 32086

      556 Ashby Landing Way, Saint Augustine, FL 32086
  • /58

    $435,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,067 Sq Ft

    228 Fox Water Trail, St. Augustine, FL 32086

    Welcome HOME! Stunning Lakefront home in highly desirable Deerfield Preserve! Improved w/ Large Sunroom overlooking the Serene Water and Wildlife. LOVE WHERE YOU LIVE w/ this 4-bed, 2-bath home featuring an upgraded kitchen w/ ample cabinet & counter space, granite countertops, stainless steel appliances, gas range stove and a breakfast nook perfect for entertaining. Relax in the Primary suite

    Agent Photo

    Ciara Ward

    RE/MAX BLUE COAST

    (844) 982-2892

    228 Fox Water Trail, St. Augustine, FL 32086
  • /17

    $2,825 per month

    • 5 Beds
    • 3 Baths
    • 2,094 Sq Ft
    • House for Rent

    109 King's Manor Ct, Saint Augustine, FL 32086

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

    109 King's Manor Ct, Saint Augustine, FL 32086
  • /57

    $395,000 Sold Mar 07, 2025

    116 King's Trace Dr, St. Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 1,958 Sq Ft
    • Built 2013

    Last Sold Summary

    • $202/SF
    • 41 Days On Market

    Current Estimated Value $393,570

    Last Listing Agent Debby Duenow Watson Realty Corp (US1 South)

    116 King's Trace Dr, St. Augustine, FL 32086
    • /31

      Est $358,876 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,090 Sq Ft

      468 Ashby Landing Way, Saint Augustine, FL 32086

      468 Ashby Landing Way, Saint Augustine, FL 32086
  • /25

    $385,000

    • 4 Beds
    • 3 Baths
    • 1,925 Sq Ft

    709 Deer Crossing Rd, Saint Augustine, FL 32086

    SELLER MOTIVATED! Here’s your opportunity to secure a treasure in the highly desirable Deerfield Preserve! This delightful home features four bedrooms ,including two master suites! Situated in a vibrant gas community, you’ll gain access to an incredible amenity center equipped with a gym, pool, playground, and soccer field, all surrounded by a charming walking trail. For those who dislike

    Lorraine Manna Exp Realty

    709 Deer Crossing Rd, Saint Augustine, FL 32086
  • /29

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

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

    Beautiful 3 bed, 2 bath condo in quiet & lush Villa San Marco Community. Minutes to St Augustine University & Flagler College, shops, restaurants, downtown St Augustine, the intercoastal and St Augustine Beach- your close to it all! Condo includes interior painted 1/2026, laminate flooring throughout, granite in kitchen, master bath & guest bath. Tile backsplash in kitchen, kitchen niche' and

    Roxanne Logan ROUND TABLE REALTY

    410 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086
  • /39

    $379,500 Sold Jan 30, 2026

    305 Green Turtle Ln, St. Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $239/SF
    • 229 Days On Market

    Last Listing Agent K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. Augustine, FL 32086
    • /7

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 990 Sq Ft

      2604 Isabella Ave, Saint Augustine, FL 32086

      2604 Isabella Ave, Saint Augustine, FL 32086
  • /57

    $399,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft

    38 Green Turtle Ln, Saint Augustine, FL 32086

    Charming 4-Bedroom Home in Saint Augustine, FL. Welcome to 38 Green Turtle Lane, a delightful single-family residence nestled in the heart of Saint Augustine, Florida. This spacious 1,916 sq ft home offers 4 bedrooms and 2 bathrooms, providing ample space for comfortable living. This home features an open concept living area. The expansive floor plan seamlessly connects the living, dining, and

    Shane Radcliff Realty Exchange Commercial/Residential Brokerage

    38 Green Turtle Ln, Saint Augustine, FL 32086
  • /20

    $2,415 per month

    • 4 Beds
    • 2.5 Baths
    • 2,568 Sq Ft
    • House for Rent

    304 N Hidden Tree Dr, Saint Augustine, FL 32086

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by February 28, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company.

    304 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /35

    $325,000 Sold Aug 11, 2025

    399 Ashby Landing Way, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2018

    Last Sold Summary

    • $229/SF
    • 2 Days On Market

    Current Estimated Value $324,069

    Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY

    399 Ashby Landing Way, Saint Augustine, FL 32086
    • /36

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft

      2221 Twin Fox Trail, Saint Augustine, FL 32086

      2221 Twin Fox Trail, 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
  • /30

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • House for Rent

    228 Ashby Landing Way, Saint Augustine, FL 32086

    Experience the best of St. Augustine living in this beautiful 3-bedroom, 2-bathroom home located in the desirable Ashby Landing community. Perfectly situated for the coastal lifestyle, you are just ten minutes from the historic charm of downtown and ten minutes from the pristine local beaches. Inside, the home features a bright and airy open-concept layout, ideal for both daily living and

    Chloe Goble MAXREV, LLC

    228 Ashby Landing Way, Saint Augustine, FL 32086
  • /32

    $415,000 Sold Mar 14, 2025

    349 Fox Water Trail, Saint Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 2019

    Last Sold Summary

    • $217/SF
    • 180 Days On Market

    Current Estimated Value $417,397

    Last Listing Agent Kira Sikes MAXREV, LLC

    349 Fox Water Trail, Saint Augustine, FL 32086
    • /67

      Est $640,496 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      116 Forest Oaks Dr, St. Augustine, FL 32086

      116 Forest Oaks Dr, St. Augustine, FL 32086
  • /132

    $399,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    197 Fox Water Trail, St. Augustine, FL 32086

    SELLER ACCEPTING BACKUP OFFERS DISSOLVED CDD -- NATURAL GAS -- VA CLINIC ADJACENT -- PRICED BELOW COMPS STOP PAYING THE ''FOREVER TAX''. Unlike Nocatee's heavy fees, 197 Fox Water Trail has a DISSOLVED CDD (Ord. 2023-22). That means $0 Bond Debt and ~$350/month savings for you. THE ASSET: 2020 Build on Premium Preserve Lot (No rear neighbors). FLOOD ZONE X (No Flood Insurance Req!). NATURAL GAS

    TESSA KLINE KELLER WILLIAMS ST JOHNS

    197 Fox Water Trail, St. Augustine, FL 32086
  • /20

    $2,549 per month

    • 5 Beds
    • 3.5 Baths
    • 2,710 Sq Ft
    • House for Rent

    216 N Hidden Tree Dr, Saint Augustine, FL 32086

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2693.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    216 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /17

    $239,000 Sold Sep 03, 2025

    225 Whitland Way, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft
    • Built 2018

    Last Sold Summary

    • $197/SF
    • 83 Days On Market

    Current Estimated Value $238,144

    Last Listing Agent Cindy Gavin RE/MAX SPECIALISTS

    225 Whitland Way, Saint Augustine, FL 32086
    • /17

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 676 Sq Ft

      2644 Gorda Bella Ave, Saint Augustine, FL 32086

      2644 Gorda Bella Ave, Saint Augustine, FL 32086
  • /54

    $389,000

    • 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
  • /22

    $1,850 per month

    • 2 Beds
    • 2.5 Baths
    • 1,384 Sq Ft
    • Townhouse for Rent

    129 Moultrie Village Ln, Saint Augustine, FL 32086

    WOW!! Spacious, townhome with one car garage, convenient to EVERYTHING St. Augustine!! This 2BR/2.5BA unit located just off Old Moultrie Road is ready for you to call home. Enjoy the open kitchen/family room concept with stainless appliances, solid surface counter tops, fenced patio area, and two spacious second floor en-suite bedrooms. This unit offers lots of natural light and a neutral color

    Debbie Burkhardt One Sotheby's - Downtown

    129 Moultrie Village Ln, Saint Augustine, FL 32086
  • /37

    $380,000 Sold Mar 05, 2025

    916 S Garden Lake Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $172/SF
    • 6 Days On Market

    Current Estimated Value $380,130

    Last Listing Agent Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

    916 S Garden Lake Dr, Saint Augustine, FL 32086
    • /34

      Est $398,449 Not Listed For Sale

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

      185 N Churchill Dr, Saint Augustine, FL 32086

      185 N Churchill Dr, Saint Augustine, FL 32086
  • /39

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,607 Sq Ft

    86 Shell Creek Ct, St. Augustine, FL 32086

    Welcome to Rolling Hills. A “boutique” community of 46 single-family homes located 4.7 miles from Historic Downtown St Augustine. This relatively new one-story home, completed June 2024, features an open-concept layout with numerous upgrades. LVP flooring throughout (with tile in the bathrooms) creates a harmonious flow between rooms. Accent walls, painted in rich hues of green, provide a

    Karen Wilson Coldwell Banker Premier Properties (Historic Office)

    86 Shell Creek Ct, St. Augustine, FL 32086
  • /18

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    405 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086

    For Rent ($1600/month) or For Sale ($195K) 2 bed/2 bath 3rd floor condo. Water included, screened balcony, Fresh Paint floor to ceiling, laminate and tile flooring throughout. Pool and workout room available. $1600/1st, $1600/last, $1600 Security.

    405 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086
  • /28

    $326,000 Sold Aug 19, 2025

    434 Ashby Landing Way, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 92 Days On Market

    Current Estimated Value $323,342

    Last Listing Agent Stephanie Hudgins Endless Summer Realty

    434 Ashby Landing Way, Saint Augustine, FL 32086
    • /2

      Est $245,530 Not Listed For Sale

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

      49 Whitland Way, Saint Augustine, FL 32086

      49 Whitland Way, Saint Augustine, FL 32086

Showing Results 1 - 40, Page 1 of 18

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$345,000
Median Single Family Sale Price
$379,500
Median Townhouse Sale Price
$248,500
Median 2 Bedroom Sale Price
$197,500
Median 1 Bedroom Sale Price
$177,000
Average Price Per Sq Ft
$203
Number of Homes for Sale
21
Last 12 months Home Sales
61
Months of Supply
4.10
Median List Price
$325,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home