2,247

Rolling Hills Homes

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  • /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

    440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086
  • /92

    Starting at $1,674 Per Month

    • 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

    LUCA St. Augustine

    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 $414,546

    Last Listing Agent Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

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

      Est $332,786

      Not Listed For Sale

      556 Ashby Landing Way, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 2018
      556 Ashby Landing Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 146 Days On Market

  • /51

    $289,900

    $19K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    38 Ridge Lake Rd, Saint Augustine, FL 32086

    Life at Park Ridge offers more than a place to live—it delivers a lifestyle rooted in the ease and charm of St. Augustine. Set within the highly desirable Park Ridge neighborhood, this thoughtfully planned community is known for its quality construction, modern design, and central location just minutes from shopping, dining, beautiful beaches, and historic downtown.This 1,470 square foot

    Agent Photo

    Donna Matthews

    BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    38 Ridge Lake Rd, Saint Augustine, FL 32086
  • /17

    $2,040 Per Month

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • House for Rent

    400 Chamberlain 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 $2184.90. That covers your base rent, $2040.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    400 Chamberlain Dr, 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 $371,918

    Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

    256 N Hidden Tree Dr, Saint Augustine, FL 32086
    • /36

      Not Listed For Sale

      2221 Twin Fox Trail, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1984
      2221 Twin Fox Trail, Saint Augustine, FL 32086

      Last Sold Summary

      • 47 Days On Market

  • /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

    288 Moultrie Village Ln, Saint Augustine, FL 32086
  • /22

    $1,750 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
  • /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

    Current Estimated Value $382,081

    Last Listing Agent K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. Augustine, FL 32086
    • /17

      Not Listed For Sale

      2644 Gorda Bella Ave, Saint Augustine, FL 32086

      • 2 Beds
      • 1 Bath
      • 676 Sq Ft
      • Built 2013
      2644 Gorda Bella Ave, Saint Augustine, FL 32086

      Last Sold Summary

      • 27 Days On Market

  • /34

    $298,900

    Under Contract
    • 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
  • /29

    $1,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • First floor, 3BR/2BA with garage Villa San Marco Condo

    410 S Villa San Marco Dr Unit 108, Saint Augustine, FL 32086

    Welcome to this first-floor split-plan condo, complete with an attached garage and an additional exterior parking spot. Sleek luxury plank flooring that spans the entire home. The kitchen is fully outfitted with full suite of appliances and features a practical sink island. The primary suite boasts a roomy walk-in closet, while two spacious guest bedrooms provide ample closet space. Relax on the

    410 S Villa San Marco Dr Unit 108, 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 $331,281

    Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY

    399 Ashby Landing Way, Saint Augustine, FL 32086
    • /35

      Not Listed For Sale

      1100 Cypress Rd, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1991
      1100 Cypress Rd, Saint Augustine, FL 32086

      Last Sold Summary

      • 37 Days On Market

  • /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
  • /31

    $2,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft
    • Townhouse for Rent

    106 Ridge Lake Rd, Saint Augustine, FL 32086

    Available for immediate occupancy! This low maintenance, practically brand new home is ready now for you! This is a rare end unit townhouse with lots of light is close to everything in St. Augustine and St. Augustine Beach. There are tons or restaurant and retail options just moments away. I-95 is close and so is historic, downtown St. Augustine. The downstairs has a half bathroom and open floor

    Tobin Bossola COLDWELL BANKER VANGUARD REALTY

    106 Ridge Lake Rd, Saint Augustine, FL 32086
  • /2

    $222,000

    Sold May 21, 2026

    920 Kings Estate Rd, Saint Augustine, FL 32086

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $264/SF
    • 42 Days On Market

    Current Estimated Value $239,249

    Last Listing Agent Viral Doshi, PA. AMETHYST PROPERTY ADVISORS LLC

    920 Kings Estate Rd, Saint Augustine, FL 32086
    • /27

      Not Listed For Sale

      2649 Isabella Ave, Saint Augustine, FL 32086

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1992
      2649 Isabella Ave, Saint Augustine, FL 32086

      Last Sold Summary

      • 194 Days On Market

  • /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
  • /21

    $2,025 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,470 Sq Ft
    • Townhouse for Rent

    70 Ridge Lake Rd, Saint Augustine, FL 32086

    When renting in Park Ridge, you’re not just getting a townhome — you’re embracing the true St. Augustine way of life. This beautifully built 3-bedroom, 2.5-bathroom townhome offers 1,470 square feet of comfortable living in a prime location that puts you close to everything. Just minutes from Walmart, Lowe’s, restaurants, and everyday shopping, this community makes daily errands quick and

    70 Ridge Lake Rd, 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 $239,378

    Last Listing Agent Cindy Gavin RE/MAX SPECIALISTS

    225 Whitland Way, Saint Augustine, FL 32086
    • /34

      Est $383,849

      Not Listed For Sale

      185 N Churchill Dr, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,993 Sq Ft
      • Built 2015
      185 N Churchill Dr, Saint Augustine, FL 32086

      Last Sold Summary

      • 75 Days On Market

  • /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
  • /13

    $1,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft
    • Townhouse for Rent

    229 Whitland Way, Saint Augustine, FL 32086

    Move-in ready, this 2-bedroom, 2.5-bath townhome offers comfortable living in a convenient location. The spacious layout features two bedrooms with private baths upstairs and a half bath on the main level. Step outside to enjoy the private back patio, perfect for relaxing, entertaining, or enjoying the Florida weather. Conveniently located near shopping, dining, downtown attractions, and with

    Kerri Harvey Sunshine Realty & Vacation Rentals, LLC

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

    $365,000

    Sold May 08, 2026

    509 Deer Crossing Rd, St. Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $214/SF

    Current Estimated Value $379,741

    Last Listing Agent NON MLS NON MLS (realMLS)

    509 Deer Crossing Rd, St. Augustine, FL 32086
    • /2

      Est $239,472

      Not Listed For Sale

      49 Whitland Way, Saint Augustine, FL 32086

      • 2 Beds
      • 2.5 Baths
      • 1,211 Sq Ft
      • Built 2017
      49 Whitland Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 104 Days On Market

  • /34

    $369,900

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    303 Deer Crossing Rd, Saint Augustine, FL 32086

    WOW!! **NO CDD fees** This beautifully-maintained home shows like a dream! The low-maintenance stucco exterior leads into a popular floor plan with a HUGE great rm, 3 spacious bedrms, a formal dining rm or hm office space, and a GORGEOUS, eat-in kitchen! Neutral colors are found thruout with 18'' ceramic tile in the main living areas & carpeted bedrms. The spacious, primary suite features an

    Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

    303 Deer Crossing Rd, Saint Augustine, FL 32086
  • /16

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,499 Sq Ft
    • Townhouse for Rent

    105 Whitland Way, Saint Augustine, FL 32086

    This lovely three bedroom two and a half bath town-home is perfect for that family on the go. Centrally located and convenient to shopping, attractions and the beaches, it truly reflects the Florida lifestyle. Recently repainted and ready to go. Asking $2,300 with a $2,300 security. Features a large fenced in back yard and the owner will consider a small pet.

    105 Whitland Way, 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 $329,340

    Last Listing Agent Stephanie Hudgins Endless Summer Realty

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

      Est $331,281

      Not Listed For Sale

      116 Ashby Landing Way, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 2017
      116 Ashby Landing Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 9 Days On Market

  • /29

    $160,000

    $39K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    2665 Hispanola Ave, Saint Augustine, FL 32086

    Fresh, clean, and completely move-in ready! This 2-bedroom, 2-bath home in beautiful St. Augustine sits on a spacious lot in a fantastic location. Inside, you'll love the freshly painted interior, new flooring (no carpet), updated ductwork, and natural light from newer skylights. The durable metal roof adds long-term peace of mind. Enjoy indoor-outdoor living with a large glass-enclosed cooled

    Bailey Martin STA SUNRISE REALTY

    2665 Hispanola Ave, Saint Augustine, FL 32086
  • /22

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,309 Sq Ft
    • House for Rent

    432 Chamberlain Dr, Saint Augustine, FL 32086

    Home*Sweet*Rental! This sweet Lake Front Home has 2 bedrooms & 2 baths PLUS Den/Office & Garage. (Office Could be Non-conforming bedroom w/no closet) Open Floor plan with Spacious Living Area with Vaulted Ceilings giving view of the Pond with fountain, Screnned Patio overlooking Lake, plus Garage. Auto Sprinklers, Ceramic Tile in Kitchen & Baths. Solid surface flooring thru out. Great Central

    Diane Leonardi Leonardi Seaside Realty

    432 Chamberlain Dr, Saint Augustine, FL 32086
  • /21

    $165,000

    Sold Mar 02, 2026

    405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086

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

    Last Sold Summary

    • $152/SF
    • 6 Days On Market

    Current Estimated Value $167,322

    Last Listing Agent Zachary Esposito Endless Summer Realty

    405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
    • /42

      Est $252,554

      Not Listed For Sale

      60 Buckley Ct, Saint Augustine, FL 32086

      • 2 Beds
      • 2.5 Baths
      • 1,341 Sq Ft
      • Built 2017
      60 Buckley Ct, Saint Augustine, FL 32086

      Last Sold Summary

      • 38 Days On Market

  • /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
  • /19

    $2,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft
    • Townhouse for Rent

    117 Ridge Lake Rd, Saint Augustine, FL 32086

    Beautifully maintained townhome in the desirable Park Ridge community of St. Augustine. Built with living in mind, this spacious residence offers an open-concept floor plan that seamlessly blends the kitchen, dining & living areas, creating an inviting space for both every day living & entertaining. The kitchen has ample cabinetry and counter space, making meal prep both convenient & enjoyable.

    Leslie Duncan HOVER GIRL PROPERTIES

    117 Ridge Lake Rd, Saint Augustine, FL 32086
  • /14

    $250,900

    Sold Sep 05, 2025

    2636 Juarez Ave, St. Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1995

    Last Sold Summary

    • $194/SF
    • 24 Days On Market

    Last Listing Agent Joan Anstensen Pacetti Realty Company, Inc

    2636 Juarez Ave, St. Augustine, FL 32086
    • /33

      Est $327,232

      Not Listed For Sale

      228 Ashby Landing Way, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 1,463 Sq Ft
      • Built 2017
      228 Ashby Landing Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 3 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$324,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$244,000
Median 2 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$197
Number of Homes for Sale
20
Last 12 months Home Sales
77
Months of Supply
3.10
Median List Price
$325,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-7%
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