1,868

Rolling Hills Homes

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  • /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
  • /30

    $2,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft
    • Townhouse for Rent

    34 Ridge Lake Rd, Saint Augustine, FL 32086

    Move right in and start enjoying the Florida lifestyle! This beautifully furnished 3-bedroom, 2.5-bath townhome is located in the highly desirable Park Ridge community, just 15 minutes from St. Augustine Beach and less than a mile from shopping, restaurants, grocery stores, and everyday conveniences. You'll also love the quick access to historic downtown St. Augustine and everything the area has

    Agent Photo

    Daniel Kennedy

    FLUID REALTY, LLC.

    34 Ridge Lake Rd, Saint Augustine, FL 32086
  • /34

    $298,900

    Sold Aug 07, 2026

    105 Ridge Lake Rd, Saint Augustine, FL 32086

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft
    • Built 2022

    Last Sold Summary

    • $203/SF
    • 72 Days On Market

    Current Estimated Value $295,000

    Last Listing Agent Evann Goitia Endless Summer Realty

    105 Ridge Lake Rd, Saint Augustine, FL 32086
    • /30

      Est $329,068

      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

      Last Listing Agent GAIL GEORGE, GRI EXP REALTY LLC

  • /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
  • /57

    Starting at $1,575 Per Month

    • 1 - 3 Beds

    250 Moultrie Landing Blvd, Saint Augustine, FL 32086

    At Luca St. Augustine, resort-style living comes standard. Cool off in the pool with tanning ledges and a waterfall, get your pup some playtime at the dog park and pet spa, or squeeze in a workout anytime at our 24/7 fitness center. Our spacious 1, 2, and 3 bedroom apartment homes are designed with comfort and style in mind. You'll love the upgraded kitchens featuring quartz countertops, custom

    Luca St Augustine

    250 Moultrie Landing Blvd, 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 $384,467

    Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

    256 N Hidden Tree Dr, Saint 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

      Last Listing Agent Amy Capo PONTE VEDRA KEY REALTY

  • /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
  • /20

    $1,675 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,210 Sq Ft
    • Townhouse for Rent

    72 Whitland Way, Saint Augustine, FL 32086

    **AVAILABLE SEPT 25th, 2026** Welcome to this charming 2 bedroom, 2.5 bathroom townhome for rent in the desirable Cypress Bay community of St Augustine. Offering over 1,200 sq. ft. of well-designed living space, this unit also includes the convenience of a one-car attached garage. Upon entering, you'll be greeted by elegant luxury vinyl plank flooring that extends throughout the entire

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

    $363,000

    Sold Jul 29, 2026

    303 Deer Crossing Rd, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $236/SF

    Current Estimated Value $371,422

    Last Listing Agent Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

    303 Deer Crossing Rd, 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

      Last Listing Agent Sondra Tracy EDGEWATER REALTY LLC

  • /20

    $219,000

    $30K PRICE DROP Pending Pre-Foreclosure
    • 2 Beds
    • 2.5 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
  • /16

    $2,425 Per Month

    • 4 Beds
    • 2 Baths
    • 2,024 Sq Ft
    • House for Rent

    408 S Hidden Tree Dr, Saint Augustine, FL 32086

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today.

    408 S Hidden Tree Dr, 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 $390,497

    Last Listing Agent K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. 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

      Last Listing Agent Roxanne Coleman RoxStar Realty

  • /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
  • /19

    $2,360 Per Month

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • House for Rent

    591 Ashby Lndg Way, Saint Augustine, FL 32086

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this

    591 Ashby Lndg Way, 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 $230,240

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

    920 Kings Estate Rd, Saint Augustine, FL 32086
    • /34

      Est $397,608

      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

      Last Listing Agent PAUL WENGLOWSKY WATSON REALTY CORP

  • /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
  • /20

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft
    • Condo for Rent

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

    Conveniently located, resort-style living at Villa San Marco! This beautifully appointed condo with garage features luxury vinyl plank flooring throughout, an open-concept kitchen with a breakfast bar, warm honey-oak cabinetry, track lighting, and a full suite of appliances -- refrigerator, range, microwave, and dishwasher all included. The in-unit stacked washer and dryer means no trips to a

    415 S Villa San Marco Dr, 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 $366,516

    Last Listing Agent NON MLS NON MLS (realMLS)

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

      Est $235,928

      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

      Last Listing Agent Jill Cameron HEARTLAND REAL ESTATE SERVICES

  • /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
  • /20

    $2,515 Per Month

    • 4 Beds
    • 3 Baths
    • 2,275 Sq Ft
    • House for Rent

    625 S Tree Garden Dr, Saint Augustine, FL 32086

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

    625 S Tree Garden 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 $168,953

    Last Listing Agent Zachary Esposito Endless Summer Realty

    405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
    • /36

      Est $339,448

      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

      Last Listing Agent Dirk Schroeder CENTURY 21 ST AUGUSTINE PROPERTIES

  • /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
  • /18

    $1,800 Per Month

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

    99 Moultrie Village Ln, Saint Augustine, FL 32086

    Freshly painted and ready for immediate move in! This spacious end unit townhouse offers tow large bedrooms each with an ensuite bath and walk in closet. The first floor is all tile flooring and features granite in kitchen and slider leading to the patio overlooking the pond. First, last and security deposit for move in, no smoking, small dog considered.

    Greg McCarthy ENDLESS SUMMER REALTY

    99 Moultrie Village Ln, Saint Augustine, FL 32086
  • /21

    $220,000

    Sold Jul 17, 2026

    237 Moultrie Village Ln, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,372 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $160/SF
    • 57 Days On Market

    Current Estimated Value $221,058

    Last Listing Agent Maureen Aspinwall Momentum Realty

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

      Est $225,451

      Not Listed For Sale

      80 Whitland Way, Saint Augustine, FL 32086

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

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

  • /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
  • /25

    $5,119

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • Condo for Rent

    421 Fox Water Trail Unit SI ID1546316P, Saint Augustine, FL 32086

    The advertised rate of $5,119/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    421 Fox Water Trail Unit SI ID1546316P, Saint Augustine, FL 32086
  • /26

    $350,000

    Sold Jul 23, 2026

    153 Little Owl Ln, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $226/SF
    • 123 Days On Market

    Current Estimated Value $355,800

    Last Listing Agent Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

    153 Little Owl Ln, Saint Augustine, FL 32086
    • /24

      Est $247,325

      Not Listed For Sale

      82 Whitland Way, Saint Augustine, FL 32086

      • 2 Beds
      • 2.5 Baths
      • 1,341 Sq Ft
      • Built 2017
      82 Whitland Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Jimmy Diamond UNITED REAL ESTATE GALLERY

  • /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
  • /16

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft
    • Condo for Rent

    420 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086

    This delightful one-bedroom apartment sparkles with neutral paint, elegant vinyl floors, and modern lighting. A unique opportunity as it's a one-owner home! The full kitchen flows effortlessly into a roomy dining and living space. The bedroom offers comfort, with a full bath conveniently adjacent to the laundry area. An expansive balcony invites you to unwind with a glass of sweet tea. The HOA

    Jason Fragale Bridge of Lions Realty, Inc.

    420 S Villa San Marco Dr Unit 202, Saint Augustine, FL 32086
  • /15

    $146,000

    Sold Jun 26, 2026

    2665 Hispanola Ave, Saint Augustine, FL 32086

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1992

    Last Sold Summary

    • 27% Below List Price
    • $169/SF
    • 61 Days On Market

    Last Listing Agent Bailey Martin STA Sunrise Realty

    2665 Hispanola Ave, Saint Augustine, FL 32086
    • /31

      Est $338,173

      Not Listed For Sale

      252 Ashby Landing Way, Saint Augustine, FL 32086

      • 3 Beds
      • 2.5 Baths
      • 2,090 Sq Ft
      • Built 2018
      252 Ashby Landing Way, Saint Augustine, FL 32086

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent DJ DellaSala DJ & Lindsey Real Estate

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$335,500
Median Single Family Sale Price
$378,187
Median Townhouse Sale Price
$244,000
Median 2 Bedroom Sale Price
$222,000
Average Price Per Sq Ft
$198
Number of Homes for Sale
1,868
Last 12 months Home Sales
72
Months of Supply
3.70
Median List Price
$360,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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