60

Recently Sold Rolling Hills Homes

Section Image
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /27

    $234,500

    Sold Jun 30, 2025

    80 Whitland Way, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $194/SF
    • 46 Days On Market

    Current Estimated Value $235,975

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

    80 Whitland Way, Saint Augustine, FL 32086
  • /40

    $345,000

    Sold Feb 02, 2026

    421 Chamberlain Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $258/SF
    • 93 Days On Market

    Current Estimated Value $339,806

    Last Listing Agent Paul Wenglowsky Keller Williams Realty Atlantic Partners St Augustine

    421 Chamberlain Dr, Saint Augustine, FL 32086
  • /58

    $430,000

    Sold Mar 04, 2026

    228 Fox Water Trail, St. Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 2,067 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $208/SF
    • 17 Days On Market

    Current Estimated Value $430,773

    Last Listing Agent Ciara Ward RE/MAX BLUE COAST

    228 Fox Water Trail, St. Augustine, FL 32086
  • /30

    $234,900

    Sold Jan 09, 2026

    187 Whitland Way, Saint Augustine, FL 32086

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

    Last Sold Summary

    • $194/SF
    • 6 Days On Market

    Current Estimated Value $233,731

    Last Listing Agent Brad Barfield One Sotheby's - Downtown

    187 Whitland Way, Saint Augustine, FL 32086
  • /50

    $368,000

    Sold Sep 05, 2025

    222 Green Turtle Ln, St. Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Built 2015

    Last Sold Summary

    • $213/SF
    • 20 Days On Market

    Current Estimated Value $379,037

    Last Listing Agent Scott Hum RE/MAX SPECIALISTS

    222 Green Turtle Ln, St. Augustine, FL 32086
  • /25

    $375,000

    Sold Mar 26, 2026

    709 Deer Crossing Rd, Saint Augustine, FL 32086

    • 4 Beds
    • 3 Baths
    • 1,925 Sq Ft
    • Built 2016

    Last Sold Summary

    • 10% Below List Price
    • $195/SF
    • 129 Days On Market

    Current Estimated Value $378,260

    Last Listing Agent Lorraine Manna Exp Realty

    709 Deer Crossing Rd, Saint Augustine, FL 32086
  • /45

    $210,000

    Sold Aug 27, 2025

    91 Whitland Way, Saint Augustine, FL 32086

    • 3 Beds
    • 2.5 Baths
    • 1,499 Sq Ft
    • Built 2017

    Last Sold Summary

    • 16% Below List Price
    • $140/SF
    • 3 Days On Market

    Current Estimated Value $233,385

    Last Listing Agent Ali Burchfield Watson Realty Corp (A1A)

    91 Whitland Way, Saint Augustine, FL 32086
  • /32

    $185,000

    Sold Mar 06, 2026

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

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

    Last Sold Summary

    • $171/SF
    • 13 Days On Market

    Current Estimated Value $188,506

    Last Listing Agent Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 106, Saint Augustine, FL 32086
  • /48

    $376,875

    Sold May 22, 2026

    353 Green Turtle Ln, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 6% Below List Price
    • $237/SF
    • 43 Days On Market

    Current Estimated Value $380,523

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

    353 Green Turtle Ln, Saint Augustine, FL 32086
  • /80

    $359,000

    Sold Mar 24, 2026

    157 N Churchill Dr, Saint Augustine, FL 32086

    • 2 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 53 Days On Market

    Current Estimated Value $357,421

    Last Listing Agent Andrew Birchall Birchall and Company Real Estate

    157 N Churchill Dr, Saint Augustine, FL 32086
  • /40

    $160,000

    Sold Apr 27, 2026

    2242 Twin Fox Trail, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1995

    Last Sold Summary

    • 20% Below List Price
    • $93/SF
    • 76 Days On Market

    Last Listing Agent Beth Robinson Berkshire Hathaway Homeservices Florida Network Realty

    2242 Twin Fox Trail, Saint Augustine, FL 32086
  • /28

    $380,000

    Sold Nov 07, 2025

    924 S Garden Lake Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 2,429 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $156/SF
    • 126 Days On Market

    Current Estimated Value $389,969

    Last Listing Agent Caitlin Daugherty One Sotheby's Int (A1A Beach)

    924 S Garden Lake Dr, Saint Augustine, FL 32086
  • /17

    $235,000

    Sold Apr 09, 2026

    209 Whitland Way, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 26 Days On Market

    Current Estimated Value $241,000

    Last Listing Agent Cole Slate KELLER WILLIAMS ST JOHNS

    209 Whitland Way, Saint Augustine, FL 32086
  • /57

    $353,500

    Sold Dec 30, 2025

    38 Green Turtle Ln, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 29% Below List Price
    • $184/SF
    • 301 Days On Market

    Current Estimated Value $366,436

    Last Listing Agent Shane Radcliff Realty Exchange Commercial/Residential Brokerage

    38 Green Turtle Ln, Saint Augustine, FL 32086
  • /33

    $325,000

    Sold Sep 02, 2025

    484 Ashby Landing Way, St. Augustine, FL 32086

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

    Last Sold Summary

    • $229/SF
    • 11 Days On Market

    Current Estimated Value $327,803

    Last Listing Agent Diana O'Keefe XCELLENCE

    484 Ashby Landing Way, St. Augustine, FL 32086
  • /22

    $248,000

    Sold Aug 11, 2025

    211 Whitland Way, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft
    • Built 2018

    Last Sold Summary

    • $185/SF
    • 57 Days On Market

    Current Estimated Value $249,032

    Last Listing Agent Clair Corbett WATSON REALTY CORP

    211 Whitland Way, Saint Augustine, FL 32086
  • /36

    $407,500

    Sold Aug 28, 2025

    132 Kings Trace Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 9 Days On Market

    Current Estimated Value $421,219

    Last Listing Agent Evann Goitia Endless Summer Realty

    132 Kings Trace Dr, Saint Augustine, FL 32086
  • /26

    $247,600

    Sold Apr 20, 2026

    22 Buckley Ct, Saint Augustine, FL 32086

    • 3 Beds
    • 2.5 Baths
    • 1,499 Sq Ft
    • Built 2018

    Last Sold Summary

    • 23% Below List Price
    • $165/SF
    • 233 Days On Market

    Current Estimated Value $252,716

    Last Listing Agent Tari Taylor Premier Homes Realty, Inc.

    22 Buckley Ct, Saint Augustine, FL 32086
  • /47

    $324,000

    Sold Mar 25, 2026

    74 Ridge Lake Rd, St. Augustine, FL 32086

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $215/SF
    • 133 Days On Market

    Current Estimated Value $325,000

    Last Listing Agent Nancy DeLellis Keller Williams Realty Atlantic Partners St Augustine

    74 Ridge Lake Rd, St. Augustine, FL 32086
  • /25

    $270,000

    Sold Apr 22, 2026

    54 Ridge Lake Rd, Saint Augustine, FL 32086

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft
    • Built 2022

    Last Sold Summary

    • $182/SF
    • 3 Days On Market

    Current Estimated Value $277,000

    Last Listing Agent TERRI APODACA DAVIDSON REALTY, INC.

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

    $244,000

    Sold Mar 16, 2026

    121 Moultrie Village Ln, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $176/SF
    • 23 Days On Market

    Current Estimated Value $242,717

    Last Listing Agent COMP AGENT Comp Office-Sold

    121 Moultrie Village Ln, Saint Augustine, FL 32086
  • /44

    $225,000

    Sold Aug 01, 2025

    246 Moultrie Village Ln, St. Augustine, FL 32086

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

    Last Sold Summary

    • $164/SF
    • 20 Days On Market

    Current Estimated Value $223,153

    Last Listing Agent Haley Slightom BERKSHIRE HATHAWAY HOMESERVICES, FLORIDA NETWORK REALTY

    246 Moultrie Village Ln, St. Augustine, FL 32086
  • /29

    $165,000

    Sold Jun 10, 2026

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

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

    Last Sold Summary

    • $152/SF

    Current Estimated Value $172,731

    Last Listing Agent Trudy Padilla KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    410 S Villa San Marco Dr Unit 203, Saint Augustine, FL 32086
  • /35

    $250,000

    Sold May 22, 2026

    78 Buckley Ct, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $186/SF
    • 17 Days On Market

    Current Estimated Value $261,814

    Last Listing Agent Kelly Rogers COLDWELL BANKER VANGUARD REALTY

    78 Buckley Ct, Saint Augustine, FL 32086
  • /57

    $175,000

    Sold Jun 18, 2026

    960 Cypress Rd, St. Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $144/SF
    • 4 Days On Market

    Last Listing Agent Tanya Liebal Century 21 St Augustine Properties

    960 Cypress Rd, St. Augustine, FL 32086
  • /24

    $255,000

    Sold Aug 29, 2025

    82 Whitland Way, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft
    • Built 2017

    Last Sold Summary

    • $190/SF
    • 42 Days On Market

    Current Estimated Value $252,656

    Last Listing Agent Jimmy Diamond UNITED REAL ESTATE GALLERY

    82 Whitland Way, Saint Augustine, FL 32086
  • /14

    $269,900

    Sold Apr 24, 2026

    177 Ashby Landing Way, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Below List Price
    • $160/SF
    • 4 Days On Market

    Current Estimated Value $295,403

    Last Listing Agent Star Williams FLORIDA HOMES REALTY & MTG LLC

    177 Ashby Landing Way, Saint Augustine, FL 32086
  • /21

    $169,500

    Sold Apr 01, 2026

    305 N Villa San Marco Dr Unit 302, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 6% Below List Price
    • $156/SF
    • 15 Days On Market

    Current Estimated Value $170,283

    Last Listing Agent Eleni Lyons PELLEGO, LLC

    305 N Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
  • /39

    $372,000

    Sold May 26, 2026

    428 Chamberlain Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $203/SF
    • 50 Days On Market

    Current Estimated Value $375,530

    Last Listing Agent Susan M Binninger Ocean Breeze Property Management, LLC

    428 Chamberlain Dr, Saint Augustine, FL 32086
  • /27

    $235,000

    Sold Feb 20, 2026

    253 Whitland Way, Saint Augustine, FL 32086

    • 2 Beds
    • 2.5 Baths
    • 1,341 Sq Ft
    • Built 2018

    Last Sold Summary

    • $175/SF
    • 24 Days On Market

    Current Estimated Value $236,642

    Last Listing Agent Ryan Raymond THE NEWCOMER GROUP

    253 Whitland Way, Saint Augustine, FL 32086

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average time to sell a house in Rolling Hills, FL?
The houses for sale in Rolling Hills, FL spend an average of 58 days on the market.
What is the number of active homes for sale in Rolling Hills, FL?
There are 20 active homes for sale in Rolling Hills, FL.

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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