58

Recently Sold Rolling Hills Homes

Section Image
  • /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 $300,000

    Last Listing Agent Evann Goitia Endless Summer Realty

    105 Ridge Lake 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 $382,158

    Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

    256 N Hidden Tree Dr, 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 $366,710

    Last Listing Agent Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

    303 Deer Crossing Rd, 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 $387,902

    Last Listing Agent K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. 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
  • /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 $366,504

    Last Listing Agent NON MLS NON MLS (realMLS)

    509 Deer Crossing Rd, St. 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 $165,891

    Last Listing Agent Zachary Esposito Endless Summer Realty

    405 S Villa San Marco Dr Unit 302, 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 $222,807

    Last Listing Agent Maureen Aspinwall Momentum Realty

    237 Moultrie Village Ln, 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 $356,157

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

    153 Little Owl Ln, 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
  • /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 $348,126

    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 $437,920

    Last Listing Agent Ciara Ward RE/MAX BLUE COAST

    228 Fox Water Trail, St. Augustine, FL 32086
  • /25

    $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

    • $165/SF
    • 269 Days On Market

    Current Estimated Value $257,256

    Last Listing Agent Adam Taylor PREMIER HOMES REALTY INC

    22 Buckley Ct, Saint 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 $239,256

    Last Listing Agent Brad Barfield One Sotheby's - Downtown

    187 Whitland Way, Saint 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 $388,763

    Last Listing Agent Lorraine Manna Exp Realty

    709 Deer Crossing Rd, Saint Augustine, FL 32086
  • /35

    $452,500

    Sold Jun 29, 2026

    257 N Churchill Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 2,060 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 52 Days On Market

    Current Estimated Value $458,385

    Last Listing Agent Jason Rowe Sunshine Realty & Vacation Rentals, LLC

    257 N Churchill Dr, 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 $190,066

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

    410 S Villa San Marco Dr Unit 106, 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 $355,546

    Last Listing Agent Andrew Birchall Birchall and Company Real Estate

    157 N Churchill Dr, Saint Augustine, FL 32086
  • /42

    $197,000

    Sold Aug 11, 2026

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 2004

    Last Sold Summary

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

    Current Estimated Value $210,436

    Last Listing Agent Rosangely Osorio CROSSVIEW REALTY

    405 S Villa San Marco Dr Unit 208, 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 $395,678

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

    924 S Garden Lake Dr, Saint Augustine, FL 32086
  • /35

    $155,000

    Sold Aug 06, 2026

    415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 28% Below List Price
    • $143/SF
    • 384 Days On Market

    Current Estimated Value $198,622

    Last Listing Agent Gloria Worley Century 21 St Augustine Properties

    415 S Villa San Marco Dr Unit 205, 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 $235,000

    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, St. 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 $374,912

    Last Listing Agent Shane Radcliff Realty Exchange Commercial/Residential Brokerage

    38 Green Turtle Ln, St. 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 $257,256

    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 $328,000

    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 $271,000

    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 $246,753

    Last Listing Agent COMP AGENT Comp Office-Sold

    121 Moultrie Village Ln, Saint 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 $166,133

    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

    $366,000

    Sold Jul 31, 2026

    367 Green Turtle Ln, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft
    • Built 2018

    Last Sold Summary

    • $234/SF
    • 23 Days On Market

    Current Estimated Value $368,537

    Last Listing Agent Kevin Howard Endless Summer Realty

    367 Green Turtle Ln, 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 $250,979

    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
  • /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 $277,622

    Last Listing Agent Star Williams FLORIDA HOMES REALTY & MTG LLC

    177 Ashby Landing Way, Saint Augustine, FL 32086
  • /53

    $390,000

    Sold Aug 31, 2026

    86 Little Owl Ln, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,797 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $217/SF
    • 6 Days On Market

    Current Estimated Value $403,931

    Last Listing Agent Justin Petrucci Beach State Realty

    86 Little Owl Ln, 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 $169,960

    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 $369,754

    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 $239,394

    Last Listing Agent Ryan Raymond THE NEWCOMER GROUP

    253 Whitland Way, Saint Augustine, FL 32086
  • /61

    $352,500

    Sold Jul 02, 2026

    141 N Churchill Dr, Saint Augustine, FL 32086

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $259/SF
    • 68 Days On Market

    Current Estimated Value $361,918

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

    141 N Churchill Dr, Saint Augustine, FL 32086
  • /31

    $290,000

    Sold May 26, 2026

    22 Ridge Lake Rd, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 103 Days On Market

    Current Estimated Value $291,000

    Last Listing Agent Kevin Howard Endless Summer Realty

    22 Ridge Lake Rd, Saint Augustine, FL 32086
  • /132

    $415,000

    Sold Mar 04, 2026

    197 Fox Water Trail, St. Augustine, FL 32086

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Above List Price
    • $202/SF
    • 3 Days On Market

    Current Estimated Value $411,988

    Last Listing Agent TESSA KLINE KELLER WILLIAMS ST JOHNS

    197 Fox Water Trail, St. 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 60 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
$335,500
Median Single Family Sale Price
$378,187
Median Townhouse Sale Price
$244,000
Median 2 Bedroom Sale Price
$221,000
Average Price Per Sq Ft
$198
Number of Homes for Sale
20
Last 12 months Home Sales
72
Months of Supply
3.30
Median List Price
$364,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
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