2,252

Rolling Hills Homes

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  • /46

    $295,000

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

    38 Ridge Lake Rd, Saint Augustine, FL 32086

    Embrace the ease of St. Augustine living in the highly desirable Park Ridge community. This thoughtfully designed 3-bedroom, 2.5-bath townhome offers 1,470 square feet of light-filled space, blending modern finishes with everyday comfort in a location that keeps you close to beaches, downtown, dining, and shopping. Striking 8-foot front and rear doors invite natural light inside, while 9-foot

    Agent Photo

    Donna Matthews

    Berkshire Hathaway Homeservices Florida Network Realty

    (833) 637-5217

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

    $2,100 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 $192,411

    Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC

    425 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
    • /32

      Est $410,073 Not Listed For Sale

      349 Fox Water Trail, Saint Augustine, FL 32086

      • 4 Beds
      • 2 Baths
      • 1,913 Sq Ft
      • Built 2019
      349 Fox Water Trail, Saint Augustine, FL 32086

      Last Sold Summary

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

      Last Sold Price $415,000

      Last Listing Agent Kira Sikes MAXREV, LLC

  • /25

    $275,000 Under Contract

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

    54 Ridge Lake Rd, Saint Augustine, FL 32086

    Designed to impress buyers seeking the quality of new construction, this exceptional 3-bedroom, 2.5-bath townhome showcases premium upgrades already in place. The first-floor open-concept design with 9-ft ceilings highlights upgraded luxury vinyl plank flooring, granite countertops, modern lighting, and Energy Star appliances. Upstairs, in addition to the secondary bedrooms, the primary suite

    Agent Photo

    TERRI APODACA

    DAVIDSON REALTY, INC.

    (866) 379-4210

    54 Ridge Lake Rd, Saint Augustine, FL 32086
  • /92

    $1,599 - $2,100 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
  • /28

    $244,000 Sold Mar 16, 2026

    121 Moultrie Village Ln, Saint Augustine, FL 32086

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

    Last Sold Summary

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

    Current Estimated Value $243,207

    Last Listing Agent Amy Taylor ENDLESS SUMMER REALTY

    121 Moultrie Village Ln, Saint Augustine, FL 32086
    • /30

      Est $317,465 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

      • 1% Above List Price
      • $188/SF
      • 146 Days On Market

      Last Sold Price $315,000

      Last Listing Agent GAIL GEORGE, GRI EXP REALTY LLC

  • /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
  • /16

    $1,998 per month

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • House for Rent

    600 Ashby Landing Way, Saint Augustine, FL 32086

    Life flows easily in this 3Bd/2Bth St. Augustine home with 1,655 sq ft. An open floor plan connects wood like vinyl and carpet floors to a kitchen with hardwood cabinets, breakfast bar, and stainless steel refrigerator, electric stove/oven, microwave, and dishwasher. Central A/C and washer and dryer hookups add comfort. Relax on the porch or patio overlooking a fenced yard with 2 car garage near

    Lauren Boyles JWB REALTY LLC

    600 Ashby Landing Way, 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 $401,894

    Last Listing Agent Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

    755 Deer Crossing Rd, Saint Augustine, FL 32086
    • /7

      Not Listed For Sale

      2604 Isabella Ave, Saint Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 990 Sq Ft
      • Built 2022
      2604 Isabella Ave, Saint Augustine, FL 32086

      Last Sold Summary

      • $197/SF
      • 116 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Tom Clarke Pacetti Realty Company, Inc

  • /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
  • /19

    $2,350 per month

    • 4 Beds
    • 2 Baths
    • 2,026 Sq Ft
    • House for Rent

    412 S 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 April 30, 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. We

    412 S Hidden Tree 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 $365,030

    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

      • $185/SF
      • 47 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Teresa Mercurio RE/MAX

  • /26

    $385,000

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

    153 Little Owl Ln, Saint Augustine, FL 32086

    A wonderful neighborhood with nice amenities at an affordable price. Ten years young. 3BR/3BA gently lived in home. Beautiful wood look tile encompasses the main living areas and master bedroom. Large master bath with walk in shower; double oversized vanity and walk in closet. The split floor plan provides the two guest bedrooms and bath their own privacy space. Formal dining is located adjacent

    Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

    153 Little Owl Ln, Saint Augustine, FL 32086
  • /31

    $2,250 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
  • /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 $383,695

    Last Listing Agent K. Jennifer Cook Compass Florida

    305 Green Turtle Ln, St. Augustine, FL 32086
    • /67

      Est $688,855 Not Listed For Sale

      116 Forest Oaks Dr, St. Augustine, FL 32086

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft
      • Built 2014
      116 Forest Oaks Dr, St. Augustine, FL 32086

      Last Sold Summary

      • 8% Below List Price
      • $300/SF
      • 14 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Phillip Turwitt XCELLENCE REALTY

  • /27

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    127 Ashby Landing Way, Saint Augustine, FL 32086

    Beautiful 3/2 Waterfront Ranch Home. Built in 2017 and looks NEW inside and out. Located in the Sub of Ashby Landing. Fantastic LOCATION very close to Shopping, Restaurants, Theater, Schools, and More! Water fountain is located directly behind home with perfect view and gentle sound. Recently outside paint, seamless gutters, sealed foundation. Ceiling Fans throughout. Cathedral ceiling in Great

    JIM WAULDRON Coldwell Banker Premier Properties (A1A Beach)

    127 Ashby Landing Way, Saint Augustine, FL 32086
  • /20

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,968 Sq Ft
    • House for Rent

    508 N Tree Garden 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 April 30, 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. We

    508 N Tree Garden 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 $319,411

    Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY

    399 Ashby Landing Way, 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

      • $200/SF
      • 27 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Sammy Hale SUPERIOR REAL ESTATE SERVICES LLC

  • /25

    $385,000 Pending

    • 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
  • /30

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 2,090 Sq Ft
    • House for Rent

    378 Ashby Landing Way, Saint Augustine, FL 32086

    This is a 2 story home in the Ashby Landing community. Ground floor has living room, kitchen, 1/2 bath. Upstairs has a loft/second living space, 3 bedrooms, 2 bathrooms and the laundry room. The neighborhood has a fenced in play ground. Tenant pays utilities.

    Danielle Kesner Historic Hideaways Realty, LLC

    378 Ashby Landing Way, 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 $238,920

    Last Listing Agent Cindy Gavin RE/MAX SPECIALISTS

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

      Est $388,563 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

      • 2% Below List Price
      • $200/SF
      • 75 Days On Market

      Last Sold Price $398,000

      Last Listing Agent PAUL WENGLOWSKY WATSON REALTY CORP

  • /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
  • /15

    $2,750 per month

    • 4 Beds
    • 2 Baths
    • 1,809 Sq Ft
    • House for Rent

    318 Fox Water Trail, Saint Augustine, FL 32086

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    318 Fox Water Trail, 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 $316,283

    Last Listing Agent Stephanie Hudgins Endless Summer Realty

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

      Est $239,545 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

      • 15% Below List Price
      • $233/SF
      • 104 Days On Market

      Last Sold Price $282,000

      Last Listing Agent Jill Cameron HEARTLAND REAL ESTATE SERVICES

  • /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
  • /28

    $1,800 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
  • /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 $181,802

    Last Listing Agent Zachary Esposito Endless Summer Realty

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

      Est $332,482 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

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

      Last Sold Price $339,000

      Last Listing Agent Dirk Schroeder CENTURY 21 ST AUGUSTINE PROPERTIES

  • /54

    $383,000

    • 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
  • /20

    $2,260 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    509 Chadwick 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 April 30, 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. We

    509 Chadwick Dr, Saint Augustine, FL 32086
  • /33

    $415,000 Sold Mar 28, 2025

    353 Green Turtle Ln, Saint Augustine, FL 32086

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

    Last Sold Summary

    • 10% Below List Price
    • $261/SF
    • 197 Days On Market

    Current Estimated Value $397,686

    Last Listing Agent Stacey Burkins Coldwell Banker Vanguard Realty (SJ)

    353 Green Turtle Ln, Saint Augustine, FL 32086
    • /31

      Est $254,167 Not Listed For Sale

      78 Buckley Ct, Saint Augustine, FL 32086

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

      Last Sold Summary

      • 18% Below List Price
      • $231/SF
      • 54 Days On Market

      Last Sold Price $310,000

      Last Listing Agent THOMAS HUTCHESON MARSH LANDING REALTY

Showing Results 1 - 40, Page 1 of 18

Home Trends in Rolling Hills, FL

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$379,500
Median Townhouse Sale Price
$239,000
Median 2 Bedroom Sale Price
$182,450
Median 1 Bedroom Sale Price
$177,000
Average Price Per Sq Ft
$200
Number of Homes for Sale
15
Last 12 months Home Sales
69
Months of Supply
2.60
Median List Price
$319,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
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