Rolling Hills Homes

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  /26

  $305,000

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

  54 Ridge Lake Rd, Saint Augustine, FL 32086

  Reside in Park Ridge and discover the St. Augustine lifestyle, where coastal charm and historic character meet modern living. This 3-bedroom, 2.5-bath townhome places you minutes from the city's vibrant downtown, filled with cobblestone streets, unique shops, and award-winning dining. Spend weekends on the sandy shores of St. Augustine Beach, catch live music at the St. Augustine Amphitheatre, or

  

  TERRI APODACA

  DAVIDSON REALTY, INC.

  (855) 612-6172

  54 Ridge Lake Rd, Saint Augustine, FL 32086
• Explore Rolling Hills

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  /13

  $950 per month

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • House for Rent

  2605 Dobbs Rd Unit D, St. Augustine, FL 32086

  Welcome to your new cozy haven! This 1-bedroom, 1-bathroom apartment offers simplicity and comfort in a central, peaceful setting. If you're looking for an affordable place that's convenient and homey, this is the one for you. Here's what makes this apartment special: Comfortable Layout: Enjoy a practical layout that feels just right - no frills, just what you need. Roomy Kitchen: The kitchen is

  

  Sammy Hale

  Superior Real Estate Services

  (855) 983-0288

  2605 Dobbs Rd Unit D, 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 $198,954

  Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC

  425 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
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  /40

  Est $331,860 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  217 Mystic Castle Dr, Saint Augustine, FL 32086

  217 Mystic Castle Dr, Saint Augustine, FL 32086
• 

  

  

  /40

  $355,000 Under Contract

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

  421 Chamberlain Dr, Saint Augustine, FL 32086

  Welcome to 421 Chamberlain Drive — a beautifully maintained 3 bedroom, 2 bathroom home in the heart of St. Augustine, offering comfort, convenience, and peace of mind. Ideally located just minutes from top-rated schools, Flagler Hospital, and St. Augustine University, it’s a perfect fit for medical and education professionals, students, or anyone who wants quick access to everyday essentials.

  Paul Wenglowsky Keller Williams Realty Atlantic Partners St Augustine

  421 Chamberlain Dr, Saint Augustine, FL 32086
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  /50

  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 2,043 Sq Ft
  • House for Rent

  237 N Hidden Tree Dr, Saint Augustine, FL 32086

  Welcome to 237 N. Hidden Tree Drive, a beautifully maintained home tucked away on a quiet pond in the desirable community of Hideaway at Old Moultrie. This spacious single-level residence features 4 bedrooms, 2 bathrooms, and more than 2,000 square feet of comfortable living space. This gorgeous home is also available for purchase if tenants are interested. An inviting open-concept layout

  

  Elizabeth Kelly

  ONE SOTHEBYS INTERNATIONAL

  (877) 834-4931

  237 N Hidden Tree Dr, 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 $407,412

  Last Listing Agent Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

  755 Deer Crossing Rd, Saint Augustine, FL 32086
• 

  

  /21

  Est $394,851 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  264 N Hidden Tree Dr, Saint Augustine, FL 32086

  264 N Hidden Tree Dr, Saint Augustine, FL 32086
• 

  

  /18

  $212,000 Pre-Foreclosure

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

  62 Buckley Ct, Saint Augustine, FL 32086

  Welcome to this charming 2 bed 2 bath townhome in beautiful Saint Augustine. This light and bright home offers an open living area, spacious bedrooms, and a functional kitchen with plenty of storage. Enjoy peaceful mornings on your private patio or take advantage of the community amenities. Located just minutes from shopping dining and everyday conveniences along US 1 and only a short drive to

  Josiah Tripp NEXTHOME COAST2COAST

  62 Buckley Ct, Saint Augustine, FL 32086
• 

  

  /25

  $2,300 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

  

  Wanda Sawyer

  Grey Haven Real Estate Inc

  (888) 318-7597

  295 Green Turtle Ln, St. Augustine, FL 32086
• 

  

  /28

  $210,000 Sold Jan 21, 2025

  305 S Villa San Marco Dr Unit 207, St. Augustine, FL 32086

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

  Last Sold Summary

  • $167/SF
  • 117 Days On Market

  Current Estimated Value $213,126

  Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC

  305 S Villa San Marco Dr Unit 207, St. Augustine, FL 32086
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  /30

  Est $279,358 Not Listed For Sale

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

  31 Whitland Way, St. Augustine, FL 32086

  31 Whitland Way, St. Augustine, FL 32086
• 

  

  /4

  $225,000

  • Land
  • 0.75 Acre
  • $300,000 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
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  /92

  $1,499 - $2,645 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
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  /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

  Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

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

  

  /30

  Est $334,913 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  556 Ashby Landing Way, Saint Augustine, FL 32086

  556 Ashby Landing Way, Saint Augustine, FL 32086
• 

  

  /39

  $387,500

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

  305 Green Turtle Ln, St. Augustine, FL 32086

  ** NEW PRICE!** Opportunity is knocking at this beautiful 3-bedroom home in the popular community of Deerfield Preserve, conveniently located and within a short drive to the historic downtown district, beaches, hospitals, restaurants, shopping and I-95. The kitchen is the heart of the home, which features a large island, granite counters and eat-in dining area. The spacious living room looks out

  K. Jennifer Cook Compass Florida

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

  

  /22

  $1,850 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
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  /57

  $395,000 Sold Mar 07, 2025

  116 King's Trace Dr, St. Augustine, FL 32086

  • 4 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • Built 2013

  Last Sold Summary

  • $202/SF
  • 41 Days On Market

  Current Estimated Value $393,792

  Last Listing Agent Debby Duenow Watson Realty Corp (US1 South)

  116 King's Trace Dr, St. Augustine, FL 32086
• 

  

  /31

  Est $363,315 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  468 Ashby Landing Way, Saint Augustine, FL 32086

  468 Ashby Landing Way, Saint Augustine, FL 32086
• 

  

  /21

  $185,000

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

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

  Effortless living awaits in the sought-after Villa San Marco community! This beautifully maintained 2BR/2BA condo offers a bright open floor plan with split bedrooms for privacy, new flooring throughout, fresh paint, and tranquil preserve views from every window. The kitchen with island seating and breakfast nook flows seamlessly into the living area—perfect for entertaining. Enjoy peaceful

  Zachary Esposito ENDLESS SUMMER REALTY

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

  /2

  $2,885 per month

  • 4 Beds
  • 3 Baths
  • 2,094 Sq Ft
  • House for Rent

  109 King's Manor Ct, 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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  109 King's Manor Ct, 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 $324,572

  Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY

  399 Ashby Landing Way, Saint Augustine, FL 32086
• 

  

  /7

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 990 Sq Ft

  2604 Isabella Ave, Saint Augustine, FL 32086

  2604 Isabella Ave, Saint Augustine, FL 32086
• 

  

  /51

  $449,000

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

  228 Fox Water Trail, St. Augustine, FL 32086

  Live the St. Augustine lifestyle in this beautifully upgraded 4BR/2BA home! Step inside to a bright, open layout featuring durable tile flooring, granite countertops, stainless steel appliances (just over a year old), and modern matching light fixtures throughout. The spacious primary suite offers a large walk-in closet, and the home includes a NEW HVAC system for year-round comfort. Enjoy major

  Anh Hoang Keller Williams Realty Atlantic Partners St Augustine

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

  

  /13

  $1,675 per month

  • 2 Beds
  • 2.5 Baths
  • 1,372 Sq Ft
  • Townhouse for Rent

  87 Moultrie Village Ln, Saint Augustine, FL 32086

  Charming townhome nestled in Moultrie Village, offering two spacious bedroom suites. Enjoy an open floor-plan with a well-appointed kitchen that showcases oversized espresso-finished cabinets. The living room features a convenient half-bath, while the first floor also includes a garage and a patio with a serene pond view. The second floor comes with a stacked washer and dryer for your

  Jason Fragale Bridge of Lions Realty, Inc.

  87 Moultrie Village Ln, Saint Augustine, FL 32086
• 

  

  /45

  $218,000 Sold Jan 17, 2025

  440 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086

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

  Last Sold Summary

  • 9% Below List Price
  • $201/SF
  • 222 Days On Market

  Current Estimated Value $212,004

  Last Listing Agent Mary Kelley Kryzwick Berkshire Hathaway Homeservices Florida Network Realty

  440 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
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  /36

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2221 Twin Fox Trail, Saint Augustine, FL 32086

  2221 Twin Fox Trail, Saint Augustine, FL 32086
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  /34

  $230,000

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

  410 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086

  Spacious 2 bedroom/2 bath split bedroom floor plan. The unit has a screened in balcony. New A/C 2025, wood flooring, bathrooms, kitchen. Community amenities include a clubhouse with pool and fitness center. Location is ideal being close to I-95, colleges, stores, restaurants, historic St. Augustine and minutes to the beach.

  Luis Cancel GLOBAL BROKERS RLTY OF FLORIDA

  410 S Villa San Marco Dr Unit 303, Saint Augustine, FL 32086
• 

  

  /20

  $2,540 per month

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft
  • House for Rent

  304 N Hidden Tree Dr, Saint Augustine, FL 32086

  Special offer: Pay just $500 of your base rent (taxes and fees not included) as your security deposit, valid for new applicants who sign a 12-month lease by December 31, 2025. 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 work to

  304 N Hidden Tree Dr, Saint Augustine, FL 32086
• 

  

  /32

  $415,000 Sold Mar 14, 2025

  349 Fox Water Trail, Saint Augustine, FL 32086

  • 4 Beds
  • 2 Baths
  • 1,913 Sq Ft
  • Built 2019

  Last Sold Summary

  • $217/SF
  • 180 Days On Market

  Current Estimated Value $417,312

  Last Listing Agent Kira Sikes MAXREV, LLC

  349 Fox Water Trail, Saint Augustine, FL 32086
• 

  

  /67

  Est $712,759 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  116 Forest Oaks Dr, St. Augustine, FL 32086

  116 Forest Oaks Dr, St. Augustine, FL 32086
• 

  

  /30

  $234,900 Under Contract

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

  187 Whitland Way, Saint Augustine, FL 32086

  Beautifully upgraded 2 bedroom, 2.5 bath townhome in the desirable Cypress Bay community. This well-maintained property features an open-concept layout with a stylish upgraded kitchen, modern flooring throughout, and plenty of natural light. Upstairs, you’ll find two spacious bedrooms each with their own private bath, offering comfort and convenience. The home also includes a 1-car garage and a

  Brad Barfield One Sotheby's - Downtown

  187 Whitland Way, Saint Augustine, FL 32086
• 

  

  /19

  $1,900 per month

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

  55 Buckley Ct, Saint Augustine, FL 32086

  A terrific, well maintained 3/2.5. This townhome is a quick bike ride to the new USA Building, rock climbing and Planet fitness club! Fenced back yard with patio and beautiful outdoor space. One car garage and great location, close to down and the beaches, Flagler College and University of St. Augustine. Great for students or young professionals! NO SMOKING/ NO PETS Call today, won't last long!

  Kerri Harvey Sunshine Realty & Vacation Rentals, LLC

  55 Buckley Ct, 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 $237,599

  Last Listing Agent Cindy Gavin RE/MAX SPECIALISTS

  225 Whitland Way, Saint Augustine, FL 32086
• 

  

  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 676 Sq Ft

  2644 Gorda Bella Ave, Saint Augustine, FL 32086

  2644 Gorda Bella Ave, Saint Augustine, FL 32086
• 

  

  /25

  $399,900

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

  709 Deer Crossing Rd, Saint Augustine, FL 32086

  Here's your golden ticket to snag a gem in the sought-after Deerfield Preserve! This charming abode boasts 4 bedrooms, with not one, but TWO master suites! Nestled in a lively gas community, you'll enjoy a fabulous amenity center complete with a gym, pool, playground, and soccer field, all encircled by a delightful walking trail. Carpet-phobes rejoice—this home features stylish tile and LPV

  Lorraine Manna Exp Realty

  709 Deer Crossing Rd, Saint Augustine, FL 32086
• 

  

  /16

  $2,455 per month

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • House for Rent

  244 N 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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  244 N Hidden Tree Dr, Saint Augustine, FL 32086
• 

  

  /37

  $380,000 Sold Mar 05, 2025

  916 S Garden Lake Dr, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 2,210 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $172/SF
  • 6 Days On Market

  Current Estimated Value $382,692

  Last Listing Agent Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

  916 S Garden Lake Dr, Saint Augustine, FL 32086
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  /47

  Est $493,388 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,483 Sq Ft

  300 Mystic Castle Dr, Saint Augustine, FL 32086

  300 Mystic Castle Dr, Saint Augustine, FL 32086

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