Rolling Hills Homes

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  $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

  

  Donna Matthews

  Berkshire Hathaway Homeservices Florida Network Realty

  (833) 637-5217

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

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  /92

  Starting at $1,575 Per Month

  • 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

  LUCA St. Augustine

  (904) 584-3367

  

  250 Moultrie Landing Blvd, Saint Augustine, FL 32086
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  /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 $197,671

  Last Listing Agent Jennifer Hayes COMPASS FLORIDA LLC

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

  Est $170,101 Not Listed For Sale

  435 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 2004

  435 S Villa San Marco Dr Unit 301, Saint Augustine, FL 32086

  Last Sold Summary

  • 4% Below List Price
  • $233/SF
  • 137 Days On Market

  • Last Sold Price $177,000
  • May 08, 2025

  Last Listing Agent PARKER GAILEY GAILEY ENTERPRISES LLC
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  /36

  $210,000

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

  440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086

  Discover this spacious 3-bedroom, 2-bathroom condo offering 1,260 square feet of living. Ideally located near Flagler College, St. Augustine College, and a 15 minute drive to the beach, this home features an open-concept kitchen with a large breakfast bar that seats up to 6, stainless steel appliances, and flows seamlessly into the living room--perfect for entertaining. Enjoy a dedicated dining

  

  Clair Corbett

  WATSON REALTY CORP

  (833) 928-2491

  440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086
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  /17

  $2,345 Per Month

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

  509 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 lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  (904) 584-4848

  509 Ashby Lndg Way, Saint Augustine, FL 32086
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  /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 $411,614

  Last Listing Agent Lucia Fernandez ONE SOTHEBY'S INTERNATIONAL REALTY

  755 Deer Crossing Rd, Saint Augustine, FL 32086
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  /30

  Est $326,343 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

  • 4% Above List Price
  • $188/SF
  • 146 Days On Market

  • Last Sold Price $315,000
  • Mar 13, 2024

  Last Listing Agent GAIL GEORGE, GRI EXP REALTY LLC
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  /35

  $384,900

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

  303 Deer Crossing Rd, Saint Augustine, FL 32086

  WOW!! **NO CDD fees** This beautifully-maintained home shows like a dream! The low-maintenance stucco exterior leads into a popular floor plan with a HUGE great rm, 3 spacious bedrms, a formal dining rm or hm office space, and a GORGEOUS, eat-in kitchen! Neutral colors are found thruout with 18'' ceramic tile in the main living areas & carpeted bedrms. The spacious, primary suite features an

  Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

  303 Deer Crossing Rd, Saint Augustine, FL 32086
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  /15

  $2,235 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

  (904) 231-9822

  318 Fox Water Trail, Saint Augustine, FL 32086
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  $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 $369,756

  Last Listing Agent Thomas Quigg COLDWELL BANKER PREMIER PROPERTIES

  256 N Hidden Tree Dr, Saint Augustine, FL 32086
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  /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
  • Aug 31, 2023

  Last Listing Agent Teresa Mercurio RE/MAX
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  /2

  $465,000

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

  257 N Churchill Dr, Saint Augustine, FL 32086

  Welcome to your new home! Located within the Hidden Lakes subdivision, this home has been impeccably upgraded and maintained. Located on a .36 acre homesite with beautiful wooded preserve views, the home has extensive exterior upgrades. These upgrades include: a fully fenced lot, mature fruit trees with a full irrigation system, a 27x24 paver patio with lighted columns, firepit, a 10x8 Tuff shed,

  Jason Rowe Sunshine Realty & Vacation Rentals, LLC

  257 N Churchill Dr, Saint Augustine, FL 32086
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  /21

  $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

  RYAN BURKHARDT ONE SOTHEBY'S INTERNATIONAL REALTY

  129 Moultrie Village Ln, Saint Augustine, FL 32086
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  /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 $380,160

  Last Listing Agent K. Jennifer Cook Compass Florida

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

  Est $708,847 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

  • 5% Below List Price
  • $300/SF
  • 14 Days On Market

  • Last Sold Price $750,000
  • Jun 15, 2023

  Last Listing Agent Phillip Turwitt XCELLENCE REALTY INC
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  /48

  $379,999 Under Contract

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

  353 Green Turtle Ln, Saint Augustine, FL 32086

  Welcome to the beautifully maintained Deerfield Preserve, a premier family-friendly community in the heart of St. Augustine. This move-in-ready ranch-style home features an ideal split-bedroom floor plan spanning 1,591 square feet, designed to elevate everyday comfort and modern living. The heart of the home is a well-appointed kitchen featuring a gas range, breakfast bar, and an open floor plan

  Shelby Hodges Keller Williams Realty Atlantic Partners St Augustine

  353 Green Turtle Ln, Saint Augustine, FL 32086
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  /21

  $2,125 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,470 Sq Ft
  • Townhouse for Rent

  70 Ridge Lake Rd, Saint Augustine, FL 32086

  When renting in Park Ridge, you’re not just getting a townhome — you’re embracing the true St. Augustine way of life. This beautifully built 3-bedroom, 2.5-bathroom townhome offers 1,470 square feet of comfortable living in a prime location that puts you close to everything. Just minutes from Walmart, Lowe’s, restaurants, and everyday shopping, this community makes daily errands quick and

  70 Ridge Lake Rd, Saint Augustine, FL 32086
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  /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 $325,476

  Last Listing Agent Michelle Ortelli COLDWELL BANKER VANGUARD REALTY

  399 Ashby Landing Way, Saint Augustine, FL 32086
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  /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
  • Jan 19, 2024

  Last Listing Agent Sammy Hale SUPERIOR REAL ESTATE SERVICES LLC
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  /38

  $490,000

  • 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
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  /31

  $2,100 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
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  /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
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  /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

  • $145/SF
  • 37 Days On Market

  • Last Sold Price $243,000
  • Mar 27, 2025

  Last Listing Agent Sondra Tracy EDGEWATER REALTY LLC
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  /39

  $379,000 Under Contract

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

  428 Chamberlain Dr, Saint Augustine, FL 32086

  Situated in a tranquil and well-established neighborhood, this spacious three-bedroom, two-bathroom residence offers views of an adjacent lake and features a fully screened porch ideal for morning coffee. The interior has been updated with new carpeting and fresh paint throughout interior and exterior. The roof was replaced in June 2022. Microwave and dishwasher were replaced 2026. The property

  Susan M Binninger Ocean Breeze Property Management, LLC

  428 Chamberlain Dr, Saint Augustine, FL 32086
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  /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
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  /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 $322,031

  Last Listing Agent Stephanie Hudgins Endless Summer Realty

  434 Ashby Landing Way, Saint Augustine, FL 32086
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  /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

  • $133/SF
  • 194 Days On Market

  • Last Sold Price $230,000
  • Apr 22, 2025

  Last Listing Agent Roxanne Coleman RoxStar Realty
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  /28

  $389,900

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft

  304 N Hidden Tree Dr, Saint Augustine, FL 32086

  JUST LISTED in the Hideaway at Old Moultrie Neighborhood! BUYER INCENTIVE: SELLER PAYING up to 2% of purchase price towards Buyer's closing costs! (must be written into offer at time of contract). Great convenient location to St Augustine with nearby schools and shopping. Home features freshly painted interior with Sherwin Williams ProMar paint providing neutral colors throughout this light and

  Bradley Officer RE/MAX SPECIALISTS

  304 N Hidden Tree Dr, Saint Augustine, FL 32086
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  /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 $165,453

  Last Listing Agent Zachary Esposito Endless Summer Realty

  405 S Villa San Marco Dr Unit 302, Saint Augustine, FL 32086
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  /34

  Est $399,170 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

  • $200/SF
  • 75 Days On Market

  • Last Sold Price $398,000
  • Oct 31, 2023

  Last Listing Agent PAUL WENGLOWSKY WATSON REALTY CORP
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  /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
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  /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
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  /2

  Est $243,666 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

  • 14% Below List Price
  • $233/SF
  • 104 Days On Market

  • Last Sold Price $282,000
  • Oct 05, 2023

  Last Listing Agent Jill Cameron HEARTLAND REAL ESTATE SERVICES
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  /4

  $199,999

  • Land
  • 32,670 Sq Ft
  • $266,665 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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  /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 $234,534

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

  80 Whitland Way, Saint Augustine, FL 32086
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  /36

  Est $333,716 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
  • Apr 12, 2024

  Last Listing Agent Dirk Schroeder CENTURY 21 ST AUGUSTINE PROPERTIES
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  /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
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  /33

  $215,000 Sold May 29, 2025

  74 Moultrie Village Ln, Saint Augustine, FL 32086

  • 3 Beds
  • 2.5 Baths
  • 1,260 Sq Ft
  • Built 2008

  Last Sold Summary

  • $171/SF
  • 18 Days On Market

  Current Estimated Value $214,607

  Last Listing Agent Kyle Perez GAILEY ENTERPRISES LLC

  74 Moultrie Village Ln, Saint Augustine, FL 32086
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  /42

  Est $251,474 Not Listed For Sale

  60 Buckley Ct, Saint Augustine, FL 32086

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

  60 Buckley Ct, Saint Augustine, FL 32086

  Last Sold Summary

  • 19% Below List Price
  • $231/SF
  • 38 Days On Market

  • Last Sold Price $310,000
  • Feb 16, 2024

  Last Listing Agent THOMAS HUTCHESON MARSH LANDING REALTY

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