Saint Augustine South, FL Homes

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  /45

  $390,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  111 Lobelia Rd, Saint Augustine, FL 32086

  **UPDATED**SPLIT BED FLOORPLAN**GREAT LOCATION** Welcome home to this beautifully updated residence that perfectly blends modern luxury with everyday comfort. The OPEN LAYOUT immediately impresses, featuring a spacious living room centered around a cozy FIREPLACE and gorgeous wood-like flooring and tile throughout. The stylish kitchen boasts top of the line appliances, and a modern backsplash and

  

  Chad Neumann

  CHAD AND SANDY REAL ESTATE GROUP

  111 Lobelia Rd, Saint Augustine, FL 32086
• Explore Saint Augustine South

• 

  

  

  /35

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • House for Rent

  1404 San Jose Rd, Saint Augustine, FL 32086

  This home is located in St Augustine South offers 3 bedrooms 2 baths and almost 1278 sq ft of living space. From your front yard you can see Shore Drive and views of the Intracoastal. Home has an updated deck, yard as turf, inside the house getting fresh paint. This home has great space for family. First month rent $2500, last month rent $2500, Security deposit $2500.00. NO PET'S ALLOWED. Garage

  

  Jonathan Chapman

  Endless Summer Realty

  1404 San Jose Rd, Saint Augustine, FL 32086
• 

  

  /2

  $275,000

  Sold Aug 22, 2025

  140 Wisteria Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $223/SF
  • 4 Days On Market

  Current Estimated Value $385,928

  Last Listing Agent Natalie Canon Keller Williams Realty Atlantic Partners St Augustine

  140 Wisteria Rd, Saint Augustine, FL 32086
• 

  

  

  /28

  Est $151,500

  Not Listed For Sale

  0 Terrapin Rd - Lots 496 & 497, Saint Augustine, FL 32086

  0 Terrapin Rd - Lots 496 & 497, Saint Augustine, FL 32086

  Last Sold Summary

  • 255 Days On Market
• 

  

  

  /43

  $459,000

  • 4 Beds
  • 2 Baths
  • 1,757 Sq Ft

  409 Lobelia Rd, Saint Augustine, FL 32086

  Perfectly positioned on a generous TRIPLE LOT on a quiet, sought-after street, this beautifully maintained 4-bedroom, 2-bath home is located in the beloved St. Augustine South community--where residents enjoy two boat ramps, Intracoastal walking trails, and NO HOA or CDD fees. Located in preferred Flood Zone X, the fully fenced yard provides plenty of room for your boat, RV, and beach toys, plus

  

  Farah Williamson

  INI REALTY

  409 Lobelia Rd, Saint Augustine, FL 32086
• 

  

  /20

  $3,806

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Condo for Rent

  804 Queen Rd Unit SI ID1578581P, St. Augustine, FL 32086

  The advertised rate of $3,807/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  804 Queen Rd Unit SI ID1578581P, St. Augustine, FL 32086
• 

  

  /24

  $140,000

  Sold Dec 17, 2025

  130 Cornell Rd, Saint Augustine, FL 32086

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft
  • Built 1982

  Last Sold Summary

  • 40% Below List Price
  • $150/SF
  • 78 Days On Market

  Current Estimated Value $191,903

  Last Listing Agent Steven Koleno Beycome Brokerage Realty

  130 Cornell Rd, Saint Augustine, FL 32086
• 

  

  /33

  Est $502,057

  Not Listed For Sale

  403 Royal Rd, Saint Augustine South, FL 32086

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Built 2025

  403 Royal Rd, Saint Augustine South, FL 32086

  Last Sold Summary

  • 303 Days On Market
• 

  

  /64

  $400,000

  $125K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft

  240 Jasmine Rd, Saint Augustine, FL 32086

  Welcome to this gorgeous renovated 3 bed 2 bath home with many upgrades! Located in the heart of the desirable Saint Augustine South neighborhood with no HOA so bring your boat or RV. Vaulted ceilings open up the living and dining areas with abundant natural light from large skylights. A split floor plan offers more privacy to the primary bedroom where you can enjoy a soak in your cast iron,

  

  Peter Fearing

  Great Expectations Realty

  240 Jasmine Rd, Saint Augustine, FL 32086
• 

  

  /26

  $1,995 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,375 Sq Ft
  • House for Rent

  253 Cowry Rd, Saint Augustine, FL 32086

  This 3 bedroom/2 bath home has a large living room with wood-burning fireplace and an eat in kitchen. The master bedroom us spacious and home has a large fenced in back yard and a screened in porch with wooden deck. Just a short drive to downtown St. Augustine, the beaches, restaurants and shopping. Owner manages property once rented.

  SAMANTHA FISHER Ponte Vedra Club Realty, Inc

  253 Cowry Rd, Saint Augustine, FL 32086
• 

  

  /29

  $292,000

  Sold Aug 04, 2025

  424 Orchis Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $200/SF
  • 19 Days On Market

  Current Estimated Value $306,920

  Last Listing Agent Cameron Smith STA Realty LLC

  424 Orchis Rd, Saint Augustine, FL 32086
• 

  

  /86

  Est $419,883

  Not Listed For Sale

  112 Hercules Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 2003

  112 Hercules Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 43 Days On Market
• 

  

  /54

  $429,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft

  101 Argonaut Rd, Saint Augustine, FL 32086

  Welcome to the perfect blend of coastal living and modern convenience in St. Augustine. This stunning fully renovated 3-bedroom, 2-bathroom home sits on a very generous lot offering plenty of outdoor space and room to spread out. The roof, appliances, wine fridge, HVAC, and hot water heater are all newer so you can move right in and start enjoying immediately. Bring your boat, and your RV, as a

  

  Kevin Hanley

  KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE

  101 Argonaut Rd, Saint Augustine, FL 32086
• 

  

  /37

  $2,090 Per Month

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • Charming & Modern 3-Bedroom Home with Bright Open Layout!

  223 Osprey Rd, Saint Augustine, FL 32086

  Step into this beautifully maintained home featuring a stylish kitchen with sleek black appliances, a spacious island, and a pantry for all your storage needs. Natural light floods the open-concept living area through sliding glass doors that lead to a private back patio — perfect for relaxing or entertaining. The primary suite offers a peaceful retreat with a large walk-in closet, a stand-up

  223 Osprey Rd, Saint Augustine, FL 32086
• 

  /2

  $135,000

  Sold Nov 28, 2025

  0 Aspen Rd, Saint Augustine, FL 32086

  • Land
  • 9,975 Sq Ft
  • $589,520 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 58 Days On Market

  Last Listing Agent Carol Tunis Florida Homes Realty & Mortgage

  0 Aspen Rd, Saint Augustine, FL 32086
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  /34

  Est $491,900

  Not Listed For Sale

  103 Linden Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1973

  103 Linden Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 33 Days On Market
• 

  

  /63

  $425,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,073 Sq Ft

  111 Swallow Rd, Saint Augustine, FL 32086

  Ready to escape the HOA? Welcome to St. Augustine South, one of St. Augustine's most convenient and sought-after neighborhoods where no HOA restrictions mean the freedom to truly live your way. Park your boat right in the driveway, then head to one of two nearby community boat ramps with direct access to Matanzas River and Moultrie Creek. This move-in ready home blends comfort, flexibility, and

  

  NIKOL SPARKS

  KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  111 Swallow Rd, Saint Augustine, FL 32086
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  /47

  $422,000

  Sold Jun 09, 2026

  229 Yale Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2.5 Baths
  • 1,436 Sq Ft
  • Built 2001

  Last Sold Summary

  • 11% Below List Price
  • $294/SF
  • 63 Days On Market

  Current Estimated Value $469,074

  Last Listing Agent Sherri Davies Berkshire Hathaway Homeservices Florida Network Realty

  229 Yale Rd, Saint Augustine, FL 32086
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  /16

  Est $511,750

  Not Listed For Sale

  101 Cowry Rd, Saint Augustine, FL 32086

  • 3 Beds
  • Built 2025

  101 Cowry Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 13 Days On Market
• 

  

  /12

  $1,100,000

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  2570 U S 1, St. Augustine, FL 32086

  Investment opportunity!! 100 feet of frontage on US 1 S in a prime location. 4 opportunities on one .56 acre lot. A residential home that is currently rented yearly (May renewal). A 2,882 sq ft building that houses a beauty shop with 8 weekly booth rentals and a gun shop that is currently leased. Lastly there this a separate oversized garage that can be rented as well. Walmart is situated across

  

  Ashley Pieratt

  EXP REALTY LLC

  2570 U S 1, St. Augustine, FL 32086
• 

  

  /33

  $525,000

  Sold Mar 10, 2026

  103 Cowry Rd, St. Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Below List Price
  • $317/SF
  • 105 Days On Market

  Current Estimated Value $511,750

  Last Listing Agent Isabell Stewart Florida Homes Realty & Mortgage

  103 Cowry Rd, St. Augustine, FL 32086
• 

  

  /15

  Est $319,561

  Not Listed For Sale

  702 Saint Augustine Dr S, Saint Augustine, FL 32086

  • 3 Beds
  • 1 Bath
  • 1,135 Sq Ft
  • Built 1964

  702 Saint Augustine Dr S, Saint Augustine, FL 32086

  Last Sold Summary

  • 50 Days On Market
• 

  

  /21

  $575,000

  Under Contract

  • 1,300 Sq Ft

  1404 Shore Dr, Saint Augustine, FL 32086

  Land value. Existing home can be gutted to the block and redone. Six lots total. Can build two additional homes on the property.

  

  Cheri Phillips LaVigne

  CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST

  1404 Shore Dr, Saint Augustine, FL 32086
• 

  

  /49

  $475,000

  Sold May 14, 2026

  421 Orchis Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 1991

  Last Sold Summary

  • $305/SF
  • 27 Days On Market

  Current Estimated Value $468,690

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

  421 Orchis Rd, Saint Augustine, FL 32086
• 

  

  /50

  Est $329,607

  Not Listed For Sale

  122 Osprey Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 2015

  122 Osprey Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 45 Days On Market
• 

  

  /45

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  110 Osprey Rd, Saint Augustine, FL 32086

  Welcome to 110 Osprey Rd, a fully renovated coastal retreat in the highly desirable Saint Augustine South community. This move-in ready 3-bedroom, 2-bath home offers 1,385 sq. ft. of beautifully updated living space, a 2-car garage, and a screened porch, all just minutes from Historic Downtown St. Augustine and the beaches. **Showings will take place July 11th - 24th** Major upgrades provide

  

  E BETSY Kelly

  ONE SOTHEBYS INTERNATIONAL

  110 Osprey Rd, Saint Augustine, FL 32086
• 

  

  /57

  $540,000

  Sold Jun 02, 2026

  109 Azalea Rd, St. Augustine, FL 32086

  • 4 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Built 2024

  Last Sold Summary

  • $337/SF
  • 33 Days On Market

  Current Estimated Value $481,312

  Last Listing Agent Charles Lawrence Lighthouse Realty Associates

  109 Azalea Rd, St. Augustine, FL 32086
• 

  

  /39

  Est $373,072

  Not Listed For Sale

  124 Dory Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 2019

  124 Dory Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 31 Days On Market
• 

  

  /97

  $900,000

  New Construction $200K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft

  132 Terrapin Rd, St. Augustine, FL 32086

  GORGEOUS INTRACOASTAL VIEWS FROM THIS STUNNING NEW CONSTRUCTION! Luxury 4BR/2.5BA with 2,670 SQFT. Paved driveway leads you to huge front porch with unobstructed ICW views. Front door opens to an ELEVATOR or staircase leading to the 2nd floor featuring open floor plan living area with crown molding, shiplap siding, designer lighting & premium flooring throughout. Gourmet kitchen with custom

  

  Debby Duenow

  Watson Realty Corp (US1 South)

  132 Terrapin Rd, St. Augustine, FL 32086
• 

  

  /18

  $275,000

  Sold Dec 02, 2025

  426 Jasmine Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $187/SF
  • 9 Days On Market

  Current Estimated Value $290,905

  Last Listing Agent Daniel Lang Sunshine Realty & Vacation Rentals, LLC

  426 Jasmine Rd, Saint Augustine, FL 32086
• 

  

  /34

  Est $416,892

  Not Listed For Sale

  302 San Jose Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1985

  302 San Jose Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 26 Days On Market
• 

  

  /54

  $379,000

  $7K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  330 Segovia Rd, Saint Augustine, FL 32086

  Discover relaxed Florida living in this 3BR/2BA home, built in 2004 and ideally located in the sought-after St. Augustine South Sub. Just around the corner from two community boat ramps, the scenic Shore Drive walking path, and just 15 minutes to the beach. Inside, you’ll find tile flooring throughout the main living areas, a split floorplan, a huge kitchen, and cathedral/tray ceilings creating

  Cydney Colson Coldwell Banker Premier Properties (Historic Office)

  330 Segovia Rd, Saint Augustine, FL 32086
• 

  

  /56

  $295,000

  Sold Mar 18, 2026

  345 Cypress Rd, Saint Augustine, FL 32086

  • 2 Beds
  • 1 Bath
  • 1,226 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $241/SF

  Current Estimated Value $299,833

  Last Listing Agent Cheryl Dziurzynski Watson Realty Corp (A1A)

  345 Cypress Rd, Saint Augustine, FL 32086
• 

  

  /38

  Est $495,597

  Not Listed For Sale

  153 Dory Rd, St. Augustine, FL 32086

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 2025

  153 Dory Rd, St. Augustine, FL 32086

  Last Sold Summary

  • 54 Days On Market
• 

  

  /34

  $519,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  460 Lobelia Rd, Saint Augustine, FL 32086

  Nestled in one of St. Augustine's most charming neighborhoods. This fantastic 4 bedroom, 2 bath home is less than a block away from the breathtaking Marsh views of the waterway. Two boat ramps located nearby for water enthusiasts.Fully furnished and ready for move-in, this house is the perfect short term rental for anyone looking to experience the charm and beauty of St. Augustine while

  SOFIA KALLER US REALTY HUB

  460 Lobelia Rd, Saint Augustine, FL 32086
• 

  

  /37

  $333,000

  Sold Jul 25, 2025

  215 Jasmine Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Above List Price
  • $293/SF
  • 46 Days On Market

  Current Estimated Value $333,566

  Last Listing Agent Kevin Howard Endless Summer Realty

  215 Jasmine Rd, Saint Augustine, FL 32086
• 

  

  /52

  Est $394,731

  Not Listed For Sale

  150 Drake Rd (Swim Spa), Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft
  • Built 1989

  150 Drake Rd (Swim Spa), Saint Augustine, FL 32086

  Last Sold Summary

  • 100 Days On Market
• 

  

  /30

  $435,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  121 Neptune Rd, Saint Augustine, FL 32086

  Located just 1,000 feet from the Intracoastal Waterway, this home places you in one of St Augustine’s much loved communities, known for its natural beauty, relaxed atmosphere and outdoor lifestyle. Enjoy daily walks, bike rides, and friendly neighborhood connections as residents take advantage of nearby boat ramps, scenic viewpoints to look over the water and identify the wonderful assortment of

  Irene Arriola One Sotheby's - Downtown

  121 Neptune Rd, Saint Augustine, FL 32086
• 

  

  /37

  $355,000

  Sold Nov 18, 2025

  137 Lobelia Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1986

  Last Sold Summary

  • $282/SF
  • 32 Days On Market

  Current Estimated Value $355,577

  Last Listing Agent Nikki-Lyn Holm HERRON REAL ESTATE LLC

  137 Lobelia Rd, Saint Augustine, FL 32086
• 

  /2

  Est $638,958

  Not Listed For Sale

  104 Loyola Rd, Saint Augustine, FL 32086

  • 3 Beds
  • 3 Baths
  • 2,485 Sq Ft
  • Built 2014

  104 Loyola Rd, Saint Augustine, FL 32086

  Last Sold Summary

  • 4 Days On Market

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