Anastasia Island Homes

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  /36

  $344,900

  • 2 Beds
  • 2.5 Baths
  • 1,173 Sq Ft

  171 Islander Dr, Saint Augustine, FL 32080

  Where Island Living Meets Convenience! NOW PRICED TO SELL! Step into an alluring life of ease and charm in this beautifully maintained 2-bedroom, 2.5 bath townhome located in the gated, highly desirable Islander community on Anastasia Island. Just a bike ride to the famous sugar-sand beaches of St. Augustine Beach and nestled in one of Florida’s most beloved coastal towns, this home is your

  

  Bob Salgado

  Florida Homes Realty & Mortgage

  (888) 528-6169

  171 Islander Dr, Saint Augustine, FL 32080
• 

  Explore Anastasia Island

• 

  

  

  /18

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft
  • Townhouse for Rent

  825 Anastasia Blvd, St. Augustine, FL 32080

  Spacious & clean - 2br/2ba/1car garage townhome, 1563 sq ft end unit. Located on Anastasia Island, with easy access to downtown, Lighthouse Park & the beaches. This spacious townhouse offers the main living area upstairs along with an open kitchen, bar top seating, HUGE great room, office/toy nook, mstr bedroom with large walk-in closet & laminate wood/carpet flooring. Downstairs offers 1

  

  Beverly O'Nell

  Century 21 St Augustine Properties

  (844) 343-9447

  825 Anastasia Blvd, St. Augustine, FL 32080
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  /42

  $365,000 Sold Sep 04, 2025

  • 1,295 Sq Ft
  • $282/SF
  • 222 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2012

  14 Islander Cir, Saint Augustine, FL 32080

  Beautiful, gated community on Anastasia Island! S. This lovely Key West style townhome has an extended and widened driveway. Enjoy your cozy gathering room to an open kitchen that includes new smart range, dishwasher, and microwave, 42'' kitchen cabinets, granite counter tops and gorgeous laminate cherry wood-look flooring throughout. Upstairs leads to a huge loft area. To the right you'll find

  Tari Taylor Premier Homes Realty, Inc.

  14 Islander Cir, Saint Augustine, FL 32080
• 

  

  

  /24

  Est $667,923 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  120 Arredondo Ave, Saint Augustine, FL 32080

  120 Arredondo Ave, Saint Augustine, FL 32080
• 

  

  

  /39

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,817 Sq Ft

  146 Menendez Rd, Saint Augustine, FL 32080

  Spacious 4-bedroom, 2-bathroom concrete block home nestled on a generous-sized lot, perfect for outdoor activities, gardening, or even expanding your dream space! Inside, you'll find ample room for family living, work-from-home opportunities, or entertaining guests. Gorgeously remodeled, this 1,800 sq ft home features tile throughout, with an open living/dining area and an updated kitchen,

  

  Katherine Shearer

  Ponte Vedra Club Realty, Inc

  (833) 659-2875

  146 Menendez Rd, Saint Augustine, FL 32080
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  /35

  $1,689 - $3,107 per month

  Isla Antigua

  1 - 3 Beds

  655 W Marina Cove Dr, Saint Augustine, FL 32080

  Come experience the ultimate in modern luxury and waterfront living at Isla Antigua – the Ancient City’s newest apartment community! Our brand new, pet-friendly apartments in historic St. Augustine, Florida, offer one, two, and three-bedroom apartment homes with open concept floor plans and breathtaking Intracoastal views of Old St. Augustine and the Lighthouse Museum. Isla Antigua’s unparalleled

  655 W Marina Cove Dr, Saint Augustine, FL 32080
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  /58

  $1,335,000 Sold Sep 02, 2025

  • 3,358 Sq Ft
  • $398/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  104 Fiddler Crab Ln, Saint Augustine, FL 32080

  This stylish 4-bedroom pool home, located in the prestigious community of Pelican Reef, features an elegant kitchen, true open plan living, an office space, a wraparound porch, and a third-floor crow’s nest offering stunning views of the Intracoastal Waterway, and downtown St. Augustine. The kitchen is as functional as it is beautiful and features quartz countertops, a generous island, double

  MIRANDA NICOL Exp Realty

  104 Fiddler Crab Ln, Saint Augustine, FL 32080
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  /33

  Est $863,901 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,798 Sq Ft

  18 N Saint Augustine Blvd Unit 11, Saint Augustine, FL 32080

  18 N Saint Augustine Blvd Unit 11, Saint Augustine, FL 32080
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  /34

  $285,000

  • Land
  • 0.42 Acre
  • $678,571 per Acre

  123 Spartina Ave, Saint Augustine, FL 32080

  Pelican Reef is St. Augustine's premier gated waterfront community! Home to the 2024 HGTV Dream Home, you too could have your very own dream home! This spacious corner double lot is the perfect spot to make all your dreams come true! The communities private marina is situated on the Intercostal Waterway and features stunning views of historic downtown St. Augustine and offers easy access to the

  

  Deanne Cohrs

  KELLER WILLIAMS REALTY ATLANTIC PARTNERS

  (833) 792-0213

  123 Spartina Ave, Saint Augustine, FL 32080
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  /33

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft
  • Condo for Rent

  318 Arricola Ave Unit 103, St. Augustine, FL 32080

  Now you can enjoy Island living. Enjoy this updated spacious 2-bedroom 1 bath unit with full size washer & dryer, water is included, beautiful L V T flooring throughout the unit. Great location, only 4.5 miles to UF Hospital, aka Flagler Hospital, short walk across the Bridge of Lions to downtown St Augustine, Flager Collage and more. Plenty of off-street parking for family visits. Water and

  Darlene Taylor AWESOME REAL ESTATE, INC.

  318 Arricola Ave Unit 103, St. Augustine, FL 32080
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  /48

  $610,000 Sold Aug 27, 2025

  • 2,246 Sq Ft
  • $272/SF
  • 56 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  28 S Comares Ave, Saint Augustine, FL 32080

  No Flooding, Fully Furnished & Lighthouse Views – It’s All Here. Best deal on the Island: a 4/3/2 turnkey home being sold FULLY FURNISHED. No history of flooding inside the home, built with concrete block construction, a metal roof, stainless steel appliances, granite countertops, and lighthouse views from your primary bedroom. So versatile! use it as a second home, a full-time residence, or rent

  Caitlin Daugherty One Sotheby's Int (A1A Beach)

  28 S Comares Ave, Saint Augustine, FL 32080
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  /69

  Est $884,862 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  304 Ribault St, Saint Augustine, FL 32080

  304 Ribault St, Saint Augustine, FL 32080
• 

  

  /100

  $779,000

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  43 Menendez Rd, St. Augustine, FL 32080

  There is nothing better than Island Life, and 43 Menendez is perfectly nestled between the charm of downtown and the beauty of the beach. In neighborhood of beautiful homes built throughout the decades, this newer construction three bedroom, two bath sits at high elevation with no history of water intrusion. Built by Entire Construction, the fully furnished home is intelligently designed for

  

  Kory Lostaglio

  ONE SOTHEBYS INTERNATIONAL

  (877) 696-5703

  43 Menendez Rd, St. Augustine, FL 32080
• 

  

  /20

  $2,990 per month

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Condo for Rent

  405 Flagler Blvd Unit FL2-ID1253548P, Saint Augustine, FL 32080

  Welcome to your perfect getaway in St. Augustine. This charming vacation rental offers a relaxing atmosphere with stunning views of the surrounding area. Designed for comfort, it features spacious interiors filled with natural light, creating a warm and inviting atmosphere. Enjoy a peaceful night’s sleep in the well-appointed bedrooms and feel at home in this delightful retreat.Experience the

  405 Flagler Blvd Unit FL2-ID1253548P, Saint Augustine, FL 32080
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  /80

  $1,350,000 Sold Aug 22, 2025

  • 3,371 Sq Ft
  • $400/SF
  • 69 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  219 Coquina Ave, Saint Augustine, FL 32080

  Sunsets, Salt Breezes, and Waterfront Luxury Await on Anastasia Island! Enjoy breathtaking sunsets from your heated pool at this beautifully crafted concrete block home, offering 3 bedrooms, 3 full bathrooms, and over 3,300 square feet of elegant living space. With 120 feet of water frontage on the Quarry Creek and direct access to the Intracoastal Waterway and St. Augustine Inlet, you can dock

  Cory Billingsley Coldwell Banker Premier Properties (Historic Office)

  219 Coquina Ave, Saint Augustine, FL 32080
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  /26

  Est $316,692 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,173 Sq Ft

  315 Islander Cir, Saint Augustine, FL 32080

  315 Islander Cir, Saint Augustine, FL 32080
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  /53

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  193 Lions Gate Dr, Saint Augustine, FL 32080

  Welcome to your dream home on Anastasia Island, a stunning barrier island in St. Augustine with beaches that stretch for miles. Located in the gated neighborhood of Lion's Gate, this property offers the perfect balance of serene coastal living and easy access to everything St. Augustine has to offer. This concrete block home is on a wonderful lot with a preserve view. It has 2 bedrooms and 2

  

  Christine Matthaei

  BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

  (833) 934-2476

  193 Lions Gate Dr, Saint Augustine, FL 32080
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  /11

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  115 Oglethorpe Blvd, Saint Augustine, FL 32080

  Newly updated Historic Home in Davis Shores! Walking distance to Downtown St Augustine. This is a 3 bedroom, 2 bathroom home with huge yard, corner lot and off street parking. Nice floor plan with living room, family room, sun room and kitchen/dining area. Plenty of space and lots of natural light. There is a studio apartment that is attached to this home and occupied by a tenant. Available for

  Brandon Parsons St Augustine Realty

  115 Oglethorpe Blvd, Saint Augustine, FL 32080
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  /43

  $490,000 Sold Aug 20, 2025

  • 2,651 Sq Ft
  • $185/SF
  • 90 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  142 Southwind Cir, Saint Augustine, FL 32080

  PRICED BELOW APPRAISAL! Discover your dream home on Anastasia Island, perfectly situated close to the amphitheater, state park, and beautiful beaches! This charming Spanish-style concrete block home features an impressive 2,651 square feet of living space, including 4 bedrooms and 3 bathrooms, making it ideal for families or entertaining guests. Set on a private lot with ample room for a pool,

  Whitney Pernaci Coldwell Banker Premier Properties (A1A Beach)

  142 Southwind Cir, Saint Augustine, FL 32080
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  /34

  Est $338,093 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,173 Sq Ft

  167 Islander Dr, Saint Augustine, FL 32080

  167 Islander Dr, Saint Augustine, FL 32080
• 

  

  /27

  $650,000

  • Land
  • 0.94 Acre
  • $691,489 per Acre

  229 Pelican Reef Dr, Saint Augustine, FL 32080

  This unique nearly 1 acre tidal creek lot in Yachtsman's Point at Pelican Reef has views all around and the added bonus of plenty of privacy. Lot price includes clearing, tree removal, appr 180 loads of dirt, soil compaction, engineering and soil boring tests. Lot is build ready and will eliminate the need for pilings. Custom designed ARB approved plans for a well thought out 5 bedroom/5.5ba home

  

  Rachel Thompson

  Thompson Realty & Development, Inc.

  (855) 648-4186

  229 Pelican Reef Dr, Saint Augustine, FL 32080
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  /43

  $3,180 per month

  • 3 Beds
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  30 Magnolia Dr Unit ID1281924P, Saint Augustine, FL 32080

  Nestled along leafy Magnolia Dr, just 5 minutes from Downtown St. Augustine, is this eclectic 1920s cottage filled with modern amenities and plenty of charm. The cottage features open-plan living with Netflix, a gorgeous kitchen, 3 bedrooms, 2 full bathrooms, and wonderful outdoor spaces with a deck, a fire pit area, and an outdoor shower for rinsing off after a day at the beach.Make your way

  30 Magnolia Dr Unit ID1281924P, Saint Augustine, FL 32080
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  /71

  $565,000 Sold Aug 15, 2025

  • 1,838 Sq Ft
  • $307/SF
  • 74 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  22 Madeira Dr, Saint Augustine, FL 32080

  Tucked away on Anastasia Island, this 4-bedroom, 3-bath gem blends comfort, character, and unbeatable location. Just outside the St. Augustine city limits, you get all the perks of the historic district without the added city taxes. Inside, the home impresses with a distinctive design—from charming barn doors to a cozy natural brick fireplace that anchors the living space. The open kitchen offers

  Shelby Hodges Keller Williams St Augustine

  22 Madeira Dr, Saint Augustine, FL 32080
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  /30

  Est $465,613 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft

  25 S Comares Ave, Saint Augustine, FL 32080

  25 S Comares Ave, Saint Augustine, FL 32080
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  /57

  $550,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  1684 Leon St, Saint Augustine, FL 32080

  Located in the sought-after Menendez Park, this charming property is just a short walk through a members-only gate that leads you straight into Anastasia State Park—where nature meets the sand. A stroll through this serene park will take you to St. Augustine Beach, making it perfect for AB&B. When not enjoying the beach, you'll love having beautifully landscaped backyard for the afternoon BBQ.

  

  Peggy Gachet

  Coldwell Banker Premier Properties (A1A Beach)

  (877) 884-7514

  1684 Leon St, Saint Augustine, FL 32080
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  /50

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  20 Marilyn Ave, Saint Augustine, FL 32080

  Come see this cheerful St. Augustine Island rental! 3 bedroom 2 bathroom rental on the beach. This home is walking distance to the St. Augustine Amphitheater and Anastasia state park. This home offers 1562 total square feet, garage with washer/dryer, additional office space, Florida room, and fully fenced yard. First and Security Required. Background, Credit, and References will be checked. Some

  Charles Lawrence Lighthouse Realty Associates

  20 Marilyn Ave, Saint Augustine, FL 32080
• 

  /2

  $505,000 Sold Aug 12, 2025

  • 1,862 Sq Ft
  • $271/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  132 Southwind Cir, Saint Augustine, FL 32080

  Island Living at Its Finest – 3 Bed, 2 Bath Home with Oversized Garage on Anastasia Island! Welcome to your coastal retreat nestled in the heart of Anastasia Island, just minutes from the sandy beaches of St. Augustine, Florida! This charming 3-bedroom, 2-bathroom single-family home offers the perfect blend of island serenity and everyday convenience. Step inside to discover an open floor plan

  Barbara Ungerman, PA ELITE HOUSING ADVISORS, LLC.

  132 Southwind Cir, Saint Augustine, FL 32080
• 

  

  /28

  Est $323,327 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,173 Sq Ft

  109 Islander Dr, Saint Augustine, FL 32080

  109 Islander Dr, Saint Augustine, FL 32080
• 

  

  /39

  $479,000

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft

  6 Fancher Ct, Saint Augustine, FL 32080

  Discover your dream home on elevated ground in the desirable Highland Manor subdivision on Anastasia Island, within the city limits of St. Augustine. Tucked away in a peaceful cul-de-sac, this charming 3-bedroom, 1-bath home offers both comfort and style. The third bedroom is non-conforming, perfect for a home office or flex space. Remodeled in 2021, the home features a new roof, plumbing, HVAC,

  

  Sammy Hale

  Superior Real Estate Services

  (855) 925-1479

  6 Fancher Ct, Saint Augustine, FL 32080
• 

  

  /39

  $8,960 per month

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  2A Sanchez Cove Unit ID1281958P, Saint Augustine, FL 32080

  Experience luxury living in this stunning new 2-bedroom, 2.5-bathroom home featuring a private pool and glimpses of Salt Run and Anastasia State Park. This exquisite property offers parking for three cars and is conveniently located just a 2-minute drive or a 20-minute walk from historic downtown St. Augustine, and a 2-minute drive to the beach at Anastasia State Park. Enjoy the proximity to the

  2A Sanchez Cove Unit ID1281958P, Saint Augustine, FL 32080
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  /50

  $655,000 Sold Aug 07, 2025

  • 1,998 Sq Ft
  • $328/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  15 Marlin Dr, Saint Augustine, FL 32080

  Welcome to 15 Marlin Dr, affectionately known as ''Sail Away'' on Airbnb. This charming coastal retreat is perfectly positioned on a rare corner lot in a quiet, walkable, and bike-friendly neighborhood just steps from Anastasia State Park. From your front door, you can walk to Lighthouse Park, enjoy concerts and farmers markets at the Amphitheatre, or spend the day exploring the beaches and

  DJ DellaSala DJ & LINDSEY REAL ESTATE

  15 Marlin Dr, Saint Augustine, FL 32080
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  /35

  Est $661,214 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,904 Sq Ft

  219 Arricola Ave, Saint Augustine, FL 32080

  219 Arricola Ave, Saint Augustine, FL 32080
• 

  

  /37

  $559,900

  • 3 Beds
  • 2 Baths
  • 2,415 Sq Ft

  19 Casanova Rd, Saint Augustine, FL 32080

  Tucked into one of Anastasia Island’s most sought-after enclaves, this rare opportunity offers a blank canvas just steps from the best of St. Augustine coastal living. Set in the coveted Madeira Heights neighborhood and zoned for R.B. Hunt Elementary, the location speaks for itself, walk to the Amphitheater for a sunset concert, stroll the trails of Anastasia State Park, or hop on your bike and

  

  Heather Unger, PA

  ACME REAL ESTATE FLORIDA LLC

  (888) 547-5561

  19 Casanova Rd, Saint Augustine, FL 32080
• 

  

  /50

  $3,950 per month

  • 3 Beds
  • 3.5 Baths
  • 2,282 Sq Ft
  • House for Rent

  111 Zoratoa Ave, Saint Augustine, FL 32080

  Now Available for Rent in St Augustine!Beautifully renovated 3-bedroom, 3-bath home just minutes from historic downtown St. Augustine and the beach. Features include an open-concept kitchen, wood-burning fireplace, spacious living room, private pool, and large outdoor patio. Recent upgrades include a new roof, remodeled bathrooms, new fencing, and updated lighting. Enjoy stylish living in one

  ELIANA MILLAN AROD PARTNERS REALTY

  111 Zoratoa Ave, Saint Augustine, FL 32080
• 

  

  /69

  $764,000 Sold Aug 06, 2025

  • 1,966 Sq Ft
  • $389/SF
  • 80 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1956

  11 Madeira Dr, Saint Augustine, FL 32080

  High, dry, and BIG ROI—this Madeira Heights compound is a rare opportunity on Anastasia Island. Offering both a single-family home and a detached guest cottage, this property generated over $101,000 in gross rental income last year. With unmatched returns in today’s market, this is a true gem for investors, multi-generational buyers, or anyone looking to blend lifestyle and income potential. The

  Matthew Territo Keller Williams St Augustine

  11 Madeira Dr, Saint Augustine, FL 32080
• 

  

  /30

  Est $370,760 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft

  470 Arricola Ave, Saint Augustine, FL 32080

  470 Arricola Ave, Saint Augustine, FL 32080
• 

  

  /38

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,817 Sq Ft

  146 Menendez Rd, Saint Augustine, FL 32080

  Spacious 4-bedroom, 2-bathroom concrete block home nestled on a generous-sized lot, perfect for outdoor activities, gardening, or even expanding your dream space! Inside, you'll find ample room for family living, work-from-home opportunities, or entertaining guests. Gorgeously remodeled, this 1,800 sq ft home features tile throughout, with an open living/dining area and an updated kitchen,

  

  Katherine Shearer

  PONTE VEDRA CLUB REALTY, INC.

  (833) 573-7015

  146 Menendez Rd, Saint Augustine, FL 32080
• 

  

  /73

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,743 Sq Ft
  • Condo for Rent

  430 Arricola Ave Unit ID1281991P, Saint Augustine, FL 32080

  Relax poolside in your own luxury-style resort backyard at Tropic Bliss. This exquisite home offers an outdoor oasis with a spacious pool, outdoor loungers, an outdoor kitchen, a fire pit, and a sitting area. Located less than 1 mile from downtown and 3 miles from St. Augustine Beach, you can walk to local favorite spots such as Mojos Taco's, Llama, and Mellow Mushroom. The second floor, which

  430 Arricola Ave Unit ID1281991P, Saint Augustine, FL 32080
• 

  

  /30

  $800,000 Sold Aug 01, 2025

  • 2,169 Sq Ft
  • $369/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  61 Avista Cir, Saint Augustine, FL 32080

  Looking for a home in the iconic North Davis Shores neighborhood of St. Augustine? Look no further than this spacious and lovingly maintained 3-bedroom, 2-bath Mid-Century Modern gem. Built in 1954, this character-filled home features a cozy fireplace, dedicated office space and a generous yard with glimpses of the Intracoastal Waterway, and even peeks of the historic Castillo de San Marcos Fort.

  Kea Blalock One Sotheby's - Downtown

  61 Avista Cir, Saint Augustine, FL 32080
• 

  

  /34

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  825 Anastasia Blvd, Saint Augustine, FL 32080

  825 Anastasia Blvd, Saint Augustine, FL 32080

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