3,207

Anastasia Island Homes

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  • /63

    $1,175,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,872 Sq Ft

    33 Cortez Ave, St. Augustine, FL 32080

    Welcome to 33 Cortez within Cortez on the Water—an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing panoramic views of Salt Run, the Intracoastal, the historic St. Augustine Lighthouse, and the downtown skyline, this beautifully appointed Swordfish floor plan is perfectly positioned just minutes from historic downtown,

    Hilarie Durrett HOUSE & HAVEN

    33 Cortez Ave, St. Augustine, FL 32080
  • /42

    $815,000 Sold Apr 30, 2025

    • 1,066 Sq Ft
    • $765/SF
    • 90 Days On Market
    • Built 1998

    522 Arricola Ave, Saint Augustine, FL 32080

    It’s time to give 522 Arricola a second look. Priced to sell and recently beautifully upgraded, this two-residence property is as unique as the city itself. The contemporary home was built to weather both the tides and time with its sturdy construction and high 9' elevation. The home sits high and dry with no history of water intrusion. The upstairs residence commands views of the Intracoastal

    Danielle Gustafson One Sotheby's International Realty

    522 Arricola Ave, Saint Augustine, FL 32080
    • /30

      Est $314,792 Not Listed For Sale

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

      244 Islander Cir, St. Augustine, FL 32080

      244 Islander Cir, St. Augustine, FL 32080
  • /66

    $1,250,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,872 Sq Ft

    35 Cortez Ave, St. Augustine, FL 32080

    Welcome to 35 Cortez within Cortez on the Water—an exclusive enclave of 30 luxury waterfront residences gracefully positioned along the Intracoastal Waterway. This beautifully appointed Swordfish floor plan offers captivating views of Salt Run, the Intracoastal, and the downtown skyline. Ideally located minutes from Anastasia State Park, award-winning restaurants, and the vibrant energy of

    Hilarie Durrett HOUSE & HAVEN

    35 Cortez Ave, St. Augustine, FL 32080
  • /47

    $704,000 Sold Apr 08, 2025

    • 2,498 Sq Ft
    • $282/SF
    • 23 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2022

    21 Saint Barts Ave, St. Augustine, FL 32080

    Welcome to Antigua on Anastasia Island, where you can enjoy a true St. Augustine, FL lifestyle. This home, just 3 years old, offers 4 bedrooms, 3 bathrooms, a loft area, and 2,498 sq. ft. The master suite's covered balcony boasts incredible marsh views and peekaboo views of the St. Augustine Lighthouse. Out back, you can relax on the patio and take in the wild marsh views. Every space in this

    Franchot Barba STA Realty LLC

    21 Saint Barts Ave, St. Augustine, FL 32080
    • /31

      Est $571,977 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,564 Sq Ft

      207 Carver St W + Addl Lot, Saint Augustine, FL 32080

      207 Carver St W + Addl Lot, Saint Augustine, FL 32080
  • /76

    $765,000 New Construction

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

    57 Guanahani Trail, Saint Augustine, FL 32080

    Welcome to Antigua on Anastasia Island! This stunning 4BR/3BA + loft home, built in 2022, is nestled on a quiet cul-de-sac and offers breathtaking marsh and sunset views from nearly every room. Designed for both comfort and style, the home is filled with natural light and surrounded by lush tropical scenery. The backyard is an entertainer’s dream—enjoy a screened-in patio, smokeless fire table,

    Donia and Doug Carr Engel & Völkers St Augustine

    57 Guanahani Trail, Saint Augustine, FL 32080
  • /48

    $565,000 Sold Apr 03, 2025

    • 2,182 Sq Ft
    • $259/SF
    • 129 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    121 Saint Barts Ave, Saint Augustine, FL 32080

    This beautiful home seamlessly blends luxury and tranquility. Nestled along the Intracoastal Waterway, the open-concept living space is bathed in natural light, creating a warm and inviting atmosphere. The gourmet kitchen features modern appliances with elegant finishes, making it an ideal spot for both casual gatherings and formal entertaining. Step outside to the patio with an optional opening

    Britt Haslett Coldwell Banker Premier Properties (SM)

    121 Saint Barts Ave, Saint Augustine, FL 32080
    • /49

      Est $696,524 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,574 Sq Ft

      111 Arricola Ave Unit A & B, St. Augustine, FL 32080

      111 Arricola Ave Unit A & B, St. Augustine, FL 32080
  • /34

    $799,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,720 Sq Ft

    524 Arricola Ave, Saint Augustine, FL 32080

    Welcome to this exceptional three-story coastal retreat on Anastasia Island, where modern elegance meets island charm. Situated on one of the highest lots in the neighborhood, this home offers rare peace of mind with no history of flooding, a true standout in the area. Featuring 4 bedrooms and 3.5 bathrooms, this spacious and thoughtfully designed home includes two luxurious master suites. The

    Tomasz Muszynski Florida Homes Realty & Mortgage

    524 Arricola Ave, Saint Augustine, FL 32080
  • /38

    $900,000 Sold Mar 31, 2025

    • 2,141 Sq Ft
    • $420/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    1195 San Jose Forest Dr, Saint Augustine, FL 32080

    Island Living at Its Best - Updated 3 Bedroom/2 Bath Pool Home in San Jose ForestThis charming, updated brick home is perfectly situated in the sought-after San Jose Forest neighborhood, offering a peaceful and private retreat just minutes from the best of what the area has to offer. From the nearby Anastasia State Park, Amphitheatre, Lighthouse, and Alligator Farm, to the lively farmers'

    RACHEL MATEO ASSIST 2 SELL BUYERS & SELLERS PREMIER REALTY

    1195 San Jose Forest Dr, Saint Augustine, FL 32080
    • /35

      Est $870,538 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,066 Sq Ft

      111 Oglethorpe Blvd, St. Augustine, FL 32080

      111 Oglethorpe Blvd, St. Augustine, FL 32080
  • /7

    $699,000 New Construction

    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    0 Arricola Ave Unit 2046956, Saint Augustine, FL 32080

    Build Your Modern Dream Home in Davis Shores - Plans Included & builder ready! This .06-acre lot on Arricola Avenue, nestled in the highly desirable Davis Shores community on Anastasia Island, offers the perfect opportunity to bring your vision to life with included plans for a custom-built, modern home. The design features a two-bedroom, one and a half bath home spanning 1,530 sq. ft., complete

    Sarah Stice ENGEL & VOLKERS FIRST COAST

    0 Arricola Ave Unit 2046956, Saint Augustine, FL 32080
  • /41

    $410,000 Sold Mar 31, 2025

    • 1,382 Sq Ft
    • $297/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    132 Menendez Rd, Saint Augustine, FL 32080

    Welcome to your dream home in the heart of Davis Shores! This thoughtfully designed 3-bedroom, 2-bathroom home offers the perfect blend of comfort, elegance, and tranquility.Step inside to discover a spacious interior featuring high ceilings that create an open and airy atmosphere. The centerpiece of this home is the huge primary bedroom, complete with an ensuite bathroom for ultimate

    YIRAYMA MYERS JASON MITCHELL REAL ESTATE FLORIDA, LLC.

    132 Menendez Rd, Saint Augustine, FL 32080
    • /59

      Est $732,000 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,498 Sq Ft

      22 Guanahani Trail, St. Augustine, FL 32080

      22 Guanahani Trail, St. Augustine, FL 32080
  • /50

    $725,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    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 trails

    DJ DellaSala DJ & Lindsey Real Estate

    15 Marlin Dr, Saint Augustine, FL 32080
  • /35

    $2,150,000 Sold Mar 31, 2025

    • 1,900 Sq Ft
    • $1132/SF
    • 98 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    22 N St Augustine Blvd, Saint Augustine, FL 32080

    PRICED AT THE CURRENT APPRAISED VALUE! Discover the extraordinary outdoor living experience awaiting you in the backyard of this remarkable home. Revel in stunning views of historic downtown St. Augustine, featuring the iconic Bridge of Lions, Castillo de San Marcos, and Mission de Dios. Picture yourself enjoying summer fireworks on the 4th of July and the magical Night of Lights in December, all

    Bill Miller Coldwell Banker Premier Properties

    22 N St Augustine Blvd, Saint Augustine, FL 32080
    • /45

      Est $338,960 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,295 Sq Ft

      136 Islander Cir, St. Augustine, FL 32080

      136 Islander Cir, St. Augustine, FL 32080
  • /69

    $764,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 1,966 Sq Ft

    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
  • /36

    $485,000 Sold Mar 28, 2025

    • 1,869 Sq Ft
    • $259/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1952

    317 Andreas St, Saint Augustine, FL 32080

    Are you searching for a home on Anastasia Island that is close to dining, shopping, the beaches, and St. Augustine's historic district? Have you been paying for that RV/boat storage facility for way too long? Well, as luck would have it, 317 Andreas St could be the perfect place to have all of your toys on your property and live in the heart of "The Island". This single story concrete block ranch

    Amy Gibbs Watson Realty Corp (A1A)

    317 Andreas St, Saint Augustine, FL 32080
    • /45

      Est $338,960 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,295 Sq Ft

      136 Islander Cir Unit 136, St. Augustine, FL 32080

      136 Islander Cir Unit 136, St. Augustine, FL 32080
  • /21

    $299,000

    • Land
    • 0.22 Acre
    • $1,359,091 per Acre

    125 Spoonbill Point Ct, Saint Augustine, FL 32080

    Discover the perfect setting for your dream home in the prestigious Pelican Reef gated community. This ready-to-build vacant lot has been meticulously cleared and prepared, offering a seamless transition to your new residence. Nestled at the end of a private cul-de-sac, the lot boasts a serene view overlooking a tranquil fountain lagoon, providing an idyllic backdrop for everyday

    Michelle Floyd ONE SOTHEBY'S INTERNATIONAL REALTY

    125 Spoonbill Point Ct, Saint Augustine, FL 32080
  • /18

    $295,000 Sold Mar 27, 2025

    • 1,489 Sq Ft
    • $198/SF
    • 12 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    113 Menendez Rd, Saint Augustine, FL 32080

    Cash Offers Wanted for Fixer-Upper in Davis Shores Community! This concrete block property is in need of a full renovation! Property features 3 bedrooms 1 bathroom ,Florida room and 1-car garage! Prime St. Augustine Location! Enjoy a walk or bike ride to history downtown St Augustine or the St Augustin beach both 2 miles or less! The seller is actively considering all cash offers make yours

    Carolyn Castillo EXP REALTY LLC

    113 Menendez Rd, Saint Augustine, FL 32080
    • /2

      Est $1,201,000 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,992 Sq Ft

      50 Magnolia Dr Unit A, St. Augustine, FL 32080

      50 Magnolia Dr Unit A, St. Augustine, FL 32080
  • /35

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    7 Sea Park Dr, St. Augustine, FL 32080

    Welcome to this fully remodel beach house! It’s been taken down to the studs and rebuilt with modern living in mind. This bright and airy 3-bed, 2-bath home sits in a quiet, small community with no HOA and is located in Flood Zone X, making it a great option for primary living, a vacation home (projections of $70k+), or a rental property. Inside, everything is new—brand-new wiring, a new roof,

    Zach DiFilippo Coldwell Banker Premier Properties

    7 Sea Park Dr, St. Augustine, FL 32080
  • /56

    $399,900 Sold Mar 26, 2025

    • 1,388 Sq Ft
    • $288/SF
    • 127 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    23 Leeward Island Dr, Saint Augustine, FL 32080

    Here is your chance to have a piece of the sought after Antigua neighborhood!!! This one-story end unit townhome with 3 bedrooms, 2 bathrooms and a 2 car garage is ready for you to enjoy. The manatee floor plan offers an open living space with waterproof wood plank flooring in the main areas and carpet in the bedrooms. Beautiful dark cabinets, quartz counter tops and wonderful appliance package

    Adam Lynn Coldwell Banker Premier Properties

    23 Leeward Island Dr, Saint Augustine, FL 32080
    • /50

      Est $1,201,000 Not Listed For Sale

      • Studio
      • 1,990 Sq Ft

      50 Magnolia Dr, St. Augustine, FL 32080

      50 Magnolia Dr, St. Augustine, FL 32080
  • /46

    $1,179,000

    • 5 Beds
    • 4 Baths
    • 2,685 Sq Ft

    187 Spartina Ave, Saint Augustine, FL 32080

    Beyond the gates of PELICAN REEF awaits an oasis for both nature lovers and boaters alike. From the community dock & marina, enjoy sunsets over the Intracoastal and views of historic downtown. Located on over 1/2 acre corner lot with a perfectly designed floor plan, including both a downstairs and upstairs master, this beautiful home offers plenty of space for both friends and family to gather.

    JENNIFER BRYNDAL PA ENGEL & VOLKERS ST AUGUSTINE

    187 Spartina Ave, Saint Augustine, FL 32080
  • /76

    $2,550,000 Sold Mar 20, 2025

    • 3,699 Sq Ft
    • $689/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1917

    404 Old Quarry Rd, Saint Augustine, FL 32080

    Enjoy the ultimate privacy and luxury on this historic island estate in the center of Davis Shores. Originally built in 1917 as the Buccaneer Lodge, this estate home, with its casual elegance was lovingly and meticulously restored in 2017 with today's amenities while maintaining the charm and character of yesteryear. This 1.99 acre property is gated and surrounded by lush grounds, offering a

    Allesha Schirmer Berkshire Hathaway Homeservices Florida Network Realty

    404 Old Quarry Rd, Saint Augustine, FL 32080
    • /19

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,544 Sq Ft

      57 Holly Ln, Saint Augustine, FL 32080

      57 Holly Ln, Saint Augustine, FL 32080
  • /5

    $650,000

    • Land
    • 0.33 Acre
    • $1,969,697 per Acre

    0 Pelican Reef Dr Unit 254131, Saint Augustine, FL 32080

    Welcome to Yachtsman's Point in Pelican Reef, offering stunning marsh views on Anastasia Island. This exceptional piece of land features a tidal creek with direct access to the Intracoastal Waterway, perfect for kayaks and small boats. This generously sized lot presents immense potential and is conveniently located close to the historic downtown area. The neighborhood features a private marina

    MICHELLE BRUECKHEIMER Thompson Realty & Development, Inc.

    0 Pelican Reef Dr Unit 254131, Saint Augustine, FL 32080
  • /23

    $472,000 Sold Mar 10, 2025

    • 1,356 Sq Ft
    • $348/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    402 Flagler Blvd, Saint Augustine, FL 32080

    Live like a local! A truly walkable location in the heart of Saint Augustine. Restaurants, bars, stores and artisan butchers all nearby. This island bungalow has been tastefully updated all throughout. While still preserving it’s character, like the beautiful original oak flooring. The kitchen has been freshly renovated, inviting you to stay in and entertain. Also newly updated- a new deck

    Isaac Green 97 Park, LLC

    402 Flagler Blvd, Saint Augustine, FL 32080
    • /11

      Not Listed For Sale

      215 Pelican Reef Dr, Saint Augustine, FL 32080

      215 Pelican Reef Dr, Saint Augustine, FL 32080
  • /21

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 3,495 Sq Ft

    269 S Matanzas Blvd, Saint Augustine, FL 32080

    Calling all Investors!! This home is located on one of the most beautiful waterfront lots in Davis shores and is ready for you to make it your own. This concrete block home has had a new metal roof put on in 2022, and all of the demo has been completed. The pool will need new plaster. Architectural plans have been drawn up for the new elevation of the exterior.

    Steve Carroll SELECT REALTY LLC

    269 S Matanzas Blvd, Saint Augustine, FL 32080
  • /64

    $635,000 Sold Mar 07, 2025

    • 2,039 Sq Ft
    • $311/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    313 Five Island Dr, St. Augustine, FL 32080

    Welcome home! Just 5 minutes to St. Augustine's beautiful sandy beaches, top-rated schools, world-class amenities, and delicious restaurants, this home offers the perfect blend of convenience and luxury. With NO CDD fees and a low HOA, this home is a must-see!As you step inside, you'll be greeted by gorgeous luxury vinyl plank flooring throughout the main living areas and an open-concept

    Jordan Feria KELLER WILLIAMS ST JOHNS

    313 Five Island Dr, St. Augustine, FL 32080
    • /12

      Est $510,000 Not Listed For Sale

      209 Pelican Reef Dr, Saint Augustine, FL 32080

      209 Pelican Reef Dr, Saint Augustine, FL 32080
  • /17

    $490,000

    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft

    26 Sea Park Dr, Saint Augustine, FL 32080

    On the island near the beach!! Very spacious 4-bedroom 3 bath concrete block and stone home just a short distance from the sand and surf and area shopping. Ideal for entertaining the home features both a formal living room and large family room that opens to a screened porch and fenced backyard-perfect for gatherings or relaxing in privacy. Enjoy the flexibility of two master suites offering

    Meichelle Buck TEAM FLORIDA REALTY SERVICES INC

    26 Sea Park Dr, Saint Augustine, FL 32080
  • /44

    $635,000 Sold Mar 06, 2025

    • 1,476 Sq Ft
    • $430/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1949

    25 Palmetto Ave, Saint Augustine, FL 32080

    Welcome to 25 Palmetto Ave, your perfect island retreat! This fantastic home offers an unparalleled blend of charm, comfort, and privacy, making it the ideal getaway or full-time residence. Step into your own private oasis, featuring a pool and a tropical tiki bar, perfect for entertaining or relaxing under the Florida sun. The massive screened-in lanai and expansive outdoor decks provide an

    Matthew Spanburg REACH REALTY LLC

    25 Palmetto Ave, Saint Augustine, FL 32080
    • /51

      Est $925,853 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,057 Sq Ft

      134 Spoonbill Point Ct, Saint Augustine, FL 32080

      134 Spoonbill Point Ct, Saint Augustine, FL 32080
  • /34

    $619,900

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    1711 Old Beach Rd, Saint Augustine, FL 32080

    Tucked in the cherished Menendez Park community on Anastasia Island, this concrete block home offers island living at its best. With peaceful streets, mature trees, and a relaxed coastal feel, the neighborhood offers the kind of setting people love to come home to. Enjoy private neighborhood access to Anastasia State Park, stroll to the Village Garden Food Truck Park, or walk or bike to the

    Beth Lewis Endless Summer Realty

    1711 Old Beach Rd, Saint Augustine, FL 32080

Showing Results 121 - 160, Page 4 of 18

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