Anastasia Island, FL Homes

• 

  

  

  /29

  $275,000

  • 3 Beds
  • 2.5 Baths
  • 1,364 Sq Ft

  220 Presidents Cup Way Unit 206, Saint Augustine, FL 32092

  Welcome home to this beautifully updated 3-bedroom, 2.5 bath condo nestled on a serene preserve lot in a sought-after gated community. the stunning kitchen is true showstopper, featuring 42'' cabinetry, illuminated glass-front upper cabinets and new GE stainless steel appliances - perfect for both everyday living and entertaining. Elegant porcelain tile floors flow throughout the mainliving

  

  Cindy Gavin

  RE/MAX SPECIALISTS

  (888) 629-9061

  220 Presidents Cup Way Unit 206, Saint Augustine, FL 32092
• 

  

  

  /15

  $2,210 per month

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • House for Rent

  273 Ferndale Way, Saint Augustine, FL 32092

  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

  273 Ferndale Way, Saint Augustine, FL 32092
• 

  

  

  /34

  $518,000 Sold Feb 13, 2026

  21 Pine Candle Way, Saint Augustine, FL 32092

  • 4 Beds
  • 3.5 Baths
  • 2,276 Sq Ft
  • Built 2023

  Last Sold Summary

  • $228/SF
  • 80 Days On Market

  Last Listing Agent Eva Deng EXP REALTY LLC

  21 Pine Candle Way, Saint Augustine, FL 32092
• 

  

  

  /12

  Est $231,939 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft

  220 Presidents Cup Way Unit 104, Saint Augustine, FL 32092

  220 Presidents Cup Way Unit 104, Saint Augustine, FL 32092
• 

  

  

  /37

  $334,500

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft

  814 Copperhead Cir, Saint Augustine, FL 32092

  Welcome home to modern comfort and easy living! This beautifully updated home features New Roof, HVAC and Water Heater from 2019. With 2 bedrooms, 2 baths, and a spacious bonus room, It's thoughtfully designed with dramatic cathedral ceilings, upgraded lighting, freshly painted and cleaned carpets. The kitchen shines with Granite Countertops and a Reverse Osmosis Water System, while the oversized

  

  Laura Ranneklev

  Florida Welcome Home

  (877) 580-4365

  814 Copperhead Cir, Saint Augustine, FL 32092
• 

  

  /24

  $2,245 per month

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • House for Rent

  230 Wineberry Ln, Saint Augustine, FL 32092

  An amazing home with a spacious 3 bed, and 2 bathroom house in Trailmark Community, Saint Augustine, Florida. Amenities & Appliances included: Refrigerator, Washer & dryer, dishwasher, Stainless Steel Gas Range Stove with Oven and Built-In Microwave, kitchen Cabinets & Pantry for additional storage, An Island Kitchen Sink with Cabinets, Central air, Central heat, stainless steel appliances,

  Subba Tamma SIMP REALTY GROUP LLC

  230 Wineberry Ln, Saint Augustine, FL 32092
• 

  

  /71

  $565,000 Sold Jun 06, 2025

  135 Grey Hawk Dr, Saint Augustine, FL 32092

  • 5 Beds
  • 3 Baths
  • 3,537 Sq Ft
  • Built 2016

  Last Sold Summary

  • 11% Below List Price
  • $160/SF
  • 108 Days On Market

  Current Estimated Value $581,781

  Last Listing Agent David Linehan Coldwell Banker Premier Properties (A1A Beach)

  135 Grey Hawk Dr, Saint Augustine, FL 32092
• 

  

  /71

  Est $465,335 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,297 Sq Ft

  380 Saint Kitts Loop, Saint Augustine, FL 32092

  380 Saint Kitts Loop, Saint Augustine, FL 32092
• 

  

  /87

  $358,990

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  1055 Rustic Mill Dr, Saint Augustine, FL 32092

  Incredible 2.375 Assumable! Resort Living!This move-in-ready home offers an exceptional opportunity for value, 2.375% assumable loan with a monthly payment of just $2,265 (inclusive of taxes, insurance, and community fees). $800 transfer fee to assume!Located within a premier 55+ community, this 2-bedroom, 2-bathroom home w/ a small private office & a open-concept floor plan. The

  

  RAE MALEE WALSH

  WATSON REALTY CORP

  (833) 402-6473

  1055 Rustic Mill Dr, Saint Augustine, FL 32092
• 

  

  /19

  $2,180 per month

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • House for Rent

  160 Old Hickory Forest Rd, Saint Augustine, FL 32084

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by February 28, 2026. 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.

  160 Old Hickory Forest Rd, Saint Augustine, FL 32084
• 

  

  /43

  $415,480 Sold Aug 22, 2025

  144 Bluegrass Way, St. Augustine, FL 32092

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $214/SF
  • 82 Days On Market

  Current Estimated Value $417,000

  Lennar TrailMark - Trailmark

  144 Bluegrass Way, St. Augustine, FL 32092
• 

  

  /33

  Est $460,636 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,089 Sq Ft

  62 Providence Dr, St. Augustine, FL 32092

  62 Providence Dr, St. Augustine, FL 32092
• 

  /2

  $706,668 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,909 Sq Ft

  534 Eagle Moon Lake Dr, St. Augustine, FL 32092

  Custom floorplan by Ashley Homes! This is the perfect layout with 4 beds that each have their own bathroom and a 1/2 bath for guests! Spacious living and one en suite downstairs 8' doors throughout and10' ceilings on first floor add to the open feel! Natural gas cook top and water heater, plus the option for gas or electric dryer. Front Porch and double door entry with glass inserts create second

  

  Ashley Homes

  Builder

  534 Eagle Moon Lake Dr, St. Augustine, FL 32092
• 

  

  /20

  $1,790 per month

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft
  • House for Rent

  796 Wynfield Cir, Saint Augustine, FL 32092

  Welcome to this Lovely 2x1 in St. Augustine! This charming home, located in Samara Lakes, boasts two spacious bedrooms and a bathroom. The upgraded kitchen is a chef's dream, featuring modern appliances and a sleek design. The home also includes a convenient washer and dryer. The property is pet-friendly, welcoming small, qualified pets to join you in your new home. The community amenities are

  MARIANNA GOLOVINA SPECTRUM REALTY SERVICES

  796 Wynfield Cir, Saint Augustine, FL 32092
• 

  $516,997 Sold Nov 07, 2025

  2477 Trailmark Dr, St. Augustine, FL 32092

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $216/SF
  • 4 Days On Market

  Current Estimated Value $505,000

  Richmond American Homes TrailMark - TrailMark II

  2477 Trailmark Dr, St. Augustine, FL 32092
• 

  

  /15

  Est $238,931 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  1822 Golden Lake Loop, St. Augustine, FL 32084

  1822 Golden Lake Loop, St. Augustine, FL 32084
• 

  

  /30

  $410,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  664 Farmfield Dr, Saint Augustine, FL 32092

  The Avondale floor plan offers a perfect blend of modern comfort and practical design, spanning 1,864 square feet of meticulously crafted living space. With three bedrooms and two bathrooms, this layout provides ample room for relaxation and privacy. The open-concept design seamlessly integrates the living, dining, and kitchen areas, creating an inviting space for both everyday living and

  Dream Finders Homes Builder

  664 Farmfield Dr, Saint Augustine, FL 32092
• 

  

  /20

  $2,220 per month

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft
  • House for Rent

  344 Bostwick Cir, Saint Augustine, FL 32092

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2364.90. That covers your base rent, $2220.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  344 Bostwick Cir, Saint Augustine, FL 32092
• 

  

  /86

  $1,200,000 Sold Aug 25, 2025

  274 Aspinwall Pkwy, Saint Augustine, FL 32095

  • 4 Beds
  • 3 Baths
  • 3,460 Sq Ft
  • Built 2020

  Last Sold Summary

  • $347/SF
  • 116 Days On Market

  Current Estimated Value $1,172,887

  Last Listing Agent Dawn X Humphrey KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

  274 Aspinwall Pkwy, Saint Augustine, FL 32095
• 

  

  /55

  Est $623,525 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  75 Bronson Pkwy, Saint Augustine, FL 32095

  75 Bronson Pkwy, Saint Augustine, FL 32095
• 

  

  /21

  $414,490 New Construction

  • 4 Beds
  • 2 Baths
  • 2,106 Sq Ft

  CHARLE II Plan at TrailMark - Trailmark, Saint Augustine, FL 32092

  This new single-story home features an open layout optimized for ease of living. At the front is a flex space well-suited as a custom office, while down the hall is a kitchen with a center island overlooking the cafe, Great Room and a screened porch. All four bedrooms are arranged on the opposite side of the home for increased privacy, including the lavish owner’s suite with a spa-style bathroom.

  Lennar Builder

  12 Wrensong Place Unit 36035771, Saint Augustine, FL 32092
• 

  

  /23

  $2,350 per month

  • 4 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  175 Silver Myrtle Ct, St. Augustine, FL 32092

  Brand-New Townhome in SilverLeaf!This 4-bed, 2.5-bath home offers an open layout, 2-car garage, and a chef's kitchen with a gas stove— ideal for chefs who love to cook. Upstairs: 3 bedrooms, full bath, and laundry for convenience. SilverLeaf features pools, parks, trails, and a dog park. Close to A-rated schools, dining and short drive to the beaches and St. Augustine. Make this vibrant

  JACK HEINEMANN FLORIDA NETWORK PROPERTY MANAGEMENT

  175 Silver Myrtle Ct, St. Augustine, FL 32092
• 

  

  /28

  $196,000 Sold Aug 04, 2025

  2534 Golden Lake Loop, Saint Augustine, FL 32084

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 2008

  Last Sold Summary

  • $175/SF
  • 125 Days On Market

  Current Estimated Value $198,145

  Last Listing Agent Leslie Wilkins COWFORD REALTY & DESIGN LLC

  2534 Golden Lake Loop, Saint Augustine, FL 32084
• 

  

  /24

  Est $215,457 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,147 Sq Ft

  2018 Golden Lake Loop, St. Augustine, FL 32084

  2018 Golden Lake Loop, St. Augustine, FL 32084
• 

  

  /27

  $489,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,139 Sq Ft

  144 Blind Oak Cir, St. Augustine, FL 32095

  Discover the Mystique — an elegant Open-Concept home offering 4 Bedrooms and 3 Bathrooms, beautifully designed with a classic Craftsman. The stunning Gourmet Kitchen features gleaming Quartz Countertops, crisp White Cabinetry, Whirlpool Appliances, a Cooktop with a Vented Wood Hood, Refrigerator, a White Flow Picket Backsplash, and a spacious Island that opens effortlessly to the Extended

  SABRINA LOZADO BASTARDO PULTE REALTY OF NORTH FLORIDA, LLC.

  144 Blind Oak Cir, St. Augustine, FL 32095
• 

  

  /20

  $2,555 per month

  • 4 Beds
  • 3 Baths
  • 2,237 Sq Ft
  • House for Rent

  1510 Timber Trace Dr, Saint Augustine, FL 32092

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by February 28, 2026. 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.

  1510 Timber Trace Dr, Saint Augustine, FL 32092
• 

  

  /27

  $168,642 Sold Feb 21, 2025

  5336 Choctaw St, Saint Augustine, FL 32092

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1980

  Last Sold Summary

  • 30% Below List Price
  • $125/SF
  • 8 Days On Market

  Last Listing Agent Belinda Ravan BuySell Properties, LLC

  5336 Choctaw St, Saint Augustine, FL 32092
• 

  

  /19

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  3180 Pacetti Rd, Saint Augustine, FL 32092

  3180 Pacetti Rd, Saint Augustine, FL 32092
• 

  

  /22

  $615,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,947+ Sq Ft

  MARSHALL Plan at TrailMark - Phase 10, Saint Augustine, FL 32092

  The Marshall is a graciously appointed home. You will begin each day in the luxurious primary suite. The primary bath is a beautiful oasis with a garden tub and large walk-in shower. The open family room, kitchen and breakfast room form the heart of this home. Choose the optional independent suite available on the main level, ideal for in-laws or extended guests. Upstairs relax in the gameroom

  Drees Homes Builder

  101 Dolcetto Dr Unit 36842458, Saint Augustine, FL 32092
• 

  

  /31

  $2,400 per month

  • 4 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • House for Rent

  238 Wineberry Ln, Saint Augustine, FL 32092

  This beautiful four-bedroom Dream Finders rental home offers tile floors, stainless steel appliances, and a large backyard that backs up to a peaceful preserve for added privacy. Washer and dryer are included for your convenience. The spacious primary bedroom features a private ensuite bath with a large walk-in shower. All bedrooms are located upstairs, along with a centrally located laundry room

  THOMAS KNAPP COLDWELL BANKER VANGUARD REALTY

  238 Wineberry Ln, Saint Augustine, FL 32092
• 

  /2

  $910,000 Sold Nov 13, 2025

  269 Fremont Ave, Saint Augustine, FL 32095

  • 4 Beds
  • 3 Baths
  • 3,310 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $275/SF
  • 0 Days On Market

  Current Estimated Value $910,216

  Last Listing Agent Dawn X Humphrey KELLER WILLIAMS REALTY ATLANTIC PARTNERS (ST. AUG)

  269 Fremont Ave, Saint Augustine, FL 32095
• 

  

  /28

  Est $290,342 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,477 Sq Ft

  144 Paradas Place, St. Augustine, FL 32092

  144 Paradas Place, St. Augustine, FL 32092
• 

  

  /26

  $379,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  368 Cherry Elm Dr, St. Augustine, FL 32092

  Welcome to the Laurel at 368 Cherry Elm Drive in Cherry Elm at SilverLeaf! Step inside from the front porch and into a bright, inviting townhome where the great room opens easily to a charming kitchen with a spacious island perfect for casual meals or sweet gatherings. The first level also includes a half bath, a two car garage and a cozy outdoor lanai that invites you to unwind. Upstairs, a

  Taylor Morrison Builder

  368 Cherry Elm Dr, St. Augustine, FL 32092
• 

  

  /16

  $2,585 per month

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  1284 Nochaway Dr, Saint Augustine, FL 32092

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2729.90. That covers your base rent, $2585.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1284 Nochaway Dr, Saint Augustine, FL 32092
• 

  

  /39

  $599,990 Sold Jul 24, 2025

  34 Iris Landing Dr, St. Augustine, FL 32092

  • 4 Beds
  • 3 Baths
  • 2,493 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $241/SF
  • 30 Days On Market

  Current Estimated Value $604,095

  Dream Finders Homes Silver Landing at SilverLeaf

  34 Iris Landing Dr, St. Augustine, FL 32092
• 

  

  /16

  Est $203,578 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  945 Registry Blvd, Saint Augustine, FL 32092

  945 Registry Blvd, Saint Augustine, FL 32092
• 

  

  /19

  $621,900 New Construction

  • 4 - 5 Beds
  • 3 - 4.5 Baths
  • 3,155+ Sq Ft

  SEASIDE Plan at TrailMark - Phase 10, Saint Augustine, FL 32092

  The Seaside is an exciting two-level plan that boasts up to five bedrooms. At more than 3,000 square feet, the Seaside includes a large, open living area, an extended outdoor living area with optional pool bath and multiple bedroom suites on the main level. The second level includes a gameroom, bathroom and two additional bedrooms.

  Drees Homes Builder

  101 Dolcetto Dr Unit 36842454, Saint Augustine, FL 32092
• 

  

  /23

  $2,195 per month

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  631 Cherry Elm Dr, St. Augustine, FL 32092

  Water front townhome in the gated community of Cherry Elm. Open floor plan with 3 bedrooms, 2.5 bathrooms, loft and 2 car garage. Elegant designed kitchen with quartz countertops, stainless steel appliances, 42''cabinets and walk in pantry. Primary bedroom is located downstairs. Upstairs have 2 more Bedrooms, Loft, 1 Bathroom, and laundry room. All the bedrooms have carpet and rest of the rooms

  Sumana Suvarna FLORIDA HOMES REALTY & MORTGAGE PROPERTY MANAGEMENT

  631 Cherry Elm Dr, St. Augustine, FL 32092
• 

  

  /41

  $332,990 Sold Oct 23, 2025

  477 Cherry Elm Dr, St. Augustine, FL 32092

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 2025

  Last Sold Summary

  • $240/SF
  • 143 Days On Market

  Current Estimated Value $333,821

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY, INC

  477 Cherry Elm Dr, St. Augustine, FL 32092
• 

  /2

  Est $223,992 Not Listed For Sale

  • 3 Beds
  • 1,173 Sq Ft

  245 Old Village Center Cir Unit 7-102, Saint Augustine, FL 32084

  245 Old Village Center Cir Unit 7-102, Saint Augustine, FL 32084

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