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Welcome to this incredible 4-bedroom, 2-bath pool home situated on a desirable corner lot in the sought-after Surfwood neighborhood on Anastasia Island! Just minutes from the beach, St. Augustine Pier, and only 5 minutes from historic downtown St. Augustine, this home offers the perfect blend of location, lifestyle, and investment potential. The private, fully fenced backyard is your own tropical oasis, featuring a heated pool, screened-in porch, and fire pit—perfect for relaxing or entertaining year-round. Inside, you'll love the updated kitchen with granite countertops, stainless steel appliances, and an inviting layout designed for comfortable coastal living. Currently operating as a highly successful short-term vacation rental, this property is an outstanding opportunity as a primary residence, vacation home, or income-producing investment. With its unbeatable location, corner lot, private backyard, and proven rental history, this is a rare chance to own a slice of paradise on Anastasia Island!

  • Bedrooms
    4
  • Bathrooms
    2
  • Year Built
    1960
  • Stories
    1.0
  • Architectural Style
    Single Family Home
  • Construction Materials
    Stucco, Block
  • Foundation
    Slab
  • Living Area
    1944.0
  • Interior Features
    Ceiling Fan(s)
  • Appliances
    Dishwasher, Microwave, Refrigerator, Range
  • Flooring
    Laminate, Tile
  • Patio And Porch
    Screened
  • Pool Features
    In Ground
  • Cooling
    Central Air
  • Heating
    Electric, Central

  • Water
    Well

  • Area
    06
  • County
    Saint Johns
  • City
    Saint Augustine
  • Neighborhood
    Surfwood
  • Zip Code
    32080
  • High School
    St. Augustine
  • Middle School
    Sebastian
  • Elementary School
    R.B. Hunt

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Frequently Asked Questions

How do I schedule a tour of 159 Southwind Cir?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 159 Southwind Cir.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 159 Southwind Cir?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $629,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Saint Augustine, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 159 Southwind Cir?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 159 Southwind Cir at around $3,919. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 159 Southwind Cir?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Saint Johns County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 159 Southwind Cir?

In most cases, yes. Whether 159 Southwind Cir is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Saint Augustine's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 159 Southwind Cir?

We can handle that for you. Our preferred local agent specializes in residentials in Saint Augustine and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $629,000 with 1,944 sqft of space—that comes out to approximately $324 per square foot.

How long has this property been on the market?

159 Southwind Cir was listed on August 04, 2026, which means it's been on the market for 96 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1960, making it approximately 66 years old.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: R.B. Hunt
  • Middle: Sebastian
  • High: St. Augustine

Want to see how these schools compare? Check out our Saint Johns County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 159 Southwind Cir?

The most recent public record shows annual property taxes for 159 Southwind Cir were approximately $6,108. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 159 Southwind Cir still available for sale?

This home is under contract, but may still accept backup offers. Click ♥ to track updates or connect with our local expert to see if it's still worth pursuing.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, St Augustine and St Johns County BOR. All rights reserved.

Last Updated: November 08, 2026 at 12:23AM | Source: St Augustine and St Johns County BOR | MLS#: 263532

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