159 Southwind Cir, Saint Augustine, FL 32080
Property image
Property image
FOR SALE

$649,900

  • 4 Beds
  • 2 Baths
  • 1,944 sqft

159 Southwind Cir, Saint Augustine, FL 32080

Est. Mortgage $4,222/mo*
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We estimate this home will sell faster than 96% nearby.

Home Highlights

Single-Family Home
Built in 1960
$334/sqft
Garage

Local Information

  • Map ViewExplore the area around 159 Southwind Cir.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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!
Last check for updates: about 19 hours ago
Listing courtesy of Karen Lindsey, (904) 669-6917
Lighthouse Realty Associates
Source: St Augustine St Johns County BOR, MLS#263532
Also Listed on St Augustine St Johns County BOR, Stellar MLS, realMLS, realMLS, Stellar MLS.
We estimate this home will sell faster than 96% nearby.

Home Details for 159 Southwind Cir

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Master Bedroom, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1944 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 1Entry Location: Ground LevelFloors: Laminate, Tile

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Screened PorchFencing: FullExterior: Irrigation System/WellFoundation: SlabNo Private Pool
Parking & Garage
GarageParking: Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 46

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Single Family Home
Building
Construction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 1618000000

Price & Status

Price
List Price: $649,900Price Per Sqft: $334

Active Status

MLS Status: Active

Location

Direction & Address
City: St AugustineCommunity: Surfwood
School Information
Elementary School: R.B. HuntJr High / Middle School: SebastianHigh School: St. Augustine

Agent Information

Listing Agent
Listing ID: 263532

Building

Building Area
Building Area: 2642 Square Feet

HOA

No HOA

Lot Information

Lot Area: 6489.8742 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 263532

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
    Flag
  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
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  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
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  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
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  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
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  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
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  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
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  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
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  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
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  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
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  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
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  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
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  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
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  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
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  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
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  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
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  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
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  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
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  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Home Value

Trulia Estimate
$618K
Since last month
Decreased$25K (-3.9%)
Since last year
Decreased$2K (-0.3%)
Since last sale
Increased$288K (+87.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +86% in the last 10 years
MonthEstimated value
2026
September 2026$618K
August 2026$643K
July 2026$548K
June 2026$555K
May 2026$547K
April 2026$615K
March 2026$614K
February 2026$612K
January 2026$610K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
138 Lions Gate Dr, Saint Augustine, FL
0.08
Single-Family Home
$507,500
09/10/26
3
2
1,926
113 Lions Gate Dr, Saint Augustine, FL
0.16
Single-Family Home
$500,000
05/01/26
3
2
1,778
123 Lions Gate Dr, Saint Augustine, FL
0.13
Single-Family Home
$525,000
04/28/26
4
2.5
2,192
105 Anastasia Lakes Dr, Saint Augustine, FL
0.24
Single-Family Home
$533,000
11/17/25
3
2
1,993
7 Hawksbill Ln, Saint Augustine, FL
0.21
Single-Family Home
$525,000
05/15/26
3
2
1,928
7 Sea Park Dr, St Augustine, FL
0.17
Single-Family Home
$575,000
09/29/25
3
2
1,511
1405 Oak Hill Dr, Saint Augustine, FL
0.39
Single-Family Home
$350,000
10/15/25
3
2
2,193
128 Anastasia Lakes Dr, Saint Augustine, FL
0.19
Single-Family Home
$720,000
05/12/26
4
2
2,115
60 Anastasia Lakes Dr, Saint Augustine, FL
0.38
Single-Family Home
$415,000
05/08/26
3
2
1,427

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
146 Lions Gate Drive, Saint Augustine, FL 32080
0.07
$464,400
2
2
1,864
Off Market
138 Lions Gate Dr, Saint Augustine, FL 32080
0.08
$507,500
3
2
1,926
Recently Sold
166 Lions Gate Dr, Saint Augustine, FL 32080
0.08
$453,600
3
2
1,813
Off Market
163 Lions Gate Dr, Saint Augustine, FL 32080
0.10
$457,000
3
2
1,791
Off Market
141 SOUTHWIND Circle, Saint Augustine, FL 32080
0.08
$578,000
3
2
1,413
Off Market
142 Southwind Cir, Saint Augustine, FL 32080
0.09
$493,300
4
3
2,651
Off Market
139 Southwind Cir, Saint Augustine, FL 32080
0.09
$404,000
2
2
1,027
Off Market
123 Lions Gate Dr, Saint Augustine, FL 32080
0.13
$525,000
4
2.5
2,192
Recently Sold
113 Lions Gate Dr, Saint Augustine, FL 32080
0.16
$500,000
3
2
1,778
Recently Sold
12 Grandview Rd, Saint Augustine, FL 32080
0.11
$556,500
3
2.5
1,986
Off Market
132 Southwind Cir, Saint Augustine, FL 32080
0.14
$517,400
3
2
1,862
Off Market

Price and Tax history

DateEventPrice
Aug 14, 2026
Source: Stellar MLS #FC320438
PendingToActive
$649,900
Aug 9, 2026
Source: Stellar MLS #FC320438
Pending
$649,900
Aug 4, 2026
Source: St Augustine St Johns County BOR #263532
Listed For Sale
$649,900
Nov 10, 2025
Source: St Augustine St Johns County BOR #253504
ListingRemoved
$639,000
Oct 1, 2025
Source: St Augustine St Johns County BOR #253504
PriceChange
$639,000
Price decreased by 2%

LGBTQ Local Legal Protections

Karen Lindsey, Lighthouse Realty Associates
Agent Phone: (904) 669-6917
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 St Augustine & St. Johns County Board of REALTORS®. All rights reserved.

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Frequently asked questions about 159 Southwind Cir

  • What is the estimated monthly payment for 159 Southwind Cir?
    Based on a $649,900 list price with 20% down at today's rates, the estimated monthly payment for 159 Southwind Cir in Saint Augustine, FL is approximately $4,285 (about $3,501 principal & interest, $709 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 159 Southwind Cir compare to homes in Saint Augustine?
    159 Southwind Cir in Saint Augustine, FL is listed at $649,900, about 51% above the $429K median sale price in Saint Augustine.
  • What do residents say about Saint Augustine?
    Residents describe Saint Augustine, FL as dog-friendly, well-kept, and quiet. Most residents say you need a car. See homes for sale in Saint Augustine, FL.
  • What are the closest schools to 159 Southwind Cir?
    The closest schools to 159 Southwind Cir in Saint Augustine, FL are R. B. Hunt Elementary School (Pre-K, rated 10/10), Sebastian Middle School (rated 7/10), St. Augustine High School (Middle, rated 6/10).
  • Does 159 Southwind Cir have air conditioning?
    Yes, 159 Southwind Cir in Saint Augustine, FL has air conditioning.
  • Does 159 Southwind Cir have a pool?
    Yes, 159 Southwind Cir in Saint Augustine, FL has a pool.
159 Southwind Cir, Saint Augustine, FL 32080 is a 4 bedroom, 2 bathroom, 1,944 sqft single-family home built in 1960. This property is currently available for sale and was listed by St Augustine St Johns County BOR on Aug 4, 2026. The MLS # for this home is MLS# 263532.