149 WINDLEY Drive, Saint Augustine, FL 32092
Property image
Property image
SOLD
AUG 10, 2026

149 WINDLEY Drive
Saint Augustine, FL 32092

  • 4 Beds
  • 3 Baths
  • 2,473 sqft

$555,000

Last Sold: Aug 10, 2026
3% below list $575K
$224/sqft
Est. Refi. Payment $3,511/mo*
Refinance Your Home

$555,000

Last Sold: Aug 10, 2026
3% below list $575K
$224/sqft
Est. Refi. Payment $3,511/mo*
Refinance Your Home
4 Beds
3 Baths
2,473 sqft

Home Value

Trulia Estimate
$565K
Since last month
Decreased$18K (-3.1%)
Since last year
Increased$24K (+4.6%)
Since last sale
$0 (0%)
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 +17% in the last 10 years
MonthEstimated value
2026
August 2026$555K
July 2026$566K
June 2026$573K
May 2026$570K
April 2026$570K
March 2026$565K
February 2026$569K
January 2026$562K
2025
2024
2023
2022
2021
2020

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
66 WINDLEY Drive, Saint Augustine, FL
0.09
Single-Family Home
$585,000
06/11/26
4
3
2,684
112 BLUFFTON Court, Saint Augustine, FL
0.16
Single-Family Home
$557,000
06/26/26
4
2.5
2,609
45 TOTTEN Way, Saint Augustine, FL
0.13
Single-Family Home
$605,000
02/20/26
4
3
2,756
300 Windley Dr, Saint Augustine, FL
0.15
Single-Family Home
$598,000
12/29/25
4
3
2,896
55 Palisade Dr, Saint Augustine, FL
0.28
Single-Family Home
$570,000
06/16/26
4
3
2,511
175 ANCLOTE Way, Saint Augustine, FL
0.18
Single-Family Home
$575,000
12/09/25
3
2.5
2,676
685 WINDLEY Drive, Saint Augustine, FL
0.34
Single-Family Home
$580,000
11/18/25
4
3
2,684
133 HOWELL Court, Saint Augustine, FL
0.26
Single-Family Home
$406,000
07/16/26
4
2.5
2,357
88 HOWELL Court, Saint Augustine, FL
0.25
Single-Family Home
$470,000
07/21/26
4
3
2,027

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
161 WINDLEY Drive, Saint Augustine, FL 32092
0.01
$620,000
4
3
2,678
Recently Sold
115 WINDLEY Drive, Saint Augustine, FL 32092
0.03
$634,000
4
3
2,473
For Sale
66 WINDLEY Drive, Saint Augustine, FL 32092
0.09
$585,000
4
3
2,684
Recently Sold
105 ANCLOTE Way, Saint Augustine, FL 32092
0.12
$641,600
3
3
2,669
Off Market
51 WINDLEY Drive, Saint Augustine, FL 32092
0.09
$769,400
4
3.5
3,089
Off Market
35 WINDLEY Drive, Saint Augustine, FL 32092
0.10
$811,200
3
2.5
2,637
Off Market
65 BOWERY Avenue, Saint Augustine, FL 32092
0.12
$730,000
4
3
3,059
Recently Sold
162 BLUFFTON Court, Augustine, FL 32092
0.10
$507,300
4
2
2,289
Off Market
137 ANCLOTE Way, Augustine, FL 32092
0.13
$605,400
4
3.5
2,764
Off Market
267 Windley Dr, Saint Augustine, FL 32092
0.12
$690,400
4
3.5
2,957
Off Market
61 Totten Way, Saint Augustine, FL 32092
0.13
$658,500
4
4
3,259
Off Market

Local Information

  • Map ViewExplore the area around 149 WINDLEY Drive.
  • Schools1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Living Area
2,473 sqft
Price/Sqft
$224/sqft
Parking
3 Car Garage
HOA
$22/Monthly

About this House

Lowest priced 3-car garage home in Shearwater! Discover this stunning David Weekley residence in the highly sought-after Shearwater community. Situated on a private, wooded lot, this home blends refined design with everyday functionality. The open-concept layout features airy, high ceilings and durable wood-look tile flooring throughout the main living areas. The gourmet kitchen is a chef's dream, anchored by a center island with quartz countertops, 42-inch cabinetry, pendant lighting, and a gas cooktop and tankless water heater.

The primary suite serves as a serene retreat, offering a trey ceiling and a spacious bath with a double vanity and a large walk-in shower. This home also includes a private guest ensuite, a convenient hall bath, and additional secondary bedrooms. Outside, the fully fenced backyard features an oversized screened porch, w/ an epoxy covered floor with ample room to add a custom pool. This home offers the perfect balance of luxury and comfort. This home is complete with an attached 3-car garage, creating an abundance of storage space. Embrace a resort-style lifestyle with access to world-class community amenities, including a sparkling pool, a children's pool with exciting water slides, a clubhouse, tennis courts, and a fitness center. Come & see this gorgeous home today!
149 WINDLEY Drive, Saint Augustine, FL 32092 is a 4 bedroom, 3 bathroom, 2,473 sqft single-family home built in 2020. It last sold for $555,000 on Aug 10, 2026 (3% below the $575,000 asking price). It is currently off market. The Trulia Estimate is $565,400, with a rent estimate of $3,343/month.

Home Details for 149 WINDLEY Drive

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2473 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Gas Range, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Tile
View
Has a ViewView: Trees/Woods
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Patio, ScreenedFencing: Back Yard, Wrought Iron
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage
Frontage
Road Frontage: City StreetRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Fiber Cement, FrameNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 0100131660

Price & Status

Price
List Price: $575,000Price Per Sqft: $224/sqft
Status Change & Dates
Off Market Date: Sun Jul 05 2026Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: St. AugustineCommunity: Shearwater
School Information
Elementary School: Trout Creek AcademyJr High / Middle School: Trout Creek AcademyHigh School: Beachside

Community

Not Senior Community

HOA

HOA Fee Includes: Maintenance GroundsHOA Name: Shearwater HOAHOA Phone: 904-293-1139Has an HOAHOA Fee: $263/Annually

Lot Information

Lot Area: 7405.2 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2152519

Additional Information

HOA Amenities: Pool,Children's Pool,Clubhouse,Fitness Center,Jogging Path,Tennis Court(s)
Last check for updates: about 7 hours ago
Listed by JOSHUA COTTON, (904) 982-8461
ROUND TABLE REALTY, (904) 469-7653
Bought with: NON MLS (realMLS)
Source: realMLS, MLS#2152519

Price and Tax history

DateEventPrice
Aug 10, 2026
Source: realMLS #2152519
Sold
$555,000
Jun 26, 2026
Source: realMLS #2152519
Listed For Sale
$575,000
Apr 30, 2024
Source: realMLS #2008254
Sold
$550,000
Mar 8, 2024
Source: realMLS #2008254
PriceChange
$589,900
Price decreased by 2%
Feb 9, 2024
Source: realMLS #2008254
Listed For Sale
$600,000

Market trends in Saint Augustine

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$432K
$13.33KMoM
Sale-to-List Price
97.5%
0.3%MoM
Price per sq ft
$227
$1MoM
Available listings
1789
109MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 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
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • 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."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
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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
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
  • Xtxp5qb76x
    "No side walks to scoot around, not many activities organised by the county, libraries don’t offer as much for kids as other states. Even thought great place to raise a family "
    9
    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
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
    Flag
  • 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

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 149 WINDLEY Drive

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Off Market Homes Near 149 WINDLEY Drive

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Frequently asked questions about 149 WINDLEY Drive

  • What is 149 WINDLEY Drive estimated to be worth?
    Trulia's estimated value for 149 WINDLEY Drive in Saint Augustine, FL is $565,400.
  • What is the price history for 149 WINDLEY Drive?
    149 WINDLEY Drive in Saint Augustine, FL last sold for $555,000 in August 2026.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $432K. That is up $13.33K from the prior month.
  • Does 149 WINDLEY Drive have air conditioning?
    Yes, 149 WINDLEY Drive in Saint Augustine, FL has air conditioning.
  • Does 149 WINDLEY Drive have a pool?
    Yes, 149 WINDLEY Drive in Saint Augustine, FL has a pool.
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. Data is deemed reliable but is not guaranteed accurate by realMLS.