161 WINDLEY Drive, Saint Augustine, FL 32092
Property image
Property image
SOLD
MAY 5, 2026

161 WINDLEY Drive
Saint Augustine, FL 32092

  • 4 Beds
  • 3 Baths
  • 2,678 sqft

$620,000

Last Sold: May 5, 2026
3% below list $640K
$232/sqft
Est. Refi. Payment $3,887/mo*
Refinance Your Home

$620,000

Last Sold: May 5, 2026
3% below list $640K
$232/sqft
Est. Refi. Payment $3,887/mo*
Refinance Your Home
4 Beds
3 Baths
2,678 sqft

Local Information

  • Map ViewExplore the area around 161 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
2,678 sqft
Price/Sqft
$232/sqft
Parking
Garage
HOA
$20/Monthly

About this House

Welcome to this exceptional David Weekley home in the highly sought-after Shearwater community of St. Johns County. Impeccably maintained and truly move-in ready, the home feels as though it has barely been lived in.

This beautifully designed 4-bedroom, 3-bathroom residence also includes a versatile flex room and features an open-concept layout filled with natural light and high ceilings throughout. A spacious breakfast nook sits just off the upgraded chef's kitchen, complete with Level 3 KitchenAid appliances, a gas cooktop, and a large center island--perfect for everyday living and entertaining alike.

The primary suite offers a peaceful retreat with two oversized walk-in closets, a relaxing soaking tub, and a spacious walk-in shower.

Thoughtful upgrades throughout the home include a tankless water heater, water softener, in-wall pest control system, and a rare 20' x 15' walk-in attic storage space--an uncommon and highly desirable feature in newer homes. The laundry room includes built-in cabinetry, while the 3-car garage features epoxy flooring and generous space for larger vehicles, with the two-car side measuring approximately 20.6 feet --ideal for most trucks and SUVs, and the third car side measuring 19 feet deep. A large extended driveway provides additional parking for guests.

Step outside to enjoy a screened lanai and spacious L-shaped patio overlooking a private preserve, offering exceptional privacy and peaceful views. YES, there is room to add a pool, and Breakwater Construction Group has already drafted potential pool plans, making it easy to envision your dream backyard. The rear fence can also be removed to create the feel of even more outdoor living space.

Living in Shearwater means access to world-class amenities, including resort-style pools, heated lap lanes, a lazy river, water slides, playgrounds, sports fields, Har-Tru clay tennis courts, a state-of-the-art fitness center, kayak launch to Trout Creek, a community garden, and miles of scenic walking trails.

Special Buyer Incentive:
Receive up to 1% of the loan amount toward closing costs when financing through the preferred lender.
161 WINDLEY Drive, Saint Augustine, FL 32092 is a 4 bedroom, 3 bathroom, 2,678 sqft single-family home built in 2020. It last sold for $620,000 on May 5, 2026 (3% below the $639,900 asking price). It is currently off market. The Trulia Estimate is $620,500, with a rent estimate of $3,435/month.

Home Details for 161 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: 2678 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Convection Oven, Dishwasher, Gas Range, Microwave, Refrigerator, Tankless Water Heater, Water Softener OwnedDishwasherLaundry: Electric Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Tile
View
No View

Exterior Features

Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Garage,Off Street
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Not a New ConstructionNot Attached Property
Property Information
Parcel Number: 0100131670

Price & Status

Price
List Price: $639,900Price Per Sqft: $232/sqft
Status Change & Dates
Off Market Date: Sat Mar 28 2026Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: St. AugustineCommunity: Shearwater

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $236/Annually

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2134604

Additional Information

HOA Amenities: Pool,Clubhouse,Dog Park,Fitness Center,Jogging Path,Park,Playground,Tennis Court(s)
Last check for updates: about 7 hours ago
Listed by JOSHUA COTTON, (904) 982-8461
ROUND TABLE REALTY, (904) 469-7653
LINDSEY BROOKE BOSQUE, (904) 318-4051
(904) 318-4051
Bought with: DEMI JUDD, (904) 687-9075, KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE, (904) 797-7442
Source: realMLS, MLS#2134604

Price History for 161 WINDLEY Drive

DatePriceEventSource
05/05/2026$620,000Sold
realMLS #2134604
03/12/2026$639,900Listed For SalerealMLS #2134604
08/16/2025$595,950ListingRemovedrealMLS #2087861
08/06/2025$595,950PriceChange
realMLS #2087861
06/16/2025$649,990PriceChange
realMLS #2087861
05/15/2025$654,990Listed For SalerealMLS #2087861
04/17/2025$659,900ListingRemovedrealMLS #2078524
04/08/2025$659,900PriceChange
realMLS #2078524
03/29/2025$665,900PriceChange
realMLS #2078524
03/15/2025$666,900PriceChange
realMLS #2058798
02/28/2025$667,900PriceChange
realMLS #2058798
02/15/2025$668,900PriceChange
realMLS #2058798
01/06/2025$669,900PriceChange
realMLS #2058798
11/30/2024$679,900Listed For SalerealMLS #2058798
05/31/2023$605,000Sold
realMLS #1220420
04/24/2023$625,000PendingrealMLS #1220420
04/05/2023$625,000Listed For SalerealMLS #1220420
01/27/2021$515,700Sold
N/A
10/26/2020$525,190PendingrealMLS #1070681
09/28/2020$525,190PriceChange
Agent Provided
09/02/2020$519,190PriceChange
Agent Provided
08/29/2020$507,190Listed For SaleAgent Provided

Market trends in Saint Augustine

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$418K
$1.67KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$226
$2MoM
Available listings
1897
43MoM
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Property Tax and Assessment

Year2025
Tax$8,027
Assessment$552,761
Home facts updated by county records

Comparable Sales for 161 WINDLEY Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
66 WINDLEY Drive, Saint Augustine, FL
0.10
Single-Family Home
$585,000
06/11/26
4
3
2,684
45 TOTTEN Way, Saint Augustine, FL
0.14
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
112 BLUFFTON Court, Saint Augustine, FL
0.15
Single-Family Home
$557,000
06/26/26
4
2.5
2,609
65 BOWERY Avenue, Saint Augustine, FL
0.13
Single-Family Home
$730,000
10/30/25
4
3
3,059
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
113 HOWELL Court, Saint Augustine, FL
0.26
Single-Family Home
$509,000
05/15/26
4
2.5
2,295
88 HOWELL Court, Saint Augustine, FL
0.23
Single-Family Home
$470,000
07/21/26
4
3
2,027

Nearby homes

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Assigned Schools

These are the assigned schools for 161 WINDLEY Drive.
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
    Flag
  • 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
    Flag
  • 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

320 pet-friendly rentals in Saint Augustine, FL

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Homes for sale near 161 WINDLEY Drive

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Off Market Homes Near 161 WINDLEY Drive

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Frequently asked questions about 161 WINDLEY Drive

  • What is 161 WINDLEY Drive estimated to be worth?
    Trulia's estimated value for 161 WINDLEY Drive in Saint Augustine, FL is $620,500.
  • What is the price history for 161 WINDLEY Drive?
    161 WINDLEY Drive in Saint Augustine, FL last sold for $620,000 in May 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 $418K. That is down $1.67K from the prior month.
  • Does 161 WINDLEY Drive have air conditioning?
    Yes, 161 WINDLEY Drive in Saint Augustine, FL has air conditioning.
  • Does 161 WINDLEY Drive have a pool?
    Yes, 161 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.