$586,900
- 4 Beds
- 3 Baths
- 2,684 sqft
66 WINDLEY Drive, Saint Augustine, FL 32092
Est. Refi. Payment $3,837/mo*
Refinance Your HomeCurrently Off Market - Sold Jun 11, 2026 for $585,000
Home Value
Trulia Estimate
$587KSince last month
Increased$900 (+0.2%)Since last year
Decreased$52K (-8.1%)Since last sale
Increased$2K (+0.3%)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 +34% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $587K |
| August 2026 | $586K |
| July 2026 | $586K |
| June 2026 | $585K |
| May 2026 | $575K |
| April 2026 | $577K |
| March 2026 | $587K |
| February 2026 | $642K |
| January 2026 | $630K |
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 |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $605,000 | 02/20/26 | 4 | 3 | 2,756 | |
0.06 | Single-Family Home | $625,000 | 09/10/26 | 4 | 3 | 2,473 | |
0.09 | Single-Family Home | $555,000 | 08/10/26 | 4 | 3 | 2,473 | |
0.21 | Single-Family Home | $598,000 | 12/29/25 | 4 | 3 | 2,896 | |
0.20 | Single-Family Home | $575,000 | 12/09/25 | 3 | 2.5 | 2,676 | |
0.28 | Single-Family Home | $580,000 | 11/18/25 | 4 | 3 | 2,684 | |
0.25 | Single-Family Home | $557,000 | 06/26/26 | 4 | 2.5 | 2,609 | |
0.34 | Single-Family Home | $509,000 | 05/15/26 | 4 | 2.5 | 2,295 | |
0.31 | Single-Family Home | $849,900 | 07/02/26 | 4 | 3 | 2,989 |
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 |
|---|---|---|---|---|---|---|
0.04 | $761,600 | 4 | 3.5 | 3,089 | Off Market | |
0.05 | $699,000 | 5 | 4 | 3,051 | For Sale | |
0.04 | $739,200 | 4 | 3 | 3,059 | Off Market | |
0.06 | $625,000 | 4 | 3 | 2,473 | Recently Sold | |
0.10 | $495,400 | 4 | 3 | 2,247 | Off Market | |
0.07 | $605,000 | 4 | 3 | 2,756 | Recently Sold | |
0.10 | $410,000 | 3 | 2 | 1,752 | Recently Sold | |
0.08 | $653,900 | 4 | 4 | 3,259 | Off Market | |
0.09 | $555,000 | 4 | 3 | 2,473 | Recently Sold | |
0.11 | $482,300 | 4 | 3 | 2,241 | Off Market | |
0.10 | $620,000 | 4 | 3 | 2,678 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 2019
2,684 sqft
$218/sqft
3 Car Garage
HOA $19/mo
About this House
Welcome to this beautiful David Weekley former model home located in the highly sought after Shearwater community. This 4 bedroom, 3 bath home boasts all of the bells and whistles, designed with an inviting open floor plan, ideal for both everyday living and entertaining. The spacious kitchen features granite countertops, stainless steel appliances, and plenty of cabinetry, seamlessly flowing into the main living and dining areas. Tile flooring runs throughout the main living spaces for easy maintenance, while the bedrooms offer cozy carpet for added comfort. Retreat to the oversized primary suite, complete with a luxurious en-suite bathroom featuring a soaking tub, separate shower, and ample space to unwind. Added bonus- There is a whole house water filtration system and reverse osmosis system in the kitchen. Three additional bedrooms and two full baths provide plenty of room for family, guests, or a home office. Curb appeal shines with a pavered driveway, lush landscaping, spacious 3-car garage not to mention you are a short walking distance away from the amenity center and walking trails! Residents enjoy resort-style amenities including a clubhouse, pool with slide, playground, walking trails, sports courts, and more--perfect for an active lifestyle and social living. This home truly has it all--space, upgrades, and an unbeatable community setting. Schedule your private showing today!
66 WINDLEY Drive, Saint Augustine, FL 32092 is a 4 bedroom, 3 bathroom, 2,684 sqft single-family home built in 2019. It last sold for the $585,000 asking price on Jun 11, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $586,900, with a rent estimate of $3,524/month.
Last check for updates: about 8 hours ago
Listed by TIFFANY BRADDOCK, (904) 608-8503
JASON MITCHELL REAL ESTATE FLORIDA, LLC., (754) 307-0607
Bought with: STEFANI DAWN FISHER, (904) 540-5770, KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE, (904) 797-7442
Source: realMLS, MLS#2136507

Home Details for 66 WINDLEY Drive
|
|---|
MLS Status: Closed |
|
|---|
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2684 Square Feet |
Appliances & Utilities Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Gas Range, Microwave, Refrigerator, Tankless Water HeaterDishwasherMicrowaveRefrigerator |
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 Home Features Roof: ShinglePatio / Porch: Covered, Front Porch, Patio |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
|
|---|
Year Built Year Built: 2019 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Not a New ConstructionNot Attached Property |
Property Information Condition: Updated/RemodeledParcel Number: 0100133010 |
|
|---|
Price List Price: $585,000Price Per Sqft: $218/sqft |
Status Change & Dates Off Market Date: Wed May 13 2026Possession Timing: Close Of Escrow |
|
|---|
Direction & Address City: St. AugustineCommunity: Shearwater |
|
|---|
Not Senior Community |
|
|---|
Has an HOAHOA Fee: $225/Annually |
|
|---|
Lot Area: 10018.8 sqft |
|
|---|
Listing Terms: Cash, Conventional, FHA, VA Loan |
|
|---|
Mls Number: 2136507 |
|
|---|
HOA Amenities: Pool,Children's Pool,Clubhouse,Fitness Center,Jogging Path,Pickleball,Playground,Tennis Court(s) |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 11, 2026 Source: realMLS #2136507 | Sold | $585,000 |
May 14, 2026 Source: realMLS #2136507 | Pending | $585,000 |
Apr 13, 2026 Source: realMLS #2136507 | PriceChange | $585,000 Price decreased by 1% |
Mar 24, 2026 Source: realMLS #2136507 | Listed For Sale | $590,000 |
May 6, 2021 Source: realMLS #1075772 | Sold | $560,000 |
Mar 5, 2021 Source: realMLS #1075772 | Pending | $565,400 |
Mar 1, 2021 Source: realMLS #1075772 | PriceChange | $565,400 Price increased by 1% |
Feb 9, 2021 Source: realMLS #1075772 | PriceChange | $557,400 Price increased by 1% |
Jan 28, 2021 Source: realMLS #1075772 | PriceChange | $549,900 Price decreased by 2% |
Jan 26, 2021 Source: realMLS #1075772 | PriceChange | $559,597 Price decreased by 1% |
Dec 29, 2020 Source: realMLS #1075772 | Listed For Sale | $564,247 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $9,757 | $540,104 |
Home facts updated by county records
Market trends in Saint Augustine
Last updated August 2026
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

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.
Frequently asked questions about 66 WINDLEY Drive
- What is 66 WINDLEY Drive estimated to be worth?Trulia's estimated value for 66 WINDLEY Drive in Saint Augustine, FL is $586,900.
- What is the price history for 66 WINDLEY Drive?66 WINDLEY Drive in Saint Augustine, FL last sold for $585,000 in June 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 $429K. That is down $2.5K from the prior month.
- Does 66 WINDLEY Drive have air conditioning?Yes, 66 WINDLEY Drive in Saint Augustine, FL has air conditioning.
- Does 66 WINDLEY Drive have a pool?Yes, 66 WINDLEY Drive in Saint Augustine, FL has a pool.

