1021 Windward Way, Saint Augustine, FL 32080
SOLD
JAN 29, 2026

1021 Windward Way
Saint Augustine, FL 32080

  • 3 Beds
  • 2 Baths
  • 1,512 sqft

$496,000

Last Sold: Jan 29, 2026
4% below list $519K
$328/sqft
Est. Refi. Payment $3,062/mo*
Refinance Your Home

$496,000

Last Sold: Jan 29, 2026
4% below list $519K
$328/sqft
Est. Refi. Payment $3,062/mo*
Refinance Your Home
3 Beds
2 Baths
1,512 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

LOCATION, LOCATION, LOCATION!!! Stunning and meticulously updated 2-bedroom plus BONUS room (BR 3/Den/Office), concrete block home with open split floor plan and gorgeous views overlooking a serene lake with majestic shade trees. Premier island location close to beach. Features include: durable and luxurious Shaw engineered wood flooring with Greenguard technology in all living areas, gourmet kitchen with KraftMaid Shaker-style innovative storage design cabinetry with seeded glass and soft-close features, high-level granite, porcelain tile, LG and Bosch appliances, primary bath custom vanity with high-level granite, new plumbing fixtures in kitchen and baths, dimmable modern lighting fixtures, new GFI's and smoke detectors, ceiling fans and custom Sunburst plantation shutters throughout, tray and vaulted ceilings, paver driveway and walkway, washer (new) and dryer included. Enjoy peace of mind that comes with a BRAND NEW HVAC WITH 12 YEAR PARTS/LABOR WARRANTY (July, 2025), newer roof and fascia (2020), newer patio screen enclosure (2022), hot water heater (2019), individual irrigation well with pump and newer timer for cost-efficient irrigation, newer garage door with opener, stylish fiberglass front door with custom designed impact window and Anderson full view glass shatter resistant storm door, CCTV camera monitoring system, and transferrable termite bond in place. NOT a flood zone (zone X), located in a premier community with a low HOA fee, newly enhanced amenities that include resurfaced swimming pool and freshly painted pavilion, brand new kids playground with playing field, tennis court, and basketball court. Close to shopping, restaurants, historic downtown, and more. Enjoy coastal living at its best with this move-in ready and well-maintained property that perfectly combines luxury finishes with practical efficiency.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 29, 2026

Home Highlights

Parking
Garage
Outdoor
Porch
View
Lake
HOA
$106/Monthly
Price/Sqft
$328/sqft
Listed
180+ days ago

Home Details for 1021 Windward Way

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Master Bedroom, Master Bathroom
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1512 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: SplitEntry Location: Ground LevelFloors: Tile, Wood
View
Has a ViewView: Lake
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened PorchExterior: Auto Sprinkler, Irrigation System/WellFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: 2 Car Garage,Garage Door Opener
Frontage
WaterfrontWaterfront: PondOn Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Ranch
Building
Construction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 1629318020

Price & Status

Price
List Price: $519,000Price Per Sqft: $328/sqftPrice Range: $496,000 - $519,000
Status Change & Dates
Off Market Date: Thu Jan 01 2026

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2040 Square Feet

Community

Community Features: Clubhouse, Tennis Court(s), HOA

HOA

HOA Fee Includes: HOA(Community Maintained)Has an HOAHOA Fee: $317/Quarterly

Lot Information

Lot Area: 5662.8 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 255090Water ViewWater View: Lake

Additional Information

ClubhouseTennis Court(s)HOA
Last check for updates: about 8 hours ago
Listed by Samantha Fisher, (904) 626-3037
Ponte Vedra Club Realty, Inc
Bought with: Fred Weiner, (321) 233-2334, 97 Park, LLC
Source: St Augustine St Johns County BOR, MLS#255090

Price History for 1021 Windward Way

DatePriceEventSource
01/29/2026$496,000Sold
St Augustine St Johns County BOR #255090
09/27/2025$519,000PriceChange
realMLS #2072646
08/03/2025$554,000PriceChange
St Augustine St Johns County BOR #251187
02/27/2025$589,000Listed For SalerealMLS #2072646
10/04/2013$215,000Sold
N/A
09/25/2001$29,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,753
Assessment$400,686
Home facts updated by county records

Comparable Sales for 1021 Windward Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1109 Compass Row, Saint Augustine, FL
0.04
Single-Family Home
$450,000
12/30/25
3
2
1,580
816 Captains Dr, Saint Augustine, FL
0.06
Single-Family Home
$452,000
09/11/25
3
2
1,424
1121 Compass Row, Saint Augustine, FL
0.06
Single-Family Home
$435,000
05/08/26
3
2
1,443
984 Windward Way, Saint Augustine, FL
0.09
Single-Family Home
$470,000
08/14/25
3
2
1,660
972 Windward Way, Saint Augustine, FL
0.10
Single-Family Home
$430,000
07/31/25
3
2
1,512
1116 Compass Row, Saint Augustine, FL
0.03
Single-Family Home
$539,900
02/13/26
3
2
1,580
980 Windward Way, Saint Augustine, FL
0.09
Single-Family Home
$390,000
11/21/25
3
2
1,512
116 Tidal Ln, Saint Augustine, FL
0.20
Single-Family Home
$515,000
12/12/25
3
2
1,540
2372 Commodores Club Blvd, Saint Augustine, FL
0.17
Single-Family Home
$405,000
12/19/25
3
2
1,656

Nearby homes

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Assigned Schools

These are the assigned schools for 1021 Windward Way.
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 669 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 69 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 55 % 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
    "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
  • Vicki.perry
    "Great for families. Palencia has an elementary school in the community. Lots of places to ride your bike and take walks too."
    4
    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
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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.

Homes for rent near 1021 Windward Way

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1021 Windward Way, Saint Augustine, FL 32080 is a 3 bedroom, 2 bathroom, 1,512 sqft single-family home built in 2002. This property is not currently available for sale. 1021 Windward Way was last sold on Jan 29, 2026 for $496,000 (4% lower than the asking price of $519,000). The current Trulia Estimate for 1021 Windward Way is $498,000.