1055 Winterhawk Dr, Saint Augustine, FL 32086
Property image
Property image
OFF MARKET

$651,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,408 sqft (on 0.50 acres)

1055 Winterhawk Dr, Saint Augustine, FL 32086

Est. Refi. Payment $4,385/mo*
Refinance Your Home
Currently Off Market - Sold May 4, 2022 for $623,000

Home Value

Trulia Estimate
$652K
Since last month
Increased$3K (+0.5%)
Since last year
Increased$10K (+1.5%)
Since last sale
Increased$31K (+5%)
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 +123% in the last 10 years
MonthEstimated value
2026
October 2026$654K
September 2026$647K
August 2026$651K
July 2026$655K
June 2026$651K
May 2026$645K
April 2026$649K
March 2026$649K
February 2026$644K
January 2026$637K
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
901 Delcie Dr, Saint Augustine, FL
0.18
Single-Family Home
$485,000
09/29/26
4
2
1,797
200 S SHADOWWOOD Drive, Saint Augustine, FL
0.45
Single-Family Home
$625,000
05/22/26
3
2.5
2,256
3776 ARROWHEAD Drive, Saint Augustine, FL
0.27
Single-Family Home
$675,000
01/07/26
6
4
3,231
217 S SHADOWWOOD Drive, Saint Augustine, FL
0.36
Single-Family Home
$700,000
07/14/26
3
2
2,067
324 N Shadowwood Dr, Saint Augustine, FL
0.58
Single-Family Home
$545,000
05/08/26
4
2
2,067
1043 Winterhawk Dr, Saint Augustine, FL
0.02
Single-Family Home
$1,030,000
12/30/25
5
3
3,198
436 Gianna Way, Saint Augustine, FL
0.32
Single-Family Home
$440,000
09/28/26
5
3
2,494
308 Gianna Way, Saint Augustine, FL
0.38
Single-Family Home
$660,000
12/09/25
4
3.5
2,856
4024 Red Pine Ln, Saint Augustine, FL
0.43
Single-Family Home
$398,000
09/30/26
4
2
1,881
1191 Brookside Ct, Saint Augustine, FL
0.33
Single-Family Home
$770,000
09/30/26
4
2.5
2,884

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
1061 Winterhawk Dr, Saint Augustine, FL 32086
0.02
$537,900
3
2
3,429
Off Market
1043 Winterhawk Dr, Saint Augustine, FL 32086
0.02
$1,030,000
5
3
3,198
Recently Sold
1067 Winterhawk Dr, Saint Augustine, FL 32086
0.04
$442,600
3
2
2,293
Off Market
1056 Winterhawk Dr, Saint Augustine, FL 32086
0.05
$417,700
3
2
2,332
Off Market
1073 Winterhawk Dr, Saint Augustine, FL 32086
0.06
$484,200
4
3.5
2,272
Off Market
1062 Winterhawk Dr, Saint Augustine, FL 32086
0.06
$383,700
3
2
1,577
Off Market
1030 Winterhawk Dr, Saint Augustine, FL 32086
0.06
$404,000
4
2
1,476
Off Market
1050 S Winterhawk Dr #C, Saint Augustine, FL 32086
0.06
$482,400
3
2
2,199
Off Market
1050 S Winterhawk Dr, Saint Augustine, FL 32086
0.06
$434,500
3
2
2,374
Off Market
1050 S Winterhawk Dr #D, Saint Augustine, FL 32086
0.06
$458,500
3
2
1,805
Off Market
1050 S Winterhawk Dr #B, Saint Augustine, FL 32086
0.06
$401,200
3
2
1,526
Off Market
1068 Winterhawk Dr, Saint Augustine, FL 32086
0.07
$402,400
3
2
1,880
Off Market
1079 Winterhawk Dr, Saint Augustine, FL 32086
0.08
$485,700
3
2
2,075
Off Market
1031 Winterhawk Dr, Saint Augustine, FL 32086
0.08
$589,400
3
3
2,152
Off Market
1074 Winterhawk Dr, Saint Augustine, FL 32086
0.08
$456,500
3
2
1,648
Off Market
1060 S Winterhawk Dr, Saint Augustine, FL 32086
0.08
$618,500
4
3
2,663
Off Market
1070 S Winterhawk Dr, Saint Augustine, FL 32086
0.08
$638,400
3
3
1,955
Off Market
1070 S Wintethawk Dr, St Augustine, FL 32086
0.08
$402,400
3
2
-
Off Market
1020 Winterhawk Dr, Saint Augustine, FL 32086
0.08
$499,100
3
2
2,069
Off Market
1025 Winterhawk Dr, Saint Augustine, FL 32086
0.09
$390,200
3
2
1,922
Off Market

Local Information

  • Map ViewExplore the area around 1055 Winterhawk Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1984
0.5 acre lot
2,408 sqft
$271/sqft
Garage

About this House

What's unique:Wood burning fireplaceNew toiletsScreened lanaiSeparate wellViews of the backyardAmple activities
Rare find - Pool home on half an acre in town! Your own private tropical oasis awaits with mature trees and plenty of room to relax. Located in Wildwood Creek-no HOA, so bring your boat and RV! This 4/2.5 home has a formal dining room, sunken living room with a wood burning fireplace, a den/library area with built in bookshelves and views of the backyard, 3 new toilets and a water softener. The master suite is oversized with 3 closets. The fourth bedroom has direct access to the screened porch. Put your own special touch on this home-the possibilities are limitless. The pool is solar heated and has a separate well for filling. The yard is a gardeners paradise with plenty of room to play. Some additional exterior features include space for a boat or RV, outdoor shower, screened porch, screened lanai, paver patio, and a large private backyard with beautiful trees. Nearby Treaty Park is a 47 acre complex for ample activities and nature lovers. Easily accessed from US 1 or 207, this neighborhood is near shopping and schools.
1055 Winterhawk Dr, Saint Augustine, FL 32086 is a 4 bedroom, 3 bathroom, 2,408 sqft single-family home built in 1984. It last sold for $623,000 on May 4, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $651,600, with a rent estimate of $3,839/month.

Home Details for 1055 Winterhawk Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: WoodFoundation Type: Concrete
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1984Year Updated: 1988
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
May 4, 2022
Source: realMLS #1164191
Sold
$623,000
Apr 22, 2022
Source: realMLS #1164191
Pending
$610,000
Apr 22, 2022
Source: St Augustine St Johns County BOR #223101
Contingent
$610,000
Apr 19, 2022
Source: RE/MAX International #223101
PendingToActive
$610,000
Apr 19, 2022
Source: realMLS #1164191
Contingent
$610,000

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

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
    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
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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."
    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"
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  • 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
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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
  • 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
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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
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  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 1055 Winterhawk Dr

  • What is 1055 Winterhawk Dr estimated to be worth?
    Trulia's estimated value for 1055 Winterhawk Dr in Saint Augustine, FL is $651,600.
  • What is the price history for 1055 Winterhawk Dr?
    1055 Winterhawk Dr in Saint Augustine, FL last sold for $623,000 in May 2022.
  • 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 1055 Winterhawk Dr have air conditioning?
    Yes, 1055 Winterhawk Dr in Saint Augustine, FL has air conditioning.
  • Does 1055 Winterhawk Dr have a pool?
    Yes, 1055 Winterhawk Dr in Saint Augustine, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

305 rentals with a pool in Saint Augustine, FL

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502 rentals with a washer/dryer in Saint Augustine, FL

Explore by feature - Outdoor Space

96 rentals with an outdoor space in Saint Augustine, FL

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