237 Chasewood Dr, St Augustine, FL 32095
Elevation Image 5.
Elevation Image 10.
OFF MARKET

237 Chasewood Dr
St Augustine, FL 32095

  • 5 Beds
  • 3 Baths
  • 2,498 sqft

$455,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $2,890/mo*
Refinance Your Home

$455,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $2,890/mo*
Refinance Your Home
5 Beds
3 Baths
2,498 sqft

Home Value

Trulia Estimate
$456K
Since last month
Increased$11K (+2.4%)
Since last year
Increased$13K (+2.8%)
Since last sale
Increased$153K (+48.9%)
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 +51% in the last 10 years
MonthEstimated value
2026
August 2026$467K
July 2026$449K
June 2026$456K
May 2026$464K
April 2026$439K
March 2026$424K
February 2026$438K
January 2026$440K
2025
2024
2023
2022
2021
2020
2019

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
519 CHASEWOOD Drive, Saint Augustine, FL
0.28
Single-Family Home
$435,000
09/25/25
5
3
2,492
323 Chasewood Dr, Saint Augustine, FL
0.08
Single-Family Home
$340,000
05/29/26
3
2
1,564
922 HONEYCOMB Trail, Saint Augustine, FL
0.39
Single-Family Home
$440,000
11/25/25
4
3
2,075
506 HONEYCOMB Trail, Saint Augustine, FL
0.42
Single-Family Home
$459,900
07/14/26
4
2.5
2,642
205 River Island Cir, Saint Augustine, FL
0.39
Single-Family Home
$370,000
05/15/26
4
2.5
1,636
489 CHASEWOOD Drive, Saint Augustine, FL
0.25
Single-Family Home
$490,000
04/02/26
4
2
2,046
267 HONEYCOMB Trail, Saint Augustine, FL
0.28
Single-Family Home
$353,000
07/31/26
3
2
1,574
259 HONEYCOMB Trail, Saint Augustine, FL
0.28
Single-Family Home
$333,000
05/22/26
3
2
1,389
70 TORRES Trace, Saint Augustine, FL
0.73
Single-Family Home
$370,000
06/01/26
5
3
2,487
101 BERMUDEZ Way, Saint Augustine, FL
0.58
Single-Family Home
$485,000
10/28/25
4
3
2,250

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
6175 Cypress Dr S, Saint Augustine, FL 32095
0.06
-
-
-
-
Off Market
323 Chasewood Dr, Saint Augustine, FL 32095
0.08
$340,000
3
2
1,564
Recently Sold
214 CHASEWOOD Drive, Saint Augustine, FL 32095
0.03
$375,200
3
2
1,564
Off Market
340 CHASEWOOD Drive, Saint Augustine, FL 32095
0.11
$439,700
4
2
2,046
Off Market
352 CHASEWOOD Drive, Saint Augustine, FL 32095
0.12
$396,700
3
2
1,709
Off Market
159 Chasewood Dr, Saint Augustine, FL 32095
0.07
$354,800
3
2
1,564
Off Market
6114 Old Dixie Dr, Saint Augustine, FL 32095
0.16
$365,700
3
2
1,564
Off Market
6130 US Highway 1 St, Saint Augustine, FL 32095
0.13
$352,000
Studio
-
924
Off Market
6220 US Highway 1 N, Saint Augustine, FL 32095
0.14
$3,600,000
-
-
-
For Sale
441 CHASEWOOD Drive, Saint Augustine, FL 32095
0.21
$483,400
4
3
2,365
Off Market
1261 FLAGLER Boulevard, Saint Augustine, FL 32095
0.24
$356,500
3
2
1,427
Off Market
489 CHASEWOOD Drive, Saint Augustine, FL 32095
0.25
$490,000
4
2
2,046
Recently Sold

Local Information

  • Map ViewExplore the area around 237 Chasewood Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Living Area
2,498 sqft
Price/Sqft
$183

About this House

This impressive 2,498 square foot two story, five-bedroom, three bath, two car garage floor plan is perfect for large families! It has a bright light filled den as you walk in the front door. An open kitchen, looking out over the spacious gathering room and dining nook. At the heart of the kitchen is a large island where owners will enjoy preparing meals while entertaining family and friends. There is one bedroom and bath downstairs perfect for a home office or out to town guests. Upstairs, the oversized owner's suite includes an amazing bathroom with dual vanity and amazing walk-in closet. The loft makes a perfect playroom. The bonus is the large laundry room located upstairs for convenience. Express Homes offers future homeowners an excellent new home value with energy-efficient features in neighborhoods across North Florida!
237 Chasewood Dr, St Augustine, FL 32095 is a 5 bedroom, 3 bathroom, 2,498 sqft single-family home built in 2020. It last sold for $313,270 on Jul 23, 2020. It is currently off market. The Trulia Estimate is $455,900, with a rent estimate of $3,052/month.

Home Details for 237 Chasewood Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
Parking Spaces: 2

Price and Tax history

DateEventPrice
Jul 23, 2020
Source: realMLS #1030865
Sold
$313,270
Jun 30, 2020
Source: Agent Provided
Pending
$322,990
Jun 25, 2020
Source: Agent Provided
PriceChange
$322,990
Price increased by 0%
Jun 11, 2020
Source: Agent Provided
PriceChange
$321,990
Price increased by 2%
May 30, 2020
Source: Agent Provided
Pending
$314,990

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

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
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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
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  • 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
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  • 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
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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
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  • 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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Homes for sale near 237 Chasewood Dr

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Off Market Homes Near 237 Chasewood Dr

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Frequently asked questions about 237 Chasewood Dr

  • What is 237 Chasewood Dr estimated to be worth?
    Trulia's estimated value for 237 Chasewood Dr in St Augustine, FL is $455,900.
  • What is the price history for 237 Chasewood Dr?
    237 Chasewood Dr in St Augustine, FL last sold for $313,270 in July 2020.
  • Is St Augustine a buyer's or seller's market?
    St Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in St Augustine?
    The median sale price in St Augustine is $432K. That is up $13.33K from the prior month.
  • Does 237 Chasewood Dr have parking?
    Yes, 237 Chasewood Dr in St Augustine, FL has on-site parking.