416 Chamberlain Dr, Saint Augustine, FL 32086
Property image
Property image
OFF MARKET

$323,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,316 sqft

416 Chamberlain Dr, Saint Augustine, FL 32086

Est. Refi. Payment $2,214/mo*
Refinance Your Home
Currently Off Market - Sold Jun 17, 2025 for $325,000

Home Value

Trulia Estimate
$323K
Since last month
Decreased$400 (-0.1%)
Since last year
Increased$2K (+0.7%)
Since last sale
Decreased$1K (-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 +77% in the last 10 years
MonthEstimated value
2026
October 2026$324K
September 2026$325K
August 2026$324K
July 2026$322K
June 2026$321K
May 2026$322K
April 2026$318K
March 2026$314K
February 2026$316K
January 2026$321K
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
421 Chamberlain Dr, Saint Augustine, FL
0.04
Single-Family Home
$345,000
02/02/26
3
2
1,335
428 Chamberlain Dr, Saint Augustine, FL
0.03
Single-Family Home
$372,000
05/26/26
3
2
1,834
417 Chamberlain Dr, Saint Augustine, FL
0.03
Single-Family Home
$360,000
06/29/26
3
2
1,702
425 Chamberlain Dr, Saint Augustine, FL
0.04
Single-Family Home
$300,000
06/30/26
3
2
1,713
141 N Churchill Dr, Saint Augustine, FL
0.09
Single-Family Home
$352,500
07/02/26
3
2
1,361
157 N Churchill Dr, Saint Augustine, FL
0.09
Single-Family Home
$359,000
03/24/26
2
2
1,508
265 N Churchill Dr, Saint Augustine, FL
0.14
Single-Family Home
$375,000
04/08/26
3
2
1,584
153 Little Owl Ln, Saint Augustine, FL
0.37
Single-Family Home
$350,000
07/23/26
3
2
1,546
86 Shell Creek Ct, Saint Augustine, FL
0.40
Single-Family Home
$390,000
03/25/26
3
2
1,607
367 Green Turtle Ln, Saint Augustine, FL
0.37
Single-Family Home
$366,000
07/31/26
3
2
1,564

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
412 Chamberlain Dr, Saint Augustine, FL 32086
0.01
$361,900
3
2
1,856
Off Market
420 Chamberlain Dr, Saint Augustine, FL 32086
0.01
$335,700
3
2
2,075
Off Market
424 Chamberlain Dr, Saint Augustine, FL 32086
0.02
$310,300
3
2
1,340
Off Market
408 Chamberlain Dr, Saint Augustine, FL 32086
0.02
$288,700
2
2
1,143
Off Market
428 Chamberlain Dr, Saint Augustine, FL 32086
0.03
$372,000
3
2
1,834
Recently Sold
413 Chamberlain Dr, Saint Augustine, FL 32086
0.03
$313,300
3
2
1,500
Off Market
400 Chamberlain Dr, Saint Augustine, FL 32086
0.03
$309,800
3
2
1,283
Off Market
417 Chamberlain Dr, Saint Augustine, FL 32086
0.03
$360,000
3
2
1,702
Recently Sold
404 Chamberlain Dr, Saint Augustine, FL 32086
0.03
$324,200
3
2
1,537
Off Market
421 Chamberlain Dr, Saint Augustine, FL 32086
0.04
$345,000
3
2
1,335
Recently Sold
104 N Churchill Dr, Saint Augustine, FL 32086
0.04
$300,300
3
2
1,319
Off Market
432 Chamberlain Dr, Saint Augustine, FL 32086
0.04
$302,600
2
2
1,309
Off Market
120 N Churchill Dr, Saint Augustine, FL 32086
0.04
$350,300
3
2
1,616
Off Market
120 N Chruchill Dr, Saint Augustine, FL 32086
0.04
-
-
-
-
Off Market
120 N Chuchill Dr, Saint Augustine, FL 32086
0.04
-
-
-
-
Off Market
425 Chamberlain Dr, Saint Augustine, FL 32086
0.04
$300,000
3
2
1,713
Recently Sold
100 N Churchill Dr, Saint Augustine, FL 32086
0.04
$353,600
3
2
2,262
Off Market
176 N Churchill Dr, Saint Augustine, FL 32086
0.05
$358,500
3
2
2,124
Off Market
184 N Churchill Dr, Saint Augustine, FL 32086
0.05
$332,200
3
2
1,880
Off Market
436 Chamberlain Dr, Saint Augustine, FL 32086
0.05
$307,100
3
2
1,345
Off Market

Local Information

  • Map ViewExplore the area around 416 Chamberlain Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
1,316 sqft
$246/sqft
Garage

About this House

Come see this charming lake front home in Hidden Lakes! Affordably priced and move-in ready! Conveniently located with easy access to Historic downtown St. Augustine and the beautiful beaches on Anastasia Island! Enjoy this peaceful setting with mature trees and lake views. Well maintained with new windows, new well pump w/ irrigation and lush landscaping! Spacious kitchen with stainless appliances, lots of storage and cozy breakfast nook! Tasteful accents throughout with a light, airy feel! Looking for a peaceful setting at an attractive price, this is it! Relax in the shade and soak in the setting! This lakefront home in situated in desirable Hidden Lakes just minutes from all St. Augustine has to offer! Shopping, dining, the beach, historic sites and so much more! Winding streets, well maintained homes and shady trees welcome you upon arrival! Perfect for a full time residence or weekend getaway! The intelligent design offers 3 bedrooms and 2 baths with an open living concept and split floor plan. Vaulted ceilings in the living area with combo area dining and glass sliders to the lakefront patio! A pleasure to show!
416 Chamberlain Dr, Saint Augustine, FL 32086 is a 3 bedroom, 2 bathroom, 1,316 sqft single-family home built in 1999. It last sold for $325,000 on Jun 17, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $323,400, with a rent estimate of $2,097/month.

Home Details for 416 Chamberlain Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood, Laminate
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Central
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoFoundation Type: ConcretePatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Jun 17, 2025
Source: N/A
Sold
$325,000
Mar 9, 2020
Source: N/A
Sold
$202,800
Dec 19, 2017
Source: N/A
Sold
$212,500
Dec 14, 2017
Source: Agent Provided
Pending
$214,900
Dec 14, 2017
Source: Agent Provided
Listed For Sale
$214,900

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
    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
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 416 Chamberlain Dr

  • What is 416 Chamberlain Dr estimated to be worth?
    Trulia's estimated value for 416 Chamberlain Dr in Saint Augustine, FL is $323,400.
  • What is the price history for 416 Chamberlain Dr?
    416 Chamberlain Dr in Saint Augustine, FL last sold for $325,000 in June 2025.
  • 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 416 Chamberlain Dr have air conditioning?
    Yes, 416 Chamberlain Dr in Saint Augustine, FL has air conditioning.
  • How big is the lot at 416 Chamberlain Dr?
    The lot at 416 Chamberlain Dr in Saint Augustine, FL is about 0.11 acres (4,791 sq ft).

Explore by feature - Pet Friendly

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Off Market Homes Near 416 Chamberlain Dr

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