421 Chamberlain Dr
Saint Augustine, FL 32086
- 3 Beds
- 2 Baths
- 1,335 sqft
$345,000
Last Sold: Feb 2, 2026
3% below list $355K
$258/sqft
Est. Refi. Payment $2,213/mo*
$345,000
Last Sold: Feb 2, 2026
3% below list $355K
$258/sqft
Est. Refi. Payment $2,213/mo*
3 Beds
2 Baths
1,335 sqft
Home Value
Trulia Estimate
$346KSince last month
Decreased$1K (-0.4%)Since last year
Increased$25K (+7.9%)Since last sale
Increased$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 +89% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $346K |
| July 2026 | $347K |
| June 2026 | $347K |
| May 2026 | $347K |
| April 2026 | $344K |
| March 2026 | $342K |
| February 2026 | $344K |
| January 2026 | $344K |
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 |
|---|---|---|---|---|---|---|---|
0.03 | Single-Family Home | $372,000 | 05/26/26 | 3 | 2 | 1,834 | |
0.12 | Single-Family Home | $352,500 | 07/02/26 | 3 | 2 | 1,361 | |
0.13 | Single-Family Home | $359,000 | 03/24/26 | 2 | 2 | 1,508 | |
0.36 | Single-Family Home | $390,000 | 03/25/26 | 3 | 2 | 1,607 | |
0.39 | Single-Family Home | $370,000 | 11/21/25 | 3 | 2 | 1,631 | |
0.35 | 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 |
|---|---|---|---|---|---|---|
0.03 | $374,000 | 3 | 2 | 1,761 | Off Market | |
0.03 | $372,000 | 3 | 2 | 1,834 | Recently Sold | |
0.05 | $310,300 | 3 | 2 | 1,455 | Off Market | |
0.10 | $330,000 | 3 | 2 | 1,451 | For Sale | |
0.08 | $340,000 | 2 | 2 | 1,361 | Off Market | |
0.12 | $352,500 | 3 | 2 | 1,361 | Recently Sold | |
0.10 | $377,000 | 3 | 2 | 1,863 | Off Market | |
0.13 | $384,000 | 3 | 2 | 1,616 | Off Market | |
0.14 | - | - | - | - | Off Market | |
0.09 | $452,500 | 3 | 2 | 2,060 | Recently Sold | |
0.11 | $397,400 | 3 | 2 | 1,993 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2003
Living Area
1,335 sqft
Price/Sqft
$258/sqft
Parking
Garage
HOA
$43/Monthly
About this House
Welcome to 421 Chamberlain Drive — a beautifully maintained 3 bedroom, 2 bathroom home in the heart of St. Augustine, offering comfort, convenience, and peace of mind. Ideally located just minutes from top-rated schools, Flagler Hospital, and St. Augustine University, it’s a perfect fit for medical and education professionals, students, or anyone who wants quick access to everyday essentials. Step inside to 1,335 sq. ft. of light-filled, open living space that’s truly move-in ready. Major systems — including the roof, AC, and hot water heater — were all replaced in 2020, ensuring worry-free living for years to come. Fresh interior and exterior paint, beautiful laminate flooring, and vaulted ceilings enhance the bright, airy feel throughout. The modern kitchen flows seamlessly into the dining and living areas, creating an inviting layout ideal for both daily living and entertaining. Outside, the fully fenced backyard offers a private space for pets, kids, or weekend gatherings. Additional features include a 2-car garage, a water softener, and thoughtful updates throughout. Located just 10 minutes from historic downtown St. Augustine, pristine beaches, and shopping, this home checks all the boxes for families, professionals, and anyone seeking a convenient lifestyle. Schedule your showing today — this gem won’t last!
421 Chamberlain Dr, Saint Augustine, FL 32086 is a 3 bedroom, 2 bathroom, 1,335 sqft single-family home built in 2003. It last sold for $345,000 on Feb 2, 2026 (3% below the $355,000 asking price). It is currently off market. The Trulia Estimate is $346,300, with a rent estimate of $1,940/month.
Last check for updates: about 8 hours ago
Listed by Paul Wenglowsky PA, (904) 315-1882
Keller Williams Realty Atlantic Partners St Augustine
Michele Scarponi, (904) 814-3740
Keller Williams Realty Atlantic Partners St Augustine
Source: St Augustine St Johns County BOR, MLS#255331

Home Details for 421 Chamberlain Dr
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Interior Details Number of Rooms: 3Types of Rooms: Master Bedroom, Master Bathroom, Dining Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1335 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water SoftenerDishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central |
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Carpet, Laminate, Tile |
Levels, Entrance, & Accessibility Stories: 1Levels: SplitEntry Location: Ground LevelFloors: Carpet, Laminate, Tile |
Security Security: Security System |
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Exterior Home Features Roof: ShinglePatio / Porch: Screened PorchFencing: FullExterior: Auto SprinklerFoundation: 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 Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 2003 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family HomeArchitecture: Cottage |
Building Construction Materials: Frame, StuccoNot a New Construction |
Property Information Parcel Number: 1027610340 |
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Price List Price: $355,000Price Per Sqft: $258/sqftPrice Range: $345,000 - $355,000 |
Status Change & Dates Off Market Date: Sat Dec 20 2025 |
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MLS Status: Closed |
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Direction & Address City: St AugustineCommunity: Cottages at Hidden Lakes |
School Information Elementary School: OsceolaJr High / Middle School: MurrayHigh School: Pedro Menendez |
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Building Area Building Area: 1335 Square Feet |
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Community Features: HOANot Senior Community |
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HOA Fee Includes: HOA(Management, Master Policy)Has an HOAHOA Fee: $512/Annually |
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Lot Area: 5662.8 sqft |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Mls Number: 255331 |
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HOA |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 2, 2026 Source: St Augustine St Johns County BOR #255331 | Sold | $345,000 |
Jan 27, 2026 Source: St Augustine St Johns County BOR #255331 | Pending | $355,000 |
Oct 13, 2025 Source: St Augustine St Johns County BOR #255331 | PriceChange | $355,000 Price decreased by 4% |
Sep 18, 2025 Source: St Augustine St Johns County BOR #255331 | Listed For Sale | $368,000 |
Jan 29, 2021 Source: realMLS #1086503 | Sold | $250,000 |
Dec 17, 2020 Source: Agent Provided | Pending | $249,000 |
Dec 15, 2020 Source: Agent Provided | Listed For Sale | $249,000 |
Jun 19, 2019 Source: N/A | Sold | $216,000 |
Jun 13, 2019 Source: Agent Provided | Pending | $223,500 |
May 5, 2019 Source: Agent Provided | PendingToActive | $223,500 |
May 4, 2019 Source: Agent Provided | Pending | $223,500 |
Apr 2, 2019 Source: Agent Provided | Listed For Sale | $223,500 |
Oct 13, 2003 Source: N/A | Sold | $153,700 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $3,246 | $254,101 |
Home facts updated by county records
Market trends in Saint Augustine
Last updated July 2026
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
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
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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.
Frequently asked questions about 421 Chamberlain Dr
- What is 421 Chamberlain Dr estimated to be worth?Trulia's estimated value for 421 Chamberlain Dr in Saint Augustine, FL is $346,300.
- What is the price history for 421 Chamberlain Dr?421 Chamberlain Dr in Saint Augustine, FL last sold for $345,000 in February 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 $432K. That is up $13.33K from the prior month.
- Does 421 Chamberlain Dr have air conditioning?Yes, 421 Chamberlain Dr in Saint Augustine, FL has air conditioning.
- Does 421 Chamberlain Dr have laundry facilities?Yes, 421 Chamberlain Dr in Saint Augustine, FL has in-unit laundry.

