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 $2,206/mo*
$345,000
Last Sold: Feb 2, 2026
3% below list $355K
$258/sqft
Est. Refi. Payment $2,206/mo*
3 Beds
2 Baths
1,335 sqft
Local Information
© Google
-- mins to
Description
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!
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 February 02, 2026
Home Highlights
Parking
Garage
Outdoor
Porch
View
No Info
HOA
$43/Monthly
Price/Sqft
$258/sqft
Listed
180+ days ago
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 |
Last check for updates: about 11 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

Price History for 421 Chamberlain Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 02/02/2026 | $345,000 | Sold | St Augustine St Johns County BOR #255331 |
| 01/27/2026 | $355,000 | Pending | St Augustine St Johns County BOR #255331 |
| 10/13/2025 | $355,000 | PriceChange | St Augustine St Johns County BOR #255331 |
| 09/18/2025 | $368,000 | Listed For Sale | St Augustine St Johns County BOR #255331 |
| 01/29/2021 | $250,000 | Sold | realMLS #1086503 |
| 12/17/2020 | $249,000 | Pending | Agent Provided |
| 12/15/2020 | $249,000 | Listed For Sale | Agent Provided |
| 06/19/2019 | $216,000 | Sold | N/A |
| 06/13/2019 | $223,500 | Pending | Agent Provided |
| 05/05/2019 | $223,500 | PendingToActive | Agent Provided |
| 05/04/2019 | $223,500 | Pending | Agent Provided |
| 04/02/2019 | $223,500 | Listed For Sale | Agent Provided |
| 10/13/2003 | $153,700 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $2,885 |
| Assessment | $248,279 |
Home facts updated by county records
Comparable Sales for 421 Chamberlain Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $382,000 | 06/09/25 | 3 | 2 | 1,863 | |
0.31 | Single-Family Home | $390,000 | 08/08/25 | 3 | 2 | 1,709 | |
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 | |
0.42 | Single-Family Home | $325,000 | 08/11/25 | 3 | 2 | 1,420 | |
0.35 | Single-Family Home | $379,500 | 01/30/26 | 3 | 2 | 1,591 |
Assigned Schools
These are the assigned schools for 421 Chamberlain Dr.
What Locals Say about Saint Augustine
At least 668 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.
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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 421 Chamberlain Dr
421 Chamberlain Dr, Saint Augustine, FL 32086 is a 3 bedroom, 2 bathroom, 1,335 sqft single-family home built in 2003. This property is not currently available for sale. 421 Chamberlain Dr was last sold on Feb 2, 2026 for $345,000 (3% lower than the asking price of $355,000). The current Trulia Estimate for 421 Chamberlain Dr is $344,400.

