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!
Sold for $345,000
$345,000
421 Chamberlain Dr, Saint Augustine, FL 32086
3beds
1,335sqft
Single Family Residence
Built in 2003
5,662 Square Feet Lot
$346,400 Zestimate®
$258/sqft
$1,965 Estimated rent
Home value
$346,400
$329,000 - $367,000
$1,965/mo
Zestimate® history
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Vaulted ceilingsBeautiful laminate flooring
Zillow last checked:
Listing updated:
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
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
Primary bathroom
- Features: Shower Only
Dining room
- Features: Combo
Heating
- Central, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Softener
Features
- Bedroom Downstairs, Ceiling Fan(s), Chandelier, Smart Thermostat
- Flooring: Carpet, Laminate, Tile
- Windows: Window Treatments
Interior area
- Total structure area: 1,335
- Total interior livable area: 1,335 sqft
Property
Parking
- Total spaces: 2
- Parking features: 2 Car Garage, Garage Door Opener
- Garage spaces: 2
Features
- Levels: Split
- Stories: 1
- Entry location: Ground Level
- Patio & porch: Screened Porch
- Exterior features: Auto Sprinkler
- Fencing: Full
Lot
- Size: 5,662 Square Feet
- Dimensions: 100x55
- Features: Suburban, Regular, Less than 1/4 Acre
Details
- Parcel number: 1027610340
- Zoning: PUD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Frame, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: County
Community & HOA
Community
- Features: HOA
- Security: Security System
- Subdivision: Cottages at Hidden Lakes
HOA
- Has HOA: Yes
- Services included: HOA(Management, Master Policy)
- HOA fee: $512 annually
Location
- Region: Saint Augustine
Financial & listing details
- Price per square foot: $258/sqft
- Tax assessed value: $254,101
- Annual tax amount: $2,884
- Price range: $345K - $345K
- Date on market: 9/18/2025
- Listing terms: Cash,Conventional,FHA,VA Loan
Price history
| Date | Event | Price |
|---|---|---|
| 2/2/2026 | Sold | $345,000-2.8%$258/sqft |
Source:  St Augustine St Johns County BOR #255331 Report a problem | ||
| 1/27/2026 | Pending sale | $355,000$266/sqft |
Source: St Augustine St Johns County BOR #255331 Report a problem | ||
| 10/13/2025 | Price change | $355,000-3.5%$266/sqft |
Source: St Augustine St Johns County BOR #255331 Report a problem | ||
| 9/18/2025 | Listed for sale | $368,000+47.2%$276/sqft |
Source: St Augustine St Johns County BOR #255331 Report a problem | ||
| 1/29/2021 | Sold | $250,000+0.4%$187/sqft |
Source:  realMLS #1086503 Report a problem | ||
| 12/17/2020 | Pending sale | $249,000$187/sqft |
Source: SVR REALTY LLC #1086503 Report a problem | ||
| 12/15/2020 | Listed for sale | $249,000+15.3%$187/sqft |
Source: SVR REALTY LLC #1086503 Report a problem | ||
| 6/19/2019 | Sold | $216,000-3.4%$162/sqft |
Source: Public Record Report a problem | ||
| 6/13/2019 | Pending sale | $223,500$167/sqft |
Source: COLDWELL BANKER PREMIER PROPERTIES #987674 Report a problem | ||
| 5/5/2019 | Listed for sale | $223,500$167/sqft |
Source: Coldwell Banker Premier Properties-Branch #186182 Report a problem | ||
| 5/4/2019 | Pending sale | $223,500$167/sqft |
Source: Coldwell Banker Premier Properties-Branch #186182 Report a problem | ||
| 4/2/2019 | Listed for sale | $223,500+45.4%$167/sqft |
Source: Coldwell Banker Premier Properties-Branch #186182 Report a problem | ||
| 10/13/2003 | Sold | $153,700$115/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,246 +12.5% | $254,101 +2.3% |
| 2024 | $2,885 -0.7% | $248,279 +0.4% |
| 2023 | $2,906 +3.1% | $247,347 +3% |
| 2022 | $2,818 +8.2% | $240,143 +33.7% |
| 2021 | $2,604 +57.8% | $179,600 +23.8% |
| 2020 | $1,650 +41.9% | $145,076 +37.4% |
| 2019 | $1,163 | $105,616 +1.9% |
| 2018 | $1,163 +2.9% | $103,647 +2.1% |
| 2017 | $1,131 | $101,515 -0.9% |
| 2016 | $1,131 +0.5% | $102,410 +0.7% |
| 2015 | $1,125 -1.4% | $101,698 +0.8% |
| 2014 | $1,141 | $100,891 +4.5% |
| 2013 | -- | $96,504 +1.7% |
| 2012 | -- | $94,891 -6.3% |
| 2011 | -- | $101,310 -14% |
| 2010 | -- | $117,869 -4.1% |
| 2009 | -- | $122,869 -4.4% |
| 2008 | -- | $128,572 +4% |
| 2007 | -- | $123,662 +2.5% |
| 2006 | -- | $120,646 +3% |
| 2005 | -- | $117,132 +3% |
| 2004 | -- | $113,720 |
Find assessor info on the county website
Neighborhood: 32086
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- $360,0003 bd2 ba1.7k sqft417 Chamberlain Dr, Saint Augustine, FL 32086Sold
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Nearby schools
GreatSchools rating
- 7/10Osceola Elementary SchoolGrades: PK-5Distance: 1.1 mi
- 7/10R J Murray Middle SchoolGrades: 6-8Distance: 2.6 mi
- 5/10Pedro Menendez High SchoolGrades: 8-12Distance: 6.9 mi
Schools provided by the listing agent
- Elementary: Osceola
- Middle: Murray
- High: Pedro Menendez
Source: St Augustine St Johns County BOR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$346,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$346,400
- Florida
- Saint Johns County
- Saint Augustine
- 32086
- 421 Chamberlain Dr
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