421 Chamberlain Dr Saint Augustine, FL 32086
Rolling Hills NeighborhoodEstimated payment $2,148/month
Highlights
- Vaulted Ceiling
- Screened Porch
- Home Security System
- Osceola Elementary School Rated A-
- Cottage
- Tile Flooring
About This Home
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!
Listing Agent
Keller Williams Realty Atlantic Partners St Augustine Listed on: 09/18/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,885
Year Built
- Built in 2003
Lot Details
- 5,663 Sq Ft Lot
- Lot Dimensions are 100x55
- Property is Fully Fenced
- Rectangular Lot
- Sprinkler System
- Property is zoned PUD
HOA Fees
- $43 Monthly HOA Fees
Parking
- 2 Car Garage
Home Design
- Cottage
- Split Level Home
- Slab Foundation
- Frame Construction
- Shingle Roof
- Stucco Exterior
Interior Spaces
- 1,335 Sq Ft Home
- 1-Story Property
- Vaulted Ceiling
- Window Treatments
- Dining Room
- Screened Porch
- Home Security System
Kitchen
- Range
- Microwave
- Dishwasher
- Disposal
Flooring
- Carpet
- Laminate
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- 2 Full Bathrooms
- Primary Bathroom includes a Walk-In Shower
Laundry
- Dryer
- Washer
Schools
- Osceola Elementary School
- Murray Middle School
- Pedro Menendez High School
Utilities
- Central Heating and Cooling System
- Programmable Thermostat
- Water Softener
Community Details
- Association fees include management, master policy
Listing and Financial Details
- Homestead Exemption
- Assessor Parcel Number 102761-0340
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,906 | $254,101 | $72,800 | $181,301 |
| 2024 | $2,906 | $248,279 | $72,800 | $175,479 |
| 2023 | $2,906 | $247,347 | $0 | $0 |
| 2022 | $2,818 | $240,143 | $72,800 | $167,343 |
| 2021 | $2,604 | $179,600 | $0 | $0 |
| 2020 | $1,650 | $145,076 | $0 | $0 |
| 2019 | $1,163 | $105,616 | $0 | $0 |
| 2018 | $1,140 | $103,647 | $0 | $0 |
| 2017 | $1,131 | $101,515 | $0 | $0 |
| 2016 | $1,125 | $102,410 | $0 | $0 |
| 2015 | $1,141 | $101,698 | $0 | $0 |
| 2014 | $1,141 | $100,891 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/13/2025 10/13/25 | Price Changed | $355,000 | -3.5% | $266 / Sq Ft | |
| 09/18/2025 09/18/25 | For Sale | $368,000 | +70.4% | $276 / Sq Ft | |
| 12/17/2023 12/17/23 | Off Market | $216,000 | -- | -- | |
| 12/17/2023 12/17/23 | Off Market | $250,000 | -- | -- | |
| 01/29/2021 01/29/21 | Sold | $250,000 | +0.4% | $187 / Sq Ft | View Prior Sale |
| 12/17/2020 12/17/20 | Pending | -- | -- | -- | |
| 12/15/2020 12/15/20 | For Sale | $249,000 | +15.3% | $187 / Sq Ft | |
| 06/12/2019 06/12/19 | Sold | $216,000 | -3.4% | $162 / Sq Ft | View Prior Sale |
| 06/03/2019 06/03/19 | Pending | -- | -- | -- | |
| 05/08/2019 05/08/19 | For Sale | $223,500 | -- | $168 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $250,000 | Attorney | |
| Warranty Deed | $216,000 | Olde Towne Title Group | |
| Corporate Deed | $153,700 | -- | |
| Warranty Deed | $435,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $225,000 | New Conventional | |
| Previous Owner | $141,000 | New Conventional | |
| Previous Owner | $151,325 | FHA |
Source: St. Augustine and St. Johns County Board of REALTORS®
MLS Number: 255331
APN: 102761-0340
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
© 2025 St Augustine &
St. Johns County Board of REALTORS®. All rights reserved.
- 228 Fox Water Trail
- 305 Green Turtle Ln
- 0 Dobbs Rd Unit 255110
- 0 Dobbs Rd Unit MFRGC533824
- 0 Dobbs Rd Unit 2107194
- 38 Green Turtle Ln
- 38 Green Turtle Ln
- 709 Deer Crossing Rd
- 62 Buckley Ct
- 725 Cypress Rd
- 253 Whitland Way
- 22 Buckley Ct
- 405 S Villa San Marco Dr Unit 302
- 410 S Villa San Marco Dr Unit 303
- 420 S Villa San Marco Dr Unit 304
- 410 S Villa San Marco Dr Unit 106
- 415 S Villa San Marco Dr Unit 205
- 410 S Villa San Marco Dr Unit 203
- 420 S Villa San Marco Dr
- 405 S Villa San Marco Dr Unit 208
- 295 Green Turtle Ln
- 246 Ashby Landing Way
- 304 N Hidden Tree Dr
- 63 Whitland Way
- 237 N Hidden Tree Dr
- 55 Buckley Ct
- 2605 Dobbs Rd Unit D
- 244 N Hidden Tree Dr
- 410 S Villa San Marco Dr Unit 306
- 440 S Villa San Marco Dr Unit 106
- 250 Moultrie Landing Blvd
- 42 Ridge Lake Rd
- 129 Moultrie Village Ln
- 87 Moultrie Village Ln
- 109 King's Manor Ct
- 40 Brisa Ave
- 2116 Wood Stork Ave
- 100 Inspire Way
- 93 Palma Dr
- 107 Palma Dr