Seller's Agent in 2026
Paul Wenglowsky
Keller Williams Realty Atlantic Partners St Augustine
(904) 315-1882
8 in this area
67 Total Sales
421 Chamberlain Dr Saint Augustine, FL 32086
Rolling Hills Neighborhood
3
Beds
2
Baths
1,335
Sq Ft
5,663
Sq Ft Lot
Highlights
- Vaulted Ceiling
- Screened Porch
- Home Security System
- Osceola Elementary School Rated A-
- Cottage
- Tile Flooring
About This Home
As of February 2026Welcome 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!
Last Agent to Sell the Property
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
Matterport 3D Tour
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Dec 15, 2020
Closed on
Jan 22, 2021
Sold by
Mckenna Thomas and Mckenna Julie K
Bought by
Seymour Christopher John
Seller's Agent
FLORENTINA DANSKY
SVR REALTY LLC
Buyer's Agent
RYAN MILLER
KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
List Price
$249,000
Sold Price
$250,000
Premium/Discount to List
$1,000
0.4%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7.13%
Original Mortgage
$225,000
Outstanding Balance
$200,423
Interest Rate
2.6%
Mortgage Type
New Conventional
Estimated Equity
$152,334
Purchase Details
Listed on
May 8, 2019
Closed on
Jun 12, 2019
Sold by
Allen Cary and Allen Janie
Bought by
Mckenna Julie K and Mckenna Thomas
Seller's Agent
Dottie Lay
COLDWELL BANKER PREMIER PROPERTIES
Buyer's Agent
JONATHAN WOLFE
KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
List Price
$223,500
Sold Price
$216,000
Premium/Discount to List
-$7,500
-3.36%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
9.32%
Original Mortgage
$141,000
Interest Rate
4.1%
Mortgage Type
New Conventional
Purchase Details
Closed on
Sep 26, 2003
Sold by
Bestcon Inc
Bought by
Allen Cary and Allen Janie
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$151,325
Interest Rate
6.32%
Mortgage Type
FHA
Purchase Details
Closed on
Mar 18, 2002
Sold by
Bestcon Inc
Bought by
Real Estate Group Of The Southeast Inc
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
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 | -- |
Source: Public Records
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: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/02/2026 02/02/26 | Sold | $345,000 | -2.8% | $258 / Sq Ft | |
| 12/20/2025 12/20/25 | Pending | -- | -- | -- | |
| 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 |
Source: St. Augustine and St. Johns County Board of REALTORS®
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 |
Source: Public Records
Agents Affiliated with this Home
-
Paul Wenglowsky
-
Michele Scarponi
Seller Co-Listing Agent in 2026
Michele Scarponi
Keller Williams Realty Atlantic Partners St Augustine
(904) 814-3740
4 in this area
68 Total Sales
-
F
Seller's Agent in 2021
FLORENTINA DANSKY
SVR REALTY LLC
-
RYAN MILLER
Buyer's Agent in 2021
RYAN MILLER
KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
(352) 575-3399
81 Total Sales
-
D
Seller's Agent in 2019
Dottie Lay
COLDWELL BANKER PREMIER PROPERTIES
-
J
Buyer's Agent in 2019
JONATHAN WOLFE
KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
Map
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.
© 2026 St Augustine &
St. Johns County Board of REALTORS®. All rights reserved.
Nearby Homes
- 157 N Churchill Dr
- 0 Rolling Hills Dr Unit 260130
- 197 Fox Water Trail
- 228 Fox Water Trail
- 2242 Twin Fox Trail
- 86 Shell Creek Ct
- 0 Dobbs Rd Unit 255110
- 0 Dobbs Rd Unit MFRGC533824
- 0 Dobbs Rd Unit 2107194
- 127 Shell Creek Ct
- 38 Green Turtle Ln
- 127 Ashby Landing Way
- 709 Deer Crossing Rd
- 1145 Tedder Ln
- 62 Buckley Ct
- 725 Cypress Rd
- 93 Whitland Way
- 253 Whitland Way
- 22 Buckley Ct
- 405 S Villa San Marco Dr Unit 302