Dustan Carpenter
Berkshire Hathaway HomeServices Knight & Gardner Realty
(786) 751-2889
31 Total Sales
5 in New Town
$430K - $1.9M Price Range
3801 Flagler Ave Key West, FL 33040
New Town NeighborhoodEstimated Value: $2,085,897
2
Beds
2
Baths
1,702
Sq Ft
$1,226/Sq Ft
Est. Value
Highlights
- Detached Guest House
- Deck
- Wood Flooring
- Concrete Pool
- Cathedral Ceiling
- Outdoor Kitchen
About This Home
As of January 2026Bold design and thoughtful details set 3801 Flagler apart. This is not a copy-and-paste Key West home--it's the personal residence of an architect and a real estate broker, created to balance striking style with everyday comfort.Set on a generous 9,500 sq ft corner lot, the property features two distinct structures. The main residence showcases soaring 18-foot vaulted ceilings, a chef's kitchen with gas cooking and stainless appliances, a serene bedroom suite, and a spa-inspired bath. A sculptural concrete-and-metal stair leads to a versatile loft, perfect for reading, work, or creative retreat.The detached, oversized two-car garage, built in 2021 is rare for Key West--not just for storage but also climate-controlled, making it ideal as a gym, workshop, or (music) studio. Above, a 696 sq ft guest suite offers treetop privacy with flexible living space, bedroom, full bath, coffee bar, and a walk-in closet.Elevated above FEMA flood zone AE-8 and recently improved, the home is built for longevity and ease of ownership, with a whole-house generator for peace of mind during power outages. Outdoor spaces are just as intentional: a two-tier saltwater pool and deck framed by mature landscaping, coastal breezes, and custom corrugated metal and wood fencing that doubles as a design statement and privacy screen.For collectors, the restored 1974 Toyota Land Cruiser currently housed in the garage is available under separate negotiation.With its combination of architecture, flexibility, and outdoor living, 3801 Flagler delivers more than just a residence--it's a modern island compound with expansion potential, now priced to sell.
Last Agent to Sell the Property
Your Keys Real Estate, LLC License #3599325 Listed on: 11/01/2025
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,886
Year Built
- Built in 2011 | Remodeled
Lot Details
- 9,500 Sq Ft Lot
- Privacy Fence
- Fenced
- Sprinkler System
Home Design
- Frame Construction
- Metal Roof
- HardiePlank Siding
Interior Spaces
- 1,702 Sq Ft Home
- Cathedral Ceiling
- Ceiling Fan
- Blinds
- Double Hung Windows
- Sliding Doors
- Loft
- Storage
Kitchen
- Oven
- Range
- Microwave
- Freezer
- Dishwasher
- Stainless Steel Appliances
- Quartz Countertops
- Built-In or Custom Kitchen Cabinets
- Disposal
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 2 Bedrooms
- 2 Full Bathrooms
- Low Flow Toliet
Laundry
- Dryer
- Washer
Home Security
- Impact Glass
- Fire and Smoke Detector
Parking
- Garage
- Automatic Garage Door Opener
- Off-Street Parking
Pool
- Concrete Pool
- In Ground Pool
- Pool Deck
- Saltwater Pool
Outdoor Features
- Balcony
- Deck
- Outdoor Kitchen
- Exterior Lighting
- Shed
- Rain Gutters
- Awning
Utilities
- Forced Air Heating and Cooling System
- Propane Stove
- Heat Pump System
- Heating System Uses Propane
- Propane
- Tankless Water Heater
- Public Hookup Available For Sewer
- Cable TV Available
Additional Features
- ENERGY STAR/CFL/LED Lights
- Detached Guest House
Community Details
- No Home Owners Association
- Key West Fwdn Sub Subdivision
Listing and Financial Details
- Homestead Exemption
- Minimum Rental Period: 28
- Assessor Parcel Number 00052000-000000
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 1, 2025
Closed on
Jan 9, 2026
Sold by
Bought by
Seller's Agent
Bo Jesper Ek
Your Keys Real Estate, LLC
Buyer's Agent
Joe Bracciale
Select Properties of NWFL
List Price
$1,995,000
Sold Price
$1,925,000
Premium/Discount to List
-$70,000
-3.51%
Views
38
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$160,897
Avg. Annual Appreciation
15.12%
Original Mortgage
$1,730,575
Outstanding Balance
$1,721,454
Interest Rate
5.75%
Mortgage Type
New Conventional
Estimated Equity
$364,443
Purchase Details
Listed on
Nov 8, 2017
Closed on
Dec 15, 2017
Sold by
Bought by
Seller's Agent
Stacy Stahl
Florida Keys Real Estate Company (KW)
Buyer's Agent
Traci Wright
Your Keys Real Estate, LLC
List Price
$599,000
Sold Price
$540,000
Premium/Discount to List
-$59,000
-9.85%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
17.06%
Original Mortgage
$432,000
Interest Rate
3.9%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jan 19, 2017
Sold by
Bought by
Purchase Details
Closed on
Jul 13, 1999
Sold by
Bought by
Purchase Details
Closed on
Oct 1, 1987
Bought by
Purchase Details
Closed on
Jun 1, 1981
Bought by
Purchase Details
Closed on
Mar 1, 1981
Bought by
Purchase Details
Closed on
Mar 1, 1979
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in New Town, FL
-
Dustan Carpenter
-
Terry Garcia
Terry Garcia
Responds QuicklyKeller Williams Key West Compass Realty
(786) 705-4897
27 Total Sales
4 in New Town
$530K - $975K Price Range
-
Christina Davis
Christina Davis
Coldwell Banker Schmitt RE Co.
(888) 619-4201
53 Total Sales
1 in New Town
$930,000 Price
-
The Wesley Group
The Wesley Group
Bascom Grooms Real Estate (KW)
(844) 983-1896
25 Total Sales
12 in New Town
$135K - $699K Price Range
-
Darrin Smith
Darrin Smith
Key West Luxury Real Estate Inc (KW)
(813) 850-0259
61 Total Sales
11 in New Town
$445K - $2.4M Price Range
-
Michelle Howerton
Michelle Howerton
Brenda Donnelly Real Estate LLC
(786) 705-6284
32 Total Sales
1 in New Town
$630,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,925,000 | None Listed On Document | ||
| $540,000 | First Intl Title Inc | ||
| -- | Attorney | ||
| $106,200 | -- | ||
| $150,000 | -- | ||
| -- | -- | ||
| $75,000 | -- | ||
| $57,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $1,730,575 | ||
| Previous Owner | $500,000 | ||
| Previous Owner | $250,000 | ||
| Previous Owner | $840,000 | ||
| Previous Owner | $552,000 | ||
| Previous Owner | $432,000 | ||
| Previous Owner | $250,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/09/2026 01/09/26 | Sold | $1,925,000 | -3.5% | $1,131 / Sq Ft | |
| 12/23/2025 12/23/25 | Pending | -- | -- | -- | |
| 12/08/2025 12/08/25 | For Sale | $1,995,000 | 0.0% | $1,172 / Sq Ft | |
| 12/07/2025 12/07/25 | Pending | -- | -- | -- | |
| 11/01/2025 11/01/25 | For Sale | $1,995,000 | +269.4% | $1,172 / Sq Ft | |
| 12/15/2017 12/15/17 | Sold | $540,000 | -9.8% | $750 / Sq Ft | View Prior Sale |
| 12/11/2017 12/11/17 | Pending | -- | -- | -- | |
| 11/08/2017 11/08/17 | For Sale | $599,000 | -- | $832 / Sq Ft |
Source: Key West Association of REALTORS®
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $5,102 | $593,168 | ||
| 2024 | $4,801 | $576,451 | ||
| 2023 | $4,801 | $559,662 | $0 | $0 |
| 2022 | $4,324 | $510,886 | $0 | $0 |
| 2021 | $4,415 | $496,006 | $0 | $0 |
| 2020 | $4,341 | $489,158 | $339,340 | $149,818 |
| 2019 | $4,351 | $486,673 | $339,340 | $147,333 |
| 2018 | $4,536 | $457,875 | $310,460 | $147,415 |
| 2017 | $3,680 | $356,488 | $0 | $0 |
| 2016 | $1,861 | $191,146 | $0 | $0 |
| 2015 | $1,899 | $189,817 | $0 | $0 |
| 2014 | $1,965 | $188,311 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Bo Jesper Ek
B
Seller's Agent in 2026
Bo Jesper Ek
Your Keys Real Estate, LLC
(305) 304-2703
1 in this area
4 Total Sales
-
Joe Bracciale
J
Buyer's Agent in 2026
Joe Bracciale
Select Properties of NWFL
(850) 428-2003
3 in this area
22 Total Sales
-
S
Seller's Agent in 2017
Stacy Stahl
Florida Keys Real Estate Company (KW)
-
T
Buyer's Agent in 2017
Traci Wright
Your Keys Real Estate, LLC
Map
Source: Key West Association of REALTORS®
MLS Number: 617124
APN: 00052000-000000
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.
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