3801 Flagler Ave

1,702 Sq. Ft.
$1,131 / Sq. Ft.
1,702
Sq. Ft.
$1,131
per Sq. Ft.

Description

Bold 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...Bold 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.
  1. Listed by Bo Jesper Ek • Your Keys Real Estate, LLC

Property Details for 3801 Flagler Avenue

Waterfront
None
Waterfront
No
Zoning
SF - Single Family
Subdivision
Key West Fwdn Sub (4.0)
Directions
On the corner of Flagler Ave and 20th Street
Vehicle Storage
Garage, Off Street Parking, Auto Door Opener, Detached
Pets
Pets Allowed
LISTING UPDATED: 01/09/2026 04:17 PM

Property Details for 3801 Flagler Avenue

StatusClosed
MLS #617124
Days on Market35
Taxes$4,886 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2011
Lot Size0.22 AC / 9,500 SF
CountyMonroe County

Location

Listing Courtesy of Your Keys Real Estate, LLC

Sold By Select Properties of NWFL

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Building Information for 3801 Flagler Avenue

Stories-Year Built2011Building Size-Lot Size0.22 AC / 9,500 SF

Payment Calculator

$9,789 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,382

Property Taxes

$407

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3801 Flagler Avenue

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 04 - Key West
  • Absolute Longitude: 81.752811
  • Control Depth: 0
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: New Town
  • Mile Marker: 4.0
  • Marathon Neighborhood: N/A
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2024
  • Tax Exemptions: Homestead
Property
Lot Information
  • Lot Size: 95X100
  • Acres: 0.22
  • Parcel #: 00052000-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: KW KW FWDN SUB PLAT 1 PB1-155 LOT 21 LESS THE E'LY 5' LOT 21 AND ALL LOTS 22 23 24 SQR 1 G41-210/11 G48-192/93 OR784-41
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Builder/Architect
  • Flood Zone: AE
  • Rentals Allowed: Yes
  • Deed Restrictions: Unknown
  • Picture Count: 36
  • Document Count: 3
  • Building Style: Above Flood: Yes
  • Property Condition: Updated/Remodeled
  • Title: Title Ins - Seller
Utilities
  • Utilities: FKAA, Propane, Cable Available, Water Separate Meter, Buyer to Verify
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: Other Surroundings: Mature Landscaping
  • Pool Info: In Ground, Decked, Concrete, Salt Water
  • Porch/Balcony: Open Porch/Balcony, Deck
Interior and Exterior Features
Interior Features
  • Floor: Tile, Wood
  • GF-Interior Features: Tankless Hot Wtr Htr, LED Lighting, Low Flow Toilets
  • Interior Features: Drapes/Blinds Incl, Window Treatments, Quartz Countertops, Built-in Cabinets, Storage, Smoke Alarms, Pantry, Cathedral Ceilings
  • Pre-Wired: Cable, Cat 5, Surround Sound
  • Appliances: Washer, Stainless Steel Appliance(s), Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Construction: Frame, Hardi Board Siding, Other
  • Dockage: None
  • Exterior Features: Fencing, Sprinkler System, Shed, Privacy Wall/Fence, Outdoor Kitchen, Lighting, Rain Gutters, Detached Guest Qtrs
  • Windows/Doors: Single Hung Windows, Impact Rstnce Window, Impact Rstnce Doors, Awning Windows, Aluminum Windows, Sliding Glass Doors, Glass Doors, Double Hung Windows
Room Information
  • Specialty Rooms: Loft

Property History for 3801 Flagler Avenue

DateEvent & SourcePriceAppreciation
Jan 9, 2026

Sold (Public Record)

Public Record #1927152139

$1,925,000

+17.1% / yr

Jan 9, 2026

Sold

FKMLS #617124

$1,995,000
Jan 9, 2026

Sold

FKMLS #617124

$1,925,000
Dec 23, 2025

Pending

FKMLS #617124

Dec 8, 2025

Backup Contract

FKMLS #617124

Dec 7, 2025

Pending

FKMLS #617124

Nov 1, 2025

Listed (Active)

FKMLS #617124

$1,995,000
Apr 30, 2025

Expired

FKMLS #612549

Dec 5, 2024

Price Change

FKMLS #612549

$2,695,000
Dec 5, 2024

Price Change

FKMLS #612549

$2,495,000
Dec 5, 2024

Listed (Active)

FKMLS #612549

$2,222,000
Dec 15, 2017

Sold (Public Record)

Public Record #612373915

$540,000
Dec 15, 2017

Sold

FKMLS #577371

$540,000
Dec 11, 2017

Pending

FKMLS #577371

Nov 8, 2017

Listed (Active)

FKMLS #577371

$599,000
Aug 31, 2017

Expired

FKMLS #573462

Jan 5, 2017

Listed (Active)

FKMLS #573462

$599,000
DateEvent & SourcePrice
01/09/2026

Sold (Public Record)

Public Record #1927152139

$1,925,000

+17.1% / yr

01/09/2026

Sold

FKMLS #617124

$1,995,000
01/09/2026

Sold

FKMLS #617124

$1,925,000
12/23/2025

Pending

FKMLS #617124

12/08/2025

Backup Contract

FKMLS #617124

12/07/2025

Pending

FKMLS #617124

11/01/2025

Listed (Active)

FKMLS #617124

$1,995,000
04/30/2025

Expired

FKMLS #612549

12/05/2024

Price Change

FKMLS #612549

$2,695,000
12/05/2024

Price Change

FKMLS #612549

$2,495,000
12/05/2024

Listed (Active)

FKMLS #612549

$2,222,000
12/15/2017

Sold (Public Record)

Public Record #612373915

$540,000
12/15/2017

Sold

FKMLS #577371

$540,000
12/11/2017

Pending

FKMLS #577371

11/08/2017

Listed (Active)

FKMLS #577371

$599,000
08/31/2017

Expired

FKMLS #573462

01/05/2017

Listed (Active)

FKMLS #573462

$599,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3801 Flagler Avenue

Taxable ValueLand-Additions-Total-
Tax Record2024$4,886 ($407 / month)
Home Facts
Beds1Baths1Total Finished SqFt1,416 SqFtAbove Grade Finished SqFt1,416 SqFtStories1Lot Size9,488 SqFtStyleSingle Family ResidenceYear Built2011Year Renovated2016CountyMONROEAPN00052000-000000

Schools near 3801 Flagler Avenue

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 9 to 12
Charter - 9 to 12
Rating
School
Distance
Poinciana Elementary School
PublicPK to 5

Sigsbee Charter School
CharterK to 8

Key West High School
Public9 to 12

The College Of The Florida Keys Academy
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Your Keys Real Estate, LLC

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.