# 1014 Flagler Avenue, Key West, FL 33040

> **TL;DR:** 3bd/4ba single family, $4,995,000 ($1609/sqft), built 1998, 3,104 sqft.
> Pool, View, A/C. Est. $21,645/mo. Listed 111 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $4,995,000 |
| Price/sqft | $1609 |
| Bedrooms | 3 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 3,104 |
| Year Built | 1998 |
| Lot Size | 11,731 sqft (0.27 acres) |
| Stories | 1 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 111 |

## Why This Home Stands Out

- **Pool** - Porch, Patio
- **Views** - Water

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $21,645 |
| **Total** | **$21,645** |

## Key Amenities

- Pool
- View
- A/C

## Property Highlights

- Built in 1998
- 0.27 acre lot
- Private pool

## Description

### Agent Description
Some homes are built; others are authored. This is one of the latter-an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been meticulously restored to museum-level standards with all-new systems, impact-rated windows and doors, and 10-foot doors and sliders throughout. The dramatic main living space is defined by soaring 22-foot ceilings, refinished custom teak columns and doors, expansive walls of glass, and a striking floor-to-ceiling built-in bookcase spanning the full height and length of the living room wall, complete with a concealed automatic disappearing television, while a thoughtfully designed chef's kitchen anchors the home with both beauty and functionality for everyday living and entertaining. Set on a rare, fully walled corner double lot spanning more than 11,700 square feet, the property is enveloped by indigenous and exotic landscaping and hardscape design by Craig Reynolds Landscape Architecture, creating a private, resort-style environment centered around an oversized 40' x 20' custom heated swimming pool and generous outdoor living areas-an extraordinary sense of scale and seclusion in the heart of Casa Marina. The main residence offers two bedrooms and two-and-a-half bathrooms, complemented by a separate one-bedroom, one-bath guest house with its own kitchen, washer and dryer, and private garden, providing ideal accommodations for guests, extended family, or additional flexibility, all located on one of the most desirable blocks in one of Key West's premier neighborhoods, where privacy, scale, architectural pedigree, and legacy converge.

## Location

- **Address:** 1014 Flagler Avenue, Key West, FL 33040
- **County:** Monroe
- **Neighborhood:** Martello Towers (1.0)
- **Coordinates:** 24.549132, -81.788857
- **Google Maps:** https://www.google.com/maps?q=24.549132,-81.788857

## Listing Agent

- **Name:** Team Kaufelt
- **Brokerage:** Truman & Co. (KW)
- **Phone:** 3053931267
- **Email:** teamkaufelt@trumanandcompany.com

## Primary Photo

![1014 Flagler Avenue - Primary Photo](http://lh.rdcpix.com/b0ebe760c22f3a39d5933c3ac269854el-f1597577463r.jpg)

*47 total photos available on [listing page](https://www.propertysimple.com/listing/1014-flagler-avenue-key-west-fl-33040-l618577)*

---

**MLS#:** 618577 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/1014-flagler-avenue-key-west-fl-33040-l618577)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "name": "1014 Flagler Avenue, Key West, FL 33040",
  "description": "Some homes are built; others are authored. This is one of the latter-an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been meticulously restored to museum-level standards with all-new systems, impact-rated windows and doors, and 10-",
  "url": "https://www.propertysimple.com/listing/1014-flagler-avenue-key-west-fl-33040-l618577",
  "image": "http://lh.rdcpix.com/b0ebe760c22f3a39d5933c3ac269854el-f1597577463r.jpg",
  "datePosted": "2026-06-18",
  "price": 4995000,
  "priceCurrency": "USD",
  "address": {
    "@type": "PostalAddress",
    "streetAddress": "1014 Flagler Avenue",
    "addressLocality": "Key West",
    "addressRegion": "FL",
    "postalCode": "33040",
    "addressCountry": "US"
  },
  "geo": {
    "@type": "GeoCoordinates",
    "latitude": 24.549132,
    "longitude": -81.788857
  },
  "numberOfBedrooms": 3,
  "numberOfBathroomsTotal": 4,
  "numberOfFullBathrooms": 3,
  "numberOfPartialBathrooms": 1,
  "floorSize": {
    "@type": "QuantitativeValue",
    "value": 3104,
    "unitCode": "FTK"
  },
  "yearBuilt": 1998
}
```