# 2309 Flagler Avenue, Key West, FL 33040

> **TL;DR:** 3bd/2ba single family, $999,000 ($581/sqft), built 1953, 1,720 sqft.
> View. Est. $5,342/mo. Listed 15 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $999,000 |
| Price/sqft | $581 |
| Bedrooms | 3 |
| Bathrooms | 2 full |
| Square Feet | 1,720 |
| Year Built | 1953 |
| Lot Size | 7,405 sqft (0.17 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 15 |

## Why This Home Stands Out

- **Views** - Water

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $5,051 |
| Estimated Insurance | $291 |
| **Total** | **$5,342** |

## Key Amenities

- View

## Property Highlights

- Built in 1953
- 0.17 acre lot

## Description

### Agent Description
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

## Location

- **Address:** 2309 Flagler Avenue, Key West, FL 33040
- **County:** Monroe
- **Neighborhood:** Key West Realty Cos Sub (3.0)
- **Coordinates:** 24.557875, -81.776099
- **Google Maps:** https://www.google.com/maps?q=24.557875,-81.776099

## Listing Agent

- **Name:** Jennifer M Newman
- **Brokerage:** Truman & Co. Real Estate Services
- **Broker Phone:** (305) 292-2244
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/2309-Flagler-Ave_Key-West_FL_33040_M56437-00562?f=listhub&s=KWARFL&m=621670&c=propsimple)

## Photos

![2309 Flagler Avenue - Photo 1](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f565466198r.jpg)

![2309 Flagler Avenue - Photo 2](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1528442947r.jpg)

![2309 Flagler Avenue - Photo 3](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f3749125941r.jpg)

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![2309 Flagler Avenue - Photo 9](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f715502279r.jpg)

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![2309 Flagler Avenue - Photo 33](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2669147983r.jpg)

![2309 Flagler Avenue - Photo 34](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1180768515r.jpg)

![2309 Flagler Avenue - Photo 35](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1995256253r.jpg)

![2309 Flagler Avenue - Photo 36](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1271062014r.jpg)

![2309 Flagler Avenue - Photo 37](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f4237164318r.jpg)

![2309 Flagler Avenue - Photo 38](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f741774953r.jpg)

![2309 Flagler Avenue - Photo 39](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1885581124r.jpg)

![2309 Flagler Avenue - Photo 40](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2243765497r.jpg)

![2309 Flagler Avenue - Photo 41](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f765441372r.jpg)

![2309 Flagler Avenue - Photo 42](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f289244846r.jpg)

![2309 Flagler Avenue - Photo 43](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f11683149r.jpg)

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![2309 Flagler Avenue - Photo 46](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2412024583r.jpg)

![2309 Flagler Avenue - Photo 47](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2137785400r.jpg)

![2309 Flagler Avenue - Photo 48](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f3789667587r.jpg)

![2309 Flagler Avenue - Photo 49](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2350590610r.jpg)

![2309 Flagler Avenue - Photo 50](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f96560361r.jpg)

![2309 Flagler Avenue - Photo 51](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f116699264r.jpg)

![2309 Flagler Avenue - Photo 52](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f3977021832r.jpg)

![2309 Flagler Avenue - Photo 53](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f404679330r.jpg)

![2309 Flagler Avenue - Photo 54](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1303095078r.jpg)

![2309 Flagler Avenue - Photo 55](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f841980857r.jpg)

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![2309 Flagler Avenue - Photo 57](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1754912891r.jpg)

![2309 Flagler Avenue - Photo 58](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2285656196r.jpg)

![2309 Flagler Avenue - Photo 59](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f1306501912r.jpg)

![2309 Flagler Avenue - Photo 60](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f2408224690r.jpg)

![2309 Flagler Avenue - Photo 61](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f3736754024r.jpg)

![2309 Flagler Avenue - Photo 62](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f720473830r.jpg)

![2309 Flagler Avenue - Photo 63](http://lh.rdcpix.com/e47b957b1e01b927a8954d5cc0f33949l-f4067901565r.jpg)

---

**MLS#:** 621670 | **Updated:** 2026-10-25
**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.ai/listing/2309-flagler-avenue-key-west-fl-33040-9e29210a0f7043b4818bcc8abf98af39)

---

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