# 1221 Ashby Street, Key West, FL 33040

> **TL;DR:** 3bd/3ba single family, $1,399,000 ($1018/sqft), built 1953, 1,374 sqft.
> Pool, View, A/C. Est. $7,482/mo. Listed 27 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,399,000 |
| Price/sqft | $1018 |
| Bedrooms | 3 |
| Bathrooms | 3 full |
| Square Feet | 1,374 |
| Year Built | 1953 |
| Lot Size | 5,227 sqft (0.12 acres) |
| Stories | 1 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 27 |

## Why This Home Stands Out

- **Pool** - Patio, Deck
- **Views** - Water

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $7,074 |
| Estimated Insurance | $408 |
| **Total** | **$7,482** |

## Key Amenities

- Pool
- View
- A/C

## Property Highlights

- Built in 1953
- 0.12 acre lot
- Private pool

## Description

### Agent Description
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.

## Location

- **Address:** 1221 Ashby Street, Key West, FL 33040
- **County:** Monroe
- **Neighborhood:** Macros Subd (2.0)
- **Coordinates:** 24.556752, -81.784403
- **Google Maps:** https://www.google.com/maps?q=24.556752,-81.784403

## Listing Agent

- **Name:** Justyn Ewald
- **Brokerage:** Expert Realty LLC (HQ)
- **Broker Phone:** (305) 587-7330
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1221-Ashby-St_Key-West_FL_33040_M56339-36885?f=listhub&s=KWARFL&m=621518&c=propsimple)

## Photos

![1221 Ashby Street - Photo 1](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f3383180525r.jpg)

![1221 Ashby Street - Photo 2](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f636664956r.jpg)

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![1221 Ashby Street - Photo 36](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f266590507r.jpg)

![1221 Ashby Street - Photo 37](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f1758091391r.jpg)

![1221 Ashby Street - Photo 38](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f1336329142r.jpg)

![1221 Ashby Street - Photo 39](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f2076256044r.jpg)

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![1221 Ashby Street - Photo 47](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f4289091890r.jpg)

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![1221 Ashby Street - Photo 49](http://lh.rdcpix.com/1e4f892d0465ac633683aa40b01a8b6cl-f827788055r.jpg)

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---

**MLS#:** 621518 | **Updated:** 2026-10-30
**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/1221-ashby-street-key-west-fl-33040-4013d013f4704d21abf6d4a1d9663f9c)

---

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