About This Home

This 3-bedroom, 3-bathroom single family at 1221 Ashby Street in Key West, FL is listed for $1,399,000 ($1,018 per sqft). Built in 1953, the home offers 1,374 sqft of living space on a 0.12 acres lot.

Key Features

  • Built in 1953
  • 0.12 acre lot
  • Private pool

Property Details

1 story
3 full
1953

Amenities

PoolViewA/C
Listing 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.

Monthly Cost Estimate

$7,482/mo

20% down · 6.5% · 30 years

Principal$1,012
Interest$6,062
Insurance$408

Estimates only. Actual payments may vary.

Location

1221 Ashby Street

Key West, FL 33040

Macros Subd (2.0)

Features & Amenities

Exterior Features

Detached Guest QtrsOutdoor ShowerPrivacy Wall/Fence

Property Details

Flooring

Tile

Construction

CBS

Views

Water

Pool Features

Pool

Outdoor Features

DeckPatio

Parking

CoveredOff StreetCarport

Cooling

Wall/Window Unit(s)Window Unit(s)Central Air

Appliances

WasherDryerDishwasherRefrigeratorOvenMicrowaveFreezer

Questions & Answers

This 3-bedroom, 3-bathroom single family at 1221 Ashby Street is listed at $1,399,000 ($1,018/sqft). The estimated monthly payment is $7,482 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1953, 0.12 acre lot, Private pool. Exterior Features: Detached Guest Qtrs, Outdoor Shower, Privacy Wall/Fence.

This property is listed by Justyn Ewald.

JE

Justyn Ewald

Agent at Expert Realty LLC (HQ)

Listed by Expert Realty LLC (HQ) · Broker phone: (305) 587-7330 · View on Broker Site · Broker website

MLS# 621518· Source: Key West Association of Realtors· 23 days on PropertySimple

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.

1221 Ashby Street, Key West, FL 33040

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