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1221 Ashby Street, Key West, FL - photo 1

$1,399,000

1221 Ashby Street

Key West, FL 33040

Estimated payment $7,649/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
3Baths
1,374Sq Ft
$1018Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1953
5,227 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:3
  • •Full bathrooms:3
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,374 sqft
  • •Total interior livable area:1,374 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:5,227 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1953

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Price history

DateEventPrice
10/30/2026Listed for sale$1,399,000$1018/sqft

Listing Agent

Justyn Ewald

Expert Realty LLC (HQ)

Brokerage Phone: 305-587-7330

Source: Florida Keys MLS · MLS #621518

Data Powered by Home Junction, Inc.

Nearby

Schools

HORACE O'BRYANT SCHOOL

Elementary · 0.2 mi

MAY SANDS MONTESSORI SCHOOL

Elementary · 0.2 mi

KEYS CENTER

High · 0.2 mi

Supermarkets

Pickle Baron of Key West

0.2 mi

Corner Grocery Store

0.4 mi

Fausto's Food Palace

0.4 mi

Dining

Mac's Place

0.3 mi

Pizza Hut

0.3 mi

Terry's Island Cafe

0.3 mi

Parks

Bayview Park

0.3 mi

The Key West Nature Preserve

0.5 mi

CB Harvey Rest Beach Park

0.6 mi

Beaches

Higgs Beach

0.7 mi

Dog Beach

0.8 mi

Smathers Beach

0.9 mi

Nearby amenity locations include data © OpenStreetMap contributors.