1221 20th St

1,826 Sq. Ft.
$657 / Sq. Ft.
1,826
Sq. Ft.
$657
per Sq. Ft.

Description

This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also includes a removable access panel, allowing for convenient golf-cart parking inside. Step through the...This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also includes a removable access panel, allowing for convenient golf-cart parking inside. Step through the front door into an inviting open-concept living and dining area that flows seamlessly into a well-appointed kitchen complete with a breakfast bar and a generous walk-in pantry. The three bedrooms are thoughtfully positioned in separate corners of the home for optimal privacy. The primary suite offers French doors opening to the backyard and a large en-suite bath with a soaking tub, double vanities, and an oversized spa shower. The second bedroom also features an en-suite bath and sliding doors leading directly to the pool area. A bonus room--currently used as an office--can easily serve as a fourth bedroom or playroom, and the large laundry room provides plenty of additional storage. Just off the kitchen pantry sits the enclosed garage, equipped with a workshop, second refrigerator/freezer, and abundant storage space. This smart home allows you to control blinds, lighting, fans, and thermostat from your phone. The home is powered by Tesla solar batteries/panels, keeping monthly electric bills impressively low. Call for your private showing today.
  1. Listed by Jennifer M Newman • Truman & Co. (KW)

Property Details for 1221 20th Street

Waterfront
None
Waterfront
No
Zoning
SF - Single Family
Subdivision
Pearlman Est (4.0)
Vehicle Storage
Off Street Parking
Pets
Pets Allowed
LISTING UPDATED: 02/12/2026 07:11 PM

Property Details for 1221 20th Street

StatusActive
MLS #617841
Days on Market56
Taxes$7,245 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1965
Lot Size0.16 AC / 6,900 SF
CountyMonroe County

Location

Listing Courtesy of Truman & Co. (KW)
Add your commute

Building Information for 1221 20th Street

Stories-Year Built1965Building Size-Lot Size0.16 AC / 6,900 SF

Payment Calculator

$6,447 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,844

Property Taxes

$604

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1221 20th Street

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 04 - Key West
  • Absolute Longitude: 81.754204
  • Control Depth: 0
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: New Town
  • Mile Marker: 4.0
  • Marathon Neighborhood: N/A
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Unfurnished
  • Tax Year: 2025
  • Tax Exemptions: Homestead
Property
Lot Information
  • Acres: 0.16
  • Parcel #: 00055250-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: BK 3 LT 7 KW PEARLMAN ESTATES FIRST ADDITION PB4-21 OR210-504 OR983-2083 OR987-1680 OR1623-1505 OR2543-729 OR2595-334 OR
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 30
  • Document Count: 1
  • Building Style: Above Flood: Unknown
Utilities
  • Utilities: FKAA, Solar Power, Propane, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground
  • Porch/Balcony: Open Porch/Balcony, Deck
Interior and Exterior Features
Interior Features
  • GF-Interior Features: Tankless Hot Wtr Htr
  • Interior Features: Split Bedroom, Window Treatments, Granite Counter Top, Walk-in Closet(s), Storage
  • Appliances: Washer, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Shutters: Panel
  • Construction: CBS, Concrete
  • Dockage: None
  • Exterior Features: Fencing, Storage, Shed, Outdoor Shower
Room Information
  • Specialty Rooms: Laundry Room, Workshop, Utility Room

Property History for 1221 20th Street

DateEvent & SourcePriceAppreciation
Dec 26, 2025

Price Change

FKMLS #617841

$1,275,000
Dec 26, 2025

Listed (Active)

FKMLS #617841

$1,199,000
Apr 2, 2024

Sold

FKMLS #607397

$1,069,000
Apr 1, 2024

Sold (Public Record)

Public Record #1532747488

$1,069,000
Mar 29, 2024

Sold (Public Record)

Public Record #1530593297

$1,069,000

+7.5% / yr

Feb 21, 2024

Pending

FKMLS #607397

Feb 21, 2024

Backup Contract

FKMLS #607397

Feb 20, 2024

Listed (Active)

FKMLS #607397

Feb 12, 2024

Backup Contract

FKMLS #607397

Nov 13, 2023

Price Change

FKMLS #607397

$1,250,000
Nov 13, 2023

Listed (Active)

FKMLS #607397

$1,150,000
Mar 5, 2014

Sold (Public Record)

Public Record #411455331

$515,000

+18.4% / yr

Mar 5, 2014

Sold

FKMLS #118548

$515,000
Mar 3, 2014

Pending

FKMLS #118548

Sep 7, 2013

Listed (Active)

FKMLS #118548

$549,000
Oct 12, 2012

Sold

FKMLS #116410

$399,900
Sep 4, 2012

Sold (Public Record)

Public Record #341144960

$399,900
Aug 28, 2012

Pending

FKMLS #116410

Apr 25, 2012

Listed (Active)

FKMLS #116410

$389,900
Feb 14, 2011

Temp Off Market

FKMLS #113852

Nov 11, 2010

Listed (Active)

FKMLS #113852

$435,000
Oct 25, 2010

Expired

FKMLS #113189

Jun 26, 2010

Listed (Active)

FKMLS #113189

$425,000
Mar 15, 2000

Sold

FKMLS #501227

$309,000
Mar 15, 2000

Sold

FKMLS #90139

$309,000
Mar 15, 2000

Pending

FKMLS #501227

Mar 15, 2000

Pending

FKMLS #90139

Feb 7, 2000

Listed (Active)

FKMLS #501227

$309,000
Feb 7, 2000

Listed (Active)

FKMLS #90139

$309,000
DateEvent & SourcePrice
12/26/2025

Price Change

FKMLS #617841

$1,275,000
12/26/2025

Listed (Active)

FKMLS #617841

$1,199,000
04/02/2024

Sold

FKMLS #607397

$1,069,000
04/01/2024

Sold (Public Record)

Public Record #1532747488

$1,069,000
03/29/2024

Sold (Public Record)

Public Record #1530593297

$1,069,000

+7.5% / yr

02/21/2024

Pending

FKMLS #607397

02/21/2024

Backup Contract

FKMLS #607397

02/20/2024

Listed (Active)

FKMLS #607397

02/12/2024

Backup Contract

FKMLS #607397

11/13/2023

Price Change

FKMLS #607397

$1,250,000
11/13/2023

Listed (Active)

FKMLS #607397

$1,150,000
03/05/2014

Sold (Public Record)

Public Record #411455331

$515,000

+18.4% / yr

03/05/2014

Sold

FKMLS #118548

$515,000
03/03/2014

Pending

FKMLS #118548

09/07/2013

Listed (Active)

FKMLS #118548

$549,000
10/12/2012

Sold

FKMLS #116410

$399,900
09/04/2012

Sold (Public Record)

Public Record #341144960

$399,900
08/28/2012

Pending

FKMLS #116410

04/25/2012

Listed (Active)

FKMLS #116410

$389,900
02/14/2011

Temp Off Market

FKMLS #113852

11/11/2010

Listed (Active)

FKMLS #113852

$435,000
10/25/2010

Expired

FKMLS #113189

06/26/2010

Listed (Active)

FKMLS #113189

$425,000
03/15/2000

Sold

FKMLS #501227

$309,000
03/15/2000

Sold

FKMLS #90139

$309,000
03/15/2000

Pending

FKMLS #501227

03/15/2000

Pending

FKMLS #90139

02/07/2000

Listed (Active)

FKMLS #501227

$309,000
02/07/2000

Listed (Active)

FKMLS #90139

$309,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1221 20th Street

Taxable ValueLand$518,018Additions$335,666Total$853,684
Tax Record2024$4,773 ($398 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,826 SqFtAbove Grade Finished SqFt1,826 SqFtStories1Lot Size6,764 SqFtStyleSingle Family ResidenceYear Built1965Year Renovated2010CountyMONROEAPN00055250-000000

Schools near 1221 20th Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 9 to 12
Charter - 9 to 12
Rating
School
Distance
Poinciana Elementary School
PublicPK to 5

Sigsbee Charter School
CharterK to 8

Key West High School
Public9 to 12

The College Of The Florida Keys Academy
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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1221 20th Street is a single family home for sale in Key West, FL 33040. This property was listed for sale on December 26, 2025 by Truman & Co. (KW), it's currently listed at $1,199,000. It has been on the market for a total of 56 days and was last sold on April 2, 2024. This listing's school district is Monroe. Nearby schools include Poinciana Elementary School, Sigsbee Charter School and Key West High School. 1221 20th Street is a 3-bed, 2-bath, 1,826 sqft single family home built in 1965.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Truman & Co. (KW)

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.