2007 Flagler Ave

2,102 Sq. Ft.
$595 / Sq. Ft.
2,102
Sq. Ft.
$595
per Sq. Ft.

Description

Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually. Whether you're an investor looking for strong returns or a buyer dreaming of island living with built-in income, this property delivers...Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually. Whether you're an investor looking for strong returns or a buyer dreaming of island living with built-in income, this property delivers exceptional flexibility. Live in one unit and lease the other, or rent out both for maximum cash flow. The interiors are updated, offering generous bedrooms and a flexible layout. Zoned for multi-family use and located on a 5000 sq ft lot, this 2-story duplex is an excellent opportunity for savvy buyers looking for both ROI and tropical tranquility in paradise.
  1. Listed by Stephanie Lynn Wise • Keller Williams Key West Compass Realty
  2. Listed by Sandra Lee Swan • Keller Williams Key West Compass Realty

Property Details for 2007 Flagler Avenue

Waterfront
None
Waterfront
No
Zoning
CL - Limited Commercial
Subdivision
Key West Realty Cos Sub (3.0)
Vehicle Storage
Off Street Parking
Pets
Pets Allowed
LISTING UPDATED: 02/13/2026 07:19 PM

Property Details for 2007 Flagler Avenue

StatusContingent / Show
MLS #616010
Days on Market196
Taxes$7,180 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeResidential / Duplex
Year Built1938
Lot Size0.11 AC / 5,000 SF
CountyMonroe County

Location

Listing Courtesy of Keller Williams Key West Compass Realty
Add your commute

Building Information for 2007 Flagler Avenue

Stories-Residences-Year Built1938Building Size-Lot Size0.11 AC / 5,000 SF

Payment Calculator

$6,691 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,092

Property Taxes

$598

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2007 Flagler Avenue

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 03 - Key West
  • Absolute Longitude: 81.778945
  • Control Depth: 0
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: Midtown East
  • Mile Marker: 3.0
  • 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
  • License Info: # of City License: 2
  • Fee Includes: None
  • Furnished: Unfurnished
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Acres: 0.11
  • Parcel #: 00045260-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: KW KW REALTY COS FIRST SUB PB1-43 LOT 2 SQR 3 TR 21 OR137-215/16 OR673-460 OR943-528 OR1625-1046/47 OR2622-1930/31 OR285
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Tax Records
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 19
  • Document Count: 0
  • Building Style: Above Flood: Unknown
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Buyer to Verify, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: No
  • Porch/Balcony: Open Porch/Balcony, Patio
Interior and Exterior Features
Interior Features
  • Floor: Tile, Laminate
  • Interior Features: Quartz Countertops
  • Appliances: Washer, Microwave, Range, Refrigerator, Dryer
Exterior Features
  • Roof: Metal Roof
  • Shutters: Panel
  • Construction: Frame
  • Dockage: None
  • Exterior Features: Fencing, Shed
  • Windows/Doors: French Doors, Glass Doors

Property History for 2007 Flagler Avenue

DateEvent & SourcePriceAppreciation
Feb 13, 2026

Backup Contract

FKMLS #616010

Aug 1, 2025

Price Change

FKMLS #616010

$1,300,000
Aug 1, 2025

Price Change

FKMLS #616010

$1,275,000
Aug 1, 2025

Price Change

FKMLS #616010

$1,269,999
Aug 1, 2025

Price Change

FKMLS #616010

$1,269,000
Aug 1, 2025

Price Change

FKMLS #616010

$1,259,999
Aug 1, 2025

Listed (Active)

FKMLS #616010

$1,249,999
Sep 24, 2020

Sold

FKMLS #590164

$699,000
Sep 17, 2020

Sold (Public Record)

Public Record #680050409

$699,999

+4.8% / yr

Aug 3, 2020

Pending

FKMLS #590164

Mar 3, 2020

Listed (Active)

FKMLS #590164

$699,000
May 31, 2017

Sold (Public Record)

Public Record #597819275

$600,000

+13.8% / yr

May 31, 2017

Sold

FKMLS #571909

$600,000
May 10, 2017

Pending

FKMLS #571909

Sep 6, 2016

Listed (Active)

FKMLS #571909

$649,000
Apr 5, 2013

Sold

FKMLS #117640

$350,000
Apr 5, 2013

Pending

FKMLS #117640

Apr 2, 2013

Sold (Public Record)

Public Record #353485037

$350,000
Feb 1, 2013

Listed (Active)

FKMLS #117640

$402,000
Jan 18, 2013

Temp Off Market

FKMLS #117311

Dec 7, 2012

Listed (Active)

FKMLS #117311

$402,000
Apr 19, 2010

Temp Off Market

FKMLS #110984

Jun 8, 2009

Listed (Active)

FKMLS #110984

$360,000
Jan 27, 2007

Temp Off Market

FKMLS #103243

Aug 21, 2006

Expired

FKMLS #95540

Aug 21, 2006

Listed (Active)

FKMLS #103243

$799,000
Aug 21, 2005

Listed (Active)

FKMLS #95540

$849,000
Aug 20, 2005

Expired

FKMLS #94688

Feb 23, 2005

Listed (Active)

FKMLS #94688

$895,000
DateEvent & SourcePrice
02/13/2026

Backup Contract

FKMLS #616010

08/01/2025

Price Change

FKMLS #616010

$1,300,000
08/01/2025

Price Change

FKMLS #616010

$1,275,000
08/01/2025

Price Change

FKMLS #616010

$1,269,999
08/01/2025

Price Change

FKMLS #616010

$1,269,000
08/01/2025

Price Change

FKMLS #616010

$1,259,999
08/01/2025

Listed (Active)

FKMLS #616010

$1,249,999
09/24/2020

Sold

FKMLS #590164

$699,000
09/17/2020

Sold (Public Record)

Public Record #680050409

$699,999

+4.8% / yr

08/03/2020

Pending

FKMLS #590164

03/03/2020

Listed (Active)

FKMLS #590164

$699,000
05/31/2017

Sold (Public Record)

Public Record #597819275

$600,000

+13.8% / yr

05/31/2017

Sold

FKMLS #571909

$600,000
05/10/2017

Pending

FKMLS #571909

09/06/2016

Listed (Active)

FKMLS #571909

$649,000
04/05/2013

Sold

FKMLS #117640

$350,000
04/05/2013

Pending

FKMLS #117640

04/02/2013

Sold (Public Record)

Public Record #353485037

$350,000
02/01/2013

Listed (Active)

FKMLS #117640

$402,000
01/18/2013

Temp Off Market

FKMLS #117311

12/07/2012

Listed (Active)

FKMLS #117311

$402,000
04/19/2010

Temp Off Market

FKMLS #110984

06/08/2009

Listed (Active)

FKMLS #110984

$360,000
01/27/2007

Temp Off Market

FKMLS #103243

08/21/2006

Expired

FKMLS #95540

08/21/2006

Listed (Active)

FKMLS #103243

$799,000
08/21/2005

Listed (Active)

FKMLS #95540

$849,000
08/20/2005

Expired

FKMLS #94688

02/23/2005

Listed (Active)

FKMLS #94688

$895,000

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

Public Records for 2007 Flagler Avenue

Taxable ValueLand$388,000Additions$419,788Total$807,788
Tax Record2024$7,180 ($598 / month)
Home Facts
Baths4Total Finished SqFt2,102 SqFtAbove Grade Finished SqFt2,102 SqFtStories2Lot Size5,000 SqFtStyleMulti-Family Dwelling (2-4)Year Built1938Year Renovated2012CountyMONROEAPN00045260-000000

Schools near 2007 Flagler Avenue

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - 9 to 12
Public - 6 to 12
Rating
School
Distance
Horace O'bryant School
PublicPK to 8

Key West High School
Public9 to 12

Somerset Island Prep
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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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 Keller Williams Key West Compass Realty

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.