2007 Flagler Ave
Key West, FL 33040
New Town
6 Beds
5 Baths
2,102 sqft
$875,000
Last Sold: Mar 27, 2026
30% below list $1.25M
$416/sqft
Est. Refi. Payment $5,006/mo*
$875,000
Last Sold: Mar 27, 2026
30% below list $1.25M
$416/sqft
Est. Refi. Payment $5,006/mo*
6 Beds
5 Baths
2,102 sqft
Local Information
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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 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 27, 2026
Home Highlights
Parking
No Info
Outdoor
Porch, Patio
View
No Info
HOA
None
Price/Sqft
$416/sqft
Listed
180+ days ago
Home Details for 2007 Flagler Ave
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Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 2102 Square Feet |
Appliances & Utilities Utilities: FKAA, Buyer to VerifyAppliances: Washer, Microwave, Range, Refrigerator, DryerDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air,Ductless,Ceiling Fans(s) |
Windows, Doors, Floors & Walls Window: PanelDoor: French Doors, Glass DoorsFlooring: Tile, Laminate |
Levels, Entrance, & Accessibility Floors: Tile, Laminate |
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Exterior Home Features Roof: MetalPatio / Porch: Open Porch/Balcony, PatioFencing: FencedOther Structures: Shed(s)No Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageNo Open ParkingParking: Off Street |
Frontage Waterfront: None, Dockage: NoneNot on Waterfront |
Water & Sewer Sewer: Municipal Sewer, Public Sewer |
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Year Built Year Built: 1938 |
Property Type / Style Property Type: ResidentialProperty Subtype: Duplex, Multi Family |
Building Construction Materials: FrameAttached To Another Structure |
Property Information Parcel Number: 00045260000000 |
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Price List Price: $1,249,999Price Per Sqft: $416/sqft |
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MLS Status: Closed |
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Direction & Address City: Key WestCommunity: Key West Realty Cos Sub (3.0) |
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HOA Fee Includes: NoneAssociation for this Listing: Key West AssociationNo HOA |
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Lot Area: 4791.6 sqft |
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Listing Terms: Assumable, FHA, VA Loan, Conventional, Cash |
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Mls Number: 616010Water View: None |
Last check for updates: about 10 hours ago
Listed by Stephanie Lynn Wise, (305) 563-0073
Keller Williams Key West Compass Realty
Sandra Lee Swan, (305) 563-0053
Keller Williams Key West Compass Realty
Bought with: outside mls - FKBR, Outside Of MLS - FKBR
Originating MLS: Key West Association
Source: FLKMLS, MLS#616010
Price History for 2007 Flagler Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 03/27/2026 | $875,000 | Sold | FLKMLS #616010 |
| 03/04/2026 | $1,249,999 | Pending | FLKMLS #616010 |
| 02/14/2026 | $1,249,999 | Contingent | FLKMLS #616010 |
| 01/03/2026 | $1,249,999 | PriceChange | FLKMLS #616010 |
| 12/21/2025 | $1,259,999 | PriceChange | FLKMLS #616010 |
| 12/11/2025 | $1,269,999 | PriceChange | FLKMLS #616010 |
| 09/09/2025 | $1,275,000 | PriceChange | Key West AOR #616010 |
| 08/01/2025 | $1,300,000 | Listed For Sale | Key West AOR #616010 |
| 09/24/2020 | $699,000 | Sold | FLKMLS #590164 |
| 03/07/2020 | $699,000 | Listed For Sale | Agent Provided |
| 06/01/2017 | $600,000 | Sold | N/A |
| 04/12/2013 | $350,000 | Sold | N/A |
| 03/30/2000 | $315,000 | Sold | N/A |
Market trends in Key West
Last updated April 2026
Avg. sale price
$1.14M $33.33KMoM
Sale-to-List Price
94.5% 0.0%MoM
Price per sq ft
$926 $79MoM
Available listings
332 22MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,431 |
| Assessment | $807,788 |
Home facts updated by county records
Comparable Sales for 2007 Flagler Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.20 | Multi-Family Home | $974,500 | 02/27/26 | 5 | 3.5 | 1,634 | |
0.23 | Multi-Family Home | $899,000 | 08/15/25 | 4 | 3 | 1,826 | |
0.22 | Multi-Family Home | $1,100,000 | 01/16/26 | 6 | 7 | 2,398 | |
0.34 | Multi-Family Home | $1,100,000 | 05/01/26 | 4 | 3 | 1,767 | |
0.59 | Multi-Family Home | $1,295,000 | 03/13/26 | 5 | 4 | 2,146 | |
0.55 | Multi-Family Home | $1,400,000 | 09/26/25 | 8 | 4 | 2,880 | |
0.40 | Multi-Family Home | $915,000 | 06/20/25 | 4 | 2 | 1,224 | |
0.58 | Multi-Family Home | $750,000 | 10/03/25 | 4 | 2 | 2,236 | |
0.81 | Multi-Family Home | $1,300,000 | 03/20/26 | 5 | 3 | 1,819 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETKeysLifestyle Real Estate (KW)
OFF MARKETColdwell Banker Schmitt Real Estate Co. (KW)
OFF MARKETSaltwater Real Estate Florida Keys, Inc
OFF MARKETExpert Realty LLC (HQ)
SOLDDEC 12, 2025Keller Williams Key West Compass Realty
OFF MARKETColdwell Banker Schmitt Real Estate Co. (KW)
Assigned Schools
These are the assigned schools for 2007 Flagler Ave.
- Key West High School
- 9-12
- Public
- 1288 Students
3/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review6mo ago - Horace O'bryant School
- PK-8
- Public
- 884 Students
3/10GreatSchools RatingParent Rating AverageI used to go to this school and my experience was not as bad as my little brother. I was bullied by the other students sometimes when the teachers SHOULD have saw it and was often confused by the messy learning system. However for my little brother not only has he been bullied by students but by a teacher as well A GROWN ADULT would mock him and yell at him for every little thing he has done despite him being a child and the worst part is when he'd try to talk to the office people they would NEVER listen to his side of the story even the one person I had a good terms with when I used to go there would tell him to shut up every time he'd try to talk to him who would then send him home causing his grades to drop. I sense discrimination but it could be them just being lazy at their job regardless of if they can't even LISTEN to a child when they try to speak for themselves, they should not have this job in the first place.Other Review2y ago 
Check out schools near 2007 Flagler Ave.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about New Town
At least 43 Trulia users voted on each feature.
86 % Say it's dog friendly
82 % Say yards are well-kept
81 % Say people would walk alone at night
73 % Say it's walkable to restaurants
72 % Say it's quiet
72 % Say kids play outside
71 % Say parking is easy
71 % Say streets are well-lit
70 % Say there are sidewalks
68 % Say it's walkable to grocery stores
67 % Say there's holiday spirit
54 % Say car is needed
52 % Say they plan to stay for at least 5 years
51 % Say neighbors are friendly
50 % Say there are community events
44 % Say there's wildlife
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Homes for sale near 2007 Flagler Ave
Berkshire Hathaway HomeServices Knight & Gardner Realty
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Off Market Homes Near 2007 Flagler Ave
SOLDJUN 4, 2026Coldwell Banker Schmitt Real Estate Co. (KW)
SOLDJUN 1, 2026Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLDMAY 29, 2026Bascom Grooms Real Estate (KW)
SOLDMAY 29, 2026Coastal Collection Real Estate Inc.
SOLDMAY 28, 2026Outside Of MLS
SOLDMAY 28, 2026Coldwell Banker Schmitt Real Estate Co. (KW)
SOLDMAY 27, 2026Expert Realty LLC (HQ)
SOLDMAY 27, 2026Bascom Grooms Real Estate (KW)
SOLDMAY 26, 2026Keller Williams Key West Compass Realty- See more homes for sale inKey West
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.
Homes for rent near 2007 Flagler Ave
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2007 Flagler Ave, Key West, FL 33040 is a 6 bedroom, 5 bathroom, 2,102 sqft multi-family built in 1938. 2007 Flagler Ave is located in New Town, Key West. This property is not currently available for sale. 2007 Flagler Ave was last sold on Mar 27, 2026 for $875,000 (30% lower than the asking price of $1,249,999). The current Trulia Estimate for 2007 Flagler Ave is $1,176,200.