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1224 Flagler Avenue, Key West, FL 33040

$1,399,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 2,146 Lot Size (sq. ft.): 3,080 Status: Active
Current Price: $1,399,000 List Date: 12/01/2025 Last Modified: 12/01/2025

Description

Step onto the grounds of 1224 Flagler Avenue and discover a versatile property brimming with possibility. This legal duplex with an additional private mother in-law suite offers flexible living arrangements and exceptional rental income potential. It's an ideal opportunity for investors, multi-generational households or anyone seeking both comfort and return. Unit B, on the right, is a stylishly updated 2 bed/1bath home featuring new flooring, a renovated kitchen with stainless steel appliances, and its own washer and dryer. Offered fully furnished and turnkey, it opens to a charming shared backyard perfect for outdoor dining, lounging, or enjoying the Key West breeze. Tucked into the back corner is the separate 1 bed/1bath mother-in-law suite, complete with its own entrance. Whether used for guests, extended family, or additional rental income, this private space adds valuable versatility. On the left, Unit A offers a comfortable 2 bed/2 bath layout with tile floors throughout, a functional kitchen with island seating, glass doors leading to a private fenced backyard, and its own washer and dryer. With a light refresh, it can easily transform into a delightful long-term residence or sought-after rental. Fully fenced along the back and side yard, the property feels tucked away yet remains moments from beaches, shops, schools, and all the charm of Old Town. Blending flexibility, strong income potential, and space to customize, 1224 Flagler Avenue is a rare Key West find perfectly suited to meet your needs while generating multiple revenue streams. **For those seeking even more opportunity, this property may be purchased together with the large home directly behind it at 1217 Johnson Street at a discounted combined price.

More Information MLS# 617518

Contract Information

Listing Board: Key West Association Potential Short Sale: No Bank Owned: No Current Price: $1,399,000 Listing Date: 2025-12-01 List Price: $1,399,000

Location, Tax & Legal

KW Neighborhood: Midtown West City: KEY WEST Mile Marker: 2 Marathon Neighborhood: N/A Side: Median Flood Zone: AE Alternate Key #: 1060143 Add'l Parcel #1: 00059670-000100 Parcel #: 00059670-000000 Zoning: SF - Single Family Deed Restrictions: Unknown Legal: W 1/2 LT 6 KW EAST MARTELLO TOWERS PB 2-47 SUB OF PT TR 28 OR188-492/93 OR467-497/8 OR676-789 OR798-1029 OR1145-1857 OR1 Taxes: 10618 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 1224 Street Name: Flagler Street Suffix: Avenue Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: East Martello Towers (2.0) Area: 03 - Key West

General Property Description

Realtor.COM Type: Multi-family Waterfront: No Control Depth: 0 Lot SqFt: 3080 Pool: No Lot Sqft Source: Property Data Card Total Units: 3 Acres: 0.14 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Duplex Year Built: 1958 Living Apx SqFt: 2146 Total Bedrooms: 5 Full Baths: 4 Total Baths: 4

Remarks & Misc

Remarks – Consumer: Step onto the grounds of 1224 Flagler Avenue and discover a versatile property brimming with possibility. This legal duplex with an additional private mother in-law suite offers flexible living arrangements and exceptional rental income potential. It's an ideal opportunity for investors, multi-generational households or anyone seeking both comfort and return. Unit B, on the right, is a stylishly updated 2 bed/1bath home featuring new flooring, a renovated kitchen with stainless steel appliances, and its own washer and dryer. Offered fully furnished and turnkey, it opens to a charming shared backyard perfect for outdoor dining, lounging, or enjoying the Key West breeze. Tucked into the back corner is the separate 1 bed/1bath mother-in-law suite, complete with its own entrance. Whether used for guests, extended family, or additional rental income, this private space adds valuable versatility. On the left, Unit A offers a comfortable 2 bed/2 bath layout with tile floors throughout, a functional kitchen with island seating, glass doors leading to a private fenced backyard, and its own washer and dryer. With a light refresh, it can easily transform into a delightful long-term residence or sought-after rental. Fully fenced along the back and side yard, the property feels tucked away yet remains moments from beaches, shops, schools, and all the charm of Old Town. Blending flexibility, strong income potential, and space to customize, 1224 Flagler Avenue is a rare Key West find perfectly suited to meet your needs while generating multiple revenue streams. **For those seeking even more opportunity, this property may be purchased together with the large home directly behind it at 1217 Johnson Street at a discounted combined price.

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dryer: 1 Oven: 1 Range: 1 Refrigerator: 1 Washer: 1 Other: 2 sets washer/dryer

Pets

Pets Allowed: 1

Cooling

Central Air: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Tile: 1

Interior Features

Built-in Cabinets: 1 Drapes/Blinds Incl: 1

Specialty Rooms

Laundry Room: 1

Building Style

Above Flood: Unknown Ground Level: 1

Windows/Doors

Sliding Glass Doors: 1

Vehicle Storage

Off Street Parking: 1

Construction

CBS: 1

Land Size

Less Than 1/4 Acre: 1

Terms

Cash: 1 Conventional: 1

Utilities

Buyer to Verify: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1

Exterior Features

Fencing: 1 Shed: 1

Roof

Metal Roof: 1

Financial Status

Bank Owned: No Potential Short Sale: No

Status Change Info

Status: Active

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: Ground Level Vehicle Storage: Off Street Parking Cooling: Central Air Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter Interior Features: Built-in Cabinets; Drapes/Blinds Incl Specialty Rooms: Laundry Room Appliances: Dryer; Oven; Range; Refrigerator; Washer Exterior Features: Fencing; Shed Construction: CBS Floor: Tile Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional
Listing Office: Truman & Co. (KW)
Last Updated: December - 01 - 2025
Broker Attribution: 3054324848

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.