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$999,000
2309 Flagler Avenue
Key West, FL 33040
MLS# 619530
3 beds  |  2 baths  |  1720 sqft


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03-0003 AI furnished & designed front porch AI furnished living room AI furnished living room AI furnished kitchen AI furnished family room/dining room/sitting room AI furnished kitchen dining AI furnished guest room AI designed guest bath AI designed guest bath AI furnished office AI furnished nursery option AI furnished gym option AI designed artist studio option AI furnished master bedroom AI furnished master bedroom AI designed master bath AI furnished laundry room AI designed outdoor kitchen AI designed pool AI designed pool AI furnished storage shed 2309_flagler_avenue_key_west_ 13-0013 08-0008 09-0009 12-0012 14-0014 15-0015 16-0016 17-0017 18-0018 19-0019 29-0029 32-0032 30-0030 31-0031 34-0034 33-0033 41-0041 37-0037 36-0036 35-0035 39-0039 40-0040 27-0027 24-0024 45-0045 48-0048 50-0050 43-0043 54-0054 44-0044 52-0052 51-0051 46-0046 47-0047 53-0053 07-0007 04-0004 06-0006 05-0005 02-2
Open House (09/20/2026 - 12:00 pm - 2:00 pm)

Property Description
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $999,000
Listing Date: 2026-04-16
List Price: $999,000
Location, Tax & Legal
KW Neighborhood: Midtown East
City: KEY WEST
Mile Marker: 3
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE
Alternate Key #: 1046141
Parcel #: 00045560-000000
Zoning: SF - Single Family
Deed Restrictions: Unknown
Legal: KW KW REALTY COS FIRST SUB PB1-43 ALL LOT 2 PT LOT 3 SQR 6 TR 21 OR4-461 OR1282-1051 OR2270-722 OR2274-1422 OR2378-1349
Taxes: 6806.41
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 2309
Street Name: Flagler
Street Suffix: Avenue
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Key West Realty Cos Sub (3.0)
Area: 03 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: 75 X 100
Lot SqFt: 7500
Pool: No
Total Units: 0
Acres: 0.17
SqFt Source: Property Data Card
Rentals Allowed: Yes
Style: Single Family
Year Built: 1953
Living Apx SqFt: 1720
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.
Directions: On Flagler 2 doors up from 5th St.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Building Style
Above Flood: Unknown
Windows/Doors
Sliding Glass Doors: 1
Vehicle Storage
Off Street Parking: 1
Construction
CBS: 1
Land Size
Less Than 1/4 Acre: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Vehicle Storage: Off Street Parking
Utilities: FKAA; Municipal Sewer
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Refrigerator; Washer
Construction: CBS
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre

Listing Office: Truman & Co. (KW)

Last Updated: September - 19 - 2026

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.