1014 Flagler Avenue AVENUE
KEY WEST, FL 33040
3
Bed
4
Bath
3,104Sqft
A Key West original. 1014 Flagler Avenue is a storied Casa Marina residence shaped by legendary Key West developer David Wolkowsky and set behind privacy walls on an exceptional 11,730-square-foot corner double lot. Some homes are built. Others are authored. At its center: 40 feet of pool, surrounded by mature tropical landscaping and hardscape by Craig Reynolds Landscape Architecture, creating the feel of a private compound hidden in plain sight. Inside, the scale shifts again with 22-foot ceilings, walls of glass, 10-foot doors and sliders, custom teak, and a dramatic floor-to-ceiling library. The main residence offers two bedrooms and two-and-a-half baths, anchored by a chef's kitchen and expansive indoor-outdoor living. Extensive updates include new systems and impact-rated windows and
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 3 Laundry RoomBathroom Information
Total Baths: 4 Full Baths: 3 Half Baths: 1 -
Interior Features
Split Bedroom,Tray Ceilings,Built-in Cabinets,Other,Walk-in Closet(s),Smoke Alarms,Sky Light(s) Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Gas Appliances,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer -
Roofing Information
Metal RoofHeating & Cooling
Cooling: Central Air,Ceiling Fans(s),Wall/Window Unit(s) Water Front: No None No WaterviewWindow Information
Window Treatments: Glass Doors,Impact Rstnce Window,Impact Rstnce Doors,Sliding Glass Doors
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Building Information
Year Built: 1998 Total Units: 0.00 Floor Location: 11730 Construction: CBS Roof: Metal Roof -
Exterior Features
Detached Guest Qtrs,Water Display,Sprinkler System,Privacy Wall/Fence,Lighting,Rain GuttersPool Information
In Ground Heated: Yes
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Lot Information
Lot SqFt: 11,730 Lot SqFt Source: Appraisal KW MARTELLO TOWERS PB1-140 LOTS 1-2-3-4 AND PT LOTS 20 AND 21 SQ 2 TR 27 G31-441/444 OR470-742D/C OR1009-253(AFFD) OR10 -
Property Information
SQ ft (Living Area): 3,104 View: No Waterview Subdivision: Martello Towers (1.0) Stories: 1 Story
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Listing Price Information
List Price: $4,700,000 -
Listing Information
Cash,Conventional
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Tax Information
Taxes: $28,772 Tax Year: 2025 Parcel Number: 00058260-000000 Tax Exemptions: None
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Virtual Tour
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Multi-Unit Information
Pets Allowed: Pets Allowed -
Homeowners Association Information
Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00
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Utility Information
FKAA,Elect Separate Meter,Other - See Remarks,Cable Available,Municipal Sewer
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 231 E Shore Drive #UNIT 6, Key West, FL, 33040 | $4,375,000 | 5 | 6 | 4,103 | 145,700 Sq. Ft |
| 4 Shore Drive, Key West, FL, 33040 | $630,000 | 2 | 2 | 1,010 | 2,880 Sq. Ft |
| 156 Sea Lane, Key West, FL, 33040 | $2,499,000 | 2 | 3 | 2,124 | 12,475 Sq. Ft |
| 6800 Maloney Avenue AVE.., Stock Island, FL, 33040 | $489,000 | 3 | 3 | 1,222 | -- |
| 6810 Front Street #B-15.., Key West, FL, 33040 | $875,000 | 3 | 3 | 7,080 | 104,108 Sq. Ft |
| 32C 10th Avenue AVENUE, Stock Island, FL, 33040 | $399,000 | 2 | 2 | 840 | -- |
| 287 & 289 Golf Club Dri.., Key West, FL, 33040 | $2,350,000 | 6 | 6 | 2,840 | -- |
| 193 Golf Club Drive DRIVE, Key West, FL, 33040 | $1,500,000 | 4 | 3 | 1,800 | -- |
| 202 Golf Club Drive DRIVE, Key West, FL, 33040 | $799,000 | 2 | 3 | 1,120 | -- |
| 224 Golf Club Drive DRIVE, Key West, FL, 33040 | $875,000 | 2 | 3 | 1,120 | -- |
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ByOwner last updated this listing 10/02/2026 @ 20:44
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