1014 Flagler Ave Key West, FL 33040
Casa Marina NeighborhoodEstimated payment $29,377/month
Highlights
- Detached Guest House
- 11,730 Sq Ft lot
- Stainless Steel Appliances
- Heated Pool
- Outdoor Water Feature
- 5-minute walk to Key West Marine Park
About This Home
Some homes are built; others are authored. This is one of the latter—an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been meticulously restored to museum-level standards with all-new systems, impact-rated windows and doors, and 10-foot doors and sliders throughout. The dramatic main living space is defined by soaring 22-foot ceilings, refinished custom teak columns and doors, expansive walls of glass, and a striking floor-to-ceiling built-in bookcase spanning the full height and length of the living room wall, complete with a concealed automatic disappearing television, while a thoughtfully designed chef's kitchen anchors the home with both beauty and functionality for everyday living and entertaining. Set on a rare, fully walled corner double lot spanning more than 11,700 square feet, the property is enveloped by indigenous and exotic landscaping and hardscape design by Craig Reynolds Landscape Architecture, creating a private, resort-style environment centered around an oversized 40′ x 20′ custom heated swimming pool and generous outdoor living areas—an extraordinary sense of scale and seclusion in the heart of Casa Marina. The main residence offers two bedrooms and two-and-a-half bathrooms, complemented by a separate one-bedroom, one-bath guest house with its own kitchen, washer and dryer, and private garden, providing ideal accommodations for guests, extended family, or additional flexibility, all located on one of the most desirable blocks in one of Key West's premier neighborhoods, where privacy, scale, architectural pedigree, and legacy converge.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $28,772
Year Built
- Built in 1998 | Remodeled
Lot Details
- 11,730 Sq Ft Lot
- Privacy Fence
- Sprinkler System
Parking
- Off-Street Parking
Home Design
- Metal Roof
- Concrete Block And Stucco Construction
Interior Spaces
- 3,104 Sq Ft Home
- 1-Story Property
- Tray Ceiling
- Ceiling Fan
- Skylights
- Sliding Doors
Kitchen
- Oven
- Range
- Microwave
- Freezer
- Dishwasher
- Wine Cooler
- Stainless Steel Appliances
- Built-In or Custom Kitchen Cabinets
- Disposal
Bedrooms and Bathrooms
- 3 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Impact Glass
- Fire and Smoke Detector
Outdoor Features
- Heated Pool
- Outdoor Water Feature
- Exterior Lighting
- Rain Gutters
Utilities
- Central Air
- Cooling System Mounted To A Wall/Window
- Separate Meters
- Cable TV Available
Additional Features
- Wheelchair Ramps
- Detached Guest House
Community Details
- Martello Towers Subdivision
Listing and Financial Details
- Assessor Parcel Number 00058260-000000
Map
Home Values in the Area
Average Home Value in this Area
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/14/2026 05/14/26 | Price Changed | $4,995,000 | -2.0% | $1,609 / Sq Ft |
| 05/01/2026 05/01/26 | Price Changed | $5,095,000 | -2.6% | $1,641 / Sq Ft |
| 04/21/2026 04/21/26 | Price Changed | $5,230,000 | -12.8% | $1,685 / Sq Ft |
| 03/25/2026 03/25/26 | Price Changed | $5,995,000 | -7.7% | $1,931 / Sq Ft |
| 02/10/2026 02/10/26 | For Sale | $6,495,000 | -- | $2,092 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $2,600,000 | -- | |
| Warranty Deed | $2,600,000 | -- | |
| Quit Claim Deed | -- | -- |
Source: Key West Association of REALTORS®
MLS Number: 618577
APN: 00058260-000000
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Ask me questions while you tour the home.