1014 Flagler Ave Key West, FL 33040
Casa Marina NeighborhoodEstimated payment $40,964/month
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. This three-bedroom, three-and-a-half-bath estate has been meticulously restored with exceptional care, reflecting the same restraint, intention, and pride that characterized Wolkowsky's legacy. Built in 1999 and comprehensively updated from the ground up, the residence has been 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. A thoughtfully designed chef's kitchen anchors the home, offering both beauty and functionality for everyday living and entertaining. Set on a rare, fully walled corner double lot over 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. Located on one of the most desirable blocks in one of Key West's premier neighborhoods, this preserved architectural landmark stands among the island's most exceptional residential offerings, where privacy, scale, and legacy converge.
Open House Schedule
-
Sunday, February 15, 202612:00 am to 3:00 pm2/15/2026 12:00:00 AM +00:002/15/2026 3:00:00 PM +00:00Add to Calendar
Map
Home Details
Home Type
Single Family
Year Built
1998
Lot Details
0
Listing Details
- Property Type: Residential
- Style: Single Family
- First Right of Refusal: No
- Mandatory HOA: No
- Fee Includes: None
- Financial Status Bank Owned: No
- Financial Status Potential Short Sale: No
- Key Island: Key West
- K W Neighborhood: Casa Marina
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 1.00
- M L S Identifier: 20060123165453488875000000
- Neighborhood Feature: Tennis Courts, Bike Paths, Beach, Fire Hydrant
- Off Shore Island: No
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Ocean
- State Province: FL
- Taxes: 28771.56
- Title: Negotiable
- Vehicle Storage: Off Street Parking
- Vehicle Storage Cars: 1
- Year Built: 1998
- Alternate Key Number: 1058742
- Building Style: Other Bldg Style
- Cooling Heating: Central Air, Ceiling Fans(s), Wall/Window Unit(s)
- Lot Sq Ft: 11730.00
- Pool Info: In Ground
- Pool Info Heated: Yes
- Porch Balcony: Open Porch/Balcony, Patio
- License Info: Non Trans Rntl Lic
- Tax Exemptions: None
- Building Style Above Flood: Yes
- Building Style Stories: 1 Story
- Estimated Living Sq Ft: 3104.00
- Pre Wired: Cable
- Financial Status Auction: No
- Property Condition: Updated/Remodeled
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: OpenHouse
- Property Sub Type: Detached
Interior Features
- Interior Amenities: Split Bedroom, Tray Ceilings, Built-in Cabinets, Other, Walk-in Closet(s), Smoke Alarms, Sky Light(s)
- Total Bathrooms: 4.00
- Full Bathrooms: 3
- Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Half Bathrooms: 1
- Specialty Rooms: Laundry Room
- Windows/Doors: Glass Doors, Impact Rstnce Window, Impact Rstnce Doors, Sliding Glass Doors
- Total Bedrooms: 3
- Accessibility Features: Wheelchair Ramp
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: CBS
- Exterior Features: Detached Guest Qtrs, Water Display, Sprinkler System, Privacy Wall/Fence, Lighting, Rain Gutters
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Utilities: FKAA, Elect Separate Meter, Other - See Remarks, Cable Available, Municipal Sewer
Lot Info
- Deed Restrictions: No
- Flood Zone: AE
- Parcel Number: 00058260-000000
- Land Size: Less Than 1/4 Acre
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Unfurnished
Tax Info
- Tax Year: 2025
Home Values in the Area
Average Home Value in this Area
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 02/10/2026 02/10/26 | For Sale | $6,495,000 | -- | $2,092 / Sq Ft |
Purchase History
| 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
- 924 Flagler Ave
- 901 Johnson St
- 1005 Flagler Ave
- 906 Johnson St
- 905 von Phister St
- 1421 Reynolds St
- 915 Washington St
- 1420 Whalton St
- 1110 Johnson St
- 1101 Casa Marina Ct
- 801 Waddell Ave Unit 3
- 809 Washington St Unit 102
- 807 Washington St Unit 101
- 816 South St Unit 4
- 1420 White St
- 1416 White St
- 1104 South St
- 804 South St Unit 1
- 1006 Seminary St
- 1501 White St
- 927 Catherine St
- 634 Louisa St
- 1110 White St Unit 1
- 1209 Pearl St Unit upstairs
- 1116 Truman Ave Unit 1
- 1315 Whitehead St Unit ID1297834P
- 1417 Ashby St Unit 1
- 810 Pearl St Unit B
- 629 Elizabeth St Unit ID1297833P
- 817 Terry Ln Unit ID1297837P
- 717 Southard St
- 2026 Seidenberg Ave Unit ID1297830P
- 1330 3rd St
- 2102 Staples Ave
- 2 Nassau Ln Unit 2
- 1220 3rd St Unit UP
- 750 Fort St
- 417 Southard St Unit A
- 536 Fleming St Unit FL2-ID1297611P
- 2214 Seidenberg Ave