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1014 Flagler Avenue, Key West, FL 33040
$6,495,000
Property Type:
Residential
Bedrooms:
3
Baths:
4
Square Footage:
3,104
Lot Size (sq. ft.):
11,730
Status:
Active
Current Price:
$6,495,000
List Date:
2/10/2026
Last Modified:
3/02/2026
Description
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.
More Information MLS# 618577
Contract Information
Current Price: $6,495,000
Listing Date: 2026-02-10
Listing Board: Key West Association
List Price: $6,495,000
Potential Short Sale: No
Bank Owned: No
Location Tax Legal
Street #: 1014
Street Name: Flagler
Street Suffix: Avenue
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Martello Towers (1.0)
Area: 02 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1998
Lot SqFt: 11730
Lot Sqft Source: Appraisal
Living Apx SqFt: 3104
SqFt Source: Appraisal
Total Bedrooms: 3
Full Baths: 3
Half Baths: 1
Total Baths: 4
Rentals Allowed: With Restrictions
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
Stories: 1 Story
Vehicle Storage
Car(s): 1
Pool Info
Heated: Yes
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Property Features
Fee Includes: None
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Building Style: Other Bldg Style
Vehicle Storage: Off Street Parking
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air; Wall/Window Unit(s)
Utilities: Cable Available; Elect Separate Meter; FKAA; Municipal Sewer; Other - See Remarks
Interior Features: Built-in Cabinets; Sky Light(s); Smoke Alarms; Split Bedroom; Tray Ceilings; Walk-in Closet(s); Other
Pre-Wired: Cable
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Detached Guest Qtrs; Lighting; Privacy Wall/Fence; Rain Gutters; Sprinkler System; Water Display
Accessibility Feat: Wheelchair Ramp
Pool Info: In Ground
Construction: CBS
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Bike Paths; Fire Hydrant; Tennis Courts
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable
Listing Office: Truman & Co. (KW)
Last Updated: March - 02 - 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.
