$4,650,000
Key West, FL 33040
MLS# 621710
4 beds | 5 baths | 3589 sqft
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Property Description
A CASA MARINA ORIGINAL. Some houses capture a moment in time. Others seem to have understood, from the beginning, what makes Key West such an extraordinary place to live. Built in 1958, 1028 Flagler Avenue is a striking example of tropical mid-century modern architecture, set within a private three-building compound on 11,586 square feet in Casa Marina, one of the island's most distinguished neighborhoods. Behind substantial privacy walls lies a world of its own. Winding pathways lead through lush native and tropical gardens that seem borrowed from a movie, connecting the main residence, separate two-bedroom guest quarters, and detached garage/workshop. Mature palms, flowering gardens, shaded terraces, and a custom swimming pool create an extraordinary sense of seclusion. Inside, clean architectural lines, high ceilings, and generous proportions celebrate indoor-outdoor living. Expansive living and dining areas, a library, and a separate study offer room to gather or retreat. Impact-rated windows and doors provide modern peace of mind without sacrificing the home's character. The guest quarters include their own living area and kitchen, ideal for family and visitors. Together, the three buildings offer 3,589 square feet of combined enclosed space: 3,173 square feet of living area plus a 416-square-foot garage/workshop. Covered outdoor dining, an outdoor kitchen, and abundant off-street parking make this compound as practical as it is beautiful. Just two blocks from Higgs Beach and the Atlantic Ocean, with White Street Pier, waterfront parks, tennis, pickleball, and some of Key West's best-loved restaurants close at hand. Old Town is minutes away, yet the privacy and tranquility of Casa Marina remain entirely your own.
Details
Maps
Contract Information
Current Price: $4,650,000
Listing Date: 2026-10-20
Listing Board: Key West Association
Monthly Rent: $4,650,000
Potential Short Sale: No
Bank Owned: No
Location, Tax & Legal
Street #: 1028
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: 1958
Lot SqFt: 11586
Living Apx SqFt: 3589
SqFt Source: Appraisal
Total Bedrooms: 4
Full Baths: 3
Half Baths: 2
Total Baths: 5
Rentals Allowed: With Restrictions
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Unknown
Vehicle Storage
Car(s): 3
Pool Info
Heated: Yes
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Vehicle Storage: Garage; Detached; Auto Door Opener; Guest Parking
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air
Utilities: Buyer to Verify
Interior Features: Entrance Foyer; Pantry; Sky Light(s); Split Bedroom; Window Treatments
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Oven; Refrigerator; Washer
Exterior Features: Fruit Tree(s); Lanai; Lighting; Outdoor Shower; Privacy Wall/Fence; Sprinkler System
Pool Info: In Ground
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Tennis Courts
Land Size: Less Than 1/4 Acre
Title: Negotiable
Listing Office: Truman & Co. (KW)
Last Updated: October - 20 - 2026
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