1028 Flagler Avenue, Key West, FL 33040

Key West
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
1028 Flagler Avenue,Key West, FL 33040
$4,650,000
  • 4 Beds
  • 5 Baths
  • 3,589 sq. ft.
  • Single family
  • Active
Listed by: team kaufelt
Office: truman & co. (kw)
MLS#:621710
Source:FL_FKBOR

Price summary

  • Price:$4,650,000
  • Price per sq. ft.:$1,295.63

About this home

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...

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Home facts

  • Year built:1958
  • Subdivision & Development:Martello Towers (1.0)
  • Listing ID #:621710
  • Added:1 day(s) ago
  • Updated:October 21, 2026 at 03:14 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Kitchen Description:Pantry
  • Living area:3,589 sq. ft.

Heating and cooling

  • Cooling:Ceiling Fans(s), Central Air

Structure and exterior

  • Year built:1958
  • Building area:3,589 sq. ft.
  • Lot area:0.27 Acres
  • Exterior Features:Fruit Tree(s), Lanai, Lighting, Outdoor Shower, Privacy Wall/Fence, Sprinkler System

Finances and disclosures

  • Price:$4,650,000
  • Price per sq. ft.:$1,295.63
  • Tax amount:$24,851

Features and amenities

  • Amenities:Pantry, Sky Light(s), Window Treatments

Parking

  • Parking description:Detached, Garage Door Opener, Guest

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