1028 Flagler Avenue, Key West, FL 33040
Local realty services provided by:CENTURY 21 Circle
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 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....
Contact an agent
Home facts
- Year built:1958
- Subdivision & Development:Martello Towers (1.0)
- Listing ID #:621710
- Added:8 day(s) ago
- Updated:October 28, 2026 at 03:34 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
New listings near 1028 Flagler Avenue
- Open Sat, 12 to 2pmNew
$979,000Active3 beds 2 baths1,324 sq. ft.1709 Catherine Street, Key West, FL 33040
MLS# 621825Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO. (KW) - New
$2,099,000Active5 beds 4 baths1,201 sq. ft.1125 Angela Street, Key West, FL 33040
MLS# 621819Listed by: CENTURY 21 ALL KEYS INC (KW) - New
$1,895,000Active8 beds 4 baths3,383 sq. ft.905 Grinnell Street, Key West, FL 33040
MLS# 621807Listed by: TRUMAN & CO. (KW) - New
$2,190,000Active5 beds 4 baths2,366 sq. ft.1519 Johnson Street, Key West, FL 33040
MLS# 621798Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY - Open Sat, 11am to 1pmNew
$2,895,000Active3 beds 3 baths1,600 sq. ft.711 Olivia Street, Key West, FL 33040
MLS# 621758Listed by: SUZANNE MOORE REAL ESTATE - New
$569,000Active2 beds 2 baths1,050 sq. ft.3314 Northside Drive #62, Key West, FL 33040
MLS# 621781Listed by: RE/MAX KEYS CONNECTION (KW) - New
$995,000Active3 beds 2 baths1,221 sq. ft.2601 S Roosevelt Boulevard #610A, Key West, FL 33040
MLS# 621777Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$2,195,000Active5 beds 5 baths3,086 sq. ft.2827 Harris Avenue, Key West, FL 33040
MLS# 621768Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY - Open Sun, 11am to 1pmNew
$825,000Active1 beds 1 baths400 sq. ft.817 Pearl Street, Key West, FL 33040
MLS# 621769Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$2,250,000Active3 beds 3 baths1,250 sq. ft.115 Front Street #APT 101, Key West, FL 33040
MLS# 621771Listed by: PREFERRED PROPERTIES (KW)