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.
For sale
$4,650,000
1028 Flagler Ave, Key West, FL 33040
4beds
3,589sqft
Single Family Residence
Built in 1958
0.27 Acres Lot
$4,280,400 Zestimate®
$1,296/sqft
$-- HOA
What's special
Custom swimming poolTropical mid-century modern architectureOutdoor kitchenGenerous proportionsHigh ceilingsMature palmsAbundant off-street parking
- 23 days
- 1,179
- 97
Zillow last checked:
Listing updated:
Listed by:
Team Kaufelt 305-393-1267,
Truman & Co. (KW)
Source: FLKMLS,MLS#: 621710
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Disposal, Freezer, Gas Appliances
Features
- Split Bedroom, Pantry
- Flooring: Tile
- Windows: Skylight(s)
Interior area
- Total structure area: 3,589
- Total interior livable area: 3,589 sqft
Property
Parking
- Parking features: Garage Door Opener
- Has garage: Yes
Features
- Patio & porch: Open Porch/Balcony, Lanai
- Exterior features: Fruit Tree(s), Lighting, Outdoor Shower
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Privacy
Lot
- Size: 0.27 Acres
Details
- Parcel number: 00058290000000
- Zoning: SF - Single Family
- Other equipment: Irrigation Equipment
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1958
Community & HOA
Community
- Features: Beach
- Subdivision: Martello Towers (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,296/sqft
- Tax assessed value: $3,062,256
- Annual tax amount: $24,851
- Date on market: 10/20/2026
Estimated market value
$4,280,400
$4.07M - $4.49M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/20/2026 | Listed for sale | $4,650,000+184%$1,296/sqft |
Source: | ||
| 10/15/2008 | Sold | $1,637,500+187.3%$456/sqft |
Source: | ||
| 3/6/1996 | Sold | $570,000$159/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,852 +7.9% | $2,784,826 +10% |
| 2024 | $23,028 +4.4% | $2,531,660 +10% |
| 2023 | $22,067 +14.3% | $2,301,509 +10% |
| 2022 | $19,302 +10.2% | $2,092,281 +10% |
| 2021 | $17,512 +2.5% | $1,902,074 +2.2% |
| 2020 | $17,092 | $1,860,426 +1.2% |
| 2019 | $17,092 +0.3% | $1,838,733 +0.9% |
| 2018 | $17,045 -1.1% | $1,822,610 +3.4% |
| 2017 | $17,243 +1.5% | $1,762,504 +9.2% |
| 2016 | $16,988 +3% | $1,613,368 -6.1% |
| 2015 | $16,492 | $1,718,743 |
Find assessor info on the county website
Monthly payment
Est. payment






