$4,700,000
 $25,231 est/mo Sourced by Back At You

1014 Flagler Avenue,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

A Key West original. 1014 Flagler Avenue is a storied Casa Marina residence shaped by legendary Key West developer David Wolkowsky and set behind privacy walls on an exceptional 11,730-square-foot corner double lot. Some homes are built. Others are authored. At its center: 40 feet of pool, surrounded by mature tropical landscaping and hardscape by Craig Reynolds Landscape Architecture, creating the feel of a private compound hidden in plain sight. Inside, the scale shifts again with 22-foot ceilings, walls of glass, 10-foot doors and sliders, custom teak, and a dramatic floor-to-ceiling library. The main residence offers two bedrooms and two-and-a-half baths, anchored by a chef's kitchen and expansive indoor-outdoor living. Extensive updates include new systems and impact-rated windows and doors. A completely separate one-bedroom guest house adds its own kitchen, laundry and private garden. 3 bedrooms. 3.5 baths. 3,104 square feet. 11,730 square feet of land. 40 feet of pool. In a market full of beautiful houses, 1014 Flagler offers something harder to replicate: a point of view.

Details

MLS #618577
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1998
Days On Site259
Listing Provided ByTruman & Co. (KW) | Team Kaufelt

Features

Bed(s)3
Bath(s) 4 Total
SQ Feet3,104
PoolYes
ZoningSF - Single Family
Acreage0.27
Water FrontNone
Property ViewNo Waterview

Taxes

Property28771

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameMartello Towers (1.0)
Listing VS Median (in Martello Towers (1.0))
Price:
$4,700,000
low | high
Med:
$4,847,500
46.86170212766% of Average
sqft:
3,104
low | high
Med:
2,581
66.849226804124% of Average
$ / sqft:
$1,514
low | high
Med:
$1,971
19.853607096334% of Average
On site:
259
low | high
Med:
140
100% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

Rick Rosa

Rick Rosa

Coldwell Banker Schmitt

SL3661224 (305) 216-5974rick@cbschmitt.com
StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameMartello Towers (1.0)
Listing VS Median (in Martello Towers (1.0))
Price:
$4,700,000
low | high
Med:
$4,847,500
46.86170212766% of Average
sqft:
3,104
low | high
Med:
2,581
66.849226804124% of Average
$ / sqft:
$1,514
low | high
Med:
$1,971
19.853607096334% of Average
On site:
259
low | high
Med:
140
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $3.525M - $5.875M
sqft: 2,000 - 3,500
Nearby Listings Property ImageNearby Listings Details
1100 Johnson Street Property Photo 1
$4,995,000
1100 Johnson Street
Key West, FL 33040
Listing Updated: October 1, 2026 at 9:14:49 AM PDT