924 Flagler is an iconic home in the sought after Casa Marina area. Totally renovated and upgraded, this home has received multiple design and restoration awards. The incredible property has over 12,300 square feet of expansive grounds including meandering walkways, an outbuilding, a two car garage. It features lush tropical landscaping and spralling open spaces. The interior of this concrete home features 14 ft. ceilings on the first floor and 12' on the second floor. A sunroom entry is lined with Palladian doors and opens to a patio and the living room. An office, powder room, large dining room and the chef's kitchen complete the first floor. The second floor features the primary bedroom and a sitting room converted from a fourth bedroom plus two more guest bedrooms and a bath. A spacious second floor sun porch offers beautiful views and more space to relax. The list of improvements, upgrades and amenities is extensive and include hurricane rated roofs over the home and the garage, custom mahogany wood windows and doors, copper gutters and downspouts to a 7,000 gallon cistern used for irrigation, custom Hanson & Bringle millwork and cabinetry, Cat 5 & 6 wiring, McIntosh audio system throughout the house, a whole house generator, updated electric and plumbing, an electronic gated driveway. This one of a kind home is a Key West treasure in an excellent location.
Pending
Price cut: $200K (4/12)
$4,395,000
924 Flagler Ave, Key West, FL 33040
4beds
2,064sqft
Est.:
Single Family Residence
Built in 1935
0.28 Acres Lot
$-- Zestimate®
$2,129/sqft
$-- HOA
What's special
Copper gutters and downspoutsSitting roomLush tropical landscapingLarge dining roomPowder roomTwo car garageMeandering walkways
- 129 days |
- 255 |
- 8 |
Zillow last checked:
Listing updated:
Listed by:
Laura A McChesney 305-923-6639,
Preferred Properties (KW),
Key West Sisters 305-747-0369,
Preferred Properties (KW)
Source: FLKMLS,MLS#: 617929
Originating MLS: Key West Association
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Appliances
- Included: Washer, Stainless Steel Appliance(s), Disposal, Microwave, Range, Refrigerator, Dishwasher, Dryer
Features
- Wired for Data
- Flooring: Tile, Combination, Wood
- Doors: Impact Rstnce Doors
- Windows: Wood Frames, Impact Rstnce Window, Other Windows/Doors
Interior area
- Total interior livable area: 2,064 sqft
Property
Features
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 0.28 Acres
- Features: 1/4 - 1/2 Acre
Details
- Parcel number: 00058210000000
- Zoning: SF
- Zoning description: Single Family
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Concrete, Combo Construction
- Roof: Other
Condition
- Year built: 1935
Utilities & green energy
- Electric: Generator
- Sewer: Municipal Sewer, Public Sewer
- Water: Cistern
- Utilities for property: FKAA
Community & HOA
Community
- Subdivision: Martello Towers (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $2,129/sqft
- Tax assessed value: $2,706,335
- Annual tax amount: $14,258
- Date on market: 1/5/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/7/2026 | Pending sale | $4,395,000$2,129/sqft |
Source: | ||
| 4/16/2026 | Contingent | $4,395,000$2,129/sqft |
Source: | ||
| 4/12/2026 | Price change | $4,395,000-4.4%$2,129/sqft |
Source: | ||
| 1/5/2026 | Listed for sale | $4,595,000-8%$2,226/sqft |
Source: | ||
| 5/12/2025 | Listing removed | $4,995,000$2,420/sqft |
Source: | ||
| 2/8/2025 | Listed for sale | $4,995,000+299.6%$2,420/sqft |
Source: | ||
| 6/1/2009 | Sold | $1,250,000$606/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,259 +3.4% | $1,706,492 +2.9% |
| 2024 | $13,795 +1.6% | $1,658,399 +3% |
| 2023 | $13,584 +4.4% | $1,610,097 +3% |
| 2022 | $13,009 -2.6% | $1,563,201 +3% |
| 2021 | $13,362 +2.7% | $1,517,671 +2.4% |
| 2020 | $13,013 | $1,481,984 +2.3% |
| 2019 | $13,013 +1.4% | $1,448,665 +1.9% |
| 2018 | $12,831 -0.2% | $1,421,654 +2.1% |
| 2017 | $12,853 +0.4% | $1,392,414 +2.1% |
| 2016 | $12,808 -3.4% | $1,363,775 +0.7% |
| 2015 | $13,260 | $1,354,295 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Casa Marina
Nearby schools
GreatSchools rating
- 3/10Horace O'bryant SchoolGrades: PK-8Distance: 0.6 mi
- 3/10Key West High SchoolGrades: 9-12Distance: 0.9 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Monroe County
- Key West
- 33040
- Casa Marina
- 924 Flagler Ave




