3357 Flagler Ave Key West, FL 33040
New Town NeighborhoodEstimated payment $5,576/month
About This Home
Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape -- the perfect backdrop for game days, family gatherings, or quiet afternoons under the Key West sun.At the heart of the home, a custom-built chef's kitchen features rich wood cabinetry, stainless steel appliances, and a thoughtful design that blends seamlessly with the outdoors. Sliding doors open to a verdant backyard, offering the opportunity to create a walk-out deck or a tranquil second entertaining space beneath the beautiful banyan tree.Each bedroom enjoys its own private ensuite bath, ensuring comfort and privacy for all. The primary suite, perched on the second floor, is a true sanctuary -- spacious, serene, and complete with a private balcony perfect for morning coffee or sunset views.Centrally located and just a breezy bike ride from the beach, this home captures and embraces Island Living in Key West.
Listing Agent
Vested Palm Real Estate and Home Services License #3442282 Listed on: 11/07/2025
Map
Home Details
Home Type
Single Family
Year Built
1987
Lot Details
6,098 Sq Ft Lot
Listing Details
- Property Type: Residential
- Style: Single Family
- First Right of Refusal: No
- Mandatory HOA: No
- Contingent: Contingent
- Fee Includes: None
- Key Island: Key West
- K W Neighborhood: New Town
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 3.00
- M L S Identifier: 20060123165453488875000000
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Median
- State Province: FL
- Taxes: 7072.93
- Title: Title Ins - Buyer
- Vehicle Storage: Off Street Parking
- Year Built: 1987
- Alternate Key Number: 8730462
- Building Style: Townhouse
- Lot Sq Ft: 6052.00
- Pool Info: In Ground
- Shutters: Accordion
- Tax Exemptions: None
- Building Style Above Flood: Unknown
- Estimated Living Sq Ft: 2216.00
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: UnderContract
- Property Sub Type: Detached
Interior Features
- Total Bathrooms: 4.00
- Full Bathrooms: 4
- Appliances: Stainless Steel Appliance(s)
- Floor: Tile, Laminate
- Specialty Rooms: Laundry Room
- Windows/Doors: Double Hung Windows, Sliding Glass Doors
- Total Bedrooms: 4
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: CBS
- Exterior Features: Privacy Wall/Fence, Shed
- Roof: Shingle Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Utilities: Buyer to Verify
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: AE
- Parcel Number: 00052861-000147
- Land Size: Less Than 1/4 Acre
- Acres: 0.14
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Unfurnished
Tax Info
- Tax Year: 2024
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $7,073 | $1,017,203 | $566,941 | $450,262 |
| 2024 | $7,073 | $989,336 | $544,125 | $445,211 |
| 2023 | $6,369 | $836,805 | $491,472 | $345,333 |
| 2022 | $5,626 | $714,997 | $368,617 | $346,380 |
| 2021 | $5,034 | $526,061 | $215,047 | $311,014 |
| 2020 | $5,021 | $526,565 | $210,660 | $315,905 |
| 2019 | $5,103 | $531,455 | $210,660 | $320,795 |
| 2018 | $4,982 | $507,414 | $178,584 | $328,830 |
| 2017 | $4,899 | $489,342 | $0 | $0 |
| 2016 | $3,455 | $354,674 | $0 | $0 |
| 2015 | $3,523 | $352,209 | $0 | $0 |
| 2014 | $3,621 | $349,414 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/25/2025 12/25/25 | Price Changed | $969,000 | -2.9% | $437 / Sq Ft |
| 11/07/2025 11/07/25 | For Sale | $998,000 | -- | $450 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | None Listed On Document | |
| Interfamily Deed Transfer | -- | B & A Title Services Corp | |
| Warranty Deed | -- | New Title Company Name | |
| Warranty Deed | $170,000 | New Title Company Name | |
| Warranty Deed | $100 | New Title Company Name | |
| Warranty Deed | $100 | None Listed On Document | |
| Warranty Deed | $100 | None Listed On Document | |
| Warranty Deed | $550,000 | None Available | |
| Warranty Deed | $875,000 | First American Title Ins Co | |
| Warranty Deed | $394,500 | -- | |
| Quit Claim Deed | $100 | -- | |
| Warranty Deed | -- | -- | |
| Warranty Deed | $199,000 | -- | |
| Warranty Deed | $169,500 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $420,400 | New Conventional | |
| Previous Owner | $405,000 | New Conventional | |
| Previous Owner | $380,000 | New Conventional | |
| Previous Owner | $250,000 | Unknown | |
| Previous Owner | $650,000 | Unknown | |
| Previous Owner | $271,000 | New Conventional | |
| Previous Owner | $273,750 | New Conventional | |
| Previous Owner | $274,500 | New Conventional |
About the Listing Agent
I'm an expert real estate agent with Coastal Collection Real Estate Inc. in Key West, FL and the nearby area, providing home-buyers and sellers with professional, responsive and attentive real estate services. Want an agent who'll really listen to what you want in a home? Need an agent who knows how to effectively market your home so it sells? Give me a call! I'm eager to help and would love to talk to you.
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Ask me questions while you tour the home.