Seller's Agent in 2026
Bernice Schafer
Vested Palm Real Estate and Home Services
(305) 509-0469
19 in this area
72 Total Sales
3357 Flagler Ave Key West, FL 33040
New Town Neighborhood
4
Beds
4
Baths
2,216
Sq Ft
6,098
Sq Ft Lot Lot
About This Home
As of March 2026Experience 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.
Last Agent to Sell the Property
Vested Palm Real Estate and Home Services License #3442282 Listed on: 11/07/2025
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
- 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
- Sale Terms: Conventional
- 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: None
- 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
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 7, 2025
Closed on
Mar 17, 2026
Sold by
Monica Waterbury and Helena Waterbury
Bought by
Lewis James and Lewis Brandy
Seller's Agent
Bernice Schafer
Vested Palm Real Estate and Home Services
Buyer's Agent
Christina Davis
Coldwell Banker Schmitt RE Co.
List Price
$998,000
Sold Price
$930,000
Premium/Discount to List
-$68,000
-6.81%
Views
288
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
47.58%
Original Mortgage
$744,000
Outstanding Balance
$744,000
Interest Rate
6.1%
Mortgage Type
New Conventional
Estimated Equity
$219,152
Purchase Details
Closed on
Nov 13, 2025
Sold by
Demeo Monica Maria Waterbury and Waterbury Monica
Bought by
Waterbury Helena and Waterbury Monica
Purchase Details
Closed on
Jan 22, 2021
Sold by
Waterbury Monica
Bought by
Waterbury Monica and Waterbury Alexander James
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$420,400
Interest Rate
2.67%
Mortgage Type
New Conventional
Purchase Details
Closed on
Apr 12, 2019
Sold by
Alexnena3357 Investment Llc
Bought by
Demeo Monica Maria Waterb
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$405,000
Interest Rate
4.3%
Mortgage Type
New Conventional
Purchase Details
Closed on
Nov 27, 2018
Sold by
Prato Mancioli Annamaria
Bought by
Alexnena3357 Investment Llc
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$380,000
Interest Rate
4.9%
Mortgage Type
New Conventional
Purchase Details
Closed on
Nov 2, 2018
Sold by
Angelieri Joseph J and Angelieri Judi L
Bought by
Mancioli Annamaria Prato
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$380,000
Interest Rate
4.9%
Mortgage Type
New Conventional
Purchase Details
Closed on
Apr 11, 2016
Sold by
Angelieri Joseph J and Angelieri Judi L
Bought by
Mancioli Annamaria Prato
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$250,000
Interest Rate
3.62%
Mortgage Type
Unknown
Purchase Details
Closed on
Mar 17, 2005
Sold by
Bryant Charles E and Bryant Nancy G
Bought by
Angelieri Joseph J and Angelieri Judi L
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$650,000
Interest Rate
4.75%
Mortgage Type
Unknown
Purchase Details
Closed on
Jan 16, 2001
Sold by
Wagener Julius G and Wagener Moulds X
Bought by
Bryant Charles E and Bryant Nancy G
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$274,500
Interest Rate
7.65%
Mortgage Type
New Conventional
Purchase Details
Closed on
May 14, 1999
Sold by
Wagener Julius
Bought by
Wagener Julius and Moulds Frank
Purchase Details
Closed on
Jan 19, 1994
Sold by
Bervaldi Frank V
Bought by
Wagener Julius G
Purchase Details
Closed on
Jan 1, 1994
Bought by
Mancioli Annamaria Prato
Purchase Details
Closed on
Mar 1, 1988
Bought by
Mancioli Annamaria Prato
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $930,000 | None Listed On Document | |
| 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 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $744,000 | New Conventional | |
| 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 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/17/2026 03/17/26 | Sold | $930,000 | -4.0% | $420 / 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 |
Source: Key West Association of REALTORS®
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 |
Source: Public Records
Agents Affiliated with this Home
-
Bernice Schafer
-
Christina Davis
Buyer's Agent in 2026
Christina Davis
Coldwell Banker Schmitt RE Co.
(305) 872-5252
1 in this area
66 Total Sales
Map
Source: Key West Association of REALTORS®
MLS Number: 617226
APN: 00052861-000147
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