3416 Flagler Ave, Key West, FL 33040
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Property image
OFF MARKET

3416 Flagler Ave
Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,290 sqft

$904,200

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $5,232/mo*
Refinance Your Home

$904,200

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $5,232/mo*
Refinance Your Home
4 Beds
3 Baths
1,290 sqft

Local Information

  • Map ViewExplore the area around 3416 Flagler Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Tropical Oasis in the Heart of New Town Key West.Welcome to your private slice of paradise - this single level home is nestled on a large oversized lot offering many options for your family. Four spacious bedrooms and three baths, there's plenty of room to host family, friends or enjoy extra space for hobbies and relaxation. One bedroom could possible be a lock out as it has an exterior entrance. Step outside and discover the true gem of this property: a lush, resort-style backyard designed for ultimate enjoyment. A stunning in-ground concrete pool sets the stage for endless days of summer, while TWO tiki huts offer shade and style - perfect for hosting sunset cocktails, lively BBQ's or quiet evenings under the stars.Fully Fenced yard offers privacy and security for kids and your four legged friends with plenty of room for Off Street parking on the side. Additional storage shed in the rear, comes with an AC , excellent spot for bikes, tools, or would even make a great studio or gym.Whether your entertaining a crowd or seeking your own peaceful retreat, this home delivers on so many levels. The layout is ideal for those seeking the ease and comfort of one -level leing - no stairs to worry about.Located just minutes from the beach and all the shopping, dining and cultural experiences Key West has to offer, this property is also an excellent candidate for a vacation rental investment.Whether you are looking for a forever home, a seasonal escape or a place to gather with loved ones, this florida keys playground has it all.
3416 Flagler Ave, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 1,290 sqft single-family home built in 1958. It last sold for $900,000 on Aug 22, 2025 (5% below the $950,000 asking price). It is currently off market. The Trulia Estimate is $904,200, with a rent estimate of $5,635/month.

Home Highlights

Parking
2 Parking Spaces
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 3416 Flagler Ave

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1290 Square Feet
Appliances & Utilities
Utilities: FKAAAppliances: Washer, Microwave, Oven, Range, Refrigerator, Dishwasher, DryerDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Windows, Doors, Floors & Walls
Window: Single Hung WindowsDoor: Glass DoorsFlooring: Tile, Terrazzo
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Tile, Terrazzo
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: PatioFencing: FencedVegetation: Fruit Tree(s)Other Structures: Chickee HutExterior: StorageHas a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: Off Street
Pool
Pool: In Ground, ConcretePool
Frontage
Waterfront: None, Dockage: NoneNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS

Price & Status

Price
List Price: $950,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Riviera Shores (3.0)

HOA

HOA Fee Includes: NoneAssociation for this Listing: Key West AssociationNo HOA

Lot Information

Lot Area: 6840 sqft

Offer

Listing Terms: Cash, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 615129Water View: None
Last check for updates: 1 day ago
Listed by Suzanne M Moore, (305) 797-0699
Suzanne Moore Real Estate
Bought with: Suzanne M Moore, (305) 797-0699, Suzanne Moore Real Estate
Originating MLS: Key West Association
Source: FLKMLS, MLS#615129

Price History for 3416 Flagler Ave

DatePriceEventSource
08/22/2025$900,000Sold
FLKMLS #615129
08/15/2025$950,000PendingFLKMLS #615129
05/26/2025$950,000ContingentFLKMLS #615129
05/22/2025$950,000Listed For SaleFLKMLS #615129
03/06/2025$1,259,000ListingRemovedFLKMLS #612540
01/04/2025$1,259,000PriceChange
FLKMLS #612540
12/05/2024$1,299,000Listed For SaleFLKMLS #612540
11/03/2024$1,299,000ListingRemovedKey West AOR #611463
11/03/2024$1,299,000PriceChange
FLKMLS #611463
10/22/2024$1,350,000PriceChange
FLKMLS #611463
09/14/2024$1,390,000Listed For SaleKey West AOR #611463
09/18/2023$1,200,000Sold
N/A
03/30/2021$653,000Sold
FLKMLS #594398
02/15/2021$649,000ContingentFLKMLS #594398
01/29/2021$649,000Listed For SaleFLKMLS #594398
10/15/2010$365,000Sold
N/A
07/21/2010$399,900Listed For SaleAgent Provided
10/03/2000$262,000Sold
N/A

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax$7,389
Assessment$829,730
Home facts updated by county records

Comparable Sales for 3416 Flagler Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3341 Riviera Dr, Key West, FL
0.10
Single-Family Home
$925,000
10/30/25
4
3
2,500
3357 Flagler Ave, Key West, FL
0.10
Single-Family Home
$930,000
03/17/26
4
4
2,216
3440 Duck Ave, Key West, FL
0.14
Single-Family Home
$1,200,000
12/17/25
2
2.5
1,705
1510 18th St, Key West, FL
0.19
Single-Family Home
$1,000,000
05/28/26
3
2
1,714
3608 Northside Dr, Key West, FL
0.50
Single-Family Home
$850,000
11/24/25
5
3
1,628
3612 Northside Dr, Key West, FL
0.51
Single-Family Home
$843,358
08/22/25
4
2
1,651
1106 17th St, Key West, FL
0.42
Single-Family Home
$699,000
04/28/26
3
2.5
1,943
3362 Pearl Ave, Key West, FL
0.08
Single-Family Home
$580,000
11/05/25
2
2
1,305
1302 11th St, Key West, FL
0.64
Single-Family Home
$825,000
08/15/25
3
3
1,616

Nearby homes

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Assigned Schools

These are the assigned schools for 3416 Flagler Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Key West

At least 266 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 83 % Say people would walk alone at night

  • 77 % Say it's walkable to restaurants

  • 74 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 69 % Say it's walkable to grocery stores

  • 68 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 54 % Say parking is easy

  • 52 % Say kids play outside

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there's wildlife

  • 46 % Say neighbors are friendly

  • 44 % Say car is needed

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gene Graham
    "I’ve lived in this neighborhood for the past seven years. It is close to the airport and Stock Island."
    0
    Flag
  • Ken
    "Walking or bike riding, and extremely bicycle, friendly town! Walking, golf carts, scooters, and bicycles are all very popular here."
    0
    Flag
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Angela Garcia
    "It’s a small town with little bar life so it would be relatively safe. There is a high school a block away "
    1
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Bawsnack
    "Themed bike rides, parades, fairs, boat races. There is also a bundle of free activities to do when you are a local on first Sunday of every month downtown"
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
    0
    Flag
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "It’s a great community there is tourism so there can be alot of people traffic but for the most part everyone is in good spirits."
    0
    Flag
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
    1
    Flag
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
    0
    Flag
  • Trulia User
    "too many festivals to name. There's always something going on Old Town and then come on it's Duvall Street crying out loud mark this would not be a family neighborhood. It's definitely an easy rental"
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Very beautiful, most people are really nice and cordial. Also very walkable to shops, the marina, and restaurants/bars. But I am just visiting and walking around for a few days."
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that it’s easy to get around."
    0
    Flag
  • Nicholas B.
    "Great place to live; expensive though. Base housing so you give up all your BAH but worth it in this area. "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
    11
    Flag
  • Rechele M.
    "Easy compared to city life! 25 minutes max to get from one end of the island to the other in 5 o’clock traffic."
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Coltonbutler15
    "I grew up in this neighborhood, There have been many upgrades to the neighborhood that have made it more appealing to families with children. "
    12
    Flag
  • MisterE
    "Bicycles, electric golf carts and scooters are the most popular. Although many people still drive cars the island is small so you never have far to go. "
    0
    Flag
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
    3
    Flag
  • MisterE
    "Great place to raise a family, although we sort of live in a bubble. Kids need to understand how things are in the real world and that’s sometimes difficult to teach. "
    0
    Flag
  • Romero7648
    "Neighbor is downtown and free transportation in immediate vicinity. Many establishments will provide employee discount if you live in the area. "
    0
    Flag
  • Oshry B.
    "open area very friendly neighborhood and neighbors you will love it and your dog would love it even more"
    0
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
    2
    Flag
  • Carib28
    "Many places to walk your pet and meet people. It’s also very beautiful with hummingbirds and lovely butterflies."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

18 pet-friendly rentals in Key West, FL

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15 rentals with an outdoor space in Key West, FL

Homes for sale near 3416 Flagler Ave

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Off Market Homes Near 3416 Flagler Ave

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MLS Internet Data Exchange (IDX) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.