2816 Flagler Ave, Key West, FL 33040
OFF MARKET

2816 Flagler Ave
Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,850 sqft

$1,219,500

Trulia Estimate
as of Jun 24, 2026
Est. Refi. Payment $7,042/mo*
Refinance Your Home

$1,219,500

Trulia Estimate
as of Jun 24, 2026
Est. Refi. Payment $7,042/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,850 sqft

Local Information

  • Map ViewExplore the area around 2816 Flagler Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Rare opportunity to purchase a stunning, only 7-year-old, 3 bedroom, 2 and 1/2 bath, 1,850 square foot, elevated home that is centrally located on the island. The Enclave on Riviera is a gated community that was built to the highest levels of the Florida Green building standards and includes a pool (complete with Tiki Hut!) and private access to kayaking and paddleboarding on the Riviera canal. The association is comprised of only 11 homeowners, yet the grounds are spacious as they include a protected conservation area that cannot ever be built upon. The home features an open floor plan with a gourmet kitchen, stainless steel appliances, quartz counter tops, center island and breakfast bar. There is also a large laundry room/pantry and half bath on the main living level. Upstairs you will find 2 guest rooms, guest bath, custom storage cabinets and the primary bedroom with bath ensuite, generous shower, commode room, and walk in closet. The elevated structure, impact windows and doors as well as impact Bahama shutters make for reasonable insurance costs. Most furniture is included, the air conditioning is brand new (2024) and upgrades include Toto toilets, Smart thermostat, Blink and Ring security systems, metal railings, completely screened in porches, garbage disposal (2022), and more.This home is unique in that it is away from the other homes in the community and laid out with two huge 300 square foot screened in porches that span the entire length of the home both upstairs and downstairs. Imagine yourself entertaining or unwinding as you take in the tranquil view overlooking the mangroves toward the Riviera Canal. There is also a garage and three car covered parking for all of your toys. This is stress-free living with a reasonable monthly association fee of $425 that covers the common area maintenance, security gates, landscaping, and pool service. This one really does tick all the boxes.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 15, 2025

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2816 Flagler Ave

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1850 Square Feet
Appliances & Utilities
Utilities: FKAAAppliances: Washer, Disposal, Microwave, Range, Refrigerator, Dishwasher, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Drapes/Blinds Incl, Window Treatments, Impact Rstnce Window, BahamaDoor: Impact Rstnce DoorsFlooring: Combination
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Combination
Security
Security: Smoke Detector(s), Fire Sprinkler System, Electric Gate

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: DeckOther Structures: Chickee HutHas a Private Pool
Parking & Garage
Has a CarportHas a GarageNo Open ParkingParking Spaces: 4Parking: Garage,Covered,Off Street,Attached,Carport
Pool
Pool: In Ground, ConcretePool
Frontage
Waterfront: None, Dockage: NoneNot on Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Combo Construction
Property Information
Parcel Number: 00065090009000

Price & Status

Price
List Price: $1,299,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Key WestCommunity: New Town - Unlisted (2.0)

Community

Community Features: Pool

HOA

HOA Fee Includes: Maintenance Grounds, SecurityAssociation for this Listing: Key West AssociationHas an HOA

Lot Information

Lot Area: 1571 sqft

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: 612576Water View: None

Additional Information

Pool
Last check for updates: about 7 hours ago
Listed by Karen J Lane, (305) 393-5903
Berkshire Hathaway HomeServices Knight & Gardner Realty
Bought with: Tommy Mack, (305) 731-7910, Coastal Collection Real Estate Inc.
Originating MLS: Key West Association
Source: FLKMLS, MLS#612576

Price History for 2816 Flagler Ave

DatePriceEventSource
07/15/2025$1,250,000Sold
FLKMLS #612576
05/28/2025$1,299,000PendingFLKMLS #612576
05/17/2025$1,299,000ContingentFLKMLS #612576
01/24/2025$1,299,000PendingToActiveFLKMLS #612576
01/08/2025$1,299,000ContingentKey West AOR #612576
12/06/2024$1,299,000Listed For SaleKey West AOR #612576
06/05/2020$849,000Sold
FLKMLS #123191

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$7,854
Assessment$915,476
Home facts updated by county records

Comparable Sales for 2816 Flagler Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2811 Venetian Dr, Key West, FL
0.08
Single-Family Home
$1,070,000
10/10/25
3
3
1,860
2827 Staples Ave, Key West, FL
0.09
Single-Family Home
$1,150,000
06/17/26
4
2
1,741
1617 Jamaica Dr, Key West, FL
0.25
Single-Family Home
$1,250,000
08/14/25
3
2
1,512
2824 Patterson Ave, Key West, FL
0.26
Single-Family Home
$1,159,500
09/30/25
3
2
2,040
2800 Staples Ave, Key West, FL
0.07
Single-Family Home
$1,450,000
03/12/26
4
3.5
2,058
2614 Seidenberg Ave, Key West, FL
0.22
Single-Family Home
$1,112,500
10/22/25
4
3
2,408
2712 Harris Ave, Key West, FL
0.18
Single-Family Home
$1,054,000
01/06/26
2
2
1,155
1417 8th St, Key West, FL
0.23
Single-Family Home
$900,000
04/30/26
3
3
1,350

Nearby homes

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Assigned Schools

These are the assigned schools for 2816 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

  • 65 % 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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Homes for sale near 2816 Flagler Ave

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Off Market Homes Near 2816 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.
2816 Flagler Ave, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 1,850 sqft single-family home built in 2017. This property is not currently available for sale. 2816 Flagler Ave was last sold on Jul 15, 2025 for $1,250,000 (4% lower than the asking price of $1,299,000). The current Trulia Estimate for 2816 Flagler Ave is $1,219,500.