86 Bay Dr, Key West, FL 33040
floating dock
full size kitchen and nicely stocked
OFF MARKET

$1,640,200

Trulia Estimate
as of Sep 5, 2026
  • 3 Beds
  • 2.5 Baths
  • 1,200 sqft

86 Bay Dr, Key West, FL 33040

Home Highlights

Single-Family Home
1,200 sqft
$1,367/sqft

Local Information

  • Map ViewExplore the area around 86 Bay Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Open Waster View-Waterfront-Boat Dockage-Pool-Kayaks
Welcome to the Tropical Bay View of the Lower Florida Keys! Nestled in a laid-back peaceful setting with open water views and breathtaking sunsets, this charming Florida Key house offers the perfect escape from the hustle and bustle of everyday life.

Situated on a quiet, low-traffic dead-end street towards the end of Bay Point Key, tranquility is the hallmark of this fully furnished 3 bedroom, 2 bathroom house which includes your own private inground pool and a 40 ft dock. Whether you're lounging on the open water facing deck or gazing out of the windows, you'll be treated to stunning views of the shimmering waters and colorful skies.

As the sun sets, prepare to be mesmerized by the evening star gazing spectacle that awaits you. With minimal light pollution and unobstructed views, the night sky becomes a mesmerizing display of celestial beauty. Step outside and behold the open vast skies, where the sky canvas is painted with the twinkling lights of distant stars, planets, and the luminous glow of the moon. The open skies at this location provide an awe-inspiring backdrop for your evenings, inviting you to unwind and connect with the universe in a truly unforgettable way.

Indulge in the comfort of a thoughtfully stocked home, where the conscientious owner has taken care to ensure your stay is as effortless as possible. Step into the well-equipped kitchen, where you'll find all the essentials for daily living, including plate ware, cooking pots and pans, utensils, and food storage containers. Whether you're whipping up a gourmet meal or simply brewing your morning coffee, you'll have everything you need at your fingertips.

But the amenities don't stop there. For those looking to explore the pristine waters surrounding the island, three kayaks are at your use. And when it's time to cool off and unwind, take a dip in the refreshing pool or lounge in the sun with pool toys provided for your enjoyment.

Convenience meets relaxation at this Mile Marker 15 hideaway. Just a short 12 to 20-minute drive away lies the vibrant energy of Key West, where you can immerse yourself in a plethora of entertainment options, engaging activities, diverse cultural restaurants, art galleries and eclectic shopping experiences. From lively street performances at Mallory Square sunsets to historical tours, there's something for everyone in Key West's vibrant atmosphere.

Within walking distance, Bay Point Park offers something for everyone, just a stone's throw away from your doorstep. This convenient right down the street location has pickle ball and tennis courts, bocce ball and other playground equipment making it a daily destination for many.

For those seeking a change of scenery, a leisurely 45-minute drive along the highway leads to Marathon, with the final stretch taking you over the iconic 7 Mile Bridge. Explore Marathon's charming shops, indulge in fresh seafood at local eateries, or simply check out the unique marvel of this community.

As you retire for the night, rest easy knowing that quality bed linens await you, ensuring a peaceful night's sleep. Bath and pool towels are also provided, along with a small supply of paper products and hand soaps, ensuring you have all the necessities for your first few days.

Whether you're seeking outdoor adventure or relaxation, this three-bedroom fully furnished house offers the perfect blend of comfort and convenience for your extended stay in the Lower Florida Keys.

This property is a monthly rental and is fully furnished and available starting August 22nd to November 30th,2025. Includes basic internet, wifi and utilities.
Monthly rates vary. Contact Property Manager for pricing.
Security of $500.00 is required along with sales and tourism tax of 12.5% and exit clean of $400.00.
No pets allowed. Smoking outside only.
86 Bay Dr, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 1,200 sqft single-family home. It last sold for $1,600,000 on May 18, 2023 (28,471% above the $5,600 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $6,600 per month. That rental listing was removed on October 1, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,640,200, with a rent estimate of $4,503/month.

Home Details for 86 Bay Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerWasher

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Pool
Pool
Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 86 Bay Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$1,150,000
07/29/26
3
2
1,372 sqft
0.08
Single-Family Home
$2,715,000
05/14/26
4
3
1,820 sqft
0.05
Single-Family Home
$1,725,000
05/01/26
4
4
2,454 sqft
0.27
Single-Family Home
$951,000
09/10/25
3
3
1,598 sqft
0.40
Single-Family Home
$1,125,000
10/01/25
3
2
1,470 sqft
0.37
Single-Family Home
$810,000
02/19/26
3
3
1,380 sqft
0.47
Single-Family Home
$1,550,000
11/05/25
3
2
2,028 sqft
0.34
Single-Family Home
$420,000
02/27/26
3
2
1,000 sqft
0.50
Single-Family Home
$650,000
03/20/26
2
2
1,150 sqft
2.16
Single-Family Home
$1,595,000
07/24/26
3
2
1,764 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Around this home

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 267 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."
  • Ken
    "Walking or bike riding, and extremely bicycle, friendly town! Walking, golf carts, scooters, and bicycles are all very popular here."
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
  • 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."
  • 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 "
  • 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."
  • 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"
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
  • 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."
  • 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!!"
  • 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."
  • 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."
  • 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."
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
  • 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"
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
  • 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."
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
  • 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."
  • Nicholas B.
    "Great place to live; expensive though. Base housing so you give up all your BAH but worth it in this area. "
  • 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!"
  • 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."
  • 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."
  • 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. "
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
  • 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. "
  • 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. "
  • 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. "
  • 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. "
  • Romero7648
    "Neighbor is downtown and free transportation in immediate vicinity. Many establishments will provide employee discount if you live in the area. "
  • Oshry B.
    "open area very friendly neighborhood and neighbors you will love it and your dog would love it even more"
  • 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. "
  • 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"
  • Carib28
    "Many places to walk your pet and meet people. It’s also very beautiful with hummingbirds and lovely butterflies."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Oct 1, 2025
Source: Zillow Rentals
ListingRemoved
$5,600
Aug 5, 2025
Source: Zillow Rentals
PriceChange
$5,600
Price decreased by 15%
Jun 29, 2025
Source: Zillow Rentals
Listed For Rent
$6,600
Jun 6, 2025
Source: Zillow Rentals
ListingRemoved
$6,600
May 12, 2025
Source: Zillow Rentals
PriceChange
$6,600
Price increased by 10%

Frequently asked questions about 86 Bay Dr

  • What is 86 Bay Dr estimated to be worth?
    Trulia's estimated value for 86 Bay Dr in Key West, FL is $1,640,200.
  • What is the price history for 86 Bay Dr?
    86 Bay Dr in Key West, FL last sold for $1,600,000 in May 2023.
  • What are the closest schools to 86 Bay Dr?
    The closest schools to 86 Bay Dr in Key West, FL are Key West High School (rated 4/10), Sugarloaf School (Pre-K/Elementary/Middle, rated 6/10).
  • Does 86 Bay Dr have air conditioning?
    Yes, 86 Bay Dr in Key West, FL has air conditioning.
  • Does 86 Bay Dr have a pool?
    Yes, 86 Bay Dr in Key West, FL has a pool.
  • Does 86 Bay Dr have laundry facilities?
    Yes, 86 Bay Dr in Key West, FL has in-unit laundry.

Homes for rent near 86 Bay Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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