29476 Flying Cloud Ave, Big Pine Key, FL 33043
Master bedroom
75Ft dock with working davits (25ft boat)
OFF MARKET

29476 Flying Cloud Ave
Big Pine Key, FL 33043

  • 2 Beds
  • 3 Baths
  • 1,176 sqft

$864,800

Trulia Estimate
as of Aug 23, 2026

$864,800

Trulia Estimate
as of Aug 23, 2026
  • 2 Beds
  • 3 Baths
  • 1,176 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
1,176 sqft
Price/Sqft
$735
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 29476 Flying Cloud Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

*Available January 5th thru June 18th 2027 (6.5 months rental).
This property has everything the Florida Keys have to offer. Enjoy sunset views from the screened porch. Truly a boaters dream with easy access to ocean or back country. Plan for deep-sea fishing or flats fishing, diving or snorkelling or just hanging out at the sand bar. This location can give you what you are looking for.
By Land:
25 minutes to Key West or Marathon
Plenty of restaurants options 5-15 min away
5 minutes to Winn Dixie, Beall's Outlet, CVS, Walgreens, ACE Hardware, NAPA, Bait Shop, Marina, Boat Mechanic, Fuel. Anything you need for a great time minutes away.
Flooring:
New flooring done 2024 throughout main house
Storage : Large closets and plenty of storage space in the downstairs for your fishing gear.
Appliances:
New 2024 Stainless steel refrigerator, dishwasher and stove, in-unit washer/dryer.
House also has a downstairs rec room with a pool table, 65" TV, sound system to enjoy your favorite game. Also has a wet bar, and a full bathroom.
Copy and paste links below for virtual tours of the upstairs and downstairs.
*Available Jan. 5th thru June 18th 2027 (6.5 months rental).
Upstairs -

Downstairs -

*Available Jan. 5th thru June 18th 2027 (6.5 months).
Dockage/Seawall has 75 feet, canal 20 feet deep, plenty for big boat or several smaller boats. Seawall with bumpers and working davits. Canal is minutes away from Little Torch Public boat ramp and Big Pine Boat Ramp. Five minutes from Big Pine Channel Bridge. Cleaning station with water for the optimistic fishing like myself. Separate bait freezer and extra fridge.
Plenty of parking space in property including carport.
Please note, no smoking inside the house and only small pets allowed.
Price does not include 12.5 % tax ($687.50) and Cleaning fee $200.00
*Available Jan. 5th thru June 18th 2027 (6.5 months).
29476 Flying Cloud Ave, Big Pine Key, FL 33043 is a 2 bedroom, 3 bathroom, 1,176 sqft single-family home. It last sold for the $5,200 asking price on Mar 10, 2023. More recently, it was listed as a rental in September 2025 with an asking price of $5,200 per month. That rental listing was removed on July 28, 2026. It is currently off market. The Trulia Estimate is $864,800, with a rent estimate of $5,155/month.

Home Details for 29476 Flying Cloud Ave

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Levels, Entrance, & Accessibility
Floors: Hardwood
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 6 MonthAvailable: Oct 1st

Exterior Features

Parking & Garage
GarageParking: Attached Garage Off Street, On Site

Comparable Sales for 29476 Flying Cloud Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$950,000
04/27/26
2
2.5
1,200 sqft
0.08
Single-Family Home
$945,000
10/03/25
2
2
1,258 sqft
0.23
Single-Family Home
$735,000
12/10/25
2
3
1,261 sqft
0.08
Single-Family Home
$1,197,475
12/22/25
3
3
1,608 sqft
0.11
Single-Family Home
$1,282,000
11/12/25
2
2
1,500 sqft
0.06
Single-Family Home
$1,022,500
12/01/25
3
2
1,346 sqft
0.20
Single-Family Home
$1,150,000
11/04/25
2
2
1,064 sqft
0.04
Single-Family Home
$1,334,000
08/03/26
3
2
1,488 sqft
0.24
Single-Family Home
$1,265,000
04/27/26
2
2
1,596 sqft
0.22
Single-Family Home
$1,632,000
04/30/26
3
2.5
2,172 sqft

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 Big Pine Key

At least 29 Trulia users voted on each feature.
  • 95 % Say it's dog friendly

  • 91 % Say there's wildlife

  • 82 % Say car is needed

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 76 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 66 % Say there's holiday spirit

  • 62 % Say it's walkable to grocery stores

  • 59 % Say it's walkable to restaurants

  • 55 % Say they plan to stay for at least 5 years

  • 52 % Say neighbors are friendly

  • 43 % Say there are community events

  • 35 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Dawn M.
    "I live in Big Pine Key! Neighbors are friendly but keep to themselves. Lots of wildlife . Pretty safe place. "
  • Dawn M.
    "I do not believe there are community events! If there are I have not gone to any! I love Key Deer Blvd good place to run, walk or jog. Also bike riders there are tons! "
  • Sailjane
    "Yes, they would love the area. No restrictions for size, amount, breed, etc. yards are large so pets have room. There is a dog park down the road, excellent vets, many restaurants are dog friendly. There are pet parades, etc too"
  • Sailjane
    "Great parks, great schools, people are very kind and friendly. The scenery is gorgeous. Key deer, peacocks, cool birds, are all around. This is a great place to vacation to and to live. Water all around and the fishing is spectacular. It is a artistic community and very interesting. "
  • Karen F.
    "We have a nautical flea market as well as a weekend flea market, the wildlife refuge has events and there are various events at the park"
  • Shannon M.
    "friendly neighborhood with lots of wildlife both in the water and on land. nice and quiet and away from the craziness of key West but close enough to visit. nowhere else will you see an endangered key deer in your yard on the same day you have. manatee in your back canal. simply beautiful ā¤ļø"
  • Gwalter
    "A great place to live, fish, hang out and enjoy your friends !! It’s well worth a visit. Come as you are and leave as friends "
  • Chelsea G.
    "Born and raised here in Big Pine. Low crime rate. Small property lots. I like it here because there is a grocery store and a a couple gas stations for easy accessibility. "
  • Katherine V.
    "Home to US Fish and Wildlife nature sanctuary, with star-filled nights and sunny, breezy days year-round. Caring community with good basic services. Bike paths, incredible boating and diving. "
  • Maya T.
    "Quiet area for peace and nature lovers."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jul 28, 2026
Source: Zillow Rentals
ListingRemoved
$5,200
Sep 30, 2025
Source: Zillow Rentals
Listed For Rent
$5,200
Oct 16, 2024
Source: Zillow Rentals
ListingRemoved
$5,000
Jan 17, 2024
Source: Zillow Rentals
ListingRemoved
Dec 1, 2023
Source: Zillow Rentals
PriceChange
$5,000
Price decreased by 17%

Frequently asked questions about 29476 Flying Cloud Ave

  • What is 29476 Flying Cloud Ave estimated to be worth?
    Trulia's estimated value for 29476 Flying Cloud Ave in Big Pine Key, FL is $864,800.
  • What is the price history for 29476 Flying Cloud Ave?
    29476 Flying Cloud Ave in Big Pine Key, FL last sold in March 2023.
  • Is Big Pine Key a buyer's or seller's market?
    Big Pine Key is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Big Pine Key?
    Residents describe Big Pine Key, FL as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Big Pine Key, FL.
  • Does 29476 Flying Cloud Ave have air conditioning?
    Yes, 29476 Flying Cloud Ave in Big Pine Key, FL has air conditioning.
  • Does 29476 Flying Cloud Ave have a garage?
    Yes, 29476 Flying Cloud Ave in Big Pine Key, FL has an attached garage.

Homes for rent near 29476 Flying Cloud Ave

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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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