29557 Flying Cloud Ave, Big Pine Key, FL 33043
Property image
Property image
OFF MARKET

29557 Flying Cloud Ave
Big Pine Key, FL 33043

  • 2 Beds
  • 2.5 Baths
  • 1,170 sqft

$1,247,300

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,254/mo*

$1,247,300

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,254/mo*
2 Beds
2.5 Baths
1,170 sqft

Home Value

Trulia Estimate
$1.25M
Since last month
Decreased$6K (-0.5%)
Since last year
Decreased$85K (-6.4%)
Since last sale
Decreased$52K (-4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +147% in the last 10 years
MonthEstimated value
2026
August 2026$1.25M
July 2026$1.25M
June 2026$1.25M
May 2026$1.25M
April 2026$1.25M
March 2026$1.24M
February 2026$1.23M
January 2026$1.23M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$950,000
04/27/26
2
2.5
1,200
0.15
Single-Family Home
$1,282,000
11/12/25
2
2
1,500
0.13
Single-Family Home
$945,000
10/03/25
2
2
1,258
0.17
Single-Family Home
$1,265,000
04/27/26
2
2
1,596
0.06
Single-Family Home
$1,334,000
08/03/26
3
2
1,488
0.10
Single-Family Home
$1,022,500
12/01/25
3
2
1,346
0.10
Single-Family Home
$1,150,000
11/04/25
2
2
1,064
0.14
Single-Family Home
$1,197,475
12/22/25
3
3
1,608
0.15
Single-Family Home
$925,000
05/29/26
3
3
2,129

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.01
$1,150,000
4
3
960
For Sale
0.03
-
-
-
-
Off Market
0.03
$1,594,200
3
3
1,789
Off Market
0.03
$1,177,500
2
2
988
Off Market
0.03
$1,033,200
3
2
1,496
Off Market
0.06
$950,000
2
2.5
1,200
Recently Sold
0.06
$1,303,100
2
2
1,344
Off Market
0.06
$1,045,000
3
2
1,352
For Sale
0.08
$973,300
2
2
1,280
Off Market
0.06
$1,334,000
3
2
1,488
Recently Sold
0.07
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 29557 Flying Cloud Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Living Area
1,170 sqft
Price/Sqft
$1,066
Parking
Open Parking
HOA
None

About this House

Welcome to your Ultimate Escape! Beautiful waterfront property, modern finishes, and a luxurious open concept perfect for entreating family and friends. Completely renovated and offered furnished, turn-key. This two-story concrete block home offers 2 bedroom, 2 ½ bath with plenty of storage area. Two master suites with their own bathroom and walk-in closet. From new Spanish porcelain tile flooring to modern lighting fixtures, custom kitchen cabinets, quartzite counter tops and stainless-steel appliances. LED lighting, tankless water heater, new washer/dryer machines and more! Also comes with Impact Windows & Doors, metal roof and wrap around balcony on the second floor with brand new aluminum railings. Plenty car/boat trailer parking and RV charging station. A boater's delight with 75Ft of concrete dockage, step-down seawall with davits and deep-water canal with quick Gulf & Ocean access. This ultimate waterfront property is perfect for kayaking, paddle boarding, kitesurfing, jet skiing and it has plenty of room to build your dream pool and/or additional entertainment area. Quick access to restaurants, shopping and more. Approximately 30 minutes way from Key West and Marathon. This home has excellent rental potential. If you are looking for high-end coastal features in a family friendly neighborhood this, is it!
29557 Flying Cloud Ave, Big Pine Key, FL 33043 is a 2 bedroom, 3 bathroom, 1,170 sqft single-family home built in 1985. It last sold for the $1,299,000 asking price on Feb 5, 2024. More recently, it was listed as a rental in January 2023 with an asking price of $6,500 per month. That rental listing was removed on February 11, 2023. It is currently off market. The Trulia Estimate is $1,247,300, with a rent estimate of $4,430/month.

Home Details for 29557 Flying Cloud Ave

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1170 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Freezer, Stainless Steel Appliance(s)DishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile, Concrete
Levels, Entrance, & Accessibility
Floors: Tile, Concrete
View
No View
Security
Security: No Security
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, PatioExterior: Lighting, StorageNo Private Pool
Parking & Garage
No Attached GarageHas Open ParkingParking: Open,RV Access/Parking,Storage
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBSNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00248750000000

Price & Status

Price
List Price: $1,299,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Big Pine KeyCommunity: Pine Channel Estates (29.5)

Building

Building Area
Building Area: 1170 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 7405.2 sqft

Offer

Listing Terms: Cash, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 607053
Last check for updates: about 9 hours ago
Listed by Daileny Perez Armenteros
Malouf International Realty
Bought with: Power One Real Estate
Source: FLKMLS, MLS#607053

Price and Tax history

DateEventPrice
Feb 8, 2024
Source: MLKAR #607053
Listed For Sale
$1,299,000
Feb 5, 2024
Source: FLKMLS #607053
Sold
$1,299,000
Dec 29, 2023
Source: MLKAR #607053
Contingent
$1,299,000
Dec 29, 2023
Source: MIAMI #A11470282
Pending
$1,299,000
Nov 22, 2023
Source: MLKAR #607053
PriceChange
$1,299,000
Price decreased by 4%

Market trends in Big Pine Key

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
90
3
MoM
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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 ❤️"
  • 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."

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Apartments for Rent

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Homes for sale near 29557 Flying Cloud Ave

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Off Market Homes Near 29557 Flying Cloud Ave

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Frequently asked questions about 29557 Flying Cloud Ave

  • What is 29557 Flying Cloud Ave estimated to be worth?
    Trulia's estimated value for 29557 Flying Cloud Ave in Big Pine Key, FL is $1,247,300.
  • What is the price history for 29557 Flying Cloud Ave?
    29557 Flying Cloud Ave in Big Pine Key, FL last sold for $1,299,000 in February 2024.
  • 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 29557 Flying Cloud Ave have air conditioning?
    Yes, 29557 Flying Cloud Ave in Big Pine Key, FL has air conditioning.
  • Does 29557 Flying Cloud Ave have laundry facilities?
    Yes, 29557 Flying Cloud Ave in Big Pine Key, FL has in-unit laundry.
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 MLS.