29557 Flying Cloud Ave
Big Pine Key, FL 33043
- 2 Beds
- 2.5 Baths
- 1,170 sqft
2 Beds
2.5 Baths
1,170 sqft
Home Value
Trulia Estimate
$1.25MSince 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
| Month | Estimated 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
-- mins to
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
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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 |
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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 |
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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 |
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Price List Price: $1,299,000 |
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MLS Status: Closed |
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Direction & Address City: Big Pine KeyCommunity: Pine Channel Estates (29.5) |
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Building Area Building Area: 1170 Square Feet |
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HOA Fee Includes: NoneNo HOA |
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Lot Area: 7405.2 sqft |
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Listing Terms: Cash, Conventional |
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Furnished |
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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
| Date | Event | Price |
|---|---|---|
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% |
Nov 3, 2023 Source: FLKMLS #607053 | PriceChange | $1,350,000 Price decreased by 2% |
Oct 17, 2023 Source: MIAMI #A11470282 | Listed For Sale | $1,375,000 |
Oct 16, 2023 Source: FLKMLS #603651 | ListingRemoved | |
Oct 1, 2023 Source: MIAMI #A11431088 | PriceChange | $1,399,000 Price increased by 2% |
Sep 30, 2023 Source: MLKAR #603651 | PriceChange | $1,375,000 Price decreased by 2% |
Sep 2, 2023 Source: FLKMLS #603651 | Pending | $1,399,000 |
Mar 7, 2023 Source: FLKMLS #603651 | PriceChange | $1,399,000 Price decreased by 2% |
Feb 14, 2023 Source: FLKMLS #603651 | PriceChange | $1,425,000 |
Feb 11, 2023 Source: Zillow Rentals | ListingRemoved | |
Feb 10, 2023 Source: FLKMLS #603651 | Pending | $1,475,000 |
Feb 3, 2023 Source: FLKMLS #603651 | PriceChange | $1,475,000 Price increased by 22,592% |
Jan 6, 2023 Source: Zillow Rentals | Listed For Rent | $6,500 |
Dec 29, 2022 Source: MLKAR | ListingRemoved | |
Nov 18, 2022 Source: FLKMLS #603153 | Listed For Sale | $1,600,000 |
Apr 27, 2022 Source: N/A | ListingRemoved | |
Mar 22, 2022 Source: N/A | Pending | $825,000 |
Mar 21, 2022 Source: N/A | PendingToActive | $825,000 |
Mar 19, 2022 Source: N/A | Pending | $825,000 |
Mar 16, 2022 Source: N/A | Listed For Sale | $825,000 |
Feb 4, 2003 Source: N/A | Sold | $459,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $9,873 | $1,075,681 |
Home facts updated by county records
Market trends in Big Pine Key
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
90
3MoM
Around this home
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.
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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.

