29565 Flying Cloud Ave
Big Pine Key, FL 33043
4 Beds
3 Baths
960 sqft
4 Beds
3 Baths
960 sqft
We estimate this home will sell faster than 85% nearby.
Local Information
- Map ViewExplore the area around 29565 Flying Cloud Ave.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15k boat lift, fish cleaning table and clear deep canal. This elevated home features a private dock, canal frontage, and plenty of room for boats, trailers outdoor entertaining and out door showers. Open-concept living areas, abundant natural light, and spacious porches create the perfect Keys getaway or full-time residence. Conveniently located near world-class fishing, diving, turquoise blue waters, sandbars and the Lower Keys’ laid-back charm. 4 bedrooms, 3 baths, there are 2 bedrooms and 1 bath upstairs and 2 bedrooms, 2 baths downstairs. Home is fully furnished and ready to use.
We estimate this home will sell faster than 85% nearby.
Home Highlights
Parking
Open Parking
Outdoor
Deck
View
Canal, Ocean
HOA
None
Price/Sqft
$1,198
Listed
40 days ago
Home Details for 29565 Flying Cloud Ave
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Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 960 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Central,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Central |
Fireplace & Spa No Spa |
Windows, Doors, Floors & Walls Flooring: Tile |
Levels, Entrance, & Accessibility Stories: 2Entry Location: Second Floor EntryFloors: Tile |
View Has a ViewView: Canal, Ocean |
Room & Shared Space Shared space is furnished |
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Exterior Home Features Roof: MetalPatio / Porch: DeckFencing: FencedOther Structures: Extra Building/Shed, Shed(s)Exterior: Lighting, Balcony, Outdoor ShowerNo Private Pool |
Parking & Garage Number of Carport Spaces: 2Number of Covered Spaces: 2Has a CarportNo GarageHas Open ParkingParking Spaces: 2Parking: Attached Carport,Driveway,Limited # Of Vehicle |
Frontage WaterfrontWaterfront: WF/Ocean Access, Canal Front, Fixed Bridge(S), Ocean Access, One Fixed BridgeOn Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: 75Not Allowed to Raise Horses |
Surface & Elevation Elevation Units: Feet |
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Days on Market: 40 |
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Year Built Year Built: 1977 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: House, DetachedArchitecture: House,Detached |
Building Building Name: Pine Channel Estate Sec 2Construction Materials: Frame With Stucco |
Property Information Parcel Number: 00248760000000 |
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Price List Price: $1,150,000Price Per Sqft: $1,198 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: Big PineCommunity: Pine Channel Estate Sec 2 |
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Listing Agent Listing ID: A12018191 |
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Building Area Building Area: 4320 Square Feet |
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Community Features: Boating |
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Association for this Listing: A-Miami Association of REALTORSNo HOA |
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Lot Area: 7500 sqft |
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Listing Terms: All Cash, Conventional |
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Furnished |
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Mls Number: A12018191Water ViewWater View: Canal, Ocean |
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BoatingSource Internet Entire Listing Display |
Last check for updates: about 2 hours ago
Listing courtesy of Frank Kowalski, (305) 710-3113
Metro Dade Realty, Inc.
Originating MLS: A-Miami Association of REALTORS
Source: MIAMI, MLS#A12018191
Also Listed on MIAMI.
Market trends in Big Pine Key
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
99
1MoM
Price History for 29565 Flying Cloud Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 05/14/2026 | $1,150,000 | Listed For Sale | MIAMI #A12018191 |
| 08/10/2009 | $435,000 | Sold | FLKMLS #547139 |
| 03/21/2009 | $499,000 | PriceChange | Agent Provided |
| 12/13/2008 | $539,000 | Listed For Sale | Agent Provided |
| 02/26/1999 | $172,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,732 |
| Assessment | $953,640 |
Home facts updated by county records
Comparable Sales for 29565 Flying Cloud Ave
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 | |
0.12 | Single-Family Home | $1,022,500 | 12/01/25 | 3 | 2 | 1,346 | |
0.15 | Single-Family Home | $1,197,475 | 12/22/25 | 3 | 3 | 1,608 | |
0.14 | Single-Family Home | $925,000 | 05/29/26 | 3 | 3 | 2,129 | |
0.30 | Single-Family Home | $689,000 | 06/27/25 | 3 | 2 | 1,184 | |
0.28 | Single-Family Home | $799,000 | 09/02/25 | 3 | 2 | 1,104 | |
0.14 | Single-Family Home | $945,000 | 10/03/25 | 2 | 2 | 1,258 | |
0.24 | Single-Family Home | $935,000 | 06/30/25 | 2 | 2 | 1,120 | |
0.16 | Single-Family Home | $1,632,000 | 04/30/26 | 3 | 2.5 | 2,172 |
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Get a sense of prices in the area by checking nearby homes.
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SOLDAPR 27, 2026Coldwell Banker Schmitt RE Co.
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3D VIEWColdwell Banker Schmitt Real Estate Co. (KW)
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Assigned Schools
These are the assigned schools for 29565 Flying Cloud Ave.
- Key West High School
- 9-12
- Public
- 1288 Students
4/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review7mo ago - Sugarloaf School
- PK-8
- Public
- 671 Students
6/10GreatSchools RatingParent Rating AverageAs an educator with experience across multiple districts, I have observed ongoing challenges within this school and district that appear to reflect broader, system-level patterns rather than isolated concerns.Instructional Consistency:There is noticeable variability in instructional practices across classrooms, suggesting that expectations and implementation are not consistently aligned. This can result in uneven learning experiences for students.Student Support Systems:Supports intended for students, including those requiring additional or specialized services, are not consistently implemented. As a result, the effectiveness of these supports can vary and does not always translate into meaningful or measurable progress.Leadership & Staff Treatment:At the district level, expectations and accountability do not appear to be applied consistently across staff. There is a lack of uniformity in how employees are supported and held to expectations, which can create a perception that practices differ depending on the individual rather than being applied equitably.Communication:Communication from administration is often limited, unclear, or not provided in a timely manner. In some cases, attempts to seek clarification or guidance do not receive responses, which contributes to confusion and inconsistent implementation across classrooms and schools.Safety & School Environment:There are also concerns related to consistency in safety procedures and overall campus environment. At times, safety practices do not appear to be implemented in a consistent or clearly communicated manner, which can contribute to a sense of uncertainty for staff.Overall:Compared to other districts, these challenges appear more persistent and widespread. Greater consistency, responsiveness, and equitable implementation of expectations would be necessary to improve both staff effectiveness and student outcomes.Teacher Review3mo ago 
Check out schools near 29565 Flying Cloud Ave.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frank Kowalski, Metro Dade Realty, Inc.
Agent Phone: (305) 710-3113
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
29565 Flying Cloud Ave, Big Pine Key, FL 33043 is a 4 bedroom, 3 bathroom, 960 sqft single-family home built in 1977. This property is currently available for sale and was listed by MIAMI on May 14, 2026. The MLS # for this home is MLS# A12018191.