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$1,150,000
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Property 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 rooms downstairs. Home is fully furnished and ready to use.
Full Property Details
Full Property Details for 29565 Flying Cloud Ave
General
- Price: $1,150,000
- Taxes: $7,732 (2025)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A12018191
- Updated: 8/5/2026
- Added to Site: 93 day(s) ago
Interior
- Interior Features: Second Floor Entry, Attic
- Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
- Bedroom Features: Other
Other Rooms
- Living Room: Attic Sq. Ft.
- Eat-in kitchen: Yes
- Dining Room: Dining/Living Room, Eat-In Kitchen
Exterior
- Exterior Features: Lighting, Open Balcony, Outdoor Shower
- Deck/Patio: Deck, Open Balcony
Parking
- Carports: Yes
- Carport Spaces: 2
- Covered Spaces: 2
- Parking Features: Attached Carport, Driveway, Limited # Of Vehicle
Location
- Area: Pine Channel Estate Sec 2
- County: Monroe County
- Subdivision: PINE CHANNEL ESTATE SEC 2
- Building Name: PINE CHANNEL ESTATE SEC 2
- Direction Faces: East
Community
- Community Name: Pine Channel Estate Sec 2
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Air, Electric
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Two Story
- Structure Type: House
- Detached/Attached: Detached
- Construction: Frame With Stucco
- Roof: Metal Roof
- Building Size: 4320
- Square Feet: 960
- Living Area: 960 Sq. Ft.
- Year Built: 1977
Additional Structures
- Other Structures: Extra Building/Shed, Shed(s)
Lot Features
- Property View: Canal, Direct Ocean
- Lot Size (Sq. Ft.): 7,500
- Lot Dimensions: 75 x 100
- Frontage Feet: 75
- Lot Features: 1/4 To Less Than 1/2 Acre Lot, 1/2 To Less Than 3/4 Acre Lot
- Zoning: is
- Fencing (Description): Fenced
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: WF/Ocean Access, Canal Front, Fixed Bridge(s), Ocean Access, One Fixed Bridge
Financial Considerations
- Price Per Sq. Ft.: $1,197.92
- Tax Amount: $7,732
- Tax Year: 2025
- Terms: All Cash, Conventional
Disclosures and Reports
- Legal Description: BK 4 LT 37 PINE CHANNEL EST SEC TWO BIG PINE KEY PB6-2 OR642-780/81 OR841-1010 OR1346-536 OR1443-1141 OR1562-1761 OR2427-1231 OR2427-1232AFF
- Restrictions: Other Restrictions
- Inclusions: Boatlift, Private Dock
- Property ID: 00248760-000000
Listed by Metro Dade Realty, Inc.
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Schools
Schools serving 29565 Flying Cloud Ave
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Sugarloaf School 255 Crane Boulevard, Summerland Key, FL 33042 | PK-8 | 10.1 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 26.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 29565 Flying Cloud Ave
Date
Details
Price
Change
Source
5/14/2026
Listed
$1,150,000
164.37%
MLS
8/10/2009
Sold
$435,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 29565 Flying Cloud Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,732
15%
$953,640
21%
2024
$6,706
4%
$790,877
-7%
2023
$6,477
26%
$846,728
75%
2021
$5,136
-11%
$483,773
-31%
2022
$5,767
12%
$699,176
56%
2021
$5,136
6%
$447,092
1%
2019
$4,830
5%
$444,661
9%
2018
$4,603
3%
$408,670
2%
2017
$4,466
6%
$400,922
11%
2016
$4,215
2%
$360,798
7%
2015
$4,135
—
$338,516
9%
2014
$4,140
9%
$309,518
10%
2013
$3,784
—
$281,380
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 29565 Flying Cloud Ave
29565 Flying Cloud Ave, Big Pine, FL 33043 (MLS# A12018191) is a Single Family property with 4 bedrooms and 3 full bathrooms. 29565 Flying Cloud Ave is currently listed for $1,150,000 and was received on May 14, 2026. Want to learn more about 29565 Flying Cloud Ave? Do you have questions about finding other Single Family real estate for sale in Big Pine? You can browse all Big Pine real estate or contact a Coldwell Banker agent to request more information.

