$1,125,000
Original price: $1,150,000
- 4 Beds
- 3 Baths
- 960 sqft
29565 Flying Cloud Ave, Big Pine Key, FL 33043
Est. Mortgage $6,826/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1977
$1,172/sqft
Open Parking
Local Information
-- mins to
About this House
What's unique:Private dockElevated homeFish cleaning tableAbundant natural lightClear deep canalSpacious porches
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. Seller will consider financing options.
Last check for updates: about 6 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.
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 |
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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: 132 |
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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: $1,125,000Price Per Sqft: $1,172 |
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 |
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.
Market trends in Big Pine Key
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
81
9MoM
Home Value
Trulia Estimate
$1.08MSince last month
Decreased$23K (-2.1%)Since last year
Increased$185K (+21%)Since last sale
Increased$632K (+145.3%)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 | |
| September 2026 | $1.07M |
| August 2026 | $1.09M |
| July 2026 | $1.12M |
| June 2026 | $1.11M |
| May 2026 | $1.12M |
| April 2026 | $959K |
| March 2026 | $963K |
| February 2026 | $951K |
| January 2026 | $945K |
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 | |
0.12 | 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 | |
0.08 | Single-Family Home | $1,334,000 | 08/03/26 | 3 | 2 | 1,488 | |
0.20 | Single-Family Home | $465,000 | 08/25/26 | 2 | 2 | 1,248 | |
0.14 | Single-Family Home | $945,000 | 10/03/25 | 2 | 2 | 1,258 | |
0.16 | Single-Family Home | $1,632,000 | 04/30/26 | 3 | 2.5 | 2,172 |
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 | $1,252,800 | 2 | 2.5 | 1,170 | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | $1,587,600 | 3 | 3 | 1,789 | Off Market | |
0.04 | $1,207,800 | 2 | 2 | 988 | Off Market | |
0.03 | $1,033,300 | 3 | 2 | 1,496 | Off Market | |
0.06 | $950,000 | 2 | 2.5 | 1,200 | Recently Sold | |
0.06 | $1,290,000 | 2 | 2 | 1,344 | Off Market | |
0.06 | $999,875 | 3 | 2 | 1,352 | For Sale | |
0.09 | $974,300 | 2 | 2 | 1,280 | Off Market | |
0.08 | $1,334,000 | 3 | 2 | 1,488 | Recently Sold | |
0.09 | $799,000 | 2 | 2 | 1,277 | For Sale |
Price and Tax history
| Date | Event | Price |
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Sep 1, 2026 Source: MIAMI #A12018191 | PriceChange | $1,125,000 Price decreased by 2% |
May 14, 2026 Source: MIAMI #A12018191 | Listed For Sale | $1,150,000 |
Aug 10, 2009 Source: FLKMLS #547139 | Sold | $435,000 |
Mar 21, 2009 Source: Agent Provided | PriceChange | $499,000 Price decreased by 7% |
Dec 13, 2008 Source: Agent Provided | Listed For Sale | $539,000 |
Feb 26, 1999 Source: N/A | Sold | $172,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $7,732 | $953,640 |
Home facts updated by county records
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.
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Frequently asked questions about 29565 Flying Cloud Ave
- What is the estimated monthly payment for 29565 Flying Cloud Ave?Based on a $1,125,000 list price with 20% down at today's rates, the estimated monthly payment for 29565 Flying Cloud Ave in Big Pine Key, FL is approximately $7,032 (about $6,188 principal & interest, $769 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- 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 homes for sale in Big Pine Key, FL.
- What are the closest schools to 29565 Flying Cloud Ave?The closest schools to 29565 Flying Cloud Ave in Big Pine Key, FL are Key West High School (rated 4/10), Sugarloaf School (Pre-K/Elementary/Middle, rated 6/10).
- What is 29565 Flying Cloud Ave estimated to be worth?Trulia's estimated value for 29565 Flying Cloud Ave in Big Pine Key, FL is $1,083,800.
- Does 29565 Flying Cloud Ave have air conditioning?Yes, 29565 Flying Cloud Ave in Big Pine Key, FL has air conditioning.
- Does 29565 Flying Cloud Ave have laundry facilities?Yes, 29565 Flying Cloud Ave in Big Pine Key, FL has in-unit laundry.
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.

