29565 Flying Cloud Ave, Big Pine Key, FL 33043
Property image
Property image
FOR SALE
3D VIEW

$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*
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Home Highlights

Single-Family Home
Built in 1977
$1,172/sqft
Open Parking

Local Information

  • Map ViewExplore the area around 29565 Flying Cloud Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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 15 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

Interior Features

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

Exterior Features

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

Days on Market

Days on Market: 132

Property Information

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

Price & Status

Price
List Price: $1,125,000Price Per Sqft: $1,172
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Big PineCommunity: Pine Channel Estate Sec 2

Agent Information

Listing Agent
Listing ID: A12018191

Building

Building Area
Building Area: 4320 Square Feet

Community

Community Features: Boating

HOA

Association for this Listing: A-Miami Association of REALTORSNo HOA

Lot Information

Lot Area: 7500 sqft

Offer

Listing Terms: All Cash, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: A12018191Water ViewWater View: Canal, Ocean

Additional Information

BoatingSource Internet Entire Listing Display

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."

Market trends in Big Pine Key

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
81
9
MoM

Home Value

Trulia Estimate
$1.08M
Since last month
Decreased$7K (-0.6%)
Since last year
Increased$202K (+22.9%)
Since last sale
Increased$649K (+149.1%)
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 +151% in the last 10 years
MonthEstimated value
2026
September 2026$1.08M
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

DateEventPrice
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

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 $6,950 (about $6,106 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.