29357 Cypress Dr
Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 960 sqft (on 60 acres)
2 Beds
1 Bath
960 sqft
(on 60 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1974
Lot Size
60 acres
Living Area
960 sqft
Price/Sqft
$655
Parking
None
About this House
This single-family home is located at 29357 Cypress Dr, Big Pine Key, FL. 29357 Cypress Dr is in Big Pine Key, FL and in ZIP code 33043. This property has 2 bedrooms, 1 bathroom and approximately 960 sqft of floor space. This property has a lot size of 60.00 acres and was built in 1974.
29357 Cypress Dr, Big Pine Key, FL 33043 is a 2 bedroom, 1 bathroom, 960 sqft single-family home built in 1974. It last sold for $267,500 on Sep 29, 2009. More recently, it was listed as a rental in August 2020 with an asking price of $2,650 per month. That rental listing was removed on October 15, 2020. It is currently off market. The Trulia Estimate is $629,100, with a rent estimate of $2,928/month.
Home Details for 29357 Cypress Dr
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Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2ElevatorFloors: Other |
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Exterior Home Features Roof: MetalExterior: WoodFoundation Type: PilingPatio |
Parking & Garage Parking: None |
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Year Built Year Built: 1974Year Updated: 1989 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 60.00 acres |
Price History for 29357 Cypress Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/15/2020 | $2,550 | ListingRemoved | Agent Provided |
| 09/16/2020 | $2,550 | PriceChange | Agent Provided |
| 08/11/2020 | $2,650 | Listed For Rent | Agent Provided |
| 09/29/2009 | $267,500 | Sold | FLKMLS #544380 |
| 05/17/2008 | $385,000 | ListingRemoved | Agent Provided |
| 02/19/2008 | $385,000 | Listed For Sale | Agent Provided |
| 06/21/2002 | $250,000 | Sold | FLKMLS #510097 |
| 07/16/1999 | $155,000 | Sold | N/A |
Market trends in Big Pine Key
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
93
6MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,798 |
| Assessment | $673,986 |
Home facts updated by county records
Comparable Sales for 29357 Cypress Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $200,000 | 02/06/26 | 2 | 1 | 960 | |
0.33 | Single-Family Home | $325,000 | 10/09/25 | 2 | 1 | 912 | |
0.03 | Single-Family Home | $865,000 | 04/23/26 | 2 | 2 | 1,092 | |
0.38 | Single-Family Home | $1,025,000 | 02/11/26 | 2 | 1 | 1,056 | |
0.24 | Single-Family Home | $805,000 | 05/27/26 | 2 | 2 | 936 | |
0.32 | Single-Family Home | $595,000 | 09/18/25 | 2 | 2 | 912 | |
0.14 | Single-Family Home | $755,000 | 09/22/25 | 3 | 2 | 1,200 | |
0.27 | Single-Family Home | $880,000 | 10/15/25 | 2 | 2 | 1,056 | |
0.12 | Single-Family Home | $887,000 | 01/27/26 | 3 | 2 | 1,204 | |
0.31 | Single-Family Home | $615,000 | 03/31/26 | 2 | 2 | 1,336 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 29357 Cypress Dr.
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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Apartments for Rent
Homes for sale near 29357 Cypress Dr
Off Market Homes Near 29357 Cypress Dr
Frequently asked questions about 29357 Cypress Dr
- What is 29357 Cypress Dr estimated to be worth?Trulia's estimated value for 29357 Cypress Dr in Big Pine Key, FL is $629,100.
- What is the price history for 29357 Cypress Dr?29357 Cypress Dr in Big Pine Key, FL last sold for $267,500 in September 2009.
- 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.
- How big is the lot at 29357 Cypress Dr?The lot at 29357 Cypress Dr in Big Pine Key, FL is about 60 acres.

