$613,700
- 2 Beds
- 1 Bath
- 960 sqft (on 60 acres)
29357 Cypress Dr, Big Pine Key, FL 33043
Est. Refi. Payment $3,757/mo*
Refinance Your HomeCurrently Off Market - Sold Sep 29, 2009 for $267,500
Home Value
Trulia Estimate
$614KSince last month
Decreased$31K (-4.8%)Since last year
Increased$16K (+2.7%)Since last sale
Increased$342K (+127.7%)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 +55% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| November 2026 | $609K |
| October 2026 | $619K |
| September 2026 | $640K |
| August 2026 | $631K |
| July 2026 | $632K |
| June 2026 | $612K |
| May 2026 | $624K |
| April 2026 | $622K |
| March 2026 | $611K |
| February 2026 | $603K |
| January 2026 | $577K |
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 |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $200,000 | 02/06/26 | 2 | 1 | 960 | |
0.03 | Single-Family Home | $865,000 | 04/23/26 | 2 | 2 | 1,092 | |
0.46 | Single-Family Home | $438,000 | 09/16/26 | 2 | 1 | 944 | |
0.12 | Single-Family Home | $700,000 | 10/13/26 | 2 | 2 | 1,152 | |
0.22 | Single-Family Home | $614,000 | 10/14/26 | 2 | 2 | 1,056 | |
0.28 | Single-Family Home | $630,000 | 09/16/26 | 2 | 2 | 1,036 | |
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 | |
0.30 | Single-Family Home | $880,000 | 08/31/26 | 2 | 2 | 912 | |
0.12 | Single-Family Home | $887,000 | 01/27/26 | 3 | 2 | 1,204 |
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 |
|---|---|---|---|---|---|---|
0.00 | - | - | - | - | Off Market | |
0.01 | $693,200 | 2 | 4 | 1,617 | Off Market | |
0.01 | - | - | - | - | Off Market | |
0.01 | - | 2 | 1.5 | 820 | Off Market | |
0.01 | $824,500 | 2 | 2 | 1,152 | Off Market | |
0.02 | $754,800 | 2 | 1.5 | 816 | Off Market | |
0.02 | $528,700 | 2 | 1.5 | 1,188 | Off Market | |
0.03 | $547,400 | 2 | 2 | 1,188 | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | $899,000 | 3 | 2 | 1,418 | For Sale | |
0.03 | $724,400 | 2 | 1 | 884 | Off Market | |
0.03 | $995,000 | 2 | 2 | 1,092 | For Sale | |
0.03 | - | - | - | - | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | $674,100 | 2 | 2 | 1,036 | Off Market | |
0.04 | $751,200 | 3 | 2 | 1,232 | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.04 | - | Studio | - | - | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1974
60 acre lot
960 sqft
$639/sqft
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $613,700, with a rent estimate of $3,058/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 and Tax history
| Date | Event | Price |
|---|---|---|
Oct 15, 2020 Source: Agent Provided | ListingRemoved | $2,550 |
Sep 16, 2020 Source: Agent Provided | PriceChange | $2,550 Price decreased by 4% |
Aug 11, 2020 Source: Agent Provided | Listed For Rent | $2,650 |
Sep 29, 2009 Source: FLKMLS #544380 | Sold | $267,500 |
May 17, 2008 Source: Agent Provided | ListingRemoved | $385,000 |
Feb 19, 2008 Source: Agent Provided | Listed For Sale | $385,000 |
Jun 21, 2002 Source: FLKMLS #510097 | Sold | $250,000 |
Jul 16, 1999 Source: N/A | Sold | $155,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,798 | $673,986 |
Home facts updated by county records
Market trends in Big Pine Key
Last updated October 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
86
2MoM
Sourced by Trulia Market Trends
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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 $613,700.
- 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.

