29267 Cypress Dr
Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,048 sqft
3 Beds
2 Baths
1,048 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Living Area
1,048 sqft
Price/Sqft
$708
Description
Available now with lease starting October 1st, 2025! Eden Pines single family home - unfurnished two bedroom, two bath with bonus third room which can be used for office or third bedroom. Bring your boat! Concrete dock, boat lift, davits and neighborhood boat ramp with access to bayside and oceanside through Pine Channel. Washer and dryer included. Plenty of off-street parking.
Big Pine Key is conveniently located 30 minutes from both Key West and Marathon. Home is close to shopping, groceries, library, park, restaurants, and more!
6 month lease+ or annual lease options available. Pet friendly with deposit. Tenant pays electric and water. Owner pays trash and cable. Tenant background and credit check required. F/L/S.
Tenants are responsible for utilities, pest, and lawn maintenance. Cable and garbage service provided by the owner. 6-8 month lease or annual lease options available. Pet-friendly with a deposit of $ 1,000 ($250 is non-refundable for cleaning fees). First, last, and security are required for move-in a background and credit check are required.
Big Pine Key is conveniently located 30 minutes from both Key West and Marathon. Home is close to shopping, groceries, library, park, restaurants, and more!
6 month lease+ or annual lease options available. Pet friendly with deposit. Tenant pays electric and water. Owner pays trash and cable. Tenant background and credit check required. F/L/S.
Tenants are responsible for utilities, pest, and lawn maintenance. Cable and garbage service provided by the owner. 6-8 month lease or annual lease options available. Pet-friendly with a deposit of $ 1,000 ($250 is non-refundable for cleaning fees). First, last, and security are required for move-in a background and credit check are required.
29267 Cypress Dr, Big Pine Key, FL 33043 is a 3 bedroom, 2 bathroom, 1,048 sqft single-family home. It last sold for $380,000 on Feb 27, 2017 (10,170% above the $3,700 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $3,700 per month. That rental listing was removed on October 8, 2025. It is currently off market. The Trulia Estimate is $742,200, with a rent estimate of $4,472/month.
Home Details for 29267 Cypress Dr
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Property Type / Style Property Type: Single Family Home |
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Lease Term: 1 YearAvailable: now |
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Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Air ConditioningCooling System: Central Air, Window Unit |
Levels, Entrance, & Accessibility Floors: Tile |
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Parking & Garage Parking: Off Street Parking, On Site |
Price History for 29267 Cypress Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/08/2025 | $3,700 | ListingRemoved | Zillow Rentals |
| 09/26/2025 | $3,700 | Listed For Rent | Zillow Rentals |
| 09/10/2025 | $3,900 | ListingRemoved | Zillow Rentals |
| 08/11/2025 | $3,900 | PriceChange | Zillow Rentals |
| 07/28/2025 | $4,200 | Listed For Rent | Zillow Rentals |
| 06/10/2025 | $4,400 | ListingRemoved | Zillow Rentals |
| 05/16/2025 | $4,400 | Listed For Rent | Zillow Rentals |
| 05/09/2025 | $815,000 | ListingRemoved | FLKMLS #613259 |
| 02/05/2025 | $815,000 | PriceChange | Key West AOR #613259 |
| 01/21/2025 | $825,000 | Listed For Sale | MLKAR #613259 |
| 06/13/2017 | $399,000 | ListingRemoved | Agent Provided |
| 02/27/2017 | $380,000 | Sold | FLKMLS #573395 |
| 01/02/2017 | $399,000 | Listed For Sale | Agent Provided |
| 10/03/1997 | $158,500 | 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 | $3,822 |
| Assessment | $663,722 |
Home facts updated by county records
Comparable Sales for 29267 Cypress Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $755,000 | 09/22/25 | 3 | 2 | 1,200 | |
0.14 | Single-Family Home | $935,000 | 06/08/26 | 3 | 2 | 1,152 | |
0.24 | Single-Family Home | $693,800 | 07/16/26 | 3 | 2 | 1,039 | |
0.16 | Single-Family Home | $887,000 | 01/27/26 | 3 | 2 | 1,204 | |
0.26 | Single-Family Home | $610,000 | 04/03/26 | 3 | 2 | 1,353 | |
0.11 | Single-Family Home | $865,000 | 04/23/26 | 2 | 2 | 1,092 | |
0.37 | Single-Family Home | $600,000 | 03/03/26 | 3 | 2 | 984 | |
0.18 | Single-Family Home | $805,000 | 05/27/26 | 2 | 2 | 936 | |
0.22 | Single-Family Home | $615,000 | 03/31/26 | 2 | 2 | 1,336 | |
0.26 | Single-Family Home | $595,000 | 09/18/25 | 2 | 2 | 912 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 29267 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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