Landlord's Agent in 2025
Melissa Gibbins
Expert Realty LLC (HQ)
(305) 587-1268
1 in this area
22 Total Sales
29267 Cypress Dr Big Pine Key, FL 33043
Estimated Value: $721,000 - $797,000
3
Beds
2
Baths
1,048
Sq Ft
$729/Sq Ft
Est. Value
About This Home
As of October 2025Located in the Eden Pines community, this unfurnished single-family home offers 2 bedrooms plus a bonus room previously used as a third bedroom. Enjoy canal-front living with a boat lift and plenty of storage, including an enclosed downstairs area and separate shed. Washer and dryer included. Pet-friendly with deposit. 6-8 month lease preferred. Utilities not included. Background and credit check required. Move-in ready!Conveniently located halfway between Marathon and Key West. Nearby shopping, grocery, library, parks, restaurants, and more! Neighborhood boat ramp.
Last Agent to Rent the Property
Expert Realty LLC (HQ) License #SL3506835 Listed on: 07/23/2025
Property Details
Property Type
Other
Year Built
1990
Lot Details
0
Rental Info
- Furnishings: Unfurnished
- Rent Includes: Trash
- Last Month's Rent: 3900.00
- Lease Type: 6 + Months
- Monthly Rent: 3700.00
- Security Deposit: 3900.00
Listing Details
- Property Type: Rental
- Property Type 2: Single Family
- Dockage Seawall: Concrete
- Key Island: Big Pine Key
- Marathon Neighborhood: N/A
- Mile Marker: 29.00
- M L S Identifier: 20060123165453488875000000
- Off Shore Island: No
- Property Group I D: 20010809200717574625000000
- State Province: FL
- Vehicle Storage: Off Street Parking, Covered Parking
- Year Built: 1990
- Building Style Stilt Column Height: Medium - 5Ft - 9Ft
- Cooling Heating: Central Air, Wall/Window Unit(s)
- Porch Balcony: Open Porch/Balcony
- Building Style Above Flood: Unknown
- Fees Pet Fee: Yes
- Pet Fees: 1000.00
- Fees Pet Fee Per: One Time
- Lease Purchase Option: No
- Lease Restrictions: Background Check, Credit Check
- Estimated Living Sq Ft: 1048.00
- Pre Wired: Cable
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Other
Interior Features
- Total Bathrooms: 2.00
- Full Bathrooms: 2
- Appliances: Refrigerator, Dishwasher, Dryer, Washer, Freezer, Microwave, Oven, Range
- Specialty Rooms: Laundry Room
- Windows/Doors: Single Hung Windows, Sliding Glass Doors
- Total Bedrooms: 3
Exterior Features
- Dockage: Boat Lift, Boat Ramp
- Waterfront: Yes
- Exterior Features: Shed, Storage
- View: Canal
- Pool: No
Utilities
- Utilities: Cable Available, FKAA
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jan 2, 2017
Closed on
Feb 27, 2017
Sold by
Cypress Drive Llc
Bought by
Lewis Laurence L and Lewis Cory M
Seller's Agent
Brian Trible.
Coldwell Banker Schmitt Real Estate Co. (KW)
Buyer's Agent
Douglas Goethel
Coldwell Banker Schmitt RE Co.
List Price
$399,000
Sold Price
$380,000
Premium/Discount to List
-$19,000
-4.76%
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$383,574
Avg. Annual Appreciation
8.19%
Original Mortgage
$373,117
Outstanding Balance
$312,151
Interest Rate
4.75%
Mortgage Type
FHA
Estimated Equity
$451,423
Purchase Details
Listed on
Jan 2, 2017
Closed on
Feb 24, 2017
Sold by
Fiesler Deborah J
Bought by
29267 Cypress Drive Llc
Seller's Agent
Brian Trible.
Coldwell Banker Schmitt Real Estate Co. (KW)
Buyer's Agent
Douglas Goethel
Coldwell Banker Schmitt RE Co.
List Price
$399,000
Sold Price
$380,000
Premium/Discount to List
-$19,000
-4.76%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$373,117
Outstanding Balance
$312,151
Interest Rate
4.75%
Mortgage Type
FHA
Estimated Equity
$451,423
Purchase Details
Listed on
Jan 2, 2017
Closed on
Feb 23, 2017
Sold by
Fiesler Scott E
Bought by
29267 Cypress Drive Llc
Seller's Agent
Brian Trible.
Coldwell Banker Schmitt Real Estate Co. (KW)
Buyer's Agent
Douglas Goethel
Coldwell Banker Schmitt RE Co.
List Price
$399,000
Sold Price
$380,000
Premium/Discount to List
-$19,000
-4.76%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$373,117
Outstanding Balance
$312,151
Interest Rate
4.75%
Mortgage Type
FHA
Estimated Equity
$451,423
Purchase Details
Closed on
Apr 11, 2012
Sold by
Fiesler Scott E
Bought by
29267 Cypress Drive Llc
Purchase Details
Closed on
Mar 16, 2012
Sold by
Fiesler Deborah J
Bought by
29267 Cypress Drive Llc
Purchase Details
Closed on
Oct 3, 1997
Sold by
Devitt Robert
Bought by
Radford Joan
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$110,000
Interest Rate
7.46%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jul 27, 1993
Sold by
Devitt Robert S and Devitt Paula D
Bought by
Nationsbank Fl
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$82,414
Interest Rate
7.39%
Purchase Details
Closed on
Feb 1, 1989
Bought by
29267 Cypress Drive Llc
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| Lewis Laurence L | $380,000 | True Title Agency Inc | |
| 29267 Cypress Drive Llc | -- | True Title Agency Inc | |
| 29267 Cypress Drive Llc | -- | True Title Agency Inc | |
| 29267 Cypress Drive Llc | -- | Attorney | |
| 29267 Cypress Drive Llc | -- | Attorney | |
| Fiesler Deborah J | -- | Attorney | |
| Radford Joan | $158,500 | -- | |
| Nationsbank Fl | -- | -- | |
| 29267 Cypress Drive Llc | $20,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | Lewis Laurence L | $373,117 | |
| Previous Owner | Radford Joan | $110,000 | |
| Previous Owner | Nationsbank Fl | $82,414 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/31/2025 10/31/25 | Rented | $3,700 | 0.0% | -- | |
| 10/23/2025 10/23/25 | Under Contract | -- | -- | -- | |
| 09/26/2025 09/26/25 | Price Changed | $3,700 | -5.1% | $4 / Sq Ft | |
| 08/11/2025 08/11/25 | Price Changed | $3,900 | -7.1% | $4 / Sq Ft | |
| 07/23/2025 07/23/25 | For Rent | $4,200 | 0.0% | -- | |
| 02/27/2017 02/27/17 | Sold | $380,000 | -4.8% | $363 / Sq Ft | View Prior Sale |
| 02/10/2017 02/10/17 | Pending | -- | -- | -- | |
| 01/02/2017 01/02/17 | For Sale | $399,000 | -- | $381 / Sq Ft |
Source: Key West Association of REALTORS®
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,633 | $381,481 | -- | -- |
| 2024 | $3,462 | $370,730 | -- | -- |
| 2023 | $3,462 | $359,933 | $0 | $0 |
| 2022 | $3,254 | $335,615 | $0 | $0 |
| 2021 | $3,321 | $325,840 | $0 | $0 |
| 2020 | $3,302 | $321,342 | $162,000 | $159,342 |
| 2019 | $3,243 | $314,175 | $0 | $0 |
| 2018 | $3,253 | $308,317 | $153,900 | $154,417 |
| 2017 | $3,719 | $319,431 | $0 | $0 |
| 2016 | $3,758 | $326,071 | $0 | $0 |
| 2015 | $3,536 | $279,274 | $0 | $0 |
| 2014 | $3,426 | $256,673 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Melissa Gibbins
-
B
Seller's Agent in 2017
Brian Trible.
Coldwell Banker Schmitt Real Estate Co. (KW)
-
M
Seller Co-Listing Agent in 2017
Mary Jo Trible
Coldwell Banker Schmitt RE Co.
-
D
Buyer's Agent in 2017
Douglas Goethel
Coldwell Banker Schmitt RE Co.
Map
Source: Key West Association of REALTORS®
MLS Number: 615918
APN: 00272220-000000
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