Date
Details
Price
Change
Source
9/07/2026
Listed
$799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/26
$799,000 Just Listed
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Property Description
Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The fenced yard offers space for pets, RV/boat trailer parking or outdoor fun, while the almost-walk-around porch and deck give you easy spots to relax, entertain, and take in the waterfront setting. Getting out on the water is simple, whether you're heading out for fishing, cruising, or a sunset ride. The convenient Eden Pines Colony neighborhood boat ramp is nearby. If you're a lover of mangos, you'll appreciate the great Carrie mango tree; the Spanish lime tree provides good privacy for the porch (not fruit bearing.) Casual, comfortable, and full of potential--this is a great opportunity to live the Florida Keys lifestyle! **Interior photos have been virtually-decluttered. Shown by appointment only, please do not walk the property without listing agent.**
Full Property Details
Full Property Details for 29207 Cypress Dr
General
- Price: $799,000
- Taxes: $2,389 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 621225
- Updated: 9/9/2026
- Added to Site: 5 day(s) ago
Interior
- Appliances: Dishwasher, Dryer, Gas Appliances, Oven, Range, Refrigerator, Washer
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Additional Information
- Shared Amenities: Community Boat Ramp
Exterior
- Exterior Features: Rain Gutters, Fencing, Fruit Tree(s)
- Deck/Patio: Open Porch/Balcony, Deck, Screened
- Porch/Patio/Deck: Open Porch/Balcony, Deck, Screened
Parking
- Garage: Yes
- Parking Features: Open, Off Street
Location
- Area: 11 - Big Pine Key, No Name Key
- County: Monroe
- Subdivision: Eden Pines Colony (29.0)
- Driving Directions: At the light, MM30.5, turn North on Key Deer Blvd. Turn left on Watson Blvd. Turn right on Fern Ave, house is on the corner of Cypress Dr. and Fern Ave.
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Ceiling Fans(s)
- Heating Type: Other
Structural Information
- Architectural Style: Above Flood
- Construction: Frame
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Shutters
- Square Feet: 1,152
- Sq. Ft. Source: Property Data Card
- Year Built: 1980
Lot Features
- Property View: Canal
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 7,375
- Lot Size Source: Property Data Card
- Lot Dimensions: irregular
- Zoning: IS - Improved Subivision District
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Canal Front
Financial Considerations
- Tax Amount: $2,389.23
- Tax Year: 2025
Disclosures and Reports
- Legal Description: Bk 26 Lt 31 Eden Pines Colony 3rd Add Big Pine Key Pb5-59
- Flood Zone: AE8
- APN: 272270000000
Listed by Coldwell Banker Schmitt Lower Keys (KW), Patti Nickless (305) 304-6949
We Value Your Privacy
We Value Your Privacy
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Listing agent
— 29207 Cypress Dr —
Patti Nickless
Coldwell Banker Schmitt Lower Keys (KW)
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 29207 Cypress Dr
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Sugarloaf School 255 Crane Boulevard, Summerland Key, FL 33042 | PK-8 | 9.9 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 26.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 29207 Cypress Dr
Tax History
Tax History for 29207 Cypress Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,276
—
$215,732
3%
2024
$2,276
6%
$209,653
3%
2023
$2,139
2%
$203,547
6%
2021
$2,099
1%
$191,864
-3%
2022
$2,083
-1%
$197,619
4%
2021
$2,099
8%
$189,215
9%
2019
$1,941
-5%
$173,590
-5%
2018
$2,050
3%
$182,232
2%
2017
$1,996
—
$178,484
2%
2016
$2,001
-2%
$174,813
1%
2015
$2,052
-2%
$173,598
1%
2014
$2,096
-1%
$172,220
1%
2013
$2,112
—
$169,675
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 29207 Cypress Dr
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,360Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 8Beds
- 8Total Baths
- 4,944Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,344Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,056Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 1Total Bath
- 902Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,296Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 3Total Baths
- 1,904Sq. Ft.
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- Single Family
- Closed
- Updated 10 days ago
- 3Beds
- 2Total Baths
- 1,250Sq. Ft.
29207 Cypress Drive, Big Pine Key, FL 33043 (MLS# 621225) is a Single Family property with 3 bedrooms and 2 full bathrooms. 29207 Cypress Drive is currently listed for $799,000 and was received on September 07, 2026. Want to learn more about 29207 Cypress Drive? Do you have questions about finding other Single Family real estate for sale in Big Pine Key? You can browse all Big Pine Key real estate or contact a Coldwell Banker agent to request more information.