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$2,200,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,294 Sq. Ft.
  • Updated 3 hours ago
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VA Assumable! Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water. A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing you to leave your backyard and reach premier fishing grounds in minutes. A utility elevator lift enhances everyday comfort, making it easy to move gear, provisions, and luggage between levels with ease. Outdoor living is elevated for both entertaining and function. A custom storage shed equipped with an ice machine and two deep freezers caters perfectly to avid anglers and boating enthusiasts, offering an ideal setup for bait, ice, and fresh catch storage-an uncommon and highly desirable feature in the Keys. Inside, the home offers a bright, coastal interior that complements the surrounding water views, creating a calm and inviting retreat. Designed for both full-time living and elegant escapes, the residence balances relaxed island style with upscale practicality. Whether hosting sunset gatherings, heading offshore at first light, or enjoying quiet evenings by the water, this property delivers a lifestyle defined by ease, sophistication, and the unparalleled beauty of the Florida Keys. An exceptional opportunity for those seeking a premier waterfront home that supports both luxury living and an active boating lifestyle.

Full Property Details for 439 Palm Dr Dr

General

  • Price: $2,200,000
  • HOA FEE: $8/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $16,372 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 617822
  • Updated: 5/13/2026
  • Added to Site: 141 day(s) ago

Interior

  • Interior Features: Workshop, Utility Room, Walk-in Closet(s)
  • Appliances: Dishwasher, Dryer, Freezer, Ice Machine, Microwave, Oven, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Pool: Yes
  • Pool Description: Concrete, Heated, Decked, Screened In
  • Security/Safety: No Security

Exterior

  • Exterior Features: Shed, Storage
  • Deck/Patio: Open Porch/Balcony, Screened
  • Porch/Patio/Deck: Open Porch/Balcony, Screened

Parking

  • Parking Features: Carport

Location

  • Area: 22 - Lower Matecumbe
  • County: Monroe
  • Subdivision: Safety Harbor (74.0)
  • Driving Directions: Heading south on US1 take a right on Palm Dr. house is on the left.

Community

  • Assoc. Fees Include: Other
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Central

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS
  • Roof: Shingle
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 2,294
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1983

Lot Features

  • Property View: Canal, Open Water View, Bay
  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 11,080
  • Lot Size Source: Property Data Card
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $100
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $16,372
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: BK 4 LT 6 SAFETY HARBOR PB3-69 SECTION 1 LOWER MATECUMBE KEY
  • Flood Zone: AE-9
  • APN: 00391440-000000

Listed by Coldwell Banker Schmitt Islamorada, Caroline Hendrix (786) 847-3705

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Listing agent

— 439 Palm Dr Dr —

  • Caroline Hendrix

    Coldwell Banker Schmitt Islamorada

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 439 Palm Dr Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-815.4 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1215.8 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 439 Palm Dr Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/30/2026
Price Reduced
$2,200,000
-11.82%
MLS
2/27/2026
Price Reduced
$2,495,000
-5.85%
MLS
12/24/2025
Listed
$2,650,000
118.11%
MLS
5/20/2021
Sold
$1,215,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 439 Palm Dr Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,458
—
$1,717,362
6%
2024
$15,458
—
$1,625,922
2%
2023
$15,450
56%
$1,587,917
71%
2021
$9,883
-14%
$926,848
-21%
2022
$11,437
16%
$1,176,369
40%
2021
$9,883
4%
$837,752
-2%
2019
$9,468
4%
$858,779
4%
2018
$9,080
1%
$825,271
-1%
2017
$9,006
-1%
$836,594
5%
2016
$9,086
7%
$795,255
6%
2015
$8,462
1%
$749,118
4%
2014
$8,406
8%
$722,892
10%
2013
$7,794
—
$657,175
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Islamorada, Caroline Hendrix (786) 847-3705

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439 Palm Drive Drive, Upper Sugarloaf Key, FL 33036 (MLS# 617822) is a Single Family property with 4 bedrooms and 3 full bathrooms. 439 Palm Drive Drive is currently listed for $2,200,000 and was received on December 23, 2025. Want to learn more about 439 Palm Drive Drive? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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