Date
Details
Price
Change
Source
3/26/2026
Listed
$6,500,000
—
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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1/92
$6,500,000 Just Listed
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Property Description
The prettiest, most perfect Keys home you ever did see. Discover one of the most beautifully updated homes in the Florida Keys, set on two spacious lots on Sapodilla Drive. This exceptional property has been completely reimagined with high-quality upgrades throughout, including a brand-new metal roof, a stunning pool and spa, and a private dock with boat lift offering protected dockage and peaceful bay views.Thoughtfully designed for both everyday living and entertaining, the home features tasteful, modern finishes and a striking shell stone privacy wall that enhances its sense of seclusion. Positioned at the end of the street, the setting offers rare privacy and a quiet, tucked-away feel.Two garages provide ample room for vehicles, watercraft, and gear, making this property as practical as it is refined. A truly turnkey home with standout features in a highly desirable location.
Full Property Details
Full Property Details for 158 Sapodilla Dr
General
- Price: $6,500,000
- Taxes: $33,000 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 619209
- Updated: Today (3/26/2026)
- Added to Site: Today
Interior
- Rooms/Areas: Laundry Room, Utility Room
- Interior Features: Drapes/Blinds Incl
- Appliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Furnishings: Negotiable
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Additional Information
- Pool: Yes
- Pool Description: In Ground
Exterior
- Exterior Features: Chickee Hut, Sprinkler System, Privacy Wall/Fence
Parking
- Garage: Yes
- Attached garage: Yes
- Parking: Garage, Trailer Storage, RV Parking Open, Guest Parking, Open Parking, Attached
Location
- Area: 22 - Lower Matecumbe
- County: Monroe
- Subdivision: Mat Sandy Bch (75.0)
- Driving Directions: GPS
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Cooling Type: Central Air, Ceiling Fans(s)
Utilities
- Water: Bay/Gulf View, Open Water View
- Utility Description: FKAA, Municipal Sewer
Structural Information
- Architectural Style: Single Family
- Construction Status: Updated/Remodeled
- Construction: CBS
- Roof: Metal Roof
- Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
- Dock Size: 45
- Sprinklers: Yes
- Square Feet: 2,684
- Sq. Ft. Source: Tax Records
- Year Built: 1978
- Property Condition: Updated/Remodeled
Lot Features
- Lot Size (Sq. Ft.): 44,000
- Fence: Yes
- Zoning: R1 - Residential Single Family
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Type: Bay Front, Open Water, Canal Front, Gulf Front
- Dock Description: Boat Lift
Financial Considerations
- Tax Amount: $33,000
- Tax Year: 2025
- Terms: Seller Finance Psble, FHA, Conventional, Cash
Disclosures and Reports
- Legal Description: Bk 3 Lt 18 Matecumbe Sandy Beach Lower Matcmbe Key Or404-1 Or879-1759M/L Or1096-888 Or1296-1528M/L Or1545-406/07Tr Or232
- APN: 394270000000
Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald (305) 393-0585
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 158 Sapodilla Dr —
Sabrina Wampler & Sarah Ewald
Ocean Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 158 Sapodilla Dr
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 14.4 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 14.7 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 158 Sapodilla Dr
Tax History
Tax History for 158 Sapodilla Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$29,797
—
$3,657,142
11%
2024
$29,797
-3%
$3,299,944
-1%
2023
$30,877
68%
$3,343,467
80%
2021
$18,384
-9%
$1,860,162
-20%
2022
$20,140
10%
$2,334,520
14%
2021
$18,384
-7%
$2,051,031
5%
2019
$19,670
7%
$1,945,228
6%
2018
$18,447
256%
$1,830,479
243%
2017
$5,182
-3%
$533,877
2%
2016
$5,364
3%
$522,897
1%
2015
$5,232
—
$519,262
1%
2014
$5,223
1%
$515,141
2%
2013
$5,184
—
$507,528
—
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 158 Sapodilla Dr
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- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 3Total Baths
- 4,103Sq. Ft.
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- Single Family
- Active
- Updated 3 hours ago
- 5Beds
- 5Total Baths
- 4,170Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,165Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 1,814Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 989Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 3,817Sq. Ft.
- Condo
- Active
- Updated 16 hours ago
- 2Beds
- 2Total Baths
- 826Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 4Total Baths
- 4,144Sq. Ft.
- Mobile Home
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,649Sq. Ft.
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158 Sapodilla Drive, Islamorada, FL 33036 (MLS# 619209) is a Single Family property with 3 bedrooms and 3 full bathrooms. 158 Sapodilla Drive is currently listed for $6,500,000 and was received on March 26, 2026. Want to learn more about 158 Sapodilla Drive? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.