Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

$6,500,000
158 Sapodilla Drive
Lower Matecumbe, FL 33036
MLS# 619209
Status: Closed
3 beds  |  3 baths  |  2684 sqft
 | 
158 Sapodilla Dr
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158 Sapodilla Dr Spacious and private Property and included extra lot 158 Sapodilla Dr 158 Sapodilla Drive House, pool, and Bay views! Two lots with protected dockage Ideal location on the Bay Bird's eye view Overview of estate Front of property Indoor stairs Lower level entertaining area near pool Large living areas Lower level living space Oversized downstairs guest suite Downstair guest bathroom Light and bright living areas Large living area with porch access Open and airy iiving area Open living area Chef's kitchen Light and bright living areas Oversized kitchen Large kitchen and dining area Open concept living areas Pantry Dining area with Bay views Dining areas with Bay views Primary bedroom Primary suite Primary bathroom Primary bathroom Primary bathroom Primary bathroom Expansive guest suite Guest bathroom Laundry room Views of the grounds Views of Sapodilla Drive Downstairs Entertaining area by the pool Pool and grounds views Porch vibes Porch views of paradise! Protected dockage with Bay views Backyard bliss Two lots in an ideal location Private two lots Rear of home Rear side of property Backyard space, pool, and dockage Rear view of home Pool on the Bay Rear views of the home and large pool Low maintenance landscaping Protected dockage Protected dockage and access to the Bay On the Bay with protected dockage Front of property Backyard space of your dreams! Peaceful evenings on the Bay Rear of property Evenings on the Bay Backyard in the evening Rear of home Overview of the property House and extra lot View from above Bird's eye view of Sapodilla Drive House, extra lot, protected dockage Flyover of Sapodilla Drive Large pool and space to relax Dusk Dusk Overhead 158 Sapodilla Dr 158 Sapodilla Dr 158 Sapodilla Dr Evening Upstairs porch at night Upstairs porch at night 158 Sapodilla Dr 158 Sapodilla Dr 158 Sapodilla Dr 158 Sapodilla 158 Sapodilla Dr 158 Sapodilla Dr 158 Sapodilla Dr Garage space Front of home 158 Sapodilla Dr

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.

Details
Maps
Contract Information
Current Price: $6,500,000
Listing Date: 2026-03-26
Listing Board: Florida Keys
Leased Price Monthly: $6,500,000
As is Rght to Inspct: Yes
Location, Tax & Legal
Street #: 158
Street Name: Sapodilla
Street Suffix: Drive
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Mat Sandy Bch (75.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 5
Pool: Yes
Year Built: 1978
Lot SqFt: 44000
Lot Sqft Source: Tax Records
Acres: 1
Living Apx SqFt: 2684
SqFt Source: Tax Records
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock Length: 45
Dock: Wood
Building Style
Above Flood: Unknown
Vehicle Storage
Car(s): 4+
Pool Info
Heated: Yes
Financial Status
Standard Sale: Yes
Status Change Info
Under Contract Date: 2026-04-27
Leased Date: 2026-05-18
Leased Price Monthly: $6,500,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Bay Front; Canal Front; Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Boat Lift
Property Condition: Updated/Remodeled
Vehicle Storage: Garage; Attached; Guest Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Utilities: FKAA; Municipal Sewer
Interior Features: Drapes/Blinds Incl
Specialty Rooms: Laundry Room; Utility Room
Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Chickee Hut; Privacy Wall/Fence; Sprinkler System
Pool Info: In Ground
Construction: CBS
Floor: Other
Roof: Metal Roof
Pets: Pets Allowed
Land Size: More than 1 Lot
Terms: Cash; Conventional; FHA; Seller Finance Psble
Title: Title Ins - Buyer
GF-Interior Features: Tankless Hot Wtr Htr
Listing Office: Ocean Sotheby's International Realty

Last Updated: May - 18 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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