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$12,900,000

For Sale - Active
165 Bayview Dr, Islamorada, FL 33036
6 Beds
4 Baths
4,394 Square Feet
0.00 Acres Lot
Built in 1991
For Sale - Active
1 Units
Checked: 15 hours ago
Updated: Sep 02, 2025 at 10:04AM

Investment Summary


Monthly Cash Flow
-$59,968
Cap Rate
0.6%
Cash-on-Cash Return
-24.3%
Debt Coverage Ratio
0.09
Internal Rate of Return (5 years)
-19.4%

Property Description


0.00 Acres Lot
Built in 1991
For Sale - Active
1 Units

Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS —each with its own parcel ID—the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity. This mini estate is surrounded by water on three sides with 435'+/- water-frontage and secured by a 6-foot gated entrance. BAYVIEW HIDEAWAY boasts 220'+ of concrete dock, complete with three lifts, power, and water. Ideal for boating enthusiasts, the property accommodates yachts over 80+ feet and offers convenient access to Channel 5 Bridge with 65-foot clearance for seamless bay-to-ocean access. The second lot even has the potential for a helicopter landing. Meticulously renovated by the original builder in 2020-2021, this home was stripped to the bare framework and reimagined with modern updates, including new electric, plumbing, and impact-rated PGT/WinDoor windows and doors, porcelain tile flooring and Level 5 drywall throughout. The property features smart, energy-efficient upgrades, such as 4 Trane AC units with variable-speed smart thermostats, two water heaters, and foam-filled block insulation. Inside, the home offers picturesque water views from every room and features luxurious details, including Turkish marble stairs, vaulted ceilings, Hunter Douglas window treatments, and Italian marble accents in the primary baths. The spacious layout includes six bedrooms, each with private balconies, two primary suites, 4 bathrooms, and a chef's kitchen with Viking appliances, custom cabinetry, and Vetrazzo countertops. The outdoor spaces feature a new saltwater pool built in 2021 with a heater/chiller surrounded by marble pavers, a bar, BBQ area, a gazebo, an orchid house, pergolas, a putting green, and hot tub. Located in Safety Harbor subdivision in Islamorada—BAYVIEW HIDEAWAY is more than just a home; it's a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bayfront location, this estate is a true gem in the Keys.

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Location


Property Details


Parking

  • Description: Covered, RvAccessParking, TwoSpaces, AttachedCarport
  • Details: Covered, RV Access/Parking, Attached Carport
  • Garage Spaces: 0
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 6

Bathroom Information

  • # of Baths (Full): 4
  • # of Baths (Total): 4.0

Interior Features

  • # of Stories: 3

Exterior Features

  • Exterior Walls Materials: Other
  • Roof Type: IRR/Cathedral
  • Roof Material: Metal
  • Pool: Yes
  • Pool Community: Yes

Land Information

  • Land Use: Residential
  • Land Use Subtype: Single Family Residential

Lot Information

  • Parcel ID: 00391730000000
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Multi Level
  • Year Built: 1991

Tax Information

  • Annual Tax: $17,730

Utilities

  • Heating: Central, Electric
  • Cooling: Central Air, Electric

Location

  • County: Monroe

Listing Details


Listed by:
Brian Schmitt
Coldwell Banker Schmitt RE CO
(305) 304-0791

Source:
Florida Gulf Coast Multiple Listing Service
MLS#: 225002450
Florida Gulf Coast Multiple Listing Service

Investment Summary


Monthly Cash Flow
-$59,968
Cap Rate
0.6%
Cash-on-Cash Return
-24.3%
Debt Coverage Ratio
0.09
Internal Rate of Return (5 years)
-19.4%

Purchase Details

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Purchase price:
$12,900,000
Amount financed:
-$10,320,000
Down payment:
$2,580,000
Closing costs:
$387,000
Rehab costs:
$0
Initial cash invested:
$2,967,000
Square feet:
4,394
Cost per square foot:
$2,936
Monthly rent per square foot:
$2.50

Financing Details

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Loan amount:
$10,320,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.625%
Principal & interest:
$66,080
Property tax:
$1,478
Insurance:
$770
Private mortgage insurance (PMI):
$0
Monthly payment:
$68,328

Operating Income

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% Rent Monthly Yearly
Gross rent:
$11,000 $132,000
Vacancy loss: (6%)
6% -$660 -$7,920
Operating income:
$10,340 $124,080

Operating Expenses


% Rent Monthly Yearly
Property taxes: (13%)
13%-$1,478-$17,730
Insurance: (7%)
7%-$770-$9,240
Property management: (8%)
8%-$880-$10,560
Repairs & maintenance: (5%)
5%-$550-$6,600
Capital expenditures: (5%)
5%-$550-$6,600
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (38%)
38%-$4,228-$50,730

Cash Flow


Monthly Yearly
Net operating income:
$6,112 $73,344
Mortgage payments:
-$66,080 -$792,960
Cash flow:
-$59,968 -$719,616