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$5,550,000

For Sale - Active
152 Conners Ave, Naples, FL 34108
4 Beds
5 Baths
4,042 Square Feet
0.00 Acres Lot
Built in 1994
For Sale - Active
1 Units
Checked: 9 hours ago
Updated: Sep 22, 2025 at 10:18AM

Investment Summary


Monthly Cash Flow
-$23,694
Cap Rate
1.0%
Cash-on-Cash Return
-22.3%
Debt Coverage Ratio
0.17
Internal Rate of Return (5 years)
-17.5%

Property Description


0.00 Acres Lot
Built in 1994
For Sale - Active
1 Units

Sky-high waterfront fortress with 360° views, boat dock, pool, and southern exposure. Prepare to be captivated by this one-of-a-kind vertical masterpiece—a multi-story waterfront fortress in Naples that redefines luxury coastal living. With each level offering a unique experience, this architectural gem is designed for those who crave views, space, and unforgettable moments. From the moment you arrive, the circle driveway welcomes you with ease and elegance. Step inside to discover a custom-designed residence overflowing with natural light, dramatic floor-to-ceiling windows, and exquisite finishes throughout. Nearly every room showcases magnificent bay views, and the much-desired southern rear exposure ensures all-day sun and post-worthy sunsets from your pool deck. The ground level features a versatile family/recreation room with a full bathroom—ideal for guests, a gym, or game nights—that opens directly to the sun-soaked pool deck and private boat dock. Boating enthusiasts will love the direct Gulf access, updated pilings, and electric lift accommodating up to a 10,000 lb boat. The beautifully designed pool, surrounded by stunning travertine pavers, invites relaxation amid tranquil Gulf breezes. The second floor boasts the main living quarters with soaring ceilings, multiple dining areas, a custom wet bar with wine rack, and a show-stopping living room designed for effortless entertaining and everyday elegance. Stone pillars and travertine marble flooring elevate the ambiance, while expansive glass windows frame the surrounding water views. The third floor offers two spacious guest suites, each with private en-suite bathrooms and scenic water views for the ultimate in comfort and privacy. The fourth floor is home to the luxurious owner's retreat with skyline views, a skylight above the bed, a jetted tub, oversized walk-in shower with dual shower heads, and a generous walk-in closet. Also on this level is a private glass-enclosed home office, perfect for remote work or creative inspiration. The fifth floor, or “Crow’s Nest,” is a private 360-degree lookout accessed via a stunning spiral staircase. This entertainer’s dream space includes a large balcony offering panoramic vistas of Naples, the bay, and glimpses of the Gulf, ideal as a sky bar or relaxation lounge. This custom home includes 3 bedrooms and 4.5 bathrooms, a gourmet kitchen with quartz countertops, custom cabinetry, and stainless steel appliances. The backyard is fully fenced for privacy, and the layout offers space and comfort for everyone. This is not just a home—it’s a lifestyle. Schedule your private showing today.

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Location


Property Details


Parking

  • Description: Circle Drive, Driveway Paved, Paved Parking
  • Details: Attached, Garage, Garage Door Opener
  • Garage Spaces: 2
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 4

Bathroom Information

  • # of Baths (Full): 4
  • # of Baths (Partial): 1
  • # of Baths (Total): 5.0

Interior Features

  • # of Rooms: 9
  • # of Stories: 5

Exterior Features

  • Roof Material: Metal
  • Pool: Yes

Land Information

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

Lot Information

  • Parcel ID: 27630840008
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Multi Level, Other
  • Year Built: 1994

Tax Information

  • Annual Tax: $16,037

Utilities

  • Water & Sewer: Public
  • Heating: Central, Electric
  • Cooling: Central Air, Ceiling Fan(s), Electric

Location

  • County: Collier

Listing Details


Listed by:
Jessica Diaz
John R Wood Properties
(239) 850-8626

Source:
Florida Gulf Coast Multiple Listing Service
MLS#: 225037181
Florida Gulf Coast Multiple Listing Service

Investment Summary


Monthly Cash Flow
-$23,694
Cap Rate
1.0%
Cash-on-Cash Return
-22.3%
Debt Coverage Ratio
0.17
Internal Rate of Return (5 years)
-17.5%

Purchase Details

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Purchase price:
$5,550,000
Amount financed:
-$4,440,000
Down payment:
$1,110,000
Closing costs:
$166,500
Rehab costs:
$0
Initial cash invested:
$1,276,500
Square feet:
4,042
Cost per square foot:
$1,373
Monthly rent per square foot:
$2.18

Financing Details

Find a Lender

Loan amount:
$4,440,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.625%
Principal & interest:
$28,430
Property tax:
$1,336
Insurance:
$616
Private mortgage insurance (PMI):
$0
Monthly payment:
$30,382

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$8,800 $105,600
Vacancy loss: (6%)
6% -$528 -$6,336
Operating income:
$8,272 $99,264

Operating Expenses


% Rent Monthly Yearly
Property taxes: (15%)
15%-$1,336-$16,037
Insurance: (7%)
7%-$616-$7,392
Property management: (8%)
8%-$704-$8,448
Repairs & maintenance: (5%)
5%-$440-$5,280
Capital expenditures: (5%)
5%-$440-$5,280
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (40%)
40%-$3,536-$42,437

Cash Flow


Monthly Yearly
Net operating income:
$4,736 $56,832
Mortgage payments:
-$28,430 -$341,160
Cash flow:
-$23,694 -$284,328