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$9,990,000

For Sale - Active
185 Tupelo Rd, Naples, FL 34108
6 Beds
10 Baths
13,474 Square Feet
0.00 Acres Lot
Built in 2005
For Sale - Active
Units n/a
Checked: 22 hours ago
Updated: Jun 04, 2025 at 03:03AM

Investment Summary


Monthly Cash Flow
-$46,513
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 2005
For Sale - Active
Units n/a

One Property. Many Possibilities. Welcome to an unparalleled legacy estate spanning 13,474 sq/ft under air (over 21,000 sq/ft total) on a secluded 1.17-acre parcel in the prestigious Pine Ridge Estates. With 12 bedrooms and 9½ baths, this architectural masterpiece delivers privacy, style and sophistication for multigenerational living, grand-scale entertaining and bespoke work, wellness, or creative zones. Grand Arrival & Formal Entertaining Enter through wrought iron double doors into a soaring foyer flanked by a luminous living salon and a formal dining pavilion beneath a sculptural chandelier. Hand troweled walls, custom millwork and gallery style lighting evoke timeless craftsmanship and hospitality. Culinary Heart & Casual Gathering The chef’s domain boasts professional grade Viking appliances, prep island, expansive butler’s pantry complete with wine and bar station. A breakfast nook beneath a tray ceiling opens seamlessly to the courtyard. Resort Style Outdoor Living The central courtyard reveals an impressive free form lagoon pool, waterfall grotto and integrated spa. An outdoor kitchen with built in grill, stone topped bar seating and alfresco dining invites endless possibilities for lounging and entertaining under the Florida sun. A pool bath, cedar lined sauna and separate steam shower complete this private resort experience. Resting Places A serene primary suite features bay window seating, dual walk-in closets and a spa bath with a deep soaking tub and lux shower with multiple shower heads. This residence was designed for large scale hosting and quiet moments alike—with over eleven additional beautifully styled private zones for sleeping, lounging, or working in peace. Cinema, Service & Convenience This estate also boasts a state-of-the-art home theater, multi-level posh seating, cinematic sound system creates the ultimate cinematic experience in the comfort of your own home. A four-car garage, mudroom, dual laundry stations and discreet service corridor maintain impeccable flow for daily living or staffed events. A DESIRABLE ADDRESS Consistently ranked #1 Best Place to Live and #1 Best Place to Retire by U.S. News & World Report, Naples is celebrated for its world class white sand beaches and championship golf—aptly nicknamed the “Golf Capital of the World.” Waterside Shops and Mercato offer haute couture retail, while award winning restaurants and curated arts venues enrich daily life. Private beach clubs, pro level sporting events and an elevated social scene ensure every desire is fulfilled. Moments from beaches, cultural attractions, and world-renowned golf, this is a rare legacy estate for those whose vision of home embraces style, scale, and the power to bring people together. 185 Tupelo Road represents unparalleled value—offering the lowest price per square foot of any home available in Pine Ridge, making it a compelling investment for discerning buyers. One home. Endless opportunity.

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Location


Property Details


Parking

  • Description: Attached, CircularDriveway, Driveway, Garage, Paved, GarageDoorOpener
  • Details: Attached, Circular Driveway, Driveway, Garage, Paved, Garage Door Opener
  • Garage Spaces: 4
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 6

Bathroom Information

  • # of Baths (Full): 9
  • # of Baths (Partial): 1
  • # of Baths (Total): 10.0

Interior Features

  • # of Stories: 2
  • Fireplace: Yes

Exterior Features

  • Roof Material: Tile
  • Pool: Yes

Land Information

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

Lot Information

  • Parcel ID: 67341400001
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Multi Level, Other, Two Story
  • Year Built: 2005

Tax Information

  • Annual Tax: $25,214

Utilities

  • Water & Sewer: Public
  • Heating: Central, Electric
  • Cooling: Central Air, Electric

Location

  • County: Collier

Listing Details


Listed by:
Greg Gorman, PA
John R Wood Properties
(239) 784-2841

Source:
Florida Gulf Coast Multiple Listing Service
MLS#: 223064539
Florida Gulf Coast Multiple Listing Service

Investment Summary


Monthly Cash Flow
-$46,513
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:
$9,990,000
Amount financed:
-$7,992,000
Down payment:
$1,998,000
Closing costs:
$299,700
Rehab costs:
$0
Initial cash invested:
$2,297,700
Square feet:
13,474
Cost per square foot:
$741
Monthly rent per square foot:
$0.73

Financing Details

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Loan amount:
$7,992,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.625%
Principal & interest:
$51,174
Property tax:
$2,101
Insurance:
$686
Private mortgage insurance (PMI):
$0
Monthly payment:
$53,961

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$9,800 $117,600
Vacancy loss: (6%)
6% -$588 -$7,056
Operating income:
$9,212 $110,544

Operating Expenses


% Rent Monthly Yearly
Property taxes: (21%)
21%-$2,101-$25,214
Insurance: (7%)
7%-$686-$8,232
Property management: (8%)
8%-$784-$9,408
Repairs & maintenance: (5%)
5%-$490-$5,880
Capital expenditures: (5%)
5%-$490-$5,880
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (46%)
46%-$4,551-$54,614

Cash Flow


Monthly Yearly
Net operating income:
$4,661 $55,932
Mortgage payments:
-$51,174 -$614,088
Cash flow:
$46,513 $558,156