




$9,990,000
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%
Cash Flow
Net Operating Income (NOI) minus mortgage payments.
Calculation:
NOI - Mortgage Payments
Cap Rate (Market Value)
Capitalization Rate is a rate of return that compares the yearly Net Operating Income (NOI) to the market value.
Calculation:
NOI / Market Value
Cash-on-Cash Return (CoC)
Annual Cash Flow / Cash Invested
Calculation:
Annual cash flow divided by initial cash invested.
Debt Coverage Ratio (DCR)
Net Operating Income (NOI) divided by total debt payments.
Calculation:
NOI / Total Debt Payments
Internal Rate of Return (IRR)
A metric for assessing profitability over time. IRR is the discount rate at which the net present value (NPV) of all future cash flows (positive and negative) from an investment equals zero — including both periodic cash flow (such as rent) and a projected sale at the end of the holding period. It represents the expected annualized return, accounting for income, expenses, and the recovery of capital through a future sale.
Property Description
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

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%
Cash Flow
Net Operating Income (NOI) minus mortgage payments.
Calculation:
NOI - Mortgage Payments
Cap Rate (Market Value)
Capitalization Rate is a rate of return that compares the yearly Net Operating Income (NOI) to the market value.
Calculation:
NOI / Market Value
Cash-on-Cash Return (CoC)
Annual Cash Flow / Cash Invested
Calculation:
Annual cash flow divided by initial cash invested.
Debt Coverage Ratio (DCR)
Net Operating Income (NOI) divided by total debt payments.
Calculation:
NOI / Total Debt Payments
Internal Rate of Return (IRR)
A metric for assessing profitability over time. IRR is the discount rate at which the net present value (NPV) of all future cash flows (positive and negative) from an investment equals zero — including both periodic cash flow (such as rent) and a projected sale at the end of the holding period. It represents the expected annualized return, accounting for income, expenses, and the recovery of capital through a future sale.
Purchase Details
Purchase PriceThe price paid for the property. Purchase price:
| $9,990,000 |
---|---|
Amount FinancedThe amount of the purchase financed through a loan. Amount financed:
| -$7,992,000 |
Down paymentThe initial payment made towards the purchase. Down payment:
| $1,998,000 |
Closing CostsFees and expenses associated with purchasing a property, typically ranging from 2% to 5% of the home’s purchase price, paid at the end of a home purchase to cover services like lending, title transfer, and taxes. Closing costs:
| $299,700 |
Rehab CostsCosts incurred to repair or improve the property, including: roof, flooring, exterior siding, kitchen, exterior paint, bathrooms, etc. Rehab costs:
| $0 |
Initial Cash InvestedThe total initial cash invested in the property. Calculation:Down payment + Buying costs + Rehab costs Initial cash invested:
| $2,297,700 |
Square Feet (SQFT)The total square footage of the property. Square feet:
| 13,474 |
Cost Per Square FootCost per square foot of the property. Calculation:Purchase Price / Square Feet Cost per square foot:
| $741 |
Monthly Rent Per Square FootMonthly rent divided by the number of square feet. This ratio helps investors compare rental income efficiency across properties, markets, and unit sizes Calculation:Monthly Rent / Square Feet Monthly rent per square foot:
| $0.73 |
Financing Details
Loan AmountThe total sum of money borrowed from a lender to finance a property purchase. Calculation:Purchase Price - Down Payment
Loan amount:
| $7,992,000 |
---|---|
Loan to Value Ratio (LTV)Loan amount divided by the market value of the property. Calculation:Loan Amount / Market Value
Loan to value ratio:
| 80.0% |
Loan TypeThe type of loan (e.g., fixed, adjustable).
Loan type:
| Amortizing |
TermThe loan repayment period in years.
Term:
| 30 years |
Interest RateThe percentage a lender charges on the borrowed amount of a loan, determining the cost of borrowing money.
Interest rate:
| 6.625% |
Principal & Interest (PI)The principal is the portion of the loan payment that reduces the loan balance. The interest is the lender's charge for borrowing money. Calculation:(P * r * (1 + r) ** n) / ((1 + r) ** n - 1) Where:
P = Loan amount (principal)
Principal & interest:
| $51,174 |
Property TaxesAnnual taxes levied by local governments on real estate properties. These taxes fund public services like schools, roads, and emergency services.
Property tax:
| $2,101 |
InsuranceThe costs for insurance coverage to protect against financial losses due to risks like fire, natural disasters, theft, liability, or tenant-related damages. Calculation:Assumes 7% of gross rental income, unless insurance rates are specified.
Insurance:
| $686 |
Private Mortgage Insurance (PMI)A fee that borrowers pay when they take out a conventional loan with a loan-to-value (LTV) ratio above 80%.
Private mortgage insurance (PMI):
| $0 |
Monthly PaymentThe fixed amount a borrower pays each month to repay a loan. It typically includes principal and interest (P&I) and may also cover property taxes, insurance, HOA fees, and PMI if escrowed. Monthly payment:
| $53,961 |
Operating Income
% Rent | Monthly | Yearly | |
---|---|---|---|
Gross RentThe total rental income received from tenants before deducting any expenses. Includes base rent, late fees, pet fees, parking fees, and other recurring charges.
Gross rent:
| $9,800 | $117,600 | |
Vacancy LossExpected loss of rent due to vacancies.
Vacancy loss:
(6%)
| 6% | -$588 | -$7,056 |
Operating IncomeGross rental income minus vacancy loss. Calculation:Gross rent - Vacancy loss
Operating income:
| $9,212 | $110,544 |
Operating Expenses
% Rent | Monthly | Yearly | |
---|---|---|---|
Property TaxesAnnual taxes levied by local governments on real estate properties. These taxes fund public services like schools, roads, and emergency services. | 21% | -$2,101 | -$25,214 |
InsuranceThe costs for insurance coverage to protect against financial losses due to risks like fire, natural disasters, theft, liability, or tenant-related damages. Calculation:Assumes 7% of gross rental income, unless insurance rates are specified. | 7% | -$686 | -$8,232 |
Property ManagementThe costs associated with hiring a property manager to handle the day-to-day operations of a rental property. Includes management fees, leasing fes, eviction fees, etc. Calculation:Assumes 8% of gross rental income. | 8% | -$784 | -$9,408 |
Repairs & MaintenanceOngoing costs for routine upkeep and minor fixes needed to keep a property in good working condition. Calculation:Assumes 5% of gross rental income. Varies by property age and condition. | 5% | -$490 | -$5,880 |
Capital ExpensesLarge, infrequent costs for major improvements or replacements, like a new roof, HVAC system, or appliances. Calculation:Assumes 5% of gross rental income. Varies by property age. | 5% | -$490 | -$5,880 |
HOA FeesRegular dues paid to a Homeowners Association for community maintenance, amenities, and management. Similar fees include: Condo Association Fees, Co-op Maintenance Fees, etc. | n/a | n/a | n/a |
Operating ExpensesRecurring costs required to maintain and manage a rental property, including property taxes, insurance, maintenance, repairs, utilities (if paid by the owner), property management fees, and other day-to-day expenses. Calculation:Insurance + Property Taxes + Property Management + Repairs & Maintenance + Capital Expenditures + HOA Fees | 46% | -$4,551 | -$54,614 |
Cash Flow
Monthly | Yearly | |
---|---|---|
Net Operating Income (NOI)The income generated from a property after deducting all operating expenses but before deducting mortgage payments, taxes, and capital expenditures. Calculation:Gross Operating Income - Operating Expenses
Net operating income:
| $4,661 | $55,932 |
Mortgage PaymentThe fixed amount a borrower pays each month to repay a loan. It typically includes principal and interest (P&I) and may also cover property taxes, insurance, HOA fees, and PMI if escrowed. | -$51,174 | -$614,088 |
Cash FlowNet Operating Income (NOI) minus mortgage payments. Calculation:NOI - Mortgage Payments | $46,513 | $558,156 |