Tupelo RD

Naples | Florida

The Height of

Grand Living

View Photos Watch Film 360° VTour Open House

Ashley Silvers

Presented At

$9,950,000

Bedrooms

Bathrooms

Living

13,474

SQFT

Fireplace

High Ceiling

Cinema

Stone Countertops

Fitness Center / Gym

Bar

Kitchen island

Laundry Room

Sauna

Terrace

Garage

Outdoor Living Space

Garden

Fire Pit

Pool

Outdoor Kitchen

Privacy

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185

Tupelo RD

Naples | Florida

185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States. , Naples , Florida

Astonishing Private Compound with Resort-Style Lagoon Pool

A true Pine Ridge compound, 185 Tupelo Road is designed for people who live, host, and work on a large scale. Set on a secluded 1.17-acre homesite, this residence offers approximately 13,474 square feet under air (over 21,000 square feet total), with 12 bedrooms, 9.5 baths, two full guest houses, a private theater, and resort-style outdoor living. Inside the main home, a grand entry opens to multiple living and dining areas that comfortably handle everything from everyday life to large gatherings. The central kitchen is outfitted with professional-grade Viking appliances, a prep island, and an expansive butler's pantry with wine and bar service, anchoring the home for serious cooking and effortless entertaining. The floor plan offers tremendous flexibility with numerous additional rooms for offices, playrooms, fitness, or creative spaces. The spacious primary suite includes a sitting area, dual walk-in closets, and a spa-style bath with soaking tub and multi-head shower. Two separate guest houses/in-law suites make this property stand out. Each offers its own living room, kitchenette, bedroom, and bath, ideal for long-term guests, multi-generational living, staff, or a private work retreat

while maintaining privacy from the main residence. At the heart of the property is a dramatic courtyard with a free
185 Tupelo Road offers the scale of a private estate with the convenience of an in

Gallery

3D Street View Tour

Property Location

185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States., Naples Florida

Local Weather & Climate

Naples, Florida

Current Conditions Updated recently

72 °F

Mist

Feels Like 71°F

Humidity 49%

Wind 6 mph

Visibility 0.7 mi

Sunrise 11:51 AM

Sunset 11:27 PM

5-Day Forecast

Sat 28 Feb

Clouds

High 79°

Low 72°

Sun 1 Mar

Clear

High 79°

Low 64°

Mon 2 Mar

Clear

High 80°

Low 64°

Tue 3 Mar

Clear

High 81°

Low 65°

Wed 4 Mar

Clouds

High 82°

Low 67°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Naples?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

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Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States have?

This house at 185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States features 6 bedrooms with 13,474 square feet of living space.

What is the size of 185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States?

This property offers 13,474 square feet of living space.

What is the listing price for 185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States?

This property is listed at $995,000,000, which equals $73846 per square foot.

What type of property is 185 Tupelo RD, Naples, FL, 34108, USA, Naples, Florida, United States?

This is a house located in Naples, Florida. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: