185 Tupelo Road, Naples, FL 34108
Local realty services provided by:CENTURY 21 AllPoints Realty
185 Tupelo Road,Naples, FL 34108
$9,950,000
- 6 Beds
- 10 Baths
- 13,474 sq. ft.
- Single family
- Active
Listed by: ashley silvers, dani sinclair
Office: william raveis real estate
MLS#:225079634
Source:FL_GFMB
Price summary
- Price:$9,950,000
- Price per sq. ft.:$467.97
About this home
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-form lagoon pool, waterfall grotto, integrated spa, and generous deck space for lounging in the sun or shade. An outdoor kitchen with built-in grill and bar seating makes entertaining simple, while a pool bath, cedar-lined sauna, and separate steam shower turn the courtyard into a true at-home resort.
A dedicated home theater with multi-level seating and immersive sound delivers a true cinema experience without ever leaving the property. Practical features include a four-car garage, mudroom, dual laundry areas, and a discreet service corridor to keep daily life and larger events running smoothly.
Located in highly sought-after Pine Ridge Estates, minutes to Naples’ Gulf beaches, Waterside Shops, Mercato, fine dining, and cultural venues - 185 Tupelo Road offers the scale of a private estate with the convenience of an in-town address. A rare opportunity for buyers seeking space, privacy, and versatility in one of Naples’ most coveted neighborhoods.
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Home facts
- Year built:2005
- Listing ID #:225079634
- Added:28 day(s) ago
- Updated:December 12, 2025 at 05:05 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:10
- Full bathrooms:9
- Half bathrooms:1
- Living area:13,474 sq. ft.
Heating and cooling
- Cooling:Electric
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:2005
- Building area:13,474 sq. ft.
- Lot area:1.17 Acres
Schools
- High school:BARRON COLLIER
- Middle school:PINE RIDGE
- Elementary school:SEAGATE
Utilities
- Water:Public
- Sewer:Septic Tanks
Finances and disclosures
- Price:$9,950,000
- Price per sq. ft.:$467.97
- Tax amount:$24,558 (2024)
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