185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
185 Tupelo RD
VIEW PHOTOS
$9,950,000

185 Tupelo RD

6 Beds 10 Baths 13,474 Sq.Ft. 1.17 Acres

Description

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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Location

185 Tupelo RD, NAPLES, FL 34108

Status

For Sale
Ashley Silvers

Ashley Silvers

TITLE

Luxury Properties Specialist

Dani Sinclair

Dani Sinclair

TITLE

Luxury Residential Advisor

LICENSE

SL3565979

Property Amenities

Interior
Laundry room Laundry in Residence, Laundry Tub
Appliances Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Warming Tray, Washer, Wine Cooler
Flooring Carpet, Tile, Wood
Total Bedrooms: 6
Half Bathrooms: 1
Full Bathrooms: 9
Other Interior Features Bar, Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Custom Mirrors, Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Wired for Sound, Tray Ceiling(s), Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings, Zero/Corner Door Sliders
Area & Lot
Total area 21,262 Sq.Ft.
Lot Area 1.17 Acres
Living area 13,474 Sq.Ft.
MLS® ID 225079634
Year Built 2005
High School BARRON COLLIER
Middle School PINE RIDGE
Elementary School SEAGATE
Water Frontage None
View Description Landscaped Area
Architecture Styles Two Story, Florida, Single Family
Type Residential
Status For Sale
Exterior
Stories 2
Pool Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Screen Enclosure
Air conditioning Central Electric
Heat type Central Electric
Water Source Central
Garage Space 4.0
Security Features Security System, Smoke Detector(s)
Sewer Septic Tank
Other Exterior Features Balcony, Open Porch/Lanai, Screened Lanai/Porch, Built In Grill, Courtyard, Outdoor Kitchen, Storage
Parking Circular Driveway, Driveway Paved, Attached
Lot Features Oversize
Roof Tile
Finance
Sales Price $9,950,000
Real Estate Tax $24,558 yearly
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Thank you for your interest in 185 Tupelo RD, NAPLES, FL 34108. We are reviewing your request and will be in touch shortly!

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