185 Tupelo Rd, Naples, FL 34108
For Sale $9,950,000
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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.
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
Underground Utility
Taxes: $24,558.09
Tax Year: 2024
Balcony
Open Porch/Lanai
Screened Lanai/Porch
Built In Grill
Courtyard
Outdoor Kitchen
Storage
Auto Garage Door
Cooktop - Gas
Dishwasher
Disposal
Double Oven
Dryer
Grill - Gas
Microwave
Refrigerator/Freezer
Security System
Self Cleaning Oven
Smoke Detector
Wall Oven
Warming Tray
Washer
Wine Cooler
Landscaped Area
Elementary School: Seagate
Middle School: Pine Ridge
Junior High: Pine Ridge
High School: Barron Collier
Building Design: Single Family
Community Type: Non-Gated
MLS Area: Na13 - Pine Ridge Area
Price per Square Feet: $738.46
Total Floors: 2
Water: Central
Construction: Concrete Block, Stucco
Foreclosure: No
Short Sale: No
Date Listed: 2025-11-13 00:00:00
Pool: Yes
Pool Type: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, E
Pool Description: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Screen Enclosure
Private Spa: Yes
Furnished: Unfurnished
Kitchen Description: Built-In Desk, Gas Available, Island, Pantry, Walk-In Pantry
Windows: Window Coverings
Parking: Circular Driveway, Driveway Paved, Attached
Garage Description: Attached
Garage Spaces: 4
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Fireplace: Yes
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters Electric
Security: Security System, Smoke Detector(S)
Laundry: Laundry In Residence, Lau
Irrigation: Central
55+ Community: No
Pets: Yes
Restrictions: None
Maintenance: None
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Underground Utility
Listing Courtesy Of: William Raveis Real Estate
ashley.silvers@raveis.com
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.
Property Details
Price: $9,950,000
Sq Ft: 13,474
($738 per sqft)
Bedrooms: 6
Bathrooms: 9
Partial Baths: 1
City: Naples
County: Collier
Type: Single Family
Development: Pine Ridge
Acres: 1.17
Year Built: 2005
Listing Number: 225079634
Status Code: A-Active
Taxes: $24,558.09
Tax Year: 2024
Garage:
4
/
Attached
Furnishings: Unfurnished
Pets Allowed: Yes
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
Amenities:
Underground Utility
Financial Information:
Taxes: $24,558.09
Tax Year: 2024
Exterior Features:
Balcony
Open Porch/Lanai
Screened Lanai/Porch
Built In Grill
Courtyard
Outdoor Kitchen
Storage
Equipment:
Auto Garage Door
Cooktop - Gas
Dishwasher
Disposal
Double Oven
Dryer
Grill - Gas
Microwave
Refrigerator/Freezer
Security System
Self Cleaning Oven
Smoke Detector
Wall Oven
Warming Tray
Washer
Wine Cooler
View:
Landscaped Area
School Information:
Elementary School: Seagate
Middle School: Pine Ridge
Junior High: Pine Ridge
High School: Barron Collier
Additional Information:
Building Design: Single Family
Community Type: Non-Gated
MLS Area: Na13 - Pine Ridge Area
Price per Square Feet: $738.46
Total Floors: 2
Water: Central
Construction: Concrete Block, Stucco
Foreclosure: No
Short Sale: No
Date Listed: 2025-11-13 00:00:00
Pool: Yes
Pool Type: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, E
Pool Description: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Screen Enclosure
Private Spa: Yes
Furnished: Unfurnished
Kitchen Description: Built-In Desk, Gas Available, Island, Pantry, Walk-In Pantry
Windows: Window Coverings
Parking: Circular Driveway, Driveway Paved, Attached
Garage Description: Attached
Garage Spaces: 4
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Fireplace: Yes
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters Electric
Security: Security System, Smoke Detector(S)
Laundry: Laundry In Residence, Lau
Irrigation: Central
55+ Community: No
Pets: Yes
Restrictions: None
Maintenance: None
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Underground Utility
Map of 185 Tupelo Rd, Naples, FL 34108
Listing Courtesy Of: William Raveis Real Estate
ashley.silvers@raveis.com