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185 Tupelo Rd, Naples, FL 34108
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For Sale - Active
185 Tupelo Rd, Naples, FL 34108 - 6 Bedroom Pool Home in Pine Ridge
$9,990,000
MLS Number
223064539
Bedrooms
6 or More
Bathrooms
9 Baths + 1 Half Bath
Living Area
13,474 sq ft
Total Area
21,262 sq ft
Garage Spaces
4
Year Built
2005
Days on Market
670
home 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.
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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fact_check The Basics
Property Type
Single Family
Gulf Access
No
Private Pool
Yes
Private Spa
Yes
Acres
1.17
Furnished
Unfurnished
Last Modified
1 month ago
roofing Building Features
Building Features
DSL/Cable Available
Building Style
2 Story, Multi-Story Home, Other
Construction Materials
Concrete Block, Stucco
Cooling
Central Electric
Covered Spaces
4
Elevator
None
Floor Plan
Split Bedrooms
Floors
2
Garage Spaces
4
Other Structures
Outdoor Kitchen, Storage
Rear Exposure
North
Roof
Tile
Security Features
Security System, Smoke Detector(s)
Storm Protection
Impact Resistant Doors, Impact Resistant Windows, Shutters Electric
View
Landscaped Area, Pool/Club, Water Feature
Water Source
Central
Window Features
Window Coverings
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chair Interior Features
Appliances & 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, Washer, Wine Cooler
Interior Features
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
Additional Rooms
Den - Study, Exercise, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Screened Lanai/Porch
Kitchen Features
Built-In Desk, Gas Available, Island
Flooring
Carpet, Tile, Wood
Gas
Yes
Laundry
Laundry in Residence, Laundry Tub
holiday_village Neighborhood and Community
Pets Allowed
Yes
Amenities
None, See Remarks, Underground Utility
Neighborhood
Pine Ridge
Neighborhood Type
Non-Gated
Included in Fees
None
HOA Restrictions
None
school School Zones
Elementary School
Seagate
Middle School
Pine Ridge
High School
Barron Collier
Chris Farrugia, M.B.A.
Realtor® at The Listing Naples Group
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Listing provided by John R Wood Properties.
