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 butlers 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.
MLS# 225079634
Interior Features
Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Warming Drawer, Washer, Wine Cooler
Cooling: Central Electric
Heating: Central Electric, Fireplace(s)
Flooring: Carpet, Tile, Wood
Furnished?: Unfurnished
Misc Interior: Great Room, Kitchen, Living Room, Den - Study, Exercise Room, Family Room, Guest Bath, Guest Room, Home Office, Media Room, Recreation Room, Workshop, Bar, Built-In Cabinets, Wired for Data, Closet Cabinets, Coffered Ceiling(s), Custom Mirrors, Entrance Foyer, Pantry, Wired for Sound, Tray Ceiling(s), Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
Exterior/Building Features
Acres: 1.17
Building Name: PINE RIDGE
Community Features: Non-Gated
Construction Materials: Concrete Block, Stucco
Garage Spaces: 4
Levels: Two, 2 Story
Parking Features: Circular Driveway, Driveway Paved, Garage Door Opener, Attached
Security Features: Security System, Smoke Detector(s), Smoke Detectors
Other Exterior: Gas Grill, Courtyard, Balcony, Outdoor Grill, Outdoor Kitchen, Sprinkler Auto, Storage, Water Display
The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of the Bonita Springs-Estero Association of REALTORS®, Florida Gulf Coast Multiple Listing Service, Inc., and the M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this one are marked with the BR Icon and detailed information about them includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties available through the BR Program.
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2024 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.
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