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.
Equipment:
- Built In Oven
- Double Oven
- Dryer
- Dishwasher
- Freezer
- Gas Cooktop
- Disposal
- Microwave
- Refrigerator
- Self Cleaning Oven
- Wine Cooler
- Warming Drawer
- Washer
Interior Features:
- Attic
- Wet Bar
- Breakfast Bar
- Built In Features
- Breakfast Area
- Bathtub
- Tray Ceilings
- Closet Cabinetry
- Coffered Ceilings
- Separate Formal Dining Room
- Dual Sinks
- Entrance Foyer
- Eat In Kitchen
- Family Dining Room
- French Doors Atrium Doors
- Fireplace
- High Ceilings
- Jetted Tub
- Kitchen Island
- Living Dining Room
- Multiple Shower Heads
Exterior Features:
- Courtyard
- Security High Impact Doors
- Sprinkler Irrigation
- Outdoor Grill
- Outdoor Kitchen
- Storage
- Shutters Electric
- Water Feature
- Gas Grill
View:
- N
Financial Information:
- Taxes: $24,558.09
- Tax Year: 2024
Room Dimensions:
- Laundry: Inside,Laundry Tub
School Information:
- Elementary School: Seagate
- Middle School: Pine Ridge
- Junior High: Pine Ridge
- High School: Barron Collier
Additional Information:
- Building Description: Courtyard, Florida, Two Story
- MLS Area: Na13 - Pine Ridge Area
- Total Square Footage: 21,262
- Total Floors: 2
- Water: Public
- Construction: Block, Concrete, Stucco
- Date Listed: 2025-11-13 12:30:42
- Pool: Y
- Pool Description: Concrete, Electric Heat, Heated, In Ground, Pool Equipment, Screen Enclosure, Outside Bath Access, Pool Spa Combo
- Private Spa: Y
- Furnished: Unfurnished
- Den: Y
- Windows: Display Windows, Single Hung, Sliding, Impact Glass, Window Coverings
- Parking: Attached, Circular Driveway, Driveway, Garage, Paved, Garage Door Opener
- Garage Description: Y
- Garage Spaces: 4
- Attached Garage: Y
- Flooring: Carpet, Tile, Wood
- Roof: Tile
- Heating: Central, Electric
- Cooling: Central Air, Electric
- Fireplace: Y
- Security: Security System Owned, Burglar Alarm Monitored, Key Card Entry, Security System, Smoke Detectors
- Laundry: Inside, Laundry Tub
- Irrigation: Municipal
- 55+ Community: N
- Pets: Yes
- Sewer: Septic Tank
- Lot Desc.: Oversized Lot, Dead End, Sprinklers Automatic
Waterfront Description:
- None
Listing Courtesy Of: William Raveis Real Estate
ashley.silvers@raveis.com
ashley.silvers@raveis.com