$9,950,000
185 Tupelo Road Naples, FL 34108
For Sale MLS# 225079634
6 beds 10 baths 13,474 sq ft Single Family
Details for 185 Tupelo Road
MLS# 225079634
Description for 185 Tupelo Road, Naples, FL, 34108
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 6
Bathrooms: 10
Lot Size: 1.17 Acres
Square Feet: 13,474 sq ft
Year Built: 2005
Garage: Yes
Stories: 2 Story
Construction: Block,Concrete,Stucco
Subdivision: Pine Ridge
Furnished: Yes
County: Collier
Days On Market: 74
Construction Status: Resale
School Information
Elementary: Seagate
Middle: Pine Ridge
High: Barron Collier
Room Information
Bathrooms
Full Baths: 9
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Tub
Interior Features
Appliances: Self Cleaning Oven, Double Oven, Wine Cooler, Built-In Oven, Refrigerator, Microwave, Washer, Dishwasher, Disposal, Dryer, Freezer, Gas Cooktop, Warming Drawer
Flooring: Carpet,Tile,Wood
Doors/Windows: Display Window(s), Window Coverings, Impact Glass, Single Hung, Sliding
Additional Interior Features: Wet Bar, Eat-In Kitchen, Kitchen Island, Fireplace, Closet Cabinetry, Tray Ceiling(s), Attic, Bathtub, Breakfast Area, Breakfast Bar, Built-in Features, High Ceilings, Entrance Foyer, Family/Dining Room, French Door(s)/Atrium Door(s), Living/Dining Room, Multiple Shower Heads, Jetted Tub, Separate/Formal Dining Room, Coffered Ceiling(s), Dual Sinks
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Available,Natural Gas Available,High Speed Internet Available,Underground Utilities
Cooling: Electric, Central Air
Heating: Central, Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 4
Parking Description: Attached, Paved, Garage Door Opener, Garage, driveway, Circular Driveway
Roof: Tile
Pool: In Ground, Pool Equipment, Pool/Spa Combo, Screen Enclosure, Concrete, Heated, Electric Heat, Outside Bath Access
Lot View: Landscaped
Lot Dimensions: 170 x 274 x 175 x 319
Additional Exterior/Lot Features: Sprinkler/Irrigation, Shutters Electric, Security/High Impact Doors, Outdoor Grill, Gas Grill, Courtyard, Water Feature, Outdoor Kitchen, Storage, Porch, Screened, Open, Balcony, Lanai, Dead End, Oversized Lot, Sprinklers Automatic
Out Buildings: Outbuilding
Community Features
Community Features: Non-Gated
Security Features: Smoke Detector(s), Security System, Burglar Alarm (Monitored), Security System Owned, Key Card Entry
Financial Considerations
Terms: All Financing Considered,Cash
Tax/Property ID: 67341400001
Tax Amount: 24558.09
Tax Year: 2024
A broker reciprocity listing courtesy: William Raveis Real Estate
Based on information provided by FGCMLS. Internet Data Exchange information is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 FGCMLS. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 185 Tupelo Road
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 185 Tupelo Road
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.