Date
Details
Price
Change
Source
11/13/2025
Listed
$9,950,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$9,950,000
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Property Description
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.
Full Property Details
Full Property Details for 185 Tupelo Rd
General
- Price: $9,950,000
- Taxes: (2024)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225079634
- Updated: 11/13/2025
- Added to Site: 64 day(s) ago
Rental Information
- Lease/Rent Term: 1
- Min. Lease (Days): 1
Interior
- Interior Features: 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
- Fireplace: Yes
- Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self-Cleaning Oven, Wall Oven, Warming Drawer, Washer, Wine Cooler
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 10
- Full Bathrooms: 9
- Half Bathrooms: 1
- Primary Bathroom: Dual Sinks, Jetted Tub, Multiple Shower Heads, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Kitchen: Built-In Desk, Kitchen Island, Pantry, Walk-In Pantry
- Dining Room: Breakfast Bar, Breakfast Room, Dining - Family, Dining - Living, Eat-in Kitchen, Formal
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Non-Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Screen Enclosure
- Spa: Yes
- Spa Description: In Ground, Concrete, Equipment Stays, Heated (Electric), Pool Bath, Integrated with Pool, Screened
- Security/Safety: Security System, Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Gas Grill, Courtyard, Balcony, Outdoor Grill, Outdoor Kitchen, Automatic Sprinkler, Storage, Water Display
- Porch/Patio/Deck: Open Porch/Lanai, Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Covered Spaces: 4
- Parking Features: Circular Driveway, Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA13 - Pine Ridge Area
- County: Collier
- Subdivision: PINE RIDGE
- Building Name: PINE RIDGE
- Direction Faces: South
School Information
- Elementary School: SEAGATE
- Middle School: PINE RIDGE
- High School: BARRON COLLIER
Community
- Assoc. Fees Include: None
- Units Assoc/Comm: 1
- Pets Allowed: Yes
- Management Type: None
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric, Fireplace(s)
Utilities
- Gas: Propane
- Sewer: Septic Tank
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Propane, Cable Available, Natural Gas Available
Structural Information
- Architectural Style: Florida
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Impact Resistant, Picture, Single Hung, Sliding, Impact Resistant Windows, Shutters Electric, Window Coverings
- Doors: Impact Resistant Doors, French Doors, Zero/Corner Door Sliders
- Entry Floor Number: 1
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 13,474
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 13,474 Sq. Ft.
- Year Built: 2005
Additional Structures
- Other Structures: Guest House, Extra Building
Lot Features
- Property View: Landscaped Area
- Lot Size (Acres): 1.17
- Lot Size (Sq. Ft.): 50,965
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 170 x 175 x 274 x 319
- Frontage: Dead End, Public Road
- Frontage Feet: 170
- Street/Road Desc.: Paved
- Irrigation System: Central
- Lot Features: Horses Ok, Oversize
- Lot Description: Horses OK, Oversize
Horse Property
- Horse Property: Yes
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Tax Year: 2024
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: PINE RIDGE 2ND EXT BLK 2 LOT 16
- Property ID: 67341400001
- Section: 34
- Block: 2
- Lot Number: 16
Listed by William Raveis Real Estate
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Listing agents
— 185 Tupelo Rd —
William Raveis Real Estate
William Raveis Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 185 Tupelo Rd
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Sea Gate Elementary School 650 Seagate Drive, Naples, FL 34103 | K-5 | 2.7 mi |
Pine Ridge Middle School 1515 Pine Ridge Road, Naples, FL 34109 | 6-8 | 2.3 mi |
Barron Collier High School 5600 Cougar Drive, Naples, FL 34109 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 185 Tupelo Rd
Tax History
Tax History for 185 Tupelo Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$25,108
2%
$2,625,478
3%
2024
$24,558
1%
$2,551,485
3%
2023
$24,421
-4%
$2,477,170
6%
2021
$25,523
1%
$2,334,970
-3%
2022
$25,214
-1%
$2,405,019
4%
2021
$25,523
4%
$2,302,732
2%
2019
$24,531
2%
$2,250,960
2%
2018
$24,024
1%
$2,208,989
2%
2017
$23,708
2%
$2,163,554
2%
2016
$23,174
-1%
$2,119,054
1%
2015
$23,363
1%
$2,104,324
1%
2014
$23,062
—
$2,087,623
2%
2013
$23,085
—
$2,056,771
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 185 Tupelo Rd
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- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 8Total Baths
- 5,650Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
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Listed by Shawn Bright (586) 360-6573
- Single Family
- Active
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- Single Family
- Active
- Updated 23 hours ago
- 3Beds
- 5Total Baths
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Listed by Jon and Lisa Schroeder Team (239) 297-4128
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 3Total Baths
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- Condo
- Active
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- 2Beds
- 2Total Baths
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- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,670Sq. Ft.
Co-Listed by Sean Smuk (239) 404-2820
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185 Tupelo Rd, Naples, FL 34108 (MLS# 225079634) is a Single Family property with 6 bedrooms, 9 full bathrooms and 1 partial bathroom. 185 Tupelo Rd is currently listed for $9,950,000 and was received on November 13, 2025. Want to learn more about 185 Tupelo Rd? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.