185 Tupelo Rd

$9,950,000
Price
6
Beds
13,474 Sq. Ft.
$738 / Sq. Ft.
13,474
Sq. Ft.
$738
per Sq. Ft.

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....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.
  1. Listed by Ashley Silvers • William Raveis Real Estate
  2. Listed by Dani Sinclair • William Raveis Real Estate

Property Details for 185 Tupelo Road

Area
NA13 - Pine Ridge Area
Development
PINE RIDGE
Sub Condo Name
PINE RIDGE
Waterfront
No
Waterfront Desc
None
View
Landscaped Area
Furnished Desc
Unfurnished
LISTING UPDATED: 11/13/2025 12:32 PM

Property Details for 185 Tupelo Road

StatusActive
MLS #225079634
Days on Market41
Taxes$24,558 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2005
Lot Size1.17 AC / 50,965 SF
CountyCollier County

Location

Listing Courtesy of William Raveis Real Estate, Ashley Silvers; William Raveis Real Estate, Dani Sinclair
Add your commute

Building Information for 185 Tupelo Road

Stories2Year Built2005Building Size-Lot Size1.17 AC / 50,965 SF

Payment Calculator

$51,213 per month

30 year fixed, 6.28% Interest

Principal and Interest

$49,167

Property Taxes

$2,047

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 185 Tupelo Road

Summary
Location and General Information
  • Amenities: Underground Utility
  • Elementary School: SEAGATE
  • High School: BARRON COLLIER
  • Middle School: PINE RIDGE
  • Pets: No Approval Needed
  • Status Type: Resale Property
  • Property Features: Cable Prewire
Parking
  • Carport Desc: Circular Driveway, Driveway Paved, Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 4
  • Carport: No
  • Covered Spaces: 4
  • Garage: Yes
  • Total Parking: 4
HOA and Fees
  • HOA Desc: No
  • HOA Fee: $.00
  • Condo Fee: $0
  • Primary HOA Fee: $0
  • Total Annual Recurring Fees: $.00
  • Tax Annual Amount: $24,558.09
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence, Laundry Tub
  • Approx Living Area: 13474.0
  • Living Area Units: Square Feet
  • Bedrooms: 6 or More
  • Dining Description: Breakfast Bar,Breakfast Room,Dining - Family,Dining - Living,Eat-in Kitchen,Formal
  • Elevator: None
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Warming Tray, Washer, Wine Cooler
  • 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, Warming Tray, Washer, Wine Cooler
  • Flooring: Carpet, Tile, Wood
  • Interior Features: Bar, Built-In Cabinets, Closet Cabinets, Coffered Ceiling, Custom Mirrors, Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Surround Sound Wired, Tray Ceiling, Vaulted Ceiling, Volume Ceiling, Walk-In Closet, Wet Bar, Window Coverings, Zero/Corner Door Sliders, Cable Prewire
  • Spa Features: Below Ground, Concrete, Equipment Stays, Heated Electric, Pool Bath, Pool Integrated, Screened, Jetted Tub
  • Num Unit Floor: 1
  • Private Pool Desc: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Screen Enclosure
  • Private Pool: Yes
  • Private Spa: Yes
  • Room Count: 0
  • Total Floors: 2
  • Baths Full: 9
  • Half Bathrooms: 1
  • Bathrooms Total Decimal: 9.50
  • Bathrooms: 10
  • Bedrooms Total: 6
  • Door Features: French Doors, Zero/Corner Door Sliders
  • Fireplace: Yes
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: Courtyard, Great Room, 2 Story
  • Kitchen Description: Built-In Desk, Gas Available, Island, Pantry, Walk-In Pantry
  • Additional Rooms: Balcony, Den - Study, Exercise, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Open Porch/Lanai, Recreation, Screened Lanai/Porch, Workshop
  • Gas: Yes
Exterior Features
  • Exterior Features: Balcony, Open Porch/Lanai, Screened Lanai/Porch, Built In Grill, Courtyard, Outdoor Kitchen, Storage
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Tile
  • Windows: Window Coverings
  • Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters Electric
Property Information
Utilities
  • Cooling: Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
  • Gas: Propane
Lot Information
  • Structure Type: House
Rental
Rental Information
  • Lease Limits YN: No
  • Horse: Yes
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00
  • Leases Per Year: 365
  • Min Days of Lease: 1

Property History for 185 Tupelo Road

DateEvent & SourcePriceAppreciation
Nov 13, 2025

Listed (Active)

Naples Area Board of REALTORS #225079634

$9,950,000—
Aug 13, 2025

Withdrawn

Naples Area Board of REALTORS #223064539

—
Jun 3, 2025

Price Change

Naples Area Board of REALTORS #223064539

$9,990,000—
Sep 11, 2023

Listed (Active)

Naples Area Board of REALTORS #223064539

$10,000,000—
Sep 11, 2023

Listed (Active)

FORTMLS #223064539

$10,000,000—
Aug 16, 2023

Expired

Naples Area Board of REALTORS #222071975

—
Jan 10, 2023

Price Change

Naples Area Board of REALTORS #222071975

$9,995,000—
Oct 3, 2022

Listed (Active)

Naples Area Board of REALTORS #222071975

$10,900,000—
Aug 16, 2022

Expired

Naples Area Board of REALTORS #211016688

—
Aug 16, 2022

Expired

Naples Area Board of REALTORS #209037521

—
Aug 16, 2022

Expired

Naples Area Board of REALTORS #208040617

—
Aug 3, 2022

Withdrawn

MFRMLS #C7455295

$12,500,000—
Aug 3, 2022

Withdrawn

Naples Area Board of REALTORS #222010010

—
Mar 4, 2022

Listed (Active)

MFRMLS #C7455295

$12,500,000—
Mar 4, 2022

Listed (Active)

Naples Area Board of REALTORS #222010010

$12,500,000—
Mar 3, 2021

Withdrawn

Naples Area Board of REALTORS #219083483

—
Jan 11, 2020

Listed (Active)

Naples Area Board of REALTORS #219083483

$5,950,000—
Dec 14, 2019

Withdrawn

Naples Area Board of REALTORS #219017487

—
Mar 8, 2019

Listed (Active)

Naples Area Board of REALTORS #219017487

$6,500,000—
Sep 14, 2018

Withdrawn

Naples Area Board of REALTORS #218035678

—
May 16, 2018

Listed (Active)

Naples Area Board of REALTORS #218035678

$4,999,000—
Apr 27, 2018

Withdrawn

Naples Area Board of REALTORS #218009292

—
Feb 2, 2018

Listed (Active)

Naples Area Board of REALTORS #218009292

$4,999,000—
Sep 2, 2017

Withdrawn

Naples Area Board of REALTORS #216033010

—
May 12, 2016

Listed (Active)

Naples Area Board of REALTORS #216033010

$5,499,000—
May 11, 2016

Expired

Naples Area Board of REALTORS #214053627

—
Oct 12, 2014

Listed (Active)

Naples Area Board of REALTORS #214053627

$5,499,000—
Jul 14, 2014

Withdrawn

Naples Area Board of REALTORS #214000739

—
Feb 7, 2014

Listed (Active)

Naples Area Board of REALTORS #214000739

$5,750,000—
Jul 31, 2013

Withdrawn

Naples Area Board of REALTORS #211513059

—
Sep 23, 2011

Listed (Active)

Naples Area Board of REALTORS #211513059

$6,950,000—
May 27, 2011

Listed (Active)

Naples Area Board of REALTORS #211016688

$6,999,000—
Oct 29, 2009

Listed (Active)

Naples Area Board of REALTORS #209037521

$8,500,000—
Oct 28, 2008

Listed (Active)

Naples Area Board of REALTORS #208040617

$8,500,000—
DateEvent & SourcePrice
11/13/2025

Listed (Active)

Naples Area Board of REALTORS #225079634

$9,950,000
08/13/2025

Withdrawn

Naples Area Board of REALTORS #223064539

—
06/03/2025

Price Change

Naples Area Board of REALTORS #223064539

$9,990,000
09/11/2023

Listed (Active)

Naples Area Board of REALTORS #223064539

$10,000,000
09/11/2023

Listed (Active)

FORTMLS #223064539

$10,000,000
08/16/2023

Expired

Naples Area Board of REALTORS #222071975

—
01/10/2023

Price Change

Naples Area Board of REALTORS #222071975

$9,995,000
10/03/2022

Listed (Active)

Naples Area Board of REALTORS #222071975

$10,900,000
08/16/2022

Expired

Naples Area Board of REALTORS #211016688

—
08/16/2022

Expired

Naples Area Board of REALTORS #209037521

—
08/16/2022

Expired

Naples Area Board of REALTORS #208040617

—
08/03/2022

Withdrawn

MFRMLS #C7455295

$12,500,000
08/03/2022

Withdrawn

Naples Area Board of REALTORS #222010010

—
03/04/2022

Listed (Active)

MFRMLS #C7455295

$12,500,000
03/04/2022

Listed (Active)

Naples Area Board of REALTORS #222010010

$12,500,000
03/03/2021

Withdrawn

Naples Area Board of REALTORS #219083483

—
01/11/2020

Listed (Active)

Naples Area Board of REALTORS #219083483

$5,950,000
12/14/2019

Withdrawn

Naples Area Board of REALTORS #219017487

—
03/08/2019

Listed (Active)

Naples Area Board of REALTORS #219017487

$6,500,000
09/14/2018

Withdrawn

Naples Area Board of REALTORS #218035678

—
05/16/2018

Listed (Active)

Naples Area Board of REALTORS #218035678

$4,999,000
04/27/2018

Withdrawn

Naples Area Board of REALTORS #218009292

—
02/02/2018

Listed (Active)

Naples Area Board of REALTORS #218009292

$4,999,000
09/02/2017

Withdrawn

Naples Area Board of REALTORS #216033010

—
05/12/2016

Listed (Active)

Naples Area Board of REALTORS #216033010

$5,499,000
05/11/2016

Expired

Naples Area Board of REALTORS #214053627

—
10/12/2014

Listed (Active)

Naples Area Board of REALTORS #214053627

$5,499,000
07/14/2014

Withdrawn

Naples Area Board of REALTORS #214000739

—
02/07/2014

Listed (Active)

Naples Area Board of REALTORS #214000739

$5,750,000
07/31/2013

Withdrawn

Naples Area Board of REALTORS #211513059

—
09/23/2011

Listed (Active)

Naples Area Board of REALTORS #211513059

$6,950,000
05/27/2011

Listed (Active)

Naples Area Board of REALTORS #211016688

$6,999,000
10/29/2009

Listed (Active)

Naples Area Board of REALTORS #209037521

$8,500,000
10/28/2008

Listed (Active)

Naples Area Board of REALTORS #208040617

$8,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 185 Tupelo Road

Taxable ValueLand-Additions-Total-
Tax Record2025$25,108 ($2,092 / month)
Home Facts
Beds0Total Finished SqFt10,221 SqFtAbove Grade Finished SqFt10,221 SqFtStories2Lot Size50,965 SqFtStyleSingle Family ResidenceYear Built2005ZoningRSF-1CountyCOLLIERAPN67341400001

Schools near 185 Tupelo Road

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Sea Gate Elementary School
PublicPK to 5

Pine Ridge Middle School
Public6 to 8

Barron Collier High School
Public9 to 12

Florida Virtual Course Offerings
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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185 Tupelo Road is a single family home for sale in Naples, FL 34108. This property was listed for sale on November 13, 2025 by William Raveis Real Estate, it's currently listed at $9,950,000. This listing's school district is Collier. Nearby schools include Sea Gate Elementary School, Pine Ridge Middle School and Barron Collier High School. 185 Tupelo Road is a 6-bed, 10-bath, 13,474 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Real Estate, Ashley Silvers; William Raveis Real Estate, Dani Sinclair

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.