2105 Sheepshead Dr

2,009 Sq. Ft.
$1,493 / Sq. Ft.
2,009
Sq. Ft.
$1,493
per Sq. Ft.

Description

Downtown Naples Waterfront Oasis with Private Dock! Nestled in the heart of downtown Naples, this exceptional waterfront residence combines timeless elegance with coastal luxury. Perfectly situated along the water, the home offers direct boating access from your private dock, making it a true paradise for those who love the Naples lifestyle. Every detail has been thoughtfully designed inside, from the sophisticated finishes to the seamless open layout that maximizes natural light and water views....Downtown Naples Waterfront Oasis with Private Dock! Nestled in the heart of downtown Naples, this exceptional waterfront residence combines timeless elegance with coastal luxury. Perfectly situated along the water, the home offers direct boating access from your private dock, making it a true paradise for those who love the Naples lifestyle. Every detail has been thoughtfully designed inside, from the sophisticated finishes to the seamless open layout that maximizes natural light and water views. The vibrant and cheery kitchen, spa-inspired bathrooms, and designer touches throughout create a refined yet inviting atmosphere, ideal for both relaxing and entertaining. Whether hosting friends or enjoying a quiet evening, the outdoor living space captures the essence of Naples luxury living. It’s not just a home, it’s a lifestyle…
  1. Listed by Tiffany McQuaid • Serhant-Naples
  2. Listed by PJ Smith, LLC • Serhant-Naples

Property Details for 2105 Sheepshead Drive

Area
NA08 - Royal Harbor-Windstar Are
Development
ROYAL HARBOR
Sub Condo Name
ROYAL HARBOR
Waterfront
Yes
Waterfront Desc
Bay
Gulf Access Type
No Bridge(s)/Water Direct
View
Bay
Furnished Desc
Unfurnished
LISTING UPDATED: 02/01/2026 03:05 PM

Property Details for 2105 Sheepshead Drive

StatusActive
MLS #225069719
Days on Market156
Taxes$22,916 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1974
Lot Size0.32 AC / 13,939 SF
CountyCollier County

Location

Listing Courtesy of Serhant-Naples, Tiffany McQuaid; Serhant-Naples, PJ Smith, LLC
Add your commute

Building Information for 2105 Sheepshead Drive

Stories1Year Built1974Building Size-Lot Size0.32 AC / 13,939 SF

Payment Calculator

$16,531 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,621

Property Taxes

$1,910

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2105 Sheepshead Drive

Summary
Location and General Information
  • Amenities: Internet Access, Streetlight
  • Community Type: Street Lights
  • Elementary School: LAKE PARK ELEMENTARY
  • Golf Type: No Golf Available
  • High School: NAPLES HIGH SCHOOL
  • Middle School: GULFVIEW MIDDLE SCHOOL
  • Pets: No Approval Needed
  • Status Type: Resale Property
  • Property Features: Cable Prewire
  • Frontage Type: Bay/Harbor
Parking
  • Carport Desc: Circular Driveway, Driveway Paved, Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 2
  • Carport: No
  • Covered Spaces: 2
  • Garage: Yes
  • Total Parking: 2
HOA and Fees
  • HOA Desc: No
  • HOA Fee: $.00
  • Condo Fee: $0
  • Primary HOA Fee: $0
  • Total Annual Recurring Fees: $.00
  • Tax Annual Amount: $22,915.50
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence
  • Approx Living Area: 2009.0
  • Living Area Units: Square Feet
  • Bedroom Desc: First Floor Bedroom,Split Bedrooms
  • Bedrooms: 3 Bed
  • Dining Description: Dining - Family
  • Elevator: None
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
  • Equipment: Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Smoke Detector, Washer
  • Flooring: Tile
  • Interior Features: French Doors, Smoke Detectors, Walk-In Closet, Cable Prewire
  • Num Unit Floor: 1
  • Private Pool Desc: Below Ground, Concrete
  • Private Pool: Yes
  • Private Spa: No
  • Room Count: 0
  • Total Floors: 1
  • Baths Full: 3
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms: 3
  • Bedrooms Total: 3
  • Door Features: French Doors
  • Fireplace: No
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: Split Bedrooms
  • Kitchen Description: Island
  • Additional Rooms: Family Room, Laundry in Residence, Screened Lanai/Porch
  • Gas: No
Exterior Features
  • Exterior Features: Boat Dock Private, Boat Slip, Dock Deeded, Dock Included, Wooden Dock, Screened Lanai/Porch, Deck, Patio
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Tile
  • Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters
Property Information
Utilities
  • Cooling: Ceiling Fan(s), Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
Lot Information
  • Structure Type: House
Rental
Rental Information
  • Lease Limits YN: No
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00

Property History for 2105 Sheepshead Drive

DateEvent & SourcePriceAppreciation
Jan 7, 2026

Price Change

Naples Area Board of REALTORS #225069719

$2,999,999
Dec 5, 2025

Price Change

Naples Area Board of REALTORS #225069719

$3,229,200
Nov 22, 2025

Withdrawn

Naples Area Board of REALTORS #208044736

Nov 22, 2025

Withdrawn

Naples Area Board of REALTORS #206004180

Sep 5, 2025

Listed (Active)

Naples Area Board of REALTORS #225069719

$3,588,000
Aug 16, 2022

Expired

Naples Area Board of REALTORS #204005533

Apr 28, 2022

Expired

Naples Area Board of REALTORS #222022654

Mar 25, 2022

Withdrawn

Naples Area Board of REALTORS #222015072

Mar 25, 2022

Listed (Active)

Naples Area Board of REALTORS #222022654

$4,759,000
Mar 1, 2022

Listed (Active)

Naples Area Board of REALTORS #222015072

$4,997,500
Jul 31, 2020

Expired

Naples Area Board of REALTORS #220018860

Mar 9, 2020

Listed (Active)

Naples Area Board of REALTORS #220018860

$1,449,000
May 1, 2016

Withdrawn

Naples Area Board of REALTORS #216013861

Feb 21, 2016

Listed (Active)

Naples Area Board of REALTORS #216013861

$1,749,000
Dec 29, 2015

Sold (Public Record)

Public Record #563482368

$1,250,000

+15.7% / yr

Jan 15, 2014

Sold (Public Record)

Public Record #399421516

$940,000

-6.4% / yr

Jan 15, 2014

Sold

Naples Area Board of REALTORS #213511643

$940,000
Jan 6, 2014

Pending

Naples Area Board of REALTORS #213511643

Dec 5, 2013

Listed (Active)

Naples Area Board of REALTORS #213511643

$999,985
Nov 30, 2013

Expired

Naples Area Board of REALTORS #212028793

Sep 18, 2012

Listed (Active)

Naples Area Board of REALTORS #212028793

$118,500,000
Nov 25, 2008

Listed (Active)

Naples Area Board of REALTORS #208044736

$1,850,000
Jan 18, 2006

Listed (Active)

Naples Area Board of REALTORS #206004180

$2,355,000
Mar 7, 2005

Sold (Public Record)

Public Record #152775763

$1,685,000
Feb 28, 2005

Sold

Naples Area Board of REALTORS #204037949

$1,685,000
Jan 7, 2005

Pending

Naples Area Board of REALTORS #204037949

Oct 26, 2004

Listed (Active)

Naples Area Board of REALTORS #204037949

$1,695,000
Feb 25, 2004

Listed (Active)

Naples Area Board of REALTORS #204005533

$1,195,000
DateEvent & SourcePrice
01/07/2026

Price Change

Naples Area Board of REALTORS #225069719

$2,999,999
12/05/2025

Price Change

Naples Area Board of REALTORS #225069719

$3,229,200
11/22/2025

Withdrawn

Naples Area Board of REALTORS #208044736

11/22/2025

Withdrawn

Naples Area Board of REALTORS #206004180

09/05/2025

Listed (Active)

Naples Area Board of REALTORS #225069719

$3,588,000
08/16/2022

Expired

Naples Area Board of REALTORS #204005533

04/28/2022

Expired

Naples Area Board of REALTORS #222022654

03/25/2022

Withdrawn

Naples Area Board of REALTORS #222015072

03/25/2022

Listed (Active)

Naples Area Board of REALTORS #222022654

$4,759,000
03/01/2022

Listed (Active)

Naples Area Board of REALTORS #222015072

$4,997,500
07/31/2020

Expired

Naples Area Board of REALTORS #220018860

03/09/2020

Listed (Active)

Naples Area Board of REALTORS #220018860

$1,449,000
05/01/2016

Withdrawn

Naples Area Board of REALTORS #216013861

02/21/2016

Listed (Active)

Naples Area Board of REALTORS #216013861

$1,749,000
12/29/2015

Sold (Public Record)

Public Record #563482368

$1,250,000

+15.7% / yr

01/15/2014

Sold (Public Record)

Public Record #399421516

$940,000

-6.4% / yr

01/15/2014

Sold

Naples Area Board of REALTORS #213511643

$940,000
01/06/2014

Pending

Naples Area Board of REALTORS #213511643

12/05/2013

Listed (Active)

Naples Area Board of REALTORS #213511643

$999,985
11/30/2013

Expired

Naples Area Board of REALTORS #212028793

09/18/2012

Listed (Active)

Naples Area Board of REALTORS #212028793

$118,500,000
11/25/2008

Listed (Active)

Naples Area Board of REALTORS #208044736

$1,850,000
01/18/2006

Listed (Active)

Naples Area Board of REALTORS #206004180

$2,355,000
03/07/2005

Sold (Public Record)

Public Record #152775763

$1,685,000
02/28/2005

Sold

Naples Area Board of REALTORS #204037949

$1,685,000
01/07/2005

Pending

Naples Area Board of REALTORS #204037949

10/26/2004

Listed (Active)

Naples Area Board of REALTORS #204037949

$1,695,000
02/25/2004

Listed (Active)

Naples Area Board of REALTORS #204005533

$1,195,000

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

Public Records for 2105 Sheepshead Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$23,473 ($1,956 / month)
Home Facts
Beds0Total Finished SqFt2,009 SqFtAbove Grade Finished SqFt2,009 SqFtStories1Lot Size13,939 SqFtStyleSingle Family ResidenceYear Built1974ZoningNAPLESCountyCOLLIERAPN18361000003

Schools near 2105 Sheepshead Drive

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
Lake Park Elementary School
PublicPK to 5

Gulfview Middle School
Public6 to 8

Naples High School
Public9 to 12

Beacon High School
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.

Similar Homes

Similar Sold Homes

2105 Sheepshead Drive is a single family home for sale in Naples, FL 34102. This property was listed for sale on September 5, 2025 by Serhant-Naples, it's currently listed at $2,999,999. It has been on the market for a total of 156 days and was last sold on December 29, 2015. This listing's school district is Collier. Nearby schools include Lake Park Elementary School, Gulfview Middle School and Naples High School. 2105 Sheepshead Drive is a 3-bed, 3-bath, 2,009 sqft single family home built in 1974.

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. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Serhant-Naples, Tiffany McQuaid; Serhant-Naples, PJ Smith, LLC

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 2026 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.