2105 Sheepshead DR, Naples, FL 34102
FOR SALE
0.32 ACRES

2105 Sheepshead DR
Naples, FL 34102

Royal Harbor
  • 3 Beds
  • 3 Baths
  • 2,009 sqft (on 0.32 acres)

$2,999,999

Original price: $3,229,200
Est. Mortgage $17,293/mo*

$2,999,999

Original price: $3,229,200
Est. Mortgage $17,293/mo*
3 Beds
3 Baths
2,009 sqft
(on 0.32 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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. 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…

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck, Pool
View
Bay
HOA
None
Price/Sqft
$1,493
Listed
180+ days ago

Home Details for 2105 Sheepshead DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2009 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Impact Resistant Windows, ShuttersDoor: French Doors, Impact Resistant DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Tile
View
Has a ViewView: Bay
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Deck, Patio, Screened Lanai/PorchExterior: Dock, Boat SlipFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Driveway,Attached
Pool
Pool: In Ground, ConcretePool
Frontage
WaterfrontWaterfront: BayFrontage Type: Bay/HarborOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 18361000003

Price & Status

Price
List Price: $2,999,999Price Per Sqft: $1,493

Active Status

MLS Status: Active

Location

Direction & Address
City: NAPLESCommunity: ROYAL HARBOR
School Information
Elementary School: LAKE PARK ELEMENTARYJr High / Middle School: GULFVIEW MIDDLE SCHOOLHigh School: NAPLES HIGH SCHOOL

Agent Information

Listing Agent
Listing ID: 225069719

Building

Building Area
Building Area: 2427 Square Feet

Community

Community Features: Street Lights, Boating, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.32 acres

Miscellaneous

Mls Number: 225069719Water ViewWater View: Bay

Additional Information

HOA Amenities: Internet Access,StreetlightSource Internet Entire Listing Display
Last check for updates: about 12 hours ago
Listing courtesy of Tiffany McQuaid, (239) 287-6308
Serhant-Naples
PJ Smith, LLC, (239) 300-3009
Serhant-Naples
Originating MLS: Naples
Source: SWFLMLS, MLS#225069719
Also Listed on SWFLMLS.

Market trends in Naples

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$587K
$1.67K
MoM
Sale-to-List Price
95.3%
Price per sq ft
$330
$3
MoM
Available listings
5954
639
MoM

Price History for 2105 Sheepshead DR

DatePriceEventSource
01/07/2026$2,999,999PriceChange
SWFLMLS #225069719
12/05/2025$3,229,200PriceChange
SWFLMLS #225069719
09/05/2025$3,588,000Listed For SaleSWFLMLS #225069719
04/29/2022ListingRemovedSWFLMLS #222022654
03/25/2022$4,759,000Listed For SaleSWFLMLS #222022654
03/25/2022ListingRemovedSWFLMLS #222015072
03/01/2022$4,997,500Listed For SaleSWFLMLS #222015072
10/23/2020$4,500ListingRemovedAgent Provided
08/01/2020$1,449,000ListingRemovedAgent Provided
07/03/2020$4,500Listed For RentAgent Provided
06/03/2020$1,449,000Listed For SaleAgent Provided
04/27/2020$1,449,000ListingRemovedAgent Provided
03/09/2020$1,449,000Listed For SaleAgent Provided
11/06/2018$4,500ListingRemovedAgent Provided
06/17/2018$4,500Listed For RentAgent Provided
05/08/2017$4,500ListingRemovedAgent Provided
02/16/2017$4,500Listed For RentAgent Provided
05/25/2016$4,600ListingRemovedAgent Provided
05/01/2016$1,499,000ListingRemovedAgent Provided
03/28/2016$1,499,000PriceChange
Agent Provided
03/15/2016$1,729,000PriceChange
Agent Provided
02/21/2016$1,749,000Listed For SaleAgent Provided
01/07/2016$1,250,000Sold
N/A
01/17/2014$940,000Sold
N/A
12/05/2013$999,985PriceChange
Agent Provided
09/05/2013$1,085,000Listed For SaleAgent Provided
03/07/2005$1,685,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$23,473
Assessment$2,903,141
Home facts updated by county records

Comparable Sales for 2105 Sheepshead DR

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$2,750,000
11/21/25
3
3
2,393
0.21
Single-Family Home
$1,831,250
06/16/25
3
2
2,235
0.18
Single-Family Home
$2,600,000
02/11/26
3
3
2,671
0.18
Single-Family Home
$2,300,000
02/16/26
3
2
2,033
0.29
Single-Family Home
$2,325,000
07/30/25
3
3
2,137
0.38
Single-Family Home
$1,950,000
08/25/25
3
2.5
1,867
0.23
Single-Family Home
$2,450,000
10/06/25
3
2
1,995
0.25
Single-Family Home
$3,150,000
03/24/26
3
3
2,721
0.34
Single-Family Home
$2,503,500
02/13/26
3
3
2,450

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 2105 Sheepshead DR.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Royal Harbor

At least 2 Trulia users voted on each feature.
  • 100 % Say it's quiet

  • 100 % Say car is needed

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 75 % Say there's holiday spirit

  • 67 % Say it's dog friendly

  • 53 % Say neighbors are friendly

  • 50 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 33 % Say it's walkable to restaurants

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
  • Trulia User
    "It’s a great cozy quaint historic neighborhood. Close to downtown, beaches, everything Naples has to offer. Great for walking, biking. Fantastic location!"
  • Trulia User
    "Living here, is like being on vacation 24/7. Southwest Florida is a piece of paradise. It's easy living with convenient access to everything including the pristine beaches."
  • Huckbabe
    "Live in Four Winds; beautiful feeling of community! Everyone loves being there and treats it like the do!"
  • jchdwck
    "All houses are on the water. Excellent area for those interested in boating. Also close to everything - downtown shopping, beach, dining, etc."

LGBTQ Local Legal Protections

Tiffany McQuaid, Serhant-Naples
Agent Phone: (239) 287-6308
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
2105 Sheepshead DR, Naples, FL 34102 is a 3 bedroom, 3 bathroom, 2,009 sqft single-family home built in 1974. 2105 Sheepshead DR is located in Royal Harbor, Naples. This property is currently available for sale and was listed by SWFLMLS on Sep 5, 2025. The MLS # for this home is MLS# 225069719.