$2,999,999
Original price: $3,229,200
3 Beds
3 Baths
2,009 sqft (on 0.32 acres)
2105 Sheepshead DR, Naples, FL 34102
Est. Mortgage $18,451/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1974
0.32 acre lot
$1,493/sqft
2 Car Garage
Local Information
- Map ViewExplore the area around 2105 Sheepshead DR.
- Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
WELCOME TO AN EXCEPTIONAL WATERFRONT OPPORTUNITY IN ROYAL HARBOR—WHERE MOVE-IN-READY COMFORT MEETS UNMATCHED FUTURE POTENTIAL. Perfectly positioned on an oversized pie-shaped homesite with approximately 115 feet of waterfrontage, this beautifully maintained residence offers DIRECT GULF ACCESS via Naples Bay and Gordon Pass, placing world-class boating just minutes from your private 48-foot dock. Offered at LOT VALUE, this property presents a rare opportunity to enjoy the home today while planning a custom waterfront estate in one of Naples' most sought-after boating communities. The existing residence features over 2,000 square feet under air, three en-suite bedrooms, an open-concept floor plan, updated bathrooms, new appliances, abundant natural light, and seamless indoor-outdoor living, all designed to embrace the waterfront lifestyle. Step outside to your private pool, expansive lanai, and generous backyard overlooking the tranquil canal—ideal for entertaining, relaxing, or simply watching boats cruise by. The oversized pie-shaped lot provides exceptional flexibility for future design while maximizing privacy and waterfrontage. Located just minutes from the white-sand beaches of the Gulf, Fifth Avenue South, Third Street South, and the City of Naples, you'll enjoy effortless access to award-winning dining, boutique shopping, arts, and entertainment, all while living in one of Naples' premier waterfront neighborhoods with NO HOA FEES. Whether you're searching for a move-in-ready waterfront retreat, a seasonal escape, or an extraordinary homesite to create your dream estate, this is a rare opportunity to own in Royal Harbor at land-value pricing and experience the very best of the Naples boating lifestyle.
Last check for updates: about 20 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.
Open House
Saturday, September 26
10:00 AM to 12:00 PM
Sunday, September 27
12:00 PM to 2:00 PM
Home Details for 2105 Sheepshead DR
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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) |
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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 |
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Days on Market: 180+ |
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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 |
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Price List Price: $2,999,999Price Per Sqft: $1,493 |
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MLS Status: Active |
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Direction & Address City: NAPLESCommunity: ROYAL HARBOR |
School Information Elementary School: LAKE PARK ELEMENTARYJr High / Middle School: GULFVIEW MIDDLE SCHOOLHigh School: NAPLES HIGH SCHOOL |
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Listing Agent Listing ID: 225069719 |
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Building Area Building Area: 2427 Square Feet |
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Community Features: Street Lights, Boating, Non-GatedNot Senior Community |
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Association for this Listing: NaplesNo HOAHOA Fee: No HOA Fee |
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Lot Area: 0.32 acres |
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Mls Number: 225069719Water ViewWater View: Bay |
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HOA Amenities: Internet Access,StreetlightSource Internet Entire Listing Display |
Around this home
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.
Market trends in Naples
Last updated August 2026
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM
Home Value
Trulia Estimate
$2.7MSince last month
$1K (0%)Since last year
Decreased$539K (-16.6%)Since last sale
Increased$1M (+116.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +110% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.7M |
| August 2026 | $2.7M |
| July 2026 | $2.73M |
| June 2026 | $2.71M |
| May 2026 | $2.72M |
| April 2026 | $2.69M |
| March 2026 | $2.71M |
| February 2026 | $2.72M |
| January 2026 | $2.68M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.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 | |
0.18 | 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 | |
0.14 | Single-Family Home | $2,900,000 | 09/01/26 | 3 | 3 | 3,302 | |
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 | |
0.30 | Single-Family Home | $2,350,000 | 06/18/26 | 3 | 3 | 2,651 | |
0.34 | Single-Family Home | $2,503,500 | 02/13/26 | 3 | 3 | 2,450 | |
0.43 | Single-Family Home | $1,900,000 | 04/16/26 | 3 | 2 | 1,776 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.02 | - | 3 | 3 | 2,393 | Off Market | |
0.09 | $3,698,000 | 3 | 3 | 1,829 | For Sale | |
0.12 | $6,500,000 | 4 | 5 | 5,000 | Recently Sold | |
0.14 | $2,900,000 | 3 | 3 | 3,302 | Recently Sold | |
0.15 | - | - | - | - | Off Market | |
0.15 | $5,980,000 | 4 | 5 | 4,497 | Off Market | |
0.16 | $3,987,600 | 3 | 2.5 | 2,184 | Off Market | |
0.17 | $2,481,800 | 3 | 2 | 1,906 | Off Market | |
0.18 | $2,600,000 | 3 | 3 | 2,671 | Recently Sold | |
0.18 | $2,300,000 | 3 | 2 | 2,033 | Recently Sold | |
0.21 | $5,128,200 | 4 | 5 | 4,663 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 7, 2026 Source: SWFLMLS #225069719 | PriceChange | $2,999,999 Price decreased by 7% |
Dec 5, 2025 Source: SWFLMLS #225069719 | PriceChange | $3,229,200 Price decreased by 10% |
Sep 5, 2025 Source: SWFLMLS #225069719 | Listed For Sale | $3,588,000 |
Apr 29, 2022 Source: SWFLMLS #222022654 | ListingRemoved | |
Mar 25, 2022 Source: SWFLMLS #222022654 | Listed For Sale | $4,759,000 |
Mar 25, 2022 Source: SWFLMLS #222015072 | ListingRemoved | |
Mar 1, 2022 Source: SWFLMLS #222015072 | Listed For Sale | $4,997,500 |
Oct 23, 2020 Source: Agent Provided | ListingRemoved | $4,500 |
Aug 1, 2020 Source: Agent Provided | ListingRemoved | $1,449,000 |
Jul 3, 2020 Source: Agent Provided | Listed For Rent | $4,500 |
Jun 3, 2020 Source: Agent Provided | Listed For Sale | $1,449,000 |
Apr 27, 2020 Source: Agent Provided | ListingRemoved | $1,449,000 |
Mar 9, 2020 Source: Agent Provided | Listed For Sale | $1,449,000 |
Nov 6, 2018 Source: Agent Provided | ListingRemoved | $4,500 |
Jun 17, 2018 Source: Agent Provided | Listed For Rent | $4,500 |
May 8, 2017 Source: Agent Provided | ListingRemoved | $4,500 |
Feb 16, 2017 Source: Agent Provided | Listed For Rent | $4,500 |
May 25, 2016 Source: Agent Provided | ListingRemoved | $4,600 |
May 1, 2016 Source: Agent Provided | ListingRemoved | $1,499,000 |
Mar 28, 2016 Source: Agent Provided | PriceChange | $1,499,000 Price decreased by 13% |
Mar 15, 2016 Source: Agent Provided | PriceChange | $1,729,000 Price decreased by 1% |
Feb 21, 2016 Source: Agent Provided | Listed For Sale | $1,749,000 |
Jan 7, 2016 Source: N/A | Sold | $1,250,000 |
Jan 17, 2014 Source: N/A | Sold | $940,000 |
Dec 5, 2013 Source: Agent Provided | PriceChange | $999,985 Price decreased by 8% |
Sep 5, 2013 Source: Agent Provided | Listed For Sale | $1,085,000 |
Mar 7, 2005 Source: N/A | Sold | $1,685,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $23,473 | $2,903,141 |
Home facts updated by county records
LGBTQ Local Legal Protections
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.
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Frequently asked questions about 2105 Sheepshead DR
- What is the estimated monthly payment for 2105 Sheepshead DR?Based on a $2,999,999 list price with 20% down at today's rates, the estimated monthly payment for 2105 Sheepshead DR in Naples, FL is approximately $18,758 (about $16,258 principal & interest, $2,425 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 2105 Sheepshead DR compare to homes in Naples?2105 Sheepshead DR in Naples, FL is listed at $2,999,999, about 445% above the $550K median sale price in Naples.
- What are the closest schools to 2105 Sheepshead DR?The closest schools to 2105 Sheepshead DR in Naples, FL are Gulfview Middle School (rated 9/10), Lake Park Elementary School (Pre-K, rated 10/10), Naples High School (Pre-K, rated 6/10).
- What is 2105 Sheepshead DR estimated to be worth?Trulia's estimated value for 2105 Sheepshead DR in Naples, FL is $2,699,200.
- Does 2105 Sheepshead DR have air conditioning?Yes, 2105 Sheepshead DR in Naples, FL has air conditioning.
- Does 2105 Sheepshead DR have a pool?Yes, 2105 Sheepshead DR in Naples, FL has a pool.
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.