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.
For sale
$2,999,999
2105 Sheepshead DR, NAPLES, FL 34102
3beds
2,009sqft
Single Family Residence
Built in 1974
0.32 Acres Lot
$-- Zestimate®
$1,493/sqft
$-- HOA
What's special
Private poolThree en-suite bedroomsExpansive lanaiAbundant natural lightNew appliancesOpen-concept floor planOversized pie-shaped homesite
- 353 days |
- 491 |
- 24 |
Zillow last checked:
Listing updated:
Listed by:
Tiffany McQuaid 239-287-6308,
Serhant-Naples,
PJ Smith, LLC 239-300-3009,
Serhant-Naples
Source: SWFLMLS,MLS#: 225069719
Originating MLS: Naples
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Screened Lanai/Porch, 3 Bed
Bedroom
- Features: First Floor Bedroom, Split Bedrooms
Dining room
- Features: Dining - Family
Kitchen
- Features: Island
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
- Laundry: Inside
Features
- French Doors, Smoke Detectors, Walk-In Closet(s), Family Room, Laundry in Residence, Screened Lanai/Porch
- Flooring: Tile
- Doors: French Doors, Impact Resistant Doors
- Windows: Impact Resistant Windows, Shutters
- Has fireplace: No
Interior area
- Total structure area: 2,427
- Total interior livable area: 2,009 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Deck, Patio, Screened Lanai/Porch
- Exterior features: Dock, Boat Slip
- Has private pool: Yes
- Pool features: In Ground, Concrete
- Has view: Yes
- View description: Bay
- Has water view: Yes
- Water view: Bay
- Waterfront features: Bay
- Frontage type: Bay/Harbor
Lot
- Size: 0.32 Acres
- Features: Oversize
Details
- Parcel number: 18361000003
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 1974
Utilities & green energy
- Water: Central
Community & HOA
Community
- Features: Street Lights, Boating, Non-Gated
- Security: Smoke Detector(s)
- Subdivision: ROYAL HARBOR
HOA
- Has HOA: No
- Amenities included: Internet Access, Streetlight
Location
- Region: Naples
Financial & listing details
- Price per square foot: $1,493/sqft
- Tax assessed value: $2,903,141
- Annual tax amount: $22,915
- Date on market: 9/5/2025
- Lease term: Buyer Finance/Cash
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 1/7/2026 | Price change | $2,999,999-7.1%$1,493/sqft |
Source: | ||
| 12/5/2025 | Price change | $3,229,200-10%$1,607/sqft |
Source: | ||
| 9/5/2025 | Listed for sale | $3,588,000-24.6%$1,786/sqft |
Source: | ||
| 4/29/2022 | Listing removed | -- |
Source: | ||
| 3/25/2022 | Listed for sale | $4,759,000-4.8%$2,369/sqft |
Source: | ||
| 3/25/2022 | Listing removed | -- |
Source: | ||
| 3/1/2022 | Listed for sale | $4,997,500+244.9%$2,488/sqft |
Source: | ||
| 10/23/2020 | Listing removed | $4,500$2/sqft |
Source: Aadvisor Rentals Inc #220043843 Report a problem | ||
| 8/1/2020 | Listing removed | $1,449,000$721/sqft |
Source: Gulf Breeze Real Estate LC #220018860 Report a problem | ||
| 7/3/2020 | Listed for rent | $4,500$2/sqft |
Source: Aadvisor Rentals Inc #220041799 Report a problem | ||
| 6/3/2020 | Listed for sale | $1,449,000$721/sqft |
Source: Gulf Breeze Real Estate LC #220018860 Report a problem | ||
| 4/27/2020 | Listing removed | $1,449,000$721/sqft |
Source: Gulf Breeze Real Estate LC #220018860 Report a problem | ||
| 3/9/2020 | Listed for sale | $1,449,000-3.3%$721/sqft |
Source: Gulf Breeze Real Estate LC #220018860 Report a problem | ||
| 11/6/2018 | Listing removed | $4,500$2/sqft |
Source: Aadvisor Rentals, Inc. Report a problem | ||
| 6/17/2018 | Listed for rent | $4,500$2/sqft |
Source: Florida Rental Ads Report a problem | ||
| 5/8/2017 | Listing removed | $4,500$2/sqft |
Source: Aadvisor Rentals, Inc. Report a problem | ||
| 2/16/2017 | Listed for rent | $4,500-2.2%$2/sqft |
Source: Aadvisor Rentals Inc #217013352 Report a problem | ||
| 5/25/2016 | Listing removed | $4,600$2/sqft |
Source: Aadvisor Rentals Inc #216030643 Report a problem | ||
| 5/1/2016 | Listing removed | $1,499,000$746/sqft |
Source: Gulf Breeze Real Estate LC #216013861 Report a problem | ||
| 3/28/2016 | Price change | $1,499,000-13.3%$746/sqft |
Source: Gulf Breeze Real Estate LC #216013861 Report a problem | ||
| 3/15/2016 | Price change | $1,729,000-1.1%$861/sqft |
Source: Gulf Breeze Real Estate LC #216013861 Report a problem | ||
| 2/21/2016 | Listed for sale | $1,749,000+39.9%$871/sqft |
Source: Gulf Breeze Real Estate LC #216013861 Report a problem | ||
| 1/7/2016 | Sold | $1,250,000+33%$622/sqft |
Source: Public Record Report a problem | ||
| 1/17/2014 | Sold | $940,000-6%$468/sqft |
Source: Public Record Report a problem | ||
| 12/5/2013 | Price change | $999,985-7.8%$498/sqft |
Source: Premiere Plus Realty, Co. #213511643 Report a problem | ||
| 9/5/2013 | Listed for sale | $1,085,000-35.6%$540/sqft |
Source: Premiere Plus Realty, Co. #212028793 Report a problem | ||
| 3/7/2005 | Sold | $1,685,000$839/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,473 +2.4% | $2,100,490 +10% |
| 2024 | $22,916 +3.9% | $1,909,536 +10% |
| 2023 | $22,051 +12.8% | $1,735,942 +10% |
| 2022 | $19,546 +22.1% | $1,578,129 +10% |
| 2021 | $16,004 +15.2% | $1,434,663 +10% |
| 2020 | $13,892 -6.7% | $1,304,239 -5.7% |
| 2019 | $14,893 +5.8% | $1,383,683 +6.1% |
| 2018 | $14,073 | $1,304,009 +10% |
| 2017 | $14,073 +1.1% | $1,185,463 +10% |
| 2016 | $13,914 +19% | $1,077,694 +13% |
| 2015 | $11,689 +10% | $953,742 +16.2% |
| 2014 | $10,621 +14.6% | $821,094 +0.9% |
| 2013 | $9,272 +6.4% | $813,583 +8.3% |
| 2012 | $8,711 -1.5% | $751,532 -1.1% |
| 2011 | $8,841 -8.7% | $760,215 +10% |
| 2010 | $9,682 -37.5% | $691,105 -19% |
| 2009 | $15,495 | $852,762 -41.4% |
| 2008 | $15,495 -14.5% | $1,454,983 -5% |
| 2007 | $18,123 +43.6% | $1,531,684 +0.7% |
| 2006 | $12,618 | $1,521,397 +51.7% |
| 2005 | $12,618 +12.4% | $1,003,129 +13.7% |
| 2004 | $11,221 -7.3% | $882,564 -5.2% |
| 2003 | $12,111 +0.2% | $931,299 +1.4% |
| 2002 | $12,092 -38.5% | $918,441 +26% |
| 2001 | $19,647 +505.4% | $728,666 |
| 2000 | $3,245 | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Royal Harbor
Nearby schools
GreatSchools rating
- 10/10Lake Park Elementary SchoolGrades: PK-5Distance: 3 mi
- 9/10Gulfview Middle SchoolGrades: 6-8Distance: 1.8 mi
- 6/10Naples High SchoolGrades: PK,9-12Distance: 3.5 mi
Schools provided by the listing agent
- Elementary: LAKE PARK ELEMENTARY
- Middle: GULFVIEW MIDDLE SCHOOL
- High: NAPLES HIGH SCHOOL
Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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