2155 Sheepshead Dr, Naples, FL 34102
OFF MARKET

2155 Sheepshead Dr
Naples, FL 34102

Royal Harbor
  • 3 Beds
  • 4 Baths
  • 4,126 sqft (on 0.41 acres)

$5,136,500

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $29,129/mo*

$5,136,500

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $29,129/mo*
3 Beds
4 Baths
4,126 sqft
(on 0.41 acres)

Homes for sale near 2155 Sheepshead Dr

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Apartments for Rent

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Local Information

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

Description

RARELY AVAILABLE! Wide water views of the canal and Naples Bay featuring Southern exposure. Located in a private and secluded section of Royal Harbor. This unique home is situated on an oversized home site with over 100 feet of waterfront looking onto dense preserve. No homes across the water! Newer construction featuring impact glass, travertine flooring, exotic hardwood flooring, automatic outdoor patio screens, and extensive crown molding throughout. The home also features polished marble and matching travertine in the bathrooms. Mature lychee nut, banana, and pink grapefruit trees are located on the property. This home can easily be converted to a 4 bedroom. 85 foot boat dock with 2 boat lifts and quick access to Naples Bay and the Gulf of Mexico.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 2155 Sheepshead Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Hot Tub or Spa

Property Information

Year Built
Year Built: 2007Year Updated: 1993
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Deck
Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price History for 2155 Sheepshead Dr

DatePriceEventSource
03/19/2013$2,300,000Sold
N/A
09/01/2012$2,499,000ListingRemovedAgent Provided
06/18/2011$2,499,000Listed For SaleAgent Provided
10/07/1997$375,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$17,423
Assessment$4,426,012
Home facts updated by county records

Comparable Sales for 2155 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
0.20
Single-Family Home
$2,600,000
02/11/26
3
3
2,671
0.35
Single-Family Home
$2,500,000
11/10/25
4
4
6,590
0.21
Single-Family Home
$3,150,000
03/24/26
3
3
2,721
0.09
Single-Family Home
$6,500,000
04/23/26
4
5
5,000
0.15
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
0.13
Single-Family Home
$6,211,000
05/14/25
4
5
4,497
0.30
Single-Family Home
$3,025,000
04/01/26
4
3
3,202
0.35
Single-Family Home
$2,503,500
02/13/26
3
3
2,450

Assigned Schools

These are the assigned schools for 2155 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

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

Homes for rent near 2155 Sheepshead Dr

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Off Market Homes Near 2155 Sheepshead Dr

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Explore by feature

2155 Sheepshead Dr, Naples, FL 34102 is a 3 bedroom, 4 bathroom, 4,126 sqft single-family home built in 2007. 2155 Sheepshead Dr is located in Royal Harbor, Naples. This property is not currently available for sale. 2155 Sheepshead Dr was last sold on Mar 19, 2013 for $2,300,000. The current Trulia Estimate for 2155 Sheepshead Dr is $5,136,500.