2100 Sheepshead Dr, Naples, FL 34102
Property image
Property image
OFF MARKET

2100 Sheepshead Dr
Naples, FL 34102

Royal Harbor
  • 3 Beds
  • 2 Baths
  • 1,800 sqft (on 0.28 acres)

$2,845,300

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $14,499/mo*

$2,845,300

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $14,499/mo*
3 Beds
2 Baths
1,800 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 2100 Sheepshead Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.28 acres
Living Area
1,800 sqft
Price/Sqft
$1,581

About this House

Imagine yourself in this fantastic home. With 95 ft. of waterfront, an 80 ft. ipe wood dock, 2 boat lifts (24,000 & 13,500 lbs.), and a short no-bridge, deep-water boat ride to the Gulf of Mexico, this is a boater's dream. The wide-water view combined with recent renovations including all new Pella impact windows and sliders, tile throughout, stainless steel appliances, natural stone countertops, glass tile backsplashes, custom built-ins, and contemporary decor make this truly a magnificent home. This quiet cul-de-sac, tucked away in Royal Harbor is one of the most sought after locations. Don't miss this opportunity to live on Sheepshead Drive for under a million dollars.
2100 Sheepshead Dr, Naples, FL 34102 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home in Royal Harbor, built in 1966. It last sold for $872,500 on Nov 22, 2011. It is currently off market. The Trulia Estimate is $2,845,300, with a rent estimate of $7,697/month.

Home Details for 2100 Sheepshead Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1966Year Updated: 1966
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: 0.28 acres

Price History for 2100 Sheepshead Dr

DatePriceEventSource
11/22/2011$872,500Sold
N/A
05/16/2011$925,000Listed For SaleAgent Provided
05/05/1998$332,857Sold
N/A
08/28/1997$304,000Sold
N/A

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19K
MoM
Sale-to-List Price
95.2%
0.1%
MoM
Price per sq ft
$330
$0
MoM
Available listings
5204
766
MoM
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Property Tax and Assessment

Year2025
Tax$19,831
Assessment$2,490,118
Home facts updated by county records

Comparable Sales for 2100 Sheepshead Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.18
Single-Family Home
$2,300,000
02/16/26
3
2
2,033
0.24
Single-Family Home
$2,450,000
10/06/25
3
2
1,995
0.40
Single-Family Home
$1,900,000
04/16/26
3
2
1,776
0.05
Single-Family Home
$2,750,000
11/21/25
3
3
2,393
0.14
Single-Family Home
$2,600,000
02/11/26
3
3
2,671
0.34
Single-Family Home
$1,950,000
08/25/25
3
2.5
1,867
0.37
Single-Family Home
$2,975,000
03/09/26
3
2
2,039
0.59
Single-Family Home
$825,000
07/02/26
3
2
1,648
0.25
Single-Family Home
$2,600,000
10/02/25
2
2
2,327
0.31
Single-Family Home
$2,503,500
02/13/26
3
3
2,450

Nearby homes

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Assigned Schools

These are the assigned schools for 2100 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

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Homes for sale near 2100 Sheepshead Dr

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Off Market Homes Near 2100 Sheepshead Dr

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