2100 Sheepshead Dr, Naples, FL 34102
OFF MARKET

$2,763,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,800 sqft (on 0.28 acres)

2100 Sheepshead Dr, Naples, FL 34102

Royal Harbor
Est. Refi. Payment $17,003/mo*
Refinance Your Home
Currently Off Market - Sold Nov 22, 2011 for $872,500

Home Value

Trulia Estimate
$2.76M
Since last month
Decreased$72K (-2.5%)
Since last year
Increased$226K (+8.9%)
Since last sale
Increased$2M (+216.7%)
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 +111% in the last 10 years
MonthEstimated value
2026
September 2026$2.76M
August 2026$2.84M
July 2026$2.8M
June 2026$2.76M
May 2026$2.78M
April 2026$2.75M
March 2026$2.84M
February 2026$2.87M
January 2026$2.75M
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
2170 Snook Dr, Naples, FL
0.18
Single-Family Home
$2,300,000
02/16/26
3
2
2,033
2340 Snook DR, Naples, FL
0.24
Single-Family Home
$2,450,000
10/06/25
3
2
1,995
1590 Sandpiper St, Naples, FL
0.40
Single-Family Home
$1,900,000
04/16/26
3
2
1,776
2111 Sheepshead DR, Naples, FL
0.05
Single-Family Home
$2,750,000
11/21/25
3
3
2,393
1923 SNOOK DR, Naples, FL
0.14
Single-Family Home
$2,600,000
02/11/26
3
3
2,671
1696 Sandpiper ST, Naples, FL
0.34
Single-Family Home
$1,650,000
08/24/26
2
2
1,435
1650 Mullet CT, Naples, FL
0.37
Single-Family Home
$2,975,000
03/09/26
3
2
2,039
3470 Lakeview DR, Naples, FL
0.59
Single-Family Home
$825,000
07/02/26
3
2
1,648
1303 Wahoo CT, Naples, FL
0.25
Single-Family Home
$2,600,000
10/02/25
2
2
2,327
2147 Snook DR, Naples, FL
0.14
Single-Family Home
$2,900,000
09/01/26
3
3
3,302

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
2105 Sheepshead DR, Naples, FL 34102
0.04
$2,999,999
3
3
2,009
For Sale
2111 Sheepshead DR, Naples, FL 34102
0.05
-
3
3
2,393
Off Market
1935 Snook DR, Naples, FL 34102
0.13
$4,074,100
3
2.5
2,184
Off Market
1923 SNOOK DR, Naples, FL 34102
0.14
$2,600,000
3
3
2,671
Recently Sold
1560 Bluefin CT, Naples, FL 34102
0.13
$2,481,800
3
2
1,906
Off Market
2135 SNOOK DR, Naples, FL 34102
0.11
$6,500,000
4
5
5,000
Recently Sold
1893 Snook DR, Naples, FL 34102
0.17
$2,334,600
3
2
2,235
Off Market
1880 SANDPIPER ST, Naples, FL 34102
0.18
$3,795,000
3
3.5
2,491
For Sale
2195 Sheepshead DR, Naples, FL 34102
0.12
$3,698,000
3
3
1,829
For Sale
2126 Snook DR, Naples, FL 34102
0.13
-
-
-
-
Off Market
3021 Sandpiper Bay CIR #E301, Naples, FL 34112
0.21
$296,900
2
2
1,100
Off Market
3021 Sandpiper Bay Cir #E106, Naples, FL 34112
0.21
$271,000
2
2
1,200
Recently Sold

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

Single-Family Home
Built in 1966
0.28 acre lot
1,800 sqft
$1,535/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,763,500, with a rent estimate of $8,535/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 and Tax history

DateEventPrice
Nov 22, 2011
Source: N/A
Sold
$872,500
May 16, 2011
Source: Agent Provided
Listed For Sale
$925,000
May 5, 1998
Source: N/A
Sold
$332,857
Aug 28, 1997
Source: N/A
Sold
$304,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
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

Around this home

Neighborhood Overview

Royal Harbor
See Local Highlights
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 "
    0
    Flag
  • 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!"
    0
    Flag
  • 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."
    0
    Flag
  • Huckbabe
    "Live in Four Winds; beautiful feeling of community! Everyone loves being there and treats it like the do!"
    0
    Flag
  • jchdwck
    "All houses are on the water. Excellent area for those interested in boating. Also close to everything - downtown shopping, beach, dining, etc."
    10
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2100 Sheepshead Dr

  • What is 2100 Sheepshead Dr estimated to be worth?
    Trulia's estimated value for 2100 Sheepshead Dr in Naples, FL is $2,763,500.
  • What is the price history for 2100 Sheepshead Dr?
    2100 Sheepshead Dr in Naples, FL last sold for $872,500 in November 2011.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • Does 2100 Sheepshead Dr have a pool?
    Yes, 2100 Sheepshead Dr in Naples, FL has a pool.
  • How big is the lot at 2100 Sheepshead Dr?
    The lot at 2100 Sheepshead Dr in Naples, FL is about 0.28 acres (12,196 sq ft).

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Apartments for Rent

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Off Market Homes Near 2100 Sheepshead Dr

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