2245 Sheepshead Dr, Naples, FL 34102
Property image
Property image
OFF MARKET

$4,441,700

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,210 sqft (on 0.41 acres)

2245 Sheepshead Dr, Naples, FL 34102

Royal Harbor
Est. Refi. Payment $27,282/mo*
Refinance Your Home
Currently Off Market - Sold Jun 4, 2020 for $2,500,000

Home Value

Trulia Estimate
$4.44M
Since last month
Decreased$92K (-2%)
Since last year
Increased$332K (+8.1%)
Since last sale
Increased$2M (+77.7%)
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 +18% in the last 10 years
MonthEstimated value
2026
September 2026$4.44M
August 2026$4.53M
July 2026$4.5M
June 2026$4.5M
May 2026$4.43M
April 2026$4.46M
March 2026$4.46M
February 2026$4.51M
January 2026$4.31M
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
2111 Sheepshead DR, Naples, FL
0.12
Single-Family Home
$2,750,000
11/21/25
3
3
2,393
2147 Snook DR, Naples, FL
0.08
Single-Family Home
$2,900,000
09/01/26
3
3
3,302
2360 SNOOK DR, Naples, FL
0.12
Single-Family Home
$3,150,000
03/24/26
3
3
2,721
2340 Snook DR, Naples, FL
0.10
Single-Family Home
$2,450,000
10/06/25
3
2
1,995
2170 Snook Dr, Naples, FL
0.10
Single-Family Home
$2,300,000
02/16/26
3
2
2,033
1923 SNOOK DR, Naples, FL
0.29
Single-Family Home
$2,600,000
02/11/26
3
3
2,671
1275 Cobia CT, Naples, FL
0.31
Single-Family Home
$2,350,000
06/18/26
3
3
2,651
1303 Wahoo CT, Naples, FL
0.26
Single-Family Home
$2,600,000
10/02/25
2
2
2,327
1448 MARLIN DR, Naples, FL
0.38
Single-Family Home
$3,025,000
04/01/26
4
3
3,202
1407 Marlin DR, Naples, FL
0.42
Single-Family Home
$2,503,500
02/13/26
3
3
2,450

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
2195 Sheepshead DR, Naples, FL 34102
0.04
$3,698,000
3
3
1,829
For Sale
2147 Snook DR, Naples, FL 34102
0.08
$2,900,000
3
3
3,302
Recently Sold
2170 Snook Dr, Naples, FL 34102
0.10
$2,300,000
3
2
2,033
Recently Sold
2281 SNOOK DR, Naples, FL 34102
0.07
$5,234,100
4
5
4,663
Off Market
2135 SNOOK DR, Naples, FL 34102
0.12
$6,500,000
4
5
5,000
Recently Sold
2340 Snook DR, Naples, FL 34102
0.10
$2,471,900
3
2
1,995
Off Market
2165 Tarpon RD, Naples, FL 34102
0.13
$3,150,000
-
-
-
For Sale
2130 Snook DR, Naples, FL 34102
0.14
$6,112,200
4
5
4,497
Off Market
2375 Snook DR, Naples, FL 34102
0.10
$13,995,000
5
5.5
5,929
For Sale
2111 Sheepshead DR, Naples, FL 34102
0.12
-
3
3
2,393
Off Market
2360 SNOOK DR, Naples, FL 34102
0.12
$3,150,000
3
3
2,721
Recently Sold
2126 Snook DR, Naples, FL 34102
0.15
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 2245 Sheepshead Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
0.41 acre lot
3,210 sqft
$1,384/sqft
Garage

About this House

Stunning southern views of Naples Bay! Exceptional Royal Harbor location offering breathtaking views of Naples Bay and the calm no wake/slow speed zone waters of Haldeman Creek waterway! Oversized lot .41 Acres featuring 174 ft. of water frontage with 2 well designed docks for all your boating and water sport's desires! This custom-built home offers impressive architectural detail with an angular room design and corner configuration sliding glass door system opening onto the pool deck providing seamless panoramic views! The spacious floor plan offers a wonderful kitchen with ample cabinet space, granite counters and wet bar, 3 Bedrooms + Den/study with built in cherry wood desk/cabinets and sizeable master bedroom offering His & Her walk-in closets and large master bath. The expansive pool and spa deck are perfect for entertaining or just relaxing while watching dolphins swim by! This property is located on a cul-de-sac with circular brick paver driveway, 2 ½ car garage with side door entry, tropical landscaping, well defined curb appeal and much more!
2245 Sheepshead Dr, Naples, FL 34102 is a 3 bedroom, 3 bathroom, 3,210 sqft single-family home in Royal Harbor, built in 1999. It last sold for $2,500,000 on Jun 4, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,441,700.

Home Details for 2245 Sheepshead Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Laminate
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, WorkshopWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Hot Tub or SpaJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoGardenSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Additional Information

Intercom

Price and Tax history

DateEventPrice
Jun 4, 2020
Source: N/A
Sold
$2,500,000
Feb 4, 2020
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 9%
Oct 21, 2019
Source: Agent Provided
Listed For Sale
$3,295,000
Feb 23, 1998
Source: N/A
Sold
$625,000
Jul 11, 1997
Source: N/A
Sold
$320,000

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 2245 Sheepshead Dr

  • What is 2245 Sheepshead Dr estimated to be worth?
    Trulia's estimated value for 2245 Sheepshead Dr in Naples, FL is $4,441,700.
  • What is the price history for 2245 Sheepshead Dr?
    2245 Sheepshead Dr in Naples, FL last sold for $2,500,000 in June 2020.
  • 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 2245 Sheepshead Dr have air conditioning?
    Yes, 2245 Sheepshead Dr in Naples, FL has air conditioning.
  • Does 2245 Sheepshead Dr have a pool?
    Yes, 2245 Sheepshead Dr in Naples, FL has a pool.

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