Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$5,895,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,049 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Situated in the heart of prestigious Park Shore on a quiet cul-de-sac street, this residence was beautifully remodeled and refreshed in 2018 by esteemed custom builder A. Vernon Allen Builder, Inc, with an elegant redesign by Herscoe Hajjar Architects, LLC. The result is an impressive, thoughtfully arranged floor plan that blends quality craftsmanship with the relaxed sophistication of coastal living. Designed for both comfortable daily living and effortless entertaining, the home features 4 bedrooms, a playroom, and an office. A spacious, light-filled great room flows seamlessly into a stunning and well-equipped kitchen appointed with a large center island, Wolf and Sub-Zero appliances, and an expansive butler's pantry/prep kitchen. The large covered outdoor living area is conveniently accessed either from the great room or from an intimate sitting room also adjacent to the kitchen- a charming, relaxed sitting area ideal for quiet moments, watching television, light reading, or seamlessly moving between the kitchen and the outdoor living spaces. Extraordinary for the Park Shore neighborhood, the property offers an incredibly large backyard-an inviting private oasis boasting a resort-style pool, generous pool deck, fire pit, outdoor kitchen, and a charming trellis-covered dining area, all framed by lush, beautifully designed landscaping. Additional modern comforts include retractable screens and shutters, a 24KW generator, security cameras, and more. This property is eligible for membership to the Park Shore Association Beach Park.

Full Property Details for 4042 Old Trail Way

General

  • Price: $5,895,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 225079376
  • Updated: 11/25/2025
  • Added to Site: 52 day(s) ago

Interior

  • Interior Features: Den - Study, Family Room, Home Office, Built-In Cabinets, Entrance Foyer, Walk-In Closet(s)
  • Appliances: Gas Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Primary Bathroom: Dual Sinks, Separate Tub And Shower

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Dining Room: Breakfast Bar, Dining - Living
  • Laundry: Inside

Additional Information

  • Shared Amenities: None, Non-Gated
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground
  • Spa: Yes
  • Spa Description: In Ground
  • Equipment: Generator

Exterior

  • Exterior Features: Outdoor Grill, Built-In Gas Fire Pit, Outdoor Shower

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Attached

Location

  • Area: NA05 - Seagate Dr to Golf Dr
  • County: Collier
  • Subdivision: PARK SHORE
  • Building Name: PARK SHORE
  • Direction Faces: West

Community

  • Association: Yes
  • Assoc. Fees Include: None
  • Units Assoc/Comm: 1
  • Pets Allowed: Yes
  • Management Type: None

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric
  • Heating Type: Central Electric

Utilities

  • Gas: Propane
  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Propane, Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Concrete Block, Wood Frame, Stucco
  • Roof: Built-Up or Flat, Tile
  • Windows: Casement, Other
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 4,049
  • Sq. Ft. Source: Floor Plan Service
  • Living Area: 4,049 Sq. Ft.
  • Year Built: 2000

Lot Features

  • Property View: Landscaped Area
  • Lot Size Source: Survey
  • Lot Dimensions: 79 x 101 x 205 x 155
  • Frontage Feet: 79
  • Irrigation System: Central

Water Features

  • Water Front Desc.: None
  • Canal Width: None

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Annually
  • One Time Other Fee: $1,000
  • Tax Year: 2024
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: PARK SHORE UNIT 3 BLK 21 LOT 22
  • Property ID: 16005360001
  • Section: 16
  • Block: 21
  • Lot Number: 22

Listed by William Raveis Real Estate

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 4042 Old Trail Way —

  • William Raveis Real Estate

  • William Raveis Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4042 Old Trail Way

School District:Collier County School District
NameGradesDistance
Sea Gate Elementary School
650 Seagate Drive, Naples, FL 34103
K-51 mi
Naples High School
1100 Golden Eagle Circle, Naples, FL 34102
9-121.7 mi
Gulfview Middle School
255 6th Street South, Naples, FL 34102
6-83.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4042 Old Trail Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/25/2025
Listed
$5,895,000
1.94%
MLS
10/19/2023
Sold
$5,783,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4042 Old Trail Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$28,926
2%
$3,239,424
3%
2024
$28,304
180%
$3,148,128
179%
2023
$10,104
-4%
$1,130,246
6%
2021
$10,541
2%
$1,065,365
-3%
2022
$10,382
-2%
$1,097,326
4%
2021
$10,541
12%
$1,050,656
10%
2019
$9,373
2%
$950,872
2%
2018
$9,173
-1%
$933,142
-1%
2017
$9,309
2%
$941,022
2%
2016
$9,149
-2%
$921,667
1%
2015
$9,340
—
$915,260
1%
2014
$9,375
—
$907,996
2%
2013
$9,345
—
$894,577
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 4042 Old Trail Way

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Raveis Real Estate

Similar Properties near 4042 Old Trail Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

642 Bougainvillea Rd, Naples, FL 34102 - Photo 1
$5,895,000
Open House

642 Bougainvillea Rd  Naples, FL 34102

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,199
    Sq. Ft.
1400 Jewel Box Ave, Naples, FL 34102 - Photo 1
$5,800,000

1400 Jewel Box Ave  Naples, FL 34102

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,738
    Sq. Ft.
390 Windward Way, Naples, FL 34103 - Photo 1
$5,895,000

390 Windward Way  Naples, FL 34103

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 4,513
    Sq. Ft.
242 2nd Ave S, Naples, FL 34102 - Photo 1
$5,895,000

242 2nd Ave S  Naples, FL 34102

  • Single Family
  • Active
  • Updated 10 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,595
    Sq. Ft.

Just Listed near 4042 Old Trail Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25216 Golf Lake Cir, Bonita Springs, FL 34135 - Photo 1 Just Listed
$425,000

25216 Golf Lake Cir  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,627
    Sq. Ft.
Listed by Shawn Bright (586) 360-6573
269 Barefoot Beach Blvd, Bonita Springs, FL 34134 - Photo 1 Just Listed
$2,290,000

269 Barefoot Beach Blvd  #PH3  Bonita Springs, FL 34134

  • Condo
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,726
    Sq. Ft.
Listed by Bryan Tipple (239) 248-4890
27526 Big Bend Rd, Bonita Springs, FL 34134 - Photo 1 Just Listed
$750,000

27526 Big Bend Rd  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,192
    Sq. Ft.
Listed by Steve Bacardi (239) 272-2387 and Mileivis Cancio (239) 465-2126
28121 Hiram St, Bonita Springs, FL 34135 - Photo 1 Just Listed
$365,000

28121 Hiram St  #801  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,553
    Sq. Ft.
Listed by Kyle Johnson (732) 682-1320 and Maria Sierra (239) 834-1197

Price Reduced near 4042 Old Trail Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

28080 Cavendish Ct, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$12,000 (-3.33%)
$347,900

28080 Cavendish Ct  #2006  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 21 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,425
    Sq. Ft.
Listed by Patrick Morton (941) 330-7608
4882 Regal Dr, Bonita Springs, FL 34134 - Photo 1 Price Reduced
-$104,000 (-4.95%)
$1,995,000

4882 Regal Dr  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 5
    Total Baths
  • 2,488
    Sq. Ft.
Listed by Jon and Lisa Schroeder Team (239) 297-4128
24410 Golden Eagle Ln, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$172,000 (-7.48%)
$2,128,000
Open House

24410 Golden Eagle Ln  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 2 hours ago
  • 6
    Beds
  • 3
    Total Baths
  • 3,607
    Sq. Ft.
Listed by Jennifer Finazzo (239) 825-0700
9350 Highland Woods Blvd, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$10,000 (-3.23%)
$300,000

9350 Highland Woods Blvd  #4303  Bonita Springs, FL 34135

  • Condo
  • Active
  • Updated 4 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,162
    Sq. Ft.
Listed by John Foley (978) 337-1891 and Tracie L. Martin (513) 207-2421

Recent Sales near 4042 Old Trail Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

767 Park Shore Dr, Naples, FL 34103 - Photo 1 Sold
$6,175,000

767 Park Shore Dr  Naples, FL 34103

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 4,887
    Sq. Ft.
635 Parkview Ln, Naples, FL 34103 - Photo 1 Sold
$5,300,000

635 Parkview Ln  Naples, FL 34103

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 3,290
    Sq. Ft.
4220 Crayton Rd, Naples, FL 34103 - Photo 1 Sold
$5,229,375

4220 Crayton Rd  Naples, FL 34103

  • Single Family
  • Closed
  • Updated 10 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,059
    Sq. Ft.
770 Portside Dr, Naples, FL 34103 - Photo 1 Sold
$5,600,000

770 Portside Dr  Naples, FL 34103

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,043
    Sq. Ft.

4042 Old Trail Way, Naples, FL 34103 (MLS# 225079376) is a Single Family property with 4 bedrooms and 4 full bathrooms. 4042 Old Trail Way is currently listed for $5,895,000 and was received on November 25, 2025. Want to learn more about 4042 Old Trail Way? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

Tour this property