2053 Trailing Pines Way

2,302 Sq. Ft.
$200 / Sq. Ft.
2,302
Sq. Ft.
$200
per Sq. Ft.

Description

Beautifully maintained home in the highly sought-after Fleming Island area! This spacious home offers 4 bedrooms, 3 full bathrooms, a dedicated office, and a formal dining area--perfect for both everyday living and entertaining. The well-appointed kitchen offers 42'' cabinets with crown molding, sleek quartz countertops, a breakfast bar, and ample storage, all flowing seamlessly into a large, inviting great room. The lower level showcases elegant porcelain tile flooring throughout. Upstairs, you'll...Beautifully maintained home in the highly sought-after Fleming Island area! This spacious home offers 4 bedrooms, 3 full bathrooms, a dedicated office, and a formal dining area--perfect for both everyday living and entertaining. The well-appointed kitchen offers 42'' cabinets with crown molding, sleek quartz countertops, a breakfast bar, and ample storage, all flowing seamlessly into a large, inviting great room. The lower level showcases elegant porcelain tile flooring throughout. Upstairs, you'll find a private bonus room or 4th bedroom complete with its own full bath--ideal for guests or a flex space. Step outside to enjoy a large screened-in lanai and extended patio, perfect for grilling while taking in serene pond and preserve views. Additional highlights include a 2-car garage, a new roof (2023), and a recently updated HVAC system (2024). This home truly shows like a model--don't miss your opportunity to make it yours! All of Eagle Harboer Amenities
  1. Listed by John Warner • WATSON REALTY CORP
    P: (904)-327-2225 C: (904)-327-2225 johnwarner@watsonrealtycorp.com

Property Details for 2053 Trailing Pines Way

Architectural Style
Traditional
Senior Community YN
No
View
Pond, Protected Preserve
Waterfront Features
Pond
Subdivision Name
Pine Lake Ii
LISTING UPDATED: 04/13/2026 06:53 PM

Property Details for 2053 Trailing Pines Way

StatusActive
MLS #2139679
Days on Market3
Taxes-
HOA Fees$55 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2003
Lot Size0.15 AC / 6,534 SF
CountyClay County

Location

Listing Courtesy of WATSON REALTY CORP
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Building Information for 2053 Trailing Pines Way

Stories2Year Built2003Building Size-Lot Size0.15 AC / 6,534 SF

Payment Calculator

$2,642 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,316

Property Taxes

$322

HOA Dues

$5

The Payment Calculator is for illustrative purposes only.

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Property Information for 2053 Trailing Pines Way

Summary
Location and General Information
  • Country: US
  • Directions: From I-295 take US 17 South to Fleming Island. right on CR220. Left onto Old Pine Trail. Continue through the neighborhood to left on Trailwood Dr then immediate right onto Trailwood Dr. to left on Trailing Pines Way. Home located on the right.
  • Road Frontage Type: County Road
  • MLS Area Major: 124-Fleming Island-SW
  • City: Fleming Island
  • State: FL
  • Postal Code: 32003
  • County: Clay
  • Latitude: 30.0949
  • Longitude: -81.720694
  • MLS Area Minor: 124-Fleming Island-SW
  • General Property Information: Waterfront YN: Yes
  • General Property Information: Senior Community YN: No
  • General Property Information: Accessibility Features YN: No
  • Road Frontage Type: County Road: Yes
  • Road Surface Type: Asphalt: Yes
  • View: Pond: Yes
  • View: Protected Preserve: Yes
  • Waterfront Features: Pond: Yes
Taxes and HOA Information
  • Parcel Number: 05052601422104137
  • Association Fee: $55.00
  • Association Fee Frequency: Annually
  • Association YN: Yes
  • General Property Information: CDD Fee YN: Yes
  • General Property Information: CDD Fee Amount: 1455.4
  • General Property Information: Association YN: Yes
  • General Property Information: Association Fee: 55.0
  • General Property Information: Association Fee Frequency: Annually
Parking
  • Carport YN: false
  • Garage Spaces: 2
  • Garage YN: Yes
  • Parking Features: Attached, Garage, Garage Door Opener
  • Attached Garage: Yes
  • General Property Information: Garage YN: Yes
  • General Property Information: Garage Spaces: 2.0
  • General Property Information: Carport YN: No
  • Parking Features: Attached: Yes
  • Parking Features: Garage: Yes
  • Parking Features: Garage Door Opener: Yes
Property
Lot Information
  • Living Area Source: Public Records
  • Lot Features: Dead End Street
  • Lot Size Acres: 0.15
  • Living Area: 2302.0
  • Lot Size Area: 0.15
  • Lot Size Units: Acres
  • Lot Size Square Feet: 6534.0
Property and Assessments
  • Current Use: Residential, Single Family
  • New Construction YN: No
  • Property Attached YN: No
  • Year Built: 2003
  • MLS Approval Status: Yes
  • Room Total: 0.0
  • General Property Information: Lot Size Acres: 0.15
  • General Property Information: Bathrooms Half: 0.0
  • General Property Information: Living Area: 2302.0
  • General Property Information: Living Area Source: Public Records
  • General Property Information: Accessory Dwelling Unit Y/N: No
  • General Property Information: New Construction YN: No
  • General Property Information: List Price/SqFt: 199.78
Utilities
  • Sewer: Public Sewer
  • Water Source: Public
  • Sewer: Public Sewer: Yes
  • Utilities: Cable Connected: Yes
  • Utilities: Electricity Connected: Yes
  • Water Source: Public: Yes
Interior and Exterior Features
Exterior Features
  • Association Amenities: Pool, Basketball Court, Children's Pool, Clubhouse, Fitness Center, Golf Course, Jogging Path, Pickleball, Playground, Tennis Court(s)
  • Electric: True
  • Fencing: Wrought Iron
  • Patio And Porch Features: Covered, Screened
  • Road Surface Type: Asphalt
  • Construction Materials: Stucco
  • Association Amenities: Basketball Court: Yes
  • Association Amenities: Children's Pool: Yes
  • Association Amenities: Clubhouse: Yes
  • Association Amenities: Fitness Center: Yes
  • Association Amenities: Golf Course: Yes
  • Association Amenities: Jogging Path: Yes
  • Association Amenities: Pickleball: Yes
  • Association Amenities: Playground: Yes
  • Association Amenities: Tennis Court(s): Yes
  • Construction Materials: Stucco: Yes
  • Fencing: Wrought Iron: Yes
  • Roof: Shingle: Yes
  • Architectural Style: Traditional: Yes
  • Patio And Porch Features: Covered: Yes
  • Patio And Porch Features: Screened: Yes
Interior Features
  • Stories: 2
  • Cooling: Central Air, Electric, Zoned
  • Interior Features: Breakfast Bar, Ceiling Fan(s), Entrance Foyer, Open Floorplan, Pantry, Primary Bathroom -Tub with Separate Shower, Primary Downstairs, Split Bedrooms, Walk-In Closet(s)
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Levels: One and One Half
  • Spa Features: Community
  • Heating: Central, Electric
  • Flooring: Carpet, Tile
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 3.0
  • Bathrooms Total (Notational): 3.0
  • Cooling: Yes
  • Heating: Yes
  • General Property Information: Stories: 2.0
  • Appliances: Dishwasher: Yes
  • Appliances: Disposal: Yes
  • Appliances: Electric Oven: Yes
  • Appliances: Electric Range: Yes
  • Appliances: Electric Water Heater: Yes
  • Appliances: Microwave: Yes
  • Appliances: Refrigerator: Yes
  • Cooling: Central Air: Yes
  • Cooling: Electric: Yes
  • Cooling: Zoned: Yes
  • Flooring: Carpet: Yes
  • Flooring: Tile: Yes
  • Heating: Central: Yes
  • Heating: Electric: Yes
  • Laundry Features: Electric Dryer Hookup: Yes
  • Laundry Features: Washer Hookup: Yes
  • Levels: One and One Half: Yes
  • Spa Features: Community: Yes
  • Interior Features: Breakfast Bar: Yes
  • Interior Features: Ceiling Fan(s): Yes
  • Interior Features: Entrance Foyer: Yes
  • Interior Features: Open Floorplan: Yes
  • Interior Features: Pantry: Yes
  • Interior Features: Primary Bathroom -Tub with Separate Shower: Yes
  • Interior Features: Primary Downstairs: Yes
  • Interior Features: Split Bedrooms: Yes
  • Interior Features: Walk-In Closet(s): Yes
Agent
Showing and Remarks
  • Public Remarks: Beautifully maintained home in the highly sought-after Fleming Island area! This spacious home offers 4 bedrooms, 3 full bathrooms, a dedicated office, and a formal dining area--perfect for both everyday living and entertaining. The well-appointed kitchen offers 42'' cabinets with crown molding, sleek quartz countertops, a breakfast bar, and ample storage, all flowing seamlessly into a large, inviting great room. The lower level showcases elegant porcelain tile flooring throughout. Upstairs, you'll find a private bonus room or 4th bedroom complete with its own full bath--ideal for guests or a flex space. Step outside to enjoy a large screened-in lanai and extended patio, perfect for grilling while taking in serene pond and preserve views. Additional highlights include a 2-car garage, a new roof (2023), and a recently updated HVAC system (2024). This home truly shows like a model--don't miss your opportunity to make it yours! All of Eagle Harboer Amenities
  • General Property Information: Directions: From I-295 take US 17 South to Fleming Island. right on CR220. Left onto Old Pine Trail. Continue through the neighborhood to left on Trailwood Dr then immediate right onto Trailwood Dr. to left on Trailing Pines Way. Home located on the right.
  • General Property Information: Public Remarks: Beautifully maintained home in the highly sought-after Fleming Island area! This spacious home offers 4 bedrooms, 3 full bathrooms, a dedicated office, and a formal dining area--perfect for both everyday living and entertaining. The well-appointed kitchen offers 42'' cabinets with crown molding, sleek quartz countertops, a breakfast bar, and ample storage, all flowing seamlessly into a large, inviting great room. The lower level showcases elegant porcelain tile flooring throughout. Upstairs, you'll find a private bonus room or 4th bedroom complete with its own full bath--ideal for guests or a flex space. Step outside to enjoy a large screened-in lanai and extended patio, perfect for grilling while taking in serene pond and preserve views. Additional highlights include a 2-car garage, a new roof (2023), and a recently updated HVAC system (2024). This home truly shows like a model--don't miss your opportunity to make it yours! All of Eagle Harboer Amenities
Rental
Rental Information
  • Utilities: Cable Connected, Electricity Connected
  • Roof: Shingle

Property History for 2053 Trailing Pines Way

DateEvent & SourcePriceAppreciation
Apr 12, 2026

Listed (Active)

NEFMLS #2139679

$459,900
Sep 18, 2020

Sold (Public Record)

Public Record #677777218

$1,960

-23.4% / yr

Sep 17, 2020

Sold

NEFMLS #1066863

$280,000
Aug 8, 2020

Pending

NEFMLS #1066863

Aug 5, 2020

Listed (Active)

NEFMLS #1066863

$279,900
Apr 2, 2003

Sold (Public Record)

Public Record #113319505

$206,600
Mar 25, 2003

Sold

NEFMLS #151992

$206,576
Oct 23, 2002

Listed (Active)

NEFMLS #151992

$201,479
DateEvent & SourcePrice
04/12/2026

Listed (Active)

NEFMLS #2139679

$459,900
09/18/2020

Sold (Public Record)

Public Record #677777218

$1,960

-23.4% / yr

09/17/2020

Sold

NEFMLS #1066863

$280,000
08/08/2020

Pending

NEFMLS #1066863

08/05/2020

Listed (Active)

NEFMLS #1066863

$279,900
04/02/2003

Sold (Public Record)

Public Record #113319505

$206,600
03/25/2003

Sold

NEFMLS #151992

$206,576
10/23/2002

Listed (Active)

NEFMLS #151992

$201,479

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 2053 Trailing Pines Way

Taxable ValueLand-Additions-Total-
Tax Record2025$3,866 ($322 / month)
Home Facts
Beds4Total Finished SqFt2,302 SqFtAbove Grade Finished SqFt2,302 SqFtStories2Lot Size6,738 SqFtStyleSingle Family ResidenceYear Built2003ZoningPUDCountyCLAYAPN05-05-26-014221-041-37

Schools near 2053 Trailing Pines Way

This home is within Clay.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Charter - PK to 12
Rating
School
Distance
Thunderbolt Elementary School
PublicPK to 6

Green Cove Springs Junior High School
Public7 to 8

Fleming Island High School
Public9 to 12

St Johns Classical Academy
CharterPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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2053 Trailing Pines Way is a single family home for sale in Fleming Island, FL 32003. This property was listed for sale on April 13, 2026 by WATSON REALTY CORP, it's currently listed at $459,900. It has been on the market for a total of 3 days and was last sold on September 18, 2020. This listing's school district is Clay. Nearby schools include Thunderbolt Elementary School, Green Cove Springs Junior High School and Fleming Island High School. 2053 Trailing Pines Way is a 4-bed, 3-bath, 2,302 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of WATSON REALTY CORP

Based on information from one of the following Multiple Listing Services: Pensacola Association of REALTORS®, Amelia Island Nassau County Association of REALTORS and NEFMLS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Pensacola Association of REALTORS®, Amelia Island Nassau County Association of REALTORS and NEFMLS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.