Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,025,000 -$75,000 (-6.82%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,527 Sq. Ft.
  • Updated 2 days ago
See This Home
Save This Home
See This Home
Save This Home
Welcome to this stunning single-family home located at 158 Trailhead Dr, Inlet Beach, FL. This exquisite property offers 2,527 square feet of living space, featuring 4 bedrooms and 3.5 bathrooms spread across a well-contemplated home layout. Upon entering, you'll be greeted by a spacious and bright living area, perfect for entertaining guests or enjoying quiet evenings at home. The open floor plan seamlessly connects the living room to the dining area and kitchen, creating a comfortable and elegant flow throughout the main level. The kitchen is a chef's dream, boasting modern appliances, ample counter space, and an island for casual dining. The primary bedroom is a relaxing retreat, complete with an en-suite bathroom featuring luxurious amenities.

Full Property Details for 158 Trailhead Dr

General

  • Price: $1,025,000
  • Taxes: $11,751 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Emerald_Coast
  • MLS ID: 1003317
  • Updated: 7/10/2026
  • Added to Site: 54 day(s) ago

Rental Information

  • Complex Features: Exercise Room, Golf, Pavillion/Gazebo, Picnic Area, Playground, Pool, Tennis

Interior

  • Number of Rooms: 6
  • Interior Features: Built-In Bookcases, Ceiling Crwn Molding, Kitchen Island, Walls Wainscoting
  • Appliances: Dishwasher, Microwave, Range Hood, Refrigerator, Stove/Oven Dual Fuel, Water Heater - Tnkls
  • Flooring: Floor Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Pool: Yes
  • Pool Description: Pool Type

Exterior

  • Porch/Patio/Deck: Porch Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Garage

Location

  • Area: 18 - 30A East
  • County: Walton
  • Subdivision: WATERSOUND ORIGINS
  • Driving Directions: Enter Origins from Hwy 98 via Breakers St or N Watersound Parkway. Trailhead Drive is north of Pathways Drive at the Village Commons. Home is on the south side of Trailhead Drive.

School Information

  • Elementary School: Dune Lakes
  • Middle School: Emerald Coast
  • High School: South Walton

Utilities

  • Sewer: Public Sewer
  • Utility Description: Electric, Gas - Natural, Public Water

Structural Information

  • Architectural Style: Traditional
  • Construction: Siding CmntFbrHrdBrd
  • Exterior Const.: Siding CmntFbrHrdBrd
  • Stories/Levels: 1
  • Square Feet: 2,527
  • Sq. Ft. Source: County PA Records
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,405.2
  • Lot Dimensions: 68 x 120 x 56 x 120
  • Lot Features: Sidewalk
  • Zoning: Resid Single Family

Financial Considerations

  • Assessment Amount: $701
  • Tax Amount: $11,751.98
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Lot 79 Pathways At Watersound Ph 1 Pb 20-34 Or 3106-1098 Or 3146-3771
  • APN: 24-3S-18-16100-000-0790
  • Property ID: 24-3S-18-16100-000-0790

Listed by Engel & Voelkers 30A Beaches

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 agent

— 158 Trailhead Dr —

  • Engel & Voelkers 30A Beaches

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 158 Trailhead Dr

School District:Walton County School District
NameGradesDistance
Bay Elementary School
6565 US Highway 98 East, Santa Rosa Beach, FL 32459
K-55.2 mi
Emerald Coast Middle School
4019 US Highway 98 East, Santa Rosa Beach, FL 32459
6-87.5 mi
South Walton High School
645 Greenway Trail, Santa Rosa Beach, FL 32459
9-1211.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 158 Trailhead Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/10/2026
Price Reduced
$1,025,000
-6.82%
MLS
7/01/2026
Price Reduced
$1,100,000
-4.35%
MLS
5/19/2026
Listed
$1,150,000
37.87%
MLS
6/15/2020
Sold
$834,100
—
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 158 Trailhead Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,752
3%
$1,300,617
4%
2024
$11,369
—
$1,244,672
-8%
2023
$11,408
87%
$1,346,343
102%
2021
$6,093
-38%
$667,105
-38%
2022
$9,905
63%
$1,068,778
661%
2021
$6,093
400%
$140,526
28%
2019
$1,218
22%
$109,936
10%
2018
$997
—
$99,942
—
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 158 Trailhead Dr

$
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 Engel & Voelkers 30A Beaches

Similar Properties near 158 Trailhead Dr

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

265 Artesian Way, Watersound, FL 32461 - Photo 1
$1,125,000

265 Artesian Way  Watersound, FL 32461

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,214
    Sq. Ft.
13 Inlet Cv, Inlet Beach, FL 32461 - Photo 1
$925,000

13 Inlet Cv  Inlet Beach, FL 32461

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,841
    Sq. Ft.
158 E Seabrook Wy, Watersound, FL 32461 - Photo 1
$1,043,750

158 E Seabrook Wy  #Lot 28  Watersound, FL 32461

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,484
    Sq. Ft.
112 Riviera Dr, Panama City Beach, FL 32413 - Photo 1
$1,045,000

112 Riviera Dr  Panama City Beach, FL 32413

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths

Just Listed near 158 Trailhead Dr

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

298 W Lafayette Rd, Watersound, FL 32461 - Photo 1 Just Listed
$1,475,000

298 W Lafayette Rd  Watersound, FL 32461

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 3,868
    Sq. Ft.
112 Cannonball Lane, Watersound, FL 32461 - Photo 1 Just Listed
$1,090,000

112 Cannonball Lane  Watersound, FL 32461

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,355
    Sq. Ft.
80 Somersault Lane, Watersound, FL 32461 - Photo 1 Just Listed
$839,000

80 Somersault Lane  Watersound, FL 32461

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,263
    Sq. Ft.
8377 E County Hwy 30A, Seacrest, FL 32461 - Photo 1 Just Listed
$1,475,000

8377 E County Hwy 30A  #204  Seacrest, FL 32461

  • Condo
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,836
    Sq. Ft.

Price Reduced near 158 Trailhead Dr

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

63 Johnstown Ln, Rosemary Beach, FL 32461 - Photo 1 Price Reduced
-$80,000 (-1.79%)
$4,395,000

63 Johnstown Ln  Rosemary Beach, FL 32461

  • Single Family
  • Active
  • Updated 11 hours ago
  • 5
    Beds
  • 6
    Total Baths
  • 3,481
    Sq. Ft.
100 Walton Bonita Dr, Seacrest, FL 32461 - Photo 1 Price Reduced
-$195,000 (-7.24%)
$2,500,000

100 Walton Bonita Dr  Seacrest, FL 32461

  • Single Family
  • Active
  • Updated 12 hours ago
  • 4
    Beds
  • 5
    Total Baths
  • 2,674
    Sq. Ft.
48 Cast Net Ln, Seacrest, FL 32461 - Photo 1 Price Reduced
-$24,999 (-1.52%)
$1,625,000

48 Cast Net Ln  Seacrest, FL 32461

  • Single Family
  • Active
  • Updated 10 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,520
    Sq. Ft.
98 Holly Pines Cir, Santa Rosa Beach, FL 32459 - Photo 1 Price Reduced
-$20,000 (-5.13%)
$370,000

98 Holly Pines Cir  Santa Rosa Beach, FL 32459

  • Mobile Home
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,100
    Sq. Ft.
Listed by Alex Pelegrina (850) 803-7591

Recent Sales near 158 Trailhead Dr

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

654 Breakers Street, Inlet Beach, FL 32461 - Photo 1 Sold
$1,078,000

654 Breakers Street  Inlet Beach, FL 32461

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,317
    Sq. Ft.
70 River Rise Wy, Inlet Beach, FL 32461 - Photo 1 Sold
$1,175,000

70 River Rise Wy  Inlet Beach, FL 32461

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,388
    Sq. Ft.
165 Pennekamp Ln, Inlet Beach, FL 32461 - Photo 1 Sold
$1,170,000

165 Pennekamp Ln  Inlet Beach, FL 32461

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,096
    Sq. Ft.
150 Medley Street, Watersound, FL 32461 - Photo 1 Sold
$950,000

150 Medley Street  Watersound, FL 32461

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,319
    Sq. Ft.

158 Trailhead Drive, Inlet Beach, FL 32461 (MLS# 1003317) is a Single Family property with 4 bedrooms and 3 full bathrooms. 158 Trailhead Drive is currently listed for $1,025,000 and was received on May 19, 2026. Want to learn more about 158 Trailhead Drive? Do you have questions about finding other Single Family real estate for sale in Inlet Beach? You can browse all Inlet Beach real estate or contact a Coldwell Banker agent to request more information.

Tour this property