158 Trailhead Dr, Inlet Beach, FL 32461
Property image
Property image
FOR SALE

$999,000

Original price: $1,025,000
  • 4 Beds
  • 3 Baths
  • 2,527 sqft

158 Trailhead Dr, Inlet Beach, FL 32461

Est. Mortgage $6,155/mo*
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We estimate this home will sell faster than 96% nearby.

Home Highlights

Single-Family Home
Built in 2020
$395/sqft
Garage

Local Information

  • Map ViewExplore the area around 158 Trailhead Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 1 hour ago
Listing courtesy of Robert S Weil, (850) 714-1935
Engel & Voelkers 30A Beaches
Source: ECAOR, MLS#1003317
Also Listed on ECAOR.
We estimate this home will sell faster than 96% nearby.

Home Details for 158 Trailhead Dr

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Foyer, Garage, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2527 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Microwave, Range Hood, Refrigerator, Tankless Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Natural GasHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: HardwoodCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Screened
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 5Parking: Garage
Frontage
Not on Waterfront

Days on Market

Days on Market: 121

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Siding CmntFbrHrdBrdNot a New ConstructionNot Attached Property
Property Information
Condition: Construction CompleteParcel Number: 243S18161000000790

Price & Status

Price
List Price: $999,000Price Per Sqft: $395

Active Status

MLS Status: Active

Location

Direction & Address
City: Inlet BeachCommunity: WATERSOUND ORIGINS
School Information
Elementary School: Dune LakesJr High / Middle School: Emerald CoastHigh School: South Walton

Agent Information

Listing Agent
Listing ID: 1003317

Building

Building Area
Building Area: 2527 Square Feet
Community rooms
Fitness Center

Community

Community Features: Fitness Center, Golf, Pavillion/Gazebo, Picnic Area, Playground, Pool, Tennis Court(s)
Other
Playground

Lot Information

Lot Area: 7405.2 sqft

Miscellaneous

Mls Number: 1003317

Additional Information

GolfPavillion/GazeboPicnic AreaPlaygroundPoolTennis Court(s)

Around this home

What Locals Say about Inlet Beach

At least 28 Trulia users voted on each feature.

  • 89 % Say it's dog friendly

  • 79 % Say it's walkable to restaurants

  • 79 % Say parking is easy

  • 79 % Say people would walk alone at night

  • 77 % Say yards are well-kept

  • 77 % Say car is needed

  • 74 % Say there are sidewalks

  • 73 % Say it's quiet

  • 66 % Say kids play outside

  • 53 % Say they plan to stay for at least 5 years

  • 53 % Say there's holiday spirit

  • 49 % Say there are community events

  • 45 % Say streets are well-lit

  • 43 % Say there's wildlife

  • 39 % Say neighbors are friendly

  • 30 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • lesliekolovich
    "Beautiful. Safe. Active people playing tennis, pickleball, golf riding bikes, walking dogs. I love living here. "
    0
    Flag
  • lesliekolovich
    "There are lots of families in our neighborhood. It is a safe place for children to play. People ride bikes and walk their dogs. "
    0
    Flag
  • lesliekolovich
    "Watersound Origins is a beautiful family friendly neighborhood. We’ve lived here 2 years. It’s an active neighborhood with festivals, events with food trucks. People care about their yards. It’s clean. "
    0
    Flag
  • lesliekolovich
    "Easy. 10 minutes in the off season. If you must travel 30A it can get very crowded especially slow golf carts on the road. "
    0
    Flag
  • Trulia User
    "Beach, walkability, friendliness, safe and quiet. Also, farmers market every week, parades and trick or treating. Shopping and restaurants everywhere."
    0
    Flag
  • Calley M.
    "We’ve lived here for 5 years and love it, our own piece of paradise. We enjoy walking to the beach, the lake, and around our neighborhood. We also get to hear live music and enjoy all the bonuses of great food and a beautiful location/ 30avenue. "
    7
    Flag
  • Reginald P.
    "You see people walking there dogs all the time. As dog owner myself we have been welcome everywhere, resturants, green spaces and the beach."
    0
    Flag
  • Sonya M.
    "Live music, farmers market, wine and food festivals, local owned businesses, beaches with white sand and emerald water."
    4
    Flag

Market trends in Inlet Beach

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.61M
$40KMoM
Sale-to-List Price
95.7%
0.1%MoM
Price per sq ft
$714
$117MoM
Available listings
433
21MoM

Home Value

Trulia Estimate
$981K
Since last month
Increased$7K (+0.7%)
Since last year
Decreased$334K (-25.4%)
Since last sale
Increased$147K (+17.6%)
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 +22% in the last 10 years
MonthEstimated value
2026
September 2026$981K
August 2026$974K
July 2026$980K
June 2026$1.12M
May 2026$1.14M
April 2026$1.35M
March 2026$1.37M
February 2026$1.35M
January 2026$1.31M
2025
2024
2023
2022
2021
2020

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
102 Firefly Way, Inlet Beach, FL
0.08
Single-Family Home
$835,000
03/30/26
3
3
1,944
62 Sandchase Cir, Inlet Beach, FL
0.13
Single-Family Home
$812,000
06/30/26
3
3
1,943
122 Trailhead Dr, Watersound, FL
0.03
Single-Family Home
$1,425,000
12/31/25
3
3.5
2,549
168 N Splash Dr, Watersound, FL
0.16
Single-Family Home
$1,320,000
09/01/26
4
4.5
2,625
770 BREAKERS ST, WaterSound, FL
0.30
Single-Family Home
$1,075,000
08/03/26
4
4
2,480
22 Somersault Ln, Inlet Beach, FL
0.40
Single-Family Home
$975,000
07/17/26
4
3
2,295
654 Breakers St, Inlet Beach, FL
0.40
Single-Family Home
$1,078,000
03/23/26
4
3
2,317
203 Trailhead Dr, Inlet Beach, FL
0.05
Single-Family Home
$1,750,000
06/05/26
4
5
3,252
167 Jack Knife Dr, Inlet Beach, FL
0.46
Single-Family Home
$887,500
12/22/25
4
3
2,086

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
215 Trailhead Dr #14, Watersound, FL 32461
0.04
$2,408,300
4
4.5
3,525
Off Market
122 Trailhead Dr, Watersound, FL 32461
0.03
$1,425,000
3
3.5
2,549
Recently Sold
203 Trailhead Dr, Inlet Beach, FL 32461
0.05
$1,750,000
4
5
3,252
Recently Sold
100 Trailhead Dr, Inlet Beach, FL 32461
0.05
$1,889,700
4
4.5
2,649
Off Market
55 Seastone Ct, Watersound, FL 32461
0.06
$3,650,000
5
5.5
4,454
Recently Sold
21 Seastone Ct, Watersound, FL 32461
0.06
$2,144,800
5
5
3,928
Off Market
Lot 11 Seastone Ct, Rosemary Beach, FL 32461
0.06
-
-
-
-
Off Market
246 Trailhead Dr, Watersound, FL 32461
0.08
$1,150,000
4
3
2,335
For Sale
102 Firefly Way, Inlet Beach, FL 32461
0.08
$835,000
3
3
1,944
Recently Sold
133 Sandchase Cir #15, Watersound, FL 32461
0.09
$1,649,000
4
4.5
2,997
For Sale
141 Sandchase Cir, Rosemary Beach, FL 32461
0.09
$1,850,000
5
5
3,702
Recently Sold

Price and Tax history

DateEventPrice
Jul 19, 2026
Source: ECAOR #1003317
PriceChange
$999,000
Price decreased by 3%
Jul 10, 2026
Source: ECAOR #1003317
PriceChange
$1,025,000
Price decreased by 7%
Jul 1, 2026
Source: ECAOR #1003317
PriceChange
$1,100,000
Price decreased by 4%
May 19, 2026
Source: ECAOR #1003317
Listed For Sale
$1,150,000
Apr 13, 2025
Source: Zillow Rentals
ListingRemoved
$5,500

LGBTQ Local Legal Protections

Robert S Weil, Engel & Voelkers 30A Beaches
Agent Phone: (850) 714-1935
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Member number: 28189

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Frequently asked questions about 158 Trailhead Dr

  • What is the estimated monthly payment for 158 Trailhead Dr?
    Based on a $999,000 list price with 20% down at today's rates, the estimated monthly payment for 158 Trailhead Dr in Inlet Beach, FL is approximately $6,251 (about $5,402 principal & interest, $774 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 158 Trailhead Dr compare to homes in Inlet Beach?
    158 Trailhead Dr in Inlet Beach, FL is listed at $999,000, about 38% below the $1.61M median sale price in Inlet Beach.
  • What do residents say about Inlet Beach?
    Residents describe Inlet Beach, FL as dog-friendly, walkable to restaurants, and easy to park in. See homes for sale in Inlet Beach, FL.
  • What are the closest schools to 158 Trailhead Dr?
    The closest schools to 158 Trailhead Dr in Inlet Beach, FL are Dune Lakes Elementary School (rated 10/10), Emerald Coast Middle School (rated 8/10), South Walton High School (rated 8/10).
  • Does 158 Trailhead Dr have a pool?
    Yes, 158 Trailhead Dr in Inlet Beach, FL has a pool.
  • How big is the lot at 158 Trailhead Dr?
    The lot at 158 Trailhead Dr in Inlet Beach, FL is about 0.17 acres (7,405 sq ft).
158 Trailhead Dr, Inlet Beach, FL 32461 is a 4 bedroom, 3 bathroom, 2,527 sqft single-family home built in 2020. This property is currently available for sale and was listed by ECAOR on May 19, 2026. The MLS # for this home is MLS# 1003317.