85 Trailhead Dr, Watersound, FL 32461
Property image
Property image
OFF MARKET

$2,802,200

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,166 sqft

85 Trailhead Dr, Watersound, FL 32461

Est. Refi. Payment $17,146/mo*
Refinance Your Home
Currently Off Market - Sold Apr 3, 2023 for $3,000,000

Home Value

Trulia Estimate
$2.8M
Since last month
Decreased$17K (-0.6%)
Since last year
Decreased$156K (-5.3%)
Since last sale
Decreased$201K (-6.7%)
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 +89% in the last 10 years
MonthEstimated value
2026
November 2026$2.8M
October 2026$2.81M
September 2026$2.82M
August 2026$2.81M
July 2026$2.82M
June 2026$2.82M
May 2026$2.83M
April 2026$2.86M
March 2026$3.08M
February 2026$3.04M
January 2026$2.94M
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
55 Seastone Ct, Watersound, FL
0.07
Single-Family Home
$3,650,000
06/10/26
5
5.5
4,454
141 Sandchase Cir, Inlet Beach, FL
0.17
Single-Family Home
$1,850,000
04/01/26
5
5
3,502
141 Sandchase Cir, Rosemary Beach, FL
0.17
Single-Family Home
$1,850,000
03/30/26
5
5
3,702
203 Trailhead Dr, Inlet Beach, FL
0.13
Single-Family Home
$1,750,000
06/05/26
4
5
3,252
92 Rosecourt St, Inlet Beach, FL
0.39
Single-Family Home
$2,300,000
04/03/26
5
4.5
4,192
576 Cannonball Ln, Inlet Beach, FL
0.34
Single-Family Home
$2,700,000
08/03/26
5
5.5
3,432
436 Cannonball Ln, Inlet Beach, FL
0.25
Single-Family Home
$2,950,000
01/30/26
4
4.5
3,787
169 Sandchase Cir, Inlet Beach, FL
0.21
Single-Family Home
$1,650,000
03/30/26
5
4
3,732
56 Rosecourt St, Inlet Beach, FL
0.39
Single-Family Home
$2,010,000
12/18/25
5
5.5
3,898
122 Trailhead Dr, Watersound, FL
0.05
Single-Family Home
$1,425,000
12/31/25
3
3.5
2,549

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
13 Seastone Ct, Inlet Beach, FL 32461
0.01
$1,997,400
4
5
3,342
Off Market
Lot 2 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 1 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 8 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 14 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 9 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 10 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 7 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 6 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 5 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 3 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 2 Seastone Ct #2, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 12 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Lot 4 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
13 Seastone Ct, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Tbd Trailhead Drive Way # #76, Rosemary Beach, FL 32461
0.01
-
Studio
-
-
Off Market
71 Trailhead Dr, Inlet Beach, FL 32461
0.01
$1,481,000
4
3
2,588
Off Market
Lot 12 Trailhead Dr, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Trailhead Dr #84, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market
Trailhead Dr #85, Rosemary Beach, FL 32461
0.01
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 85 Trailhead Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
4,166 sqft
$673/sqft
Garage

About this House

What's unique:Wraparound porchWell-appointed guest suiteSummer kitchenExpansive custom closetCustom cabinetryPremium appliances
This single-family home is located at 85 Trailhead Dr, Watersound, FL. 85 Trailhead Dr is in Watersound, FL and in ZIP code 32461. This property has 5 bedrooms, 6 bathrooms and approximately 4,166 sqft of floor space. This property has a lot size of 4356 sqft and was built in 2020.
85 Trailhead Dr, Watersound, FL 32461 is a 5 bedroom, 6 bathroom, 4,166 sqft single-family home built in 2020. It last sold for $3,000,000 on Apr 3, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,802,200, with a rent estimate of $10,393/month.

Home Details for 85 Trailhead Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Cement Concrete
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4356 sqft

Price and Tax history

DateEventPrice
Sep 25, 2026
Source: ECAOR #999707
ListingRemoved
$2,995,000
Apr 3, 2026
Source: ECAOR #999707
Listed For Sale
$2,995,000
Apr 3, 2023
Source: N/A
Sold
$3,000,000
Aug 17, 2020
Source: N/A
Sold
$1,495,000
Jun 26, 2020
Source: Agent Provided
Pending
$1,549,000

Market trends in Inlet Beach

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.57M
$21.67KMoM
Sale-to-List Price
96.0%
0.2%MoM
Price per sq ft
$765
$16MoM
Available listings
414
26MoM
Sourced by Trulia Market Trends

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

LGBTQ Local Legal Protections

Frequently asked questions about 85 Trailhead Dr

  • What is 85 Trailhead Dr estimated to be worth?
    Trulia's estimated value for 85 Trailhead Dr in Watersound, FL is $2,802,200.
  • What is the price history for 85 Trailhead Dr?
    85 Trailhead Dr in Watersound, FL last sold for $3,000,000 in April 2023.
  • Is Watersound a buyer's or seller's market?
    Watersound is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Watersound?
    The median sale price in Watersound is $1.57M. That is up $21.67K from the prior month.
  • Does 85 Trailhead Dr have air conditioning?
    Yes, 85 Trailhead Dr in Watersound, FL has air conditioning.
  • Does 85 Trailhead Dr have a pool?
    Yes, 85 Trailhead Dr in Watersound, FL has a pool.

Explore by feature - Pet Friendly

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