21 Jack Knife Dr, Watersound, FL 32461
Property image
Property image
SOLD
SEP 9, 2026

$878,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,086 sqft

21 Jack Knife Dr, Watersound, FL 32461

Est. Refi. Payment $5,443/mo*
Refinance Your Home
Currently Off Market - Sold Sep 9, 2026 for $863,000 (4% below list price)

Home Value

Trulia Estimate
$879K
Since last month
Decreased$12K (-1.3%)
Since last year
Decreased$97K (-10%)
Since last sale
Increased$16K (+1.8%)
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 +60% in the last 10 years
MonthEstimated value
2026
September 2026$879K
August 2026$878K
July 2026$891K
June 2026$995K
May 2026$978K
April 2026$978K
March 2026$982K
February 2026$975K
January 2026$961K
2025
2024
2023
2022
2021
2020
2019
2018

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
81 Jack Knife Dr, Inlet Beach, FL
0.06
Single-Family Home
$837,000
06/08/26
3
3
2,124
167 Jack Knife Dr, Inlet Beach, FL
0.16
Single-Family Home
$887,500
12/22/25
4
3
2,086
80 Somersault Ln, Watersound, FL
0.09
Single-Family Home
$839,000
08/06/26
4
3.5
2,263
22 Somersault Ln, Inlet Beach, FL
0.15
Single-Family Home
$975,000
07/17/26
4
3
2,295
27 Somersault Ln, Inlet Beach, FL
0.15
Single-Family Home
$855,000
08/27/26
3
3
1,974
77 Cannonball Ln #174, Inlet Beach, FL
0.17
Single-Family Home
$797,000
02/10/26
3
3
1,950
218 Jack Knife Dr, Inlet Beach, FL
0.19
Single-Family Home
$849,000
12/01/25
3
3
1,944
150 Medley St, Watersound, FL
0.10
Single-Family Home
$950,000
01/29/26
4
3
2,319

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
18 Jack Knife Dr #146, Inlet Beach, FL 32461
0.03
$898,300
3
3
1,950
Off Market
179 Splash Dr, Watersound, FL 32461
0.06
$1,900,000
4
4.5
3,308
Recently Sold
16 Medley St, Inlet Beach, FL 32461
0.05
$1,900,000
4
4.5
3,338
Recently Sold
54 Jack Knife Dr #143, Watersound, FL 32461
0.04
$861,100
3
3
1,950
Off Market
58 Medley St, Watersound, FL 32461
0.04
$1,122,300
3
3.5
2,473
Off Market
237 Splash Dr, Inlet Beach, FL 32461
0.08
$1,200,000
3
3.5
2,488
Recently Sold
76 Jack Knife Dr, Inlet Beach, FL 32461
0.06
$865,000
4
3
2,203
For Sale
81 Jack Knife Dr, Inlet Beach, FL 32461
0.06
$837,000
3
3
2,124
Recently Sold
92 Jack Knife Dr, Inlet Beach, FL 32461
0.08
$901,100
3
3
1,944
Off Market
80 Somersault Ln, Watersound, FL 32461
0.09
$839,000
4
3.5
2,263
Recently Sold
120 Medley St, Inlet Beach, FL 32461
0.08
$1,327,000
4
3.5
2,543
Off Market

Local Information

  • Map ViewExplore the area around 21 Jack Knife Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2017
2,086 sqft
$414/sqft
Garage

About this House

Step into the Watersound lifestyle! Set among the tall pines and white picket fences of Winter Garden, one of the most coveted locations within Watersound Origins, this four-bedroom, three-bath coastal cottage offers refined single-level living minutes from world class beaches and idyllic Scenic Highway 30A.
Gracious porches front and back open to the light-filled interior of this Bayberry plan, built by respected local builder Huff Homes. European white oak floors and plantation shutters throughout, hand-selected lighting fixtures, and a shiplap entry carry a cohesive finish level from room to room. The kitchen is a study in considered detail with white quartz countertops, Frigidaire Professional appliances, a walk-in pantry, and crisp Shaker cabinetry with soft-close hardware - elevated by a microwave drawer set into the island, custom appliance storage, and an added dry bar for entertaining. In the primary suite, a soaker tub and separate frameless glass shower create a private retreat. This expanded floor plan also features a second en-suite bedroom, two additional bedrooms served by a full hall bath, separate laundry room, and ample storage spaces. Outdoors, a generous screened rear porch opens to a custom paver patio framed by lush landscaping, where a picket gate leads to a footpath through wooded conservation land. The piped-gas fire pit anchors cooler coastal evenings, while a gas grill stub makes outdoor meals effortless. Whole-house air purification, a tankless water heater, and a two-car garage with built-in cabinetry and push-button attic lift complete a home where every practical detail has already been considered.
And the best of Watersound Origins is only a short walk from the front door - the amenity center with golf, resort-style pool, fitness center, and tennis and pickleball courts. Winter Garden pocket parks, event lawns, and dense pine canopy give this area within Origins a texture that newer developments haven't had time to earn. Residents enjoy miles of paved walking and biking trails throughout the neighborhood, along with community kayaks and dock access on Lake Powell, one of only a handful of coastal dune lakes on earth.
At the community entrance, Watersound Town Center - St. Joe's open-air lifestyle center - places Publix, Starbucks, chef-driven dining, boutiques, and medical and professional services minutes away by cart or bike, with new national retailers opening and further expansion underway. Scenic Highway 30A lies approximately two miles south via a dedicated multi-use path, putting the Emerald Coast's sugar-white sand, Alys Beach, Rosemary Beach, and 30Avenue within easy reach.
Move-in ready, exactingly finished, and backing to preservation in one of Northwest Florida's most desirable enclaves. The lifestyle is already here. All that remains is claiming it.
21 Jack Knife Dr, Watersound, FL 32461 is a 4 bedroom, 3 bathroom, 2,086 sqft single-family home built in 2017. It last sold for $863,000 on Sep 9, 2026 (4% below the $899,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $878,800, with a rent estimate of $5,131/month.
Last check for updates: about 12 hours ago
Listed by Anna S Callaway, (901) 679-0550
Scenic Sotheby's International Realty
Bought with: Jason R Flatt, The Premier Property Group
Source: ECAOR, MLS#1008427

Home Details for 21 Jack Knife Dr

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Area, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2086 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Tankless Water HeaterDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Window: Plantation ShuttersFlooring: Hardwood, TileCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Tile
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Patio, Porch, ScreenedExterior: Private Yard, Sprinkler SystemFoundation: SlabSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 4Parking: Garage Door Opener,Garage
Frontage
Road Frontage: Private RoadRoad Surface Type: PavedNot on Waterfront

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida Cottage
Building
Construction Materials: Siding CmntFbrHrdBrdNot a New ConstructionNot Attached Property
Property Information
Condition: Construction CompleteParcel Number: 253S18162300001160

Price & Status

Price
List Price: $899,000Price Per Sqft: $414/sqft
Status Change & Dates
Off Market Date: Wed Aug 26 2026

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 2086 Square Feet
Community rooms
Fitness Center

Community

Community Features: Community Room, Fitness Center, Golf, Short Term Rental - Not Allowed, Picnic Area, Playground, Pool, Tennis Court(s), Waterfront, Pickleball
Other
Playground

HOA

HOA Fee Includes: Management, Recreational FacltyHas an HOA

Lot Information

Lot Area: 5662.8 sqft

Listing Info

Special Conditions: Accept Backup Offers

Miscellaneous

Mls Number: 1008427

Additional Information

Community RoomGolfShort Term Rental - Not AllowedPicnic AreaPlaygroundPoolTennis Court(s)WaterfrontPickleball

Price and Tax history

DateEventPrice
Sep 9, 2026
Source: ECAOR #1008427
Sold
$863,000
Aug 28, 2026
Source: ECAOR #1008427
Pending
$899,000
Jul 24, 2026
Source: ECAOR #1008427
Listed For Sale
$899,000
Aug 31, 2023
Source: N/A
Sold
$1,010,000
Aug 12, 2023
Source: ECAOR #925196
Pending
$1,025,900

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

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

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Frequently asked questions about 21 Jack Knife Dr

  • What is 21 Jack Knife Dr estimated to be worth?
    Trulia's estimated value for 21 Jack Knife Dr in Watersound, FL is $878,800.
  • What is the price history for 21 Jack Knife Dr?
    21 Jack Knife Dr in Watersound, FL last sold for $863,000 in September 2026.
  • Is Watersound a buyer's or seller's market?
    Watersound is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Watersound?
    The median sale price in Watersound is $1.61M. That is up $40K from the prior month.
  • Does 21 Jack Knife Dr have air conditioning?
    Yes, 21 Jack Knife Dr in Watersound, FL has air conditioning.
  • Does 21 Jack Knife Dr have a pool?
    Yes, 21 Jack Knife Dr in Watersound, FL has a pool.

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