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$628,500
Property Description
Home is under contract with a home sale contingency and kickout clause in place. Allowing showings and accepting backup offers. Welcome to 158 Whispering Way in the highly sought-after Hammock Bay community of Freeport. This beautifully updated 5-bedroom, 3.5-bath home offers 2,824 square feet of thoughtfully designed living space, perfectly positioned on an oversized 0.41-acre lot backing up to preserved land--ensuring lasting privacy with no rear neighbors. Step outside to your own private outdoor retreat featuring a heated inground saltwater pool, brand-new deck, basketball court, fully fenced backyard, and additional storage with a backyard shed. A whole-house generator provides added peace of mind, while recent upgrades including a new roof, freshly painted stucco exterior, hurricane Inside, the spacious and functional layout is ideal for both everyday living and entertaining, offering comfort, flexibility, and room to grow. Whether you're enjoying quiet mornings overlooking the preserve, relaxing poolside, or hosting gatherings with family and friends, this home delivers the perfect blend of privacy, convenience, and long-term value. Built in 2008 and thoughtfully updated, this is a standout opportunity in one of Freeport's most desirable communities. Community Features: Hammock Bay is a master-planned, resort-style community located just minutes from the beaches of South Walton and 30A. Residents enjoy: Three beautifully designed clubhouses, two with pools and lounge areas State-of-the-art fitness center Tennis, basketball, and pickleball courts Miles of walking and jogging trails General Store, event lawn, dog parks, and playgrounds Lake Club with waterfront clubhouse and dock overlooking the bay Regular community events and seasonal markets that create a true neighborhood feel.
Full Property Details
Full Property Details for 158 Whispering Way
General
- Price: $628,500
- Taxes: $4,414 (2025)
- Status: Active
- Type: Single Family
- Source: Emerald_Coast
- MLS ID: 999069
- Updated: 4/13/2026
- Added to Site: 18 day(s) ago
Rental Information
- Complex Features: Pickle Ball, BBQ Pit/Grill, Community Room, Dock, Exercise Room, Fishing, Game Room, Handball, Pavillion/Gazebo, Pets Allowed, Picnic Area, Playground, Pool, Tennis, TV Cable, Waterfront
Interior
- Number of Rooms: 8
- Interior Features: Breakfast Bar, Built-In Bookcases, Ceiling Crwn Molding, Newly Painted, Pantry, Pull Down Stairs, Split Bedroom, Washer/Dryer Hookup
- Fireplace: Yes
- Fireplace(s): Fireplace Gas
- Appliances: Auto Garage Door Opn, Cooktop, Disposal, Microwave, Refrigerator W/IceMk, Smoke Detector, Stove/Oven Gas, Water Heater - Tnkls
- Flooring: Floor Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Additional Information
- Pool: Yes
- Pool Description: Pool - Heated, Pool Type
Exterior
- Exterior Features: Rain Gutter, Fenced Back Yard, Lawn Pump, Pavillion/Gazebo, Pool - Gunite Concrt, Sprinkler System, Yard Building
- Porch/Patio/Deck: Deck Covered, Patio Enclosed, Porch Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking Features: Golf Cart Enclosed, Oversized
Location
- Area: 20 - Freeport
- County: Walton
- Subdivision: HAMMOCK BAY
- Driving Directions: From Hwy 20, enter into the main entrance of Hammock Bay on Great Hammock Bend. Turn left into the neighborhood of Sounds on Whispering Way. Home will be on your right. Look for sign.
School Information
- Elementary School: Freeport
- Middle School: Freeport
- High School: Freeport
Community
- Association: Yes
- Assoc. Fees Include: Accounting, Master Association, Recreational Faclty, Security, Cable TV
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Ceiling Fans, Central Air
- Heating Type: Natural Gas
- Heating/Cooling: Natural Gas, Ceiling Fans, Central Air
Utilities
- Sewer: Public Sewer
- Utility Description: Gas - Natural, Public Water, TV Cable
Structural Information
- Architectural Style: Craftsman Style
- Construction: Stucco
- Exterior Const.: Stucco
- Stories/Levels: 1
- Square Feet: 2,824
- Sq. Ft. Source: County PA Records
- Year Built: 2008
Lot Features
- Lot Size (Acres): 0.41
- Lot Size (Sq. Ft.): 17,859.6
- Lot Dimensions: 100 x 182 x 97 x 183
- Zoning: Resid Single Family
Financial Considerations
- Assessment Amount: $595
- Tax Amount: $4,414.83
- Tax Year: 2025
Disclosures and Reports
- Legal Description: Lot 26 Sounds At Hammock Bay Pb 16-89 Or 2738-2957 Or 2806-1162 Or 2934-3156 Or 2983-2364
- APN: 17-1S-19-23040-000-0260
- Property ID: 17-1S-19-23040-000-0260
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Schools
Schools serving 158 Whispering Way
School District:Walton County School District
| Name | Grades | Distance |
|---|---|---|
Freeport Middle School 360 Kylea Laird Drive, Freeport, FL 32439 | 6-8 | 1.4 mi |
Freeport Elementary School 15381 U.S. 331, Freeport, FL 32439 | PK-5 | 2.3 mi |
Freeport Senior High School 12615 U.S. 331, Freeport, FL 32439 | 9-12 | 4.9 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 Whispering Way
Date
Details
Price
Change
Source
3/27/2026
Listed
$628,500
69.27%
MLS
6/29/2015
Sold
$371,300
—
Public Record
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
Tax History for 158 Whispering Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,415
-1%
$309,258
-27%
2024
$4,442
4%
$424,705
-3%
2023
$4,281
4%
$436,940
40%
2021
$4,105
—
$311,447
-23%
2022
$4,112
—
$402,962
47%
2021
$4,105
2%
$273,700
3%
2019
$4,008
1%
$265,143
2%
2018
$3,951
2%
$260,199
2%
2017
$3,887
3%
$254,847
2%
2016
$3,763
-18%
$249,605
3%
2015
$4,562
5%
$242,690
8%
2014
$4,349
8%
$224,819
12%
2013
$4,041
—
$201,340
—
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
Estimate the Cost for 158 Whispering Way
158 Whispering Way, Freeport, FL 32439 (MLS# 999069) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 158 Whispering Way is currently listed for $628,500 and was received on March 27, 2026. Want to learn more about 158 Whispering Way? Do you have questions about finding other Single Family real estate for sale in Freeport? You can browse all Freeport real estate or contact a Coldwell Banker agent to request more information.
