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$625,000 Sale Pending
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Property Description
Welcome to 158 Whispering Way in the highly desirable Hammock Bay community of Freeport, Florida. Situated on an oversized 0.41-acre homesite backing to protected preserve land, this beautifully updated 5-bedroom, 3.5-bath home offers the perfect combination of privacy, comfort, and resort-style living. With 2,824 square feet of thoughtfully designed space, this home was built for both everyday living and entertaining. Inside, you'll find a spacious and functional layout with generous living areas, flexible bedroom space, and tasteful updates throughout. Recent improvements include a new roof, freshly painted stucco exterior, hurricane shutters, a brand-new tankless water heater, and a whole-house generator for added peace of mind. Step outside to your own private backyard retreat featuring a heated inground saltwater pool, brand-new deck, basketball court, fully fenced yard, and backyard storage shed. With no rear neighbors and peaceful preserve views, this outdoor space offers the ultimate setting for relaxing, entertaining, or enjoying quiet evenings at home. Located in one of Freeport's premier master-planned communities, Hammock Bay offers an unmatched lifestyle with exceptional amenities including multiple resort-style pools and clubhouses, a state-of-the-art fitness center, tennis, basketball and pickleball courts, miles of walking and biking trails, dog parks, playgrounds, community events, seasonal markets, and the stunning Lake Club overlooking the bay. Conveniently located just minutes from the beaches of 30A and South Walton, shopping, dining, and top-rated schools, this move-in-ready home delivers the best of Florida living in one of the area's most sought-after neighborhoods.
Full Property Details
Full Property Details for 158 Whispering Way
General
- Price: $625,000
- Taxes: $4,414 (2025)
- Status: Pending
- Type: Single Family
- Source: Emerald_Coast
- MLS ID: 999069
- Updated: 7/4/2026
- Added to Site: 109 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: $198
- 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
Listed by Real Broker LLC
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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
5/27/2026
Price Reduced
$625,000
-0.56%
MLS
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 $625,000 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.

