158 Whispering Way

2,824 Sq. Ft.
$221 / Sq. Ft.
2,824
Sq. Ft.
$221
per Sq. Ft.

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,...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.
  1. Listed by Julie Pruitt-Gann • Brokerage DRE #2028677 • Real Broker LLC
    P: (903)-293-5821 C: (903)-293-5821 juliepruitt34@gmail.com
  2. Listed by Richard E Gann • Brokerage DRE #2028677 • Real Broker LLC
    P: (205)-412-2687 C: (205)-412-2687 rgann580@gmail.com

Property Details for 158 Whispering Way

Zoning
Resid Single Family
Architectural Style
Craftsman Style
Subdivision Name
HAMMOCK BAY
LISTING UPDATED: 05/31/2026 01:38 AM

Property Details for 158 Whispering Way

StatusActive
MLS #999069
Days on Market86
Taxes$4,415 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Detached Single Family
Year Built2008
Lot Size0.41 AC / 17,859 SF
CountyWalton County

Location

Listing Courtesy of Real Broker LLC
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Building Information for 158 Whispering Way

Stories1Year Built2008Building Size-Lot Size0.41 AC / 17,859 SF

Payment Calculator

$3,482 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,114

Property Taxes

$368

HOA Dues

$0

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Property Information for 158 Whispering Way

Summary
Location and General Information
  • Community 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
  • 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.
  • MLS Area Minor: 2005 - S. of 20 to Hwy 331
  • MLS Area Major: 20 - Freeport
  • Latitude: 30.500276
  • Longitude: -86.157051
  • Location Tax and Legal:Sub Area: 2005 - S. of 20 to Hwy 331
  • Location Tax and Legal:Elementary School: Freeport
  • Location Tax and Legal:Middle School: Freeport
  • Location Tax and Legal:High School: Freeport
  • Location Tax and Legal:Legal Description: Lot 26 Sounds At Hammock Bay Pb 16-89 Or 2738-2957 Or 2806-1162 Or 2934-3156 Or 2983-2364
  • Project Facilities: BBQ PitGrill2, Community Room, Dock2, Exercise Room, Fishing, Game Room, Handball, PavillionGazebo2, Pets Allowed2, Pickle Ball, Picnic Area, Playground, Pool2, Tennis, TV Cable3, Waterfront
  • Garage: true
Taxes and HOA
  • Association Fee Includes: Accounting, Master Association, Recreational Faclty, Security, Cable TV
  • Tax Legal Description: Lot 26 Sounds At Hammock Bay Pb 16-89 Or 2738-2957 Or 2806-1162 Or 2934-3156 Or 2983-2364
  • Parcel Number: 17-1S-19-23040-000-0260
  • Association Fee: $0
  • Association YN: Yes
  • Tax Annual Amount: $4,415
  • Listing Info Tax Legal:Last Taxes: $4,415
  • Listing Info Tax Legal:Last Tax Year: 2025.0
School Information
  • Elementary School: Freeport
  • Middle Or Junior School: Freeport
  • High School: Freeport
Parking
  • Carport YN: No
  • Attached Garage YN: Yes
  • Parking Features: Golf Cart Enclosed, Oversized
  • Garage Spaces: 2.5
  • General Property Info:Driveway Spaces: 4.0
  • Parking Features: Garage Attached, Golf Cart Enclosed, Oversized
Property
Lot Information
  • Building Area Source: County PA Records
  • Lot Size Dimensions: 100 x 182 x 97 x 183
  • Lot Size Acres: 0.41
  • Lot Size Area: 0.41
  • Lot Size Units: Acres
  • Property Condition: Construction Complete
  • Building Area Total: 2824.0
  • Lot Size Square Feet: 17859.6
  • General Property Info:SqFt Source: County PA Records
Property and Assessments
  • Tax Year: 2025.0
  • Floor Plans Count: 0.0
  • Property Type: Residential
  • Year Built: 2008.0
  • Property Sub Type: Detached Single Family
  • New Construction YN: No
  • General Property Info:Sub-Type: Detached Single Family
  • General Property Info:Design: Craftsman Style
  • Listing Info Tax Legal:Homestead: true
  • Construction Status: Construction Complete
  • Construction Siding: Roof ShingleShake, Slab, Stucco
  • Occupancy Status: Occupied
Utilities
  • Sewer: Public Sewer
  • Utilities: Gas - Natural, Public Water, TV Cable
  • Utilities: Gas - Natural, Public Sewer, Public Water, TV Cable
  • Energy: AC - 2 or More, AC - Central Elect, Ceiling Fans, Heat Cntrl Gas, Water Heater - Tnkls
Interior and Exterior Features
Exterior Features
  • Exterior Features: Rain Gutter, Fenced Back Yard, Lawn Pump, Pavillion/Gazebo, Pool - Gunite Concrt, Sprinkler System, Yard Building
  • Construction Materials: Stucco
  • Foundation Details: Slab
  • Stories: 1.0
  • Pool Features: Pool - Heated, Pool Type
  • Patio And Porch Features: Deck Covered, Patio Enclosed, Porch Screened
  • General Property Info:Pool: Yes
  • General Property Info:Pool Type: Private
  • Exterior: Deck Covered, Fenced Back Yard, Lawn Pump, Patio Enclosed, PavillionGazebo, Pool - Gunite Concrt, Pool - Heated, Porch Screened, Rain Gutter, Sprinkler System, Yard Building
Interior Features
  • Heating: Natural Gas
  • Cooling: Ceiling Fans, Central Air
  • Interior Features: Breakfast Bar, Built-In Bookcases, Ceiling Crwn Molding, Newly Painted, Pantry, Pull Down Stairs, Split Bedroom, Washer/Dryer Hookup
  • Fireplace Features: Fireplace Gas
  • Flooring: Floor Tile
  • Window Features: Window Treatment All
  • Room Type: Great Room, Dining Room, Office, Master Bedroom, Bedroom, Screened Porch
  • Rooms Total: 8.0
  • Bathrooms Total Integer: 4.0
  • Bathrooms Total Decimal: 3.5
  • Bathrooms Total Notational: 3.1
  • Cooling YN: Yes
  • Heating YN: Yes
  • Fireplace YN: Yes
  • Bedrooms Total: 5.0
  • Bathrooms Full: 3.0
  • Bathrooms Half: 1.0
  • Interior: Breakfast Bar, Built-In Bookcases, Ceiling Crwn Molding, Fireplace Gas, Floor Tile, Newly Painted, Pantry, Pull Down Stairs, Split Bedroom, WasherDryer Hookup, Window Treatment All
  • Appliances: Auto Garage Door Opn, Cooktop, Disposal, Microwave, Refrigerator WIceMk, Smoke Detector, StoveOven Gas
Room Information
Room 1
  • Room Type: Great Room
  • Room Level: First
  • Room Length: 26.0
  • Room Width: 22.0
  • Room Dimensions: 26 x 22
Room 2
  • Room Type: Dining Room
  • Room Level: First
  • Room Length: 14.0
  • Room Width: 11.0
  • Room Dimensions: 14 x 11
Room 3
  • Room Type: Office
  • Room Level: First
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Dimensions: 12 x 11
Room 4
  • Room Type: Master Bedroom
  • Room Level: First
  • Room Length: 17.0
  • Room Width: 14.0
  • Room Dimensions: 17 x 14
Room 5
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 12.0
  • Room Width: 12.0
  • Room Dimensions: 12 x 12
Room 6
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 12.0
  • Room Width: 12.0
  • Room Dimensions: 12 x 12
Room 7
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 14.0
  • Room Dimensions: 14 x 10
Room 8
  • Room Type: Screened Porch
  • Room Level: First
  • Room Length: 22.0
  • Room Width: 9.0
  • Room Dimensions: 22 x 9
Rental
Rent Information
  • General Property Info:Immediate Occupancy: true
  • Listing Info Tax Legal:Is Subject Leased: false

Property History for 158 Whispering Way

DateEvent & SourcePriceAppreciation
May 27, 2026

Price Change

ECAR #999069

$625,000—
Mar 27, 2026

Listed (Active)

ECAR #999069

$628,500—
Dec 2, 2025

Withdrawn

ECAR #982198

$649,900—
DateEvent & SourcePrice
05/27/2026

Price Change

ECAR #999069

$625,000
03/27/2026

Listed (Active)

ECAR #999069

$628,500
12/02/2025

Withdrawn

ECAR #982198

$649,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 158 Whispering Way

Taxable ValueLand$57,750Additions$392,862Total$450,612
Tax Record2024$4,442 ($370 / month)
Home Facts
Beds3Total Finished SqFt2,824 SqFtAbove Grade Finished SqFt2,824 SqFtStories1Lot Size17,851 SqFtStyleSingle Family ResidenceYear Built2008ZoningHAMBAYCountyWALTONAPN17-1S-19-23040-000-0260Fireplace TypeHas Fireplace

Schools near 158 Whispering Way

This home is within Walton.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 8
Public - 9 to 12
Charter - 5 to 12
Rating
School
Distance
Freeport Elementary School
PublicK to 4

Freeport Middle School
Public5 to 8

Freeport Senior High School
Public9 to 12

Seaside Neighborhood School
Charter5 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

158 Whispering Way is a single family home for sale in Freeport, FL 32439. This property was listed for sale on March 27, 2026 by Real Broker LLC, it's currently listed at $625,000. It has been on the market for a total of 86 days and was last sold on June 29, 2015. This listing's school district is Walton. Nearby schools include Freeport Elementary School, Freeport Middle School and Freeport Senior High School. 158 Whispering Way is a 5-bed, 4-bath, 2,824 sqft single family home built in 2008.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Real Broker LLC

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.