158 Whispering Way

Freeport, FL 32439

$628,500
Price
5
Beds
2,824 Sq. Ft.
$223 / Sq. Ft.
2,824
Sq. Ft.
$223
per Sq. Ft.
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158 Whispering Way
158 Whispering Way
an aerial view of a house
158 Whispering Way
an aerial view of a house with a yard
158 Whispering Way
a front view of a house with a garden
a kitchen with stainless steel appliances granite countertop a stove sink and cabinets
a kitchen with stainless steel appliances granite countertop a refrigerator and a stove
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink
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a bathroom with a glass shower door
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a bed room with a bed and a television
a bedroom with a bed and a flat screen tv
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a spacious bathroom with a double vanity sink and a mirror
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a living room with furniture a flat screen tv and a fireplace
a living room with furniture a fireplace and a flat screen tv
a kitchen with stainless steel appliances kitchen island granite countertop a stove a refrigerator and a refrigerator
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a view of a dining room with furniture window and wooden floor
158 Whispering Way
158 Whispering Way
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158 Whispering Way
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Hammock Bay Amenities (1)
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158 Whispering Way
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158 Whispering Way
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an aerial view of a house with a yard and lake view
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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...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.
  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: 04/08/2026 02:09 PM

Property Details for 158 Whispering Way

StatusActive
MLS #999069
Days on Market21
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
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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

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$3,533 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,165

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
Mar 27, 2026

Listed (Active)

ECAR #999069

$628,500—
Dec 2, 2025

Withdrawn

ECAR #982198

$649,900—
Aug 1, 2025

Listed (Active)

ECAR #982198

$660,000—
Jun 12, 2023

Withdrawn

ECAR #917631

—
Feb 23, 2023

Listed (Active)

ECAR #917631

$763,000—
Jun 29, 2015

Sold (Public Record)

Public Record #551519853

$371,300

+2.4% / yr

Jun 29, 2015

Sold

ECAR #726418

$371,250—
Jun 4, 2015

Pending

ECAR #726418

—
Apr 1, 2015

Listed (Active)

ECAR #726418

$399,900—
Nov 27, 2008

Sold

ECAR #495579

$318,000—
Nov 25, 2008

Sold (Public Record)

Public Record #259723955

$318,000—
Nov 4, 2008

Pending

ECAR #495579

—
Jun 10, 2008

Listed (Active)

ECAR #495579

$399,000—
DateEvent & SourcePrice
03/27/2026

Listed (Active)

ECAR #999069

$628,500
12/02/2025

Withdrawn

ECAR #982198

$649,900
08/01/2025

Listed (Active)

ECAR #982198

$660,000
06/12/2023

Withdrawn

ECAR #917631

—
02/23/2023

Listed (Active)

ECAR #917631

$763,000
06/29/2015

Sold (Public Record)

Public Record #551519853

$371,300

+2.4% / yr

06/29/2015

Sold

ECAR #726418

$371,250
06/04/2015

Pending

ECAR #726418

—
04/01/2015

Listed (Active)

ECAR #726418

$399,900
11/27/2008

Sold

ECAR #495579

$318,000
11/25/2008

Sold (Public Record)

Public Record #259723955

$318,000
11/04/2008

Pending

ECAR #495579

—
06/10/2008

Listed (Active)

ECAR #495579

$399,000

For completeness, Compass 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
Freeport Elementary School
Public - K to 4
Freeport Middle School
Public - 5 to 8
Freeport Senior High School
Public - 9 to 12
Seaside Neighborhood School
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.

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More information about 158 Whispering Way, Freeport, FL 32439

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 $628,500. It has been on the market for a total of 21 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 descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.