$660,000
OPEN SUN 1PM - 3PM

Estimated payment $4,191/month

Total Views 2,265
5 Beds
3.5 Baths
2,824 Sq Ft
$234 Price per Sq Ft

Highlights

  • Hot Property
  • Waterfront Community
  • Gunite Pool
  • Freeport Middle School Rated A-
  • Boat Dock
  • Fishing

About This Home

Welcome to 158 Whispering Way in the highly sought after community of Hammock Bay in Freeport! This stunning 5 bedroom, 3.5 bath home offers 2,824 square feet of beautifully maintained living space on an oversized .41 acre lot backing up to preserved land—meaning no rear neighbors, ever. The outdoor oasis includes a heated inground saltwater pool, brand-new deck, a basketball court, fully fenced backyard, and a backyard shed for extra storage. A whole-house generator adds peace of mind, while hurricane shutters, a new roof, and freshly repainted stucco exterior complete the upgrades. The HVAC system, replaced in 2020, is under a biannual maintenance plan for continued performance. Inside, you'll find a spacious and functional layout ideal for families or entertaining Whether you're relaxing by the pool, hosting gatherings on the new deck, or enjoying privacy and nature views from your backyard, this home delivers comfort, convenience, and long-term value. Built in 2008 and freshly updated - this one won't last long. Make an offer today!

Community Features: Hammock Bay is a master-planned, resort-style community offering exceptional amenities just minutes from the beaches of South Walton and 30A. Residents enjoy: Three luxurious clubhouses, two of them with its own pool and lounging areas. State-of-the-art fitness center, tennis courts, basketball courts, and miles of walking/jogging trails. A new General Store, event lawn, pickleball courts, dog parks, and playgrounds. Access to Lake Club amenities featuring a waterfront clubhouse and dock with views over the bay. Monthly community events and seasonal markets that make this neighborhood feel like home.

Listing Agent

Julie Pruitt-Gann

Real Broker LLC License #3308537 Listed on: 08/01/2025

Real Broker LLC

Co-Listing Agent

Richard Gann

Real Broker LLC License #3601719

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,281

Year Built

  • Built in 2008

Lot Details

  • Back Yard Fenced
  • Sprinkler System
  • Lawn Pump

HOA Fees

  • $189 Monthly HOA Fees

Parking

  • 2.5 Car Attached Garage
  • Automatic Garage Door Opener
  • Golf Cart Parking

Home Design

  • Traditional Architecture
  • Newly Painted Property
  • Slab Foundation
  • Shingle Roof
  • Stucco

Interior Spaces

  • 2,824 Sq Ft Home
  • 1-Story Property
  • Built-in Bookshelves
  • Crown Molding
  • Ceiling Fan
  • Gas Fireplace
  • Window Treatments
  • Great Room
  • Dining Room
  • Home Office
  • Screened Porch
  • Tile Flooring
  • Pull Down Stairs to Attic
  • Fire and Smoke Detector
  • Exterior Washer Dryer Hookup

Kitchen

  • Breakfast Bar
  • Walk-In Pantry
  • Gas Oven or Range
  • Cooktop
  • Microwave
  • Ice Maker
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Split Bedroom Floorplan
  • Dressing Area
  • Dual Vanity Sinks in Primary Bathroom
  • Separate Shower in Primary Bathroom

Outdoor Features

  • Gunite Pool
  • Covered Deck
  • Gazebo
  • Shed
  • Rain Gutters

Schools

  • Freeport Elementary And Middle School
  • Freeport High School

Utilities

  • Central Heating and Cooling System
  • Heating System Uses Natural Gas
  • Tankless Water Heater
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 17-1S-19-23040-000-0260

Community Details

Overview

  • Association fees include accounting, master, recreational faclty, security, cable TV
  • Hammock Bay Subdivision

Amenities

  • Community Barbecue Grill
  • Picnic Area
  • Community Pavilion
  • Game Room
  • Recreation Room

Recreation

  • Boat Dock
  • Waterfront Community
  • Tennis Courts
  • Handball Court
  • Community Playground
  • Community Pool
  • Fishing

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,281

Year Built

Built in 2008

Lot Details

0

HOA Fees

$189 per month

Parking

2

Listing Details

  • Property Sub Type: Detached Single Family
  • Prop. Type: Residential
  • Lot Size: 100 s 182 x 97 x 183
  • Co List Office Mls Id: ERTA
  • Co List Office Phone: 855-450-0442
  • Subdivision Name: HAMMOCK BAY
  • Directions: From the main entrance of Hammock Bay, turn left onto Whispering Way. Turn right at the three way intersection and home will be on the right. Look for sign.
  • Architectural Style: Traditional
  • Carport Y N: No
  • New Construction: No
  • Building Stories: 1
  • Year Built: 2008
  • Utilities:Public Sewer: Yes
  • Utilities:Public Water: Yes
  • Energy:AC - Central Elect: Yes
  • Rooms:Dining Room: Yes
  • Appliances Microwave: Yes
  • Energy:Ceiling Fans: Yes
  • Energy:Water Heater - Tnkls: Yes
  • Utilities:Gas - Natural: Yes
  • Rooms:Screened Porch: Yes
  • Rooms:Great Room: Yes
  • Energy:Heat Cntrl Gas: Yes
  • Rooms:Office2: Yes
  • Special Features: OpenHouse
  • Stories: 1

Interior Features

  • Appliances: Auto Garage Door Opn, Cooktop, Disposal, Microwave, Refrigerator W/IceMk, Smoke Detector, Stove/Oven Gas, Water Heater - Tnkls
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bedrooms: 5
  • Fireplace Features: Fireplace Gas
  • Fireplace: Yes
  • Flooring: Floor Tile
  • Interior Amenities: Breakfast Bar, Built-In Bookcases, Ceiling Crwn Molding, Newly Painted, Pantry, Pull Down Stairs, Split Bedroom, Washer/Dryer Hookup
  • Window Features: Window Treatment All
  • Interior:WasherDryer Hookup: Yes
  • Appliances:Cooktop: Yes
  • Master Bedroom:First: Yes
  • Appliances:Smoke Detector: Yes
  • Mstr BdrmMstr Bath:MBath Separate Shwr: Yes
  • Interior:Breakfast Bar: Yes
  • Interior:Floor Tile: Yes
  • Appliances:Refrigerator WIceMk: Yes
  • Interior:Pull Down Stairs: Yes
  • Interior:Split Bedroom: Yes
  • Mstr BdrmMstr Bath:MBath Double Vanity: Yes
  • Interior:Ceiling Crwn Molding: Yes
  • Appliances:StoveOven Gas: Yes
  • Interior:Window Treatment All: Yes
  • Interior:Newly Painted: Yes
  • Mstr BdrmMstr Bath:MBath Dressing Area: Yes
  • Interior:Fireplace Gas: Yes
  • Interior:Built-In Bookcases: Yes

Exterior Features

  • Pool Features: Pool - Heated, Pool Type
  • Construction Type: Stucco
  • Exterior Features: Rain Gutter, Fenced Back Yard, Lawn Pump, Pavillion/Gazebo, Pool - Gunite Concrt, Sprinkler System, Yard Building
  • Foundation Details: Slab
  • Patio And Porch Features: Deck Covered, Patio Enclosed, Porch Screened
  • Property Condition: Construction Complete
  • Construction Status:Construction Complete: Yes
  • ConstructionSiding:Slab: Yes
  • ConstructionSiding:Stucco: Yes
  • Exterior:Deck Covered: Yes
  • Exterior:Pool - Heated: Yes
  • ConstructionSiding:Roof ShingleShake: Yes
  • Exterior:Lawn Pump: Yes
  • Exterior:Sprinkler System: Yes
  • Exterior:Fenced Back Yard: Yes
  • Exterior:Porch Screened: Yes
  • Exterior:PavillionGazebo: Yes
  • Exterior:Rain Gutter: Yes
  • Exterior:Patio Enclosed: Yes
  • Exterior:Pool - Gunite Concrt: Yes

Garage/Parking

  • Attached Garage: Yes
  • Garage Spaces: 2.5
  • Parking Features: Golf Cart Enclosed, Oversized
  • General Property Info:Garage2: Yes
  • Parking Features:Garage Attached: Yes
  • Appliances:Auto Garage Door Opn: Yes
  • Parking Features:Oversized: Yes
  • Parking Features:Golf Cart Enclosed: Yes

Utilities

  • Cooling: Ceiling Fans, Central Air
  • Cooling Y N: Yes
  • Heating: Natural Gas
  • Heating Yn: Yes
  • Sewer: Public Sewer
  • Utilities: Gas - Natural, Public Water, TV Cable
  • Utility: Yes

Condo/Co-op/Association

  • 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
  • Association #2 Fee: 567.53
  • Association Fee Frequency: Quarterly
  • Association: Yes

Association/Amenities

  • Fees Include:Master Association: Yes

Fee Information

  • Association Fee Includes: Accounting, Master Association, Recreational Faclty, Security, Cable TV

Schools

  • Elementary School: Freeport
  • High School: Freeport
  • Middle Or Junior School: Freeport

Lot Info

  • Parcel #: 17-1S-19-23040-000-0260
  • Zoning: Resid Single Family

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $4,281 $300,542 -- --
2023 $4,281 $291,788 $0 $0
2022 $4,112 $283,289 $0 $0
2021 $4,105 $275,038 $0 $0
2020 $4,103 $273,700 $33,310 $240,390
2019 $4,008 $265,143 $0 $0
2018 $3,951 $260,199 $0 $0
2017 $3,887 $254,847 $0 $0
2016 $3,763 $249,605 $0 $0
2015 $4,562 $242,690 $0 $0
2014 -- $224,819 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/01/2025 08/01/25 For Sale $660,000 +77.8% $234 / Sq Ft
06/29/2015 06/29/15 Sold $371,250 0.0% $125 / Sq Ft
06/04/2015 06/04/15 Pending -- -- --
04/01/2015 04/01/15 For Sale $371,250 -- $125 / Sq Ft
Source: Emerald Coast Association of REALTORS®

Purchase History

Date Type Sale Price Title Company
Warranty Deed $371,300 Old South Land Title Company
Warranty Deed -- None Available
Warranty Deed $318,000 Attorney
Warranty Deed $70,000 Attorney
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $339,704 Stand Alone Refi Refinance Of Original Loan
Closed $371,250 No Value Available
Previous Owner $299,999 Stand Alone Refi Refinance Of Original Loan
Previous Owner $318,000 No Value Available
Source: Public Records

About the Listing Agent

Julie Pruitt-Gann

Real Broker LLC

(850) 930-2161

Section Image

She is originally from Northeast Texas and has been an influential figure in Florida's real estate scene since 2013, leveraging over a decade of industry experience. Beyond her professional pursuits, She finds immense joy in her role as a mother to three grown children and a GiGi to six cherished grandbabies. Happily married, her family remains at the heart of her life, and she relishes spending time with her husband, whether it's on the golf course, relaxing at the beach, or simply enjoying

Julie's Other Listings

  • 275 Mango Ln, Freeport, FL 32439

    $479,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,233 Sq Ft
    • 275 Mango Ln
    • Freeport, FL

    Welcome to this beautifully updated home in The Orchards of Hammock Bay, quality built by Heritage Turner Homes. While originally built in 2007, it feels like new with a long list of thoughtful updates: new roof (2025), remodeled living room with built-in cabinets and gas fireplace, extended and replaced driveway (2024), new well pump and full exterior paint (2023), and new HVAC with ductwork

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 224 Sweet Tea Ln, Freeport, FL 32439

    $650,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,514 Sq Ft
    • 224 Sweet Tea Ln
    • Freeport, FL

    224 Sweet Tea Ln in Sweetwater at Hammock Bay is your Florida dream come true! This 3-bed, 3-bath home also includes a large flex room—that's perfect for a home office, media room, or guest overflow—your pick! With 2,514 sq ft, a 3-car garage, and a 10x28 enclosed Florida sunroom (with its own A/C, bug/pollen/rain-blocking windows, and epoxy floors by Ninja Flooring), there's room to spread out

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 84 Oyster Blvd, Freeport, FL 32439

    $429,900

    • 4 Beds
    • 2.5 Baths
    • 2,109 Sq Ft
    • 84 Oyster Blvd
    • Freeport, FL

    Welcome Home! This 4 bed, 2.5 bath gem by Randy Wise Homes features a smart layout, spacious living, and timeless finishes. You'll love the natural light, serene views, and quality craftsmanship throughout. Located in one of Freeport's most sought-after neighborhoods, enjoy easy access to parks, schools, and the Bay. Walk to the playground, community pool, fishing ponds, and dog park—fun for all

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • Lot D-14 Shoreline Dr, Freeport, FL 32439

    $96,600 Pending

    • Land
    • 0.77 Acre
    • $125,455 per Acre
    • Lot D-14 Shoreline Dr
    • Freeport, FL

    Build your dream home on this beautiful .77-acre lot in the established waterfront community of Lagrange Shores in Freeport. Nestled near LaGrange Bayou, this oversized parcel offers a peaceful setting with easy access to boating, fishing, and the bay. Enjoy the convenience of nearby shopping, dining, schools, and just a short drive to the white-sand beaches of 30A and the Gulf. No build-out time

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 69 Apollo Ave W, Freeport, FL 32439

    $428,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • 69 Apollo Ave W
    • Freeport, FL

    Welcome to this beautifully maintained 3 bed, 2 bath home, built in 2024; This home features a thoughtfully designed open layout that combines comfort, functionality, and upgraded finishes throughout. The spacious primary suite includes a double vanity, relaxing garden tub, custom-tiled walk-in shower with frameless glass door, and a large walk-in closet that conveniently connects to the laundry

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 279 Tournament Ln, Freeport, FL 32439

    $620,000

    • 4 Beds
    • 3 Baths
    • 3,480 Sq Ft
    • 279 Tournament Ln
    • Freeport, FL

    $20,000 Seller Credit at Closing! Use it for a rate buy-down, closing costs, or however you choose! Don't miss this incredible opportunity to own a stunning home in the gated community of Windswept Estates. Situated on 0.81 acres, this beauty features a large open floor plan with soaring 12-ft ceilings, crown molding, and an abundance of natural light. The gourmet kitchen is designed to impress,

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 38 Fairway Crossing, Freeport, FL 32439

    $498,000

    • 4 Beds
    • 3 Baths
    • 2,513 Sq Ft
    • 38 Fairway Crossing
    • Freeport, FL

    *Under contract with kickout clause in place. Accepting backup offers.* Welcome to 38 Fairway Crossing—a beautifully updated 4-bedroom, 3-bath home located in the sought-after gated golf course community of Windswept Estates. Nestled on a generous .67-acre lot, this 2,513 sq ft home has just been completely repainted inside, giving it a crisp, clean feel that's truly move-in ready.The

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • Lot 18C Fairway Crossing, Freeport, FL 32439

    $89,000

    • Land
    • 0.66 Acre
    • $134,848 per Acre
    • Lot 18C Fairway Crossing
    • Freeport, FL

    Are you seeking to construct your own personalized residence on a spacious property within a remarkable gated community centered around a golf course? Your search ends here, as this parcel is conveniently positioned in a cul-de-sac on a generous .66-acre lot, adjacent to the 14th green and the 15th tee box. Windswept Estates, a 750-acre meticulously designed residential community, offers an

    Julie Pruitt-Gann Real Broker LLC

    Section Image
  • 132 Gulf Pines Ct, Freeport, FL 32439

    $639,000

    • 4 Beds
    • 3 Baths
    • 3,058 Sq Ft
    • 132 Gulf Pines Ct
    • Freeport, FL

    Discover this immaculate, like-new 3,058 sq ft ranch-style residence nestled along the 13th fairway of the esteemed Windswept Dunes Golf Course. Located within the gated Windswept Estates community, this elegant 4-bedroom, 3-bath home offers luxury, privacy, and peaceful views—just 25 minutes from the renowned white-sand beaches of the Emerald Coast. Step inside to soaring 12-foot ceilings and an

    Julie Pruitt-Gann Real Broker LLC

    Section Image

Source: Emerald Coast Association of REALTORS®

MLS Number: 982198

Emerald Coast Association of REALTORS®

APN: 17-1S-19-23040-000-0260