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Sold for $615,000
  • $615,000

    158 Whispering Way, Freeport, FL 32439

    5beds
    2,824sqft
    Single Family Residence
    Built in 2008
    0.41 Acres Lot
    $605,200 Zestimate®
    $218/sqft
    $4,191 Estimated rent

    Home value

    $605,200

    $575,000 - $635,000

    $4,191/mo

    Zestimate® history
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    What's special

    Fully fenced yardBasketball courtTasteful updates throughoutNew roofHeated inground saltwater poolFlexible bedroom spaceBrand-new deck
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Julie Pruitt-Gann 903-293-5821,

    Real Broker LLC,

    Richard E Gann 205-412-2687,

    Real Broker LLC

    Bought with:

    Richard E Gann, 3601719

    Real Broker LLC

    Source: ECAOR,MLS#: 999069MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: First
    • Area: 238 Square Feet
    • Dimensions: 17 x 14
    Bedroom
    • Level: First
    • Area: 144 Square Feet
    • Dimensions: 12 x 12
    Bedroom
    • Level: First
    • Area: 144 Square Feet
    • Dimensions: 12 x 12
    Bedroom
    • Level: First
    • Area: 140 Square Feet
    • Dimensions: 14 x 10
    Dining room
    • Level: First
    • Area: 154 Square Feet
    • Dimensions: 14 x 11
    Great room
    • Level: First
    • Area: 572 Square Feet
    • Dimensions: 26 x 22
    Office
    • Level: First
    • Area: 132 Square Feet
    • Dimensions: 12 x 11
    Screened porch
    • Level: First
    • Area: 198 Square Feet
    • Dimensions: 22 x 9
    Heating
    • Natural Gas
    Cooling
    • Central Air, Ceiling Fan(s)
    Appliances
    • Included: Cooktop, Disposal, Microwave, Tankless Water Heater
    • Laundry: Washer/Dryer Hookup
    Features
    • Breakfast Bar, Bookcases, Crown Molding, Newly Painted, Pantry, Split Bedroom
    • Flooring: Tile
    • Windows: Window Treatments
    • Attic: Pull Down Stairs
    • Has fireplace: Yes
    • Fireplace features: Gas
    • Common walls with other units/homes: No Common Walls
    Interior area
    • Total structure area: 2,824
    • Total interior livable area: 2,824 sqft

    Property

    Parking
    • Total spaces: 6
    • Parking features: Garage Door Opener, Golf Cart Garage, Oversized
    • Attached garage spaces: 2.5
    Features
    • Stories: 1
    • Patio & porch: Covered, Enclosed, Screened
    • Exterior features: Private Yard, Lawn Pump, Sprinkler System, Rain Gutters
    • Has private pool: Yes
    • Pool features: Heated, Gunite
    • On waterfront: Yes
    Lot
    • Size: 0.41 Acres
    • Dimensions: 100 x 182 x 97 x 183
    Details
    • Additional structures: Pavillion/Gazebo, Yard Building
    • Parcel number: 171S19230400000260
    • Zoning description: Resid Single Family

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Craftsman
    • Property subtype: Single Family Residence
    Materials
    • Stucco
    • Foundation: Slab
    • Roof: Shake
    Condition
    • Construction Complete
    • New construction: No
    • Year built: 2008

    Utilities & green energy

    • Water: Public

    Community & HOA

    Community
    • Features: BBQ Pit/Grill, Community Room, Dock, Fitness Center, Fishing, Game Room, Handball, Pavillion/Gazebo, Picnic Area, Playground, Pool, TV Cable, Tennis Court(s), Waterfront, Pickleball
    • Security: Smoke Detector(s)
    • Subdivision: HAMMOCK BAY
    HOA
    • Has HOA: Yes
    • Services included: Recreational Faclty, Security, Cable TV
    Location
    • Region: Freeport

    Financial & listing details

    • Price per square foot: $218/sqft
    • Tax assessed value: $450,612
    • Annual tax amount: $4,414
    • Date on market: 3/27/2026

    Price history

    DateEventPrice
    8/31/2026Sold$615,000-1.6%$218/sqft
    Source: ECAOR #999069 Report a problem
    7/4/2026Pending sale$625,000$221/sqft
    Source: ECAOR #999069 Report a problem
    5/27/2026Price change$625,000-0.6%$221/sqft
    Source: ECAOR #999069 Report a problem
    3/27/2026Listed for sale$628,500-3.3%$223/sqft
    Source: ECAOR #999069 Report a problem
    11/3/2025Listing removed$649,900$230/sqft
    Source: ECAOR #982198 Report a problem
    8/13/2025Price change$649,900-1.5%$230/sqft
    Source: ECAOR #982198 Report a problem
    8/1/2025Listed for sale$660,000-13.5%$234/sqft
    Source: ECAOR #982198 Report a problem
    6/13/2023Listing removed--
    Source: BHHS broker feed Report a problem
    3/7/2023Listed for sale$763,000+105.5%$270/sqft
    Source: ECAOR #917631 Report a problem
    7/1/2015Sold$371,300-7.2%$131/sqft
    Source: Public Record Report a problem
    4/3/2015Listed for sale$399,990+25.8%$142/sqft
    Source: Owner Report a problem
    12/1/2008Sold$318,000+354.3%$113/sqft
    Source: Public Record Report a problem
    10/23/2006Sold$70,000$25/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$4,415 -0.6%$309,258 +2.9%
    2024$4,442 +3.8%$300,542 +3%
    2023$4,281 +4.1%$291,788 +3%
    2022$4,112 +0.2%$283,289 +3%
    2021$4,105 +0%$275,038 +1.4%
    2020$4,103 +2.4%$271,241 +2.3%
    2019$4,008 $265,143 +1.9%
    2018$4,008 +1.4%$260,199 +2.1%
    2017$3,951 +1.6%$254,847 +2.1%
    2016$3,887 +3.3%$249,605 +2.8%
    2015$3,763 -17.5%$242,690 +7.9%
    2014$4,562 $224,819 +11.7%
    2013-- $201,340 -0.9%
    2012-- $203,146 -1.1%
    2011-- $205,456 -7.6%
    2010-- $222,256 +1%
    2009-- $220,019 +199.3%
    2008-- $73,500 -36.4%
    2007-- $115,500
    Find assessor info on the county website

    Neighborhood: 32439

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Freeport
    • Middle: Freeport
    • High: Freeport

    Source: ECAOR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
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    $605,200
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    With Zillow Showcase(estimated)
    $617,304
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $605,200
    2% more
    +$12,104
    With Zillow Showcase(estimated)
    $617,304