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Sold for $2,500,000
  • $2,500,000

    181 Jonathan Dr, Freeport, FL 32439

    5beds
    5,963sqft
    Single Family Residence
    Built in 2020
    5.26 Acres Lot
    $2,493,100 Zestimate®
    $419/sqft
    $5,468 Estimated rent

    Home value

    $2,493,100

    $2.29M - $2.72M

    $5,468/mo

    Zestimate® history
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    What's special

    Picturesque pondResort-style poolMetal pole barnOversized porchesShellstone deckingRaised garden bedsCustom-built main residence
    A Truly Rare and Unmatched Opportunity in Freeport, FL. For those dreaming of being close to the beach—yet far from the crowds—this extraordinary 5-acre estate offers the perfect blend of privacy, space, and future potential. Nestled just 5 miles east of Hwy 331 on scenic Hwy 20, this beautifully crafted homestead is a one-of-a-kind retreat in the heart of fast-growing Freeport. Subdivided into four platted 2.5-acre lots, this estate also features 2 additional lots for sale if you're looking to expand for your kids to have houses next door, build additional homes to sell on individual parcels, or simply enjoy the privacy and acreage all to yourself. With approximately 8 acres cleared, a picturesque pond, and a tree-lined entrance, this land is as usable as it.. is stunning. The 3,382 sq ft custom-built main residence is a showpiece, featuring 4 bedrooms, 4.5 bathrooms, wide-plank white oak floors, shiplap walls, Sierra Pacific windows/doors with white oak interiors, and two oversized porches overlooking serene pasture views. The open-concept kitchen, living, and dining areas include a breakfast nook and a spacious butler's pantrydesigned for everyday comfort and elegant entertaining. Step outside to find a 16'x32' resort-style pool with shellstone decking, raised garden beds, a fire pit, and ample room for play, relaxation, or gatherings. This is the kind of place where memories are made. A 2,581 sq ft fully climate-controlled 40'x60' detached garage/workshop offers serious bonus space with a 12'x24' guest suite and full bath, ninja-coated floors, retractable batting cage, workout zone, storage mezzanine, and Sonos sound systemideal for hobbies, hosting, or multi-generational living. Plus, a separate 36'x48' metal pole barn provides plenty of storage for equipment, boats, or recreational gear. Surrounded by upscale equestrian properties and family homesteads, this property supports a lifestyle of gardening, livestock, recreation, or just peace and quietall with no HOA and only minutes to Freeport amenities and the white-sand beaches of South Walton. Whether you're looking for a legacy property, a private family compound, or a unique investment with room to growthis is the one that rarely comes along.

    Zillow last checked:

    Listing updated:

    Listed by:

    Caleb Midgett caleb@scenicsir.com,

    Scenic Sotheby's International Realty

    Bought with:

    Caleb Midgett, 3125648

    Scenic Sotheby's International Realty

    Source: ECAOR,MLS#: 980553MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Bedroom
    • Level: Second
    • Area: 320 Square Feet
    • Dimensions: 20 x 16
    Bedroom
    • Level: Second
    • Area: 225 Square Feet
    • Dimensions: 15 x 15
    Bedroom
    • Level: Second
    • Area: 225 Square Feet
    • Dimensions: 15 x 15
    Bedroom
    • Level: First
    • Area: 288 Square Feet
    • Dimensions: 24 x 12
    Primary bathroom
    • Level: First
    • Area: 252 Square Feet
    • Dimensions: 18 x 14
    Great room
    • Level: First
    • Area: 792 Square Feet
    • Dimensions: 36 x 22
    Kitchen
    • Level: First
    • Area: 300 Square Feet
    • Dimensions: 15 x 20
    Heating
    • Central
    Cooling
    • Central Air, Ceiling Fan(s)
    Appliances
    • Included: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Washer, Gas Water Heater, Tankless Water Heater
    • Laundry: Washer/Dryer Hookup
    Features
    • Breakfast Bar, Beamed Ceilings, Vaulted Ceiling(s), Tray Ceiling(s), Kitchen Island, Recessed Lighting, Pantry, Shelving
    • Flooring: Hardwood
    • Windows: Double Pane Windows, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Gas
    • Common walls with other units/homes: No Common Walls
    Interior area
    • Total structure area: 5,963
    • Total interior livable area: 5,963 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Detached, Oversized, RV Access/Parking
    • Garage spaces: 3
    Features
    • Stories: 2
    • Patio & porch: Patio, Porch
    • Pool features: Heated, In Ground
    • Has view: Yes
    • View description: Pond
    • Has water view: Yes
    • Water view: Pond
    Lot
    • Size: 5.26 Acres
    • Dimensions: 805 x 550 x 805 x 550
    • Features: Addl Land Available, Cleared, Dead End, Level
    Details
    • Additional structures: Guest House, Barn(s)
    • Parcel number: 211S18140100000340
    • Zoning description: Resid Multi-Family, Resid Single Family

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch
    • Property subtype: Single Family Residence
    Materials
    • Frame, Siding CmntFbrHrdBrd
    • Roof: Composition
    Condition
    • Construction Complete
    • New construction: No
    • Year built: 2020

    Utilities & green energy

    • Sewer: Septic Tank

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s)
    Location
    • Region: Freeport
    • Subdivision: N/A

    Price history

    DateEventPrice
    3/11/2026Sold$2,500,000-9.1%$419/sqft
    Source: ECAOR #980553 Report a problem
    11/12/2025Pending sale$2,750,000$461/sqft
    Source: ECAOR #980553 Report a problem
    8/11/2025Price change$2,750,000-15.4%$461/sqft
    Source: ECAOR #980553 Report a problem
    7/9/2025Listed for sale$3,250,000+2608.3%$545/sqft
    Source: ECAOR #980553 Report a problem
    12/19/2017Sold$120,000+23.5%$20/sqft
    Source: Public Record Report a problem
    2/19/2014Sold$97,200$16/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$5,208 +1.6%$651,134 +2.9%
    2024$5,124 +3.5%$632,783 +3%
    2023$4,950 +94.2%$614,352 +87.9%
    2022$2,549 -1.4%$326,889 +3%
    2021$2,585 +1575.3%$317,368 +2085.7%
    2020$154 +27.2%$14,520 +10%
    2019$121 $13,200
    2018$121 -0.5%$13,200
    2017$122 -0.4%$13,200
    2016$122 -1%$13,200 -83.5%
    2015$124 -83.8%$80,000
    2014$762 $80,000 +252.4%
    2005-- $22,700
    2004-- $22,700
    2003-- $22,700
    2002-- $22,700
    2001-- $22,700

    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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    $2,493,100
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    +$49,862
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    $2,542,962