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Pending
  • $445,000

    40 Long Leaf Cir, Santa Rosa Beach, FL 32459

    3beds
    1,252sqft
    : 
    $2,658/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    0.28 Acres Lot
    $-- Zestimate®
    $355/sqft
    $-- HOA

    What's special

    Wraparound deckGrilling deckAmple parkingInterior and exterior paintExpansive screened porchesThoughtfully designed outdoor spacesGenerous decks
    INVESTORS, PRIMARY RESIDENTS & MULTI-GENERATIONAL BUYERS--Discover an exceptional opportunity to own one of Santa Rosa Beach's most versatile properties-2 HOMES for the price of ONE! Just minutes from the sugar-white beaches of South Walton and Scenic Highway 30A, this unique coastal compound is zoned for both short-term and long-term rentals, offering incredible flexibility for investors, owner-occupants, workforce housing, or multi-generational living. Situated on a 0.28-acre lot and bordered by a 255-acre conservation buffer that will never be developed, the property features two fully furnished coastal cottages, a 30-amp RV hookup with sewer connection, ample parking, no HOA, and room to add a pool, spa, garden, or expanded outdoor living spaces. One of the property's most remarkable qualities is how it lives far larger than its square footage suggests. Expansive screened porches, generous decks, and thoughtfully designed outdoor spaces blur the line between indoors and out, creating an inviting coastal atmosphere where every square foot is maximized. Whether enjoying your morning coffee on the porch, entertaining friends outdoors, or unwinding after a day at the beach, the seamless indoor-outdoor flow becomes an extension of the living space. The Blue Cottage offers 2 bedrooms, 1 bathroom, 868 square feet of heated and cooled living space plus a 178-square-foot screened porch, totaling 1,046 square feet of usable space. Extensive improvements include a 2023 metal roof, new kitchen appliances, new kitchen island, countertops, flooring, interior and exterior paint, water heater, washer and dryer, and a new laundry room door. The screened porch features a flat-screen TV and opens to a grilling deck, while plumbing is already in place for a future outdoor shower, pool, or spa. The most recent long-term lease generated $2,125 per month, while the cottage produced approximately $29,000 in gross short-term rental income during 2023. Privately tucked away on the opposite side of the property, the detached "Crab Island" Studio Cottage, built in 2014, creates its own secluded retreat behind an 8-foot privacy fence. Perfect for pets, guests, or future outdoor enhancements, the fenced yard offers ample room for a pool, hot tub, or additional entertaining space. The studio features 350 square feet of interior living space complemented by an impressive 236-square-foot screened porch, where large sliding glass doors create a true indoor-outdoor living experience. Designed for coastal entertaining, the porch includes an outdoor kitchen with a wet bar, sink, mini refrigerator, storage, and ceiling fans, while the wraparound deck and outdoor shower make beach days effortless. Inside, the studio offers a kitchenette, an updated bathroom with a new shower, and flexible living space ideal as a guest house, artist's studio, home office, hobby room, fitness room, private retreat, or mother-in-law suite. The most recent long-term lease generated $1,675 per month, and the studio produced approximately $19,000 in gross short-term rental income during 2023. With combined long-term rental income of $3,800 per month ($45,600 annually), this property offers outstanding flexibility. Live in one cottage while renting the other, lease both for investment income, accommodate extended family, create workforce housing for local professionals, or simply enjoy a private coastal retreat with supplemental rental potential. Conveniently located just minutes from Scenic Highway 30A, Grand Boulevard, Topsail Hill Preserve State Park, Sacred Heart Hospital, shopping, dining, entertainment, and South Walton's world-famous beaches, this property combines privacy, versatility, and established income potential in one exceptional offering. More than just two cottages, this is a thoughtfully designed coastal compound where lifestyle, flexibility, and investment opportunity come together--offering possibilities that are increasingly rare to find in Santa Rosa Beach.
    26 days
    |
    1,842
    |
    184
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Bridgett L Hall-Cotton 850-381-7443,

    A List Beach Realty LLC,

    Wade Cotton 334-208-7628,

    A List Beach Realty LLC

    Source: ECAOR,MLS#: 1007991MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Description: Main Cottage
      • Level: First
      • Area: 134.33 Square Feet
      • Dimensions: 13.3 x 10.1
      Bedroom
      • Description: 2nd Bedroom - Main Cottage
      • Level: First
      • Area: 110.74 Square Feet
      • Dimensions: 9.8 x 11.3
      Bedroom
      • Level: First
      • Area: 68.04 Square Feet
      • Dimensions: 8.4 x 8.1
      Bathroom
      • Description: Main Cottage Bathroom
      • Level: First
      • Area: 95.93 Square Feet
      • Dimensions: 9.9 x 9.7
      Bathroom
      • Description: Shower Only
      • Level: First
      • Area: 62.62 Square Feet
      • Dimensions: 10.1 x 6.2
      Foyer
      • Description: Entryway
      • Level: First
      • Area: 19.63 Square Feet
      • Dimensions: 4.1 x 4.8
      Kitchen
      • Description: Irregular
      • Level: First
      • Area: 263.49 Square Feet
      • Dimensions: 15.4 x 17.11
      Kitchen
      • Description: Kitchenette Area
      • Level: First
      • Area: 38.4 Square Feet
      • Dimensions: 8 x 4.8
      Living room
      • Description: Main Cottage
      • Level: First
      • Area: 235.62 Square Feet
      • Dimensions: 15.4 x 15.3
      Living room
      • Description: Studio Unit
      • Level: First
      • Area: 133.75 Square Feet
      • Dimensions: 12.5 x 10.7
      Screened porch
      • Description: Main Cottage Porch
      • Level: First
      • Area: 186.03 Square Feet
      • Dimensions: 11.7 x 15.9
      Screened porch
      • Description: Covered Portion
      • Level: First
      • Area: 253.97 Square Feet
      • Dimensions: 23.3 x 10.9
      Utility room
      • Description: Utility/Laundry Room
      • Level: First
      • Area: 53.04 Square Feet
      • Dimensions: 17.11 x 3.1
      Heating
      • Central
      Cooling
      • Central Air, Window Unit(s), Ceiling Fan(s)
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
      • Laundry: Washer/Dryer Hookup
      Features
      • Breakfast Bar, Vaulted Ceiling(s), In-Law Floorplan, Kitchen Island, Recessed Lighting, Track Lighting, Newly Painted, Owner's Closet, Pantry, Shelving, Split Bedroom, Wet Bar, Woodwork Painted
      • Flooring: Hardwood, Laminate
      • Windows: Window Treatments
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total structure area: 1,252
      • Total interior livable area: 1,252 sqft

      Property

      Features
      • Stories: 1
      • Patio & porch: Deck, Enclosed, Porch, Screened
      • Exterior features: Outdoor Shower, Outdoor Kitchen
      • Fencing: Partial,Privacy
      Lot
      • Size: 0.28 Acres
      • Dimensions: 141.75 x 86.07 x 139.39 x 89.92
      • Features: Survey Available
      Details
      • Additional structures: Separate Bldg Rent
      • Parcel number: 302S20333080000250
      • Zoning description: Resid Multi-Family

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cabin
      • Property subtype: Single Family Residence
      Materials
      • Block, Frame, Wood Siding, Trim Wood
      • Foundation: Slab
      • Roof: Composition,Metal
      Condition
      • Construction Complete,Renovated
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Water: Public

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Subdivision: SANTA ROSA PLANTATION
      Location
      • Region: Santa Rosa Beach

      Financial & listing details

      • Price per square foot: $355/sqft
      • Tax assessed value: $211,470
      • Annual tax amount: $1,737
      • Date on market: 7/18/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/6/2026Pending sale$445,000$355/sqft
        Source: ECAOR #1007991 Report a problem
        7/18/2026Listed for sale$445,000-4.3%$355/sqft
        Source: ECAOR #1007991 Report a problem
        9/18/2025Listing removed$2,100$2/sqft
        Source: Zillow Rentals Report a problem
        9/6/2025Listed for rent$2,100-8.5%$2/sqft
        Source: Zillow Rentals Report a problem
        9/5/2025Listing removed$2,295$2/sqft
        Source: Zillow Rentals Report a problem
        8/21/2025Price change$2,295-3.8%$2/sqft
        Source: Zillow Rentals Report a problem
        8/8/2025Listing removed$465,000$371/sqft
        Source: ECAOR #973018 Report a problem
        7/29/2025Listed for sale$465,000$371/sqft
        Source: ECAOR #973018 Report a problem
        7/6/2025Pending sale$465,000$371/sqft
        Source: ECAOR #973018 Report a problem
        6/21/2025Price change$465,000-6.8%$371/sqft
        Source: ECAOR #973018 Report a problem
        5/17/2025Pending sale$499,000$399/sqft
        Source: ECAOR #973018 Report a problem
        5/7/2025Price change$499,000-7.4%$399/sqft
        Source: ECAOR #973018 Report a problem
        4/8/2025Listed for sale$539,000+8%$431/sqft
        Source: ECAOR #973018 Report a problem
        3/29/2024Listing removed--
        Source: ECAOR #942494 Report a problem
        3/11/2024Listed for sale$499,000$399/sqft
        Source: ECAOR #942494 Report a problem
        3/5/2024Pending sale$499,000$399/sqft
        Source: ECAOR #942494 Report a problem
        2/16/2024Listed for sale$499,000+232.7%$399/sqft
        Source: ECAOR #942494 Report a problem
        11/18/2022Price change$2,385-4.6%$2/sqft
        Source: Zillow Rental Manager Report a problem
        11/7/2022Listed for rent$2,500-3.8%$2/sqft
        Source: Zillow Rental Manager Report a problem
        7/5/2022Listing removed--
        Source: Zillow Rental Network_1 Report a problem
        6/24/2022Listed for rent$2,600+48.6%$2/sqft
        Source: Zillow Rental Network_1 Report a problem
        7/3/2020Listing removed$1,750$1/sqft
        Source: Southern Residential Leasing Inc #836545 Report a problem
        2/25/2020Price change$1,750-5.4%$1/sqft
        Source: Southern Residential Leasing Inc #836545 Report a problem
        2/5/2020Listed for rent$1,850$1/sqft
        Source: Southern Residential Leasing Inc #836545 Report a problem
        9/12/2006Sold$150,000$120/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,738 +13.2%$175,234 +10%
        2024$1,535 +4.1%$159,304 +10%
        2023$1,475 +11%$144,822 +10%
        2022$1,329 +14.7%$131,656 +10%
        2021$1,159 +2.7%$119,687 +5.9%
        2020$1,128 +34%$113,023 +3%
        2019$842 $109,762 +3%
        2018$842 +3.5%$106,546 +38%
        2017$813 +104.9%$77,186 +2.1%
        2016$397 +2.8%$75,598 +38.1%
        2015$386 -27.4%$54,753 +27.6%
        2014$531 $42,921 -0.7%
        2013-- $43,239 +24.8%
        2012-- $34,649 -2.6%
        2011-- $35,575 -4.5%
        2010-- $37,243 -38.7%
        2009-- $60,742 -43.5%
        2008-- $107,501 -0.9%
        2007-- $108,501 +45.9%
        2005-- $74,342 +3%
        2004-- $72,177 +7.6%
        2003-- $67,072 +5.3%
        2002-- $63,692 +2.1%
        2001-- $62,399
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 32459

        Getting around

        2 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Van R Butler
        • Middle: Emerald Coast
        • High: South Walton

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

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