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Off market
  • $3,253,000

    566 Jessmyth Dr, Longboat Key, FL 34228

    3beds
    4,446sqft
    SingleFamily
    Built in 1955
    0.3 Acres Lot
    $3,253,000 Zestimate®
    $732/sqft
    $7,746 Estimated rent

    Home value

    $3,253,000

    $2.90M - $3.68M

    $7,746/mo

    Zestimate® history
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    What's special

    Longboat Key Estates subdivision Bay front and canal front contemporary home with private 5 x 45 boat dock and 12,000 pound lift. Original structure, built in 1957, Sarasota School of Architecture, Walter Twitchell, architect, home totally remodeled with three bedrooms, plus office/den and four bathrooms. Two Master bedroom suites, one on the ground floor and one on the second floor. Direct bay views from the upstairs Master suite and all living area rooms. Canal views from all living area rooms and both guest bedrooms. There is a second floor den next to the Master Bedroom. In 2008, a 2500 square foot addition was completed, including the new Master Bedroom and Master bathroom. Additionally, the existing structure was totally renovated with plumbing, wiring, windows, doors, appliances, and bathrooms. The Kitchen was refurbished again this year in 2016. The 31 x 45 covered, screened lanai and heated caged 14 x 36 pool/spa overlook the canal. A 250 gallon propane gas tank heats the pool, spa, 2nd floor water heater and the gas range in the Kitchen. The lawn sprinkler system is on a well and the are two utility rooms, one on each floor. The upstairs Master Bath has a urinal. On the Gulf , there is a community deeded beach tiki hut, that has been recently refurbished with a shower. On the Bay, there is a community deeded pier, dock/deck for fishing or relaxing. There are only 45 homes in this enclave, with only twelve full time residents. The association fee is only $850 per year.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 4
    Heating
    • Heat pump, Gas
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Microwave, Range / Oven, Washer
    Features
    • Cathedral Ceiling(s), Ceiling Fans(s), High Ceiling(s), Living Room/Dining Room Combo, Master Bedroom Downstairs, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Skylight(s), Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Kitchen/Family Room Combo
    • Flooring: Tile, Carpet, Hardwood
    • Windows: Skylight(s), Blinds, Thermal Windows, Rods
    • Fireplace features: Family Room, Wood Burning
    Interior area
    • Structure area source: Owner
    • Total interior livable area: 4,446 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    Features
    • Levels: Two
    • Patio & porch: Deck, Patio, Porch, Screened
    • Exterior features: Stucco, Wood
    • Pool features: Heated, Pool Sweep, Outside Bath Access, Screen Enclosure, In Ground, Gunite
    • Spa features: Heated
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Canal - Saltwater
    • Body of water: SARASOTA BAY
    Lot
    • Size: 0.30 Acres
    • Features: In County, Street Paved, Street Private, Near Public Transit, Street Dead-End, FloodZone, In City Limits
    • Residential vegetation: Mature Landscaping, Trees/Landscaped
    Details
    • Parcel number: 0002060006
    • Zoning: R4SF

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Custom
    Materials
    • Roof: Metal
    Condition
    • Year built: 1955

    Utilities & green energy

    • Utilities for property: Public, Cable Connected, Electricity Connected, Gas, Sprinkler Well, Street Lights

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s)
    Location
    • Region: Longboat Key

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $70 monthly
    • Services included: Private Road, Maintenance Repairs

    Other

    Other facts
    • Additional Rooms: Inside Utility
    • Appliances: Dishwasher, Electric Water Heater, Washer, Disposal, Microwave, Range, Range Hood, Convection Oven, Gas Water Heater
    • Association Fee Includes: Private Road, Maintenance Repairs
    • Association Fee Requirement: Required
    • Community Features: Deed Restrictions, Water Access, Waterfront Complex, Fishing
    • Construction Materials: Block, Stucco, Wood Frame
    • Cooling: Central Air, Zoned
    • Exterior Features: Sliding Doors, Irrigation System, Rain Gutters, Balcony, Lighting, Outdoor Grill, Hurricane Shutters
    • Flooring: Carpet, Ceramic Tile, Wood
    • Foundation Details: Slab
    • Heating: Heat Pump, Zoned, Central, Propane
    • Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), High Ceiling(s), Living Room/Dining Room Combo, Master Bedroom Downstairs, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Skylight(s), Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Kitchen/Family Room Combo
    • Fireplace Features: Family Room, Wood Burning
    • Levels: Two
    • Parking Features: Circular Driveway, Garage Door Opener, Driveway, On Street
    • Roof: Metal
    • Vegetation: Mature Landscaping, Trees/Landscaped
    • Water Access: Bay/Harbor, Canal - Saltwater
    • Water Extras: Dock - Slip Deeded On-Site, Lift, Seawall - Concrete, Bridges - No Fixed Bridges, Sailboat Water, Dock w/Electric, Dock w/o Water Supply
    • Water View: Bay/Harbor - Full, Canal
    • Window Features: Skylight(s), Blinds, Thermal Windows, Rods
    • Association Fee Frequency: Annually
    • Lot Features: In County, Street Paved, Street Private, Near Public Transit, Street Dead-End, FloodZone, In City Limits
    • Patio And Porch Features: Deck, Patio, Porch, Screened
    • Pets Allowed: Yes
    • Property Type: Residential
    • Security Features: Smoke Detector(s)
    • Utilities: Public, Cable Connected, Electricity Connected, Gas, Sprinkler Well, Street Lights
    • Minimum Lease: 1 Month
    • Pool Features: Heated, Pool Sweep, Outside Bath Access, Screen Enclosure, In Ground, Gunite
    • Architectural Style: Custom
    • Building Area Source: Owner
    • View: Water
    • Total Acreage: 1/4 Acre to 21779 Sq. Ft.
    • Direction Faces: North
    • Waterfront Features: Canal - Saltwater
    • Additional Parcels YN: 0
    • Association Approval Required YN: 0
    • Available For Lease YN: 1
    • Other Exemptions YN: 0
    • Planned Unit Development YN: 0
    • Tax Year: 2017
    • Fireplace YN: 1
    • Pool Private YN: 1
    • Flood Zone Code: AE
    • Waterfront YN: 1
    • Water Access YN: 1
    • Water Extras YN: 1
    • Water View YN: 1
    • Flood Zone Date: 2016-11-04T00:00:00.000
    • Public Survey Range: 17
    • Zoning Compatible YN: 1
    • Building Elevator YN: 0
    • Stories Total: 2
    • Public Survey Section: 06
    • Zoning: R4SF
    • Water Body Name: SARASOTA BAY
    • Flood Zone Panel: 12115C0019F
    • Year Built: 1955
    • Room Count: 15
    • Garage Dimensions: 19x23
    • Additional Water Information: Community Fishing Pier
    • Building Area Total: 4786.00
    • Water Frontage Feet Canal Salt: 6
    • Waterfront Feet Total: 6
    • Association Fee: 850.00
    • Attached Garage YN: 1
    • Garage YN: 1
    • New Construction YN: 0
    • Additional Lease Restrictions: City and County codes
    • Living Area: 4446.00
    • Pet Restrictions: There is no restriction on the number of pets or t
    • Tax Annual Amount: 9298
    • DPRYN: 0
    • Spa Features: Heated
    • Furnished: Unfurnished

    Price history

    DateEventPrice
    5/2/2023Sold$3,250,000-5.8%$731/sqft
    Source: Public Record Report a problem
    3/14/2023Pending sale$3,450,000$776/sqft
    Source: Stellar MLS #A4563422 Report a problem
    3/10/2023Listed for sale$3,450,000+87%$776/sqft
    Source: Stellar MLS #A4563422 Report a problem
    8/1/2018Listing removed$1,845,000$415/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    1/11/2018Price change$1,845,000-2.6%$415/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    11/11/2017Listed for sale$1,895,000$426/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    11/11/2017Pending sale$1,895,000$426/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    6/12/2017Price change$1,895,000-4.9%$426/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    12/19/2016Listed for sale$1,992,000+2.2%$448/sqft
    Source: ACTION REALTY OF SARASOTA LLC #A4171816 Report a problem
    9/10/2016Listing removed$1,950,000$439/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    4/7/2016Price change$1,950,000-2.3%$439/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    5/1/2015Listed for sale$1,995,000$449/sqft
    Source: WATERFRONT 7 REALTY LLC #A4109336 Report a problem
    2/26/2015Listing removed$1,995,000$449/sqft
    Source: ENGEL & VOELKERS LBK REALTY (266509813) #A4109336 Report a problem
    12/13/2014Listed for sale$1,995,000-9.1%$449/sqft
    Source: ENGEL & VOELKERS LBK REALTY (266509813) #A4109336 Report a problem
    9/2/2014Listing removed$2,195,000$494/sqft
    Source: Engel & Volkers Longboat Key #A3988545 Report a problem
    6/26/2014Price change$2,195,000-6.2%$494/sqft
    Source: Engel & Volkers Longboat Key #A3988545 Report a problem
    11/30/2013Listed for sale$2,340,000+207.9%$526/sqft
    Source: ENGEL & VOELKERS LBK REALTY #A3988545 Report a problem
    9/26/2000Sold$760,000$171/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$23,779 -26.4%$1,846,100 -26%
    2024$32,300 +160.4%$2,496,000 +152.9%
    2023$12,404 -4.2%$986,923 +3%
    2022$12,946 -1.6%$958,178 +3%
    2021$13,152 -0.7%$930,270 +1.4%
    2020$13,249 +3.1%$917,426 +2.3%
    2019$12,847 $896,800 +30.6%
    2018$12,847 +20.4%$686,448 +2.1%
    2017$10,674 +5.2%$672,329 +2.1%
    2016$10,148 $658,500 -7.8%
    2015$10,148 -1.5%$714,000 +1.8%
    2014$10,303 +3.3%$701,352
    2013$9,970 +4.1%$701,352 +1.7%
    2012$9,578 +4.8%$689,628 +3%
    2011$9,141 -1.2%$669,542 +1.5%
    2010$9,250 +12.5%$659,647 +2.7%
    2009$8,220 $642,305 +0.1%
    2008$8,220 +20.6%$641,663 +22.1%
    2007$6,815 $525,692 +2.5%
    2006-- $512,870 +3%
    2005-- $497,932 +3%
    2004$7,228 -3%$483,429 +1.9%
    2003$7,454 -1.5%$474,415 +2.4%
    2002$7,565 +5.6%$463,296 +1.6%
    2001$7,161 +47.9%$456,000 +46.3%
    2000$4,842 $311,767

    Find assessor info on the county website

    Neighborhood: 34228

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: SouthsideElementary
    • Middle: BookerMiddle
    • High: BookerHigh

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

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    Estimated market value
    $3,253,000
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,253,000