If location is everything, then this property is the whole kit and caboodle! There are a handful of places on Longboat Key that have full bay views out your front door, a wide canal for your boat in the backyard and a private, deeded beach across the street. You can watch the sunrise and the sunset, and it simply doesn't get much better than that. There are 3 bedrooms, each with their own bathroom, and located in separated wings of the house plus a large atrium with 4 skylights and views of the bay. Adding a bedroom or two is possible within the existing floorplan. This Mid-century modern house can be restored to its old glory or replaced with an approx. 5,500 sq. ft. one story home on the half acre lot. There is a brand new, 155 ft. seawall with a 18-inch height addition. Longboat Key Estates is one of the most coveted communities on Longboat because it is located mid-key, adjacent to Bayfront Park and has low density living. This truly is a one-of-a-kind piece of property.
Sold for $2,600,000
$2,600,000
554 Jessmyth Dr, Longboat Key, FL 34228
3beds
4,700sqft
SingleFamily
Built in 1962
0.48 Acres Lot
$2,724,400 Zestimate®
$553/sqft
$5,257 Estimated rent
Home value
$2,724,400
$2.40M - $3.11M
$5,257/mo
Zestimate® history
Owner options
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$5,257/mo
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$5,257/mo
Rent Zestimate®
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$14,736/mo
Est. payment
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$14,736/mo
Est. payment
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- central
Cooling
- Central
Features
- Flooring: Tile, Carpet, Hardwood
Interior area
- Total interior livable area: 4,700 sqft
Property
Parking
- Parking features: Garage, Open
Features
- Exterior features: Other
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.48 Acres
Details
- Parcel number: 0002060007
Construction
Type & style
- Home type: SingleFamily
Materials
- Wood
- Foundation: Concrete
- Roof: Other
Condition
- Year built: 1962
Community & neighborhood
Location
- Region: Longboat Key
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $992 monthly
Price history
| Date | Event | Price |
|---|---|---|
| 12/1/2023 | Sold | $2,600,000-13.2%$553/sqft |
Source: Public Record Report a problem | ||
| 8/1/2023 | Listing removed | -- |
Source: | ||
| 3/10/2023 | Price change | $2,995,000-13.2%$637/sqft |
Source: | ||
| 2/23/2023 | Price change | $3,449,900-1.4%$734/sqft |
Source: | ||
| 1/13/2023 | Listed for sale | $3,499,900+250%$745/sqft |
Source: | ||
| 5/1/2014 | Sold | $1,000,000$213/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $27,311 +6% | $2,050,400 +6.1% |
| 2024 | $25,764 +78.3% | $1,932,000 +78.1% |
| 2023 | $14,447 +5.3% | $1,084,892 +6.7% |
| 2022 | $13,719 -1.6% | $1,016,534 +3% |
| 2021 | $13,939 -0.7% | $986,926 +1.4% |
| 2020 | $14,042 +7% | $973,300 +10.8% |
| 2019 | $13,122 | $878,700 -4.9% |
| 2018 | $13,122 -4.9% | $924,400 +8% |
| 2017 | $13,797 +13.6% | $856,300 +6.4% |
| 2016 | $12,141 | $804,700 -0.6% |
| 2015 | $12,141 | $809,900 +93% |
| 2014 | $12,141 +111.6% | $419,740 -41.2% |
| 2013 | $5,738 +5.8% | $713,900 +75.5% |
| 2012 | $5,421 +4.9% | $406,741 +3% |
| 2011 | $5,166 -1.1% | $394,894 +1.5% |
| 2010 | $5,225 +12.7% | $389,058 +2.7% |
| 2009 | $4,635 | $378,830 +0.1% |
| 2008 | $4,635 -0.4% | $378,452 +3% |
| 2007 | $4,654 | $367,429 +2.5% |
| 2006 | -- | $358,467 +3% |
| 2005 | -- | $348,026 +3% |
| 2004 | $4,925 -3% | $337,889 +1.9% |
| 2003 | $5,077 -1.4% | $331,589 +2.4% |
| 2002 | $5,149 +5.5% | $323,817 +1.6% |
| 2001 | $4,880 +1.4% | $318,718 +3% |
| 2000 | $4,811 | $309,435 |
Find assessor info on the county website
Neighborhood: 34228
Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: K-5Distance: 8.5 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 7.1 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 6.3 mi
Get a cash offer in 3 minutes
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Estimated market value
$2,724,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$2,724,400
- Florida
- Sarasota County
- Longboat Key
- 34228
- 554 Jessmyth Dr


