595 Bowsprit Ln

Longboat Key, FL 34228

$3,099,000
Price
4
Beds
2,550 Sq. Ft.
$1,215 / Sq. Ft.
2,550
Sq. Ft.
$1,215
per Sq. Ft.
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Description

Longboat Key Waterfront Luxury. Experience the ultimate in waterfront living in this 4-bedroom, 2.5-bath Country Club Shores residence, tucked just off Sarasota Bay on a nice canal with quick access to the Gulf, sandbars, and every boating adventure Sarasota has to offer. A private dock, two boat lifts (20,000 lb and 7,000 lb), new seawall, and a custom fish cleaning station create a true boater’s paradise, while canal and bay views enhance the coastal setting. After a day of boating, sandbar hopping,...Longboat Key Waterfront Luxury. Experience the ultimate in waterfront living in this 4-bedroom, 2.5-bath Country Club Shores residence, tucked just off Sarasota Bay on a nice canal with quick access to the Gulf, sandbars, and every boating adventure Sarasota has to offer. A private dock, two boat lifts (20,000 lb and 7,000 lb), new seawall, and a custom fish cleaning station create a true boater’s paradise, while canal and bay views enhance the coastal setting. After a day of boating, sandbar hopping, fishing, or cruising the bay, come home to your heated pool, travertine-decked outdoor retreat. Retractable glass sliders, and pool bar blur the line between indoors and out, making this the perfect place to gather, unwind, and relive the day’s best moments on the water. Thoughtfully remodeled twice in recent years, the home blends refined coastal style with exceptional updates including a 2016 effective build year, roof, plumbing, electrical, PGT hurricane-impact windows and sliders, and two new A/C systems in 2024. The chef’s kitchen is a standout, featuring custom Devittori cabinetry, leathered granite, a dramatic 11’x5’ island, and premium Sub-Zero and Wolf appliances. Deeded private beach access, nearby Longboat Key Club amenities, and close proximity to St. Armands Circle and Downtown Sarasota complete this exceptional island offering.
  1. Listed by Melissa Gissinger • Brokerage DRE #2029530 • MICHAEL SAUNDERS & COMPANY
    P: (941)-404-2722 C: (941)-404-2722 melissagissinger@michaelsaunders.com

Property Details for 595 Bowsprit Lane

Subdivision Name
COUNTRY CLUB SHORES
Township
36
Garage Spaces
2
View
Water
Waterfront
Yes
Water View
Bay/Harbor - Partial, Canal, Intracoastal Waterway
LISTING UPDATED: 07/05/2026 09:02 AM

Property Details for 595 Bowsprit Lane

StatusActive
MLS #A4668868
Days on Market210
Taxes$26,814 / year
HOA Fees$250 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1966
Lot Size0.25 AC / 11,014 SF
CountySarasota County
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Location

Listing Courtesy of MICHAEL SAUNDERS & COMPANY, Melissa Gissinger
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Building Information for 595 Bowsprit Lane

Stories-Year Built1966Building Size-Lot Size0.25 AC / 11,014 SF

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$17,698 per month

30 year fixed, 6.36% Interest

Principal and Interest

$15,443

Property Taxes

$2,235

HOA Dues

$21

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Property Information for 595 Bowsprit Lane

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3455.0
  • Building Area Units: Square Feet
  • Community Features: Waterfront, Deed Restrictions
  • Direction Faces: South
  • Directions: Follow Gulf of Mexico Drive to the Country Club Shores IV entrance. Turn right and then left on Bogey Lane. Then right on Bowsprit Lane. Home will be on left side third from the end.
  • Elementary School: Southside Elementary
  • Middle Or Junior School: Booker Middle
  • High School: Booker High
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • SW Subdiv Community Name: Country Club Shores
  • Unit Number: No
  • Street Number: 595
  • Street Name: BOWSPRIT
  • Street Suffix: LANE
  • State: FL
  • City: LONGBOAT KEY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Circular Driveway, Driveway, On Street
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Required
  • Association Name: Country Club Shores HOA
  • Association Phone: 850-321-5013
  • Association: Yes
  • CDD: No
  • Tax Block: F
  • Tax Book Number: 17-38
  • Tax Legal Description: LOT 3 BLK F COUNTRY CLUB SHORES UNIT 4
  • Tax Lot: 3
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: 7,000 lb lift 2023; 20,000 lb life 2022; new seawall 2022.
  • Lot Features: Flood Insurance Required, Landscaped, Near Golf Course, Near Marina
  • Parcel Number: 0009160009
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Beach - Access Deeded, Canal - Saltwater, Gulf/Ocean, Intracoastal Waterway
  • Water Access: Yes
  • Water Extras: Lift, No Wake Zone, Sailboat Water, Seawall - Concrete
  • Water Extras: Yes
  • Water: Lift, No Wake Zone, Sailboat Water, Seawall - Concrete
  • Zoning: R4SF
  • Living Area: 2550
Property and Assessments
  • Year Built Numeric: 1966
  • Flood Zone Code: AE
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0126G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 17
  • Public Survey Section: 16
  • Dock YN: Yes
  • Dock Description: Dock - Slip 1st Come
  • Dock Dimensions: 00x00
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: Gunite, Heated, In Ground, Lighting, Salt Water
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Waterfront Features: Waterfront, Canal - Saltwater
  • Waterfront Feet Total: 110
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Appliances: Bar Fridge, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Cork, Laminate
  • Heating: Central
  • Interior Features: Accessibility Features, Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 595 Bowsprit Lane

DateEvent & SourcePriceAppreciation
Jul 5, 2026

Price Change

MFRMLS #A4668868

$3,099,000—
May 29, 2026

Price Change

MFRMLS #A4668868

$3,140,000—
Feb 23, 2026

Price Change

MFRMLS #A4668868

$3,175,000—
DateEvent & SourcePrice
07/05/2026

Price Change

MFRMLS #A4668868

$3,099,000
05/29/2026

Price Change

MFRMLS #A4668868

$3,140,000
02/23/2026

Price Change

MFRMLS #A4668868

$3,175,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 595 Bowsprit Lane

Taxable ValueLand$1,362,500Additions$672,900Total$2,035,400
Tax Record2025$26,218 ($2,185 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,550 SqFtAbove Grade Finished SqFt2,550 SqFtStories1Lot Size11,014 SqFtStyleSingle Family ResidenceYear Built1966Year Renovated2016ZoningR4SFCountySARASOTAAPN0009-16-0009

Schools near 595 Bowsprit Lane

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Southside Elementary School
Public - K to 5
Booker Middle School
Public - 6 to 8
Sarasota Military Academy
Charter - 6 to 12
Bay Haven School Of Basics Plus
Public - K to 5
Rating
School
Distance
Southside Elementary School
PublicK to 5

Booker Middle School
Public6 to 8

Sarasota Military Academy
Charter6 to 12

Bay Haven School Of Basics Plus
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 595 Bowsprit Lane, Longboat Key, FL 34228

595 Bowsprit Lane is a single family home for sale in Longboat Key, FL 34228. This property was listed for sale on December 15, 2025 by MICHAEL SAUNDERS & COMPANY, it's currently listed at $3,099,000. It has been on the market for a total of 210 days and was last sold on August 22, 2023. This listing's school district is Sarasota. Nearby schools include Southside Elementary School, Booker Middle School and Sarasota Military Academy. 595 Bowsprit Lane is a 4-bed, 3-bath, 2,550 sqft single family home built in 1966.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of MICHAEL SAUNDERS & COMPANY, Melissa Gissinger

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.