$3,099,000
595 Bowsprit Lane
Longboat Key, FL 34228
Listing updated: July 5, 2026 at 8:57 AM ET
Listing courtesy of Michael Saunders & Company · Melissa Gissinger · MLS #A4668868 · Active · 941-951-6660Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history202 days on market
- Status: ActiveDec 15, 2025
- Listed$3,275,000Dec 15, 2025
- Price reduced$3,099,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 202
- Subdivision
- Country Club Shores
- County
- Sarasota
- Year built
- 1966
- Living area
- 2,550 sq ft
- Price/sq ft
- $1,215
- Building area
- 3,455 sq ft (Public Records)
- Lot size
- 11,014 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- AE (12115C0126G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $26,814 (2025)
- Parcel #
- 0009160009
- Zoning
- R4SF
- MLS #
- A4668868
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Cork, Laminate
- 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
- Interior features
- Accessibility Features, Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-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
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, On Street
HOA & Financial
- HOA fee
- $250 / Annually
- Monthly HOA
- $21/mo
- Total monthly fees
- $21/mo
- Total annual fees
- $250
- HOA name
- Country Club Shores HOA
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Check with HOA and Town of Longboat Key
Exterior & Construction
- Exterior features
- Courtyard, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 28x19 |
| Dining Room | First | 22x17 |
| Kitchen | First | 26x22 |
| Primary Bedroom | First | 22x21 |
| Bedroom 2 | First | 14x16 |
| Bedroom 3 | First | 14x16 |
| Bedroom 4 | First | 13x13 |
Listing Details
- Listing date
- 2025-10-09
- On market date
- 2025-12-15
- Original list price
- $3,275,000
- Occupant type
- Owner
- MLS area
- 34228 - Longboat Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2025-12-15
- Tax legal description
- LOT 3 BLK F COUNTRY CLUB SHORES UNIT 4
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of July 5, 2026 at 8:57 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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