$3,140,000

595 Bowsprit Lane

Longboat Key, FL 34228

Active
4
Beds
3
Baths
2,550
Sq Ft
0.25
Acres
1966
Built
WaterfrontWater accessPrivate pool$1,231/sqft
🏠Single Family Residence

Property type

🏗️1966

Year built

📐11,014 sqft

Lot size

📊$1,231

Price / sq ft

🏘️$21/mo

HOA dues

📅165

Days on market

🚗2

Garage spaces

🌊AE

Flood zone

About this home

Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this 4-bedroom, 2.5-bath home, effective year 2016, in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station (all 2022–2023). Completely remodeled twice in the last few years, this home blends elegant design and high-end engineering: roof, plumbing, electrical, and PGT hurricane-impact sliding doors and windows throughout, 2 new A/C's 2024. The flowing open-concept floor plan extends to a resort-style outdoor area through retractable glass walls, revealing a heated pool, travertine decking, and inspiring partial Bay views of Sarasota Bay and the Ca’ d’Zan. The showpiece chef’s kitchen sets the standard for luxury with custom Devittori cabinetry, level 5 leathered granite, and a massive 11’x5’ island crafted from a single granite slab. Outfitted with premium Sub-Zero and Wolf appliances, including a 60” range with double ovens, six burners, dual griddles, a pot filler, Sub-Zero wine fridge, refrigerator drawers, and designer hood. Enjoy deeded private beach access, or join the nearby Longboat Key Club for world-class golf, tennis, and dining—all minutes from St. Armands Circle and Downtown Sarasota. Live the Longboat Key waterfront lifestyle—where boating, beach, and luxury converge in one extraordinary home.

Estimated monthly payment

Principal & interest$15,878
Property taxes$2,235
Home insurance (est.)$1,439
HOA dues$21

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 history165 days on market

  1. Status: Active
    Dec 15, 2025
  2. Listed$3,275,000
    Dec 15, 2025
  3. Price reduced$3,140,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
165
Subdivision
Country Club Shores
County
Sarasota
Year built
1966
Living area
2,550 sq ft
Price/sq ft
$1,231
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

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

ElementarySouthside ElementaryGreatSchools ↗
MiddleBooker MiddleGreatSchools ↗
High SchoolBooker HighGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst28x19
Dining RoomFirst22x17
KitchenFirst26x22
Primary BedroomFirst22x21
Bedroom 2First14x16
Bedroom 3First14x16
Bedroom 4First13x13

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

High riskFEMA Zone AEPanel 12115C0126G

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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MLS GRID

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 May 29, 2026 at 2:24 PM 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA