585 GUNWALE LANE Longboat Key, FL $ 5,225,000
585 GUNWALE LANE
$ 5,225,000
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585 GUNWALE LANE

Longboat Key, FL, 34228
$ 5,225,000
Bedrooms3 Baths3.1 Sq 4,733

Monthly Estimate*

$ 32,597

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Single Family Home for sale in Longboat Key, FL

for $5,225,000 with 3 bedrooms and 3 full baths, 1 half bath. This 4,733 square foot home was built in 1990 on a lot size of 0.36.

Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!

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Single Family Active

Price

$ 5,225,000

Bedrooms

3

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 19,595

Style

Single Family Residence

Lot Size

0.36

Year Built

1990

Town/City

Longboat Key

County/Region

Manatee

MLS | Web ID

A4657691

Features
Interior
Interior Amenities built-in features cathedral ceiling(s) ceiling fan(s) crown molding dry bar eating space in kitchen solid wood cabinets split bedroom walk-in closet(s)
Flooring carpet
Total Stories 3
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N no
Half Baths 1
Laundry Features laundry room
Total Bedrooms 3
Total Baths 4
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General
Sewer public sewer
Heating central
Cooling central air
Utilities bb/hs internet available cable connected electricity connected phone available sewer connected water connected
Roof concrete tile
Appliances convection oven cooktop disposal dryer electric water heater exhaust fan microwave refrigerator washer wine refrigerator
Zoning r4sf
HOA Fee 100
Garage Spaces 2
Patio/Porch Features deck patio
Pool Features in ground lighting
Construction Materials stucco
Pets Allowed yes
Year Built 1990
View city water
Levels three or more
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Waterfront Features waterfront
Community Features water access waterfront
Assoc Fee Paid Per annually
County sarasota
New Construction no
Property Type residential
HOA Y
Attached Garage yes
Subdivision Name country club shores sec 02
Facing Direction southwest
Garage Y/N yes
Total Rooms 12
Full Baths 3
Status active
Directions from downtown sarasota take the john ringling causeway headed west to st. armands/lido key. at the st. armands circle take the first exit headed north onto blvd of the presidents. continue on to gulf
High School booker high
City longboat key
Association Name kevin mulkern
Senior Community Y/N no
MLS Area 34228 - longboat key
Lot Size Units square feet
Lot Size Square Feet 15696
Carport Y/N no
Spa Features in ground
Elementary School southside elementary
Land Lease Y/N no
Tax Annual Amount 19595.71
Middle/Junior High School booker middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://app.cloudpano.com/tours/8k_vimqtg-buu
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type owner
Tax Lot 1
Legal Description lot 1 blk d country club shores unit 3 sec 2
Water View bay/harbor - full
Water Access Type bay/harbor
Minimum Lease 1 month
Water Access Y/N yes
Monthly HOA Amount 8.33
Additional Rooms bonus room den/library/office loft
Water View Y/N yes
Flood Zone Code ae
DockY/N yes
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Exterior
Exterior Amenities irrigation system lighting sliding doors
Vegetation trees/landscaped
Parking Features driveway
Lot Features corner lot cul-de-sac in county landscaped level near golf course
Water Source public
Lot Size Area 15696
Foundation Details stem wall
Spa yes
Building Area Total 6609
Lot Dimensions 130 x 123 x 117 x 121
Lot Size Acres 0.36
Road Surface Type asphalt
Private Pool yes
Waterfront Y/N no
Covered Spaces 2
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Internal Only
Street Number 1 585
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* Excluded Features
List By
Premier Sotheby's International Realty

Broker

peter.laughlin@premiersir.com

Email

Affordability Calculator

$34,230
Per Month
95%
5%
0%
Monthly Principal & Interest
$32,597
Monthly Property Taxes
$1,633
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3324930 Elementary School
265039 Middle School
Booker High High School
Pricing History
DatePricePrice ChangeDescription
10/30/2025$5,225,000 -3.69% Price Down
7/2/2025$5,425,000 Listed Price

Map


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585 GUNWALE LANE, Longboat Key, FL, 34228 is a Single Family Home for sale at $5,225,000 with 4,733 sqft and a lot size of 0.36. 585 GUNWALE LANE has 3 bedrooms, 3.1 baths, and was built in 1990. The property's zip code is 34228 which is in Longboat Key, FL