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$4,995,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,733 Sq. Ft.
  • Updated 8 days ago
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Under contract-accepting backup offers. PRICE REDUCTION OF $230,000. NEW PRICE OF $4,995,000 for land value. 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. 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.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. 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!

Full Property Details for 585 Gunwale Ln

General

  • Price: $4,995,000
  • HOA FEE: $8/month
  • HOA FEE FREQ.: Annually
  • Taxes: $19,595 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4657691
  • Updated: 2/17/2026
  • Added to Site: 238 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 12
  • Interior Features: 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)
  • Appliances: Convection Oven, Cooktop, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Flooring: Carpet

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Lighting
  • Spa: Yes
  • Spa Description: In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Sliding Doors
  • Deck/Patio: Deck, Patio
  • Porch/Patio/Deck: Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 34228 - Longboat Key
  • County: Sarasota
  • Development Name: 34228 - Longboat Key
  • Subdivision: COUNTRY CLUB SHORES SEC 02
  • Driving 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 of Mexico Drive. Make a right onto Gunwale Lane. The home will be at the end on the left hand side.
  • Direction Faces: Southwest

School Information

  • Elementary School: Southside Elementary
  • Middle School: Booker Middle
  • High School: Booker High

Community

  • Community Name: 34228 - Longboat Key
  • Community Features: Water Access, Waterfront
  • Association: Yes
  • Assoc. Name: Kevin Mulkern

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Concrete, Tile
  • Stories/Levels: Three Or More
  • Square Feet: 4,733
  • Sq. Ft. Source: Public Records
  • Year Built: 1990

Lot Features

  • Property View: City, Water
  • Lot Size (Acres): 0.36
  • Lot Size (Sq. Ft.): 15,696
  • Lot Size: 15696
  • Lot Dimensions: 130 x 123 x 117 x 121
  • Street/Road Desc.: Asphalt

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Bay/Harbor
  • Water Front Desc.: Waterfront, Bay/Harbor, Intracoastal Waterway

Financial Considerations

  • Association Fee: $100
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $19,595.71
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 1 BLK D COUNTRY CLUB SHORES UNIT 3 SEC 2
  • Flood Zone Info: AE
  • APN: 10070035
  • Property ID: 10070035
  • Block/Lot/Section: D

Listed by Premier Sotheby's International Realty

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Listing agent

— 585 Gunwale Ln —

  • Premier Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 585 Gunwale Ln

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-54.7 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-84.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 585 Gunwale Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/09/2026
Price Reduced
$4,995,000
-4.4%
MLS
10/30/2025
Price Reduced
$5,225,000
-3.69%
MLS
7/02/2025
Listed
$5,425,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 585 Gunwale Ln

Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,300
-2%
$1,536,834
3%
2024
$19,596
2%
$1,493,522
3%
2023
$19,221
9%
$1,450,021
10%
2022
$17,700
-2%
$1,317,151
3%
2021
$17,991
—
$1,278,787
9%
2021
$17,991
10%
$1,169,021
2%
2019
$16,306
2%
$1,142,738
2%
2018
$16,046
4%
$1,121,431
2%
2017
$15,409
—
$1,098,365
2%
2016
$15,365
—
$1,075,774
1%
2015
$15,438
—
$1,066,862
1%
2014
$15,430
2%
$1,058,395
1%
2013
$15,091
—
$1,042,754
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Premier Sotheby's International Realty

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585 Gunwale Lane, Longboat Key, FL 34228 (MLS# A4657691) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 585 Gunwale Lane is currently listed for $4,995,000 and was received on July 02, 2025. Want to learn more about 585 Gunwale Lane? Do you have questions about finding other Single Family real estate for sale in Longboat Key? You can browse all Longboat Key real estate or contact a Coldwell Banker agent to request more information.

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