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PendingPrice cut: $230K (2/9)
$4,995,000
3beds
4,733sqft

585 Gunwale Ln, Longboat Key, FL 34228

3beds
4,733sqft
Single family residence
Built in 1990
0.36 Acres
2 Attached garage spaces
$1,055 price/sqft
$8/mo HOA

What's special

Impact-resistant windows and doorsNewer seawallProfessional-grade frigidaire appliancesDual walk-in closetsGraber wood cabinetryPrivate bayfront balconyFull-bayfront offering

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, ...

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Source: Stellar MLS,MLS#: A4657691MLS LogoOriginating MLS: Sarasota - Manatee
Travel times

Family Room

Kitchen

Primary Bedroom

Zillow last checked: 7 hours ago

Listing updated: February 17, 2026 at 11:58am

Listing Provided by:

Peter Laughlin 941-356-8428,

PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000

Source: Stellar MLS,MLS#: A4657691MLS LogoOriginating MLS: Sarasota - Manatee

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
Rooms
  • Room types: Bonus Room, Den/Library/Office, Loft
Primary bedroom
  • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
  • Level: Third
  • Area: 240 Square Feet
  • Dimensions: 24x10
Bedroom 1
  • Features: Ceiling Fan(s), En Suite Bathroom, Built-in Closet
  • Level: Second
  • Area: 204 Square Feet
  • Dimensions: 17x12
Bedroom 3
  • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
  • Level: Basement
  • Area: 240 Square Feet
  • Dimensions: 16x15
Primary bathroom
  • Features: Built-In Shower Bench, Ceiling Fan(s), Dual Sinks, Shower No Tub, Tile Counters, Water Closet/Priv Toilet, Linen Closet
  • Level: Third
  • Area: 240 Square Feet
  • Dimensions: 24x10
Balcony porch lanai
  • Level: Second
  • Area: 270 Square Feet
  • Dimensions: 27x10
Bonus room
  • Features: Ceiling Fan(s), No Closet
  • Level: Second
  • Area: 240 Square Feet
  • Dimensions: 24x10
Dining room
  • Level: Second
  • Area: 176 Square Feet
  • Dimensions: 16x11
Family room
  • Features: Ceiling Fan(s)
  • Level: Second
  • Area: 340 Square Feet
  • Dimensions: 20x17
Kitchen
  • Features: Bar, Breakfast Bar, Granite Counters, Kitchen Island, Pantry
  • Level: Second
  • Area: 322 Square Feet
  • Dimensions: 23x14
Living room
  • Features: Built-In Shelving
  • Level: Second
  • Area: 165 Square Feet
  • Dimensions: 15x11
Loft
  • Features: Ceiling Fan(s)
  • Level: Third
  • Area: 297 Square Feet
  • Dimensions: 27x11
Office
  • Features: Ceiling Fan(s)
  • Level: Second
  • Area: 132 Square Feet
  • Dimensions: 12x11
Heating
  • Central
Cooling
  • Central Air
Appliances
  • Included: Convection Oven, Cooktop, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Laundry: Laundry Room
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)
  • Flooring: Carpet
  • Doors: Sliding Doors
  • Has fireplace: No
Interior area
  • Total structure area: 6,609
  • Total interior livable area: 4,733 sqft

Property

Parking
  • Total spaces: 2
  • Parking features: Driveway
  • Attached garage spaces: 2
  • Has uncovered spaces: Yes
  • Details: Garage Dimensions: 20x20
Features
  • Levels: Three Or More
  • Stories: 3
  • Patio & porch: Deck, Patio
  • Exterior features: Irrigation System, Lighting
  • Has private pool: Yes
  • Pool features: In Ground, Lighting
  • Has spa: Yes
  • Spa features: In Ground
  • Has view: Yes
  • View description: City, Water, Bay/Harbor - Full
  • Has water view: Yes
  • Water view: Water,Bay/Harbor - Full
  • Waterfront features: Waterfront, Bay/Harbor, Intracoastal Waterway, Bay/Harbor Access
Lot
  • Size: 0.36 Acres
  • Dimensions: 130 x 123 x 117 x 121
  • Features: Corner Lot, Cul-De-Sac, In County, Landscaped, Level, Near Golf Course
  • Residential vegetation: Trees/Landscaped
Details
  • Parcel number: 0010070035
  • Zoning: R4SF
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Property subtype: Single Family Residence
Materials
  • Stucco
  • Foundation: Stem Wall
  • Roof: Concrete,Tile
Condition
  • New construction: No
  • Year built: 1990

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Water Connected

Community & HOA

Community
  • Features: Water Access, Waterfront
  • Subdivision: COUNTRY CLUB SHORES SEC 02
HOA
  • Has HOA: Yes
  • HOA fee: $8 monthly
  • HOA name: Kevin Mulkern
  • Pet fee: $0 monthly
Location
  • Region: Longboat Key

Financial & listing details

  • Price per square foot: $1,055/sqft
  • Tax assessed value: $4,373,000
  • Annual tax amount: $19,595
  • Date on market: 7/2/2025
  • Cumulative days on market: 423 days
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Asphalt

Price history

DateEventPrice
2/17/2026Pending sale$4,995,000$1,055/sqft
Source: Stellar MLS #A4657691 Report a problem
2/9/2026Price change$4,995,000-4.4%$1,055/sqft
Source: Stellar MLS #A4657691 Report a problem
10/30/2025Price change$5,225,000-3.7%$1,104/sqft
Source: Stellar MLS #A4657691 Report a problem
7/2/2025Listed for sale$5,425,000-4.8%$1,146/sqft
Source: Stellar MLS #A4657691 Report a problem
5/22/2025Listing removed$5,699,000$1,204/sqft
Source: Stellar MLS #A4629742 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$20,061 +2.4%$1,536,834 +2.9%
2024$19,596 +1.9%$1,493,522 +3%
2023$19,221 +8.6%$1,450,021 +10.1%

Find assessor info on the county website

BuyAbility℠ payment

Est. payment
$30,101/mo
Principal & interest
$24807
Property taxes
$5286
HOA Fees
$8
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    Estimated market value

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    Climate risks

    Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

    Neighborhood: 34228

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Southside Elementary
    • Middle: Booker Middle
    • High: Booker High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.