$1,995,000
$2M PRICE INCREASE

3271 Bayou Rd Longboat Key, FL 34228

Estimated payment $13,380/month

4 Beds
4 Baths
3,059 Sq Ft
$652 Price per Sq Ft

Highlights

  • Beach Access
  • Golf Course Community
  • Custom Home
  • Southside Elementary School Rated A
  • Heated In Ground Pool
  • Gated Community

About This Home

Nestled behind the gates of prestigious Bay Isles on Longboat Key, this exceptional residence offers over 3,000 square feet of thoughtfully designed living space surrounded by lush tropical landscaping and just moments from the Gulf of Mexico. Combining timeless architecture, spacious interiors, and resort-style outdoor living, this home delivers the privacy and elegance that define the Longboat Key lifestyle. A grand entry welcomes you into an open and inviting floor plan featuring soaring ceilings, abundant natural light, and generous living and entertaining spaces. The expansive great room flows seamlessly into the dining area and well-appointed kitchen, complete with ample cabinetry, extensive counter space, and a convenient wet bar for effortless entertaining. The first-floor primary suite serves as a private retreat with a spacious bedroom, large walk-in closet, and luxurious en-suite bath. Additional guest bedrooms are thoughtfully positioned for privacy and comfort, while the second floor offers a private guest suite with balcony access—perfect for visitors seeking their own space and enjoying tropical views. Designed for year-round enjoyment, the screened outdoor living area is a true highlight. Relax poolside in the sparkling heated pool and spa, entertain under the covered lanai, or unwind amidst the lush tropical surroundings that create a secluded backyard oasis. Located within the highly sought-after Bay Isles community, residents enjoy 24-hour gated security, beautifully maintained grounds, and exclusive access to the private Bay Isles Beach Club on the Gulf of Mexico. Just minutes away are the Longboat Key Club's championship golf courses, tennis facilities, marina, waterfront dining, boutique shopping, and renowned St. Armands Circle. Offering the perfect blend of luxury, privacy, and coastal convenience, this exceptional Longboat Key residence presents a rare opportunity to enjoy one of Sarasota's most desirable island lifestyles.

Listing Agent

Robert Johnson

REAL BROKER, LLC Brokerage Phone: 855-450-0442 License #3235193 Listed on: 06/05/2026

REAL BROKER, LLC

Co-Listing Agent

Taylor Giese

REAL BROKER, LLC Brokerage Phone: 855-450-0442 License #3358784

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $27,748

Year Built

  • Built in 2014

Lot Details

  • 12,268 Sq Ft Lot
  • East Facing Home
  • Private Lot
  • Oversized Lot
  • Irrigation Equipment
  • Landscaped with Trees
  • Property is zoned PD

HOA Fees

Parking

  • 3 Car Attached Garage
  • Garage Door Opener
  • Circular Driveway

Home Design

  • Custom Home
  • Mediterranean Architecture
  • Bi-Level Home
  • Entry on the 1st floor
  • Slab Foundation
  • Stem Wall Foundation
  • Block Exterior
  • Stucco

Interior Spaces

  • 3,059 Sq Ft Home
  • Dry Bar
  • Crown Molding
  • Tray Ceiling
  • Cathedral Ceiling
  • Electric Fireplace
  • Blinds
  • Sliding Doors
  • Entrance Foyer
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Den
  • Inside Utility
  • Utility Room

Kitchen

  • Breakfast Bar
  • Walk-In Pantry
  • Built-In Convection Oven
  • Cooktop with Range Hood
  • Recirculated Exhaust Fan
  • Dishwasher
  • Stone Countertops
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Wood
  • Brick
  • Carpet

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet
  • 4 Full Bathrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Home Security

  • Security System Owned
  • Hurricane or Storm Shutters
  • Fire and Smoke Detector

Pool

  • Heated In Ground Pool
  • Gunite Pool

Outdoor Features

  • Beach Access
  • Water access To Gulf or Ocean
  • Access To Marina
  • Deeded access to the beach
  • Balcony
  • Deck
  • Covered Patio or Porch
  • Exterior Lighting
  • Outdoor Storage

Location

  • Flood Zone Lot

Schools

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

Utilities

  • Zoned Heating and Cooling System
  • Underground Utilities
  • Electric Water Heater
  • High Speed Internet
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include private road, security
  • Bay Isles Bayou Association Inc Association, Phone Number (941) 383-3200
  • Visit Association Website
  • Bay Isles Homeowners Association
  • Bay Isles Community
  • Bay Isles Subdivision
  • The community has rules related to building or community restrictions, deed restrictions, vehicle restrictions

Recreation

  • Golf Course Community
  • Tennis Courts

Security

  • Security Service
  • Card or Code Access
  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$27,748

Year Built

Built in 2014

Lot Details

0.28 Acres

HOA Fees

$303 per month

Parking

3

Listing Details

  • HOA Fee Includes: Private Road, Security
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Custom, Mediterranean
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 3059
  • Lot Size Acres: 0.28
  • New Construction: No
  • Year Built: 2014
  • Building Area Total: 3925
  • Lot Size Sq Ft: 12268
  • Status: Active
  • Co List Office Mls Id: MFR805521714
  • Co List Office Phone: 855-450-0442
  • Ownership: Fee Simple
  • Entry Level: 1
  • Building Area Total Srch Sq M: 364.64
  • Escrow City: St Petersburg
  • Escrow State: FL
  • Escrow Street Name: 4th St N
  • Floor Number: 1
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 652.17
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 1
  • Planned Unit Development Yn: 1
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Marina,Water Access
  • Attribution Contact: 855-450-0442
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Electric
  • Living Area Units: Square Feet
  • Flooring: Brick, Carpet, Wood
  • Full Bathrooms: 4
  • Interior Amenities: Cathedral Ceiling(s), Central Vaccum, Crown Molding, Dry Bar, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances Included: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Range Hood, Refrigerator, Washer
  • Foundation Details: Slab, Stem Wall
  • Total Bedrooms: 4
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Window Features: Blinds
  • Additional Rooms: Den/Library/Office,Inside Utility
  • Living Area Meters: 284.19

Exterior Features

  • Direction Faces: East
  • Other Structures: Storage
  • Pool Features: Gunite, Heated, In Ground
  • Exterior Features: Balcony, Hurricane Shutters, Lighting, Sliding Doors, Storage
  • Roof: Other
  • Home Warranty: Yes
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered, Deck, Patio, Porch, Screened
  • Road Surface Type: Asphalt
  • Water Access: Bay/Harbor,Beach,Beach - Access Deeded,Gulf/Ocean,Marina
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 1251260010B

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Circular Driveway, Garage Door Opener

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Underground Utilities
  • Cooling: Central Air
  • Heating: Central, Electric, Zoned
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Buyer Approval Required, Deed Restrictions, Golf, Special Community Restrictions, Tennis Court(s)
  • Association Amenities: Gated, Security, Tennis Court(s), Vehicle Restrictions
  • Association Fee: 1250
  • Association Fee Frequency: Annually
  • Association Name: Bay Isles Bayou Association Inc
  • Phone: 941-383-3200
  • Association: Yes
  • Security: Gated Community, Key Card Entry, Security System Owned, Smoke Detector(s)
  • Senior Community: No
  • Association #2 Fee: 2392
  • Association #2 Fee Frequency: Annually
  • Association: Bay Isles Homeowners Association
  • Association 2 YN: 1
  • Association Approval Required YN: 1
  • Pet Restrictions: Buyer to verify any and all pet restrictions with association.
  • Association Fee Requirement: Required
  • Association Email: nfleet@amiwra.com
  • Association URL: https://www.bayisles.com/contact/

Fee Information

  • Total Annual Fees: 3642.00
  • Total Monthly Fees: 303.50
  • Monthly HOA Amount: 104.17

Schools

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

Lot Info

  • Zoning: PD
  • Parcel Number: 0005010019
  • Additional Parcels: No
  • Lot Features: FloodZone, In County, Oversized Lot, Paved, Private
  • Flood Zone Code: AE

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Buyer to verify any and all leasing restrictions.

Tax Info

  • Tax Annual Amount: 27748
  • Tax Block: C
  • Tax Book Number: 24-5
  • Tax Lot: 2

Multi Family

  • Approval Process: Approval required.

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $30,193 $2,133,500 $496,300 $1,637,200
2024 $27,820 $2,248,059 -- --
2023 $27,820 $2,178,400 $632,800 $1,545,600
2022 $24,872 $1,857,900 $577,600 $1,280,300
2021 $18,093 $1,283,800 $325,100 $958,700
2020 $17,628 $1,223,000 $287,500 $935,500
2019 $15,906 $1,111,800 $287,500 $824,300
2018 $17,596 $1,228,400 $313,400 $915,000
2017 $17,534 $1,209,100 $253,100 $956,000
2016 $16,182 $1,111,900 $349,600 $762,300
2015 $14,715 $984,500 $324,000 $660,500
2014 $4,368 $262,800 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/05/2026 06/05/26 For Sale $199,500 -87.5% $65 / Sq Ft
02/18/2021 02/18/21 Sold $1,590,000 -3.6% $520 / Sq Ft View Prior Sale
01/13/2021 01/13/21 Pending -- -- --
12/17/2020 12/17/20 Price Changed $1,649,999 0.0% $539 / Sq Ft
12/17/2020 12/17/20 For Sale $1,649,999 -2.9% $539 / Sq Ft
12/10/2020 12/10/20 Pending -- -- --
07/25/2020 07/25/20 Price Changed $1,699,000 -2.9% $555 / Sq Ft
10/01/2019 10/01/19 For Sale $1,750,000 -- $572 / Sq Ft
Source: Stellar MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $1,590,000 Attorney
Warranty Deed $1,645,000 Mti Title Ins Agency Inc
Warranty Deed $375,000 Attorney
Interfamily Deed Transfer -- Attorney
Warranty Deed $577,100 --
Warranty Deed -- --
Warranty Deed $155,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $1,233,750 Adjustable Rate Mortgage/ARM
Previous Owner $577,600 Purchase Money Mortgage
Previous Owner $139,500 No Value Available
Source: Public Records

Source: Stellar MLS

MLS Number: TB8515918

Stellar MLS

APN: 0005-01-0019

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