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.
Est. $10,173 per month, based on comparable rentals
Sale and tax history for 3271 Bayou Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #TB8515918
Aug 25, 2026
Sold
$1,925,000
$629/sq ft
Jul 7, 2026
Contingent
—
Jun 5, 2026
Price Changed
$1,995,000
$652/sq ft
Jun 5, 2026
Listed
$199,500
$65/sq ft
Stellar MLS as Distributed by MLS Grid #N6107295
Feb 18, 2021
Sold
$1,590,000
$520/sq ft
Jan 13, 2021
Pending
—
Dec 17, 2020
Price Changed
$1,649,999
$539/sq ft
Dec 17, 2020
Relisted
—
Dec 10, 2020
Pending
—
Jul 25, 2020
Price Changed
$1,699,000
$555/sq ft
Oct 1, 2019
Listed
$1,750,000
$572/sq ft
Absolutely Stunning! Fully Furnished! Newer Custom Built Home by Award Winning Allegra Homes! This show stopping open concept home features exquisite architectural elements including, a vaulted entry with detailed custom woodworking, handcrafted trim, a gas fireplace in the living room and many designer fixtures including plantation shutters, natural stones throughout, travertine and real hardwood floors. This one of a kind home includes high quality cabinets, a Gourmet Kitchen with a gas cook-top, along with granite counter tops and walk-in pantry, making entertaining a breeze. The master bedroom is located on the main level, along with 2 additional bedrooms. The 4th bedroom and den are situated on the second level with their own bath. This breathtaking home has an over sized 3 Car garage that can accommodate all of your toys and more . Take a dip in your private salt water pool and spa, or head over the the exclusive private Bay Isles Beach Club located on the Gulf of Mexico just a short bike ride away. Bay Isles Bayou is a 24-hour manned guarded gated community, with near by dining, shops, and some of the best beaches in world!
Stellar MLS as Distributed by MLS Grid #A4141754
Aug 1, 2016
Sold
$1,645,000
$538/sq ft
Jul 11, 2016
Pending
—
May 19, 2016
Contingent
—
Apr 18, 2016
Price Changed
$1,695,000
$554/sq ft
Mar 28, 2016
Price Changed
$1,795,000
$587/sq ft
Jan 12, 2016
Price Changed
$1,875,000
$613/sq ft
Jan 6, 2016
Listed
$1,975,000
$646/sq ft
New, Custom Built Allegra Home ready for the discerning homeowner. This home is custom throughout and appointed with many upgraded finishes that make this a must see home. The home offers a Master Bedroom Suite on the ground level and an equally lavish Master Bedroom Suite with a balcony on the upper level. Custom woodwork abounds throughout the home. Travertine tile, Solid Wood floors and quality carpeting are examples of how detailed this home is. An over sized 3 car garage has plenty of room for all your beach equipment. Located inside the exclusive double gated estate neighborhood of Bay Isles Bayou, a 24-hour manned guard gate and deeded beach access to the private Bay Isles Beach Club, just a short bike ride away. TPA Tampa, SRQ Sarasota and RSW Ft Myers airports are all within a short drive. The City of Sarasota and Bradenton surround Longboat Key. Fine Dining, Beaches and World Class Shopping of St Armands Circle is all within a short drive.
Association 2 Name: Bay Isles Homeowners Association
Has HOA
MFR_Association2YN: 1
Association Fee Requirement: Required
Association Approval Required Y/N: 1
Monthly HOA Amount: 104.17
Association Amenities: Gated, Security, Tennis Court(s), Vehicle Restrictions
Association Fee: $1,250
Association Fee Frequency: Annually
Association Fee 2: $2,392
Association Fee 2 Frequency: Annually
Association Fee Includes: Private Road, Security
School Information
Elementary School: Southside Elementary
Middle Or Junior High School: Booker Middle
High School: Booker High
Location Information
Directions: GMD to Bay Isles Parkway ( Publix Shopping Center) turn on Bay Isles Parkway to Security Gate, turn left pass through the second security, turn left on Bayou, Bayou Rd will be the first to come up on your right, turn right.
Condo Information
Floor Number: 1
Community Information
Community Features: Buyer Approval Required, Deed Restrictions, Golf, Special Community Restrictions, Tennis Court(s)
Pets Allowed: Yes
Public facts
Beds: 4
Baths: 4.0
Sq. Ft.: 3,059
Stories: 2.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 2014
Year Renovated: 2019
County: Sarasota County
APN: 0005010019
Home facts updated by county records on Jul 10, 2026