$1,995,000
3271 Bayou Road
Longboat Key, FL 34228
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Local Insight
At $652/sqft for a 2014-built home on Longboat Key, you're paying a reasonable rate for the location and amenities, though the AE flood zone means mandatory flood insurance will be a real cost factor you need to price in beyond the mortgage. The tight 0.28-acre lot is typical for this island market, so you're really buying the water access and pool rather than land, which works if you want low-maintenance island living but limits future expansion or privacy. This subdivision location gives you convenient access to the island's beaches and services without the premium you'd pay for direct beachfront, making it a smarter value play than oceanfront comparable properties.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 5, 2026
- Listed$199,500Jun 5, 2026
- Price increased$1,995,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Bay Isles
- County
- Sarasota
- Year built
- 2014
- Living area
- 3,059 sq ft
- Price/sq ft
- $652
- Building area
- 3,925 sq ft (Public Records)
- Lot size
- 12,268 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- AE (1251260010B)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $27,748 (2025)
- Parcel #
- 0005010019
- Zoning
- PD
- MLS #
- TB8515918
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Flooring
- Brick, Carpet, Wood
- Appliances
- Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Range Hood, Refrigerator, Washer
- Interior features
- 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)
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Circular Driveway, Garage Door Opener
HOA & Financial
- HOA fee
- $1,250 / Annually
- Monthly HOA
- $104/mo
- Total monthly fees
- $304/mo
- Total annual fees
- $3,642
- HOA name
- Bay Isles Bayou Association Inc
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to verify any and all leasing restrictions.
- Approval process
- Approval required.
Exterior & Construction
- Exterior features
- Balcony, Hurricane Shutters, Lighting, Sliding Doors, Storage
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab, Stem Wall
- Pool
- Private pool
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Underground Utilities
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 14x15 |
| Den | First | 13x14 |
| Dining Room | First | 10x13 |
| Kitchen | First | 16x22 |
| Living Room | First | 16x24 |
| Primary Bedroom | First | 14x18 |
| Utility Room | First | 7x12 |
| Foyer | First | 10x15 |
Listing Details
- Listing date
- 2026-06-05
- On market date
- 2026-06-05
- Original list price
- $199,500
- Occupant type
- Owner
- MLS area
- 34228 - Longboat Key
- Listing AOR
- Orlando Regional
- Home warranty
- Yes
- Status changed
- 2026-06-05
- Tax legal description
- LOT 2 BLK C BAY ISLES UNIT 2
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 5, 2026 at 4:16 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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