Features & Amenities

Interior

  • Other Interior Features

    Dumbwaiter, High Ceilings, Open Floorplan, Stone Counters, Vaulted Ceiling(s)

  • Total Bedrooms

    3

  • Bathrooms

    3

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Humidity Control

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central, Heat Pump

  • Pet friendly

    Breed Restrictions, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Frame

  • Other Exterior Features

    Lighting, Outdoor Grill, Rain Gutters, Dock

  • Parking

    Attached

  • Patio and Porch Features

    Covered, Enclosed, Patio, Screened

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, Screen Enclosure, Private

  • Waterfront YN

    YES

  • View

    Canal, Water

Area & Lot

  • Lot Features

    Landscaped, Paved, Waterfront

  • Lot Size(acres)

    0.26

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Custom

Price

  • Sales Price

    $2,499,500

  • Tax Amount

    $16,365

  • Sq. Footage

    3, 768

  • Price/SqFt

    $663

HOA

  • Association

    Yes

  • Association Fee

    $2,188

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $182.33

School District

  • Elementary School

    Southside Elementary

  • Middle School

    Booker Middle

  • High School

    Booker High

Property Features

  • Stories

    2

  • Association Amenities

    Gated, Security

  • Foundation Details

    Block

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    33

  • Water Source

    Public

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Location

County

Sarasota

Elementary School

Southside Elementary

Middle School

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High School

Booker High

Listing Courtesy of Stephen Strong , MICHAEL SAUNDERS & COMPANY

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Stunning Bay Isles Estate Home
Located within the prestigious double gated estate section of Bay Isles, this elegantly appointed residence offers exceptional privacy, refined finishes, and direct canal frontage with a private boat dock. The home features a spacious open floor plan with vaulted ceilings, abundant natural light, and seamless indoor outdoor living designed for both comfort and sophisticated entertaining.
Extensive recent improvements include a new tile roof, new A/C systems, updated plumbing, new irrigation system, enhanced landscaping, and a freshly painted exterior. The main living level showcases remodeled baths, a fully updated kitchen with new cabinetry, recessed lighting, and quartz countertops, as well as new 42" tile flooring throughout. Plantation shutters, solid surface counters, and a wood burning fireplace further enhance the home’s appeal.
The expansive screened lanai offers a resurfaced heated pool and spa, creating an ideal setting for year round enjoyment. Sliding doors provide effortless access to the outdoor living areas and canal views.
The lower level features a large non conforming space with additional bedrooms, a kitchen, full bath, and a generous game room with direct access to the dock—well suited for guests, extended family, or recreational use.
Residents of Bay Isles enjoy 24 hour manned gate security and deeded beach access to the Bay Isles Beach Club. The property is conveniently located near Sarasota and Bradenton, with easy access to TPA Tampa, SRQ Sarasota, and RSW Ft. Myers airports, as well as world class dining, shopping, and beaches, including St. Armands Circle.

3421 BAYOU SOUND

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#A4687002

LONGBOAT KEY

561 BIRDIE LANE

3 Beds

3 Baths

2,256 Sq.Ft.

$2,195,000

MLS#: A4687002

New on site 1 day ago
Gulf-front living takes on a refined sense of scale in this beautifully renovated residence at The Pierre, an intimate waterfront community of just 66 residences set behind the gates of the Longboat Key Club. With 2,400+ sq. ft. of thoughtfully updated living space, the residence offers a seamless blend of comfort, style and presence in one of the island’s most desirable locations. From the moment you enter the foyer, the tone is set with diagonal tile flooring, high ceilings, crown molding and tray accents that create a sense of openness and quiet sophistication. The great room unfolds with ease, connecting living, dining and kitchen spaces in a way that supports both everyday living and entertaining. A full wall of glass in the living area draws in natural light and frames views of the Gulf and manicured grounds, while a custom built-in adds both function and visual interest. The dining area sits adjacent, wrapped in glass and oriented toward the view, creating a natural setting for gatherings. The kitchen has been remarkably reimagined with black stone countertops, off-white cabinetry with glass panel accents, high-end appliances and generous counter space with a breakfast bar. A slider opens to the terrace, allowing for easy indoor-outdoor flow. A private office with double glass doors and a tray ceiling with custom lighting provides a quiet and versatile workspace. The primary suite is spacious and serene, featuring a breath taking view, terrace access and a large bath designed with both comfort and flexibility in mind. Dual water closet areas and a distinctive glass-enclosed circular shower with detailed tilework add a unique architectural element. Guest accommodations are well-sized and welcoming, and an in-residence laundry room adds everyday convenience. Residents of The Pierre enjoy a full complement of amenities, including concierge service, under-building parking, 24-hour security, a fitness center, 2 guests suites, heated pool, spa, children’s pool, Har-Tru tennis courts, shuffleboard courts and private beach access. Membership opportunities at the Longboat Key Club offer access to championship golf and fine dining, all within proximity to St. Armands Circle and Sarasota’s vibrant downtown.
#A4686984

LONGBOAT KEY

455 LONGBOAT CLUB ROAD 402

3 Beds

3 Baths

2,410 Sq.Ft.

$2,195,000

MLS#: A4686984

New on site 2 days ago
Welcome to The Bayou section of beautiful Bay Isles. Tucked away from the hustle and bustle of daily life, this double-gated community, a collection of 126 homes, is the perfect place to be on Longboat Key. The pavered front circular drive delivers you to the elevated double-door entrance. Step inside and prepare to be delighted by the neutral palate throughout and an abundance of natural light. Living is easy in this updated three-bedroom home which includes high ceilings and many tasteful architectural details. Three full baths and one-half bath, a dedicated office adjacent to the primary bedroom, a large formal dining room, separate breakfast room, classy cabinet-filled kitchen with new granite counters and a 9 ft island (seats 6). The kitchen is open to a spacious great room featuring vaulted ceilings, recessed lighting, built-in surround sound and a natural gas fireplace. This step-saving layout includes a main level laundry room as well. The primary bedroom has a new primary bath with a dual control sizeable shower, a walk-in custom closet, and direct access to the heated pool and spa just outside. Every bedroom has an en-suite full bath including the one that has direct pool deck access. Three sets of sliding glass doors open to the outdoor kitchen, pool and spa, all raised to be on the same living level. This main feature, having all living space elevated well above sea level is a bonus. An extremely large non-conforming space on ground level is ideal for multiple cars and/or boat storage, plus an air-conditioned space for a workshop or weight room if desired. There is a brand- new Trane A/C system (2026) as well as a new gas pool heater (2025) With too many fine features to list, this home is a must see. Ownership includes membership into the Bay Isles Beach Club, your private spot on the white sands of the Gulf of Mexico. Also, Longboat Key Golf and Tennis Club membership is available separately. Take a short drive to shopping and dining at the famous St Armands Circle and Downtown Sarasota. Magnificent!
#A4688141

LONGBOAT KEY

3610 BAYOU CIRCLE

3 Beds

3 Baths

3,192 Sq.Ft.

$2,400,000

MLS#: A4688141

Fully Renovated in Coveted Longbeach Village, This Waterfront Retreat Captures the Rare Blend of Old Longboat Key Charm and Like-New Coastal Luxury...Extensively Overhauled From Top to Bottom, the Residence Showcases a Refined Interior, a Stunning Floating Staircase Connecting the Levels, a Newly Added True Fourth Bedroom on the First Floor, and a Spacious Second Floor Chef’s Kitchen Appointed with Built-In Appliances Including Refrigerator, Microwave, Wall Oven, and Cooktop with Vent Hood, a Large Island with Basin Sink, Quartz Countertops, Soft-Close Drawers, and Under-Cabinet Lighting...Ceramic Tile Flooring, Thick Foam Insulation in the Attic and Interior Walls for Energy Efficiency and Added Sound Control, a Sleek First Floor Entertaining Bar with Built-In Draft Beer System, and Integrated Audio Throughout the Interior and Outdoor Living Spaces Further Elevate the Experience...Since Ownership, the Improvements Have Continued with a Replaced Roof, All New Impact Windows, Doors, and Sliders, a Saltwater Tiled Pool and Spa, Premium Landscaping, Extensive Landscape Lighting, and Clear View Screening for Uninterrupted Pool and Canal Views...Designed for Buyers Who Value Both Elegance and Utility on the Water, the Outdoor Experience Is Equally Compelling with a New Seawall, a New Dock with Trex Decking, an 8,000-Lb Boat Lift, Dual PWC Accommodations, Dock Lighting and Electrical, and Speakers at the Dock for Effortless Days Enjoying the Longboat Key Lifestyle...Offered Turnkey and Ideally Positioned Near Mar Vista Dockside Restaurant & Pub, Shore, Whitney’s, the Beach, and the Open Water Beyond the Canal, This Is a Rare Opportunity to Own a Substantially Enhanced Waterfront Property in One of Longboat Key’s Most Coveted Settings...Book Your Private Tour Today and Live a Fuller Life on Longboat Key.
#A4687604

LONGBOAT KEY

7149 LONGBOAT DRIVE N

4 Beds

3 Baths

3,230 Sq.Ft.

$2,595,000

MLS#: A4687604

More pictures coming soon. Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found.
Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle.
Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment.
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Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard.
A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.
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LONGBOAT KEY

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3,391 Sq.Ft.

$2,450,000

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#A4686553

LONGBOAT KEY

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3 Beds

3 Baths

2,960 Sq.Ft.

$2,895,000

MLS#: A4686553

One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.
#A4686401

LONGBOAT KEY

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5 Beds

4 Baths

3,016 Sq.Ft.

$2,500,000

MLS#: A4686401

Experience refined coastal living at Villa Di Lancia, one of Longboat Key’s favorite Gulf-front communities. This expansive three-bedroom, three-bath residence offers 2,445 Square Feet of living space paired with breathtaking Gulf and pool views and exclusive private beach access. Designed for both comfort and sophistication, the residence showcases an open floor plan enhanced by elegant crown molding throughout, rich wood doors with gold hardware, and seamless indoor-outdoor living. Sliding glass doors invite natural light while opening to a spacious private balcony—perfect for enjoying sunsets over the Gulf of Mexico and tranquil coastal breezes. The well-appointed kitchen blends functionality with timeless style, featuring granite countertops, solid white cabinetry, built-in appliances, center island with storage, pantry, and a charming breakfast/dinette area. A separate dining space flows effortlessly into the living area, creating an ideal setting for entertaining. The luxurious primary suite serves as a private retreat with balcony access, sweeping Gulf views, a spacious walk-in closet, and a spa-inspired bath complete with Jacuzzi tub, glass-enclosed shower, dual vanities, and additional storage. A guest suite with en-suite bath ensures privacy for visitors, while the third bedroom-perfect as a den or office-features French door entry and built-in workspace. Residents of Villa Di Lancia enjoy an exceptional resort-style lifestyle with guarded security, heated Gulf-side pool and spa, private deeded beach access, Har-Tru tennis courts, fitness center, and community gathering spaces. A strong, well-managed condo association with healthy reserves is a benchmark of the community. Additional conveniences include garage parking, a deeded storage unit, and beautifully maintained grounds within a gated beachfront enclave.
#A4685872

LONGBOAT KEY

2185 GULF OF MEXICO DRIVE 223

3 Beds

3 Baths

2,445 Sq.Ft.

$2,300,000

MLS#: A4685872

In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a large, elevated, tropically landscaped lot, the property captures wide water canal views stretching toward Sarasota Bay, with stunning water vistas visible from nearly every room. Designed with an inviting open floor plan, the residence features three bedrooms and two baths, thoughtfully arranged for everyday living and effortless entertaining. The private primary suite is a retreat, complete with stunning water views, generous walk-in closet, an en-suite bath and a unique outdoor shower for enjoying the coastal lifestyle. A separate guest suite provides privacy for visitors, while the cozy third bedroom offers flexibility for additional guests, an office or hobby space. In addition, the open floor plan seamlessly blends dining and living areas to capture stunning water views throughout. Recent upgrades bring beauty and peace of mind, including a new metal roof, new hurricane-impact windows and doors, a new hurricane-rated screened pool cage, new air conditioner, and new seawall and composite dock. The outdoor living spaces are equally impressive, highlighted by a screened-in pool area with spa and an additional screened room off the pool, ideal for relaxing or entertaining while enjoying tranquil water views. Boating enthusiasts will appreciate the new seawall and private composite dock, with easy access to Sarasota Bay and the Gulf of Mexico and no fixed bridges along the way. The large paver driveway adds curb appeal, while the dedicated laundry room includes front-load washer and dryer for convenience. Completing the coastal lifestyle, the property includes deeded beach access, allowing you to enjoy sunrise views over the bay and sunset walks along the Gulf. This exceptional home offers the best of Longboat Key living, privacy, upgrades, water views, deeded beach and outstanding boating access.
#A4683571

LONGBOAT KEY

500 HALYARD LANE

3 Beds

2 Baths

2,311 Sq.Ft.

$2,199,000

MLS#: A4683571

Positioned on the fourth floor of Marina Bay Building I, this fully renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a single-family home with the convenience of condominium living. 
From the moment you enter, walls of floor-to-ceiling glass sliders and oversized windows frame panoramic water and golf course vistas while filling the home with natural light. The open great-room layout creates a comfortable flow between the living, dining, and entertaining spaces, enhanced by engineered hardwood flooring, crown molding, custom built-ins, tray ceilings, and thoughtfully designed lighting. 
The chef’s kitchen was completely redesigned in 2024, showcasing custom shaker-style cabinetry, quartzite countertops, and an extended island finished in complementary natural wood. High-end appliances include a Viking induction range, Miele built-in coffee station, wine refrigerator, and reverse-osmosis filtration system. A tile backsplash, pantry storage, and built-in planning desk complete this functional and beautifully designed culinary space. The kitchen connects seamlessly to the casual dining area and adjacent media room, creating an ideal setting for everyday living and entertaining.
Additional improvements include two new HVAC systems installed in 2025 and remote-controlled storm shutters on all waterfront openings installed in 2024, offering comfort, efficiency, and peace of mind.
The primary suite serves as a private waterfront retreat with direct terrace access and serene bay views. Renovated in 2024, this spacious suite features dual walk-in closets with built-in storage systems, and an updated en-suite bath offering dual vanities, soaking tub, and glass-enclosed shower. Two additional guest suites are positioned on the west side of the residence in a split layout, each with walk-in closets, en-suite baths, and access to a shared terrace for visiting family and guests.
Secure under-building parking and elevator access add everyday convenience.
Marina Bay is an intimate waterfront community of only 60 residences, located behind the gates of Bay Isles. Residents enjoy 24-hour guard-gated security, on-site management, a fitness center, tennis courts, grilling area, and a heated bayfront swimming pool and spa with a scenic sundeck. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front pavilions, gated parking, and direct access to the white-sand beaches of Longboat Key.
Ideally located on the south end of the island, Marina Bay is just minutes from Harbourside Golf Course, the Longboat Key Club marina, and waterfront dining. St. Armands Circle offers boutique shopping and restaurants nearby, while downtown Sarasota’s theaters, galleries, and cultural venues are only a short drive away. From boating and golf to sunset walks along the Gulf, this residence places the best of Longboat Key and Sarasota living within easy reach.
#A4685398

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2410 HARBOURSIDE DRIVE 142

3 Beds

3 Baths

3,382 Sq.Ft.

$2,695,000

MLS#: A4685398

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