Features & Amenities

Interior

  • Other Interior Features

    Elevator, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    1

  • Construction Materials

    Concrete

  • Other Exterior Features

    Balcony, Storage, Tennis Court(s)

  • Parking

    Attached

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Water

Area & Lot

  • Lot Features

    Waterfront

  • Property Type

    Residential

  • Property Sub Type

    Condominium

Price

  • Sales Price

    $1,495,000

  • Tax Amount

    $9,185

  • Sq. Footage

    3, 067

  • Price/SqFt

    $487

HOA

  • Association

    YES

  • Association Fee 2

    $1,940.04

  • Association Fee 2 Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $2,628.34

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Stories

    1

  • New Construction

    NO

  • Foundation Details

    Pillar/Post/Pier

  • Ownership

    Condominium

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    NA

  • Water Source

    Public

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Listing Courtesy of Lee Mirman , INVESTMENTS IN SARASOTA

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Set within a living canopy of mangroves and coastal trees, this BAYFRONT residence invites a more immersive relationship with Sarasota Bay—where filtered light, birdsong, and gentle water movement define everyday living.

Behind the gates of Bay Isles on Longboat Key, this approximately 3,000-square-foot waterfront residence offers the ease and scale of a single-family home with the security and convenience of condominium living. With three bedrooms and two-and-a-half baths, the layout lives expansively, enhanced by abundant storage and thoughtful separation of living spaces.

Floor-to-ceiling glass sliders in the main living areas and primary suite face east, capturing peaceful sunrise light over Sarasota Bay in a setting best described as park-like waterfront—where mature coastal trees frame the water, creating a serene, private “treehouse” ambiance. Boats glide through the mangrove preserve and lagoon toward open bay waters, accompanied by birdsong and rustling leaves. Two balconies extend the living space outdoors, including a nearly 400 sq ft screened lanai ideal for relaxed coastal living. The primary suite features bay views from bed, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower.

The second and third bedrooms share access to a west-facing balcony, offering sunset light and cross-breezes.

The kitchen is both functional and social, featuring quartz countertops, a Sub-Zero refrigerator, generous prep space, a built-in desk nook, mini-fridge and wet bar—well suited for entertaining or casual mornings. A dedicated walk-in laundry room adds practicality with a butcher-block workspace, hutch, and tool cubby.

Comfort and peace of mind are prioritized with two A/C zones, new condensers (2025), and two hot water tanks (2021) equipped with a flood-stop device. Brand new carpet and paint. 

Additional highlights include air-conditioned storage, one assigned garage parking space, and exceptional closet capacity—five linen closets, three pantry closets, and three walk-in closets.

Residents enjoy on-site management, a fitness center, tennis and pickleball courts, a heated resort-style pool, car washing area, and EV charging stations. The building features a brand-new roof completed in 2025.  Pet-friendly.

The location is as compelling as the home itself: secure, serene, and walkable. Adjacent to the Longboat Key Club Marina, and just blocks from Publix, CVS, the post office, and banking, this location allows for a genuinely walkable daily rhythm—rare on Longboat Key.

As part of Bay Isles, residents also enjoy access to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating for sunset views. Deeded beach access ensures a premier spot on the sand. Membership to the nearby Longboat Key Club is available, offering championship golf, world-class tennis, a full-service spa and wellness center, waterfront dining.

2550 HARBOURSIDE DRIVE 333

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Located on the coveted west side of Gulf of Mexico Drive, just steps from the beach, 392 Firehouse offers the relaxed coastal lifestyle Longboat Key is known for. Nestled on a quiet cul-de-sac surrounded exclusively by charming Key West-style homes, this beautifully updated residence blends timeless island architecture with thoughtful modern enhancements. Residents also enjoy the community pool located directly across the street, along with the convenience of walking to three of Longbeach Village's beloved restaurants, making it easy to embrace the island lifestyle. Designed for effortless indoor-outdoor living, the home features an enlarged rear deck, fully equipped outdoor kitchen, outdoor shower, and a gas fire pit—creating the perfect setting for entertaining or unwinding after a day at the beach. Hurricane-impact sliding glass doors provide a seamless connection to the outdoor living spaces while filling the home with natural light. The home's curb appeal has been thoughtfully elevated with an updated exterior stucco finish, classic Bahama shutters, an artistic shell stone paver driveway, new professional landscaping, and landscape lighting that enhances the property after sunset. Inside, refinished hardwood floors bring warmth and character throughout, while sleek glass railings in the loft add a contemporary architectural element. The primary suite is enhanced with custom California Closet built-ins, providing exceptional organization and storage. Additional improvements include a new air conditioning system (2023), Tesla electric vehicle charging station, and an irrigation system. Offering an exceptional location just steps from the Gulf beaches, within one of Longboat Key's most charming coastal enclaves, this meticulously updated home embodies the very best of island living.
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2 Beds

2 Baths

1,235 Sq.Ft.

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This spacious two-bedroom, two-bath split floor plan showcases a bright, open-concept design ideal for both entertaining and relaxed everyday living. The designer kitchen flows seamlessly into the expansive living and dining areas and features custom cabinetry, premium countertops with full-height backsplash, and top-tier appliances. A custom dry bar with built-in wine cooler and under-shelf lighting adds an elegant touch for effortless entertaining.
Enjoy breathtaking northwest sunset views from the great room or unwind on the private balcony overlooking the Gulf. The luxurious primary suite offers direct balcony access, a large custom walk-in closet, and a spa-inspired en-suite bath complete with a  soaking tub, rain shower system, and large-format designer tile creating a true retreat-like atmosphere. The generously sized guest bedroom provides comfort and flexibility for visitors.
Every inch of this residence has been thoughtfully curated with exceptional craftsmanship and attention to detail, balancing modern sophistication with everyday comfort.
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2 Beds

2 Baths

1,598 Sq.Ft.

$1,648,000

MLS#: A4694733

Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony.



The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers.



Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds.



Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest.  ** Seller is a licensed Florida Real Estate Agent
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2 Beds

2 Baths

1,409 Sq.Ft.

$1,400,000

MLS#: A4694717

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