365

Homes for Sale in 34228

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  • 5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    /75

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228

    Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of

    Ryan Heers COLDWELL BANKER REALTY

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
  • 573 Spinnaker Ln, Longboat Key, FL 34228
    573 Spinnaker Ln, Longboat Key, FL 34228
    573 Spinnaker Ln, Longboat Key, FL 34228
    /43

    $3,295,000

    • 4 Beds
    • 5 Baths
    • 3,926 Sq Ft

    573 Spinnaker Ln, Longboat Key, FL 34228

    Perfectly positioned on a quiet cul-de-sac at the preferred south end of Longboat Key, this 4BR/5BA waterfront residence spans nearly 4,000 sq. ft. of beautifully designed living space just one lot from the open bay. The paver drive and lush landscaping create a gracious welcome to a home filled with natural light, soaring ceilings, and elegant architectural details. Expansive living areas flow

    Bruce Myer COLDWELL BANKER REALTY

    573 Spinnaker Ln, Longboat Key, FL 34228
  • 3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228
    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228
    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228
    /45

    $939,000

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Perfectly positioned within the sought-after Grand Bay community, this Aruba residence blends convenient design, refined comfort, and a premier Longboat Key lifestyle. Overlooking Sarasota Bay, the golf course, and the downtown skyline, this two-bedroom home offers a combination of privacy, panoramic vistas, and recent designer enhancements.Set

    Roger Pettingell COLDWELL BANKER REALTY

    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228
  • 6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    /52

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228

    Discover the charm of Whitney Beach Condominiums, a beloved Gulf-front community on beautiful Longboat Key. This delightful upper floor, end-unit, 2-bedroom, 2-bathroom condominium offers unobstructed views of the Gulf of Mexico and the perfect blend of comfort, character, and coastal charm.Lushly landscaped grounds with 600 feet of sugar-white sand beachfront, Whitney Beach invites you to

    Kamila Nowak COASTAL PROPERTIES & MGMT.

    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    /40

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228

    Coastal Elegance at Privateer South, Longboat Key!Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and

    Roger Pettingell COLDWELL BANKER REALTY

    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
  • 2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /54

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Wonderful "Manhattan Style" beachfront Condo with sweeping views of Sarasota Bay and views of the Gulf now available at the popular Islander Club on LBK. This gorgeous beachfront renovation was completed 4 years ago and truly shows all the craftmanship that went into the process under the owner's direction. Open kitchen beings the morning light into the room for enjoying your coffee or tea as you

    Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 3408 Fair Oaks Ln, Longboat Key, FL 34228
    3408 Fair Oaks Ln, Longboat Key, FL 34228
    3408 Fair Oaks Ln, Longboat Key, FL 34228
    /76

    $2,790,000

    • 5 Beds
    • 5 Baths
    • 4,510 Sq Ft

    3408 Fair Oaks Ln, Longboat Key, FL 34228

    Elegant 5BR/5BA home in the gated community of Corey’s Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings, and refined design for both comfort and style. The light-filled great room with 22-ft ceilings opens to a gourmet kitchen with stone countertops, breakfast bar, and stainless-steel appliances. The

    Bruce Myer COLDWELL BANKER REALTY

    3408 Fair Oaks Ln, Longboat Key, FL 34228
  • 230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    /38

    $1,150,000

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228

    Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
  • 1465 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /56

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1465 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. This 2 Bedroom, 2 Bath condo overlooking the Gulf has an open kitchen with breakfast bar. It also has a computer nook with a window overlooking the East terrace. The coveted great room design adds to the casual beachfront living experience. The split plan allows for great personal space. Each bedroom has access to its own bath and each bedroom also

    Tammy Garner COLDWELL BANKER REALTY

    1465 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /37

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood

    Schuyler Burke KELLER WILLIAMS ON THE WATER S

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    /65

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228

    Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    /41

    $1,115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

    This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    /39

    $1,115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

    This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
  • 600 Wedge Ln, Longboat Key, FL 34228
    600 Wedge Ln, Longboat Key, FL 34228
    600 Wedge Ln, Longboat Key, FL 34228
    /82

    $9,875,000

    • 4 Beds
    • 4.5 Baths
    • 4,338 Sq Ft

    600 Wedge Ln, Longboat Key, FL 34228

    Sarasota Bay Waterfront Masterpiece – Perched on one of the most coveted point lots in Country Club Shores, this elevated, 2016 coastal contemporary offers 260 feet of unobstructed views across Sarasota Bay, the city skyline, and the Ringling Bridge. Designer-furnished and move-in ready, it embodies the pinnacle of waterfront luxury. Designed with resilience and sophistication, the home and

    Debra Lichter SARASOTA BEACH TO BAY INC

    600 Wedge Ln, Longboat Key, FL 34228
  • 4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    /68

    $778,000

    • 2 Beds
    • 2 Baths
    • 1,523 Sq Ft

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”The only coveted corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • 534 Sutton Place Unit 534, Longboat Key, FL 34228
    534 Sutton Place Unit 534, Longboat Key, FL 34228
    534 Sutton Place Unit 534, Longboat Key, FL 34228
    /48

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    534 Sutton Place Unit 534, Longboat Key, FL 34228

    GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience island living on Longboat Key. Ideally located just steps from private Gulf Beach access, this 2 bedroom, 2 bathroom condo offers both comfort and convenience for your winter getaway or year-round living. The spacious, open-concept living and dining area flows seamlessly into

    Tanner Frey KELLER WILLIAMS ON THE WATER S

    534 Sutton Place Unit 534, Longboat Key, FL 34228
  • 7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    /53

    $775,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    Set in the sought-after Longbeach community on the northern end of Longboat Key, this beautifully updated, Turnkey Furnished 2BR/2BA residence blends comfort, elegance and effortless Gulfside living. Poised on the second floor, it enjoys picturesque views over the community’s manicured landscape and out toward the shimmering waters of the Gulf. Inside, over 1,100 sq. ft. of refined space unfolds

    Bruce Myer COLDWELL BANKER REALTY

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
  • 4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    /75

    $595,000

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home.

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    /65

    $2,999,999

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228

    Tucked within the private enclave of the Longboat Key Club, this beautifully reimagined penthouse at The Pierre offers an inspired blend of Manhattan sophistication and relaxed coastal charm. This three-bedroom, three-and-a-half-bath residence has been fully renovated to perfection, showcasing a fresh, contemporary design with sleek finishes, designer lighting, and open, airy living spaces that

    Gina Ursini BRISTA REALTY LLC

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
  • 1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    /60

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

    The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 1215, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1215, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1215, Longboat Key, FL 34228
    /4

    $70,000

    408 Gulf of Mexico Dr Unit 1215, Longboat Key, FL 34228

    Located at the south end of Longboat Key, this first floor slip at The Boathouse on Longboat offers inside storage for a boat up to 31'6" length overall, 8'6" beam, and a height of 8'4". This coveted location has you just minutes from the open bay or gulf. Restrooms with showers, on site fuel, and covered work racks with fresh water & electricity are all available on site.

    Peter Snyder COLDWELL BANKER REALTY

    408 Gulf of Mexico Dr Unit 1215, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit F1, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit F1, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit F1, Longboat Key, FL 34228
    /12

    $159,000

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    3710 Gulf of Mexico Dr Unit F1, Longboat Key, FL 34228

    READY FOR REMODELING: This unit in beautiful Gulfshore of Longboat Key, is waiting for a buyer with imagination. This unit will require restoration to make it the beautiful beach bungalow that it once was. As such, they are offering a dramatically reduced asking price to make restoration economically feasible. The home features 620 square feet of living space, with a kitchen, living room, one

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit F1, Longboat Key, FL 34228
  • 747 Marbury Ln, Longboat Key, FL 34228
    747 Marbury Ln, Longboat Key, FL 34228
    747 Marbury Ln, Longboat Key, FL 34228
    /61

    $1,425,000

    • 3 Beds
    • 2 Baths
    • 2,353 Sq Ft

    747 Marbury Ln, Longboat Key, FL 34228

    Welcome to Your Waterfront Paradise! Discover this coastal retreat in the highly desirable Sleepy Lagoon community, perfectly positioned on a deep-water, saltwater canal just seconds from the Intracoastal and the Gulf. This beautifully renovated single-story home features 3 bedrooms, 2 tastefully updated bathrooms, and an elegantly remodeled kitchen with quartz countertops and stainless steel

    Michael Busch COLDWELL BANKER REALTY

    747 Marbury Ln, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /24

    $160,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    Unlisted Address

    The community of Gulfshore of Longboat Key, Inc. offers it all. It is one of the best kept secrets on Longboat. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, with new pilings and docks being constructed, a large community pool, fabulous club house and more. It is truly a unique example of “Old Florida”. This unit was damaged with the 2024 hurricanes.

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    Unlisted Address
  • 2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228
    /42

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228

    Welcome to the Islander Club situated directly on an amazing stretch of beach in fabulous Longboat Key! This meticulously kept 2 bedroom, 2 bath residence features an updated kitchen and baths, beautiful flooring throughout, and not one but two balconies, one off the living room overlooking the lush grounds and another very large balcony that has a view of the sparkling Gulf of Mexico! Enjoy

    Kelsie Rokicki MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228
  • 1465 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    /64

    $1,525,000

    • 3 Beds
    • 3 Baths
    • 1,815 Sq Ft

    1465 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

    Welcome to luxury Gulf-front living at The Players Club. This sophisticated three-bedroom, three-bathroom end-unit condominium offers unobstructed Gulf views from two spacious covered balconies. Its thoughtfully designed floor plan maximizes vistas and natural light across an expansive interior. The residence has undergone a comprehensive renovation, featuring a modern kitchen outfitted with

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1465 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
  • 510 Harbor Gate Way, Longboat Key, FL 34228
    510 Harbor Gate Way, Longboat Key, FL 34228
    510 Harbor Gate Way, Longboat Key, FL 34228
    /100

    $5,100,000

    • 4 Beds
    • 5.5 Baths
    • 5,080 Sq Ft

    510 Harbor Gate Way, Longboat Key, FL 34228

    Bay Isles Harbor, Longboat Key - Stunning 4BR/5.5BA, 5,080 SF waterfront home in the prestigious Bay Isles Harbor section of Longboat Key. This architectural masterpiece features a dramatic great room with soaring tongue-and-groove ceilings and floor-to-ceiling windows showcasing sweeping water views. The circular kitchen offers stone counters, top-tier appliances, and integrated Lutron lighting,

    John August MICHAEL SAUNDERS & COMPANY

    510 Harbor Gate Way, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    /40

    $665,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228

    Exceptional full Bay views and incredible value! This fully furnished 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular Gulf sunsets and

    Lenore Treiman MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
  • 3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228
    /49

    $689,500

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228

    This desirable first-floor corner residence at Grand Bay showcases an expansive wraparound terrace overlooking Sarasota Bay—perfect for enjoying stunning sunrises over the Bay and sunsets over the gardens and golf course. Uniquely positioned for privacy, this home has been tastefully refreshed with a neutral color palette and comes fully furnished, and is the lowest-priced unit in Grand Bay. The

    Andree Huffine COLDWELL BANKER REALTY

    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228
  • 4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    /37

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4380 Exeter Dr Unit 202, Longboat Key, FL 34228

    Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly every room offers sparkling water views and a sense of calm that only waterfront living can bring. Perfect for investors or seasonal residents, this home combines desirable updates with a lifestyle that’s hard to beat. Fully updated in 2025, this home blends modern luxury with

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    /57

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228

    Gorgeous coastal renovation, waterfront location, deeded beach, pet friendly and more. Enjoy this newly renovated two-bedroom, two-bath furnished bayfront condominium in Longboat's Pelican Harbour & Beach Club. Association amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, kayak launch and owner boat docks. This condominium features include

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
  • 3540 Bayou Cir, Longboat Key, FL 34228
    3540 Bayou Cir, Longboat Key, FL 34228
    3540 Bayou Cir, Longboat Key, FL 34228
    /60

    $1,575,000

    • 3 Beds
    • 3 Baths
    • 2,758 Sq Ft

    3540 Bayou Cir, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Elegant Coastal Living Behind the Gates of Bay Isles Discover refined island living in this elevated block-construction home offering just under 3,000 square feet of beautifully designed space within the exclusive gated community of the Longboat Key Club and Bay Isles. Featuring three bedrooms and three full baths, this residence blends timeless

    Ryan Heers COLDWELL BANKER REALTY

    3540 Bayou Cir, Longboat Key, FL 34228
  • 2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    /59

    $1,945,000

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228

    It's all about the breathtaking direct Gulf of Mexico views and sweeping Sarasota Bay panoramas from this fully updated, highly desirable residence at Islands West. From the moment you enter, the blue-green waters of the Gulf of Mexico take center stage through floor to ceiling storm rated windows and sliders from every room. The light filled open plan was completely remodeled in 2020 and

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
  • 1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
    /34

    $729,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228

    Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush

    Ryan Ackerman COLDWELL BANKER REALTY

    1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
  • 4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /40

    $698,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior has been freshly painted and fully updated with brand new Luxury Vinyl Plank flooring and Moen plumbing fixtures. The Unit boasts granite countertops and Brookhill custom wood cabinets in kitchen and baths, GE Profile double oven, Bosch stacking washer/dryer, Hunter Douglas

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • 597 Sutton Place, Longboat Key, FL 34228
    597 Sutton Place, Longboat Key, FL 34228
    597 Sutton Place, Longboat Key, FL 34228
    /50

    $530,000

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    597 Sutton Place, Longboat Key, FL 34228

    Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

    Simone Schaerf MICHAEL SAUNDERS & COMPANY

    597 Sutton Place, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    /65

    $3,395,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

    Welcome to The Water Club at Longboat Key, where privacy, spaciousness, and resort-style amenities complement the natural beauty of the setting at the edge of the sparkling waters of the Gulf of Mexico. Residents benefit from a semi-private elevator that opens directly into an impressive foyer, offering sweeping views of Sarasota Bay and the city skyline through floor-to-ceiling windows. This

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    /49

    $354,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening

    Dia Wilson MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • 5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    /55

    $5,280,000

    • 4 Beds
    • 6 Baths
    • 4,145 Sq Ft

    5840 Gulf of Mexico Dr, Longboat Key, FL 34228

    Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers

    Toni Zarghami KW COASTAL LIVING III

    5840 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
    /59

    $2,500,000

    • 3 Beds
    • 3 Baths
    • 2,385 Sq Ft

    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228

    Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer,

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit B202, Longboat Key, FL 34228

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Florida Manatee County Longboat Key 34228

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