29

Longboat Key, FL Condos for Sale under $1,500,000

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  • /61

    $1,350,000

    $350K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

    Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

    Erica Thomas MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
  • /44

    $1,395,000

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

    Rinat Sikdar COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • /47

    $1,160,000

    • 3 Beds
    • 3.5 Baths
    • 2,369 Sq Ft

    3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228

    Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide

    Matt Bohanon HOUSE MATCH

    3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228
  • /35

    $1,299,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

    Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • /51

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

    Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

    Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • /36

    $1,225,277

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

    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

    Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
  • /44

    $1,460,000

    $90K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228

    Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom + den residence offers 2,550 sq ft of light-filled living with a private elevator opening directly into the home. Expansive Sarasota Bay views, two generous terraces, and seamless indoor–outdoor flow create an ideal setting for sunsets, bay breezes, and relaxed coastal living. Set behind the gated Bay Isles entrance,

    Dianne Anderson COMPASS FLORIDA LLC

    3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
  • /48

    $1,200,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

    Luziele De Araujo Florida Capital Realty

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
  • /54

    $1,445,000

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,180 Sq Ft

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

    Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

    Bruce Myer COLDWELL BANKER REALTY

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
  • /33

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
  • /29

    $1,395,000

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    100 Sands Point Rd Unit 323, Longboat Key, FL 34228

    Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the

    Marisa Marino BRIGHT REALTY

    100 Sands Point Rd Unit 323, Longboat Key, FL 34228
  • /34

    $1,475,000

    $404K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two

    Ryan Ackerman COLDWELL BANKER REALTY

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
  • /53

    $1,420,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    515 Forest Way, Longboat Key, FL 34228

    NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    515 Forest Way, Longboat Key, FL 34228
  • /46

    $1,049,000

    $201K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

    Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This

    Cindy Schatzle COLDWELL BANKER REALTY

    380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
  • /44

    $1,495,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,067 Sq Ft

    2550 Harbourside Dr Unit 333, Longboat Key, FL 34228

    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

    Lee Mirman INVESTMENTS IN SARASOTA

    2550 Harbourside Dr Unit 333, Longboat Key, FL 34228
  • /25

    $1,225,277

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

    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228

    A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico.Walls of

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
  • /36

    $1,100,000

    $75K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

    Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

    Bruce Myer COLDWELL BANKER REALTY

    210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
  • /45

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228

    Stunning direct views of the Gulf are enjoyed from a 2nd floor vantage that feels like you are hovering above the shoreline. This 2 bedroom residence is located behind the exclusive Longboat Key Club gates on the south end of Longboat Key convenient to St. Armands and minutes from downtown Sarasota. The main living area is tastefully presented with bamboo flooring, big water views and access to

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228
  • /67

    $1,175,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

    Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • /37

    $1,400,000

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228

    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

    Jamie Tillman NINE LINE REALTY LLC

    1050 Longboat Club Rd Unit 901, 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. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
  • /28

    $1,140,000

    • 3 Beds
    • 3 Baths
    • 2,149 Sq Ft

    1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

    Enjoy the best of Gulf-front living in one of the largest units, this 3-bedroom, 3-bath residence with a flexible study/den/4th bedroom, in a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and includes an enclosed lanai with new telescopes, hurricane windows, and a spacious interior with tile floors in the main

    Diane Smith KELLER WILLIAMS ON THE WATER S

    1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
  • /51

    $1,295,000

    $200K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2295 Gulf of Mexico Dr Unit 23S, Longboat Key, FL 34228

    Set directly on the shores of the Gulf of Mexico, this beautifully renovated residence in the Islander Club captures the essence of Longboat Key beachfront living. Located in the desirable South Tower, this 2BR/2BA home showcases a fresh coastal design with wide-plank flooring, crown molding, recessed lighting, and an open layout oriented to the water. The kitchen exudes coastal charm with stone

    Bruce Myer COLDWELL BANKER REALTY

    2295 Gulf of Mexico Dr Unit 23S, Longboat Key, FL 34228
  • /39

    $1,180,000

    $45K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,092 Sq Ft

    1445 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36’ x 11’ sunroom at The Players Club. You’ll immediately be drawn to the impressive 31-foot balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining,

    Ryan Ackerman COLDWELL BANKER REALTY

    1445 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • /49

    $1,199,000

    $251K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    1065 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Virtually Staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue..... finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of

    Cindy Schatzle COLDWELL BANKER REALTY

    1065 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /47

    $1,025,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228

    Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
  • /62

    $1,000,000

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

    2301 Gulf of Mexico Dr Unit 43, Longboat Key, FL 34228

    Virtually Staged. Perfectly positioned in the sought-after Islander Club Condominium, this 2-bedroom, 2-bath residence offers commanding Gulf and beach views from the living room, dining room, and both bedrooms. Expansive windows frame the sparkling waters of the Gulf of Mexico, creating a breathtaking backdrop for everyday living while showcasing spectacular sunset skies each evening. Situated

    Steve Nursey MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 43, Longboat Key, FL 34228
  • /26

    $1,199,000

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

    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228

    Experience breathtaking beachfront living in this rare direct Gulf-front residence at the prestigious Islander Club on Longboat Key. This two-bedroom, two-bath condominium showcases panoramic Gulf of Mexico views from every room, including the living room, primary suite and guest bedroom, creating a spectacular coastal backdrop throughout the home. One of the exceptional features of this

    Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
  • /34

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,239 Sq Ft

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

    Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

Condo Price Trends

Median Condo Price
$890,000
Median 1-Bedroom Condo Price
$472,500
Median 2-Bedroom Condo Price
$724,950
Median 3-Bedroom Condo Price
$1,700,000
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