Longboat Key, FL Condos for Sale

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  $389,000

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

  Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized

  Len Scavron LEN SCAVRON

  3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
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  $350,000

  • 2 Beds
  • 2 Baths
  • 1,429 Sq Ft

  597 Spanish Dr N Unit 12, Longboat Key, FL 34228

  Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  597 Spanish Dr N Unit 12, Longboat Key, FL 34228
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  $1,795,000

  $5K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,581 Sq Ft

  360 Gulf of Mexico Dr Unit 333, Longboat Key, FL 34228

  Welcome to this rarely available corner penthouse with its stunning bayfront views artfully framed by the freshly landscaped tropical oasis surrounding the resort-style pool. Boasting nearly 2600 square feet of interior space on two levels, this serene sanctuary offers three terraces plus 3 bedrooms and 3.5 baths (3045 square feet in total). A private courtyard sets the stage for a gracious

  Sherry Dominick MICHAEL SAUNDERS & COMPANY

  360 Gulf of Mexico Dr Unit 333, Longboat Key, FL 34228
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  $545,000

  $70K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? This is by far the lowest priced direct beachfront condo on the entire island and it is already completely updated! Whether you decide to use it yourself or use it as an investment with outstanding monthly rental income availability, this is the one. With a fabulous ground floor location,

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
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  $425,000

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft

  6700 Gulf of Mexico Dr Unit 143, Longboat Key, FL 34228

  Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just bring your suitcase and start enjoying island life. Inside, the bright living room showcases peaceful water views bringing the beauty of marine life right to your window. The kitchen features stainless steel appliances and

  Brooke Moran DALTON WADE INC

  6700 Gulf of Mexico Dr Unit 143, Longboat Key, FL 34228
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  $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
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  $99,000

  408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228

  Welcome to Slip #1214 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities PLUS the price includes a 2018 Robalo R18 with a Yamaha 150 motor, recently detailed tuned up for one-stop shopping! This premium slip accommodates boats up to

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
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  $675,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

  Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
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  $699,000

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228

  Turnkey-Furnished Longboat Key Condo with Dock Access & Short-Term Rental PotentialExperience the best of coastal living in this beautifully furnished turnkey condo on highly sought-after Longboat Key. Perfect as a personal getaway or an income-producing investment, this residence is one of the rare properties that allows short-term rentals, giving you exceptional flexibility and earning

  Miguel Rosa WAGNER REALTY

  5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
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  $2,890,000

  $310K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228

  There are views... and then there is this view! From this desirable seventh-floor corner residence at L’Ambiance, the horizon unfolds in a breathtaking panorama—Gulf of Mexico sunsets ablaze to the west, Sarasota Bay shimmering to the east, the downtown skyline sparkling in the distance, and the manicured fairways of the Longboat Key Club Island side golf course below. Morning light and evening

  Pam Charron COMPASS FLORIDA LLC

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228
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  $1,000,000

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

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

  One or more photo(s) has been 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

  Steve Nursey MICHAEL SAUNDERS & COMPANY

  2301 Gulf of Mexico Dr Unit 43, Longboat Key, FL 34228
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  /40

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior

  Roger Pettingell COLDWELL BANKER REALTY

  5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  /22

  $749,900

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

  Waterfront Living on Longboat Key – Direct Gulf AccessExperience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact

  Toni Giliberti COLDWELL BANKER REALTY

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
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  $960,000

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  250 Sands Point Rd Unit 5106, Longboat Key, FL 34228

  Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an expanded deck in addition to the covered terrace, ideal for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy from the hustle and bustle of the main entrance and pool

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  250 Sands Point Rd Unit 5106, Longboat Key, FL 34228
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  $2,345,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

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

  Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

  Reid Murphy DEVELOPERS REALTY LBK, INC

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  $799,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  5655 Gulf of Mexico Dr Unit D107, Longboat Key, FL 34228

  Experience breathtaking beach and Gulf views from this spacious, turnkey-furnished two-bedroom, two-bath residence in Cedars West. Beautifully updated with no detail overlooked, this exceptional property features elegant stone countertops, quality appliances, and a relaxed coastal ambiance that makes it highly sought after. Offering over 1,270 square feet of air-conditioned living space, the

  John Milkovich CHARLES RUTENBERG REALTY INC

  5655 Gulf of Mexico Dr Unit D107, Longboat Key, FL 34228
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  $774,900

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

  Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of

  Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

  5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
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  $1,245,000

  $254K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,143 Sq Ft

  3010 Grand Bay Blvd Unit 432, Longboat Key, FL 34228

  Step into the foyer from your private elevator and through chic double doors into this fully furnished Grand Bay masterpiece where drama meets elegance. Floor-to-ceiling glass sliders reveal a breathtaking panorama of the downtown city skyline, John Ringling Bridge, Harbourside golf course, and Sarasota Bay. The open floor plan seamlessly connects the living and dining areas to a versatile

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  3010 Grand Bay Blvd Unit 432, Longboat Key, FL 34228
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  $749,900

  Open Sat 12PM - 3PM $79K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

  Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A

  Michael Albano, PA COLDWELL BANKER REALTY

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
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  $1,775,000

  $175K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,298 Sq Ft

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

  Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

  Bruce Myer COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
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  $649,900

  Open Sun 1PM - 3PM $79K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4310 Falmouth Dr Unit 102, Longboat Key, FL 34228

  Recently reduced—don’t miss this opportunity. No special assessments after the 2024 storms, no history of flooding, well-funded reserves, and structural soundness supported by SIRS report! Exceptional value for a Longboat Key condo with private beach access. Enjoy deeded Gulf access with a residents-only community beach house featuring bathrooms, indoor/outdoor showers, seating, cabana space, and

  Kerre Allman MARCUS & COMPANY REALTY

  4310 Falmouth Dr Unit 102, Longboat Key, FL 34228
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  $470,000

  Open Sat 12AM - 2PM $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228

  Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

  Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228
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  $475,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228

  Beautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private beach across the way, this 2nd floor island retreat is located in a charming Gulf-to-Bay community, nestled between the azure blue water of the Gulf of Mexico and serene Bishops Bayou, where Manatees & Dolphins play. This lovely 2nd level end-unit features an open floor plan, enhanced by a gorgeous designer

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228
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  $799,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228

  This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then this is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #1A, you're

  Robert Delaney MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
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  $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

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