Longboat Key, FL Homes for Sale under $900,000

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  /69

  $659,000

  $116K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft

  2110 Harbourside Dr Unit 523, Longboat Key, FL 34228

  Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset.The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances,

  Caroline Mitchell MICHAEL SAUNDERS & COMPANY

  2110 Harbourside Dr Unit 523, Longboat Key, FL 34228
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  /38

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  2000 Harbourside Dr Unit 1501, Longboat Key, FL 34228

  Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is on one level above the oversized 2-car garage and is an end unit. It is beautifully maintained, in great condition and offered turnkey-furnished with upscale furnishing from Robb & Stucky. The spacious living room and dining room

  Carolyn Donnelly COLDWELL BANKER REALTY

  2000 Harbourside Dr Unit 1501, Longboat Key, FL 34228
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  /24

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft

  4440 Exeter Dr, Longboat Key, FL 34228

  Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway. Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed to

  Tiffany Monday Richmond Keller Williams Island Life RE

  4440 Exeter Dr, Longboat Key, FL 34228
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  /70

  $745,000

  $85K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture

  Richard Tyson PREFERRED SHORE LLC

  4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /46

  $625,000

  $100K PRICE DROP

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

  1095 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

  A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create

  Rich Polese COMPASS FLORIDA LLC

  1095 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
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  /51

  $900,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,792 Sq Ft

  578 Companion Way, Longboat Key, FL 34228

  Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and

  Linh Pham NEXTHOME EXCELLENCE

  578 Companion Way, Longboat Key, FL 34228
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  /42

  $649,000

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

  4234 Gulf of Mexico Dr Unit M1, Longboat Key, FL 34228

  COMMUNITY BOAT SLIP AVAILABLE! It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first floor condo offers a walk out to the sculpted grounds of Pelican Harbour and great water views of the bay from your private screened lanai. Recently professionally renovated in tasteful coastal chic, this beautifully updated condo

  John Thorson COLDWELL BANKER REALTY

  4234 Gulf of Mexico Dr Unit M1, Longboat Key, FL 34228
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  /29

  $825,000

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

  4825 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  Discover coastal living at its finest in this beautifully positioned 2-bedroom, 2-bath condominium on one of Longboat Key’s most sought-after stretches. This residence offers spectacular, breathtaking views from both private lanais—perfect for enjoying sunrise coffee or evening sunsets over the water. Inside, the layout is bright and inviting, with seamless indoor-outdoor flow that maximizes the

  Toni Giliberti COLDWELL BANKER REALTY

  4825 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
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  /47

  $845,000

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

  1065 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  1065 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /32

  $899,900

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  250 Sands Point Rd Unit 5203, Longboat Key, FL 34228

  Four Diamond Resort with five restaurants, 45 holes of Golf, Spa, Marina, 21 Tennis courts on Longboat Key!!!. This income producing property on the beachside with a golf course view is calling you!!!. It's a one-bedroom studio at the Resort on Longboat Key, a gated community. Presently the unit is in the Resort rental program and the owner may use the unit 28 days per year.

  Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

  250 Sands Point Rd Unit 5203, Longboat Key, FL 34228
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  /43

  $700,000

  $140K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,387 Sq Ft

  624 Saint Judes Dr, Longboat Key, FL 34228

  Due to a change with the buyer, this stunning property is back on the market and available for immediate showing. Everything is prepped, cleaned, and ready for a new owner. If you or your client missed this the first time, now is the perfect time to take a second look. Let’s get you in for a private tour before it’s gone again! On site you will discover this stunning, fully renovated Cali-Modern

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  624 Saint Judes Dr, Longboat Key, FL 34228
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  /46

  $619,000

  Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  605 Sutton Place Unit 201, Longboat Key, FL 34228

  This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The

  Melissa Rodocker RE/MAX ALLIANCE GROUP

  605 Sutton Place Unit 201, Longboat Key, FL 34228
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  /28

  $625,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 756 Sq Ft

  4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228

  Huge Price Adjustment! PRICED TO SELL!!! Check out these consistently strong revenue numbers: 2023: $55,764, 2024: $54,307.46, 2025: $62,007.40!!! Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo, this is the place for you! The resort is right on the beach and amenities include a large heated pool, several

  Michelle Furiato CHARLES RUTENBERG REALTY INC

  4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
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  /68

  $769,000

  $9K PRICE DROP

  • 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 South Marina 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

  Debby McCaig COLDWELL BANKER REALTY

  4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
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  /58

  $875,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  2055 Gulf of Mexico Dr Unit G2109, Longboat Key, FL 34228

  NEW PRICE ADJUSTMENT: Rarely available and a wonderful opportunity to own a three bedroom/two bath condominium located in a garden building with partial gulf views from all rooms. walk out to your lanai and enjoy the beautiful flowering trees & foliage. Bright and spacious with travertine tile and wooden flooring throughout, stainless steel appliances and cambria quartz countertops in the kitchen

  Sandra Endres COLDWELL BANKER REALTY

  2055 Gulf of Mexico Dr Unit G2109, Longboat Key, FL 34228
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  /38

  $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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  /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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  /39

  $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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  /9

  $850,000

  • Land
  • 7,405 Sq Ft
  • $5,000,000 per Acre

  610 Hibiscus Way, Longboat Key, FL 34228

  The best-priced homesite in The Preserve on Longboat Key—an exceptional opportunity to create your custom dream home in one of the island’s most picturesque neighborhoods. Nestled in the charming north village, this property offers both privacy and convenience. Walk to local favorites like Shore LBK, Mar Vista, and Whitney’s, enjoy the water with the neighborhood boat dock and ramp, or take your

  Rinat Sikdar COLDWELL BANKER REALTY

  610 Hibiscus Way, Longboat Key, FL 34228
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  /10

  $650,000

  • Land
  • 9,147 Sq Ft
  • $3,095,238 per Acre

  681 Gulf Bay Rd, Longboat Key, FL 34228

  Tucked along one of Longboat Key’s most peaceful and naturally beautiful streets is 681 Gulf Bay Road, a 9,000-square-foot homesite. Positioned just moments from Sarasota Bay and the Gulf of Mexico, this prime island lot offers the rare opportunity to design and build a custom coastal home in a location where nature, privacy, and convenience coexist effortlessly. Set on a quiet residential street

  Angela Scott MICHAEL SAUNDERS & COMPANY

  681 Gulf Bay Rd, Longboat Key, FL 34228
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  /91

  $800,000

  $185K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  2326 Harbour Oaks Dr, Longboat Key, FL 34228

  Welcome to effortless coastal living in this beautifully maintained, fully furnished end-unit villa on Longboat Key. Offering nearly 2,400 square feet of thoughtfully designed living space, this exceptional residence combines the spaciousness and privacy of a single-family home with the convenience of maintenance-free living—all just moments from the Gulf's renowned white-sand beaches. From the

  Rachel Tritschler RE/MAX ALLIANCE GROUP

  2326 Harbour Oaks Dr, Longboat Key, FL 34228
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  /61

  $754,900

  $40K 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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  /69

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,423 Sq Ft

  900 Spanish Dr N, Longboat Key, FL 34228

  This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated Florida paradise home, on a deepwater marina and canal, which epitomizes beauty and style. Boat lovers will want the location of this totally turnkey furnished 1,423-square-foot standalone two-bedroom, two-bath home, with your

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  900 Spanish Dr N, Longboat Key, FL 34228
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  /52

  $724,900

  Open Sat 11AM - 2PM $104K 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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  /32

  $749,900

  $149K 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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  /26

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft

  4440 Exeter Dr Unit 106, Longboat Key, FL 34228

  Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway.Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed

  Roger Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  4440 Exeter Dr Unit 106, Longboat Key, FL 34228

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