Longboat Key, FL Homes for Sale under $1,000,000

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  /29

  $725,000

  Open Sun 1PM - 3PM $100K PRICE DROP

  • 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

  Toni Giliberti COLDWELL BANKER REALTY

  4825 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
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  $950,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4102, Longboat Key, FL 34228

  Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  240 Sands Point Rd Unit 4102, Longboat Key, FL 34228
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  $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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  $950,000

  • 4 Beds
  • 3 Baths
  • 2,106 Sq Ft

  608 Saint Judes Dr, Longboat Key, FL 34228

  A truly rare offering on one of Longboat Key’s most coveted streets, 608 St. Jude Drive embodies the essence of refined coastal living. Set on an extraordinary DOUBLE LOT and backing to a serene nature preserve, this impeccably reimagined residence offers an unparalleled combination of luxury, privacy, and investment potential in one of the island’s most desirable locations.Spanning more than

  Lisa Burnette THE AGENCY FL

  608 Saint Judes Dr, Longboat Key, FL 34228
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  /45

  $950,000

  $100K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 940 Sq Ft

  1241 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  $769,000

  Open Sun 11AM - 1:45PM $9K PRICE DROP

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

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

  This residence is now available for public and private showings. "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”Restricted access resulted in only three private showings in six months. Buyer's have a rare chance to discover a home that’s been under the radar. (Do not let the days on the market fool you. Snowbirds were unable to view this listing the entire "season").

  Debby McCaig COLDWELL BANKER REALTY

  4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
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  /45

  $915,000

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

  100 Sands Point Rd Unit 303, Longboat Key, FL 34228

  Don’t miss this rare opportunity to call Sands Point home – an iconic beachfront community widely regarded as the crown jewel of Longboat Key. Nestled on the island’s coveted southernmost tip, this move-in-ready residence offers breathtaking sunsets and an unparalleled coastal lifestyle. Offered at an attractive value, this coastal escape presents a rare opportunity for the new owner to add their

  Diane Smith KELLER WILLIAMS ON THE WATER S

  100 Sands Point Rd Unit 303, Longboat Key, FL 34228
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  /26

  $950,000

  • Land
  • 9,583 Sq Ft
  • $4,318,182 per Acre

  363 Firehouse Ln, Longboat Key, FL 34228

  "Create your ideal coastal retreat on the last available homesite in the peaceful and picturesque Conrad Beach enclave on Longboat Key. Just a 5-minute walk to the Gulf of Mexico and Whitney’s restaurant and a 2-minute drive to renowned restaurant Shore Longboat Key. This prime location offers easy access to pristine beaches and stunning sunsets. Conrad Beach is an award-winning neighborhood

  Adam Cuffaro MICHAEL SAUNDERS & COMPANY

  363 Firehouse Ln, Longboat Key, FL 34228
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  $725,000

  Open Sun 11PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft

  448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228

  Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour,

  Diana Kryszak MICHAEL SAUNDERS & COMPANY

  448 Gulf of Mexico Dr Unit A104, Longboat Key, FL 34228
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  $995,000

  $400K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $3,980,000 per Acre

  660 Longview Dr, Longboat Key, FL 34228

  ESTATE SIZE BUILDABLE LOT 100' X 140' HOUSE TORN DOWN & SALT WATER CANAL FRONT LOT CLEARED & READY TO BUILD YOUR DREAM HOME IN DESIRABLE BUTTONWOOD HARBOUR NEIGHBORHOOD. Rare south end of Longboat Key location ( Sarasota County ) vacant lot with seawall situated Mid Longboat Key. Buttonwood Harbour neighborhood also has its own Boat Basin/Marina with community docks available for boats up to 28

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  660 Longview Dr, Longboat Key, FL 34228
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  $950,000

  $50K PRICE DROP

  • 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
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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

  $700,000

  Open Sun 1PM - 3PM $50K PRICE DROP

  • 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

  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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  /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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  $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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  $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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  $995,000

  • Land
  • 7,840 Sq Ft
  • $5,527,778 per Acre

  6801 Longboat Dr S, Longboat Key, FL 34228

  Build your dream waterfront home in the heart of Longboat Key's charming Historic Village. This offering consists of an approximately 7,730-square-foot newly created waterfront lot with approximately 190 feet of water frontage. Recently cleared and ready for your vision, the property provides an exceptional canvas for a custom coastal residence. Plans are available for a new seawall; please

  Annabelle Bennett BEACH HOUSE REAL ESTATE LLC

  6801 Longboat Dr S, Longboat Key, FL 34228
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  $995,000

  • Land
  • 13,503 Sq Ft
  • $3,209,677 per Acre

  521 Neptune Ave, Longboat Key, FL 34228

  It's all about location! Rare south end longboat key (Sarasota County) vacant lot situated steps from your own private deeded beach access. Spectacular water views from this oversized lot that's ready to build the home of your dreams. There is nothing else like this piece of property on the market. Close to some of the best dining, shopping, schools, entertainment and world class beaches! In the

  Nathan Dunham W.I.T. REALTY LLC

  521 Neptune Ave, 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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