Longboat Key, FL Homes for Sale with Acreage

• 

  

  

  /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
• 

  

  

  /37

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228

  Experience the ultimate Longboat Key lifestyle in this beautifully renovated single-story villa located in the highly sought-after 55+ waterfront community of Spanish Main Yacht Club. This move-in-ready 2-bedroom, 2-bath residence features a bright, open floor plan, brand-new appliances, updated finishes throughout, and a spacious Florida room perfect for relaxing or entertaining. Ideally

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228
• 

  

  

  /60

  $1,050,000

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft

  3040 Grand Bay Blvd Unit 232, Longboat Key, FL 34228

  Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring

  Bruce Myer COLDWELL BANKER REALTY

  3040 Grand Bay Blvd Unit 232, Longboat Key, FL 34228
• 

  

  

  /28

  $495,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 933 Sq Ft

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

  Seaplace Condominiums, half mile Gulf of Mexico beachfront property with chaise lounges & umbrellas provided on private beach portion. Elegant turnkey-furnished unit with hurricane impact doors & windows. Next to clubhouse pool, gym, sauna & community kitchen. Two properties from St. Regis Resort restaurants & beach bar.

  Stephen Hachey FLAT FEE MLS REALTY

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
• 

  

  

  /66

  $599,900

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  848 Evergreen Way, Longboat Key, FL 34228

  Turn-Key Furnished Waterfront Townhome in Cedars East on Longboat Key! Beautifully updated 2-bedroom, 2.5-bath residence featuring tranquil water views, an expanded open floor plan, and an updated kitchen with shaker cabinetry, granite countertops, and stainless steel appliances. Offered fully furnished and move-in ready, it's ideal as a primary residence, seasonal retreat, vacation home, or

  Rex Glasson DOUGLAS ELLIMAN

  848 Evergreen Way, Longboat Key, FL 34228
• 

  

  /39

  $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
• 

  

  /59

  $585,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

  Completely renovated two-bedroom and two-bathroom walkout (no stairs to take) on Longboat Key! Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the sparkling waters of Sarasota Bay and the pristine Gulf beaches, this completely renovated 2-bedroom, 2-bath villa offers an exceptional blend of modern

  Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
• 

  

  /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
• 

  

  /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
• 

  

  /37

  $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
• 

  

  /45

  $565,000

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

  WATERFRONT LONGBOAT KEY LIVING WITH PRIVATE DOCK, EXTENSIVE 2025 RENOVATIONS AND PROVEN RENTAL PERFORMANCE. Welcome to 713 Saint Judes Drive S #2, a turn-key furnished 2-bedroom, 2-bath waterfront residence offering approximately 1,088 square feet with direct boating access to the Intracoastal Waterway.Extensively renovated in 2025, the residence features a new kitchen with quartz

  Rex Glasson DOUGLAS ELLIMAN

  713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
• 

  

  /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

Showing Results 81 - 92, Page 3 of 3