Longboat Key, FL Homes for Sale under $600,000

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  /19

  $425,000

  2800 Harbourside Dr Unit D-16, Longboat Key, FL 34228

  Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership,

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit D-16, Longboat Key, FL 34228
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  /41

  $350,000

  $49K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228

  Bring your boat!!! Excellent water views in this north end desirable Whitney Beach waterfront community.If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready.What truly

  Amy Jones COASTAL KEY REALTY LLC

  6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
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  /21

  $505,000

  $70K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228

  REDUCE PRICE- RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, dining and living room combo with a sofa sleeper and a screened lanai accommodating four guests comfortably. This lovely turnkey unit has a spectacular view of the Gulf of Mexico from the kitchen, living room and screened in lanai. Walk out of the lanai and dive into the heated pool with an

  George Sanchez EZ CHOICE REALTY

  5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
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  /16

  $500,000

  2600 Harbourside Dr Unit B-16, Longboat Key, FL 34228

  An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village,

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit B-16, Longboat Key, FL 34228
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  /61

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases

  Paulina Vasiliev VRI HOMES

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /19

  $400,000

  2600 Harbourside Dr Unit R-13, Longboat Key, FL 34228

  Stunning Sarasota Bay Views! An easy access slip with the views to go along with the superb amenity package, Slip R-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 80 x 23.5, and a usable beam of 19 feet and extra wide finger pier. This is a desired 'inside the T-head' slip location. The Longboat

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit R-13, Longboat Key, FL 34228
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  /20

  $300,000

  2800 Harbourside Dr Unit E-12, Longboat Key, FL 34228

  Spacious E-dock! Slip E-12, a 60 ft x 21 ft. slip in the marina. Plenty of deep water and cool breezes. LBKC Membership is required. A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit E-12, Longboat Key, FL 34228
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  /40

  $349,000

  $47K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  541 Spanish Dr N Unit 5, Longboat Key, FL 34228

  1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation and drywall. Custom glass-walls, 3 A/C zones. Villa is in 55 plus community with private beach and marina, clubhouse, shuffle board, in peaceful LongBoat Key.

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  541 Spanish Dr N Unit 5, Longboat Key, FL 34228
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  /41

  $569,000

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  524 Spanish Dr S Unit 125, Longboat Key, FL 34228

  If you are looking for a tastefully upgraded Longboat Key beach house, this is it! Relax in your completely renovated coastal-contemporary, stand-alone villa, with its front pond view, private rear patio and large yard space. The uncrowded, 11-mile Longboat Key beach is directly across Gulf of Mexico Drive via Spanish Main's private deeded access. Your spacious, light-filled home welcomes you

  Adrienne Scott MICHAEL SAUNDERS & COMPANY

  524 Spanish Dr S Unit 125, Longboat Key, FL 34228
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  /19

  $425,000

  2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228

  A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228
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  /33

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,341 Sq Ft

  914 Spanish Dr S Unit 76, Longboat Key, FL 34228

  Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bathroom residence is offered fully furnished turnkey with all brand-new, high-end coastal furnishings. Ideally situated just steps from the active marina and a picturesque seawall—perfect for peaceful

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  914 Spanish Dr S Unit 76, Longboat Key, FL 34228
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  /20

  $350,000

  • 1,155 Sq Ft

  2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228

  Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228
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  /73

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft

  5260 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228

  Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay Club! Discover effortless coastal living in this beautifully updated 2-bedroom, 2-bath residence offering 1,155 square feet on the bayside of Longboat Key. Thoughtfully renovated throughout, this inviting home features new luxury vinyl plank

  Bobbie Banan MICHAEL SAUNDERS & COMPANY

  5260 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228
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  /31

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  711 Spanish Dr S Unit 211, Longboat Key, FL 34228

  Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 square feet of light-filled living space, this south-facing residence features a stunning vaulted open-beam ceiling, new kitchen with wood cabinetry, solid-surface counters, stainless steel appliances, oversized island and breakfast

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  711 Spanish Dr S Unit 211, Longboat Key, FL 34228
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  /46

  $599,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

  Enjoy the benefits of a well-managed waterfront community with just 39 residences and attractively low condominium association fees. Set within an intimate waterfront enclave, this Bay Harbour retreat captures the essence of refined island living. Framed by swaying palms and 720 feet of shimmering Sarasota Bay frontage, the community feels like a private tropical sanctuary, where beautiful

  Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
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  /77

  $369,000

  $20K PRICE DROP

  • 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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  /47

  $520,000

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

  4310 Falmouth Dr Unit 307, Longboat Key, FL 34228

  Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a

  Rachel Rademacher HOUSE MATCH

  4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
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  /55

  $599,000

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

  1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Welcome to Beachplace on Longboat Key! This spacious 2-bedroom, 2-bath residence with a den offers 1,503 square feet of living space and a wonderful opportunity to create your own island retreat in one of Longboat Key’s most established beachfront communities.The generous floor plan features an expansive living and dining area with plenty of room for entertaining, along with a versatile den

  Michael Renick MANGROVE REALTY ASSOCIATES

  1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
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  /34

  $499,000

  $116K 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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  /18

  $410,000

  $15K PRICE DROP

  • 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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  /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
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  /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
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  /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
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  /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
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  /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
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  /18

  $300,000

  $25K PRICE DROP

  2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

  A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

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