Waterfront Homes for Sale in Longboat Key, FL

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  /10

  $600,000

  2600 Harbourside Dr Unit O-13/14, Longboat Key, FL 34228

  104 ft. x 29.5 ft. Boat Slip at Longboat Key Moorings Marina. This is a 104 ft. long T-dock/face dock ready to accommodate a large yacht; ample electrical service outlets. O-13 is 49.5 feet, and O-14 is 54.5 ft, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. The deep water marina is as much a

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit O-13/14, Longboat Key, FL 34228
• 

  

  

  /15

  $235,000

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

  Great city skyline views and easy access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the South side of O-dock. Club membership is not required. 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 Mediterranean style marina village that includes

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
• 

  

  

  /85

  $950,000

  Open Sun 1AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  2350 Harbour Oaks Dr, Longboat Key, FL 34228

  Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence combines elegant updates, low-maintenance living, and one of the area's most desirable resort-style communities. Every major improvement has already been completed, allowing you to simply unpack and begin enjoying paradise. The

  Jason Wood CORCORAN DWELLINGS REALTY

  2350 Harbour Oaks Dr, Longboat Key, FL 34228
• 

  

  

  /14

  $675,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 933 Sq Ft

  2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228

  Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with

  David DeNardo COLDWELL BANKER REALTY

  2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228
• 

  

  

  /33

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  /41

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 2,122 Sq Ft

  775 Longboat Club Rd Unit 808, Longboat Key, FL 34228

  Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  775 Longboat Club Rd Unit 808, Longboat Key, FL 34228
• 

  

  /80

  $7,900,000

  $800K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,485 Sq Ft

  560 Harbor Cove Cir, Longboat Key, FL 34228

  An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, the property features two private

  Rachel Tritschler RE/MAX ALLIANCE GROUP

  560 Harbor Cove Cir, Longboat Key, FL 34228
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  /34

  $1,475,000

  $404K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two

  Ryan Ackerman COLDWELL BANKER REALTY

  3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
• 

  

  /43

  $999,000

  $91K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft

  726 Jungle Queen Way, Longboat Key, FL 34228

  Coastal Living Perfected on Longboat Key Discover the ultimate island retreat at 726 Jungle Queen Way, a beautifully reimagined 2-bedroom, 2-bath waterfront home where modern comfort meets timeless Florida charm. Tucked away on a peaceful canal just steps from the Gulf of Mexico, this residence offers the rare privilege of deeded beach access, 125ft canal frontage, and a resort-style saltwater

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  726 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /23

  $489,500

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

  72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and the annual fee of $8388 plus food & beverage fees. The beauty of this TWO-LEVEL dock is... there is no covenant BUT if you chose to join the Longboat Key Club, there are multiple membership packages to choose from which give you

  Rian Carver FINE PROPERTIES

  2600 Harbourside Dr Unit C-13, Longboat Key, FL 34228
• 

  

  /41

  $950,000

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

  1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  Coveted Southern exposure offering morning sun with a very tropical feel over looking the Longboat Key Club golf course. With palm trees and beautifully landscaped grounds right outside your windows and privacy on your balcony. Featuring two bedrooms and two bathrooms, this spacious residence is open and airy with a beautifully updated kitchen, bathrooms and impact windows, this is the largest

  Maggie Hicks COLDWELL BANKER REALTY

  1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
• 

  

  /19

  $299,000

  $21K PRICE DROP

  • Land
  • 1,742 Sq Ft
  • $7,475,000 per Acre

  3710 Gulf of Mexico Dr Unit G12, Longboat Key, FL 34228

  ON THE WATER - SPECTACULAR VIEWS: This lot sits directly on the marina seawall, in Gulfshore, and has extended views of Sarasota Bay. When a new elevated home is placed on this parcel of land, the views will only become more impressive. There are contractors ready for you to design your interior layout and they will build your home to meet all FEMA building codes. The community of Gulfshore, is

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit G12, Longboat Key, FL 34228
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  /46

  $1,049,000

  $201K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

  Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This

  Cindy Schatzle COLDWELL BANKER REALTY

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
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  /53

  $2,500,000

  • Land
  • 11,761 Sq Ft
  • $9,259,259 per Acre

  581 Rountree Dr, Longboat Key, FL 34228

  BREAKING NEWS: Famous John Cannon Custom Homes has over a half dozen home plans for you to pick your best fit for this beautiful vacant lot nestled between two brand new mansions! Build your waterfront residence and be perfectly positioned in one of Longboat Key’s most elegant neighborhoods- Longboat Key Estates where sunrise occurs over the Bay while sunset occurs over the Gulf. You will have

  Karen Jorgensen CHARLES RUTENBERG REALTY ORLANDO

  581 Rountree Dr, Longboat Key, FL 34228
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  /45

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

  Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare

  Roger Pettingell COLDWELL BANKER REALTY

  5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
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  /51

  $1,795,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,173 Sq Ft

  741 Old Compass Rd, Longboat Key, FL 34228

  Exceptional opportunity to own a Longboat Key waterfront home in the highly desired community of Emerald Harbor. This 3BR/2BA, 1,926-sf canal front home with pool sits on an oversized 100x155-ft lot along one of Longboat’s widest canals (~110 ft) offering deep-water boating access just a half mile to the Intracoastal Waterway. Private beach access with parking is less than half a mile away. The

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  741 Old Compass Rd, Longboat Key, FL 34228
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  /54

  $899,500

  • 3 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  350 Gulf of Mexico Dr Unit 213, Longboat Key, FL 34228

  Welcome to one of Longboat Key's premier bayfront communities, Tangerine Bay Club, where your days are spent like you live at a luxury resort! This three bedroom, 2 and a half bath elevated residence offers spacious living with gorgeous views of the mote style lagoon, spectacular resort style pool and Sarasota Bay. A private 2 car garage only adds to the many benefits of living here. Did we

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  350 Gulf of Mexico Dr Unit 213, Longboat Key, FL 34228
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  /30

  $400,000

  2600 Harbourside Dr Unit R-07, Longboat Key, FL 34228

  70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. 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, Marina village

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit R-07, Longboat Key, FL 34228
• 

  

  /63

  $510,000

  $89K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft

  1930 Harbourside Dr Unit 122, Longboat Key, FL 34228

  Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautifully renovated 2-bedroom, 2-bath condominium offers nearly 1,200 square feet of light-filled interior space, along with sweeping views of Sarasota Bay and the downtown skyline that create a stunning and ever-changing backdrop

  David Leventhal COLDWELL BANKER REALTY

  1930 Harbourside Dr Unit 122, Longboat Key, FL 34228
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  /64

  $3,295,000

  $100K PRICE INCREASE

  • 3 Beds
  • 4 Baths
  • 3,045 Sq Ft

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
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  /21

  $5,600,000

  • Land
  • 9,583 Sq Ft
  • $25,454,545 per Acre

  6601 Gulfside Rd, Longboat Key, FL 34228

  Discover an extraordinary opportunity to own two parcels in a newly developed beachfront enclave, complete with private entry gates when project is complete leading directly to the pristine sugar sands and turquoise waters of the Gulf of Mexico. Parcel one, identified by property ID 7847700154, offers a 2,000-square-foot homesite with 100 feet of direct Gulf frontage. Parcel two, property ID

  Reid Murphy DEVELOPERS REALTY LBK, INC

  6601 Gulfside Rd, Longboat Key, FL 34228
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  /37

  $499,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4380 Exeter Dr Unit 202, Longboat Key, FL 34228

  Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly every room offers sparkling water views and a sense of calm that only waterfront living can bring. Perfect for investors or seasonal residents, this home combines desirable updates with a lifestyle that’s hard to beat. Fully updated in 2025, this home blends modern luxury with

  Ryan Skrzypkowski COLDWELL BANKER REALTY

  4380 Exeter Dr Unit 202, Longboat Key, FL 34228
• 

  

  /23

  $18,500,000

  • Land
  • 5.5 Acres
  • $3,363,636 per Acre

  6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228

  Extremely Rare property in all of Florida. One of a kind.

  Mark Huber MICHAEL SAUNDERS & COMPANY

  6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /19

  $225,000

  $25K PRICE DROP

  2600 Harbourside Dr Unit N-05, Longboat Key, FL 34228

  Great east bank location at Longboat Key Club Moorings for this 45 x 20 ft. slip in the marina. 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 Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit N-05, Longboat Key, FL 34228
• 

  

  /73

  $1,199,000

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

  948 Spanish Dr S, Longboat Key, FL 34228

  Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful 12-foot quartz island that seats 10-plus people, solid wood cabinetry, Café’ brand double oven, refrigerator with two additional drawers, stainless

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  948 Spanish Dr S, Longboat Key, FL 34228
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  /48

  $2,095,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,410 Sq Ft

  455 Longboat Club Rd Unit 402, Longboat Key, FL 34228

  Gulf-front living takes on a refined sense of scale in this beautifully renovated, truly move-in-ready residence at The Pierre, where every detail is already in place for effortless coastal living. Located behind the gates of the Longboat Key Club, this intimate building of just 66 residences provides privacy, security and resort style amenities. The home features more than 2,400 sq. ft. of

  Bruce Myer COLDWELL BANKER REALTY

  455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
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  /50

  $1,699,900

  $49K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  793 Jungle Queen Way, Longboat Key, FL 34228

  Longboat Key Waterfront Home combining Canal frontage & Deeded Beach Access. Key West-style home featuring 4-beds, 3 full baths offering 2,688 SF on a .32-acre lot with 154 feet of canal waterfrontage. Elevated, engineered for storms, and built in 2007built in 2007 with concrete block construction, Hardie board siding, hurricane impact windows and doors, and a standing seam metal roof. A classic

  Michael Darda Compass Florida LLC

  793 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /55

  $549,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  3080 Grand Bay Blvd Unit 512, Longboat Key, FL 34228

  This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access points bring in natural light and make the outdoor space a true extension of the living area. Large-format ceramic tile, high ceilings and a neutral color palette create a bright, comfortable interior. The open living and dining

  Bruce Myer COLDWELL BANKER REALTY

  3080 Grand Bay Blvd Unit 512, Longboat Key, FL 34228
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  /31

  $1,999,000

  • 5 Beds
  • 3 Baths
  • 2,934 Sq Ft

  525 Sloop Ln, Longboat Key, FL 34228

  Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  525 Sloop Ln, Longboat Key, FL 34228
• 

  

  /41

  $625,000

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

  2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

  Experience exceptional Gulf-front living in this beautifully maintained two-bedroom, two-bath residence at the highly desirable Islander Club on Longboat Key. Enjoy peaceful views of the manicured grounds, entrance, and tennis courts from the expansive wraparound terrace offering more than 60 feet of private outdoor living space—perfect for relaxing or entertaining. Inside, the light-filled open

  Paul Bachmann PREFERRED SHORE LLC

  2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
• 

  

  /70

  $399,000

  $10K PRICE DROP

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

  4350 Chatham Dr Unit 106, Longboat Key, FL 34228

  Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated.Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there

  Michael Yawitz MICHAEL SAUNDERS & COMPANY

  4350 Chatham Dr Unit 106, Longboat Key, FL 34228
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  /60

  $875,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
• 

  

  /11

  $2,900,000

  New Construction $100K PRICE INCREASE

  • 3 Beds
  • 5 Baths
  • 2,160 Sq Ft

  720 Tarawitt Dr, Longboat Key, FL 34228

  Pre-Construction. To be built. Build your dream waterfront home on North Longboat Key! Discover an exceptional opportunity to create your custom coastal retreat on this build-to-suit lot with 120 feet of waterfront frontage. The property is primed for development, with a permit filed and anticipated approval. Included in the price are complete architectural plans by Sweet Sparkman Architecture

  Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  720 Tarawitt Dr, Longboat Key, FL 34228
• 

  

  /62

  $38,450,000

  New Construction

  • 11 Beds
  • 17 Baths
  • 17,199 Sq Ft

  5965 Gulf of Mexico Dr, Longboat Key, FL 34228

  Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept

  Joel Schemmel DOUGLAS ELLIMAN

  5965 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /9

  $1,090,000

  $205K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $4,739,130 per Acre

  640 Lyons Ln, Longboat Key, FL 34228

  Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property offers an outstanding opportunity to build your dream residence in the sought-after Longboat Key with expansive views over the tranquil canal. Adding to its allure, the property includes a

  Adrian Johnson SEA BREEZE REAL ESTATE LLC

  640 Lyons Ln, Longboat Key, FL 34228
• 

  

  /18

  $189,000

  $20K PRICE DROP

  2600 Harbourside Dr Unit R-02, Longboat Key, FL 34228

  Easy access and views! 40 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. 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, Marina village that includes restaurant, shopping (close to Publix, CVS, and other

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit R-02, Longboat Key, FL 34228
• 

  

  /69

  $2,999,000

  $601K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,624 Sq Ft

  1005 Bogey Ln, Longboat Key, FL 34228

  Nestled along a serene canal just a short ride to beautiful Sarasota Bay, this custom-built John Cannon home offers the perfect blend of luxury, comfort, and coastal living. This two-story, 4-bedroom residence features an open floor plan designed for both relaxation and entertaining. Each bedroom is ensuite, providing privacy and comfort for family and guests alike. Enjoy gathering in the

  Michael Nink, PA MICHAEL SAUNDERS & COMPANY

  1005 Bogey Ln, Longboat Key, FL 34228
• 

  

  /14

  $2,000,000

  • Land
  • 39,204 Sq Ft
  • $2,222,222 per Acre

  6604-6608 Gulf of Mexico Dr, Longboat Key, FL 34228

  Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6604-6608 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /44

  $615,000

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft

  563 Spanish Dr S, Longboat Key, FL 34228

  GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!!Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE

  Victoria Campbell LPT REALTY LLC

  563 Spanish Dr S, Longboat Key, FL 34228
• 

  

  /12

  $395,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 758 Sq Ft

  71 Twin Shores Blvd, Longboat Key, FL 34228

  Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated over 6 feet, 2-bedroom, 2 bath, open floorplan home. HURRY and you can help design your

  Kyle Adams EVENTIDE REALTY LLC

  71 Twin Shores Blvd, Longboat Key, FL 34228

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