Longboat Key, FL Homes for Sale with Garage

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  /68

  $778,000

  • 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 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 atmosphere

  Debby McCaig COLDWELL BANKER REALTY

  4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
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  $2,195,000

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

  1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Design your dream beachfront retreat at the Water Club on Longboat Key. This spacious three-bedroom, four-bath residence offers 3,000-plus square feet of living space with Gulf views and a flexible layout, ideal for creating your custom coastal masterpiece. The private primary suite features dual baths, walk-in closet and beachfront terrace. A generous guest suite sits on opposite end, and a

  Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  $3,295,000 New Construction

  • 5 Beds
  • 5 Baths
  • 3,815 Sq Ft

  2945 Pyrula Dr, Longboat Key, FL 34228

  Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls

  Roger Pettingell COLDWELL BANKER REALTY

  2945 Pyrula Dr, Longboat Key, FL 34228
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  /2

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  721 Emerald Harbor Dr, Longboat Key, FL 34228

  Cottage style Emerald Harbor home with deep boating water for a very large boat and deeded beach access.This is truly the Florida lifestyle with most rooms overlooking the beautiful pool area and then out to the gorgeous water views. The beach is only a two minute walk away for shelling and sunsets. This three bedroom home has a terrific split floor plan and feels like an English cottage. Added

  Reid Murphy DEVELOPERS REALTY LBK, INC

  721 Emerald Harbor Dr, Longboat Key, FL 34228
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  /61

  $3,150,000

  • 3 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  545 Sanctuary Dr Unit B204, Longboat Key, FL 34228

  Prepare to be wowed by the direct turquoise Gulf views from the oversized wraparound terrace, main living areas and primary bedroom. The chef’s kitchen is open to the main living area and offers state-of-the-art JennAir stainless steel appliances complete with built-in convection and steam ovens, oversized center island, wine refrigeration with storage and breakfast area. The massive primary

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  545 Sanctuary Dr Unit B204, Longboat Key, FL 34228
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  /54

  $1,948,000

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

  Bright, spacious and beautifully maintained, this 3BR/2.5BA fifth-floor residence at The Sanctuary offers refined coastal living in one of Longboat Key’s most sought-after gated communities, ideally positioned on the island’s desirable southern end. Upon entry, walls of floor-to-ceiling glass sliders immediately draw your eye to sweeping panoramic views of the Sarasota city skyline, shimmering

  Leah George COLDWELL BANKER REALTY

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
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  $3,695,000

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

  1241 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228

  The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom plus oversized study, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot

  Ryan Ackerman COLDWELL BANKER REALTY

  1241 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
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  /44

  $620,000

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1912 Harbourside Dr Unit 602, Longboat Key, FL 34228

  Discover the ideal blend of comfort, convenience and coastal charm in this beautifully furnished townhouse in Fairway Bay, a sought-after, gated community within Bay Isles on Longboat Key. Enjoy easy access to the gorgeous Gulf beach of Longboat Key via a private beach club, and an abundance of activities, including biking, recreation, pickleball and tennis, ideal for those who embrace an active

  Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1912 Harbourside Dr Unit 602, Longboat Key, FL 34228
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  /61

  $1,999,999

  • 3 Beds
  • 3 Baths
  • 2,856 Sq Ft

  6330 Laguna Dr, Longboat Key, FL 34228

  Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! Private Dock With Boat Lift On The Bay! Exclusive Beach Community, The Ultimate Beach lifestyle! This raised (16ft.), three bedroom (possible 4th), three bath, three plus car garage home is situated perfectly between the gulf and bay. The exclusive, gated community of Laguna Yacht Village is Longboat Key's

  Zachary Kaplan RE/MAX PALM

  6330 Laguna Dr, Longboat Key, FL 34228
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  /16

  $15,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,925 Sq Ft

  6603 Gulfside Rd, Longboat Key, FL 34228

  Under Construction. You're in for something special with this new beachfront construction set to be completed by December, 2025. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger

  Reid Murphy DEVELOPERS REALTY LBK, INC

  6603 Gulfside Rd, Longboat Key, FL 34228
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  /61

  $769,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2155 Harbourside Dr Unit 804, Longboat Key, FL 34228

  Located in the quiet, gated community of Bay Isles on Longboat Key, this beautifully renovated – 2nd-floor residence in Harbour Oaks offers over 2,000 square feet of comfortable, thoughtfully designed living space. The entryway has built-in shelves and cubbies that make it easy to keep jackets, shoes, and bags organized. Inside, the main living areas feature high tray ceilings, recessed lighting,

  Bruce Myer COLDWELL BANKER REALTY

  2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
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  $499,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228

  LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and

  Debby McCaig COLDWELL BANKER REALTY

  4840 Gulf of Mexico Dr Unit Villa 15, Longboat Key, FL 34228
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  /81

  $1,800,000

  • 3 Beds
  • 4 Baths
  • 2,804 Sq Ft

  569 Juan Anasco Dr, Longboat Key, FL 34228

  Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three

  Marta Altizer MICHAEL SAUNDERS & COMPANY

  569 Juan Anasco Dr, Longboat Key, FL 34228
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  /31

  $1,575,000

  • 2 Beds
  • 2 Baths
  • 1,524 Sq Ft

  775 Longboat Club Rd Unit 606, Longboat Key, FL 34228

  Experience the ultimate in Gulf-front living from this beautifully positioned two-bedroom, two-bath residence in the sought-after Beaches condominium, perfectly located behind the gates of the Longboat Key Club. Wake up to unobstructed, panoramic views of the Gulf of Mexico from both bedrooms in one of the most private floor plans in the building with no neighboring balconies in sight. Enjoy

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  775 Longboat Club Rd Unit 606, Longboat Key, FL 34228
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  $1,650,000

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  2105 Gulf of Mexico Dr Unit 3303, Longboat Key, FL 34228

  Welcome to your dream oasis. December 2024, fully renovated, turnkey-furnished unit, directly on the Gulf, at Sunset Beach. This stunning retreat boasts spectacular renovations, featuring a custom kitchen with solid wood cabinets, a light commercial-grade hood fan and elegant quartz countertops throughout. The kitchen has a GE Monogram induction stove with a convection oven, a GE Monogram

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2105 Gulf of Mexico Dr Unit 3303, Longboat Key, FL 34228
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  /75

  $949,500

  • 3 Beds
  • 3 Baths
  • 2,135 Sq Ft

  2012 Harbourside Dr Unit 2104, Longboat Key, FL 34228

  Discover Refined Coastal Living at Fairway Bay Impeccably renovated from top to bottom, this three-bedroom, three-bath end-unit townhome offers the perfect blend of style, function, and coastal charm. With 2,135 square feet of thoughtfully designed living space plus an expansive 1,516-square-foot garage and storage level, the residence provides a total of 4,050 square feet under roof. The

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  2012 Harbourside Dr Unit 2104, Longboat Key, FL 34228
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  /43

  $3,295,000

  • 4 Beds
  • 5 Baths
  • 3,926 Sq Ft

  573 Spinnaker Ln, Longboat Key, FL 34228

  Perfectly positioned on a quiet cul-de-sac at the preferred south end of Longboat Key, this 4BR/5BA waterfront residence spans nearly 4,000 sq. ft. of beautifully designed living space just one lot from the open bay. The paver drive and lush landscaping create a gracious welcome to a home filled with natural light, soaring ceilings, and elegant architectural details. Expansive living areas flow

  Bruce Myer COLDWELL BANKER REALTY

  573 Spinnaker Ln, Longboat Key, FL 34228
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  $1,200,000

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

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

  Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
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  /67

  $2,995,000

  • 2 Beds
  • 2.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228

  Savor the panoramic views and never-ending sunsets from this 7th-floor corner condominium, where the Gulf of Mexico, Sarasota Bay, downtown’s cityscape, and the manicured grounds of the Longboat Key Club’s Islandside golf course unfold in every direction. Elegant L’Ambiance is located on the southern end of Longboat Key, and the community entrance is adorned with water fountains, artistic

  Pam Charron COMPASS FLORIDA LLC

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228
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  /59

  $2,500,000

  • 3 Beds
  • 3 Baths
  • 2,385 Sq Ft

  415 L Ambiance Dr Unit B202, Longboat Key, FL 34228

  Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer,

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
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  /83

  $9,900,000

  • 4 Beds
  • 4.5 Baths
  • 4,224 Sq Ft

  6161 Gulf of Mexico Dr, Longboat Key, FL 34228

  Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  6161 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $2,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

  Reid Murphy DEVELOPERS REALTY LBK, INC

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /73

  $3,495,000

  • 3 Beds
  • 5.5 Baths
  • 3,727 Sq Ft

  3576 Fair Oaks Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. A boater’s dream location on Longboat Key in Queens Harbour....This is the “Best” waterfront lot in Queens Harbour! No bridges to Sarasota Bay and close to the intercoastal waterway too. 125-lb boat lift on a deepwater canal for your Dream boat.Location, Location, Location on Longboat Key with a Chef’s kitchen, contemporary interior design

  Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

  3576 Fair Oaks Way, Longboat Key, FL 34228
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  $1,999,000

  • 2 Beds
  • 3 Baths
  • 2,823 Sq Ft

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228

  DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

  John Donato JOHN DONATO REAL ESTATE INC

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $999,000

  • 2 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
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  /16

  $7,900,000

  • 4 Beds
  • 4.5 Baths
  • 3,961 Sq Ft

  2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive fully furnished residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /50

  $1,950,000

  • 3 Beds
  • 3 Baths
  • 2,298 Sq Ft

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

  Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

  Bruce Myer COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
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  /81

  $1,995,000

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

  3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to Grand Bay. Experience the essence of refined coastal living, where breathtaking panoramic water and city views take center stage. Awaken to the sunrise over Sarasota Bay’s skyline with limitless views of the bay and golf course, and unwind with stunning sunsets over the Gulf, an ever-changing display of beauty from every room. Perfectly

  Stacy Hanan MICHAEL SAUNDERS & COMPANY

  3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228
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  $6,950,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  1591 Gulf of Mexico Dr Unit 514, Longboat Key, FL 34228

  Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining. Every detail of this home has been meticulously upgraded with custom wallpaper,

  Lynn Morris MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 514, Longboat Key, FL 34228
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  $775,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular

  Debby McCaig COLDWELL BANKER REALTY

  4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /73

  $1,195,000

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

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228

  This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness

  Scott Rickards RE/MAX ALLIANCE GROUP

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228
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  /74

  $1,695,000

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228

  Set above the sparkling waters of Sarasota Bay, this beautifully updated 3BR/3.5BA, 2,550 sq. ft. residence in Grand Bay on Longboat Key offers refined living with a seamless, well-planned layout. From the moment the private elevator opens to your foyer, the atmosphere feels bright and balanced, with rich wood floors, crown molding and recessed lighting framing panoramic views of the bay,

  Bruce Myer COLDWELL BANKER REALTY

  3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
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  /65

  $3,250,000

  • 2 Beds
  • 3 Baths
  • 2,385 Sq Ft

  415 L Ambiance Dr Unit E507, Longboat Key, FL 34228

  Experience a lifestyle defined by effortless luxury, resort-style comforts, and uncompromising convenience in the sought-after, guard-gated L’Ambiance on Longboat Key. Recently and thoughtfully updated to perfection with quality finishes, this “Areca” corner residence is a masterpiece of comfortable contemporary design. Beginning with two secure parking spaces and continues directly up the

  Linda Driggs MICHAEL SAUNDERS & COMPANY

  415 L Ambiance Dr Unit E507, Longboat Key, FL 34228
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  /98

  $5,650,000 New Construction

  • 4 Beds
  • 6 Baths
  • 3,737 Sq Ft

  524 Halyard Ln, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

  Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

  524 Halyard Ln, Longboat Key, FL 34228

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