Longboat Key, FL Homes for Sale

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  /98

  $6,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,921 Sq Ft

  2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Looking for your own private Gulf Oasis? Enter your dream coastal retreat in the exclusive Aria community, located on the highly sought-after south end of Longboat Key. This area is especially desirable for its quiet, secluded atmosphere while still offering quick access to the world-class dining, arts, and cultural experiences of nearby Sarasota.

  

  Rachel Woodruff

  HOUSE MATCH

  (941) 368-4364

  2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
• Explore Longboat Key

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  /53

  $399,000

  • 1 Bed
  • 1 Bath
  • 883 Sq Ft

  600 Sutton Place Unit 101, Longboat Key, FL 34228

  Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The

  

  Jill Baldwin

  MARINA PARK REALTY LLC

  (941) 207-2895

  600 Sutton Place Unit 101, Longboat Key, FL 34228
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  /50

  $685,000

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228

  Modern Waterfront Living in the Heart of Longboat Key-Experience the best of coastal living in this beautifully renovated 2-bedroom, 2-bathroom condo, perfectly situated on the water in one of Longboat Key’s most desirable communities. This light-filled residence features a newly reimagined open-concept kitchen with gleaming quartz countertops, bright modern cabinetry, premium stainless steel

  

  Tami Cashi

  COLDWELL BANKER REALTY

  (941) 206-4076

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228
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  /57

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,395 Sq Ft

  726 Jungle Queen Way, Longboat Key, FL 34228

  Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience. Nestled just steps from 10 miles of pristine Gulf beaches—with deeded beach access—you’ll enjoy the best of both water worlds: boat out

  

  Brooke O'Malley

  CLUB REALTY

  (941) 882-9192

  726 Jungle Queen Way, Longboat Key, FL 34228
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  /38

  $1,370,000

  • Land
  • 0.41 Acre
  • $3,341,463 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly

  

  Gregory Claxton

  PREFERRED SHORE LLC

  (941) 352-8416

  560 Gulf Bay Rd, Longboat Key, FL 34228
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  /6

  $649,000

  • Land
  • 0.14 Acre
  • $4,635,714 per Acre

  6981 Lois Ave, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 763-6831

  6981 Lois Ave, Longboat Key, FL 34228
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  /75

  $4,950,000

  • 3 Beds
  • 2.5 Baths
  • 3,060 Sq Ft

  2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228

  DISCOVER THE DIFFERENCE—A TRUE LUXURY CONDO IN A BUYER’S MARKETWhy This Longboat Key Residence Stands Above the Rest:This isn’t just another beachfront condo—this is a thoughtfully curated, luxury retreat where every detail has been considered, and every upgrade already completed. Enjoy peace of mind with all updates required by Florida’s new condo legislation already done and

  

  Gigi Silverberg

  DOUGLAS ELLIMAN

  (941) 393-0539

  2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228
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  /82

  $10,900,000

  • 4 Beds
  • 4 Baths
  • 2,943 Sq Ft

  4473 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

  Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment

  

  Curtis Andrews

  BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  (941) 207-6990

  4473 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
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  /84

  $985,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,381 Sq Ft

  2358 Harbour Oaks Dr, Longboat Key, FL 34228

  This expansive villa offers the space and comfort of a private home, paired with the ease of maintenance-free living in Harbour Circle. Vaulted ceilings, oversized rooms, and natural light define the interior, while nearly 760 square feet of outdoor living—including a double-deck lanai overlooking a saltwater pond fed by the bay—create the perfect backdrop for dining, entertaining, and everyday

  

  Rachel Tritschler

  RE/MAX ALLIANCE GROUP

  (941) 239-3436

  2358 Harbour Oaks Dr, Longboat Key, FL 34228
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  /59

  $2,100,000

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228

  Imagine waking up each morning to the gentle sound of waves and a breathtaking view of the Gulf from every room in your home. This stunning 2-bedroom, 2-bathroom residence offers just that, with a 35-foot lanai that perfectly frames the spectacular scenery. Recently remodeled, this home embodies luxury, comfort, and style. The interior of this residence is nothing short of remarkable. Light-toned

  

  Peter Ingrasselino

  DEAL HOUSE REALTY LLC

  (941) 451-5590

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228
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  /33

  $510,000

  • 2 Beds
  • 1 Bath
  • 933 Sq Ft

  1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

  Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

  Alie Espinoza EATON REALTY

  1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
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  /51

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  * BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an

  Shana Hamel NEXTHOME EXCELLENCE

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
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  /51

  $1,814,000

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

  Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function.

  Gina Ursini BRISTA REALTY LLC

  1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
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  /79

  $8,500,000

  • 5 Beds
  • 5.5 Baths
  • 6,125 Sq Ft

  501 Harbor Point Rd, Longboat Key, FL 34228

  Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in

  Rich Polese COMPASS FLORIDA LLC

  501 Harbor Point Rd, Longboat Key, FL 34228
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  /85

  $5,999,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,989 Sq Ft

  4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and innovative smart home integration. Each detail

  Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /63

  $3,149,000

  • 2 Beds
  • 3.5 Baths
  • 2,822 Sq Ft

  415 L Ambiance Dr Unit C703, Longboat Key, FL 34228

  An exquisite Gulf-front residence awaits in Longboat Key, named one of Forbes Travel Guide's Top 12 Destinations for 2025. With over 1,300 miles of scenic coastline, Florida is an income tax-free state that offers year-round outdoor activities, mild winters and abundant sunshine. Just minutes from Sarasota’s vibrant cultural arts scene, enjoy world-class theatre, ballet, opera, fine dining and

  Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  415 L Ambiance Dr Unit C703, Longboat Key, FL 34228
• 

  

  /40

  $3,450,000

  • 4 Beds
  • 5 Baths
  • 3,313 Sq Ft

  601 Triton Bend, Longboat Key, FL 34228

  Exuding coastal charm, this spacious four bedroom, three full baths, and two half baths Brista Homes masterpiece is a true tropical find just 500 feet from the beach. Behind its inviting facade lies a private courtyard oasis with a resort-style heated pool, sun shelf, and pergola with rain-shower waterfall—an everyday escape that feels like vacation. The first-floor master has an en suite bath

  Gina Ursini BRISTA REALTY LLC

  601 Triton Bend, Longboat Key, FL 34228
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  /64

  $1,699,999 Open Sun 1PM - 4PM

  • 2 Beds
  • 3 Baths
  • 3,171 Sq Ft

  3210 Bayou Sound, Longboat Key, FL 34228

  Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

  Julie Lojacono Mackie COLDWELL BANKER REALTY

  3210 Bayou Sound, Longboat Key, FL 34228
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  /99

  $1,626,000

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

  Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
• 

  

  /40

  $989,000

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

  608 Saint Judes Dr, Longboat Key, FL 34228

  A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The

  Cassandra MacDonald TALL PINES REALTY

  608 Saint Judes Dr, Longboat Key, FL 34228
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  /73

  $5,425,000

  • 3 Beds
  • 3.5 Baths
  • 4,733 Sq Ft

  585 Gunwale Ln, Longboat Key, FL 34228

  Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of

  Peter G. Laughlin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  585 Gunwale Ln, Longboat Key, FL 34228
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  /65

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228

  Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
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  /43

  $1,250,000

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

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

  Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood

  Schuyler Burke KELLER WILLIAMS ON THE WATER S

  5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
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  /78

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 1,825 Sq Ft

  575 Sanctuary Dr Unit A404, Longboat Key, FL 34228

  SUNNY Southwest beachfront corner residence with epic sunsets from every room. A double-door foyer entry welcomes you home to an endless horizon of turquoise waters, immediately visible through floor-to-ceiling sliding glass doors in the living area. This Essex corner residence on the fourth floor offers three bedrooms and three baths, totaling 1,1825 square feet. The breakfast area offers views

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  575 Sanctuary Dr Unit A404, Longboat Key, FL 34228
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  /41

  $1,115,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

  This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity.The suite has undergone a complete

  Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
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  /39

  $1,115,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

  This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity.The suite has undergone a complete

  Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
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  /37

  $1,685,000

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft

  1701 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Experience Gulf-front living at its best from this residence perched on a high floor in the coveted Aquarius Club on Longboat Key. This South-facing 2-bedroom, 2-bath split plan offers a bright, open layout with impact-rated floor-to-ceiling windows, doors, and sliders that frame Gulf, beach and tropical views. Spacious living and dining areas flow seamlessly to a private balcony, perfect for

  Ryan Ackerman COLDWELL BANKER REALTY

  1701 Gulf of Mexico Dr Unit 402, 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 2-bedroom, 2-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 peace of

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  775 Longboat Club Rd Unit 606, Longboat Key, FL 34228
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  /74

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,825 Sq Ft

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

  This corner 3 BR / 31⁄2 BA + Family Room Penthouse in Marina Bay on Longboat Key offers 3,825 sq. ft. of comfortable living with exceptional views of Sarasota Bay and tropical landscaping. A private elevator opens to a bright, open floor plan with tray ceilings, neutral finishes, and walls of glass that bring the outdoors in. The spacious living room extends to a wrap-around terrace, ideal for

  Bruce Myer COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
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  /40

  $3,595,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft

  3540 Mistletoe Ln, Longboat Key, FL 34228

  This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood

  Roger Pettingell COLDWELL BANKER REALTY

  3540 Mistletoe Ln, Longboat Key, FL 34228
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  /40

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228

  Perched atop the 11th floor, this penthouse residence at Privateer South captures an extraordinary sweep of views spanning Longboat Key Club’s lush golf course, the expanse of Sarasota Bay, the downtown skyline, and the Gulf of Mexico’s turquoise waves. Offering more than 1,400 square feet, the light-filled interiors flow effortlessly between living, dining, and kitchen spaces, framed by impact

  Roger Pettingell COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228
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  /85

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 2,352 Sq Ft

  311 Firehouse Ct, Longboat Key, FL 34228

  This is what living on the West Coast of Florida is all about. Elevated and elegantly designed, this custom home sits west of Gulf of Mexico Drive in the sought-after Conrad Beach community on Longboat Key. Surrounded by lush tropical landscaping with accent lighting, this residence combines timeless coastal charm with thoughtful modern updates. Inside, the open floor plan showcases a gourmet

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  311 Firehouse Ct, Longboat Key, FL 34228
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  /63

  $1,065,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

  Charming Gulf side 2 bedroom 2 bath condo with bonus room in the serene community of Long beach on the north end of Longboat Key. Stroll the nearly 3 acres of gulf front/beach property and enjoy...or take a dip in the heated pool, play tennis or relax on the enclosed balcony. This elevated condo (19.5 ft Base Flood Elevation) has been updated and is being sold turnkey furnished for instant

  Diana Kryszak MICHAEL SAUNDERS & COMPANY

  7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
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  /35

  $1,299,000

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

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

  Roger Pettingell COLDWELL BANKER REALTY

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
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  /33

  $2,159,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  3617 Fair Oaks Place, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a

  Ryan Ackerman COLDWELL BANKER REALTY

  3617 Fair Oaks Place, Longboat Key, FL 34228
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  /36

  $1,175,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

  Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

  Bruce Myer COLDWELL BANKER REALTY

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
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  /38

  $1,050,000

  • 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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  /33

  $2,475,000

  • 4 Beds
  • 4 Baths
  • 2,902 Sq Ft

  725 Penfield St, Longboat Key, FL 34228

  Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron

  Melissa Rodocker RE/MAX ALLIANCE GROUP

  725 Penfield St, Longboat Key, FL 34228
• 

  

  /20

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the

  Tom Aposporos DUNCAN REAL ESTATE, INC.

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /67

  $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

Showing Results 1 - 40, Page 1 of 8

Why Live in Longboat Key

Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.

Learn more about living in Longboat Key

Frequently Asked Questions

What is the average home price in Longboat Key, FL?

Homes for sale in Longboat Key, FL have an average home price of $2,244,228.

How many homes have sold over the last 12 months in Longboat Key, FL?

413 homes have sold in Longboat Key, FL over the last 12 months.

What are the most popular zip codes in Longboat Key, FL?

The most popular zip codes in Longboat Key, FL include 34228, 34210, 34207, 34243 and 34234.

How much do you need to make to afford a house in Longboat Key?

The median home price in Longboat Key is $1,250,000. If you put a 20% down payment of $250,000 and had a 30-year fixed mortgage with an interest rate of 6.34%, your estimated principal and interest payment would be $6,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $267K a year to afford the median home price in Longboat Key.

How are the schools in Longboat Key, FL?

Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Booker Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 91 days on the market compared to the national average of 52 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,075,000, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,075,000

Median Single Family Sale Price

$1,600,000

Median Townhouse Sale Price

$2,800,000

Median 2 Bedroom Sale Price

$766,500

Median 1 Bedroom Sale Price

$825,000

Average Price Per Sq Ft

$838

Number of Homes for Sale

257

Last 12 months Home Sales

413

Months of Supply

7.50

Median List Price

$1,250,000

Median Change From 1st List Price

10%

Median Home Sale Price YoY Change

-8%