Longboat Key, FL Homes for Sale

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  /82

  $10,900,000

  • 8 Beds
  • 8 Baths
  • 5,886 Sq Ft

  4473 Gulf of Mexico Dr, 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) 841-8278

  4473 Gulf of Mexico Dr, Longboat Key, FL 34228
• Explore Longboat Key

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  /33

  $590,000

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

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228

  ****MOTIVATED SELLER. GET A CONDO ON THE BEACH BELOW MARKET IN AN UPGRADED BUILDING. Enormous and beautiful outside balcony for warm breeze enjoyment. Building is directly beachfront. ****Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. Located

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 220-0872

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
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  /89

  $2,000,000

  • 3 Beds
  • 3.5 Baths
  • 3,690 Sq Ft

  2410 Harbourside Dr Unit 111, Longboat Key, FL 34228

  Longboat Key luxury living with sweeping water views. Introducing bayside luxury at Marina Bay within Bay Isles. Now available for the first time to purchase, this unique single level condominium residence boasts a private elevator lobby. This unique residence fitted with impact glass and newer roofing is secured for the quality of your peace of mind. The condo association offers resident

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  (941) 206-2461

  2410 Harbourside Dr Unit 111, Longboat Key, FL 34228
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  /50

  $599,999

  • 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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  /95

  $450,000

  • 1 Bed
  • 2 Baths
  • 1,244 Sq Ft

  619 Cedars Ct, Longboat Key, FL 34228

  Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  (941) 219-0078

  619 Cedars Ct, Longboat Key, FL 34228
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  /57

  $995,000

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

  1050 Longboat Club Rd Unit 301, Longboat Key, FL 34228

  Huge price reduction now under $1mm for direct 180 degree gulf front!Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled

  

  Greg Martin

  STERLING REALTY

  (941) 369-9007

  1050 Longboat Club Rd Unit 301, 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) 274-4734

  2295 Gulf of Mexico Dr Unit 83S, 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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  /93

  $4,750,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 4,209 Sq Ft

  1571 Harbor Cay Ln, Longboat Key, FL 34228

  Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 207-2668

  1571 Harbor Cay Ln, Longboat Key, FL 34228
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  /57

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

  Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer,

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 367-4788

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
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  /50

  $530,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  597 Sutton Place, Longboat Key, FL 34228

  Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  (941) 336-7456

  597 Sutton Place, Longboat Key, FL 34228
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  /54

  $950,000

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  651 Jungle Queen Way, Longboat Key, FL 34228

  Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous 1⁄4-acre lot. Canal offers direct access to Sarasota Bay with no bridges.

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  (941) 770-4539

  651 Jungle Queen Way, Longboat Key, FL 34228
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  /37

  $799,000

  • Land
  • 0.15 Acre
  • $5,326,667 per Acre

  766 Saint Judes Dr N, Longboat Key, FL 34228

  The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value:• Brand New Seawall: 100

  

  Nikki Spirakis

  BRG REAL ESTATE INC

  (941) 688-9189

  766 Saint Judes Dr N, Longboat Key, FL 34228
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  /49

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 3,383 Sq Ft

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

  Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 960-7660

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
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  /56

  $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

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 623-4093

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
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  /41

  $675,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  3500 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Lifestyle, location, and amenities are the reason you come to Buttonwood Cove. This intimate community of just 56 residences presents the ultimate in Gulf Coast living on Longboat Key. This rarely available 3-bedroom, 2.5-bath condominium offers a lifestyle defined by ease, beauty, and convenience. Owners can walk across the street to deeded beach access, complete with provided beach chairs,

  

  Samantha Kotlik

  COLDWELL BANKER REALTY

  (941) 299-0296

  3500 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
• 

  

  /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

  (941) 300-0171

  415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
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  /80

  $650,000

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

  1932 Harbourside Dr Unit 254, Longboat Key, FL 34228

  Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 390-0836

  1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
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  /42

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228

  Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 401-4630

  603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
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  /51

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  834 Jungle Queen Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  (941) 300-0228

  834 Jungle Queen Way, Longboat Key, FL 34228
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  /57

  $1,295,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  1050 Bogey Ln, Longboat Key, FL 34228

  Looking for a vacation getaway or an investment property? This cute coastal home on south Longboat Key is perfect! Just reduced in price to under $1.3 million! It is beautifully renovated and sold turnkey furnished with some exemptions, has a sparkling saltwater pool and spa, fenced in yard, new roof, peek-a-boo view of Sarasota Bay, has low HOA fees, generous rental policies and is close to the

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 206-7260

  1050 Bogey Ln, Longboat Key, FL 34228
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  /80

  $795,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

  Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 384-0495

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
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  /36

  $938,500

  • 2 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

  Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 941-8954

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
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  /36

  $4,249,000

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  (941) 842-0487

  2819 Gulf of Mexico Dr, 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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  /29

  $999,995 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  2323 Harbour Oaks Dr, Longboat Key, FL 34228

  Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the

  

  Steven Moore

  MICHAEL SAUNDERS & COMPANY

  (941) 369-9008

  2323 Harbour Oaks Dr, Longboat Key, FL 34228
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  /75

  $635,000 Open Sun 1PM - 3PM

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

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

  MOTIVATED SELLER! FULLY FUNDED RESERVES FOR 2026! PET FRIENDLY! NO UPCOMING SPECIAL ASSESSMENTS! 3 BEACH ACCESS POINTS! MILESTONE INSPECTION PASSED! Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been

  

  Paulina Vasiliev

  KELLER WILLIAMS ON THE WATER S

  (941) 759-9957

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /61

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 1,786 Sq Ft

  5635 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Welcome to Sandpipers, a boutique Gulf-front condominium community on the desirable north end of Longboat Key. This well-maintained second-floor residence offers 2 bedrooms, 2 bathrooms, and 1,786 square feet of relaxed coastal living. The home has been meticulously cared for with classic finishes and a show-stopping view. Step onto the private, screened lanai and take in soothing Gulf breezes,

  

  April Green

  DUNCAN REAL ESTATE, INC.

  (941) 214-6117

  5635 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  /30

  $974,500

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

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 239-4757

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
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  /51

  $940,000

  • 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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  /99

  $1,595,000

  • 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
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  /59

  $1,549,000 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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  /70

  $2,499,900

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228

  Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228
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  /67

  $4,490,000

  • 4 Beds
  • 7 Baths
  • 4,674 Sq Ft

  761 Norton St, Longboat Key, FL 34228

  Tucked along a quiet canal in Longboat Key’s Sleepy Lagoon Park, 761 Norton Street delivers the kind of waterfront lifestyle that’s increasingly rare—equal parts boating-centric, resort-style, and built for hosting at scale. With 4 bedrooms, 4 ensuite baths, 3 half baths, and 4,674 square feet under air, the home is thoughtfully designed for those who want space and flexibility without

  Joel Schemmel DOUGLAS ELLIMAN

  761 Norton St, Longboat Key, FL 34228
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  /77

  $775,000

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft

  2155 Harbourside Dr Unit 804, Longboat Key, FL 34228

  Situated behind gates of the coveted Bay Isles on Longboat Key is the private enclave of Harbour Oaks. This meticulously renovated residence offers an effortless blend of comfort, refinement, and coastal living. Offering an expansive 3 bedrooms, 2 bathrooms as well as a 2-car garage overlooking one of the most pristine Longboat Key Club golf courses. Vaulted ceilings as well as skylights allow

  Alexis Smith-Frady COMPASS FLORIDA LLC

  2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
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  /89

  $4,990,000

  • 3 Beds
  • 3.5 Baths
  • 3,582 Sq Ft

  4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228

  Where every day unfolds like a private Gulf Coast retreat. Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 31⁄2-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an

  Sue Wolverton DOUGLAS ELLIMAN

  4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
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  /64

  $9,700,000

  • 4 Beds
  • 5 Baths
  • 5,245 Sq Ft

  560 Harbor Point Rd, Longboat Key, FL 34228

  Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost

  Jonathan Fox MICHAEL SAUNDERS & COMPANY

  560 Harbor Point Rd, Longboat Key, FL 34228
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  /79

  $3,895,000

  • 5 Beds
  • 5.5 Baths
  • 4,281 Sq Ft

  550 Yardarm Ln, Longboat Key, FL 34228

  New Price ....ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly

  Melanie Russell QUEST PROPERTIES INC

  550 Yardarm Ln, Longboat Key, FL 34228
• 

  

  /43

  $3,350,000 Open Sun 11AM - 4PM

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

  2945 Pyrula Dr, Longboat Key, FL 34228

  A contemporary masterpiece awaits, constructed in 2024 and completed in 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. Step into more than 3,800 square feet of modern design perfection ideally located in one of Longboat Keys most coveted neighborhoods. Just minutes on foot brings you to pristine beach access or a tee time at the prestigious

  Alin Zdroba PROPERTIO

  2945 Pyrula Dr, Longboat Key, FL 34228
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  /76

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 4,000 Sq Ft

  677 Lands End Dr, Longboat Key, FL 34228

  In a rich tropical waterfront setting on Longboat Key, this unique retreat lives like a modern treehouse while evoking a sense of peace, family and comfortable, easy island living. Tucked within the island’s native landscape along a natural bayou off Sarasota Bay, the property offers a rare opportunity to experience serene waterfront living surrounded by nature, with the Gulf’s azure waters and

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  677 Lands End Dr, Longboat Key, FL 34228

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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.

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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 $2,040,788.

Are home prices dropping in Longboat Key?

Yes, home prices in Longboat Key are down 26% in the last 12 months.

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

432 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 $1,150,000. If you put a 20% down payment of $230,000 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $5,520 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $237K a year to afford the median home price in Longboat Key. Learn how much home you can afford with our Home Affordability Calculator.

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 95 days on the market compared to the national average of 54 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $983,750, down 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$983,750

Median Single Family Sale Price

$1,800,000

Median Townhouse Sale Price

$1,115,000

Median 2 Bedroom Sale Price

$750,000

Median 1 Bedroom Sale Price

$515,000

Average Price Per Sq Ft

$783

Number of Homes for Sale

412

Last 12 months Home Sales

432

Months of Supply

11.40

Median List Price

$1,150,000

Median Change From 1st List Price

11%

Median Home Sale Price YoY Change

-20%