Longboat Key, FL Homes for Sale

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  /94

  $5,999,000

  • 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. Are you ready to discover your very own private Gulf Oasis? Step into a slice of paradise at your dream coastal retreat located in the esteemed Aria community on Longboat Key's coveted south end. This serene haven is not just a residence; it offers an exclusive lifestyle filled with tranquility and easy access to the finest dining, arts, and

  

  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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  /71

  $649,000

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

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228

  Luxury Coastal Living at Longboat Harbour: Experience stunning canal views and modern elegance in this impeccably renovated 3rd-floor condo, ideally situated in the desirable all-age community of Longboat Harbour. Offered turnkey furnished, this beautifully curated residence is ready for your immediate enjoyment, whether you're seeking a winter retreat or full-time coastal living. Step inside to

  

  Marsha Winegarden

  WAGNER REALTY

  (941) 239-6809

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228
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  /61

  $899,000

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

  1904 Harbourside Dr Unit 201, Longboat Key, FL 34228

  Nestled within Bay Isles, one of Longboat Key’s most notable communities, this beautifully updated townhome is tucked among mature trees and lush foliage in the Fairway Bay enclave. This 3-bedroom, 3-bath residence offers 2,135 square feet of stylish living primarily across the two main levels. A thoughtfully selected color palette and professional design give the home an ensured elevated feel,

  

  Monica LeSuer

  DOUGLAS ELLIMAN

  (941) 213-8621

  1904 Harbourside Dr Unit 201, Longboat Key, FL 34228
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  /100

  $8,700,000

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

  560 Harbor Cove Cir, Longboat Key, FL 34228

  A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking 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, it includes two private boat docks with water

  

  Rachel Tritschler

  RE/MAX ALLIANCE GROUP

  (941) 919-3707

  560 Harbor Cove Cir, 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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  /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
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  /45

  $590,000 Open Sun 2PM - 4PM

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

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

  ****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 in an upgraded and modern building directly on the beach, this disco pad is fresh, light, bright and happening. The front of this condo faces east, overlooking the lush grounds and the

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 220-0872

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
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  /32

  $1,590,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228

  Welcome to Unit 504S, a rare corner residence perched above the sand and sea on the highly sought-after south end of Longboat Key. With uninterrupted views of both the Gulf of Mexico and the Links on Longboat Golf Course, this spacious 2-bedroom, 2.5-bath condominium is your dream coastal retreat. Spanning over 1,560 square feet, the split-bedroom floorplan provides an ideal layout for privacy

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-0752

  601 Longboat Club Rd Unit 504S, 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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  /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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  /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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  /21

  $1,660,000

  • Land
  • 0.35 Acre
  • $4,742,857 per Acre

  721 Old Compass Rd, Longboat Key, FL 34228

  Take advantage of this great opportunity to build your dream home on an oversized waterfront lot in Emerald Harbor, a premier neighborhood on the north-end of Longboat Key with deeded beach access. This valuable lot is over 15,000 SF with approximately 100’ of waterfront and is located on a wide canal with deep sailboat water and views and direct access to Sarasota Bay. The home was flooded for

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 389-0862

  721 Old Compass Rd, Longboat Key, FL 34228
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  /78

  $1,499,000

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  775 Longboat Club Rd Unit 705, Longboat Key, FL 34228

  TURN-KEY FURNISHED beach-to-bay corner residence offering 2 bedrooms, 2 ensuite baths, and stunning panoramic views from this coveted 7th-floor beachfront home. A wraparound terrace frames the sparkling Gulf waters to the west and sweeping views of Sarasota Bay, the golf course, and the downtown skyline to the east—allowing you to enjoy both sunrise and sunset vistas. Floor-to-ceiling impact

  

  Donna Bennington

  EXP REALTY LLC

  (941) 394-0831

  775 Longboat Club Rd Unit 705, 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

  $1,023,000

  • 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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  /25

  $1,660,000

  • 3 Beds
  • 2 Baths
  • 2,262 Sq Ft

  721 Old Compass Rd, Longboat Key, FL 34228

  Build your dream home on this oversized 15,000 SF canal front lot in the beautiful Emerald Harbor boating community on the north end of Longboat Key. Located on a wide, deep-water canal with 80 feet of seawall leading out to the intercoastal waterway. The one-story ranch house was flooded during Hurricane Helene and is ready to be torn down to build an elevated home with the latest hurricane

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 206-2968

  721 Old Compass Rd, Longboat Key, FL 34228
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  /75

  $649,000

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

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

  Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind

  

  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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  /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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  /52

  $924,900

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  2195 Harbourside Dr Unit 404, Longboat Key, FL 34228

  Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage. With just under 2,000 square feet of living space, this residence perfectly combines luxury, comfort, and

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 205-7069

  2195 Harbourside Dr Unit 404, 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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  /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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  /37

  $799,000

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

  766 Saint Judes Dr N, Longboat Key, FL 34228

  Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.

  

  Nikki Spirakis

  BRG REAL ESTATE INC

  (941) 688-9189

  766 Saint Judes Dr N, 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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  /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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  /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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  /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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  /30

  $3,275,000

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

  601 Triton Bend, Longboat Key, FL 34228

  With easy, convenient beach access and just a short walk to Publix and the Town Center, the main house with separate guest house is ideally situated mid-key. Behind the coastal façade rests an interior courtyard providing complete privacy with a resort style heated pool and programmable rain shower waterfall, a sound system and an outdoor shower. This 4 bedroom, 3 full bath and 2 half bath Brista

  Gina Ursini BRISTA REALTY LLC

  601 Triton Bend, Longboat Key, FL 34228
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  /79

  $3,995,000

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

  550 Yardarm Ln, Longboat Key, FL 34228

  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 captivated by

  Melanie Russell QUEST PROPERTIES INC

  550 Yardarm Ln, Longboat Key, FL 34228
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  /51

  $975,000

  • 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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  /60

  $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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  /70

  $2,499,900 Open House 1/31

  • 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 boutique waterfront gated community which includes bay access and is located across the street from the beach, offering refined coastal living at its best. This Key West–inspired, three-story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228
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  /99

  $2,995,000

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

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. A "turn key" opportunity - ready to move-in and enjoy the season. All furniture and accessories are included. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of

  Patty Lance COMPASS FLORIDA LLC

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
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  /80

  $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 residence is offered fully furnished and showcases a thoughtful, top-to-bottom transformation embodying refined coastal luxury. With panoramic views across Sarasota Bay and a deep-water dock equipped with a lift, this four-bedroom home is a true boater’s retreat, offering effortless access to the Bay and the Gulf of Mexico beyond. Every detail has been carefully

  Renee Preininger SARASOTA TRUST REALTY COMPANY

  3540 Mistletoe Ln, Longboat Key, FL 34228
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  /19

  $375,000

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
• 

  

  /65

  $674,900

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft

  4430 Exeter Dr Unit 108, Longboat Key, FL 34228

  Stunning Sarasota Bay Views from a Move-In-Ready First-Floor Spacious Corner Unit!Wake up to breathtaking, unobstructed Sarasota Bay vistas in this turnkey first-floor corner residence, designed with upscale Tommy Bahama–inspired flair. This exceptional home blends luxury island living with immediate rental potential, offering panoramic water views from both the primary and guest bedrooms,

  Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4430 Exeter Dr Unit 108, Longboat Key, FL 34228
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  /28

  $595,000 Open Sun 1PM - 4PM

  • Land
  • 0.14 Acre
  • $4,250,000 per Acre

  641 Broadway St, Longboat Key, FL 34228

  Discover the irresistible charm of historic Longbeach Village and seize a rare opportunity to build your dream island home on Longboat Key. Welcome to the lowest priced vacant single-family parcel available on Longboat Key, an exceptional chance to design a custom residence just off the coast of Sarasota. This desired corner lot in the heart of the village offers flexible design possibilities,

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  641 Broadway St, Longboat Key, FL 34228
• 

  

  /10

  $3,350,000

  • 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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  /58

  $2,400,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228

  Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2025, fee for each 30 day interest is

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228
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  /42

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft

  615 Dream Island Place Unit 105, Longboat Key, FL 34228

  Welcome to Paradise Found at Harbour Villa Club, a waterfront luxury condo that is truly a slice of heaven on earth. This stunning property offers breathtaking views of the glistening water and is situated in a prime location that is peaceful, serene, and truly one-of-a-kind. A true Longboat Key gem. As you step inside this luxurious fully renovated (2025) condo, you'll be greeted by a spacious

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  615 Dream Island Place Unit 105, 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.

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 $1,985,945.

Are home prices dropping in Longboat Key?

Yes, home prices in Longboat Key are down 31% in the last 12 months.

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

422 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 $1,132,000. If you put a 20% down payment of $226,400 and had a 30-year fixed mortgage with an interest rate of 6.15%, 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 89 days on the market compared to the national average of 53 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $950,000, down 24% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$950,000

Median Single Family Sale Price

$1,750,000

Median Townhouse Sale Price

$1,150,000

Median 2 Bedroom Sale Price

$754,750

Median 1 Bedroom Sale Price

$457,500

Average Price Per Sq Ft

$774

Number of Homes for Sale

363

Last 12 months Home Sales

422

Months of Supply

10.30

Median List Price

$1,132,000

Median Change From 1st List Price

11%

Median Home Sale Price YoY Change

-24%