Waterfront Homes for Sale in Longboat Key, FL

• 

  

  

  /89

  $949,000

  $26K PRICE DROP

  • 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

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

• 

  

  

  /82

  $949,000

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

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  806 Bayport Way Unit 806, Longboat Key, FL 34228
• 

  

  

  /93

  $4,400,000

  $600K PRICE DROP

  • 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

  1571 Harbor Cay Ln, Longboat Key, FL 34228
• 

  

  

  /35

  $4,300,000

  • 4 Beds
  • 5 Baths
  • 4,364 Sq Ft

  657 Halyard Ln, Longboat Key, FL 34228

  Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  657 Halyard Ln, Longboat Key, FL 34228
• 

  

  

  /96

  $3,499,900

  Open Fri 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft

  562 Ranger Ln, Longboat Key, FL 34228

  Virtually Staged. A rare opportunity to own a single-family waterfront home with 100 feet of canal frontage and direct access to Sarasota Bay. Located in Country Club Shores on the desirable southern end of Longboat Key, 562 Ranger Lane offers 4 bedrooms, 3 full baths, and approximately 3,149 square feet of living space designed for relaxed coastal living. The property features a sunny southern

  

  Cheri Castro

  MICHAEL SAUNDERS & COMPANY

  562 Ranger Ln, Longboat Key, FL 34228
• 

  

  /49

  $1,800,000

  $200K PRICE DROP

  • 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

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
• 

  

  /48

  $880,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

  

  Monica DeSomma

  PREFERRED SHORE LLC

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
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  /51

  $689,000

  $11K PRICE DROP

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

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

  Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

  

  Toni Zarghami

  KW COASTAL LIVING III

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
• 

  

  /87

  $645,000

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

  843 Bayport Way, Longboat Key, FL 34228

  LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community.Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural

  

  Jennifer Thompson

  COLDWELL BANKER REALTY

  843 Bayport Way, Longboat Key, FL 34228
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  /52

  $425,000

  $74K PRICE DROP

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

  4370 Chatham Dr Unit 304, Longboat Key, FL 34228

  MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the

  

  Kevin Tai

  PREFERRED SHORE LLC

  4370 Chatham Dr Unit 304, Longboat Key, FL 34228
• 

  

  /42

  $499,000

  $200K PRICE DROP

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

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228

  Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall

  

  Jerry Gemmecke

  SMITH & ASSOCIATES REAL ESTATE

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228
• 

  

  /36

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

  Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
• 

  

  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /30

  $2,200,000

  • 2 Beds
  • 4 Baths
  • 2,965 Sq Ft

  1241 Gulf of Mexico Dr Unit 608, Longboat Key, FL 34228

  Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and

  

  Lisa Kroshus

  RE/MAX ALLIANCE GROUP

  1241 Gulf of Mexico Dr Unit 608, Longboat Key, FL 34228
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  /84

  $863,900

  $11K PRICE DROP

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

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

  Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longboat Key Club in the sought-after community of Privateer South on Longboat Key. Thoughtfully redesigned with a refined coastal aesthetic, this residence showcases a seamless blend of modern elegance and relaxed waterfront living.

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
• 

  

  /44

  $525,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

  Beautifully renovated waterfront unit at 729 St. Jude’s Way with gorgeous water views and a boat dock, plus easy access to the Intracoastal Waterway. Renovated from top to bottom, this move-in-ready home features all-new flooring, a beautifully updated kitchen and bathroom, and brand-new appliances. Ideally located near a variety of restaurants, beautiful beaches, downtown Sarasota, and Anna

  

  Esther Eti Farber

  KW COASTAL LIVING III

  729 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
• 

  

  /54

  $780,000

  $170K PRICE DROP

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

  651 Jungle Queen Way, Longboat Key, FL 34228

  PRICE IMPROVEMENT!! 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 ¼-acre lot. Canal offers direct access to Sarasota Bay with

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  651 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /37

  $799,000

  • Land
  • 6,534 Sq Ft
  • $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

  766 Saint Judes Dr N, Longboat Key, FL 34228
• 

  

  /22

  $2,250,000

  • Land
  • 17,424 Sq Ft
  • $5,625,000 per Acre

  500 Outrigger Ln, Longboat Key, FL 34228

  Vacant waterfront homesite in one of Longboat Key’s most sought-after communities, offering approximately 50 feet of dockage on what is known as “Longboat’s Widest Canal.” Deeded beach access provides the best of both worlds—boating from your backyard and the Gulf of Mexico just moments away.GEOTECH STUDY SAYS - "structure can be supported on conventional shallow foundation".Bring

  

  Joshua Freed

  PREFERRED SHORE LLC

  500 Outrigger Ln, Longboat Key, FL 34228
• 

  

  /43

  $1,460,000

  $90K PRICE DROP

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

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228

  Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom + den residence offers 2,550 sq ft of light-filled living with a private elevator opening directly into the home. Expansive Sarasota Bay views, two generous terraces, and seamless indoor–outdoor flow create an ideal setting for sunsets, bay breezes, and relaxed coastal living. Set behind the gated Bay Isles entrance,

  

  Dianne Anderson

  COMPASS FLORIDA LLC

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
• 

  

  /36

  $3,590,000

  $1M PRICE DROP

  • 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

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /10

  $39,900

  408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228

  Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a fully enclosed, hurricane-resistant facility. Simply call ahead, and the professional dock staff will have your boat uncovered, launched, and ready when you arrive. After a day on the water, return to the dock and let the attendants

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
• 

  

  /90

  $899,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,673 Sq Ft

  580 Linley St, Longboat Key, FL 34228

  Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and

  

  Sharon Hightower

  RE/MAX ALLIANCE GROUP

  580 Linley St, Longboat Key, FL 34228
• 

  

  /53

  $2,500,000

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

  581 Rountree Dr, Longboat Key, FL 34228

  BREAKING NEWS: LUXURY WATERFRONT LIVING • LONGBOAT KEY, FLORIDA! A Rare Opportunity to Build Your Dream Home Between Two Brand-New Mansions!! Discover an exceptional build-ready waterfront lot in Longboat Key Estates, featuring 100 feet of deep-water canal frontage and 117 feet of depth with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico.Well-known

  

  Karen Jorgensen

  CHARLES RUTENBERG REALTY ORLANDO

  581 Rountree Dr, Longboat Key, FL 34228
• 

  

  /100

  $4,295,000

  New Construction Open Sat 11AM - 5PM $700K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,106 Sq Ft

  530 de Narvaez Dr, Longboat Key, FL 34228

  New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 5-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,

  

  Joshua Freed

  PREFERRED SHORE LLC

  530 de Narvaez Dr, Longboat Key, FL 34228
• 

  

  /91

  $4,395,000

  New Construction Open Sat 11AM - 5PM $100K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,106 Sq Ft

  626 Buttonwood Dr, Longboat Key, FL 34228

  Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of

  

  Joshua Freed

  PREFERRED SHORE LLC

  626 Buttonwood Dr, Longboat Key, FL 34228
• 

  

  /59

  $2,900,000

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

  524 Hornblower Ln, Longboat Key, FL 34228

  Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize

  Joel Schemmel DOUGLAS ELLIMAN

  524 Hornblower Ln, Longboat Key, FL 34228
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  /51

  $2,950,000

  • 2 Beds
  • 4 Baths
  • 2,634 Sq Ft

  415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

  Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
• 

  

  /19

  $375,000

  $50K PRICE DROP

  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
• 

  

  /36

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

  It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram

  Janis Collier MICHAEL SAUNDERS & COMPANY

  4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
• 

  

  /78

  $2,495,000

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

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
• 

  

  /55

  $799,000

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

  1906 Harbourside Dr Unit 303, Longboat Key, FL 34228

  Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry,

  Bruce Myer COLDWELL BANKER REALTY

  1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
• 

  

  /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. 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 2026, fee for

  Michael Moulton MICHAEL SAUNDERS & COMPANY

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

  

  /44

  $1,395,000

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

  Rinat Sikdar COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
• 

  

  /47

  $1,095,000

  $65K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,369 Sq Ft

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228

  Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide

  Matt Bohanon HOUSE MATCH

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228
• 

  

  /90

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 2,317 Sq Ft

  690 Jungle Queen Way, Longboat Key, FL 34228

  LONGBOAT KEY HOME WITH WATER VIEWS. BEST PRICE PER SQ FT! Attention boating enthusiasts! Sailboat waterfront home in Longboat Key with Florida's favorite southern exposure. Park your boat on the stationary, or floating dock with a boat lift, 10,000 pounds boat lift, NEW seawall 125 ft., stainless ladder and fillet station. The outdoor kitchen is paved with a cedar pergola, a firepit, kitchen

  Reeny Kaney RE/MAX ALLIANCE GROUP

  690 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /62

  $6,495,000

  New Construction $455K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,274 Sq Ft

  711 Old Compass Rd, Longboat Key, FL 34228

  This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired residence in the coveted neighborhood of Emerald Harbor on Longboat Key, it offers expansive water views from every room of the wide canal and Harris Bayou, granting easy access to the intracoastal waterway and the Gulf of Mexico.

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  711 Old Compass Rd, Longboat Key, FL 34228
• 

  

  /35

  $1,199,000

  $100K PRICE DROP

  • 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
• 

  

  /90

  $5,999,000

  $251K PRICE DROP

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

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

  Rarely does a Gulf-front residence of this caliber become available within Aria, an ultra-exclusive enclave of just 16 residences on Longboat Key. Set along 300 feet of private shoreline, this extraordinary property offers an exceptional opportunity to experience true beachfront luxury in one of Sarasota’s most sought-after communities, complete with a newly added video tour. Beyond the gated

  Rachel Woodruff HOUSE MATCH

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

  

  /9

  $1,000,000

  • Land
  • 19,166 Sq Ft
  • $2,272,727 per Acre

  6604 Gulf of Mexico Dr, Longboat Key, FL 34228

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

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6604 Gulf of Mexico Dr, Longboat Key, FL 34228

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