Longboat Key, FL Homes for Sale with Pool

• 

  

  

  /60

  $7,495,000

  $755K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,630 Sq Ft

  5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

  Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes.Walk in to this fully furnished home which is steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors

  Reid Murphy DEVELOPERS REALTY LBK, INC

  5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
• 

  

  

  /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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  /87

  $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

  Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal living meets timeless elegance. Set along 300 feet of pristine private shoreline, this extraordinary property offers a rare opportunity to experience true beachfront luxury in one of Sarasota’s most exclusive enclaves.Beyond the gated entrance,

  Rachel Woodruff HOUSE MATCH

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

  

  

  /51

  $1,050,000

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

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

  Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  /44

  $9,400,000

  $2M PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,982 Sq Ft

  600 Putter Ln, Longboat Key, FL 34228

  This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a

  Kathleen Callender FLORIDA CAPITAL REALTY

  600 Putter Ln, Longboat Key, FL 34228
• 

  

  /100

  $875,000

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

  5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space

  Mr. & Mrs. Brian & Suzanne We EXP REALTY LLC

  5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /36

  $474,999

  $25K PRICE DROP

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

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

  Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal

  Melissa Sherk REAL BROKER, LLC

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
• 

  

  /30

  $485,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  605 Sutton Place Unit 102, Longboat Key, FL 34228

  Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  605 Sutton Place Unit 102, Longboat Key, FL 34228
• 

  

  /55

  $2,595,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,382 Sq Ft

  2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

  Positioned on the fourth floor of Marina Bay Building I, this completely renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a

  Roger Pettingell COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
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  /82

  $569,000

  $110K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228

  Experience the Best of Gulfside Living at Seaplace on Longboat Key!Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining.The spacious primary

  Michael Renick MANGROVE REALTY ASSOCIATES

  1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
• 

  

  /53

  $1,648,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room.This spacious two-bedroom,

  Leah George COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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  /77

  $599,000

  $120K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel.The

  John Esser KELLER WILLIAMS ON THE WATER S

  1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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  /67

  $699,000

  $51K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  490 N Shore Rd Unit 6, Longboat Key, FL 34228

  This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  490 N Shore Rd Unit 6, Longboat Key, FL 34228
• 

  

  /4

  $11,900,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,689 Sq Ft

  1600 Harbor Sound Dr, Longboat Key, FL 34228

  Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of

  Rinat Sikdar COLDWELL BANKER REALTY

  1600 Harbor Sound Dr, Longboat Key, FL 34228
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  /71

  $12,900,000

  New Construction $350K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,187 Sq Ft

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  /59

  $2,050,000

  • 3 Beds
  • 3.5 Baths
  • 3,083 Sq Ft

  2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

  Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
• 

  

  /90

  $425,000

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

  4390 Exeter Dr Unit 107, Longboat Key, FL 34228

  Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and

  Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4390 Exeter Dr Unit 107, Longboat Key, FL 34228
• 

  

  /43

  $895,000

  $80K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228

  As you step into this rarely available Capri floor plan, the entrance sets the stage for an exquisite bayfront experience. Inside, the residence unfolds with white ceramic tile throughout and water views via floor-to-ceiling windows and sliders in every room, creating a bright, private ambiance and a seamless connection to the natural beauty that surrounds you. The 2 large balconies immediately

  Ryan Ackerman COLDWELL BANKER REALTY

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228
• 

  

  /36

  $1,225,277

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

  2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

  Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium

  Leah George COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
• 

  

  /56

  $1,950,000

  Open Sat 1PM - 4PM $250K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft

  548 Gunwale Ln, Longboat Key, FL 34228

  MAJOR PRICE REDUCTION — NOW OFFERED AT $1,950,000! Experience the best of the Longboat Key waterfront lifestyle in this beautifully renovated 3-bedroom, 2-bath canal-front residence, ideally positioned just three homes from Sarasota Bay. Offering 1,853 sq. ft. of air-conditioned living space and 2,461 sq. ft. total, this exceptional property combines a premier boating location with extensive

  John August MICHAEL SAUNDERS & COMPANY

  548 Gunwale Ln, Longboat Key, FL 34228
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  /61

  $2,899,000

  $100K PRICE DROP

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

  535 Sanctuary Dr Unit A603, Longboat Key, FL 34228

  Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor residence offers 2BR plus den, 2.5BA, and over 2,375± sq. ft. of sophisticated interiors paired with sweeping wrap-around terraces that capture panoramic views of the Gulf of Mexico, the Links golf course, and the Sarasota skyline.

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit A603, Longboat Key, FL 34228
• 

  

  /100

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228

  Virtually Staged. Experience Gulf-front living at its absolute finest in this extraordinary, completely reimagined residence at Seaplace on Longboat Key. Perfectly positioned on the first floor with unobstructed, direct views of the Gulf of Mexico, this exceptional two-bedroom, two-bath condominium offers the rare opportunity to walk directly from your private covered terrace onto the beautifully

  Michael Renick MANGROVE REALTY ASSOCIATES

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228
• 

  

  /71

  $2,750,000

  $500K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor

  Reid Murphy DEVELOPERS REALTY LBK, INC

  4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /40

  $580,000

  $85K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228

  REDUCED AND INCREDIBLE VALUE! EXCEPTIONAL FULL BAY VIEWS, PRIVATE BEACH ACCESS AND KAYAK LAUNCH, HURRICANE-RATED WINDOWS AND SLIDERS, UPDATED BATHS AND MORE! This 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai,

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit E2, 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
• 

  

  /19

  $150,000

  • Land
  • 1,306 Sq Ft
  • $5,000,000 per Acre

  3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228

  WELCOME TO PARADISE! Gulfshore of Longboat Key has it all - private, pristine sand beach, combined with the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large heated community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
• 

  

  /17

  $1,349,000

  • 2 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf of America and breathtaking sunsets! Veinte is a luxury boutique condominium community with only 20 residences and includes private under-building garage parking, bicycle storage, abundant guest parking, and resort-style amenities including a gorgeous pool facing the

  Paul Svilokos SANDERLING REAL ESTATE

  2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /62

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft

  2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious

  Milan Fiser RE/MAX HARBOR REALTY

  2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
• 

  

  /18

  $250,000

  2800 Harbourside Dr Unit E-08, Longboat Key, FL 34228

  access on the south side of the pier! A 60 ft. x 21 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.. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island,

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit E-08, Longboat Key, FL 34228
• 

  

  /48

  $1,200,000

  $100K PRICE DROP

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

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

  Luziele De Araujo Florida Capital Realty

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
• 

  

  /83

  $22,000,000

  • 4 Beds
  • 7 Baths
  • 6,891 Sq Ft

  6610 Gulf of Mexico Dr, Longboat Key, FL 34228

  Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship. Encompassing close to five acres on the north end of Longboat Key spanning Sarasota Bay, the combined offering of 6610 and 6630 Gulf of Mexico Drive represents one of the most significant residential

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6610 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /83

  $2,325,000

  $470K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  333 Firehouse Ct, Longboat Key, FL 34228

  Virtually Staged. Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  333 Firehouse Ct, Longboat Key, FL 34228
• 

  

  /31

  $769,000

  $180K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  1926 Harbourside Dr Unit 1302, Longboat Key, FL 34228

  GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The

  Stephen Hachey FLAT FEE MLS REALTY

  1926 Harbourside Dr Unit 1302, Longboat Key, FL 34228
• 

  

  /44

  $1,950,000

  • 3 Beds
  • 3.5 Baths
  • 2,476 Sq Ft

  1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

  Now Selling Fully Furnished & Turnkey! Welcome to 1915 Harbour Links Circle #6 in Emerald Pointe South at Bay Isles, a gated, maintenance-free community on beautiful Longboat Key. This move-in-ready villa is ideal as a primary residence, seasonal home, second home, or lock-and-leave Florida retreat.The light-filled floor plan features soaring ceilings, spacious living and dining areas, a

  Cathy Palmer DOUGLAS ELLIMAN

  1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
• 

  

  /42

  $995,000

  • 1 Bed
  • 1 Bath
  • 716 Sq Ft

  250 Sands Point Rd Unit 5101, Longboat Key, FL 34228

  A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
• 

  

  /55

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  7001 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228

  Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmanship. Completely reimagined from top to bottom, this impeccably furnished two-bedroom, two-bath condominium offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty.Perfectly positioned on the second floor, this architectural gem enjoys panoramic, unobstructed

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7001 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
• 

  

  /75

  $5,295,000

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  455 Longboat Club Rd Unit 905, Longboat Key, FL 34228

  This Pierre home is a must see and unlike anything else ever offered in the complex! Condo living at its finest in Longboat Key with amenities that include gated guarded 24 hour entrance, large Gulfside pool, tennis courts, barbecue area and walking trails. The northwest corner condo is located on the 9th living floor (above 1 floor of parking) and was fully refurbished in 2025 taken all the way

  Reid Murphy DEVELOPERS REALTY LBK, INC

  455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
• 

  

  /50

  $1,195,000

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

  1906 Harbourside Dr Unit 304, Longboat Key, FL 34228

  Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than

  Bruce Myer COLDWELL BANKER REALTY

  1906 Harbourside Dr Unit 304, Longboat Key, FL 34228
• 

  

  /37

  $310,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228

  BEAUTIFULLY REMODELED: This home is the epitome of simple elegance with a bit of modern flair. It has been remodeled to create a home that is very open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; a Primary bedroom, with a small attached room that could easily be converted to a small

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
• 

  

  /54

  $1,445,000

  $50K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft

  1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

  Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

  Bruce Myer COLDWELL BANKER REALTY

  1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

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