Longboat Key, FL Homes for Sale with Pool

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  /44

  $700,000

  • 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
• Explore Longboat Key

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  /42

  $550,000

  $149K 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
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  /36

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,235 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
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  /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
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  /46

  $359,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
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  /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
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  /67

  $2,350,000

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

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /64

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  3301 Bayou Rd, Longboat Key, FL 34228

  Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively,

  

  Michele Tanner

  PREFERRED SHORE LLC

  3301 Bayou Rd, Longboat Key, FL 34228
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  /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
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  /61

  $885,000

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

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228

  Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228
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  /57

  $3,200,000

  $300K PRICE DROP

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

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

  Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --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

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
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  /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
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  /96

  $3,499,900

  • 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
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  /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
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  /88

  $1,899,000

  • 4 Beds
  • 2.5 Baths
  • 3,009 Sq Ft

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

  Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St.

  

  Frank Lambert

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
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  /88

  $479,000

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

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228

  Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and

  

  Jonna Humphries

  WAGNER REALTY

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228
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  /86

  $640,000

  $109K PRICE DROP

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

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000!NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERSTOTALLY REMODELED FROM FLOOR TO CEILING

  

  Billie Chipain

  COLDWELL BANKER REALTY

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228
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  /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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  /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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  /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
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  /91

  $4,395,000

  New Construction Open Sat 9AM - 12PM $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
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  /92

  $3,995,000

  New Construction $705K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 4,176 Sq Ft

  597 Buttonwood Dr, Longboat Key, FL 34228

  Completed New Construction – Best-Priced Luxury New Construction on Longboat Key!Gulf & Bay Views | Private Tropical Oasis | Three Outdoor Living AreasMove in today and experience the best value in luxury new construction on Longboat Key. Built by Floridian Crafted Homes, this completed coastal contemporary residence combines exceptional craftsmanship, hurricane-resilient

  

  Joshua Freed

  PREFERRED SHORE LLC

  597 Buttonwood Dr, Longboat Key, FL 34228
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  /100

  $4,295,000

  New Construction Open Sat 12PM - 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
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  /55

  $475,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 740 Sq Ft

  3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228

  Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience

  

  Marsha Winegarden

  WAGNER REALTY

  3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
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  /64

  $610,000

  $15K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,094 Sq Ft

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

  NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
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  /43

  $589,000

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  508 Forest Way, Longboat Key, FL 34228

  There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island

  Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  508 Forest Way, Longboat Key, FL 34228
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  /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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  /61

  $1,350,000

  $350K PRICE DROP

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

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

  Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
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  /20

  $435,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  718 Spanish Dr N, Longboat Key, FL 34228

  Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifully updated freestanding villa in the sought-after Spanish Main Yacht Club. This home has been completely renovated to today’s highest standards following Hurricane Ian, delivering a fresh, high-end coastal finish throughout with meticulous craftsmanship and premium materials. Just steps from your door, enjoy

  John Woodward SARASOTA REAL ESTATE GROUP

  718 Spanish Dr N, Longboat Key, FL 34228
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  /46

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  578 Spanish Dr S, Longboat Key, FL 34228

  Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attention to detail, this move-in ready residence showcases high-quality modern finishes while providing access & amenities to one of Longboat Key's established waterfront communities with a deepwater marina and deeded beach access.

  Ali Marks LOYD ROBBINS & CO. LLC

  578 Spanish Dr S, Longboat Key, FL 34228
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  /36

  $449,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 933 Sq Ft

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

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

  Alie Espinoza EATON REALTY

  1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
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  /65

  $649,900

  $25K PRICE DROP

  • 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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  /36

  $1,200,000

  Open House 9/06

  • 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
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  /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
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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. 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
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  /46

  $149,900

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  36 Twin Shores Blvd, Longboat Key, FL 34228

  GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki

  Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  36 Twin Shores Blvd, Longboat Key, FL 34228
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  /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
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  /47

  $1,160,000

  • 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
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  /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 built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired residence in the coveted neighborhood of Emerald Harbor on Longboat Key that offers expansive water views of the wide canal, and Harris Bayou from every room. Walls of glass open to covered porches with remote screens that allow for

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  711 Old Compass Rd, Longboat Key, FL 34228
• 

  

  /43

  $550,000

  $135K PRICE DROP

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

  2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228

  THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor (elevator access on the north end) of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, crown molding, no popcorn ceilings, no carpet, new hurricane

  Diane Fogo Harter MICHAEL SAUNDERS & COMPANY

  2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228

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