Longboat Key, FL Homes

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  /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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  /68

  $29,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,858 Sq Ft
  • House for Rent

  591 Putting Green Ln, Longboat Key, FL 34228

  LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect house located on a private & peaceful cul-de-sac. This beautiful 5 bedroom, 5.1 bathrooms has everything you would want and more with all the comforts of home. All new furniture throughout in every room. Primary, 1st & 2nd bedrooms all have king size beds. Bedrooms 3 & 4 have twin

  Teresa Ribaudo JENNETTE PROPERTIES INC

  591 Putting Green Ln, Longboat Key, FL 34228
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  /2

  $3,170,000 Sold Aug 08, 2025

  • 3,254 Sq Ft
  • $974/SF
  • 140 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  689 Lands End Dr, Longboat Key, FL 34228

  Welcome to 689 Lands End, where bespoke design seamlessly blends with the finest in Florida living. This elevated pool home is nestled on a stunning canal, offering quick access to open water. Start your day with a peaceful cup of coffee on the covered front porch or bask in the sun as you enjoy the serene surroundings. As the day unfolds, move the celebration indoors or gather with family under

  Matthew Voss PREFERRED SHORE LLC

  689 Lands End Dr, Longboat Key, FL 34228
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  /36

  Est $1,020,160 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  230 Sands Point Rd Unit 3605, Longboat Key, FL 34228

  230 Sands Point Rd Unit 3605, Longboat Key, FL 34228
• 

  

  

  /55

  $1,650,000

  • 3 Beds
  • 2.5 Baths
  • 1,823 Sq Ft

  575 Sanctuary Dr Unit A302, Longboat Key, FL 34228

  Renovated in 2023 and perfectly positioned on the 3rd floor, this 2BR/2.5BA residence at The Sanctuary offers a refined retreat where sweeping views and timeless design come together. Wood plank tile flooring runs throughout, while high-impact glass frames the vibrant greens of the Links golf course and the shimmering waters beyond. Neutral tones set an elegant backdrop, allowing the natural

  Bruce Myer COLDWELL BANKER REALTY

  575 Sanctuary Dr Unit A302, Longboat Key, FL 34228
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  /58

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 931 Sq Ft
  • House for Rent

  4760 Gulf of Mexico Dr, Longboat Key, FL 34228

  BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. Available immediately. September & October $4,000 a month. November & December $5,000 a month. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor

  Debby McCaig COLDWELL BANKER REALTY

  4760 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  /2

  $625,000 Sold Aug 07, 2025

  • Land
  • 0.14 Acre
  • $4,464,286 per Acre

  • 185 Days On Market

  321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228

  Imagine creating your dream home on one of the few remaining home sites nestled in the serene and picturesque Longboat Key. This prime location offers easy access to the dazzling white-sand beaches and the mesmerizing turquoise waters of the Gulf of Mexico, perfect for indulging in an afternoon swim or witnessing a breathtaking sunset. Only a few steps from Beer Can Island and the beach access

  Brian Leakeas COLDWELL BANKER REALTY

  321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228
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  /79

  Est $5,332,980 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,225 Sq Ft

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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  /49

  $3,950,000

  • 4 Beds
  • 3 Baths
  • 2,346 Sq Ft

  562 Ranger Ln, Longboat Key, FL 34228

  A rare opportunity to secure a single-family home with 100’ of canal frontage that has direct access to beautiful Sarasota Bay.— A RECENTLY RENOVATED home in beautiful Country Club Shores located on the more desirable southern end of Longboat Key. Home features 3,149 square feet of living space with 4-bedrooms and 3 full baths. Entering through an 8’ tall, arched iron front door you will discover

  Camilo Perez HOME SOLD REALTY LLC

  562 Ranger Ln, Longboat Key, FL 34228
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  /34

  $15,000 per month

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • Condo for Rent

  2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228

  ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

  Teresa Ribaudo JENNETTE PROPERTIES INC

  2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
• 

  /2

  $67,500 Sold Aug 04, 2025

  • 26 Days On Market

  408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228

  Welcome to Slip #1214 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8' 4" and an 8' 6" beam (No T-tops unless collapsible). Enjoy

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
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  /59

  Est $2,440,817 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,603 Sq Ft

  240 Sands Point Rd Unit 4407, Longboat Key, FL 34228

  240 Sands Point Rd Unit 4407, Longboat Key, FL 34228
• 

  

  /63

  $1,999,000

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

  565 Sanctuary Dr Unit B106, Longboat Key, FL 34228

  Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass

  Bruce Myer COLDWELL BANKER REALTY

  565 Sanctuary Dr Unit B106, Longboat Key, FL 34228
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  /43

  $10,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft
  • House for Rent

  825 Tarawitt Dr, Longboat Key, FL 34228

  Welcome To 825 Tarawitt Drive! This Beautifully Renovated Waterfront Home Features 3 Bedrooms & 3 Washrooms. Located In The Quiet Community of Sleepy Lagoon. An Open Concept Floor Plan With Gorgeous Bay Views, Perfect For Entertaining! 125 Ft of Canal Frontage. Direct Access To Sarasota Bay. A Jet Ski Lift, Docking For Up To 30 Ft Boat, Outdoor Shower, Above Ground Spa, Spacious Outdoor Area For

  Ian Greenberg BRISTA REALTY LLC

  825 Tarawitt Dr, Longboat Key, FL 34228
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  /2

  $490,000 Sold Aug 01, 2025

  • 928 Sq Ft
  • $528/SF
  • 51 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228

  Welcome to your slice of coastal heaven! This stunning 2-bedroom, 2-bath condo is perched on the 5th floor of the highly sought-after M-1 building at Seaplace, offering breathtaking, unobstructed views of the Gulf of Mexico and nightly sunsets that never disappoint.Whether you're looking for a savvy investment property, a relaxing second home, or the perfect vacation escape, this

  Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
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  /38

  Est $1,572,703 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228

  2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228
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  /33

  $2,159,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  3617 Fair Oaks Place, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a

  Ryan Ackerman COLDWELL BANKER REALTY

  3617 Fair Oaks Place, Longboat Key, FL 34228
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  /39

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  842 Bayport Way Unit 842, Longboat Key, FL 34228

  Welcome to your island sanctuary. Located in the private 800 "cluster" in award winning Bayport Beach and Tennis Club, this well appointed corner condo has everything for carefree, comfortable island living. A light and spacious living area opens out to a screened lanai and large outdoor patio overlooking landscaped grounds. There is a gas grill for al fresco meals and a patio gate out to the

  Rosemarie McKee COLDWELL BANKER REALTY

  842 Bayport Way Unit 842, Longboat Key, FL 34228
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  /2

  $415,000 Sold Aug 01, 2025

  • 1,040 Sq Ft
  • $399/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  7030 Lois Ave, Longboat Key, FL 34228

  WOW, substantial price reduction. Take advantage while you can, now is your opportunity to buy the most charming Beach Cottage on the North End of Longboat Key. Some consider an original Whitney Cottage, this charming 2-bed 2-bath home is a perfect setting to create your dream beach home. Slightly elevated structure on corner lot with Alley access and peek a boo Bay Views (More to be had if you

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  7030 Lois Ave, Longboat Key, FL 34228
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  /62

  Est $916,949 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft

  4401 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

  4401 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228
• 

  

  /36

  $1,175,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

  Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

  Bruce Myer COLDWELL BANKER REALTY

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
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  /44

  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,580 Sq Ft
  • Condo for Rent

  535 Sanctuary Dr Unit A102, Longboat Key, FL 34228

  Welcome to the Sanctuary. This beach front community is located inside the private gates of The Longboat Key Club. This 1st floor walk out residence that feels like a beach house will impress you with the space and tasteful decor/furnishings. Spend your time walking the private beach with the turquoise blue waters of the Gulf of Mexico along with a game of tennis, private fitness center, Olympic

  Jose Hugo Martinez KW COASTAL LIVING III

  535 Sanctuary Dr Unit A102, Longboat Key, FL 34228
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  /2

  $275,000 Sold Jul 31, 2025

  • 1,193 Sq Ft
  • $231/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  675 El Centro, Longboat Key, FL 34228

  Welcome to Spanish Main Yacht Club, a vibrant 55+ waterfront community on Longboat Key, where coastal living meets unbeatable value. **Offered at just $299,000—including the cost of a complete rebuild—**this stand-alone 2-bedroom, 2-bath villa offers 1,629 total SqFt and represents the best-priced opportunity for a fully restored home in one of the island’s most desirable

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  675 El Centro, Longboat Key, FL 34228
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  /36

  Est $708,331 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  225 Sands Point Rd Unit 6102, Longboat Key, FL 34228

  225 Sands Point Rd Unit 6102, Longboat Key, FL 34228
• 

  

  /38

  $1,050,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4102, Longboat Key, FL 34228

  Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  240 Sands Point Rd Unit 4102, Longboat Key, FL 34228
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  /45

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

  3804 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  LONGBOAT KEY...Lovely 2 bedroom 2 bath penthouse located on the top floor in Building B directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile and marble. Split floor plan, master suite with a king size bed and the guest room can be used as an office, den or bedroom with its king size murphy bed and a private

  Teresa Ribaudo JENNETTE PROPERTIES INC

  3804 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
• 

  /2

  $30,300,000 Sold Jul 31, 2025

  • 19,300 Sq Ft
  • $1,570/SF
  • 25 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2005

  845 Longboat Club Rd, Longboat Key, FL 34228

  A breathtaking tribute to the grandeur of Renaissance Venice, Serenissima—meaning “The Most Serene”—stands as one of Florida’s most revered residences. With its coveted architectural detail and Gulf-front address, this palatial estate is unmatched in design splendor, craftmanship, and artistry. Gracing the southern tip of Longboat Key, endless views of sea, sand, and sky create an unforgettable

  Rich Polese COMPASS FLORIDA LLC

  845 Longboat Club Rd, Longboat Key, FL 34228
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  /66

  Est $930,983 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
• 

  

  /33

  $2,475,000

  • 4 Beds
  • 4 Baths
  • 2,902 Sq Ft

  725 Penfield St, Longboat Key, FL 34228

  Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron

  Melissa Rodocker RE/MAX ALLIANCE GROUP

  725 Penfield St, Longboat Key, FL 34228
• 

  

  /41

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228

  2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228
• 

  /2

  $8,500,000 Sold Jul 31, 2025

  • 6,345 Sq Ft
  • $1,340/SF
  • 53 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2007

  641 Ranger Ln, Longboat Key, FL 34228

  A luxurious coastal retreat at the water’s edge on Longboat Key, 641 Ranger Lane captures the essence of relaxed waterfront luxury. Set on a rare .42-acre corner lot with over 270 feet of prime waterfrontage, this coastal estate offers four bedrooms, 5.5 baths and 7,033 square feet of refined living space. With sweeping views from nearly every room, this home lives as beautifully as it

  Joel Schemmel DOUGLAS ELLIMAN

  641 Ranger Ln, Longboat Key, FL 34228
• 

  

  /47

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 657 Sq Ft

  3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228
• 

  

  /20

  $1,275,000

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

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the

  Tom Aposporos DUNCAN REAL ESTATE, INC.

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /47

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Condo for Rent

  534 Sutton Place, Longboat Key, FL 34228

  Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or

  Tanner Frey KELLER WILLIAMS ON THE WATER S

  534 Sutton Place, Longboat Key, FL 34228
• 

  /2

  $1,070,000 Sold Jul 31, 2025

  • 1,314 Sq Ft
  • $814/SF
  • 425 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  ANOTHER PRICE REDUCTION!!STUNNING UNPARALLELED FULL GULF VIEWS from this rarely available 7th floor 2 bedroom/2 bathroom residence on picturesque Longboat Key. Renovations include wood plank tile flooring throughout, remodeled master bathroom, new A/C and furnace with new duct work, newer blinds, and picture windows maximizing the pristine azure water and beach views. Also electric hurricane

  Thomas Washburn BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
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  /52

  Est $788,468 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft

  4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
• 

  

  /67

  $1,200,000

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

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

  Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
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  /35

  $4,995 per month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  640 Broadway St, Longboat Key, FL 34228

  2025 Hurricane-Rebuild! Longboat Key Retreat: Serene 2-Bed, 2-Bath with Home Office! Discover tranquility in this fully rebuilt 2-bedroom, 2-bath Longboat Key home with a built-in home office that may be utilized as a guest bedroom. Nestled on a peaceful corner lot surrounded by lush tropical foliage. Enjoy an open-concept layout featuring a modern kitchen, brand new bathrooms, and a spacious

  Keith Gordon ADDVANTAGE

  640 Broadway St, Longboat Key, FL 34228
• 

  /2

  $1,098,000 Sold Jul 30, 2025

  • 750 Sq Ft
  • $1,464/SF
  • 162 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228

  Create unforgettable memories in this stunning Gulf-front beach oasis at Inn on the Beach, where the sparkling waters of the Gulf of America await. This resort offers the best of both worlds—a true condominium managed like a hotel, providing exceptional rental opportunities. Don't miss out on the rare chance to own a coveted CORNER A+ "Junior Suite," 50 sq. ft. larger than a standard suite.

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
• 

  

  /28

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 720 Sq Ft

  3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

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