Longboat Key, FL Homes

• 

  

  /2

  $1,050,000 Sold Jan 24, 2025

  • 2,608 Sq Ft
  • $403/SF
  • 387 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  3453 Winding Oaks Dr Unit 27, Longboat Key, FL 34228

  Location, Location, Location! This three bedroom, three bath villa/condo, located on the desirable side of the community in coveted Winding Oaks can be yours. One of 56 Nantucket style, maintenance free villas has vaulted ceilings, plentiful closets, some of which are walk-in, and updated with hurricane windows, sliders and garage door, ceiling fans, newer baths and kitchen, oversized Trex deck

  Toni Giliberti COLDWELL BANKER REALTY

  3453 Winding Oaks Dr Unit 27, Longboat Key, FL 34228
• 

  

  

  /29

  Est $963,045 Not Listed For Sale

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

  4311 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  4311 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
• 

  

  

  /45

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228

  Located within the prestigious Grand Bay community, this bayfront Cayman residence captures breathtaking panoramas of Sarasota Bay, the lush Harbourside Golf Course, and the dynamic city skyline. Spanning over 2,500 square feet, this three-bedroom retreat is designed for effortless indoor-outdoor living, with floor-to-ceiling glass sliders that open to east- and west-facing terraces from nearly

  Roger Pettingell COLDWELL BANKER REALTY

  3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
• 

  

  /2

  $705,000 Sold Jan 23, 2025

  • 1,092 Sq Ft
  • $646/SF
  • 153 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  4350 Chatham Dr Unit 108, Longboat Key, FL 34228

  NO HURRICANE OR FLOOD DAMAGE. LIVE THE COASTAL LONGBOAT KEY LIFESTYLE! Beautifully updated and furnished two-bedroom, two-bathroom ground-floor corner end-unit with serene Longboat Harbour bay views. Wake up to the sunrise and experience the tranquility of the water from the spacious light-filled private enclosed lanai featuring new in 2022 impact sliding doors. While soaking up the sunshine,

  Sean Clark MICHAEL SAUNDERS & COMPANY

  4350 Chatham Dr Unit 108, Longboat Key, FL 34228
• 

  

  

  /17

  Est $319,899 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit I-02, Longboat Key, FL 34228

  2600 Harbourside Dr Unit I-02, Longboat Key, FL 34228
• 

  

  /44

  $2,149,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  1211 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

  Immerse yourself in the ultimate beachfront lifestyle with this exquisite 6th-floor residence in the prestigious Promenade community, a serene sanctuary nestled on nearly seven acres of lush, park-like grounds along the pristine Gulf shoreline. Originally designed as a three bedroom unit, this newly renovated 2,100 square-foot condominium has been thoughtfully reimagined to offer two luxurious

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  1211 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
• 

  /2

  $2,800,000 Sold Jan 21, 2025

  • 3,396 Sq Ft
  • $824/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1991

  3542 Mistletoe Ln, Longboat Key, FL 34228

  This spacious, fully renovated waterfront retreat offers 3,396 square feet of elegant living space on Longboat Key. The main level features an open-concept layout with a modern kitchen, complete with newer appliances, custom cabinetry, and an oversized island that flows into the cozy living area with an upgraded indoor fireplace and custom blinds. The primary bedroom on the first floor is

  Bruce Myer COLDWELL BANKER REALTY

  3542 Mistletoe Ln, Longboat Key, FL 34228
• 

  

  /18

  Not Listed For Sale

  2630 Harbourside Dr Unit L-05, Longboat Key, FL 34228

  2630 Harbourside Dr Unit L-05, Longboat Key, FL 34228
• 

  

  /63

  $4,395,000

  • 3 Beds
  • 3.5 Baths
  • 3,139 Sq Ft

  655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228

  Why choose between breathtaking beach views, serene golf course vistas, or the twinkling city lights when you can have them all? Welcome to Regent Place on Longboat Key, where this sixth-floor residence offers 270-degree panoramic views spanning the Gulf of Mexico, Sarasota Bay and downtown Sarasota. This 3,150-square-foot masterpiece features three bedrooms, 3.5 baths, and an incredible open

  Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

  655 Longboat Club Rd Unit 16B, Longboat Key, FL 34228
• 

  /2

  $1,075,000 Sold Jan 17, 2025

  • 1,492 Sq Ft
  • $721/SF
  • 214 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1966

  100 Sands Point Rd Unit 220, Longboat Key, FL 34228

  Come see this stunningly recreated floor-plan at Sands point on Longboat Key. Taken down to the studs with new electrical and plumbing no detail has been left out in this beautiful remodeled unit featuring a huge walk in kitchen, expansive open living space with views to the gulf of Mexico and a spacious master bedroom with ensuite bathroom walk in closet and laundry room. This unit is

  Oliver McConnell MCCONNELL AND ASSOCIATES

  100 Sands Point Rd Unit 220, Longboat Key, FL 34228
• 

  

  /13

  Not Listed For Sale

  2600 Harbourside Dr Unit C-09, Longboat Key, FL 34228

  2600 Harbourside Dr Unit C-09, Longboat Key, FL 34228
• 

  

  /36

  $395,000

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  3710 Gulf of Mexico Dr Unit F22, Longboat Key, FL 34228

  “NEW” HOME IN PARADISE – This unit was installed in 2022 and meets all of the new building codes. This home epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The home features 751 sq. ft of living space that was designed to maximize the overall flow of the home. The owners have done a masterful job blending colors

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit F22, Longboat Key, FL 34228
• 

  /2

  $2,400,000 Sold Jan 16, 2025

  • 2,925 Sq Ft
  • $821/SF
  • 13 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1998

  3030 Grand Bay Blvd Unit 386, Longboat Key, FL 34228

  Welcome to a world of luxury and refinement in this 3BR/3.5 BA masterpiece of 2,925+/- sq. ft. in the prestigious Grand Bay community on Longboat Key. From the private elevator lobby, step through the elegant double doors and be captivated by the sumptuous style, with rich wood floors that enhance the stunning blues and greens visible through expansive walls of glass. Positioned on the south side

  Ryan Ackerman COLDWELL BANKER REALTY

  3030 Grand Bay Blvd Unit 386, Longboat Key, FL 34228
• 

  

  /8

  Not Listed For Sale

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228
• 

  

  /69

  $749,000 Open Sun 1PM - 4PM

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

  4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228

  Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining outdoor lanai. Almost everything is new &

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
• 

  /2

  $1,550,000 Sold Jan 16, 2025

  • 2,250 Sq Ft
  • $689/SF
  • 41 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1994

  3060 Grand Bay Blvd Unit 112, Longboat Key, FL 34228

  NO INTERIOR STORM DAMAGE! OUTSTANDING VALUE AT A GREAT NEW PRICE! This listing is a MUST SEE! No expense was spared! Completely updated 3BR/3BA, never-occupied residence in sought-after Grand Bay on Longboat Key. An elevator opens to the private entry foyer, where light porcelain wood-style flooring flows throughout and floor-to-ceiling glass sliders in the kitchen, living room and all bedrooms

  Ryan Ackerman COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 112, Longboat Key, FL 34228
• 

  

  /44

  Est $2,766,808 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  595 Bowsprit Ln, Longboat Key, FL 34228

  595 Bowsprit Ln, Longboat Key, FL 34228
• 

  

  /45

  $430,000

  • 1 Bed
  • 1 Bath
  • 747 Sq Ft

  4310 Falmouth Dr Unit 304, Longboat Key, FL 34228

  Your Exclusive Ticket to the Ultimate Beach & Boating Lifestyle! This move-in ready fully furnished gem on Longboat Key is more than just a home—it’s a lifestyle upgrade for those who crave adventure, relaxation, and social connection. Wake up to breathtaking bay views from your condo, complete with granite countertops, updated appliances, and an upgraded spa-like shower. Enjoy private beach

  Rachel Rademacher HOUSE MATCH

  4310 Falmouth Dr Unit 304, Longboat Key, FL 34228
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  /2

  $999,000 Sold Jan 13, 2025

  • 2,039 Sq Ft
  • $490/SF
  • 286 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  2110 Harbourside Dr Unit 557, Longboat Key, FL 34228

  Discover the epitome of waterfront living at Bay Isles Atrium Residences, where Sarasota Bay and the downtown skyline become your picturesque backyard. Embrace a rare opportunity to reside in Building 5, renowned for its prime location amidst community amenities. This exclusive penthouse presents a luxurious 3-bedroom retreat, boasting an open and welcoming living/dining room that seamlessly

  Michael Renick MANGROVE REALTY ASSOCIATES

  2110 Harbourside Dr Unit 557, Longboat Key, FL 34228
• 

  

  /59

  Est $3,367,751 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,413 Sq Ft

  603 Buttonwood Dr, Longboat Key, FL 34228

  603 Buttonwood Dr, Longboat Key, FL 34228
• 

  

  /50

  $4,495,000

  • 3 Beds
  • 3 Baths
  • 3,437 Sq Ft

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228

  Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a

  Roger Pettingell COLDWELL BANKER REALTY

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228
• 

  /2

  $600,000 Sold Jan 04, 2025

  • 1,246 Sq Ft
  • $482/SF
  • 134 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  750 Saint Judes Dr N, Longboat Key, FL 34228

  Experience the epitome of Florida waterfront living at 750 St Judes Drive North! Nestled on a tranquil canal with no bridges to the Bay. Homesite offers 100 feet of canal frontage, complete with a private dock, davit, and an 16,000 lb boat lift - perfect for indulging in the boating lifestyle with ease. Buy your boat while you build your dream home. A new roof completed in 2016, the pool was

  Chevon Eaton CHEVON EATON

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

  

  /28

  Est $1,943,366 Not Listed For Sale

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

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
• 

  

  /54

  $1,450,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1055 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

  Your Beachfront Oasis Awaits! Unobstructed views of the Gulf of Mexico and Direct access to the beach! Welcome to your perfect getaway at Beachplace, nestled on the world-renowned sands of Longboat Key, just minutes away from the vibrant St. Armands Circle and lively downtown Sarasota. This Resort Style Community offers an array of amenities, including 24/7 manned guard gate, on-site management

  Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

  1055 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
• 

  /2

  $1,402,000 Sold Jan 02, 2025

  • 3,312 Sq Ft
  • $423/SF
  • 184 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  3140 Bayou Sound, Longboat Key, FL 34228

  A rare opportunity to secure a residence in the Bay Isles Bayou, within the confines of the Longboat Key Club. The setting itself, with its oak-lined streets, exudes a sense of exclusivity and charm. Upon stepping inside, the expansive interior immediately impresses, thanks to the soaring vaulted ceilings and seamless integration of spaces facilitated by sliding glass doors. The layout appears

  Linda Weber COLDWELL BANKER REALTY

  3140 Bayou Sound, Longboat Key, FL 34228
• 

  

  /16

  Est $192,927 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228

  2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228
• 

  

  /66

  $2,000,000

  • 3 Beds
  • 3.5 Baths
  • 2,612 Sq Ft

  612 Weston Pointe Ct, Longboat Key, FL 34228

  CONTRACT CANCELLATION DUE TO BUILD OUT LIMITATION TO FOOTPRINT OF PROPERTY TO THE EXTENT OF WHAT BUYER WANTED. Seldom is there an opportunity to purchase one of these casita homes in Weston Pointe which is, quite possibly, the best BOATABLE single family home community on Longboat Key. Not only does it come with a boat slip, complete with lift, but it is also the closest proximity of any to the

  Cindy Schatzle COLDWELL BANKER REALTY

  612 Weston Pointe Ct, Longboat Key, FL 34228
• 

  /2

  $1,850,000 Sold Dec 27, 2024

  • 2,448 Sq Ft
  • $756/SF
  • 48 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228

  You'll experience peace of mind living in this elevated luxury Villa Di Lancia condominium, an extraordinary gem in one of Longboat Key’s premier communities, seamlessly blending luxury with convenience and security of an updated and elevated gulf-front condo. This exceptional corner residence boasts 3 bathrooms, and a host of features that epitomize tropical Gulf-front living, offering ample

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
• 

  

  /22

  Est $350,940 Not Listed For Sale

  • Studio
  • 2,380 Sq Ft

  2600 Harbourside Dr Unit B-8, Longboat Key, FL 34228

  2600 Harbourside Dr Unit B-8, Longboat Key, FL 34228
• 

  

  /55

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft

  534 Sutton Place, Longboat Key, FL 34228

  Significant price reduction! Experience effortless coastal elegance in this beautifully maintained, single level 2-bedroom, 2-bath villa. Designed for comfort and style, this move-in-ready residence features ceramic tile flooring throughout, an enclosed lanai for additional living space, and a modernized kitchen with sleek cabinetry and stone countertops. A stacked washer and dryer within the

  Malihe Karimi MICHAEL SAUNDERS & COMPANY

  534 Sutton Place, Longboat Key, FL 34228
• 

  /2

  $1,450,000 Sold Dec 27, 2024

  • 2,250 Sq Ft
  • $644/SF
  • 351 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  3040 Grand Bay Blvd Unit 252, Longboat Key, FL 34228

  Indulge in the epitome of luxury living in this 3 bedroom (all en-suite), 3.5 bathroom, extraordinary corner unit residence, perched on the fifth floor of Building 2 at Grand Bay. Take the secure resident-only elevator into your private foyer, which opens to 2,250 sq. ft. of living space. This stunning home presents a symphony of panoramic views, including Sarasota Bay, the Harbourside golf

  Christina Gaskill COLDWELL BANKER REALTY

  3040 Grand Bay Blvd Unit 252, Longboat Key, FL 34228
• 

  

  /33

  Est $1,000,362 Not Listed For Sale

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

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
• 

  

  /33

  $2,395,000

  • 2 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

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

  This direct bayfront luxury condo was gutted and remodeled completion taking place in 2024.The open concept living spaces are light and bright with level 5 finish on walls and ceilings incorporating modern design concepts on the baseboards and moldings.Highlights include LVT throughout, custom cabinetry, quartz counters, unique marble and mother-of-pearl mosaics, California Closet and LED

  Reid Murphy DEVELOPERS REALTY LBK, INC

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
• 

  /2

  $900,000 Sold Dec 26, 2024

  • 2,105 Sq Ft
  • $428/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  2110 Harbourside Dr Unit 547, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Located behind the gates of the Longboat Key Club in Bay Isles, this 3-bedroom, 2-bath residence in The Atrium offers a perfect balance of luxury, comfort, and convenience near St. Armands Circle and downtown Sarasota. The open floor plan welcomes you with high ceilings, a seamless blend of tile and wood flooring, and walls of glass sliders that

  Bruce Myer COLDWELL BANKER REALTY

  2110 Harbourside Dr Unit 547, Longboat Key, FL 34228
• 

  

  /18

  Est $264,036 Not Listed For Sale

  • Studio

  2800 Harbourside Dr Unit E-18, Longboat Key, FL 34228

  2800 Harbourside Dr Unit E-18, Longboat Key, FL 34228
• 

  

  /60

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,414 Sq Ft

  740 Bayport Way Unit 740, Longboat Key, FL 34228

  Renovated 2-Bedroom Condominium in Bayport Beach & Tennis ClubExperience the best of coastal living in this beautifully updated 2-bedroom condominium at Bayport Beach & Tennis Club on Longboat Key. Renovated in 2016, this elegant residence offers approximately 1,400 square feet of air-conditioned space plus a private 300-square-foot garden retreat. Floor-to-ceiling sliding doors flood the living

  Michael Renick MANGROVE REALTY ASSOCIATES

  740 Bayport Way Unit 740, Longboat Key, FL 34228
• 

  /2

  $950,000 Sold Dec 23, 2024

  • 634 Sq Ft
  • $1498/SF
  • 41 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  Recently renovated to perfection, this Junior Suite in the hotel program at the Resort at Longboat Key Club is in a desirable building that offers sweeping beach views and sunsets for days! Recent renovations include a comfortable coastal contemporary aesthetic with luxury finishes, updated electric, plumbing, appliances, and furniture, providing the perfect island living lifestyle. Residents and

  Ann Martin MICHAEL SAUNDERS & COMPANY

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228
• 

  

  /19

  Est $329,276 Not Listed For Sale

  • Studio
  • 2,132 Sq Ft

  2600 Harbourside Dr Unit L-12, Longboat Key, FL 34228

  2600 Harbourside Dr Unit L-12, Longboat Key, FL 34228
• 

  

  /33

  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  3467 Byron Ln, Longboat Key, FL 34228

  Revel in all the spaciousness and privacy – situated with wide water and golf views in the picturesque Corey’s Landing on Longboat Key. This maintenance free villa lives like a single-family home offering 3 bedrooms, 2.5 baths and a 2-car garage with private pool and spa. The main living area is both large and cozy, accentuated with a corner-set fireplace and a wall of sliders – filling the room

  Monica Verinder COLDWELL BANKER REALTY

  3467 Byron Ln, Longboat Key, FL 34228
• 

  /2

  $1,350,000 Sold Dec 23, 2024

  • 2,986 Sq Ft
  • $452/SF
  • 205 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1961

  5930 Emerald Harbor Dr, Longboat Key, FL 34228

  Experience the pinnacle of tropical living in the most sought-after neighborhood on Longboat Key. Exuding island elegance, the property sits on one of the key’s widest canals and boasts a new 72-foot seawall and dock with boat lift. Additional highlights of this well-appointed home include a beautiful courtyard with pool, wood cabinets, granite countertops, and stunning water views. Enjoy

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  5930 Emerald Harbor Dr, Longboat Key, FL 34228

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