Longboat Key, FL Homes

• 

  

  /2

  $170,000 Sold Jun 11, 2025

  • 196 Days On Market

  • Built 1985

  2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228

  45 x 20 ft. Boat Slip, easy in and out, with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. 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, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228
• 

  

  

  /50

  Est $832,402 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  448 Gulf of Mexico Dr Unit A206, Longboat Key, FL 34228

  448 Gulf of Mexico Dr Unit A206, Longboat Key, FL 34228
• 

  

  

  /17

  $300,000

  2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228

  A fantastic view of the city skyline from the 48 x 21 foot slip at Longboat Key Club Moorings! Club membership is not required. 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, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228
• 

  

  /2

  $215,000 Sold Jun 10, 2025

  • 630 Sq Ft
  • $341/SF
  • 16 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228

  DIRECT WATERFRONT CONDO - LONGBOAT KEY, FL!!!! Don't miss this opportunity to own a waterfront condo with history of being consistently booked most of the year. This end unit, canal-front property has direct access to the Intercoastal waterway as well as deeded beach access, kayak storage and direct access to Durante Park with walking trails, flower gardens, play area and large pavilion with

  James Broadus DIVERSIFIED REALTY HOLDINGS

  701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228
• 

  

  

  /46

  Est $820,577 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228

  448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228
• 

  

  /53

  $775,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spectacular, unobstructed Bay views over the marina and mangrove islands and the rare opportunity for two pets, a feature seldom available among condominiums on Longboat Key! This light and bright, two-bedroom, two-bath condominium spans 1,312 square feet and features a remodeled kitchen with quartz countertops and an open design that highlights the water views. The open-concept living room is

  Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $735,000 Sold Jun 10, 2025

  • 1,257 Sq Ft
  • $585/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1925 Gulf of Mexico Dr Unit G8307, Longboat Key, FL 34228

  Water View | Updated Condo with Gulf & Beach Views at Seaplace. Enjoy breathtaking Gulf and beach views from this beautifully updated 2-bedroom, 2-bathroom condo, located on the third floor of the desirable G8 Building in Seaplace. This residence offers a perfect blend of comfort and coastal elegance, with thoughtful upgrades throughout. The interior was freshly painted just two years ago, and

  Harold Kaufman PREFERRED SHORE LLC

  1925 Gulf of Mexico Dr Unit G8307, Longboat Key, FL 34228
• 

  

  /89

  Est $4,529,068 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,220 Sq Ft

  435 L Ambiance Dr Unit M908, Longboat Key, FL 34228

  435 L Ambiance Dr Unit M908, Longboat Key, FL 34228
• 

  

  /53

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  RARE PET-FRIENDLY, GULF FRONT PERFECTION ON LONGBOAT KEY.Step directly onto the sands of the Gulf of Mexico from your own slice of paradise. Located in the coveted Arbomar condos, this 2-bedroom, 2-bath residence delivers jaw-dropping, unobstructed views of turquoise water and endless skies from every room. With very few buildings offering true direct beachfront access — no long walkways, no

  Matthew Hickey EXP REALTY LLC

  4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
• 

  /2

  $435,000 Sold Jun 04, 2025

  • 861 Sq Ft
  • $505/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1950

  3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228

  GULF TO BAY TWIN SHORES BEACH AND MARINA VILLAS. UNBELIEVABLE DIRECT BAYFRONT and MARINA VIEWS! COMPLETELY REMEDIATED AND ASSOCIATION INSURANCE FOR THE 8 VILLAS PAID IT ALL ( 100%). EVERYTHING NEW IN OCTOBER, 2025 FROM SHEETROCK, NEW SPECIAL FLOOD BARRIER SLIDER.($8000) APPLIANCES, UPGRADED NEW CABINETRY, 2 DOORS INCLUDING 4 POCKET DOORS, NEW A/C MINI SPLITS, HOTWATER HEATER, W/D AND LOVELY

  Marni Hayden CHROME REALTY LLC

  3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228
• 

  

  /28

  Est $3,252,113 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,820 Sq Ft

  435 L Ambiance Dr Unit K905, Longboat Key, FL 34228

  435 L Ambiance Dr Unit K905, Longboat Key, FL 34228
• 

  

  /35

  $725,000

  • 3 Beds
  • 3 Baths
  • 1,564 Sq Ft

  660 Linley St, Longboat Key, FL 34228

  Step back in time and experience the “Old Florida Lifestyle” in the heart of Longboat Key’s historic Longbeach Village! Tucked away on the northernmost end of the island, this rare property features two charming Key West–style beach cottages on one lot, surrounded by lush tropical landscaping for a truly private island retreat.The main updated cottage offers a light-filled, open floor

  Chris Sakamoto MARK SPAIN REAL ESTATE

  660 Linley St, Longboat Key, FL 34228
• 

  /2

  $555,000 Sold Jun 03, 2025

  • 1,192 Sq Ft
  • $466/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228

  A Must-See Full View of Sarasota Bay!Welcome to 2016 Harbourside Drive, Unit #332—a true gem offering breathtaking, unobstructed views of Sarasota Bay from your private balcony. This beautifully updated 2-bedroom, 2-bathroom condo is designed for comfort, style, and easy living. Enjoy the elegance of porcelain tile flooring throughout (no carpet), complemented by stainless steel

  Francis Perdisatt PREFERRED SHORE LLC

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228
• 

  

  /88

  Est $2,853,038 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  435 L Ambiance Dr Unit K705, Longboat Key, FL 34228

  435 L Ambiance Dr Unit K705, Longboat Key, FL 34228
• 

  

  /41

  $380,000

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

  667 El Centro, Longboat Key, FL 34228

  Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner has contracted with the community contractor. has paid related assessment and work is

  Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

  667 El Centro, Longboat Key, FL 34228
• 

  /2

  $740,000 Sold Jun 03, 2025

  • 1,150 Sq Ft
  • $643/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228

  This stunning 2-bedroom, 2-bath villa in the highly desirable Pelican Harbour community on Longboat Key is the epitome of coastal luxury. Located on the second floor, the residence has been completely renovated with top-of-the-line finishes, including impact windows and doors for added safety and energy efficiency. The open floor plan maximizes the space, allowing natural light to flood the home

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228
• 

  

  /45

  Est $3,294,955 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  435 L Ambiance Dr Unit J603, Longboat Key, FL 34228

  435 L Ambiance Dr Unit J603, Longboat Key, FL 34228
• 

  

  /45

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,093 Sq Ft

  658 Spanish Dr S Unit 108, Longboat Key, FL 34228

  Experience the pinnacle of prime real estate at the Spanish Main Yacht Club, a prestigious 55+ pet-friendly waterfront community on scenic Longboat Key. This exquisite standalone 2-bedroom, 2-bath villa offers 1,087 square feet of potential to create your dream home. Enhanced with FEMA-approved storm mitigation following the 2024 hurricanes, the villa is currently undergoing a meticulous rebuild.

  Wendy Egan MICHAEL SAUNDERS & COMPANY

  658 Spanish Dr S Unit 108, Longboat Key, FL 34228
• 

  /2

  $1,750,000 Sold Jun 02, 2025

  • 3,200 Sq Ft
  • $547/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  3303 Sabal Cove Cir, Longboat Key, FL 34228

  New roof, two new HVACs, newly painted exterior, new screened pool enclosure. Discover an exceptional blend of elegance and luxury in this welcoming home, in the exclusive gated community of Bay Isles in Longboat Key. Meticulously maintained and thoughtfully designed, this home has high ceilings, expansive living spaces, and premium finishes throughout. The home surrounds the pool and the lanai,

  Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3303 Sabal Cove Cir, Longboat Key, FL 34228
• 

  /2

  Est $7,878,811 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 5,170 Sq Ft

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

  415 L Ambiance Dr Unit PHA, 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
• 

  /2

  $1,900,000 Sold May 30, 2025

  • 1,819 Sq Ft
  • $1,045/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  1045 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Seller is accepting Back Up Offers. This beachfront 3 bedroom corner residence checks all of the boxes! The azure gulf water is seen through Hurricane Impact Sliders/Windows from almost every room and provides the perfect backdrop for entertaining or simply relaxing on the wraparound terrace with a book enjoying the breeze and watching the sunset. The open kitchen offers state-of-the-art GE

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  1045 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
• 

  

  /98

  Est $2,951,323 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,385 Sq Ft

  415 L Ambiance Dr Unit B902, Longboat Key, FL 34228

  415 L Ambiance Dr Unit B902, Longboat Key, FL 34228
• 

  

  /49

  $3,690,000

  • 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
• 

  /2

  $725,000 Sold May 30, 2025

  • 2,352 Sq Ft
  • $308/SF
  • 135 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  2203 Harbourside Dr, Longboat Key, FL 34228

  Nestled within the exclusive gated enclave of Bay Isles on Longboat Key, this pristine Harbour Oaks villa offers a rare opportunity to experience unparalleled privacy and tranquility in one of Florida's most coveted Gulf Coast communities. With its serene, resort-like atmosphere, the villa promises a lifestyle of luxury and comfort in a setting that defines elegance.Upon entering, you’ll

  Becky Sirigotis COMPASS FLORIDA LLC

  2203 Harbourside Dr, Longboat Key, FL 34228
• 

  

  /73

  Est $3,015,586 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  415 L Ambiance Dr Unit C504, Longboat Key, FL 34228

  415 L Ambiance Dr Unit C504, Longboat Key, FL 34228
• 

  

  /67

  $2,995,000

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

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228

  Savor the panoramic views and never-ending sunsets from this 7th-floor corner condominium, where the Gulf of Mexico, Sarasota Bay, downtown’s cityscape, and the manicured grounds of the Longboat Key Club’s Islandside golf course unfold in every direction. Elegant L’Ambiance is located on the southern end of Longboat Key, and the community entrance is adorned with water fountains, artistic

  Pam Charron COMPASS FLORIDA LLC

  435 L Ambiance Dr Unit L707, Longboat Key, FL 34228
• 

  /2

  $2,000,000 Sold May 30, 2025

  • 2,550 Sq Ft
  • $784/SF
  • 123 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  6940 Longboat Dr S, Longboat Key, FL 34228

  This stunning move-in-ready coastal contemporary Key West style home is located in Longboat Key's coveted historic North-end Longbeach Village area. Originally designed and custom built by Steven Carr for himself, this magnificent open-plan home offers many desirable features and finishes, including stained glass windows, vaulted wood ceilings, built-in shelving, and an elevator. Upgrades include

  Bill Anderson MICHAEL SAUNDERS & COMPANY

  6940 Longboat Dr S, Longboat Key, FL 34228
• 

  

  /81

  Est $2,980,632 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,822 Sq Ft

  415 L Ambiance Dr Unit C503, Longboat Key, FL 34228

  415 L Ambiance Dr Unit C503, Longboat Key, FL 34228
• 

  

  /60

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228

  Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutesExperience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements

  Michael Renick MANGROVE REALTY ASSOCIATES

  1975 Gulf of Mexico Dr Unit G4206, Longboat Key, FL 34228
• 

  /2

  $1,950,000 Sold May 28, 2025

  • 2,580 Sq Ft
  • $756/SF
  • 52 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1990

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228

  Luxurious Gulf-Front Living with Breathtaking Views! Experience the pinnacle of coastal elegance in this exquisitely updated 2,580 sq. ft. condominium, offering three bedrooms and three bathrooms with stunning Gulf views from the great room, primary bedroom and terraces. Designed for modern comfort, this spacious residence features new luxury vinyl plank flooring throughout, high-end Bosch

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228
• 

  

  /5

  Est $3,185,382 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,634 Sq Ft

  415 L Ambiance Dr Unit C303, Longboat Key, FL 34228

  415 L Ambiance Dr Unit C303, Longboat Key, FL 34228
• 

  

  /13

  $1,060,000

  • Land
  • 0.23 Acre
  • $4,608,696 per Acre

  570 de Narvaez Dr, Longboat Key, FL 34228

  Discover a rare opportunity to build your dream home on north Longboat Key. This 100’ x 100’ lot offers 100 feet of frontage on a serene 37-foot-wide canal with no fixed bridges—perfect for boating, paddle boarding, and kayaking. Enjoy quick access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with a number of popular boat-up restaurants just minutes away. The quiet

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  570 de Narvaez Dr, Longboat Key, FL 34228
• 

  /2

  $2,700,000 Sold May 27, 2025

  • 2,820 Sq Ft
  • $957/SF
  • 40 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1992

  415 L Ambiance Dr Unit C404, Longboat Key, FL 34228

  Nestled in the prestigious L’Ambiance community on Longboat Key’s south end, this fully furnished, turnkey residence offers 2,820 sq. ft. of refined waterfront living with breathtaking Gulf views. A double-door entry with art glass opens to a light-filled interior featuring new hurricane-resistant windows and doors, marble flooring, coral stone accents, and full-height mirrors that enhance the

  Bruce Myer COLDWELL BANKER REALTY

  415 L Ambiance Dr Unit C404, Longboat Key, FL 34228
• 

  

  /44

  Est $2,663,882 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  415 L Ambiance Dr Unit D206, Longboat Key, FL 34228

  415 L Ambiance Dr Unit D206, Longboat Key, FL 34228
• 

  

  /38

  $950,000

  • 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
• 

  /2

  $375,000 Sold May 27, 2025

  • 1,325 Sq Ft
  • $283/SF
  • 125 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  DRAMATIC PRICE IMPROVEMENT! THIS IS YOUR LUCKY DAY! SELLERS ARE MOTIVATED! A blank palette to create the home that you have always dreamed of awaits. Why spend $30,000 for deconstructing and removal down to the studs of an original Windward Bay Condominium, when the work has already been completed and ready for you? Location, Location, Location! Finished remodeled condos on the same floor have

  Debby McCaig COLDWELL BANKER REALTY

  4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
• 

  

  /39

  Est $3,504,042 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,748 Sq Ft

  455 Longboat Club Rd Unit 4, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 4, Longboat Key, FL 34228
• 

  

  /31

  $949,000

  • 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
• 

  /2

  $2,970,000 Sold May 27, 2025

  • 1,721 Sq Ft
  • $1,726/SF
  • 181 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2024

  1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228

  Incredible investment opportunity for the largest one-bedroom residence at The St. Regis Longboat Key. Seller will consider any and all offers. Enter from your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228

Showing Results 601 - 640, Page 16 of 18