Longboat Key, FL Homes

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  $369,000

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  509 Spanish Dr N, Longboat Key, FL 34228

  STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the

  Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  509 Spanish Dr N, Longboat Key, FL 34228
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  $5,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Condo for Rent

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228

  Must read entirely. 2026 RENTAL- Not Available until Nov 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so

  Armando Gonzalez AG REALTY SERVICES LLC

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228
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  $775,000 Sold Feb 18, 2026

  580 Neptune Ave, Longboat Key, FL 34228

  • Land
  • 18,730 Sq Ft
  • $1,802,326 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 160 Days On Market

  Current Estimated Value $896,898

  Last Listing Agent Kelly Gitt KELLER WILLIAMS ON THE WATER

  580 Neptune Ave, Longboat Key, FL 34228
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  Est $337,384 Not Listed For Sale

  641 Fox St, Longboat Key, FL 34228

  641 Fox St, Longboat Key, FL 34228

  Last Sold Summary

  • 10% Below List Price
  • 6 Days On Market

  • Last Sold Price $375,000
  • Aug 01, 2024

  Last Listing Agent Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $3,850,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  1241 Gulf of Mexico Dr Unit 506, Longboat Key, FL 34228

  Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes,

  Tyler Sajan LPT REALTY, LLC

  1241 Gulf of Mexico Dr Unit 506, Longboat Key, FL 34228
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  $2,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C211, 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 the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
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  $1,800,000 Sold Feb 09, 2026

  3613 Fair Oaks Place, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $806/SF
  • 20 Days On Market

  Current Estimated Value $1,756,553

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  3613 Fair Oaks Place, Longboat Key, FL 34228
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  Est $2,155,475 Not Listed For Sale

  6840 Longboat Dr S, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft
  • Built 2019

  6840 Longboat Dr S, Longboat Key, FL 34228

  Last Sold Summary

  • 3% Below List Price
  • $835/SF
  • 274 Days On Market

  • Last Sold Price $2,225,000
  • May 02, 2023

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC
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  /19

  $425,000

  2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip mid-pier ono the north side of the dock, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip requires membership in the Longboat Key Club. This slip is one of the very few slips at the marina with a direct view of the Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
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  $7,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • House for Rent

  4780 Gulf of Mexico Dr, Longboat Key, FL 34228

  Booking Now for the 2027 Season! Completely Booked for the remainder of the 2026 season. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including

  Debby McCaig COLDWELL BANKER REALTY

  4780 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $3,700,000 Sold Jun 18, 2025

  551 Ranger Ln, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 4,117 Sq Ft
  • Built 2016

  Last Sold Summary

  • 15% Below List Price
  • $899/SF
  • 75 Days On Market

  Current Estimated Value $3,630,732

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  551 Ranger Ln, Longboat Key, FL 34228
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  Est $688,621 Not Listed For Sale

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1975

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Last Sold Summary

  • 3% Below List Price
  • $537/SF
  • 197 Days On Market

  • Last Sold Price $712,000
  • Oct 04, 2024

  Last Listing Agent Eileen Gillen COLDWELL BANKER REALTY
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  $2,999,999

  • 3 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  455 Longboat Club Rd Unit 8, Longboat Key, FL 34228

  Tucked within the private enclave of the Longboat Key Club, this beautifully reimagined penthouse at The Pierre offers an inspired blend of Manhattan sophistication and relaxed coastal charm. This three-bedroom, three-and-a-half-bath residence has been fully renovated to perfection, showcasing a fresh, contemporary design with sleek finishes, designer lighting, and open, airy living spaces that

  Gina Ursini BRISTA REALTY LLC

  455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
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  $11,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • House for Rent

  2254 Harbour Court Dr, Longboat Key, FL 34228

  Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  2254 Harbour Court Dr, Longboat Key, FL 34228
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  $1,100,000 Sold Feb 27, 2026

  2721 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft
  • Built 1970

  Last Sold Summary

  • $1,244/SF
  • 3 Days On Market

  Current Estimated Value $1,091,689

  Last Listing Agent Cody Craig EXIT KING REALTY

  2721 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
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  Est $1,205,349 Not Listed For Sale

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1984

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

  Last Sold Summary

  • $884/SF
  • 347 Days On Market

  • Last Sold Price $1,200,000
  • May 10, 2024

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $4,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft

  592 Juan Anasco Dr, Longboat Key, FL 34228

  Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this

  Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

  592 Juan Anasco Dr, Longboat Key, FL 34228
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  $5,500 Per Month

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

  3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  Stunning Portobello Vacation 2/2 Condo on Longboat Key. Season rate is $8000 (Jan-Apr) and off season rate is $5500 (May-Dec). Minimum 2 month rental and full months only. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and

  Terri Lindsay LINDSAY LEASING LLC

  3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
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  $1,950,000 Sold May 28, 2025

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Below List Price
  • $756/SF
  • 52 Days On Market

  Current Estimated Value $2,048,863

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228
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  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

  Last Sold Summary

  • 788 Days On Market

  • Last Sold Price $530,000
  • Feb 02, 2024

  Last Listing Agent James Buchanan JAMES BUCHANAN REALTY
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  $799,000

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft

  2110 Harbourside Dr Unit 536, Longboat Key, FL 34228

  Completely reimagined with an uncompromising eye for detail, this furnished, southeast-facing 3-bedroom residence in The Atrium of Fairway Bay offers refined living with sweeping views across the lagoon, mangroves, open bay, and Sarasota skyline beyond. Thoughtfully remodeled with no expense spared, the flexible layout feels both elegant and exceptionally functional. Rich wood floors run

  Bruce Myer COLDWELL BANKER REALTY

  2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
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  $165,000 Sold Feb 04, 2026

  729 Saint Judes Dr S Unit 1, Longboat Key, FL 34228

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft
  • Built 1966

  Last Sold Summary

  • $196/SF
  • 2 Days On Market

  Current Estimated Value $171,427

  Last Listing Agent Ian Greenberg BRISTA REALTY LLC

  729 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
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  Not Listed For Sale

  5393 Gulf of Mexico Dr Unit 216C, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1979

  5393 Gulf of Mexico Dr Unit 216C, Longboat Key, FL 34228

  Last Sold Summary

  • 7% Above List Price
  • $585/SF
  • 2 Days On Market

  • Last Sold Price $760,000
  • Mar 28, 2025

  Last Listing Agent Bobbie Banan Michael Saunders
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  $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
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  $555,000 Sold Jun 03, 2025

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $466/SF
  • 24 Days On Market

  Current Estimated Value $579,879

  Last Listing Agent Francis Perdisatt PREFERRED SHORE LLC

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228
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  Est $428,748 Not Listed For Sale

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • Built 1974

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  Last Sold Summary

  • 7% Above List Price
  • $389/SF
  • 135 Days On Market

  • Last Sold Price $399,000
  • May 08, 2024

  Last Listing Agent Tryla Brown Larson BERKSHIRE HATHAWAY HOMESERVICE
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  $1,945,000

  • 4 Beds
  • 3 Baths
  • 2,446 Sq Ft

  635 Marbury Ln, Longboat Key, FL 34228

  Come savor laid-back luxury and the island lifestyle that Longboat Key is known for in this tranquil, seaside retreat. AND listed more than $100,000. under a current appraisal! This home is a decorators dream! Completely remodeled with a brand new kitchen, all new flooring,4 bedrooms and 3 baths in an open and inviting space. The line is blurred between indoor and outdoor living with a

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  635 Marbury Ln, Longboat Key, FL 34228
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  $1,150,000 Sold Mar 31, 2026

  1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft
  • Built 1983

  Last Sold Summary

  • 10% Below List Price
  • $606/SF
  • 101 Days On Market

  Current Estimated Value $1,188,796

  Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
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  Est $3,416,177 Not Listed For Sale

  603 Buttonwood Dr, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,413 Sq Ft
  • Built 2013

  603 Buttonwood Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 13% Below List Price
  • $1,150/SF
  • 24 Days On Market

  • Last Sold Price $3,925,000
  • Aug 08, 2023

  Last Listing Agent Mackenzie Longueuil Michael Saunders
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  $70,000

  408 Gulf of Mexico Dr Unit 2218, Longboat Key, FL 34228

  Welcome to Slip #2218 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 locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 7 ft 8 in and a 8.6 ft beam (No T-tops unless collapsible). Enjoy

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2218, Longboat Key, FL 34228
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  $1,185,000 Sold Aug 27, 2025

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1981

  Last Sold Summary

  • 24% Below List Price
  • $788/SF
  • 372 Days On Market

  Current Estimated Value $1,234,386

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  Est $315,829 Not Listed For Sale

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

  • Studio
  • 2,380 Sq Ft
  • Built 1983

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

  Last Sold Summary

  • 14% Below List Price
  • $155/SF
  • 75 Days On Market

  • Last Sold Price $369,000
  • Jun 12, 2023

  Last Listing Agent Jennifer Wilson LBRE LLC
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  $290,000

  2800 Harbourside Dr Unit E-03, Longboat Key, FL 34228

  This slip is located in a world class deep harbor marina off Sarasota Bay on Longboat Key. This Slip is available for owner financing with a down payment and buyer approval. Slip does not require a membership to the Longboat Key Club, however still includes the following amenities of a full service fuel dock, marina pump out boat that comes to your boat, shuttle service to St. Armand's Circle, 24

  Heather Claridge RIVER HILLS PROPERTIES, LLC B

  2800 Harbourside Dr Unit E-03, Longboat Key, FL 34228
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  $253,000 Sold Oct 02, 2025

  594 Spanish Dr S, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft
  • Built 1969

  Last Sold Summary

  • 33% Below List Price
  • $177/SF
  • 110 Days On Market

  Current Estimated Value $278,183

  Last Listing Agent Amber Lynch COMPASS FLORIDA LLC

  594 Spanish Dr S, Longboat Key, FL 34228
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  Est $885,756 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1981

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

  Last Sold Summary

  • 9% Below List Price
  • $832/SF
  • 9 Days On Market

  • Last Sold Price $975,000
  • Aug 28, 2023

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
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  $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
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  $700,000 Sold Nov 24, 2025

  7061 Longboat Dr E, Longboat Key, FL 34228

  • Land
  • 14,374 Sq Ft
  • $2,121,212 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 283 Days On Market

  Current Estimated Value $688,449

  Last Listing Agent Fred Flis REAL ESTATE MART

  7061 Longboat Dr E, Longboat Key, FL 34228
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  /19

  Est $296,333 Not Listed For Sale

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

  • Studio
  • 2,132 Sq Ft
  • Built 1989

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

  Last Sold Summary

  • 15% Below List Price
  • $164/SF
  • 26 Days On Market

  • Last Sold Price $350,000
  • Jul 14, 2023

  Last Listing Agent Jennifer Wilson LBRE LLC
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  $6,750,000 Pending

  • 3 Beds
  • 5 Baths
  • 3,380 Sq Ft

  415 L Ambiance Dr Unit A701, Longboat Key, FL 34228

  Under contract-accepting backup offers. This highly desirable southwest corner Royal floor plan, expertly renovated throughout by the high end construction firm Voigt Brothers, offers 180 degree panoramic views from the azure Gulf waters to Sarasota Bay and the downtown city skyline. Exiting the private elevator into the grand foyer leads to an expansive great room with new floor-to-ceiling

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  415 L Ambiance Dr Unit A701, Longboat Key, FL 34228
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  $395,000 Sold Apr 13, 2026

  5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft
  • Built 1973

  Last Sold Summary

  • 7% Below List Price
  • $556/SF
  • 205 Days On Market

  Current Estimated Value $428,568

  Last Listing Agent George Sanchez EZ CHOICE REALTY

  5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

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