Longboat Key, FL Homes

• 

  

  

  /20

  $995,000

  $280K PRICE DROP

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

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

  Beachplace at Longboat Key: Major price reduction for this 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. This price reduction

  

  Tom Aposporos

  DUNCAN REAL ESTATE, INC.

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

  

  

  /50

  $10,500 Per Month

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

  2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228

  Available January - April 15 Call for rates and availability. Prefer three month lease. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and you'll be walking on the

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
• 

  

  /2

  $1,300,000

  Sold Mar 25, 2026

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1975

  Last Sold Summary

  • 16% Below List Price
  • $838/SF
  • 214 Days On Market

  Current Estimated Value $1,322,522

  Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
• 

  

  /2

  Est $67,490

  Not Listed For Sale

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  • Studio
  • Built 1987

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
• 

  

  

  /84

  $874,500

  • 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
• 

  

  /72

  $11,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  739 Bayport Way Unit 739, Longboat Key, FL 34228

  This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  739 Bayport Way Unit 739, Longboat Key, FL 34228
• 

  /2

  $2,725,000

  Sold Jun 26, 2026

  435 L Ambiance Dr Unit J704, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,634 Sq Ft
  • Built 1994

  Last Sold Summary

  • 21% Below List Price
  • $1,035/SF
  • 188 Days On Market

  Current Estimated Value $3,034,734

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
• 

  

  /88

  Est $664,596

  Not Listed For Sale

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,453 Sq Ft
  • Built 1974

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY
• 

  

  /6

  $649,000

  • Land
  • 6,098 Sq Ft
  • $4,635,714 per Acre

  6981 Lois Ave, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  6981 Lois Ave, Longboat Key, FL 34228
• 

  

  /48

  $5,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $5,500 a month

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  /2

  $631,000

  Sold Aug 28, 2025

  826 Bayport Way Unit 826, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 1981

  Last Sold Summary

  • 30% Below List Price
  • $376/SF
  • 347 Days On Market

  Current Estimated Value $691,675

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  826 Bayport Way Unit 826, Longboat Key, FL 34228
• 

  

  /24

  Est $1,013,264

  Not Listed For Sale

  628 Lyons Ln, Longboat Key, FL 34228

  628 Lyons Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY
• 

  

  /19

  $995,000

  • Land
  • 13,068 Sq Ft
  • $3,316,667 per Acre

  591 Russell St, Longboat Key, FL 34228

  Village of Longbeach — A Rare Canvas on Longboat Key's North EndTucked into the historic Village of Longbeach, this oversized 13,242 sq ft corner lot is a quiet invitation to build something lasting. Cleared and ready, it offers the rare chance to shape a custom coastal estate, a modern island retreat, or a thoughtful investment in one of Longboat Key's most storied neighborhoods.This is

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  591 Russell St, Longboat Key, FL 34228
• 

  

  /11

  $3,200 Per Month

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Condo for Rent

  600 Sutton Place Unit 201, Longboat Key, FL 34228

  Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

  

  Tracy Srodes

  FINE PROPERTIES

  600 Sutton Place Unit 201, Longboat Key, FL 34228
• 

  /2

  $625,000

  Sold Jun 03, 2026

  5757 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $400/SF
  • 56 Days On Market

  Current Estimated Value $637,940

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  5757 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
• 

  

  /17

  Est $196,767

  Not Listed For Sale

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  • Studio
  • 800 Sq Ft
  • Built 1983

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  Last Sold Summary

  • 391 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC
• 

  

  /50

  $530,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  597 Sutton Place, Longboat Key, FL 34228

  Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  597 Sutton Place, Longboat Key, FL 34228
• 

  

  /48

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  830 Bayport Way Unit 830, Longboat Key, FL 34228

  Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  830 Bayport Way Unit 830, Longboat Key, FL 34228
• 

  /2

  $385,000

  Sold Nov 20, 2025

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1969

  Last Sold Summary

  • $276/SF

  Current Estimated Value $411,239

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228
• 

  /2

  Est $1,047,505

  Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY
• 

  

  /54

  $835,000

  $115K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  651 Jungle Queen Way, Longboat Key, FL 34228

  PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous 1⁄4-acre lot. Canal offers direct access to Sarasota Bay

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  651 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /79

  $13,000 Per Month

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

  609 Bayport Way Unit 609, Longboat Key, FL 34228

  ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  609 Bayport Way Unit 609, Longboat Key, FL 34228
• 

  /2

  $770,000

  Sold Jun 26, 2026

  4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1970

  Last Sold Summary

  • 38% Below List Price
  • $553/SF
  • 445 Days On Market

  Current Estimated Value $936,851

  Last Listing Agent Donna Wrobel BERKSHIRE HATHAWAY HOMESERVICE

  4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  /2

  Est $3,247,638

  Not Listed For Sale

  1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,667 Sq Ft
  • Built 1999

  1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

  Last Sold Summary

  • 230 Days On Market

  Last Listing Agent Laura Rode KW COASTAL LIVING III
• 

  

  /37

  $799,000

  • Land
  • 6,534 Sq Ft
  • $5,326,667 per Acre

  766 Saint Judes Dr N, Longboat Key, FL 34228

  The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value:• Brand New Seawall: 100

  

  Nikki Spirakis

  BRG REAL ESTATE INC

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

  

  /39

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
• 

  /2

  $917,000

  Sold May 21, 2026

  5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft
  • Built 1983

  Last Sold Summary

  • 91% Below List Price
  • $954/SF
  • 164 Days On Market

  Current Estimated Value $892,621

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

  5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
• 

  

  /48

  Est $2,174,651

  Not Listed For Sale

  6957 Longboat Dr S, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,499 Sq Ft
  • Built 2019

  6957 Longboat Dr S, Longboat Key, FL 34228

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /17

  $695,000

  • Land
  • 10,018 Sq Ft
  • $3,021,739 per Acre

  561 Gulf Bay Rd, Longboat Key, FL 34228

  Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally located in the heart of Longboat Key, between the charm of Anna Maria Island and the sophistication of St. Armands Circle. Bordering the 32-acre Joan M. Durante Community Park, the property offers exceptional privacy, peaceful

  

  Gregory Claxton

  PREFERRED SHORE LLC

  561 Gulf Bay Rd, Longboat Key, FL 34228
• 

  

  /60

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  805 Bayport Way Unit 805, Longboat Key, FL 34228
• 

  /2

  $2,450,000

  Sold Jul 15, 2026

  3408 Fair Oaks Ln, Longboat Key, FL 34228

  • 5 Beds
  • 5 Baths
  • 4,510 Sq Ft
  • Built 1992

  Last Sold Summary

  • 12% Below List Price
  • $543/SF
  • 189 Days On Market

  Current Estimated Value $2,455,322

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  3408 Fair Oaks Ln, Longboat Key, FL 34228
• 

  

  /66

  Est $3,521,262

  Not Listed For Sale

  3521 Bayou Pointe, Longboat Key, FL 34228

  • 3 Beds
  • 4.5 Baths
  • 3,687 Sq Ft
  • Built 1996

  3521 Bayou Pointe, Longboat Key, FL 34228

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
• 

  

  /51

  $1,025,000

  $70K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

  Under contract-accepting backup offers. Renovated direct Gulf-front 2BR/2BA on Longboat Key. End-unit 8th-floor condo at The Arbomar, panoramic sunset views, pets allowed, hurricane-protected. For buyers seeking a move-in-ready beachfront residence on Longboat Key, this renovated direct Gulf-front end unit at The Arbomar delivers updated condition and views that don't quit. The 8th-floor

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
• 

  

  /68

  $6,000 Per Month

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

  720 Bayport Way Unit 720, Longboat Key, FL 34228

  Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  720 Bayport Way Unit 720, Longboat Key, FL 34228
• 

  /2

  $3,075,000

  Sold Mar 02, 2026

  5382 Sandhamn Place, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $923/SF
  • 15 Days On Market

  Current Estimated Value $3,080,491

  Last Listing Agent Nora Johnson MICHAEL SAUNDERS & COMPANY

  5382 Sandhamn Place, Longboat Key, FL 34228
• 

  

  /60

  Est $1,527,266

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • Built 1973

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

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Courtney Green PREMIER SOTHEBYS INTL REALTY
• 

  

  /53

  $289,900

  $8K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228

  Longboat Key Living! Enjoy the private beach directly across the street! 2 bedroom 2 bath home located in Twin Shores Beach & Marina Community. Island life is waiting for you. This home offers updated granite counters in the kitchen, 2 updated bathrooms and ample living space. The living/ Dining room combo is large enough to entertain your friends, family and neighbors. Enjoy some of the best

  

  Jill Young

  CENTURY 21 INTEGRA

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228
• 

  

  /57

  $24,750 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,940 Sq Ft
  • Condo for Rent

  1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Offered at $24,750 per month for 3 months in 2027! - Come be on the beach! Rarely available on the south end of Longboat Key, a 3 bedroom + den, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental is now available for this coming 2027 winter and spring season. This large 2940 +/- sq ft beachfront retreat is situated on the south side of this building which offers stunning 180-degree beach

  Carol Aviles MICHAEL SAUNDERS & COMPANY

  1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
• 

  /2

  $18,990,000

  Sold Jul 24, 2026

  612 Juan Anasco Dr, Longboat Key, FL 34228

  • 6 Beds
  • 9 Baths
  • 9,243 Sq Ft
  • Built 2024

  Last Sold Summary

  • 27% Below List Price
  • $2,055/SF
  • 482 Days On Market

  Current Estimated Value $7,129,011

  Last Listing Agent Charles Buky COLDWELL BANKER REALTY

  612 Juan Anasco Dr, Longboat Key, FL 34228
• 

  

  /36

  Est $989,784

  Not Listed For Sale

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

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft
  • Built 1982

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

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Norma Mladineo COLDWELL BANKER REALTY

Showing Results 81 - 120, Page 3 of 18