10,810

Homes in ZIP Code 34228

Section Image
  • /43

    $574,900

    $14K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    508 Forest Way, Longboat Key, FL 34228

    NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most

    Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    508 Forest Way, Longboat Key, FL 34228
  • /12

    $7,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • House for Rent

    537 Outrigger Ln, Longboat Key, FL 34228

    Welcome boating enthusiasts to this exceptional waterfront residence located in the highly desirable Country Club Shores community on Longboat Key. Situated on a deep-water canal with direct access to the Gulf of America, this beautifully updated two-bedroom, two-bath home with a den offers the ultimate island lifestyle for boaters and beach lovers alike. The property features a brand-new

    537 Outrigger Ln, Longboat Key, FL 34228
  • /2

    $1,766,000

    Sold Feb 04, 2026

    3060 Grand Bay Blvd Unit 175, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $824/SF
    • 86 Days On Market

    Current Estimated Value $1,715,760

    Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3060 Grand Bay Blvd Unit 175, Longboat Key, FL 34228
    • /2

      Est $1,033,324

      Not Listed For Sale

      1065 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1981
      1065 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /59

    $2,900,000

    • 3 Beds
    • 3.5 Baths
    • 3,045 Sq Ft

    524 Hornblower Ln, Longboat Key, FL 34228

    Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize

    Joel Schemmel DOUGLAS ELLIMAN

    524 Hornblower Ln, Longboat Key, FL 34228
  • /39

    $12,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,518 Sq Ft
    • House for Rent

    714 Norton St, Longboat Key, FL 34228

    Offered fully furnished and turnkey for lease terms from 6 to 12 months, this private Longboat Key canal-front retreat captures a dreamy beach lifestyle while blending original mid-century character with elevated coastal charm. The bright, open interior is thoughtfully furnished for comfort and entertaining, with ceiling fans throughout, a fully stocked kitchen and a brand-new appliance package.

    Traci de Wid RESIDENTIAL WEALTH PARTNERS

    714 Norton St, Longboat Key, FL 34228
  • /2

    $475,000

    Sold Mar 31, 2026

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,441 Sq Ft
    • Built 1970

    Last Sold Summary

    • 17% Below List Price
    • $330/SF
    • 66 Days On Market

    Current Estimated Value $481,199

    Last Listing Agent Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    • /2

      Est $64,281

      Not Listed For Sale

      408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228

      408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Peter Snyder COLDWELL BANKER REALTY

  • /51

    $2,950,000

    • 2 Beds
    • 4 Baths
    • 2,634 Sq Ft

    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

    Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
  • /27

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • Condo for Rent

    807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, Longboat Key, FL 34228

    Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM

    807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, Longboat Key, FL 34228
  • /2

    $2,975,000

    Sold Aug 13, 2026

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $909/SF
    • 151 Days On Market

    Current Estimated Value $3,153,763

    Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    • /2

      Est $320,164

      Not Listed For Sale

      3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,007 Sq Ft
      • Built 1970
      3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Dakota Magnus FLORIDA GALLERY REAL ESTATE

  • /62

    $775,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    803 Bayport Way Unit 803, Longboat Key, FL 34228

    Under contract-accepting backup offers. Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    803 Bayport Way Unit 803, Longboat Key, FL 34228
  • /17

    $3,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • House for Rent

    420 Firehouse Ct Unit 10, Longboat Key, FL 34228

    Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,

    Gregory Koss WAGNER REALTY

    420 Firehouse Ct Unit 10, Longboat Key, FL 34228
  • /2

    $337,500

    Sold Mar 26, 2026

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • Built 1969

    Last Sold Summary

    • 16% Below List Price
    • $245/SF
    • 284 Days On Market

    Current Estimated Value $344,075

    Last Listing Agent Adrienne Scott MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
    • /2

      Est $351,262

      Not Listed For Sale

      754 Spanish Dr S Unit 754, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,245 Sq Ft
      • Built 1968
      754 Spanish Dr S Unit 754, Longboat Key, FL 34228

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  • /19

    $375,000

    $50K PRICE DROP

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 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 as a Yacht Club Member. Direct access to Sarasota

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
  • /44

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr, Longboat Key, FL 34228

    Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath

    2425 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $1,499,000

    Sold Jul 07, 2026

    1445 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,642 Sq Ft
    • Built 1982

    Last Sold Summary

    • $567/SF
    • 11 Days On Market

    Current Estimated Value $1,855,940

    Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
    • /2

      Not Listed For Sale

      29 Main Street Dr, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 2019
      29 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S

  • /28

    $595,000

    • Land
    • 6,098 Sq Ft
    • $4,250,000 per Acre

    641 Broadway St, Longboat Key, FL 34228

    Discover the irresistible charm of historic Longbeach Village and seize a rare opportunity to build your dream island home on Longboat Key. Welcome to the lowest priced vacant single-family parcel available in the Village, an exceptional chance to design a custom residence just off the coast of Sarasota. This desired corner lot in the heart of the village offers flexible design possibilities,

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    641 Broadway St, Longboat Key, FL 34228
  • /50

    $2,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,423 Sq Ft
    • Condo for Rent

    885 Spanish Dr N, Longboat Key, FL 34228

    This beautifully updated/unfurnished two-bedroom, two-bath Spanish Main standalone villa with beach access is available for annual lease! The fully remodeled home features tile flooring throughout, a spacious chef’s kitchen, granite island and counters, and new appliances—all opening to a bright living area. The primary suite offers an en-suite bath with new tile shower and granite counter plus a

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    885 Spanish Dr N, Longboat Key, FL 34228
  • /2

    $500,000

    Sold May 01, 2026

    620 Companion Way, Longboat Key, FL 34228

    • Land
    • 8,276 Sq Ft
    • $2,631,579 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 68 Days On Market

    Current Estimated Value $507,349

    Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    620 Companion Way, Longboat Key, FL 34228
    • /2

      Est $61,047

      Not Listed For Sale

      408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

      • Studio
      • Built 1987
      408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  • /36

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,398 Sq Ft

    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

    It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram

    Janis Collier MICHAEL SAUNDERS & COMPANY

    4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
  • /49

    $10,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,143 Sq Ft
    • House for Rent

    3040 Grand Bay Blvd, Longboat Key, FL 34228

    Experience unparalleled luxury and breathtaking views from this stunning 9th-floor condominium at Grand Bay. From sunrise to sunset, enjoy panoramic vistas from your private wraparound balcony or through the floor-to-ceiling sliding glass doors that frame the living room. Designed for both relaxation and sophistication, this residence offers the elegance of a luxury waterfront home with the

    3040 Grand Bay Blvd, Longboat Key, FL 34228
  • /2

    $470,000

    Sold Jan 16, 2026

    3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 416 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,130/SF
    • 9 Days On Market

    Current Estimated Value $484,554

    Last Listing Agent Ryndie Brusco MICHAEL SAUNDERS & COMPANY

    3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228
    • /2

      Est $628,366

      Not Listed For Sale

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

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

      Last Sold Summary

      • 185 Days On Market

      Last Listing Agent Brian Leakeas COLDWELL BANKER REALTY

  • /78

    $2,495,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • /40

    $4,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • House for Rent

    616 Lyons Ln, Longboat Key, FL 34228

    Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a

    Steve Barthelemy ROOST REALTY INC.

    616 Lyons Ln, Longboat Key, FL 34228
  • /2

    $515,000

    Sold Jun 03, 2026

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Built 1982

    Last Sold Summary

    • 14% Below List Price
    • $406/SF
    • 23 Days On Market

    Current Estimated Value $530,106

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    • /2

      Est $911,935

      Not Listed For Sale

      615 Dream Island Place Unit 303, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,509 Sq Ft
      • Built 1985
      615 Dream Island Place Unit 303, Longboat Key, FL 34228

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Remi Drigan SATO REAL ESTATE INC.

  • /55

    $799,000

    Open Sun 1PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228

    Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry,

    Bruce Myer COLDWELL BANKER REALTY

    1906 Harbourside Dr Unit 303, Longboat Key, FL 34228
  • /56

    $19,975 Per Month

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft
    • House for Rent

    5801 Gulf of Mexico Dr, Longboat Key, FL 34228

    Welcome to your own Gulf-front retreat on Longboat Key!This expansive 4-bedroom, 3-bath home offers over 4,200 square feet of living space designed for relaxation, entertaining, and soaking in stunning beach views.Inside, you’ll find an open living and dining area with vaulted ceilings and multi-level walls of windows that bring in natural light and frame the Gulf.The

    5801 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $1,030,000

    Sold Oct 31, 2025

    3111 Bayou Sound, Longboat Key, FL 34228

    • 3 Beds
    • 5 Baths
    • 2,908 Sq Ft
    • Built 1984

    Last Sold Summary

    • 30% Below List Price
    • $354/SF
    • 203 Days On Market

    Current Estimated Value $1,180,176

    Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3111 Bayou Sound, Longboat Key, FL 34228
    • /2

      Not Listed For Sale

      2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

      • Built 1985
      2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Jennifer Wilson LBRE LLC

  • /38

    $1,349,000

    $100K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,761 Sq Ft

    392 Firehouse Ln, Longboat Key, FL 34228

    Under contract-accepting backup offers. Located on the coveted west side of Gulf of Mexico Drive, just steps from the beach, 392 Firehouse offers the relaxed coastal lifestyle Longboat Key is known for. Nestled on a quiet cul-de-sac surrounded exclusively by charming Key West-style homes, this beautifully updated residence blends timeless island architecture with thoughtful modern enhancements.

    Gina Ursini BRISTA REALTY LLC

    392 Firehouse Ln, Longboat Key, FL 34228
  • /52

    $14,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,498 Sq Ft
    • Condo for Rent

    Unlisted Address

    Pricing: In-Season: $14,500/month (60 Day Minimum) | Off-Season: $9,450/month | All rates include taxes and feesSunset at Banyan Bay is a beautifully appointed 2nd-floor Gulf-front condominium in the coveted Banyan Bay community on Longboat Key — one of Florida's most serene Gulf Coast barrier islands. This 3-bedroom, 3-bathroom residence sleeps up to 8 and offers sweeping views of the

    Dave Holt PMI SOUTHWEST FLORIDA

    Unlisted Address
  • /2

    $1,675,000

    Sold Mar 27, 2026

    3519 Fair Oaks Ln, Longboat Key, FL 34228

    • 5 Beds
    • 3.5 Baths
    • 3,924 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Below List Price
    • $427/SF
    • 5 Days On Market

    Current Estimated Value $1,735,876

    Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

    3519 Fair Oaks Ln, Longboat Key, FL 34228
    • /2

      Est $995,801

      Not Listed For Sale

      230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 750 Sq Ft
      • Built 1982
      230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home