Homes in ZIP Code 34228

• 

  

  

  /88

  $6,488,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,554 Sq Ft

  519 Rountree Dr, Longboat Key, FL 34228

  BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level—unlike many barrier island homes that transition to wood-frame construction above the flood elevation. The residence has already experienced recent hurricanes without damage. NEW CONSTRUCTION. 519 ROUNTREE is a privately positioned coastal residence offering over 6,400 square feet of indoor

  Colby Lengel COMPASS FLORIDA LLC

  519 Rountree Dr, Longboat Key, FL 34228
• 

  

  

  /39

  $12,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft
  • Condo for Rent

  4325 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

  Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your perfect vacation retreat, located directly on the Gulf of Mexico, this lovely condo has all you need. The updated kitchen has a center Island with breakfast bar, farm-style sink, and stainless steel

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4325 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
• 

  

  /2

  $2,700,000

  Sold Jul 14, 2025

  549 Sloop Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 4,127 Sq Ft
  • Built 2000

  Last Sold Summary

  • 37% Below List Price
  • $654/SF
  • 255 Days On Market

  Current Estimated Value $2,704,553

  Last Listing Agent Tracey Stetler COLDWELL BANKER REALTY

  549 Sloop Ln, Longboat Key, FL 34228
• 

  

  /2

  Est $3,861,810

  Not Listed For Sale

  1241 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  • 3 Beds
  • 5 Baths
  • 3,400 Sq Ft
  • Built 1996

  1241 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Last Sold Summary

  • 278 Days On Market
• 

  

  

  /51

  $1,050,000

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

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

  Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
• 

  

  /69

  $25,000 Per Month

  • 3 Beds
  • 3 Baths
  • 3,230 Sq Ft
  • House for Rent

  690 Old Compass Rd, Longboat Key, FL 34228

  Coveted lifestyle and location on one of the widest deep water canals on LONGBOAT KEY with direct access to Sarasota Bay with no bridges! This house has been totally renovated right down to the studs giving you 3,230 square feet of total luxury living. Meticulously maintained, this home has 3 bedrooms. The primary bedroom is en-suite with a king size bed, 2nd and 3rd bedrooms feature queen size

  Teresa Ribaudo JENNETTE PROPERTIES INC

  690 Old Compass Rd, Longboat Key, FL 34228
• 

  /2

  $2,200,000

  Sold Jan 08, 2026

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  • 2 Beds
  • 3 Baths
  • 2,655 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $829/SF
  • 221 Days On Market

  Current Estimated Value $2,249,635

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
• 

  

  /80

  Est $1,535,345

  Not Listed For Sale

  2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Built 1984

  2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market
• 

  

  /44

  $9,400,000

  $2M PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,982 Sq Ft

  600 Putter Ln, Longboat Key, FL 34228

  Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the

  Kathleen Callender FLORIDA CAPITAL REALTY

  600 Putter Ln, Longboat Key, FL 34228
• 

  

  /55

  $11,950 Per Month

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

  2425 Gulf of Mexico Dr Unit 14B, 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,

  Andrey markov ANMARK REALTY LLC

  2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
• 

  /2

  $1,690,000

  Sold May 27, 2026

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,365 Sq Ft
  • Built 1991

  Last Sold Summary

  • 35% Below List Price
  • $715/SF
  • 333 Days On Market

  Current Estimated Value $1,782,803

  Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
• 

  

  /29

  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 693 Sq Ft
  • Built 2007

  3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228

  Last Sold Summary

  • 61 Days On Market
• 

  

  /49

  $3,140,000

  $135K PRICE DROP

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

  595 Bowsprit Ln, Longboat Key, FL 34228

  Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this 4-bedroom, 2.5-bath home, effective year 2016, in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  595 Bowsprit Ln, Longboat Key, FL 34228
• 

  

  /44

  $15,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 2,135 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

  Gorgeous gulf front vacation rental available now through 2027!! You will love this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
• 

  /2

  $3,100,000

  Sold Jan 07, 2026

  435 L Ambiance Dr Unit K506, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,820 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,099/SF
  • 12 Days On Market

  Current Estimated Value $3,176,279

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  435 L Ambiance Dr Unit K506, Longboat Key, FL 34228
• 

  

  /69

  Est $806,233

  Not Listed For Sale

  5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,498 Sq Ft
  • Built 1974

  5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  Last Sold Summary

  • 58 Days On Market
• 

  

  /17

  $300,000

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

  A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. 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

  Jennifer Wilson LBRE LLC

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

  

  /26

  $7,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  640 Broadway St, Longboat Key, FL 34228

  Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024

  Christina Vescovo LPT REALTY, LLC

  640 Broadway St, Longboat Key, FL 34228
• 

  /2

  $8,625,000

  Sold Feb 23, 2026

  600 Wedge Ln, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 4,338 Sq Ft
  • Built 2016

  Last Sold Summary

  • 13% Below List Price
  • $1,988/SF
  • 65 Days On Market

  Current Estimated Value $8,504,734

  Last Listing Agent Debra Lichter SARASOTA BEACH TO BAY INC

  600 Wedge Ln, Longboat Key, FL 34228
• 

  

  /48

  Not Listed For Sale

  210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1982

  210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228

  Last Sold Summary

  • 6 Days On Market
• 

  

  /62

  $1,650,000

  $350K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  524 Ketch Ln, Longboat Key, FL 34228

  Under contract-accepting backup offers. Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  524 Ketch Ln, Longboat Key, FL 34228
• 

  

  /41

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Property for Rent

  1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228

  Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH located Behind the Gates of Longboat Key. GULF VIEWS FROM EVERY ROOM. A top of the line remodel with 2 spacious bedrooms with walk-in closets. The master bedroom ensuite has a king size bed and guest bedroom is a queen size. 2 updated bathrooms with walk-in closets and views of

  Marni Hayden CHROME REALTY LLC

  1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
• 

  /2

  $525,000

  Sold Mar 13, 2026

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Built 1969

  Last Sold Summary

  • 19% Below List Price
  • $490/SF
  • 87 Days On Market

  Current Estimated Value $545,790

  Last Listing Agent Marsha Winegarden WAGNER REALTY

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228
• 

  

  /29

  Est $1,172,281

  Not Listed For Sale

  1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1982

  1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Last Sold Summary

  • 155 Days On Market
• 

  

  /60

  $1,049,000

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228

  Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located

  Bruce Meyer MICHAEL SAUNDERS & COMPANY

  1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
• 

  

  /63

  $10,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft
  • Condo for Rent

  2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228

  Booked Dec 1st 2026-March 31st 2027. **Beachfront Bliss with Stunning Gulf Views** Experience coastal living at its finest in this beautifully updated beachfront condo. The bright, open living area flows seamlessly onto a spacious private balcony where you can enjoy panoramic Gulf views, sea breezes, and unforgettable sunsets. The renovated kitchen features sleek countertops, stainless steel

  Jennifer Le Blanc PRECISE REALTY CORP

  2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
• 

  /2

  $625,000

  Sold Aug 07, 2025

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

  • Land
  • 6,098 Sq Ft
  • $4,464,286 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 185 Days On Market

  Current Estimated Value $623,443

  Last Listing Agent Brian Leakeas COLDWELL BANKER REALTY

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

  

  /42

  Est $855,756

  Not Listed For Sale

  1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1981

  1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market
• 

  

  /30

  $485,000

  Open Sat 1PM - 3PM $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  605 Sutton Place Unit 102, Longboat Key, FL 34228

  Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  605 Sutton Place Unit 102, Longboat Key, FL 34228
• 

  

  /28

  $2,500 Per Month

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

  3808 Gulf of Mexico Dr Unit E205, Longboat Key, FL 34228

  1-bed, 1-bath seasonal rental 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 deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3808 Gulf of Mexico Dr Unit E205, Longboat Key, FL 34228
• 

  /2

  $2,285,000

  Sold Mar 31, 2026

  617 Neptune Ave, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,939 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $777/SF
  • 7 Days On Market

  Current Estimated Value $2,298,983

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  617 Neptune Ave, Longboat Key, FL 34228
• 

  

  /19

  Not Listed For Sale

  2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228

  • Studio
  • 1,155 Sq Ft
  • Built 1982

  2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228

  Last Sold Summary

  • 5 Days On Market
• 

  

  /20

  $425,000

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

  Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip is near the seawall, 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 is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. Unlike most slips here, this does

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-05, Longboat Key, FL 34228
• 

  

  /39

  $30,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,230 Sq Ft
  • House for Rent

  6925 Longboat Dr S, Longboat Key, FL 34228

  Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful decor

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  6925 Longboat Dr S, Longboat Key, FL 34228
• 

  /2

  $600,000

  Sold Apr 08, 2026

  521 Broadway St, Longboat Key, FL 34228

  • Land
  • 1 Acre
  • $600,000 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 0 Days On Market

  Current Estimated Value $633,956

  Last Listing Agent Gerald Cunningham KELLER WILLIAMS ON THE WATER S

  521 Broadway St, Longboat Key, FL 34228
• 

  

  /18

  Est $342,737

  Not Listed For Sale

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

  • Studio
  • Built 1983

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

  Last Sold Summary

  • 381 Days On Market
• 

  

  /18

  $2,495,000

  New Construction $350K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  640 Lyons Ln, Longboat Key, FL 34228

  Virtually Staged. Under Construction. Welcome to 640 Lyons Lane — a rare opportunity to purchase a brand-new, fully constructed home on one of North Longboat Key’s most distinctive streets with homes on only one side and protected wetlands on the other. This location offers unmatched privacy, tranquil views, and a true coastal retreat. The plans can be updated to meet your requirements, or even

  Adrian Johnson SEA BREEZE REAL ESTATE LLC

  640 Lyons Ln, Longboat Key, FL 34228
• 

  

  /59

  $11,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,772 Sq Ft
  • House for Rent

  3390 Bayou Sound, Longboat Key, FL 34228

  **Two-Month Minimum Rental** Escape to paradise at this beautifully updated Bay Isles retreat on Longboat Key. Nestled among lush tropical landscaping and majestic oak trees, this private island getaway offers the perfect blend of luxury, comfort, and relaxation. Located within the exclusive gated community of Bay Isles, guests enjoy easy access to Longboat Key's world-renowned beaches, marinas,

  Jennifer Le Blanc PRECISE REALTY CORP

  3390 Bayou Sound, Longboat Key, FL 34228
• 

  /2

  $6,000,000

  Sold Oct 03, 2025

  1591 Gulf of Mexico Dr Unit 511, Longboat Key, FL 34228

  • 2 Beds
  • 2.5 Baths
  • 3,130 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $1,917/SF
  • 99 Days On Market

  Current Estimated Value $6,029,002

  Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 511, Longboat Key, FL 34228
• 

  /2

  Est $666,205

  Not Listed For Sale

  5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228

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

  5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228

  Last Sold Summary

  • 45 Days On Market

Showing Results 321 - 360, Page 9 of 18