11,338

Longboat Key, FL Homes

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  • /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
  • /53

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft
    • Condo for Rent

    Unlisted Address

    SEAPLACE on LONGBOAT KEY. Relax and spend your winter days at this tropical seaside paradise. This pretty two bedroom condominium is well appointed with a king size bed in the primary suite. Primary bathroom has a walk in shower. SEAPLACE has all the amenities. to enjoy your stay: Two swimming pools, tennis courts, fitness center, clubhouse, and the most amazing beach on LBK. Just minutes to ST

    Jane Hunter JENNETTE PROPERTIES INC

    Unlisted Address
  • /2

    $1,825,000

    Sold Aug 26, 2025

    3322 Bayou Rd, Longboat Key, FL 34228

    • 5 Beds
    • 3 Baths
    • 3,441 Sq Ft
    • Built 1982

    Last Sold Summary

    • 20% Below List Price
    • $530/SF
    • 111 Days On Market

    Current Estimated Value $1,949,640

    Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    3322 Bayou Rd, Longboat Key, FL 34228
    • /2

      Est $1,322,483

      Not Listed For Sale

      765 Saint Judes Dr N, Longboat Key, FL 34228

      • 4 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1963
      765 Saint Judes Dr N, Longboat Key, FL 34228

  • /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
  • /53

    $13,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,349 Sq Ft
    • House for Rent

    501 Channel Ln, Longboat Key, FL 34228

    **Looking for a 3 month rental for January-March 2027.** Booked all of July, September, Novemeber 2026, April 1st-Dec 31st 2027Experience elevated island living in this stunning coastal retreat featuring 4 bedrooms, 3 bathrooms, a private pool, and exceptional indoor-outdoor entertaining spaces. Designed with comfort and style in mind, the bright open-concept living area features soaring

    Jennifer Le Blanc PRECISE REALTY CORP

    501 Channel Ln, Longboat Key, FL 34228
  • /2

    $2,200,000

    Sold Jan 19, 2026

    548 Ketch Ln, Longboat Key, FL 34228

    • 2 Beds
    • 3 Baths
    • 2,273 Sq Ft
    • Built 1972

    Last Sold Summary

    • $968/SF
    • 0 Days On Market

    Current Estimated Value $2,054,951

    Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

    548 Ketch Ln, Longboat Key, FL 34228
    • /57

      Est $437,650

      Not Listed For Sale

      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1974
      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Debby McCaig COLDWELL BANKER REALTY

  • /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
  • /41

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • Condo for Rent

    4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228

    VACATION ALL YEAR ROUND! AVAILABLE FOR AN ANNUAL LEASE! Beautifully updated Gulf-front condo with stunning water views and refined coastal finishes. The chef’s kitchen offers high-end appliances, a center island with beverage chiller, and elegant details throughout. The living area opens to a large lanai with unobstructed Gulf views. The primary suite features a king bed, large flat-screen TV,

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228
  • /2

    $675,000

    Sold Feb 17, 2026

    723 Bayport Way Unit 723, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $454/SF
    • 6 Days On Market

    Current Estimated Value $678,795

    Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

    723 Bayport Way Unit 723, Longboat Key, FL 34228
    • /2

      Est $505,146

      Not Listed For Sale

      3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,187 Sq Ft
      • Built 1971
      3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Karin Leereveld COLDWELL BANKER REALTY

  • /60

    $949,000

    $100K PRICE DROP
    • 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
  • /66

    $12,000 Per Month

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

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

    SEASONAL: 90 day minimum. No damages sustained in Hurricane. Beautiful unit from floor to ceiling – you’ll just love the magnificent views from every room plus the 85 inch TV in this direct Gulf front residence. Perched on the seventh floor of Sea Gate, this Southern Longboat community offers gorgeous sand beaches, great location and amazing sunsets! This two bedroom, two bath condominium is

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
  • /2

    $760,000

    Sold Jan 16, 2026

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $650/SF
    • 19 Days On Market

    Current Estimated Value $768,306

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    • /2

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1977
      3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  • /30

    $485,000

    $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
  • /75

    $11,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,657 Sq Ft
    • House for Rent

    500 Schooner Ln, Longboat Key, FL 34228

    Booked October 1st-31st, Dec. 8th 2026-April 15th 2027, May 1st-June 1st 2027 **2-Week Minimum Stay Required** Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both bedrooms offer tranquil

    Jennifer Le Blanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • /2

    $2,700,400

    Sold Jan 15, 2026

    598 Lyons Ln, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,276 Sq Ft
    • Built 2021

    Last Sold Summary

    • 8% Below List Price
    • $1,186/SF
    • 35 Days On Market

    Current Estimated Value $2,662,096

    Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    598 Lyons Ln, Longboat Key, FL 34228
    • /79

      Not Listed For Sale

      90 Main Street Dr, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 568 Sq Ft
      • Built 1959
      90 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Crystal Cain RE/MAX SELECT PROFESSIONALS

  • /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
  • /24

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228

    Available 05/01/2026 through 12/30/2026 FOR $5000. LEASED SEASON JAN, 2026 THROUGH MARCH, 2027. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf complex. Located in the gated Longboat Key club and Resort. A spacious 2 bedroom, 2 bathroom unit turn-key furnished. Both bedrooms have

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
  • /2

    $1,200,000

    Sold Apr 28, 2026

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1979

    Last Sold Summary

    • 32% Below List Price
    • $633/SF
    • 84 Days On Market

    Current Estimated Value $1,229,258

    Last Listing Agent Sandra Endres COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    • /2

      Est $1,322,697

      Not Listed For Sale

      2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,491 Sq Ft
      • Built 1972
      2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  • /60

    $3,275,000

    $320K PRICE DROP Pending
    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft

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

    Under contract-accepting backup offers. Welcome to an extraordinary corner residence at The Water Club where timeless elegance meets effortless coastal living on Longboat Key. Offering 3,275 square feet of beautifully designed interior space, this 3-bedroom, 4.5-bath condominium captures sweeping unobstructed expansive views of the Gulf of Mexico, glowing sunsets, Sarasota Bay, and the city

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
  • /69

    $40,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 3,130 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 410, Longboat Key, FL 34228

    An exceptional opportunity to lease the largest two-bedroom residence at the prestigious St. Regis Longboat Key. This premier corner home offers sweeping panoramic views of the Gulf of Mexico, Sarasota Bay, lush resort grounds, and the tropical saltwater lagoon, all enjoyed from an expansive wraparound terrace. Bathed in natural light, the spacious living area is ideal for entertaining and

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 410, Longboat Key, FL 34228
  • /2

    $350,000

    Sold Sep 15, 2025

    655 Spanish Way, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft
    • Built 1968

    Last Sold Summary

    • 11% Below List Price
    • $282/SF
    • 74 Days On Market

    Current Estimated Value $364,240

    Last Listing Agent Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    655 Spanish Way, Longboat Key, FL 34228
    • /45

      Est $1,388,364

      Not Listed For Sale

      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft
      • Built 1981
      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  • /19

    $225,000

    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228

    Quick access to dock you boat! Located just inside the marina on the east side. This 48 x 20 foot slip at Longboat Key Club Moorings is located on the north side of P-dock. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228
  • /37

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,399 Sq Ft
    • House for Rent

    957 Spanish Dr N, Longboat Key, FL 34228

    AVAILABLE STARTING MAY 1, 2026. WITH 4 MONTH MINUMUM RENTAL DURING SEASON and 3 MONTHS OFF SEASON. FULL WATERFRONT NEWLY RENOVATED and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease December to April is $7,000 per month (OR inquire about annual/off season option at $5,500/month). Utilities, Cable and Tax included! Waterfront Villa with Panoramic Bay Views - Spanish Main

    Norma Mladineo COLDWELL BANKER REALTY

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

    $2,500,000

    Sold Apr 16, 2026

    600 Dream Island Rd, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft
    • Built 1970

    Last Sold Summary

    • 30% Below List Price
    • $1,261/SF
    • 276 Days On Market

    Current Estimated Value $2,457,689

    Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

    600 Dream Island Rd, Longboat Key, FL 34228
    • /2

      Est $1,401,682

      Not Listed For Sale

      1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228

      • 4 Beds
      • 3 Baths
      • 2,425 Sq Ft
      • Built 1977
      1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228

      Last Sold Summary

      • 186 Days On Market

      Last Listing Agent Oliver Giesser EXP REALTY LLC

  • /55

    $2,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,382 Sq Ft

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

    Positioned on the fourth floor of Marina Bay Building I, this fully renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a single-family

    Roger Pettingell COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • /42

    $7,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    SEASONAL: Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, in unit washer/dryer, large walk-in closets and covered parking. The Master suite

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
  • /2

    $1,430,000

    Sold Jun 03, 2026

    1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228

    • 2 Beds
    • 3 Baths
    • 1,971 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $726/SF
    • 76 Days On Market

    Current Estimated Value $1,454,604

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
    • /49

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 680 Sq Ft
      • Built 1974
      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

  • /82

    $629,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228

    Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers

    Michael Renick MANGROVE REALTY ASSOCIATES

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
  • /18

    $3,000 Per Month

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

    747 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

    GORGEOUS BAY VIEWS. Located in a quiet association of only eight units. Annual Unfurnished unit; open kitchen/living and dining area with master bedroom and tub/shower combo in en-suite bath. Canal views with private dock and boat lift (a boater and fisherman's dream). Drop a line outside your back door! Screened lanai with washer/dryer. Exterior parking immediately outside the unit with gas BBQ

    Gregory Koss WAGNER REALTY

    747 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
  • /2

    $1,100,000

    Sold Feb 17, 2026

    2110 Harbourside Dr Unit 558, Longboat Key, FL 34228

    • 2 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $431/SF
    • 11 Days On Market

    Current Estimated Value $1,136,942

    Last Listing Agent Scott Rickards RE/MAX ALLIANCE GROUP

    2110 Harbourside Dr Unit 558, Longboat Key, FL 34228
    • /50

      Est $1,401,308

      Not Listed For Sale

      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,839 Sq Ft
      • Built 1981
      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

Showing Results 281 - 320, Page 8 of 18

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