Longboat Key, FL Homes

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  $849,900

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

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

  One or more photo(s) has been virtually staged. Experience the ultimate beachfront lifestyle in this stunning 1,393 sq. ft. 2-bedroom, 2-bathroom retreat on Longboat Key. Perfectly positioned on the third floor, this home offers amazing views of the beautiful beaches and the endless Gulf horizon—visible from nearly every room! Wake up to the sound of waves in the master suite, where sliding doors

  Donna Wrobel BERKSHIRE HATHAWAY HOMESERVICE

  4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
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  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Condo for Rent

  3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228

  Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease.

  Janette Schafer COLDWELL BANKER REALTY

  3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
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  $1,750,000 Sold Oct 27, 2025

  6011 Emerald Harbor Dr, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $907/SF
  • 0 Days On Market

  Current Estimated Value $1,726,432

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  6011 Emerald Harbor Dr, Longboat Key, FL 34228
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  /36

  Est $963,273 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

  • 16% Below List Price
  • $1,798/SF
  • 0 Days On Market

  • Last Sold Price $1,140,000
  • Jan 24, 2024

  Last Listing Agent Norma Mladineo COLDWELL BANKER REALTY
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  $975,000 Pending

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft

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

  Under contract-accepting backup offers. Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of luxury, comfort, and high rental potential. Situated within the meticulously maintained Seagrape Inn, this turnkey furnished unit is an investor’s dream, boasting a potential gross annual revenue of $108,000 and a net operating income of

  Patrick Brogley KELLER WILLIAMS ON THE WATER S

  5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
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  /54

  $6,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Seasonal/short term 2/2 condo rental with full water view on Longboat Key.

  3240 Gulf of Mexico Dr, Longboat Key, FL 34228

  Seasonal / Short-Term Rental on Longboat KeyVacation in one of the nation’s most celebrated coastal destinations, where a leading national travel magazine ranked Longboat Key among the Top 5 Best Islands in the United States. Experience the beauty firsthand while enjoying breathtaking water views from nearly every room of this stunning condominium at Portobello. This beautifully renovated and

  3240 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $1,000,000 Sold Feb 26, 2026

  3543 Mistletoe Ln, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,239 Sq Ft
  • Built 1991

  Last Sold Summary

  • 33% Below List Price
  • $309/SF
  • 89 Days On Market

  Current Estimated Value $1,249,367

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  3543 Mistletoe Ln, Longboat Key, FL 34228
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  /79

  Est $5,526,325 Not Listed For Sale

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  • 5 Beds
  • 6.5 Baths
  • 5,225 Sq Ft
  • Built 1996

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Last Sold Summary

  • $1,053/SF
  • 501 Days On Market

  • Last Sold Price $5,500,000
  • Nov 20, 2023

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
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  $2,595,000 Pending

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

  3408 Fair Oaks Ln, Longboat Key, FL 34228

  Under contract-accepting backup offers. Elegant 5BR/5BA home in the gated community of Corey’s Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings, and refined design for both comfort and style. The light-filled great room with 22-ft ceilings opens to a gourmet kitchen with stone countertops, breakfast bar,

  Bruce Myer COLDWELL BANKER REALTY

  3408 Fair Oaks Ln, Longboat Key, FL 34228
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  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft
  • Condo for Rent

  775 Longboat Club Rd Unit 405, Longboat Key, FL 34228

  AVAILABLE 2026 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the sugary beach of Longboat Key with lounge chairs and umbrellas provided. Wrap around balcony with partial Gulf of Mexico and Longboat Key Club golf views. Washer/dryer in the unit, pool, fitness

  Brenda Cozy COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 405, Longboat Key, FL 34228
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  $357,000 Sold Dec 19, 2025

  4390 Exeter Dr Unit 104, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 837 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $427/SF
  • 22 Days On Market

  Current Estimated Value $357,125

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4390 Exeter Dr Unit 104, Longboat Key, FL 34228
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  Est $1,606,717 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1973

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

  Last Sold Summary

  • 7% Below List Price
  • $1,173/SF
  • 23 Days On Market

  • Last Sold Price $1,725,000
  • Feb 16, 2024

  Last Listing Agent Robert Delaney Michael Saunders
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  $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
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  $6,900 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  535 Forest Way, Longboat Key, FL 34228

  Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this chic, playful, and stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island’s most sought-after communities—offering a unique blend of tropical charm, resort-style amenities, and a peaceful coastal atmosphere.Step

  Andy Moore GULF COAST REALTY & MANAGEMENT

  535 Forest Way, Longboat Key, FL 34228
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  $14,000,000 Sold Apr 30, 2026

  5581 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 10 Beds
  • 22 Baths
  • 8,529 Sq Ft
  • Built 1952

  Last Sold Summary

  • 7% Below List Price
  • $1,641/SF
  • 0 Days On Market

  Current Estimated Value $7,642,669

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  5581 Gulf of Mexico Dr, Longboat Key, FL 34228
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  Est $943,680 Not Listed For Sale

  5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1980

  5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Last Sold Summary

  • 13% Below List Price
  • $921/SF
  • 34 Days On Market

  • Last Sold Price $1,090,000
  • Oct 18, 2023

  Last Listing Agent Beth Pheney FINE PROPERTIES
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  $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, furnished two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features

  Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  $25,000 Per Month

  • 1 Bed
  • 2 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228

  Welcome Serenity Oasis, your paradise at The Residences at the St.Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat. The expansive living room is

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
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  $1,000,000 Sold Jul 01, 2025

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

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

  Last Sold Summary

  • 13% Below List Price
  • $1,333/SF
  • 58 Days On Market

  Current Estimated Value $969,514

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
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  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 657 Sq Ft
  • Built 2018

  3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228

  Last Sold Summary

  • $510/SF
  • 31 Days On Market

  • Last Sold Price $335,000
  • Jun 04, 2024

  Last Listing Agent Mike Sansenbach COLDWELL BANKER REALTY
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  /57

  $2,195,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  513 Outrigger Ln, Longboat Key, FL 34228

  Under contract-accepting backup offers. Set at the quiet end of the canal, with open water just beyond the dock and the beach only minutes away, this Country Club Shores home offers an easy, comfortable waterfront lifestyle on South Longboat Key. The 4-bedroom, 3-bath residence spans approximately 2,162 square feet and has been thoughtfully updated to feel open, inviting, and easy to live in.

  Bruce Myer COLDWELL BANKER REALTY

  513 Outrigger Ln, Longboat Key, FL 34228
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  $5,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Condo for Rent

  5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  Available starting July 15, 2026! 60 Day Minimum Lease. Fully remodeled and impeccably furnished with Gulf views on Longboat Key, this top-floor 2-bedroom, 2-bath residence offers breathtaking views of the beach and Gulf of Mexico. The clear Caribbean-blue waters and white sand beaches are perfectly complemented by the beautifully redesigned interior and thoughtfully updated floor plan. The

  Scott Nold TNG PROPERTY MANAGEMENT

  5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
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  $600,000 Sold Dec 08, 2025

  780 Jungle Queen Way, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 1,242 Sq Ft
  • Built 1962

  Last Sold Summary

  • 29% Below List Price
  • $483/SF
  • 207 Days On Market

  Current Estimated Value $637,419

  Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

  780 Jungle Queen Way, Longboat Key, FL 34228
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  Est $735,662 Not Listed For Sale

  4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

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

  4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Last Sold Summary

  • 10% Below List Price
  • $525/SF
  • 66 Days On Market

  • Last Sold Price $819,000
  • Jan 19, 2024

  Last Listing Agent Michael Albano, PA COLDWELL BANKER REALTY
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  $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
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  $11,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • Condo for Rent

  1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHPLACE is one of Longboat Key's most popular vacation rental resorts on the Island. The condo views from this unit look onto the Gulf of Mexico and the well manicured grounds of the community. Relax on the lanai and take in the beautiful gulf views at sunset. The

  Margaret Young JENNETTE PROPERTIES, INC.

  1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  $275,000 Sold Jun 16, 2025

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

  Last Sold Summary

  • 8% Below List Price
  • 23 Days On Market

  Current Estimated Value $261,649

  Last Listing Agent Jessica Hurley PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228
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  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

  • 2 Beds
  • 1.5 Baths
  • 720 Sq Ft
  • Built 2023

  3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

  Last Sold Summary

  • $694/SF
  • 2 Days On Market

  • Last Sold Price $500,000
  • Dec 07, 2023

  Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC
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  /18

  $2,495,000 New Construction

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

  640 Lyons Ln, Longboat Key, FL 34228

  One or more photo(s) has been 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

  Adrian Johnson SEA BREEZE REAL ESTATE LLC

  640 Lyons Ln, Longboat Key, FL 34228
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  $4,800 Per Month

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

  3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  VACATION RENTAL!!! AVAILABLE JAN - MARCH 2026! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
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  $2,700,000 Sold Jan 28, 2026

  6473 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,804 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Above List Price
  • $963/SF
  • 30 Days On Market

  Current Estimated Value $2,683,868

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  6473 Gulf of Mexico Dr, Longboat Key, FL 34228
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  Est $634,518 Not Listed For Sale

  4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

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

  4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Last Sold Summary

  • 3% Below List Price
  • $494/SF
  • 163 Days On Market

  • Last Sold Price $655,000
  • Jun 25, 2024

  Last Listing Agent Andree Huffine COLDWELL BANKER REALTY
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  $899,000

  • 2 Beds
  • 2 Baths
  • 1,715 Sq Ft

  2020 Harbourside Dr Unit 417, Longboat Key, FL 34228

  A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl

  Bruce Myer COLDWELL BANKER REALTY

  2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
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  $14,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

  Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
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  $738,000 Sold Oct 14, 2025

  5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1973

  Last Sold Summary

  • 33% Below List Price
  • $497/SF
  • 186 Days On Market

  Current Estimated Value $728,396

  Last Listing Agent Bo Fuller FULLER GROUP

  5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /25

  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 676 Sq Ft
  • Built 1991

  3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

  Last Sold Summary

  • $422/SF
  • 141 Days On Market

  • Last Sold Price $285,000
  • Apr 24, 2024

  Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC
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  $2,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,098 Sq Ft

  5970 Emerald Harbor Dr, Longboat Key, FL 34228

  Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously

  Bruce Myer COLDWELL BANKER REALTY

  5970 Emerald Harbor Dr, Longboat Key, FL 34228
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  $7,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Condo for Rent

  1930 Harbourside Dr Unit 134, Longboat Key, FL 34228

  GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
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  $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 $1,835,684

  Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  3322 Bayou Rd, Longboat Key, FL 34228
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  Est $645,269 Not Listed For Sale

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft
  • Built 1983

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

  Last Sold Summary

  • 14% Below List Price
  • $1,168/SF
  • 9 Days On Market

  • Last Sold Price $750,000
  • May 05, 2023

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

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