Longboat Key, FL Homes

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  /36

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

  Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
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  /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
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  /2

  $583,950

  Sold Apr 01, 2026

  1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $547/SF
  • 137 Days On Market

  Current Estimated Value $599,723

  Last Listing Agent Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
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  /2

  Est $3,693,544

  Not Listed For Sale

  3480 Bayou Sound, Longboat Key, FL 34228

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft
  • Built 2024

  3480 Bayou Sound, Longboat Key, FL 34228

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY
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  /89

  $974,500

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
• 

  

  /20

  $11,000 Per Month

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

  807 Bayport Way, 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, Longboat Key, FL 34228
• 

  /2

  $1,387,500

  Sold May 08, 2026

  2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $931/SF
  • 112 Days On Market

  Current Estimated Value $1,401,912

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228
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  /2

  Est $403,657

  Not Listed For Sale

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  • Studio
  • Built 1983

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC
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  /46

  $359,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
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  /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
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  /2

  $1,560,000

  Sold Oct 28, 2025

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228

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

  Last Sold Summary

  • 11% Below List Price
  • $634/SF
  • 185 Days On Market

  Current Estimated Value $1,553,859

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft
  • Built 1988

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  Last Sold Summary

  • 248 Days On Market

  Last Listing Agent Michael Sexton SAFE LIST REALTY, LLC
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  /82

  $949,000

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

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  806 Bayport Way Unit 806, Longboat Key, FL 34228
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  /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
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  /2

  $1,600,000

  Sold Mar 16, 2026

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $627/SF
  • 70 Days On Market

  Current Estimated Value $1,686,293

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228
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  /2

  Est $2,046,124

  Not Listed For Sale

  571 Golf Links Ln, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • Built 1968

  571 Golf Links Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 244 Days On Market

  Last Listing Agent Patricia Hanly HANLY ASSOCIATES REALTY
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  /67

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 2,485 Sq Ft

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /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
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  /2

  $2,250,000

  Sold Jul 08, 2026

  455 Longboat Club Rd Unit 408, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,780 Sq Ft
  • Built 1990

  Last Sold Summary

  • 13% Below List Price
  • $809/SF
  • 119 Days On Market

  Current Estimated Value $2,325,576

  Last Listing Agent Gina Ursini BRISTA REALTY LLC

  455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
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  /2

  Est $2,523,555

  Not Listed For Sale

  3365 Bayou Gate, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 3,528 Sq Ft
  • Built 2013

  3365 Bayou Gate, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Ryan Heers COLDWELL BANKER REALTY
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  /64

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  3301 Bayou Rd, Longboat Key, FL 34228

  Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively,

  

  Michele Tanner

  PREFERRED SHORE LLC

  3301 Bayou Rd, Longboat Key, FL 34228
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  /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
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  /2

  $7,700,000

  Sold Apr 17, 2026

  501 Harbor Point Rd, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 6,125 Sq Ft
  • Built 1989

  Last Sold Summary

  • 33% Below List Price
  • $1,257/SF
  • 502 Days On Market

  Current Estimated Value $7,569,112

  Last Listing Agent Rich Polese COMPASS FLORIDA LLC

  501 Harbor Point Rd, Longboat Key, FL 34228
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  /20

  Not Listed For Sale

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  • Studio

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC
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  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /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

  $1,940,000

  Sold Dec 19, 2025

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $817/SF
  • 321 Days On Market

  Current Estimated Value $1,960,409

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228
• 

  /2

  Est $893,657

  Not Listed For Sale

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

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

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Ann Martin MICHAEL SAUNDERS & COMPANY
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  /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
• 

  

  /57

  $10,000 Per Month

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

  519 Bayport Way Unit 519, Longboat Key, FL 34228

  Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  519 Bayport Way Unit 519, Longboat Key, FL 34228
• 

  /2

  $1,550,000

  Sold Nov 07, 2025

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $1,062/SF
  • 163 Days On Market

  Current Estimated Value $1,563,747

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
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  /30

  Est $1,083,068

  Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Roger Pettingell 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
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  /54

  $6,000 Per Month

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

  517 Bayport Way Unit 517, Longboat Key, FL 34228

  Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  517 Bayport Way Unit 517, Longboat Key, FL 34228
• 

  /2

  $325,000

  Sold Apr 20, 2026

  576 Sutton Place, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1972

  Last Sold Summary

  • 29% Below List Price
  • $256/SF
  • 109 Days On Market

  Current Estimated Value $335,632

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  576 Sutton Place, Longboat Key, FL 34228
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  /69

  Not Listed For Sale

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 6 Beds
  • 4.5 Baths
  • 3,470 Sq Ft
  • Built 1950

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S
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  /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
• 

  

  /40

  $10,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Condo for Rent

  615 Dream Island Place Unit 201, Longboat Key, FL 34228

  BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  615 Dream Island Place Unit 201, Longboat Key, FL 34228
• 

  /2

  $1,650,000

  Sold Jun 10, 2026

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,122 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Below List Price
  • $778/SF
  • 215 Days On Market

  Current Estimated Value $1,630,645

  Last Listing Agent Courtney Tarantino COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228
• 

  

  /57

  Est $4,892,181

  Not Listed For Sale

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 2007

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Judy Nimz MICHAEL SAUNDERS & COMPANY

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