Homes in ZIP Code 34228

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  /5

  $43,500

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228

  Welcome to Slip #2112 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This slip accommodates boats up to 23'6''Lx8'6''Wx7'2''H (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
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  /60

  $2,800 per month

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

  3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  1-bed, 1-bath 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 community

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
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  /2

  $795,000 Sold Jun 30, 2025

  • 1,569 Sq Ft
  • $507/SF
  • 35 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Enjoy the best of Gulf-front living in this well-appointed 2-bedroom, 2-bath residence with a flexible study/den in the Players Club, a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and a comfortable interior with tile floors throughout the main living areas and a neutral, coastal color palette. A wall of sliding

  Bruce Myer COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228
• 

  

  

  /15

  $300,000

  2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228

  The middle pier, right in front at Longboat Key Club! I-09, a 60 ft x 21 ft. slip in the marina. This is the only north-south pier in the marina; plenty of deep water and cool breezes. 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

  2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228
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  /53

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Condo for Rent

  840 Bayport Way Unit 840, Longboat Key, FL 34228

  This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The

  Shirley Cuddy REALTY SERVICES INC

  840 Bayport Way Unit 840, Longboat Key, FL 34228
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  /2

  $1,800,000 Sold Jun 30, 2025

  • 2,612 Sq Ft
  • $689/SF
  • 80 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1993

  612 Weston Pointe Ct, Longboat Key, FL 34228

  CONTRACT CANCELLATION DUE TO BUILD OUT LIMITATION TO FOOTPRINT OF PROPERTY TO THE EXTENT OF WHAT BUYER WANTED. Seldom is there an opportunity to purchase one of these casita homes in Weston Pointe which is, quite possibly, the best BOATABLE single family home community on Longboat Key. Not only does it come with a boat slip, complete with lift, but it is also the closest proximity of any to the

  Cindy Schatzle COLDWELL BANKER REALTY

  612 Weston Pointe Ct, Longboat Key, FL 34228
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  /80

  Est $1,459,505 Not Listed For Sale

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

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

  2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228
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  /55

  $3,995,000

  • 3 Beds
  • 3 Baths
  • 3,437 Sq Ft

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228

  Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a

  Roger Pettingell COLDWELL BANKER REALTY

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228
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  /50

  $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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  /2

  $7,130,000 Sold Jun 30, 2025

  • 6,556 Sq Ft
  • $1,088/SF
  • 98 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2008

  500 Harbor Point Rd, Longboat Key, FL 34228

  ACCEPTING BACK UP OFFERS. Sleek. Sophisticated. Effortlessly Luxurious. This completely reimagined Bay Isles Harbor residence is a stunning example of minimalist elegance, where clean lines, impeccable craftsmanship, and Restoration Hardware’s exquisite furnishings create a space that blends everyday comfort with innovation. Step inside to an open, airy layout filled with natural light, where

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  500 Harbor Point Rd, Longboat Key, FL 34228
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  /29

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 693 Sq Ft

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

  3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228
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  /48

  $650,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  5260 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Welcome to your tropical retreat on Longboat Key! This newly renovated 2BR/2BA ground floor, end-unit coastal home combines relaxed elegance with modern comfort. Stylish updates include neutral tile flooring throughout (no carpet!), crown molding, upgraded baseboards, fresh paint, in-unit laundry with full-sized machines, a private exterior storage room, a peaceful garden-view lanai, and

  Eileen Gillen COLDWELL BANKER REALTY

  5260 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
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  /38

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

  Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community

  nicoletta buonaccordo ALTIS REALTY

  3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
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  /2

  $3,850,000 Sold Jun 30, 2025

  • 3,521 Sq Ft
  • $1,093/SF
  • 162 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2007

  4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228

  This remarkable La Firenza residence, one of only 10 in this boutique community, offers over 3,500 square feet of refined, air-conditioned living space. Ideally positioned on the desired southwest corner, it boasts wraparound, unobstructed views of the gulf and Longboat Key. The villa-like architecture and meticulously designed grounds exude timeless elegance, seamlessly carried into the home’s

  Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228
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  /69

  Est $809,002 Not Listed For Sale

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

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

  5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
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  /26

  $359,000

  • 1,575 Sq Ft

  2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228

  Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting Experience.Discover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers

  Mark J Baron COLDWELL BANKER REALTY

  2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228
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  /30

  $2,500 per month

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

  3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

  Welcome to Beach Harbor Club, a hidden gem on Longboat Key that offers the best of both worlds—spanning from the Gulf of Mexico to Sarasota Bay! This charming one-bedroom, one-bath condo is perfect for seasonal getaways or as an investment property. Located just a 1-minute walk to both the beach and bay, it’s your gateway to coastal living at its finest.Highlights of the Community:Private

  Andrey markov ANMARK REALTY LLC

  3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
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  /2

  $6,000,000 Sold Jun 30, 2025

  • 2,417 Sq Ft
  • $2,482/SF
  • 218 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1954

  5941 Gulf of Mexico Dr, Longboat Key, FL 34228

  **Exquisite Beachfront Estate! Don't miss this once-in-a-lifetime opportunity to own a beachfront estate right on the Gulf!**Seize this extraordinary, once-in-a-lifetime opportunity to create your sanctuary on one of the most remarkable waterfront lots along the Gulf Coast. This rare gem offers an unparalleled oceanfront homesite 100X465 (over 1 acre) directly on the pristine beaches of the

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  5941 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /9

  Est $412,938 Not Listed For Sale

  • Studio

  2800 Harbourside Dr Unit E-22, Longboat Key, FL 34228

  2800 Harbourside Dr Unit E-22, Longboat Key, FL 34228
• 

  

  /51

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228

  GULF TO BAY COMPLEX AND SHORT RENTALS OPPORTUNITY! Amazing opportunity to own a highly sought after Beach Castle condo in beautiful Longboat Key. This unit has been completely remodeled, including a 2025 AC unit. The complex allows for short term rentals, bringing the new owner the ability to maximize on profits. Current owner has chosen to extensively use the property for personal vacations, so

  Miguel Rosa WAGNER REALTY

  5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
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  /20

  $15,500 per month

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

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  Special offer!Get $2000 (total) off for leases of 4+ months.Amazing Gulf front location in Longboat Key (LBK), FloridaThis two bedroom, 2 1/2 Bath condo (plus pull-out couch) is completely renovated and remodeled. All brand-new furnishings, appliances, counters, cabinets, cookware, linens, etc. This ninth-floor unit at the luxurious Promenade offers the best of everything.

  Natasha Shevchuk 1ST PREMIER INTL PROPERTIES

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
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  /2

  $470,000 Sold Jun 27, 2025

  • 992 Sq Ft
  • $474/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228

  Experience the best of waterfront living on beautiful Longboat Key! This light-filled, meticulously maintained 2-bedroom, 2-bath condo offers sweeping views of the harbor on Sarasota Bay, creating a serene backdrop for your beach to bay life style. Located in the sought-after Longboat Harbour community, this residence features an open floor plan, an updated kitchen with modern appliances,

  Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228
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  /18

  Est $229,248 Not Listed For Sale

  • Studio
  • 1,155 Sq Ft

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

  2600 Harbourside Dr Unit C-10, Longboat Key, FL 34228
• 

  

  /65

  $517,000

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1904 Harbourside Dr Unit 202, Longboat Key, FL 34228

  Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning

  Bruce Myer COLDWELL BANKER REALTY

  1904 Harbourside Dr Unit 202, Longboat Key, FL 34228
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  /43

  $11,000 per month

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft
  • House for Rent

  512 Gunwale Ln, Longboat Key, FL 34228

  Location, location, location. This furnished rental offers the perfect blend of convenience and waterfront living. Enjoy direct access to the Gulf of Mexico with a private dock and boat lift, take a walk on the pristine white sand beaches or relax and unwind in the pool. Nestled in a prime location just minutes from St. Armands Circle, you'll have access to the best dining, shopping and

  Marcia Benson Berkshire Hathaway Florida Realty

  512 Gunwale Ln, Longboat Key, FL 34228
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  /2

  $710,000 Sold Jun 27, 2025

  • 928 Sq Ft
  • $765/SF
  • 72 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2110, Longboat Key, FL 34228

  RARELY available - DIRECT GULF-FRONT condo with UNOBSTRUCTED BEACH views! Step into paradise with this STUNNINGLY UPDATED, FULLY FURNISHED 2-bedroom, 2-bathroom condo in the highly coveted Seaplace community on LONGBOAT KEY. Perfectly positioned to capture head-on GULF VIEWS, this residence offers one of the BEST LOCATIONS in the complex, overlooking the shimmering pool and the pristine sandy

  Mike Polachek KW SUNCOAST

  1945 Gulf of Mexico Dr Unit M2110, Longboat Key, FL 34228
• 

  

  /48

  Est $2,428,565 Not Listed For Sale

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

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

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

  

  /64

  $899,000

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

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228

  **Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening,

  Chris Carpenter COLDWELL BANKER SARASOTA CENT.

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228
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  /34

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  2-bed, 2-bath seasonal or annual 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

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $325,000 Sold Jun 27, 2025

  • 1,092 Sq Ft
  • $298/SF
  • 197 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  4360 Chatham Dr Unit 108, Longboat Key, FL 34228

  Calling all Investors! Welcome home to Longboat Harbour! Gorgeous Longboat Key condominium with water views and sunsets. Sailboat water, no bridges to bay. Resort and boating community with private deeded Gulf of Mexico beach access, complete with beach house facility that includes restrooms, showers and reserved parking. Community is known for its abundance of amenities including tennis,

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4360 Chatham Dr Unit 108, Longboat Key, FL 34228
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  /64

  Est $1,352,819 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,548 Sq Ft

  1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
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  /82

  $4,599,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 4,044 Sq Ft

  5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  /32

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,626 Sq Ft
  • Townhouse for Rent

  1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228

  Experience luxury and tranquility in this stunning unit at 1928 Harbourside Dr, Unit 1402, located within the Bay Isles community on Longboat Key. This residence offers a spacious layout designed for comfort and style, with access to top-tier amenities including a nearby marina, private golf course, swimming pool, and spa. Enjoy the privacy and security of this exclusive gated community, all just

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
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  /2

  $2,975,000 Sold Jun 27, 2025

  • 2,965 Sq Ft
  • $1,003/SF
  • 189 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 1996

  1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

  ***FULLY FURNISHED TURN KEY OR UNFURNISHED FOR A DISCOUNTED PRICE*** One of the few units on the Florida west coast that has a beautiful and striking view of BOTH the pristine gulf waters, and Sarasota Bay. This home perched 7 stories high, has unobstructed 270 degree panoramic views which are enhanced by the 10 foot high ceilings. And what a bonus seeing downtown Sarasota all lit up at night!

  Duane Ullrich SHIRLEY INTERNATIONAL REALTY

  1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
• 

  

  /29

  Est $1,198,002 Not Listed For Sale

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

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

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

  

  /29

  $700,000

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft

  755 Saint Judes Dr N, Longboat Key, FL 34228

  Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at

  Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

  755 Saint Judes Dr N, Longboat Key, FL 34228
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  /34

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • Condo for Rent

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228

  Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228
• 

  /2

  $659,000 Sold Jun 27, 2025

  • 2,222 Sq Ft
  • $297/SF
  • 399 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  2383 Harbour Oaks Dr, Longboat Key, FL 34228

  Live the resort lifestyle, with expansive golf course and sunset views in one of the most sought-after locations on Longboat Key! All upcoming roof assessments have been paid in full by seller! This 3 bedroom 2 1⁄2 bath villa with over 2,200 square feet is located behind the gates of the beautiful Bay Isles Community. In a small HOA, with only 42 residences, a community pool and spa, on a private

  Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

  2383 Harbour Oaks Dr, Longboat Key, FL 34228
• 

  

  /42

  Est $853,263 Not Listed For Sale

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

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

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

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