Longboat Key, FL Homes

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  /69

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  636 Tarawitt Dr, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Waterfront Gem on Longboat Key – Priced UNDER $1M & Renovation Loan Eligible! This is your chance to own a waterfront home on Longboat Key for under $1 million! Opportunities like this are rare, and this property is priced to sell fast. Featuring 2 bedrooms, 2 bathrooms, and a 1-car garage, this home also includes a separate 1-bedroom, 1-bathroom

  Sarah Beth Mayer JT REALTY & ASSOCIATES

  636 Tarawitt Dr, 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 04/15/2025 through 11//30/2026. 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 private lanais, walk in closets. Double queen beds in one

  Marni Hayden CHROME REALTY LLC

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

  

  /2

  $457,500 Sold Mar 05, 2025

  • 675 Sq Ft
  • $678/SF
  • 152 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  2721 Gulf of Mexico Dr Unit 607, Longboat Key, FL 34228

  Welcome to Unit #607 at the Beachcomber on Longboat Key, where endless bay and beach views set the stage for the island lifestyle at this end-unit condominium. As you enter, you're greeted by a welcoming hallway lined with ample storage closets, making organization effortless. The open living area, with luxury vinyl plank flooring, is bathed in natural light from large windows and hurricane-rated

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2721 Gulf of Mexico Dr Unit 607, Longboat Key, FL 34228
• 

  

  

  /91

  Est $2,224,417 Not Listed For Sale

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

  2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228

  2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228
• 

  

  

  /69

  $595,000

  • 2 Beds
  • 2 Baths
  • 931 Sq Ft

  4760 Gulf of Mexico Dr, Longboat Key, FL 34228

  BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home.

  Debby McCaig COLDWELL BANKER REALTY

  4760 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /42

  $9,000 per month

  • 3 Beds
  • 3 Baths
  • 2,698 Sq Ft
  • Condo for Rent

  1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

  LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle

  Jane Hunter JENNETTE PROPERTIES INC

  1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
• 

  /2

  $305,000 Sold Mar 05, 2025

  • 1,198 Sq Ft
  • $255/SF
  • 165 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  569 Sutton Place, Longboat Key, FL 34228

  Welcome to Sutton Place, a beautifully maintained 3-bedroom, 2-bathroom residence located on the prestigious island of Longboat Key. This charming home offers 1,198 sq. ft. of living space with access to Sarasota Bay. With water access, including a fishing pier and sailboat water, this property is perfect for those who enjoy a true waterfront lifestyle.This welcoming community offers

  Bruce Myer COLDWELL BANKER REALTY

  569 Sutton Place, Longboat Key, FL 34228
• 

  

  /53

  Est $903,180 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /43

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Discover Your Slice of Paradise!This stunning 2-bedroom, 2-bath condo is perfectly positioned between the Gulf of Mexico and Sarasota Bay, offering breathtaking sunrise and sunset views. The desirable split floor plan features two primary suites, providing ultimate privacy and comfort. Step outside to a spacious outdoor patio, ideal for entertaining, sipping your morning coffee, or unwinding in

  Kathleen Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  

  /75

  $17,000 per month

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

  500 Schooner Ln, Longboat Key, FL 34228

  Booked rest of 2024 through May 2025,booked July13th-July 27th, booked Oct-Dec. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was thought out from kitchen to bathrooms. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty

  Jennifer LeBlanc PRECISE REALTY CORP

  500 Schooner Ln, Longboat Key, FL 34228
• 

  /2

  $475,000 Sold Mar 03, 2025

  • 928 Sq Ft
  • $512/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2206, Longboat Key, FL 34228

  Whether you're looking for a vacation retreat, a second home, an investment property, or a permanent residence, this could be the one! This beautifully appointed 2-bedroom, 2-bathroom condo is located in the Gulf-front M2 building at Seaplace—offering stunning beachfront views and refreshing Gulf breezes from your private screened-in lanai.Seaplace is a gated community with exceptional

  Michael Renick MANGROVE REALTY ASSOCIATES

  1945 Gulf of Mexico Dr Unit M2206, Longboat Key, FL 34228
• 

  

  /63

  Est $1,560,221 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,530 Sq Ft

  621 Buttonwood Dr, Longboat Key, FL 34228

  621 Buttonwood Dr, Longboat Key, FL 34228
• 

  

  /20

  $1,495,000

  • Land
  • 0.23 Acre
  • $6,500,000 per Acre

  619 Bayview Dr, Longboat Key, FL 34228

  Seller financing is available on this gorgeous waterfront lot with 100 feet of frontage. Deep water, 20,000-pound boat lift, and new concrete seawall. Three in from the bay, this property offers endless opportunities for your new dream home design. Views of the bayou, Sarasota Bay, and Intracoastal Waterway and only a short distance to the neighborhood beach make this the ideal location for your

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  619 Bayview Dr, Longboat Key, FL 34228
• 

  

  /55

  $12,000 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

  $1,300,000 Sold Mar 03, 2025

  • 2,507 Sq Ft
  • $519/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  3455 Byron Ln, Longboat Key, FL 34228

  Perfectly situated to capture magnificent long lake, golf course and sunset views. This spacious 2500 sq ft 3 bedroom, 2.5 baths maintenance free villa highlights Oak wood floors and high ceilings. Lives  like a home and with a 2 car garage. The Villas on Byron Lane offer part time or full time living because of the beautiful and spacious feel. Sunlight streams in this end unit and is

  Maureen Horn MICHAEL SAUNDERS & COMPANY

  3455 Byron Ln, Longboat Key, FL 34228
• 

  

  /61

  Est $1,288,459 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  3115 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  3115 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
• 

  

  /34

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft

  1932 Harbourside Dr Unit 217, Longboat Key, FL 34228

  Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush

  Ryan Ackerman COLDWELL BANKER REALTY

  1932 Harbourside Dr Unit 217, Longboat Key, FL 34228
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  /55

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

  Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

  Andy Moore GULF COAST REALTY & MANAGEMENT

  3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
• 

  /2

  $1,650,000 Sold Feb 28, 2025

  • 2,949 Sq Ft
  • $560/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1992

  360 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228

  Rarely available luxury penthouse at Tangerine Bay Club! Don’t miss your chance to own the pinnacle of waterfront living in this exquisite luxury penthouse, built as the builder’s home and offering the largest square footage in the community. In the private, gated enclave of Tangerine Bay Club on the southern tip of Longboat Key, this two-story residence offers unparalleled Sarasota Bayfront

  Liz Arme PREMIER SOTHEBY'S INTERNATIONAL REALTY

  360 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
• 

  

  /45

  Est $1,236,223 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  4401 Gulf of Mexico Dr Unit 807, Longboat Key, FL 34228

  4401 Gulf of Mexico Dr Unit 807, Longboat Key, FL 34228
• 

  

  /58

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4390 Exeter Dr Unit 206, Longboat Key, FL 34228

  FULLY RENOVATED and NO STORM DAMAGE! This beauty is ready for a new owner! Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C

  Sheryl Vanduren MICHAEL SAUNDERS & COMPANY

  4390 Exeter Dr Unit 206, 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 décor

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  6925 Longboat Dr S, Longboat Key, FL 34228
• 

  /2

  $2,000,000 Sold Feb 28, 2025

  • 2,925 Sq Ft
  • $684/SF
  • 3 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1998

  3030 Grand Bay Blvd Unit 396, Longboat Key, FL 34228

  Be whisked to the 9th floor for fantastic views of Sarasota. This expansive, almost 3,000 SF condominium makes a statement with the view alone. Unlike a direct gulf view that turns black at night, this home provides both bay and gulf views. See the city lights, Ringling Bridge and even John Ringling’s mansion across the bay. If a gulf view is preferred, this home has that as well. All of the

  Mark Midyett KELLER WILLIAMS ON THE WATER S

  3030 Grand Bay Blvd Unit 396, Longboat Key, FL 34228
• 

  

  /28

  Est $3,240,174 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,045 Sq Ft

  1241 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  1241 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
• 

  

  /5

  $1,495,000

  • Land
  • 0.30 Acre
  • $4,983,333 per Acre

  591 Russell St, Longboat Key, FL 34228

  Beautiful, estate sized corner lot north end of Longboat Key in the historic and charming Village of Longbeach. Water & underground electric in place and property is prepped to build on. A prestigious community with one of a kind restaurants, some with Michelin stars, Diamond rated hotels with spectacular amenities and the best of the best golf courses. Shopping, boating and biking are fabulous

  Jonathan Minerick HOMECOIN.COM

  591 Russell St, 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 04/01/2025 THROUGH 05/30/2026 (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 the gulf. Gorgeous custom kitchen. Granite

  Marni Hayden CHROME REALTY LLC

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

  /2

  $2,275,000 Sold Feb 28, 2025

  • 4,048 Sq Ft
  • $562/SF
  • 10 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1995

  3521 Fair Oaks Ln, Longboat Key, FL 34228

  Experience all the best of what the island lifestyle can offer in picturesque Longboat Key, one of the most desirable barrier islands of Sarasota. Located in the sought-after gated community of Bay Isles and Queens Harbour, this luxurious, tropically inspired residence offers two spacious exterior entertaining spaces. The well-designed floor plan wraps around a charming brick-paved courtyard with

  Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3521 Fair Oaks Ln, Longboat Key, FL 34228
• 

  

  /67

  Est $1,550,517 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,724 Sq Ft

  3637 Fair Oaks Place Unit 1, Longboat Key, FL 34228

  3637 Fair Oaks Place Unit 1, Longboat Key, FL 34228
• 

  

  /22

  $2,900,000

  • Land
  • 0.35 Acre
  • $8,285,714 per Acre

  Unlisted Address

  Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on

  Reid Murphy DEVELOPERS REALTY LBK, INC

  Unlisted Address
• 

  

  /69

  $12,369 per month

  • 2 Beds
  • 2.5 Baths
  • 1,214 Sq Ft
  • Condo for Rent

  2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228

  Welcome to Beachfront Paradise! This stunning waterfront second-floor, 2-bedroom, 2.5 bath two-story condo is located in the exclusive community of Seaplace in Longboat Key. The location is everything! This condo is located just 4 miles from St. Armand’s Circle, where you can find various restaurants and boutique shopping. The community of Seaplace is a popular Gulfside community on the Southern

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228
• 

  /2

  $567,000 Sold Feb 28, 2025

  • 1,672 Sq Ft
  • $339/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  620 Fox St, Longboat Key, FL 34228

  NEW PRICE! Exceptional Opportunity in the Coveted Village of Longboat Key! Steps from the stunning turquoise waters and white sandy beaches of the Gulf of Mexico, this property presents a rare chance to immerse yourself in the charm of one of Florida's most unique coastal communities. The existing home is a solid, block-construction residence featuring 2 bedrooms, 2.5 bathrooms,, DEN (Possible

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  620 Fox St, Longboat Key, FL 34228
• 

  

  /31

  Est $830,434 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 955 Sq Ft

  4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228

  4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
• 

  

  /29

  $495,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228

  REDUCED PRICE Motivated Seller! Seller will pay up to $10,000 of Buyers closing cost. Great investor or seasonal rental property - This charming turnkey short-term vacation rental one bedroom with two queen size beds, one bath and a queen size sofa sleeper, living-dining combo is a beach side end unit. It comfortably accommodates six individuals for an enjoyable stay. Including a screened in

  George Sanchez EZ CHOICE REALTY

  4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
• 

  

  /72

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Condo for Rent

  1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

  LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathrooms, living room/dining room combination, sitting area off the living room, separate sitting room at the front entrance, three lanais with ocean views and a laundry closet with full sized washer and

  C. Alison Hunter JENNETTE PROPERTIES INC

  1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
• 

  /2

  $579,000 Sold Feb 28, 2025

  • 1,450 Sq Ft
  • $399/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  575 Sutton Place Unit T-4, Longboat Key, FL 34228

  This immaculate, well appointed and maintained two-story, 1,450 sq ft, three-bedroom, 2 ½ bath townhouse in Sutton Place is offered turnkey furnished and ready to move into. Light and bright throughout with southwest exposure and a garden entry, the home is light and bright throughout. Everything has been done with taste and style. Gorgeous kitchen, updated bathrooms, imported Italian floor

  Michael Yawitz MICHAEL SAUNDERS & COMPANY

  575 Sutton Place Unit T-4, Longboat Key, FL 34228
• 

  

  /35

  Est $1,061,051 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
• 

  

  /49

  $799,000

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228

  Welcome to paradise, from the moment you open the front door your eyes are drawn to the magnificent unobstructed views of the azure waters of the Gulf of Mexico. You will be working with a clean slate to decorate and furnish to your own personal taste. New 20" x 20" off white tiles throughout the main rooms and electronic shutters in the living room and primary bedroom, new air conditioner and

  Sandra Endres COLDWELL BANKER REALTY

  1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228
• 

  

  /34

  $11,500 per month

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

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

  ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

  Gerald Cunningham KELLER WILLIAMS ON THE WATER S

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

  /2

  $580,000 Sold Feb 28, 2025

  • 1,342 Sq Ft
  • $432/SF
  • 39 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  4330 Falmouth Dr Unit 308, Longboat Key, FL 34228

  Welcome to your dream oasis at Longboat Harbour, where light, space, and breathtaking views converge to create an unparalleled living experience. This corner unit, being sold turnkey, bathes in natural light and offers an open and cheerful atmosphere that invites you to unwind and enjoy the beauty of your surroundings. Step into the kitchen, where culinary dreams come to life. Adorned with

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4330 Falmouth Dr Unit 308, Longboat Key, FL 34228
• 

  

  /45

  Est $1,021,250 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,153 Sq Ft

  3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

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