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Longboat Key, FL Homes under $400,000

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    $399,000

    • 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

    Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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    $390,000 Open Sat 1:30PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    Elegantly Updated Waterfront Residence – A Perfect Retreat! Perched on the third floor, this beautifully updated waterfront one-bedroom condo offers an exceptional open floor plan that seamlessly blends comfort and sophistication. Whether you seek a luxurious seasonal retreat, an income-generating property, or a year-round residence, this home delivers the ideal setting. Complete with a covered,

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
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    $399,999 Open Sat 10AM - 12PM

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

    4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    DRAMATIC PRICE IMPROVEMENT! THIS IS YOUR LUCKY DAY! SELLERS ARE MOTIVATED! A blank palette to create the home that you have always dreamed of awaits. Why spend $30,000 for deconstructing and removal down to the studs of an original Windward Bay Condominium, when the work has already been completed and ready for you? Location, Location, Location! Finished remodeled condos on the same floor have

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
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    $399,000

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    4360 Chatham Dr Unit 108, Longboat Key, FL 34228

    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, pickleball, four heated pools,

    Kimberly Freiwald PREMIER SOTHEBYS INTL REALTY

    4360 Chatham Dr Unit 108, Longboat Key, FL 34228
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    $395,000

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

    This 70' x 19' non-covenanted boat slip with partial floating dock is now available at the prestigious Longboat Key Club Moorings Marina! Experience the quintessential boating lifestyle on Longboat Key in this deep-water yacht marina with easy access to the ICW, open bay and the Gulf of Mexico. Marina Village offers nearby shopping & pharmacy, recreational and social activities, while an on-site

    Ryan Ackerman COLDWELL BANKER REALTY

    2800 Harbourside Dr Unit E-22, Longboat Key, FL 34228
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    $350,000

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228

    A 70ft. x 26ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
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    $300,000

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

    An extraordinary opportunity to own a 55-by-21-foot yacht slip at Longboat Key Moorings, one of Florida’s finest deep-water marinas, on the exclusive island of Longboat Key. This state-of-the-art marina offers direct, no-bridge access to Sarasota Bay and Intracoastal Waterway, just minutes from the Gulf of Mexico. Ideally situated, Longboat Key Moorings is only moments from the upscale boutiques

    Jessica Hurley PREMIER SOTHEBYS INTL REALTY

    2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228
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    $385,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228

    BEAUTIFULLY REMODLED: This home is the epitome of simple elegance. It has been remodeled to create a home that is open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; two Bedrooms and a full Bath with a step-in shower. In addition, there is an outside bath house, that has been totally

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
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    $395,000

    • 1 Bed
    • 1 Bath
    • 751 Sq Ft

    3710 Gulf of Mexico Dr Unit F22, Longboat Key, FL 34228

    “NEW” HOME IN PARADISE – This unit was installed in 2022 and meets all of the new building codes. This home epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The home features 751 sq. ft of living space that was designed to maximize the overall flow of the home. The owners have done a masterful job blending colors

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit F22, Longboat Key, FL 34228
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    $379,900

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Fabulous Water Views!! Walk to the Gorgeous Beautiful Sandy Beach!! 2BR/2BA condo on the 3rd floor – easy access via elevator – is a must to see. Laundry room in the condo. Relax in the main living room looking out to the Intracoastal Waterway. This condo is ready for your personal touch – create your own coastal retreat. Experience the relaxing lifestyle at Beach Harbor Club on Longboat Key

    Jay Mitchell COLDWELL BANKER REALTY

    3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
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    $369,900

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

    REDUCED $70,000 ! Renovated 2 bedroom unit for $369,000. Best Buy on Longboat KeyThe beach Harbor Club is about midway up Longboat Key from St Armands Circle and Sarasota This property sits directly on 400 feet of one of Longboat Key's most spectacular beaches. Sugary sand and aqua blue waters. There are Plenty of umbrellas and lounge chairs available beachside as well as a large Tiki

    Len Scavron LEN SCAVRON

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
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    $378,000 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    605 Sutton Place Unit 205, Longboat Key, FL 34228

    Price improvement! Discover the only direct bayfront unit currently available in Sutton Place where you will enjoy breathtaking views and Bay-to-Gulf amenities on Longboat Key. This furnished second-floor condominium shows beautifully, offering a serene retreat with stunning views of Sarasota Bay and exclusive access to a pristine stretch of Gulf beach. Inside, you'll find an inviting space with

    Cindy Fischer PREMIER SOTHEBYS INTL REALTY

    605 Sutton Place Unit 205, Longboat Key, FL 34228
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    $379,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228

    Lovely, spacious 2/2 second floor corner unit in a Gulf-to-Bay community on Longboat Key. Enjoy gorgeous views of the community’s private beach and the Gulf of Mexico from both the master bedroom and the living room windows. Unit features an open concept living and dining area with tile floors throughout, a new air conditioning system in 2023, and 2 new impact windows in the bathrooms. This

    Alfonso Belluccia PEOPLE'S CHOICE REALTY SVC LLC

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
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    $355,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228

    Furnished 2-bedroom, 2-bathroom end unit condo on Longboat Key! This 3rd-floor corner unit provides outstanding natural light and added privacy, with no unit directly above. The unit features a foyer entry and a flexible 2nd bedroom setup with a retractable partition room divider and Murphy bed. Tile flooring throughout. The building offers secure entry and a covered assigned carport. The Beach

    Janice Melzer Langa COLDWELL BANKER REALTY

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228
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    $330,000

    2800 Harbourside Dr Unit M-10, Longboat Key, FL 34228

    A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit M-10, Longboat Key, FL 34228
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    $325,000

    2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

    A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228
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    $400,000

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

    70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. 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, Marina village

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit R-07, Longboat Key, FL 34228
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    $375,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4360 Chatham Dr Unit 204, Longboat Key, FL 34228

    NO STORM DAMAGE! Enjoy the epitome of coastal living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. Don’t want to complete any projects or renovations? No problem, this UPDATED condo offers a luxurious living experience with abundant amenities and stunning bay views. Recent tastefully completed renovations include a new bathroom with high end finishes, updated

    Mairead Smialek COLDWELL BANKER REALTY

    4360 Chatham Dr Unit 204, Longboat Key, FL 34228
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    $375,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    3710 Gulf of Mexico Dr Unit G15, Longboat Key, FL 34228

    WELCOME TO PARADISE! This home epitomizes the perfect beach home. It sits next to the marina in a very quiet location. It was manufactured in 1991 and features 1096 square feet of very efficient living space. When you step through the front door, you will know that you have entered a home that has been carefully maintained over the years. The blend of colors and furnishings will make you feel

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G15, Longboat Key, FL 34228
  • /20

    $350,000

    • 1,155 Sq Ft

    2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228

    Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit C-04, Longboat Key, FL 34228
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