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Modern Homes for Sale in Longboat Key, FL

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  • /49

    $1,800,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,383 Sq Ft

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

    Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • /87

    $645,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    843 Bayport Way, Longboat Key, FL 34228

    LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community.Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural

    Agent Photo

    Jennifer Thompson

    COLDWELL BANKER REALTY

    843 Bayport Way, Longboat Key, FL 34228
  • /93

    $4,400,000

    $600K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,209 Sq Ft

    1571 Harbor Cay Ln, Longboat Key, FL 34228

    Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

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    Julie Klick

    MICHAEL SAUNDERS & COMPANY

    1571 Harbor Cay Ln, Longboat Key, FL 34228
  • /90

    $899,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,673 Sq Ft

    580 Linley St, Longboat Key, FL 34228

    Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and

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    Sharon Hightower

    RE/MAX ALLIANCE GROUP

    580 Linley St, Longboat Key, FL 34228
  • /100

    $4,295,000

    New Construction Open Sat 11AM - 5PM $700K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 4,106 Sq Ft

    530 de Narvaez Dr, Longboat Key, FL 34228

    New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 5-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,

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    Joshua Freed

    PREFERRED SHORE LLC

    530 de Narvaez Dr, Longboat Key, FL 34228
  • /91

    $4,395,000

    New Construction Open Sat 11AM - 5PM $100K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 4,106 Sq Ft

    626 Buttonwood Dr, Longboat Key, FL 34228

    Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    626 Buttonwood Dr, Longboat Key, FL 34228
  • /51

    $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, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

    Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • /44

    $9,400,000

    $2M PRICE DROP
    • 5 Beds
    • 5 Baths
    • 5,982 Sq Ft

    600 Putter Ln, Longboat Key, FL 34228

    This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a

    Kathleen Callender FLORIDA CAPITAL REALTY

    600 Putter Ln, Longboat Key, FL 34228
  • /44

    $4,699,999

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    3360 Bayou Sound, Longboat Key, FL 34228

    Virtually Staged. Brand-new custom construction in Bay Isles? This is it. Introducing an exceptional new residence in one of Longboat Key’s most coveted gated communities. Designed for effortless coastal living, this sophisticated home combines coastal contemporary architecture, elevated construction above current flood requirements, an oversized homesite, and beautifully curated tropical gardens

    Nicholle McKiernan COLDWELL BANKER REALTY

    3360 Bayou Sound, Longboat Key, FL 34228
  • /85

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,451 Sq Ft

    2350 Harbour Oaks Dr, Longboat Key, FL 34228

    Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence combines elegant updates, low-maintenance living, and one of the area's most desirable resort-style communities. Every major improvement has already been completed, allowing you to simply unpack and begin enjoying paradise. The

    Jason Wood CORCORAN DWELLINGS REALTY

    2350 Harbour Oaks Dr, Longboat Key, FL 34228
  • /60

    $399,000

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft

    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228

    Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of your dock and breakfast in the sun-filled breakfast nook overlooking the canal, spending the afternoon boating or kayaking on Sarasota Bay, and ending the day with your toes in the sand along the Gulf. Here, that can simply be

    Kristy Gentile RE/MAX ALLIANCE GROUP

    707 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
  • /62

    $38,450,000

    New Construction
    • 11 Beds
    • 17 Baths
    • 17,199 Sq Ft

    5965 Gulf of Mexico Dr, Longboat Key, FL 34228

    Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept

    Joel Schemmel DOUGLAS ELLIMAN

    5965 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /42

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    732 Bayport Way, Longboat Key, FL 34228

    Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail

    Jennifer Kenna EXP REALTY, LLC

    732 Bayport Way, Longboat Key, FL 34228
  • /100

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    4325 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Longboat Key living has never been easier than with this beachfront property facing the Gulf. This turnkey, 1,456-square-foot condominium offers two bedrooms and two baths. Entering, your breath is taken away by an unobstructed view of the water. The story only gets better as you enjoy a private balcony where you can take in the sights and sounds of the crashing waves and unwind to unforgettable

    Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4325 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /69

    $2,750,000

    $50K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,556 Sq Ft

    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228

    Incredible value at St. Regis Longboat Key. The last two one bedroom residences sold for $2,970,000 and $2,975,000. Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the

    Lynn Morris MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228
  • /72

    $399,000

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

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /31

    $1,495,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    775 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that

    Larry Brzostek RE/MAX ALLIANCE GROUP

    775 Longboat Club Rd Unit 401, Longboat Key, FL 34228
  • /82

    $3,495,000

    • 5 Beds
    • 3 Baths
    • 3,355 Sq Ft

    795 Marbury Ln, Longboat Key, FL 34228

    This stunning coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. Gorgeous pecky cypress doors open to the elevated balcony featuring the sparkling pool and spa. A large island features an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    795 Marbury Ln, Longboat Key, FL 34228
  • /51

    $2,398,000

    • 4 Beds
    • 3.5 Baths
    • 2,665 Sq Ft

    6840 Longboat Dr S, Longboat Key, FL 34228

    Ideally situated at the north end of Longboat Key within the confines of The Preserve of Longbeach rests this stunning modern coastal residence. The tastemaker’s tastemaker who owns this masterpiece has imbued it with a seamless design incorporating an open floorplan where the great room, dining area and kitchen reflect a rare integration of all living space. An immediately accessible covered

    Rafal Wazio COLDWELL BANKER REALTY

    6840 Longboat Dr S, Longboat Key, FL 34228
  • /65

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228

    3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style:

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228
  • /56

    $1,350,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    765 Saint Judes Dr N, Longboat Key, FL 34228

    Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready.Previously appraised at $1.65 million late last year and more recently appraised at $1.5 million (with no

    Kalison Nix PREFERRED SHORE LLC

    765 Saint Judes Dr N, Longboat Key, FL 34228
  • /92

    $3,950,000

    $1M PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,080 Sq Ft

    510 Harbor Gate Way, Longboat Key, FL 34228

    A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected circular "pods," the residence flows like a choreographed dance. There are no awkward hallways, no wasted corners, no spaces that feel like afterthoughts. Curved walls carry throughout every room — even into the garage — creating

    John August MICHAEL SAUNDERS & COMPANY

    510 Harbor Gate Way, Longboat Key, FL 34228
  • /73

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,155 Sq Ft

    5260 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228

    Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay Club! Discover effortless coastal living in this beautifully updated 2-bedroom, 2-bath residence offering 1,155 square feet on the bayside of Longboat Key. Thoughtfully renovated throughout, this inviting home features new luxury vinyl plank

    Bobbie Banan MICHAEL SAUNDERS & COMPANY

    5260 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228
  • /72

    $13,995,000

    New Construction $1M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,616 Sq Ft

    6489 Gulfside Rd, Longboat Key, FL 34228

    Ready to live directly on the Gulf? This Seaward Homes Curated Collection residence at 6489 Gulfside is move-in ready, with direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects and staged by Clive Daniel Homes, the home pairs cutting-edge, hurricane enhanced construction with exceptional quality and attention to detail throughout.Set on a

    Nicholle McKiernan COLDWELL BANKER REALTY

    6489 Gulfside Rd, Longboat Key, FL 34228
  • /34

    $499,000

    $116K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

    Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? This is by far the lowest priced direct beachfront condo on the entire island and it is already completely updated! Whether you decide to use it yourself or use it as an investment with outstanding monthly rental income availability, this is the one. With a fabulous ground floor location,

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    5231 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
  • /61

    $754,900

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,460 Sq Ft

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

    Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of

    Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
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