Waterfront Homes for Sale in Siesta Key, FL

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  /43

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 2,767 Sq Ft

  4922 Commonwealth Dr, Sarasota, FL 34242

  Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of

  Drew Russell MICHAEL SAUNDERS & COMPANY

  4922 Commonwealth Dr, Sarasota, FL 34242
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  /35

  $11,975,000 New Construction

  • 5 Beds
  • 8 Baths
  • 6,079 Sq Ft

  1290 Hidden Harbor Way, Sarasota, FL 34242

  Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across

  Cassandra Miller COASTAL RESERVE

  1290 Hidden Harbor Way, Sarasota, FL 34242
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  /81

  $5,499,000

  • 6 Beds
  • 7 Baths
  • 7,099 Sq Ft

  4136 Roberts Point Cir, Sarasota, FL 34242

  Discover paradise on Siesta Key’s distinguished North End, where this rare, sprawling waterfront estate offers panoramic views of South Coconut Bayou with direct access to Roberts Bay and the Intracoastal Waterway. Soaring ceilings and oversized windows illuminate a grand interior, perfect for luxurious living and lavish entertaining. The gourmet kitchen features custom cabinetry, a large island,

  Nina Bayan KELLER WILLIAMS ON THE WATER S

  4136 Roberts Point Cir, Sarasota, FL 34242
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  /45

  $485,000 Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6006 Midnight Pass Rd Unit 11, Sarasota, FL 34242

  Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings,

  Derek Patti NEXTHOME EXCELLENCE

  6006 Midnight Pass Rd Unit 11, Sarasota, FL 34242
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  /21

  $1,349,000

  • Land
  • 0.98 Acre
  • $1,376,531 per Acre

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  This rare and coveted 1-acre flag lot extends down to the Little Sarasota Bay waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of Mexico and the

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /56

  $22,000,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 6,301 Sq Ft

  4050 Higel Ave, Siesta Key, FL 34242

  Pre-Construction. To be built. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4050 Higel Ave, Siesta Key, FL 34242
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  /91

  $1,324,900

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  420 Beach Rd Unit 203, Sarasota, FL 34242

  Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can

  Jennifer Russo COLDWELL BANKER REALTY

  420 Beach Rd Unit 203, Sarasota, FL 34242
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  /57

  $2,900,000

  • 4 Beds
  • 4 Baths
  • 2,854 Sq Ft

  238 Island Cir, Sarasota, FL 34242

  Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously

  Thomas Cail RE/MAX ALLIANCE GROUP

  238 Island Cir, Sarasota, FL 34242
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  /57

  $1,350,000

  • 1 Bed
  • 1.5 Baths
  • 928 Sq Ft

  5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242

  Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
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  /75

  $975,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  6140 Midnight Pass Rd Unit 902, Sarasota, FL 34242

  Your Dream Beach Escape Awaits on Siesta Key!Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day.This spacious 1-bedroom, 1-bath unit features a sleek open floorplan

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 902, Sarasota, FL 34242
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  /30

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6150 Midnight Pass Rd Unit 13, Sarasota, FL 34242

  Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to

  Linda Stowe MICHAEL SAUNDERS & COMPANY

  6150 Midnight Pass Rd Unit 13, Sarasota, FL 34242
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  /91

  $15,950,000

  • 6 Beds
  • 9 Baths
  • 7,535 Sq Ft

  4315 Mangrove Place, Sarasota, FL 34242

  Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expansive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at

  Inbal August DOUGLAS ELLIMAN

  4315 Mangrove Place, Sarasota, FL 34242
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  /100

  $13,500,000 Open Sat 1PM - 4PM

  • 6 Beds
  • 7 Baths
  • 6,468 Sq Ft

  4046 Higel Ave, Siesta Key, FL 34242

  Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4046 Higel Ave, Siesta Key, FL 34242
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  /41

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  6236 Midnight Pass Rd Unit 304, Sarasota, FL 34242

  Imagine the perfect Siesta Key getaway or income producing property - this is your opportunity to own at the exclusive Siesta Dunes Condominium. This turnkey furnished, updated two bedroom, two bath unit boasts an open floor plan and lovely views of the Gulf of Mexico. The kitchen is complete with high-end cabinetry, granite countertops and stainless-steel appliances. Relax in the large owner's

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  6236 Midnight Pass Rd Unit 304, Sarasota, FL 34242
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  /55

  $1,549,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  4822 Ocean Blvd Unit 8C, Sarasota, FL 34242

  Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4822 Ocean Blvd Unit 8C, Sarasota, FL 34242
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  /76

  $18,500,000

  • 4 Beds
  • 6 Baths
  • 8,138 Sq Ft

  3799 Flamingo Ave, Sarasota, FL 34242

  Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with

  Joel Schemmel DOUGLAS ELLIMAN

  3799 Flamingo Ave, Sarasota, FL 34242
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  /15

  $16,100,000

  • Land
  • 1.34 Acres
  • $12,014,925 per Acre

  113 & 125 Big Pass Ln, Siesta Key, FL 34242

  A RARE OFFERING to purchase two Gulf Front building lots side by side (Parcel ID Numbers-0080010021 & 0080010023) where Sarasota’s Big Pass meets the Gulf of Mexico providing one of the best panoramic views in the area, located on a private gated lane. Combine both lots for a total of close to 1.4 acres with approximately 215 feet of seawall and design a world class estate that has one of the

  Andrew Martell KELLER WILLIAMS ON THE WATER S

  113 & 125 Big Pass Ln, Siesta Key, FL 34242
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  /62

  $4,995,000

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy.

  Nikki Taylor DOUGLAS ELLIMAN

  749 Freeling Dr, Sarasota, FL 34242
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  /94

  $6,595,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,711 Sq Ft

  3550 Flamingo Ave, Sarasota, FL 34242

  BEST PRICED NEW CONSTRUCTION JUST BECAME BETTER PRICED!!!! READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use

  Barbara May MICHAEL SAUNDERS & COMPANY

  3550 Flamingo Ave, Sarasota, FL 34242
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  /25

  $5,750,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  684 Freeling Dr, Sarasota, FL 34242

  An extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Roberts Bay, this property provides deep sailboat water access to the Gulf with no fixed bridges, making it a premier location for boating

  Toni Zarghami KW COASTAL LIVING III

  684 Freeling Dr, Sarasota, FL 34242
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  /33

  $9,900,000

  • 3 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  684 Freeling Dr, Sarasota, FL 34242

  Welcome to the most exclusive waterfront offering in Sarasota—an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key property presents an exceptionally rare opportunity to craft a world-class residence in one of Florida’s most sought-after enclaves.With 64,529

  Toni Zarghami KW COASTAL LIVING III

  684 Freeling Dr, Sarasota, FL 34242
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  /62

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 3,256 Sq Ft

  300 Garden Ln, Sarasota, FL 34242

  A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront!Discover this unique single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—is truly a boater’s and

  Holly Parry WILLIAM RAVEIS REAL ESTATE

  300 Garden Ln, Sarasota, FL 34242
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  /53

  $3,700,000

  • 4 Beds
  • 3 Baths
  • 3,471 Sq Ft

  1444 Ridgewood Ln, Sarasota, FL 34231

  Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate

  Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

  1444 Ridgewood Ln, Sarasota, FL 34231
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  /13

  $5,825,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,310 Sq Ft

  527 Freeling Dr, Sarasota, FL 34242

  Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural

  Karen Greco GRECO REAL ESTATE

  527 Freeling Dr, Sarasota, FL 34242
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  /36

  $890,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  /22

  $1,300,000

  • Land
  • 0.98 Acre
  • $1,326,531 per Acre

  7401-A Midnight Pass Rd Unit A, Sarasota, FL 34242

  ..... One Acre of Siesta Key vacant land with Bay access is almost impossible to find! Here it is, your gateway; the ideal canvas for your dream property, a homesite simply unique in its size and its location, offered at an exceptional price. This rare piece of land is just 0.7 miles south of Stickney Point bridge, across from the renowned Sanderling Club. With 175 ft of street frontage and a

  Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

  7401-A Midnight Pass Rd Unit A, Sarasota, FL 34242
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  /83

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Welcome to Siesta Breakers #403, A Rare Beachfront Paradise on Siesta Key. This exquisitely curated beachfront condo on world-renowned Siesta Key, where every day feels like a luxury retreat. Located directly on Crescent Beach, famous for its powder-soft, quartz-crystal sand that stays cool underfoot, this residence offers the perfect blend of sophistication, comfort, and coastal charm. Step

  Leo Albanes CHARLOTTE COUNTY PROPERTIES

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242
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  /37

  $4,950,000

  • 4 Beds
  • 4 Baths
  • 3,876 Sq Ft

  3607 Flamingo Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Exceptional Waterfront - North Siesta Key's Bay Island Boater's Dream - Exerience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with

  Maria Beck MICHAEL SAUNDERS & COMPANY

  3607 Flamingo Ave, Sarasota, FL 34242
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  /27

  $5,000,000

  • Land
  • 0.82 Acre
  • $6,097,561 per Acre

  620 Freeling Dr, Sarasota, FL 34242

  An extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 35,737-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 330 feet of water frontage along the pristine expanse of Roberts Bay, this property provides deep sailboat water access to the Gulf with no fixed bridges, making it a premier location for boating

  Toni Zarghami KW COASTAL LIVING III

  620 Freeling Dr, Sarasota, FL 34242
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  /9

  $1,395,000

  • Land
  • 0.26 Acre
  • $5,365,385 per Acre

  3721 Flamingo Ave, Sarasota, FL 34242

  North Siesta Key. Build your dream home on this prime waterfront lot on desired Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. The 11,458-square-foot corner lot offers lush landscaping, and a tranquil lagoon/canal with direct bay access. In the City of Sarasota limits, this property offers an excellent investment opportunity with a seven-day minimum rental

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3721 Flamingo Ave, Sarasota, FL 34242
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  /66

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242

  Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand

  Suki Scollo COLDWELL BANKER REALTY

  6480 Midnight Pass Rd Unit 211, Sarasota, FL 34242
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  /59

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

  Gulf Views, Poolside Charm & Prime Weekly Rental Potential on Siesta KeyWelcome to Siesta Breakers, your ticket to coastal living with incredible flexibility — whether you're looking for a high-performing short-term rental, a seasonal escape, or a place to call home year-round.This fully furnished bright and breezy 2-bedroom, 2-bath condo sits on the 5th floor of the north

  Josh Jankowski CORCORAN DWELLINGS REALTY

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

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