Waterfront Homes for Sale in Siesta Key, FL

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  /73

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242

  A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every

  Harriet Stopher COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242
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  /13

  $2,995,000

  • Land
  • 26,571 Sq Ft
  • $4,909,836 per Acre

  5225 Hidden Harbor Rd, Sarasota, FL 34242

  An exclusive opportunity awaits on Siesta Key—a .6-acre homesite in the prestigious Hidden Harbor community. With 144 feet of prime canal frontage, this property offers direct access to the sparkling waters of Sarasota Bay, making it a boater’s paradise. As you arrive, a tree-canopied, pavered street winds through a secluded enclave of luxurious estate homes, setting the stage for the ultimate

  Loyd Robbins LOYD ROBBINS & CO. LLC

  5225 Hidden Harbor Rd, Sarasota, FL 34242
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  /35

  $1,750,000

  • Land
  • 15,681 Sq Ft
  • $4,861,111 per Acre

  114 Island Cir, Sarasota, FL 34242

  A rare opportunity to secure a true waterfront estate-sized homesite in the highly sought-after Palm Island enclave of Siesta Key. Located at the end of a quiet loop on Island Circle, this oversized 15,500 square foot pie-shaped double lot offers an exceptional 180+ feet of water frontage, creating a private, expansive setting rarely found this close to the beach. Surrounded by lush natural

  Alex Clark KELLER WILLIAMS ST PETE REALTY

  114 Island Cir, Sarasota, FL 34242
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  /78

  $640,000

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  239 Hourglass Way Unit V7, Sarasota, FL 34242

  Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances,

  Harriet Stopher COLDWELL BANKER REALTY

  239 Hourglass Way Unit V7, Sarasota, FL 34242
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  /64

  $609,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

  Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft

  Harriet Stopher COLDWELL BANKER REALTY

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242
• 

  

  /23

  $7,900,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,863 Sq Ft

  5215 Hidden Harbor Rd, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. This brand-new waterfront estate is being brought to life by Dynan Construction, Sarasota’s premier local luxury builder celebrated for impeccable craftsmanship, architectural integrity, and enduring coastal design. Built to the Fortified Gold Standard, the residence is engineered for long-term resilience against Florida’s

  Cassandra Miller COASTAL RESERVE

  5215 Hidden Harbor Rd, Sarasota, FL 34242
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  /70

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

  Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The

  Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242
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  /57

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  19 Whispering Sands Dr Unit 201, Sarasota, FL 34242

  Front row FULL Gulf views—just one floor above the sand! Priced below market, this lovely 2 bed/2 bath GULF FRONT tower residence in the premiere Siesta Key property of Whispering Sands represents an opportunity to move right in, and if desired, ultimately take your time to create your own vision and make it your own - and enjoy a lifetime of memories. Don’t hesitate - this is currently the best

  Harriet Stopher COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 201, Sarasota, FL 34242
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  /72

  $1,470,000

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242

  This gulf front sophisticated third floor end unit with lots of natural light and forever simply breathtaking gulf & beach views is a magnificent beach getaway in a 24 hour guard gated community! Both luxurious & elegant this 2 bedroom, 2 bath condominium simply wows you! The stunning porcelain flooring radiates a glow throughout the entire space while reflecting the abundance of natural light.

  Cindy Furtado WATERSIDE REALTY LLC

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242
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  /66

  $760,000

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft

  5968 Midnight Pass Rd Unit 158, Sarasota, FL 34242

  Looking for the perfect 2-bedroom, 2-bath investment beach condo on Siesta Key? This second-level residence presents a strong income-producing opportunity at the desirable, gulf-front Palm Bay Club. Ideally situated on the beach side of Midnight Pass Road, unit #158 features a comfortable coastal design with an open floor plan, beachy ambiance, and tile flooring throughout, making it move-in

  Jonathan Abrams MICHAEL SAUNDERS & COMPANY

  5968 Midnight Pass Rd Unit 158, Sarasota, FL 34242
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  /68

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. The sellers are also willing to offer a $60,000 SELLER CREDIT with an acceptable offer, to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of

  Harriet Stopher COLDWELL BANKER REALTY

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
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  /80

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242

  Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242
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  /19

  $3,200,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,875 Sq Ft

  671 Avenida Del Norte, Sarasota, FL 34242

  Under Construction. Custom Canal-front home underway by Salt Wave Construction, ideally located just a stroll from Siesta Key Beach and Village. Built entirely with solid block construction, this home showcases high-quality materials throughout, including hurricane-impact windows. Designed with durability in mind, its island-style construction ensures lasting strength and resilience.Thoughtfully

  Jessica Hoffman COLDWELL BANKER REALTY

  671 Avenida Del Norte, Sarasota, FL 34242
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  /96

  $3,999,000

  • 3 Beds
  • 4 Baths
  • 3,850 Sq Ft

  5045 Oxford Dr, Sarasota, FL 34242

  Set on a double lot, and Grand Canal-front on Siesta Key, this is one exceptional waterfront offering! Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock with a 10,000 lb. lift. Rare 100' stretch of unspoiled waterfrontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive

  Darren Beddoe COLDWELL BANKER REALTY

  5045 Oxford Dr, Sarasota, FL 34242
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  /54

  $1,375,000

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  5300 Ocean Blvd Unit 301, Sarasota, FL 34242

  The ultimate beach condo with sunrise and sunset and 270-degree views. Priceless. This beachy 1,446 square-foot 2-bedroom 2-bath corner residence with extra space for a den offers a unique sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, pool and Siesta Village. Priceless. The unusual 1,130 square foot terrace adds extra space and is very useful

  Carolyn Donnelly COLDWELL BANKER REALTY

  5300 Ocean Blvd Unit 301, 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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  /21

  $1,290,000

  • Land
  • 42,688 Sq Ft
  • $1,316,327 per Acre

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Seller Will consider All Offers!This rare to find a 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

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /72

  $500,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  225 Hourglass Way Unit 106, Sarasota, FL 34242

  Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
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  /53

  $1,589,000

  • 2 Beds
  • 2 Baths
  • 2,217 Sq Ft

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242

  Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and

  Mary Zilinskiy COLDWELL BANKER REALTY

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242
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  /91

  $1,249,000

  • 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

  $1,295,000

  • 1 Bed
  • 1.5 Baths
  • 928 Sq Ft

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

  New price! 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

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  $925,000

  • 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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  /54

  $2,389,000

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

  5966 Midnight Pass Rd Unit G-67, Sarasota, FL 34242

  Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the

  Ryan Skrzypkowski COLDWELL BANKER REALTY

  5966 Midnight Pass Rd Unit G-67, Sarasota, FL 34242
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  /91

  $14,500,000

  • 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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  /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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  /20

  $2,999,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,735 Sq Ft

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /58

  $1,225,000

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242

  Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 603, 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
• 

  

  /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
• 

  

  /23

  $12,500,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,353 Sq Ft

  546 Freeling Dr, Sarasota, FL 34242

  Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full

  Faith Stutzman PHAM REALTY GROUP LLC

  546 Freeling Dr, Sarasota, FL 34242
• 

  

  /22

  $1,190,000

  • Land
  • 42,688 Sq Ft
  • $1,214,286 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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