Homes for Sale in 34242

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  /37

  $874,999

  $124K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  9150 Blind Pass Rd Unit 206, Sarasota, FL 34242

  Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated

  Taylor Brady RE/MAX PALM REALTY

  9150 Blind Pass Rd Unit 206, Sarasota, FL 34242
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  /68

  $475,000

  $100K PRICE DROP

  • 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. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a rare, $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest

  Harriet Stopher COLDWELL BANKER REALTY

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
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  /5

  $750,000

  • 4 Beds
  • 2 Baths
  • 1,978 Sq Ft

  749 Siesta Dr, Sarasota, FL 34242

  Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.

  Yisbel Bera Damiron EXP REALTY LLC

  749 Siesta Dr, Sarasota, FL 34242
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  /84

  $3,699,000

  Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,341 Sq Ft

  412 Treasure Boat Way, Sarasota, FL 34242

  Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance

  Robert Dinan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  412 Treasure Boat Way, Sarasota, FL 34242
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  /42

  $670,000

  $65K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  8710 Midnight Pass Rd Unit 203B, Sarasota, FL 34242

  Perfect Beach Life on Siesta Key! Tortuga Beach has so much to offer. Private 77 unit complex has the small intimate feel with a luxury with it's many offerings. Private Beachfront, Tennis & Pickleball across the street, Clubhouse with kitchen, library and entertainment area, indoor/outdoor community pool, sauna, sun deck with grills and seating, and boat slips across the street on the bay. There

  Jennifer Le Blanc PRECISE REALTY CORP

  8710 Midnight Pass Rd Unit 203B, Sarasota, FL 34242
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  /9

  $879,000

  $20K PRICE DROP

  • Land
  • 5,945 Sq Ft
  • $6,440,579 per Acre

  5375 Calle Florida, Siesta Key, FL 34242

  This prime Lot on the best location area to make your dream home on Siesta Key. Easy access to thebeautiful gulf beach and just one bridge away from the intercoastal. The Lot is ideally located in Siesta Isles, a community with only 298homes known for spacious lawns and lush, tropical landscaping creating an atmosphere of a true paradise. The Photo renderings are for illustration purposes

  Sandra Heath Celebrity Dot Properties LLC

  5375 Calle Florida, Siesta Key, FL 34242
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  /53

  $9,500,000

  • 5 Beds
  • 5.5 Baths
  • 7,116 Sq Ft

  4317 Midnight Pass Rd, Sarasota, FL 34242

  Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the

  Gigi Kuster COLDWELL BANKER REALTY

  4317 Midnight Pass Rd, Sarasota, FL 34242
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  /70

  $6,195,000

  $100K PRICE DROP

  • 9 Beds
  • 9.5 Baths
  • 4,944 Sq Ft

  6548 Sabal Dr, Sarasota, FL 34242

  Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that

  Sabrina Ullmann RE/MAX ALLIANCE GROUP

  6548 Sabal Dr, Sarasota, FL 34242
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  /46

  $5,390,000

  • 6 Beds
  • 6.5 Baths
  • 3,504 Sq Ft

  85 Avenida Messina, Sarasota, FL 34242

  Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place.Positioned just steps from Siesta Key Village and

  Eric Pullen LESLIE WELLS REALTY, INC.

  85 Avenida Messina, 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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  /69

  $4,900,000

  $599K PRICE DROP

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

  4136 Roberts Point Cir, Sarasota, FL 34242

  Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create

  Nina Bayan KELLER WILLIAMS ON THE WATER S

  4136 Roberts Point Cir, Sarasota, FL 34242
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  /61

  $1,149,000

  $50K PRICE DROP

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

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

  Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment

  Heather Lakeman EXIT KING REALTY

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242
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  /36

  $902,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  617 Calle de Peru, Sarasota, FL 34242

  Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing

  Beverly Perez FINE PROPERTIES

  617 Calle de Peru, Sarasota, FL 34242
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  /42

  $2,675,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 2,729 Sq Ft

  6901 Bochi Cir, Sarasota, FL 34242

  Under Construction. Discover La Linda, anexclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistantwindows and doors, and private elevators for ultimate

  Jeremy Hartmark LPT REALTY, LLC

  6901 Bochi Cir, Sarasota, FL 34242
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  /21

  $575,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242

  Welcome to Beach Club at Siesta Key, where an unbeatable investment opportunity awaits just steps from the world-renowned Siesta Key Beach. This charming 1-bedroom, 1-bathroom first-floor condo is the ideal blend of personal escape and income-generating property, boasting a successful history in short-term rentals. As you step inside this fully furnished, turnkey unit, you’re greeted by an open

  Cole Collins COLDWELL BANKER REALTY

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242
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  /75

  $2,350,000

  • 4 Beds
  • 4 Baths
  • 2,977 Sq Ft

  7345 Pine Needle Rd, Sarasota, FL 34242

  Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the

  Amy Nadell COLDWELL BANKER REALTY

  7345 Pine Needle Rd, Sarasota, FL 34242
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  /72

  $500,000

  $75K PRICE DROP

  • 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 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 effortless living,

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
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  /22

  $1,399,000

  • Land
  • 18,295 Sq Ft
  • $3,330,952 per Acre

  0 Sharswood Ln, Sarasota, FL 34242

  This is an exceptional opportunity to develop your custom home in an exclusive gated waterfront community just a few minutes from Siesta Key Beach, world-famous for its white powdery quartz sand. This elevated large private lot comes with a deeded boat slip on the bay, offering luxury indoor and outdoor living and a high-quality lifestyle. This is the last available lot in Space Bay, one of the

  Mariana Georgieva HORIZON REALTY INTERNATIONAL

  0 Sharswood Ln, Sarasota, FL 34242
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  /78

  $4,995,000

  $255K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,015 Sq Ft

  1140 Seaside Dr Unit 301 & Penthouse, Sarasota, FL 34242

  Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1140 Seaside Dr Unit 301 & Penthouse, Sarasota, FL 34242
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  /15

  $4,795,000

  New Construction $800K PRICE INCREASE

  • 4 Beds
  • 4.5 Baths
  • 3,995 Sq Ft

  601 Tremont St, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. Set in a hammock of old growth oak trees and mature landscaping, this masterpiece of a home sits on over 1/3 of an acre and is located on one of the most treasured streets on Siesta Key. It is just a short walk from The Out-of-Door Academy, minutes from the world-famous Siesta Key Village and another few blocks to our cherished

  Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  601 Tremont St, Sarasota, FL 34242
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  /57

  $2,900,000

  $300K PRICE DROP

  • 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

  $55K PRICE DROP

  • 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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  /37

  $1,845,000

  • Land
  • 40,946 Sq Ft
  • $1,962,766 per Acre

  7723 Sanderling Rd, Sarasota, FL 34242

  Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opportunity to create a custom coastal estate in one of Sarasota’s most coveted communities. With over 180 feet of frontage on Heron Lagoon and the Gulf across the street, expansive water views and sunsets are everywhere creating the

  Joel Schemmel DOUGLAS ELLIMAN

  7723 Sanderling Rd, Sarasota, FL 34242
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  /59

  $1,350,000

  $50K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 2,927 Sq Ft

  4646 Gleason Ave, Sarasota, FL 34242

  Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive,

  Victor Maravi Passara KELLER WILLIAMS ON THE WATER S

  4646 Gleason Ave, Sarasota, FL 34242
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  /53

  $2,299,000

  $90K PRICE DROP

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

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

  Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. 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

  Ryan Skrzypkowski COLDWELL BANKER REALTY

  5966 Midnight Pass Rd Unit G-67, Sarasota, FL 34242
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  /50

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  734 Canal Rd, Sarasota, FL 34242

  Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229-square-foot property in sought-after community of Siesta Isles, just two blocks from the powdery white sands of Siesta Beach, ranked the #1 beach in the USA. This property offers a rare chance to create your dream home in one of

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  734 Canal Rd, Sarasota, FL 34242
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  /18

  $575,000

  $55K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  /47

  $595,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft

  8911 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan,

  Joe Cleary RE/MAX ALLIANCE GROUP

  8911 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  /91

  $14,500,000

  $1M PRICE DROP

  • 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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  /37

  $850,000

  $80K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  6518 Midnight Pass Rd Unit 209, Sarasota, FL 34242

  Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless

  David Leventhal COLDWELL BANKER REALTY

  6518 Midnight Pass Rd Unit 209, Sarasota, FL 34242
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  /42

  $1,224,000

  $71K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  5107 Saint Albans Ave, Sarasota, FL 34242

  Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living,

  Austin Solari FINE PROPERTIES

  5107 Saint Albans Ave, Sarasota, FL 34242
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  /61

  $399,000

  $66K PRICE DROP

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

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to move! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
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  /20

  $2,999,000

  New Construction $2M PRICE DROP

  • 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

  $1,174,000

  $51K PRICE DROP

  • 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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