Siesta Key, FL Homes for Sale with Garage

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  /15

  $4,795,000 New Construction

  • 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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  /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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  /63

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  783 Birdsong Ln, Sarasota, FL 34242

  Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright

  Lori Lockhart COLDWELL BANKER REALTY

  783 Birdsong Ln, 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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  /54

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1200 E Peppertree Ln Unit 601, Sarasota, FL 34242

  Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom

  Patti O Grady WATERSIDE REALTY LLC

  1200 E Peppertree Ln Unit 601, Sarasota, FL 34242
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  /59

  $1,400,000

  • 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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  /21

  $1,075,000

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft

  6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242

  This lovely, updated,***SPACIOUS***oversized***1,496 SQ FT***2 bedroom 2 bath***GATED***property is located***BEACH SIDE*** directly on ***SIESTA KEY***WITH PRIVATE BEACH ACCESS & BEACH FRONT POOL***BEACH FRONT OWNERS LOUNGE***ON SITE SAUNA***EXTERIOR GUEST CHANGING ROOMS***2024 UPDATES INCLUDE***NEW KITCHEN***STAINLESS STEEL APPLIANCES***FLOORING***COUNTER TOPS***IN UNIT LAUNDRY ROOM**2025

  Gianni Latino SUNCOAST PREMIER RLTY SOLUTION

  6326 Midnight Pass Rd Unit 101, 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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  /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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  /38

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft

  237 Hourglass Way Unit V6, Sarasota, FL 34242

  Welcome to refined coastal living in this beautiful freestanding villa with a one-car garage, located in the premier Gulf-front community of Whispering Sands on Siesta Key Beach. Thoughtfully updated throughout in 2025, this light-filled residence offers three bedrooms and two bathrooms within approximately 1,400 square feet of refined living space, blending modern coastal style with everyday

  David Anthony MICHAEL SAUNDERS & COMPANY

  237 Hourglass Way Unit V6, Sarasota, FL 34242
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  $1,295,000

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

  5107 Saint Albans Ave, Sarasota, FL 34242

  One or more photo(s) has been 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

  Austin Solari FINE PROPERTIES

  5107 Saint Albans Ave, Sarasota, FL 34242
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  /20

  $3,250,000 New Construction

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

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. 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 surface countertops, solid wood

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /64

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 1,559 Sq Ft

  226 Ogden St, Sarasota, FL 34242

  Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with

  Beth Helvey MICHAEL SAUNDERS & COMPANY

  226 Ogden St, Sarasota, FL 34242
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  /94

  $6,450,000 Open Sun 12PM - 4PM

  • 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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  /21

  $12,500,000 New Construction

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

  530 Freeling Dr, Sarasota, FL 34242

  Pre-Construction. To be built. Discover an extraordinary opportunity of an expansive double-lot on North Siesta Key with this new construction, transitional modern-style luxury home by Pham Development. Nestled on an expansive 170 feet of deep water canal frontage, this stunning residence offers 4,353 square feet under air and 15,453 square feet under roof, seamlessly combining timeless

  Faith Stutzman PHAM REALTY GROUP LLC

  530 Freeling Dr, Sarasota, FL 34242
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  /41

  $3,250,000 Open Sun 12PM - 4PM

  • 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

  $3,500,000

  • 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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  /8

  $3,500,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,086 Sq Ft

  160 Garden Ln, Sarasota, FL 34242

  Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet

  Chad Fonder COLDWELL BANKER REALTY

  160 Garden Ln, Sarasota, FL 34242
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  /45

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  1308 Old Stickney Point Rd Unit W23, Sarasota, FL 34242

  Welcome to Marina Del Sol – Siesta Key Living with Downtown Convenience!Situated in the sought-after Marina del Sol community, this spacious three-bedroom residence offers the rare opportunity to enjoy Siesta Key’s lifestyle with the comfort of a true residential floor plan. Designed on the preferred Sanibel layout and spanning nearly 2,500 square feet of air-conditioned living space, this

  Roger Pettingell COLDWELL BANKER REALTY

  1308 Old Stickney Point Rd Unit W23, Sarasota, FL 34242
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  $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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