Siesta Key, FL Homes for Sale with Garage

• 

  

  

  /41

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  523 Reid St, Sarasota, FL 34242

  Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is.With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank

  Curtis Ware KW COASTAL LIVING III

  523 Reid St, Sarasota, FL 34242
• 

  

  

  /58

  $4,195,000 New Construction

  • 4 Beds
  • 6 Baths
  • 5,238 Sq Ft

  656 Tropical Cir, Sarasota, FL 34242

  Perfectly positioned in Siesta Beach—just moments from the shoreline—this newly completed 2025 coastal residence delivers a rare combination of striking design, thoughtful functionality, and luxurious indoor-outdoor living. Spanning more than 5,200 square feet of air-conditioned space across two levels, this contemporary home has been professionally staged with high-end furnishings included in

  Roger Pettingell COLDWELL BANKER REALTY

  656 Tropical Cir, Sarasota, FL 34242
• 

  

  

  /61

  $5,695,000

  • 8 Beds
  • 8.5 Baths
  • 3,811 Sq Ft

  336 Avenida de Mayo, Sarasota, FL 34242

  Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for

  Samantha Callaway RE/MAX ALLIANCE GROUP

  336 Avenida de Mayo, Sarasota, FL 34242
• 

  

  

  /4

  $3,400,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,200 Sq Ft

  0 Roberts Point Cir Unit LOT 19, Sarasota, FL 34242

  Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to

  Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

  0 Roberts Point Cir Unit LOT 19, 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
• 

  

  /97

  $5,395,000

  • 3 Beds
  • 5 Baths
  • 4,294 Sq Ft

  5362 Shadow Lawn Dr, Sarasota, FL 34242

  Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405

  Morgan Marziali NCC PROPERTIES LLC

  5362 Shadow Lawn Dr, Sarasota, FL 34242
• 

  

  /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
• 

  

  /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

  Leslie Wells LESLIE WELLS REALTY, INC.

  85 Avenida Messina, Sarasota, FL 34242
• 

  

  /93

  $3,999,000 Open Thu 1PM - 3PM

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

  5045 Oxford Dr, Sarasota, FL 34242

  Exceptional new waterfront offering on the Grand Canal of Siesta Key. Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock and 10,000 lb. lift. Rare 100' stretch of unspoiled waterfront frontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive living areas, elegant

  Darren Beddoe COLDWELL BANKER REALTY

  5045 Oxford Dr, Sarasota, FL 34242
• 

  

  /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
• 

  

  /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
• 

  

  /64

  $1,899,000

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  450 Beach Rd Unit 4, Sarasota, FL 34242

  Welcome to 450 Beach Rd Unit 4, a rare opportunity to own a completely remodeled 2025 coastal retreat just steps from the sugar-sand shoreline of world-famous Siesta Key Beach. Located within an intimate five-unit complex, this 3 bedroom, 2 bathroom condominium offers deeded beach access, sweeping Gulf views, and weekly rental flexibility.The interior was fully renovated in 2025 and features

  Curtis Ware KW COASTAL LIVING III

  450 Beach Rd Unit 4, Sarasota, FL 34242
• 

  

  /48

  $1,589,000

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

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. 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

  Mary Zilinskiy COLDWELL BANKER REALTY

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242
• 

  

  /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
• 

  

  /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
• 

  

  /63

  $999,900

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $954,975

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

  6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242

  This lovely 1,496 SQ FT, 2 bedroom 2 bath condo has been nicely UPDATED in 2024 and 2025. 2024 UPDATES include, a NEW KITCHEN, STAINLESS STEEL APPLIANCES, LVP FLOORING, COUNTER TOPS, and a IN UNIT LAUNDRY ROOM. 2025 UPDATES include a NEW A/C SYSTEM, IMPACT WINDOWS, IMPACT SLIDERS, SOLID CORE INTERIOR DOORS, BASEBORDS, and CROWN MOULDING. The condo has also been FRESHLY PAINTED.In 2025, the

  Gianni Latino SUNCOAST PREMIER RLTY SOLUTION

  6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /42

  $1,249,000

  • 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
• 

  

  /93

  $7,500,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,875 Sq Ft

  4634 Higel Ave, Sarasota, FL 34242

  Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4634 Higel Ave, Sarasota, FL 34242
• 

  

  /20

  $3,191,000 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
• 

  

  /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
• 

  

  /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 THE STUTZMAN REALTY GROUP, LLC

  546 Freeling Dr, Sarasota, FL 34242
• 

  

  /99

  $12,900,000

  • 5 Beds
  • 6.5 Baths
  • 5,273 Sq Ft

  3750 Bayou Louise Ln, Sarasota, FL 34242

  Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house,

  Nora Johnson MICHAEL SAUNDERS & COMPANY

  3750 Bayou Louise Ln, Sarasota, FL 34242
• 

  

  /41

  $3,199,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /27

  $4,950,000 Open Sun 1PM - 3PM

  • 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

Showing Results 161 - 194, Page 5 of 5