4-Bedroom Homes for Sale in 34242

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  /98

  $7,740,000

  • 4 Beds
  • 4.5 Baths
  • 5,532 Sq Ft

  3935 N Shell Rd, Siesta Key, FL 34242

  Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal

  Curtis Ware KW COASTAL LIVING III

  3935 N Shell Rd, Siesta Key, FL 34242
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  /86

  $7,495,000

  • 4 Beds
  • 4.5 Baths
  • 7,003 Sq Ft

  4205 Higel Ave, Sarasota, FL 34242

  New price! Palm Beach meets Siesta Key, a waterfront masterpiece. A stunning Palladian villa with a modern twist, this gated waterfront estate on the protected deep waters of Cocoanut Bayou offers an unparalleled blend of luxury, elegance and coastal serenity. Boasting 120 feet of deep sailboat water, a private dock, private beach access, and partial gulf views, this exquisite home presents over

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4205 Higel Ave, Sarasota, FL 34242
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  /54

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 3,451 Sq Ft

  940 Siesta Key Place, Sarasota, FL 34242

  Exceptional New Price for Siesta Key Canal-Front Living.Discover an unparalleled waterfront retreat on the highly coveted North Siesta Key, where luxury and tranquility converge. This extraordinary property boasts over 300 feet of pristine water frontage, offering breathtaking panoramic views and seamless access to Sarasota’s renowned waterways.Spanning over 3,450 sq. ft. of

  Frederick Insogna COLDWELL BANKER REALTY

  940 Siesta Key Place, Sarasota, FL 34242
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  /74

  $4,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,518 Sq Ft

  1035 Seaside Dr Unit 503, Sarasota, FL 34242

  One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside- Welcome to Unit #503, an exquisite, custom-designed Gulf-front residence at Ten35 Seaside on South Siesta Key. This one-of-a-kind unit has been thoughtfully reimagined with over $400,000 in bespoke upgrades, elevating it to a level of luxury and exclusivity rarely seen on the market.From the moment you arrive, convenience and

  David Lehrman THE SARASOTA REAL ESTATE COMP.

  1035 Seaside Dr Unit 503, Sarasota, FL 34242
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  /56

  $8,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,525 Sq Ft

  6100 Midnight Pass Rd Unit 401, Sarasota, FL 34242

  A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the

  David Lehrman THE SARASOTA REAL ESTATE COMP.

  6100 Midnight Pass Rd Unit 401, Sarasota, FL 34242
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  /53

  $1,249,900

  • 4 Beds
  • 2 Baths
  • 1,915 Sq Ft

  567 Venice Ln, Sarasota, FL 34242

  Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection!A freshly painted exterior, paver driveway, and xeriscape landscaping

  Conner Ashley PREFERRED SHORE LLC

  567 Venice Ln, Sarasota, FL 34242
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  /13

  $1,598,000

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  4839 Primrose Path, Sarasota, FL 34242

  Primrose Path is a quiet street only one block long. The property has 250 feet of wide Canal front which is extremely rare. It includes a newer extra-large cement cap. The pretty setting is next to a picturesque bridge and has another long canal view facing the front of the lot. It is very close to Siesta Village. The existing house could possibly support a second-floor addition as the first

  Brian Livesey WATERSIDE REALTY LLC

  4839 Primrose Path, Sarasota, FL 34242
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  /47

  $1,695,000

  • 4 Beds
  • 3 Baths
  • 2,124 Sq Ft

  5560 Shadow Lawn Dr, Sarasota, FL 34242

  New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world-famous white sands of Siesta Beach and the aqua waters of the Gulf of Mexico. On an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath oasis offers an unparalleled blend of luxury and comfort. Entertain effortlessly in the open-concept floor plan, featuring

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5560 Shadow Lawn Dr, Sarasota, FL 34242
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  /36

  $3,600,000

  • 4 Beds
  • 4.5 Baths
  • 2,645 Sq Ft

  6530 Peacock Rd, Sarasota, FL 34242

  WELCOME TO YOUR DREAM HOME ON SIESTA KEY!!! LOCATION LOCATION LOCATION! Experience the ultimate in coastal luxury with this stunning new construction home by the renowned Eason Builders Group. Located on the tranquil and exclusive Peacock Road, this four-bedroom, four-and-a-half-bathroom waterfront residence offers a harmonious blend of modern elegance, tropical beauty, and thoughtful design. Be

  Jay Travis RE/MAX ALLIANCE GROUP

  6530 Peacock Rd, Sarasota, FL 34242
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  /70

  $5,950,000

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

  749 Freeling Dr, Sarasota, FL 34242

  Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's coveted north end. Just minutes from everything on and off the island, this residence is poised on a deep sailboat water bayou just off Sarasota Bay

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  749 Freeling Dr, Sarasota, FL 34242
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  /33

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,753 Sq Ft

  5072 Higel Ave, Sarasota, FL 34242

  Discover the rare opportunity to build or renovate on an exceptional .36-acre canal-front property located in the sought-after Sara Sands neighborhood on Siesta Key. Tucked away in a serene, upscale enclave just moments from the vibrant Siesta Key Village and the world-renowned Siesta Key Beach, this property offers the perfect blend of tranquility and convenience. The existing

  Georgia Salaverri COLDWELL BANKER REALTY

  5072 Higel Ave, Sarasota, FL 34242
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  /48

  $89,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  915 Seaside Dr Unit 613, Weeks 4-5, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. ### Winter Package: Own 1/16th Share of Luxury! #### Live Your Dream on Siesta Key Beach #### Imagine owning a luxurious condominium on America's top-rated beach, Siesta Key Beach. Now, this dream can be a reality with this Summer Fractional Package, offering 1/16th shares of ownership. Enjoy an enviable lifestyle on this pristine beach without

  Kelly Mooney DOUGLAS ELLIMAN

  915 Seaside Dr Unit 613, Weeks 4-5, Sarasota, FL 34242
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  /146

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,236 Sq Ft

  304 Calle Miramar Unit 2, Sarasota, FL 34242

  Perched above the captivating charm of Siesta Key, this exquisite penthouse is just steps from America's top-rated beach. Located in the heart of Siesta Key Village, this luxury residence offers an unparalleled blend of elegance and relaxation, spanning 3,236 square feet across two thoughtfully designed levels with 4 bedrooms, 4 bathrooms, and sweeping terraces that frame picturesque Gulf views.A

  Clay Owens Compass Florida, LLC

  304 Calle Miramar Unit 2, Sarasota, FL 34242
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  /38

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 4,482 Sq Ft

  4865 Featherbed Ln, Sarasota, FL 34242

  Canal front home on over half an acre, ideally on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to recent hurricanes. Mold remediation has been performed. This desirable lot is .60 acres, an ideal place to build your dream home.

  Janet Borden PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4865 Featherbed Ln, Sarasota, FL 34242
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  /59

  $4,495,000

  • 4 Beds
  • 4.5 Baths
  • 5,142 Sq Ft

  1243 Starboard Ln, Sarasota, FL 34242

  Welcome to 1243 Starboard, where luxury and design converge in a grand, seamless blend. This stunning 4-bedroom + office, 4.5-bathroom home with a 3+ car garage, crafted by the esteemed Voigt Construction, is nestled on nearly half an acre of deep sailboat water on Siesta Key, epitomizing island living at its finest. Constructed to the highest modern standards and equipped with a full-house

  Cole Collins COLDWELL BANKER REALTY

  1243 Starboard Ln, Sarasota, FL 34242
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  /61

  $2,790,000

  • 4 Beds
  • 3.5 Baths
  • 3,228 Sq Ft

  467 Canal Rd Unit 467, Sarasota, FL 34242

  Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in

  Dan Miller PREFERRED SHORE LLC

  467 Canal Rd Unit 467, Sarasota, FL 34242
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  /87

  $1,975,000

  • 4 Beds
  • 3.5 Baths
  • 2,641 Sq Ft

  577 Venice Ln, Sarasota, FL 34242

  NEW, NEW,NEW... COMPLETED 2021! New Price! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40-year-old renovated low ceiling, low lying home with non-impact glass and plumbing and electrical infrastructure issues? Why subject yourself to those older home realities that also come with astronomical

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  577 Venice Ln, Sarasota, FL 34242
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  /63

  $94,900

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  915 Seaside Dr Unit 613, Weeks 28-29, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. ### Summer Fractional Package: Own 1/16th Share of Luxury! #### Live Your Dream on Siesta Key Beach #### Imagine owning a luxurious condominium on America's top-rated beach, Siesta Key Beach. Now, this dream can be a reality with this Summer Fractional Package, offering 1/16th shares of ownership. Enjoy an enviable lifestyle on this pristine beach

  Kelly Mooney DOUGLAS ELLIMAN

  915 Seaside Dr Unit 613, Weeks 28-29, Sarasota, FL 34242
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  /7

  $1,705,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,824 Sq Ft

  312 Avenida Leona, Siesta Key, FL 34242

  Pre-Construction. To be built. Build Your Coastal Dream on Siesta Key – Hurricane-Ready Luxury by SeaSafe Homes. This offering includes both the canal-front lot on Avenida Leona in Siesta Key and the construction of the Battery Point Model by SeaSafe Homes. This is a rare opportunity to build a high-performance coastal home in one of Siesta Key’s most desirable neighborhoods. Located just a short

  Ron Pepka KELLER WILLIAMS ON THE WATER

  312 Avenida Leona, Siesta Key, FL 34242
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  /90

  $5,495,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,676 Sq Ft

  8800 Midnight Pass Rd, Sarasota, FL 34242

  Auction Property. LUXURY REAL ESTATE AUCTION on-site on Wednesday, August 20, 2025, at 11:00 a.m. Previews begin on Saturday, August 2 and will run every Saturday and Sunday from 1:00 to 4:00 p.m. until the auction. Private appointments are available; please call for details. Host your family, friends, or dream vacations at this New Construction Luxury Beach House with Ocean Views on

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  8800 Midnight Pass Rd, Sarasota, FL 34242
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  /6

  $6,000,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,482 Sq Ft

  4644 Higel Ave, Sarasota, FL 34242

  Pre-Construction. To be built. Pre-Construction. To be built. Designed and developed by the renowned M&J Pham Development team, this residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance at 4644 Higel Avenue, Sarasota. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4644 Higel Ave, Sarasota, FL 34242
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  /100

  $4,299,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 3,996 Sq Ft

  603 Tremont St, Siesta Key, FL 34242

  Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by M&J Pham Development epitomizes modern luxury and architectural brilliance, offering 3,996 square feet of exquisitely designed living space with 4 bedrooms and 4.5 bathrooms. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  603 Tremont St, Siesta Key, FL 34242
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  /4

  $5,399,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,007 Sq Ft

  4544 Woodside Rd, Sarasota, FL 34242

  Under Construction. Welcome to your dream home on Siesta Key! This home, crafted by the esteemed custom home builder Maglich Homes, boasts over 4,000 square feet of luxurious living space with an open floor plan designed to maximize natural light and showcase breathtaking canal views. Situated on the pristine Grand Canal, this exquisite residence offers unparalleled access to the water, with just

  Thomas Cail RE/MAX ALLIANCE GROUP

  4544 Woodside Rd, Sarasota, FL 34242
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  /94

  $7,400,000 Open Sun 1PM - 4PM

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

  3550 Flamingo Ave, Sarasota, FL 34242

  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 of space. The main level features a designer kitchen with an

  Barbara May MICHAEL SAUNDERS & COMPANY

  3550 Flamingo Ave, Sarasota, FL 34242
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  /37

  $8,500,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 6,206 Sq Ft

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a

  Thomas Cail RE/MAX ALLIANCE GROUP

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242
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  /9

  $4,985,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,132 Sq Ft

  558 Venice Ln, Sarasota, FL 34242

  Under Construction. –A luxury, Coastal Contemporary Home on Siesta Key. Welcome to your future coastal retreat, brought to life by Heritage Builders, an award-winning custom home builder known for excellence in design and craftsmanship. This stunning two-level waterfront residence on Siesta Key offers the pinnacle of luxury living, with 4,132 square feet of thoughtfully designed space, four

  Sara Boudarga HB REALTY GROUP INC.

  558 Venice Ln, Sarasota, FL 34242
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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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