Homes for Sale in Siesta Key, FL with 2-Bedrooms

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  /52

  $529,000

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

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
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  /61

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242

  Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay

  Jackie Eberley COLDWELL BANKER REALTY

  6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242
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  /49

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5302 La Rosas, Sarasota, FL 34242

  Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build

  Dan Miller PREFERRED SHORE LLC

  5302 La Rosas, Sarasota, FL 34242
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  $685,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242

  Looking for the perfect balance of location, lifestyle and income potential? This one delivers all three. Welcome to your slice of paradise on world-renowned Siesta Key! This spacious 2-bedroom, 2-bath condo is located in the highly sought-after Palm Bay Club, offering the perfect blend of coastal living and resort-style amenities. Located on the second floor, step inside to an open-concept

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242
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  /54

  $669,900

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242

  Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment

  Domanic Calamese KW COASTAL LIVING III

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242
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  /43

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  6308 Midnight Pass Rd Unit 6, Sarasota, FL 34242

  Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value.

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  6308 Midnight Pass Rd Unit 6, Sarasota, FL 34242
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  /65

  $399,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1300 N Portofino Dr Unit 103, Sarasota, FL 34242

  Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #1 beach in the U.S., this beautifully updated 2-bedroom, 2-bathroom condo in the highly desirable Siesta Harbor 55+ community is the ultimate coastal retreat. Bright, spacious, and thoughtfully designed, this residence features stylish luxury vinyl flooring, a beautifully

  Rachelle Golden MICHAEL SAUNDERS & COMPANY

  1300 N Portofino Dr Unit 103, Sarasota, FL 34242
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  /49

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  385 Avenida Madera, Sarasota, FL 34242

  Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors

  Dan Miller PREFERRED SHORE LLC

  385 Avenida Madera, Sarasota, FL 34242
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  /37

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,061 Sq Ft

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242

  ONLY 8 UNITS FACE THE INTERCOASTAL- OPPORTUNITY KNOCKS! SUBMIT OFFERS- SELLER WILL CREDIT FOR THE NEW LANAI ENCLOSURE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242
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  $995,500

  • 2 Beds
  • 1.5 Baths
  • 725 Sq Ft

  643 Calle Del Otono, Sarasota, FL 34242

  Beachside Investment & Retreat — Just 100 Yards from Siesta Key Beach!Price Reduced to $995,500 Own the best of both worlds: a luxury beach getaway you can enjoy personally, and a high-performing short-term rental when you’re not in town. Just 100 yards from the world-famous white sands of Siesta Key Beach, this beautifully renovated 2-bedroom coastal retreat delivers an unbeatable

  Dennis Perkins CORAL BAY REALTY LLC

  643 Calle Del Otono, Sarasota, FL 34242
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  $495,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features

  Rachelle Tirey PREFERRED SHORE LLC

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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  /54

  $643,000 Open House 7/02

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Tremendous value for this 4th floor condo for sale at the Excelsior Beach to Bay Complex! Coveted for its soaring ceilings and the opportunity to add a bona fide 3rd bedroom, you can redesign this bayside penthouse into a luxurious home/home away from home. Take your time as there have been updates, it's in great condition and quite lovely as is. This particular unit faces south and is filled

  Joan Winters EXIT KING REALTY

  6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242
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  $649,995

  • 2 Beds
  • 2 Baths
  • 1,174 Sq Ft

  777 Beach Rd Unit 1B, Sarasota, FL 34242

  PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your

  Trish Chandler PREMIER SOTHEBY'S INTERNATIONAL REALTY

  777 Beach Rd Unit 1B, Sarasota, FL 34242
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  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft

  5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242

  Secure This Siesta Key Condo Before the Peak of Spring Selling Season! 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready! Opportunities like this don’t wait - own in one of Siesta Key’s most desirable beach front communities at Sarasota Surf and Racquet Club, located directly on Crescent Beach, the powdery white sand shoreline that makes

  Greg Hudson COLDWELL BANKER REALTY

  5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242
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  /96

  $1,795,000

  • 2 Beds
  • 3.5 Baths
  • 1,862 Sq Ft

  540 Beach Rd Unit 510, Sarasota, FL 34242

  A beachfront home for the price of a condo. 540 Beach Road on Siesta Key is a three-story standalone Gulf front residence with private beach access and breathtaking views directly on famed Siesta Key Beach. Privacy and exclusivity await at Tiffany Sands, an enclave of only 9 units. With expansive Gulf views from the moment you open the front door, 540 Beach Road is a detached single-family condo

  Robin Leonardi MICHAEL SAUNDERS & COMPANY

  540 Beach Rd Unit 510, Sarasota, FL 34242
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  /89

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft

  6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  Welcome to this updated 2BR/2BA condo in the desirable Excelsior Beach to Bay community on Siesta Key. This residence features a newly updated kitchen and flooring, hurricane-impact windows, and a spacious great room that opens to an enclosed terrace overlooking the pool with partial bay views. Enjoy a split-bedroom layout with a walk-in closet in the primary suite. Community amenities include

  Karen Chandler MICHAEL SAUNDERS & COMPANY

  6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242
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  /49

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 1,996 Sq Ft

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242

  A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242
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  /41

  $375,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242

  Discover the perfect blend of coastal luxury and investment opportunity. This beautifully furnished modern condo, SLEEPS UP TO SIX! Located just minutes from the world-famous Siesta Key Beach. Whether you're looking for a dream getaway or a highly desirable rental property, with weekly rentals allowed. This gem checks all the boxes!Built to last, this sturdy unit has stood strong through past

  Dena Dominiczak EXIT KING REALTY

  6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242
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  /41

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

  Beautifully appointed, bright and airy unit with all the right touches. Move right in just bring your toothbrush and you are ready to start enjoying Island Living! You will be able to watch Sunsets every day. Take the Elevator to this 3rd floor unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is

  Patti O Grady WATERSIDE REALTY LLC

  1200 E Peppertree Ln Unit 305, 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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  /42

  $1,175,000

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

  1260 Dolphin Bay Way Unit 203, Sarasota, FL 34242

  Newly installed white quartz countertops and freshly painted cabinets make the kitchen bright and cheery in this expansive 2-bedroom, 2-bath residence. With breathtaking bay views, the interior boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  1260 Dolphin Bay Way Unit 203, Sarasota, FL 34242
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  /55

  $449,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242

  SOLID CONSTRUCTION & STRATEGIC LOCATION...Discover peace of mind in this resilient first floor condo at Bay Oaks. Convenient carport right outside your door means no waiting for elevators, making it effortless to come and go. The versatile layout of this one-bedroom unit with den provides flexibility for guests and family. Ceramic tile throughout the living and dining room. Lovely outdoor patio

  Ingrid Caruso COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242
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  $699,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242

  Don't miss out on this chance to own a piece of paradise! This 6th floor condo offers an open floor plan, allowing for natural light to stream through and illuminate every room. The lanai provides a tranquil setting to enjoy the beautiful view of the Intracoastal Waterway. The condo is turnkey furnished, making it move-in ready and perfect for those looking for a hassle-free transition. With

  Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242
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  $835,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6500 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  $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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  /83

  $1,100,000

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

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Fabulous Siesta Beach Condo at the Siesta Breakers #403 — Where Paradise Meets ProfitSome properties are nice. This one is life-changing. Welcome to Unit #403 at Siesta Breakers — a rare, true beachfront end-unit perched directly on Crescent Beach, one of the most celebrated stretches of coastline on the planet. This isn't just a condo. It's a front-row seat to the Gulf of Mexico, every

  Leo Albanes CHARLOTTE COUNTY PROPERTIES

  6480 Midnight Pass Rd Unit 403, Sarasota, FL 34242

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