Siesta Key, FL Houses for Sale

• 

  

  

  /9

  $875,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  4637 Ocean Blvd, Sarasota, FL 34242

  Dream Home Extra - Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home!.3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key ChapelMake your offer today & Build Your Dream

  

  Albert Wooster

  ALBERT WOOSTER & COMPANY

  (941) 231-7499

  4637 Ocean Blvd, Sarasota, FL 34242
• 

  Explore Siesta Key

• 

  

  

  /48

  $960,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  711 Birdsong Ln, Sarasota, FL 34242

  Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round appeal.This property is perched on an elevated lot that has never experienced flooding. Recent

  

  Julianna Burns

  BERKSHIRE HATHAWAY HOMESERVICE

  (941) 390-4919

  711 Birdsong Ln, Sarasota, FL 34242
• 

  

  

  /85

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 2,185 Sq Ft

  746 Plymouth St, Sarasota, FL 34242

  Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are

  

  Carla Rayman Kidd

  COLDWELL BANKER REALTY

  (941) 239-2641

  746 Plymouth St, Sarasota, FL 34242
• 

  

  

  /26

  $2,554,250 New Construction

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

  5019 Commonwealth Dr, Sarasota, FL 34242

  Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted custom home plans by Yoder Construction—giving buyers a rare chance to build new in a prime island

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 326-4411

  5019 Commonwealth Dr, Sarasota, FL 34242
• 

  

  

  /42

  $5,392,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 231-6297

  4819 Higel Ave, Sarasota, FL 34242
• 

  

  /69

  $2,850,000

  • 5 Beds
  • 3.5 Baths
  • 3,205 Sq Ft

  430 Island Cir, Sarasota, FL 34242

  Welcome to 430 Island Circle, where island living feels both luxurious and refreshingly relaxed. Set on Palm Island, the “heart of Siesta Key”, just moments from the sugar-white sands of Siesta Key Beach, this home offers the perfect balance of modern comfort and coastal charm.Completely reimagined from top to bottom, this five bedroom, three and a half bathroom residence opens with

  Jesse Bauer KELLER WILLIAMS ON THE WATER S

  430 Island Cir, Sarasota, FL 34242
• 

  

  /100

  $2,699,999

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5012 Higel Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

  Rachelle Tirey PREFERRED SHORE LLC

  5012 Higel Ave, 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
• 

  

  /73

  $6,900,000

  • 5 Beds
  • 7 Baths
  • 6,928 Sq Ft

  5132 Jungle Plum Rd, Sarasota, FL 34242

  Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

  Joel Schemmel DOUGLAS ELLIMAN

  5132 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /37

  $3,288,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,885 Sq Ft

  5169 Sandy Shore Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. PRIVATE WATERFRONT LUXURY | Siesta Key’s Discreet Side of ParadiseTucked away on a quiet cul-de-sac in the coveted Sara Sands neighborhood, this turnkey waterfront residence offers the rare balance of complete privacy and immediate enjoyment. Built in 2015 by award-winning Lee Wetherington and elevated at 10.5 feet, the home blends timeless

  Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
• 

  

  /100

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 2,988 Sq Ft

  5365 Calle Florida, Sarasota, FL 34242

  This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main

  David DAngelo MICHAEL SAUNDERS & COMPANY

  5365 Calle Florida, Sarasota, FL 34242
• 

  

  /59

  $3,495,000

  • 7 Beds
  • 6 Baths
  • 3,175 Sq Ft

  344 Canal Rd, Sarasota, FL 34242

  Welcome to Island House, your ultimate island retreat, tailor-made to host an unforgettable Siesta Key vacation. Nestled just minutes away from the renowned Siesta Beach and Siesta Key Village, this exquisite vacation haven is designed to offer you the perfect blend of comfort and luxury. With a private pool featuring an exhilarating waterslide and a separate guest suite, your every need is

  Jay Travis RE/MAX ALLIANCE GROUP

  344 Canal Rd, Sarasota, FL 34242
• 

  

  /79

  $2,400,000

  • 3 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  46 Sandy Hook Rd, Sarasota, FL 34242

  Sandy Hook stands as a rare fusion of history, architecture, and coastal living. Sandy Hook is Siesta Key’s Premier Gulfside Community. Just north and west of Siesta Village, Sandy Hook is more than a neighborhood—it’s a legacy. Widely regarded as one of the most prestigious, desirable, and coveted communities on Siesta Key, it sits on a stretch of coastline where Gulf breezes carry stories of

  Amy Robinson AMY ROBINSON REAL ESTATE LLC

  46 Sandy Hook Rd, Sarasota, FL 34242
• 

  

  /59

  $2,275,000

  • 5 Beds
  • 4 Baths
  • 3,855 Sq Ft

  2 Island Cir, Sarasota, FL 34242

  *2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration

  George Miller COLDWELL BANKER REALTY

  2 Island Cir, Sarasota, FL 34242
• 

  

  /41

  $1,895,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  4879 Commonwealth Dr, Sarasota, FL 34242

  Own a Rare Piece of Sarasota's Architectural History on Siesta Key!Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly

  Daniel Petrilla PREFERRED SHORE LLC

  4879 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /62

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  1201 Big Oak Ln, Sarasota, FL 34242

  Once in a lifetime opportunity for a turnkey destination vacation home OR a rare short-term rental with high income production capacity! This Siesta Key, canal front, 3-bed 2-bath, coastal style home is absolutely gorgeous from the minute you walk in the door, to the moment you are on the back patio grilling some steaks, all the way until you are enjoying an after-dinner drink by the heated

  Thatcher Miner THE REAL ESTATE STORE

  1201 Big Oak Ln, Sarasota, FL 34242
• 

  

  /72

  $2,795,000 Open Fri 2PM - 5PM

  • 4 Beds
  • 4.5 Baths
  • 5,078 Sq Ft

  512 Treasure Boat Way, Sarasota, FL 34242

  Elevated Living. Expanded Luxury. Move-In Ready.More space. More land. More peace of mind — and better value than new construction.This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises.Designer Waterfront

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  512 Treasure Boat Way, Sarasota, FL 34242
• 

  

  /69

  $4,895,000

  • 3 Beds
  • 4 Baths
  • 3,654 Sq Ft

  5569 Cape Leyte Dr, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION !!!Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Literally, You can walk one block to be with the playful dolphins at the #1 Beach in the USA, or out your back door, to spend the day on the Intercoastal Waterway or the Gulf of America with two boats on lifts, and/or fish off the dock and watch Manatees in the Grand Canal. This is not

  Steve Hagan MICHAEL SAUNDERS & COMPANY

  5569 Cape Leyte Dr, Sarasota, FL 34242
• 

  

  /55

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft

  868 Siesta Key Cir, Sarasota, FL 34242

  PRICE IMPROVEMENT... This island-style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boasts several key updates including a newer roof, fresh exterior paint, impact windows and doors, vaulted ceilings, and charming plantation shutters—just a few of the features that make this Siesta Key

  Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

  868 Siesta Key Cir, Sarasota, FL 34242
• 

  

  /40

  $1,999,900

  • 3 Beds
  • 3 Baths
  • 3,324 Sq Ft

  681 Avenida de Mayo, Sarasota, FL 34242

  Price REDUCED so you can BUY your boat and bring it with you to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations.Step inside to find over-sized rooms that can be utilized for

  Colette Jay HORIZON REALTY INTERNATIONAL

  681 Avenida de Mayo, Sarasota, FL 34242
• 

  

  /21

  $1,850,000

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft

  306 Island Cir, Sarasota, FL 34242

  Move right in to this freshly renovated waterfront home, located on Palm Island, the "Heart of Siesta Key". Four bedrooms, two with en-suite bathrooms, large open floor plan, stylish new kitchen, sparkling swimming pool with spa, a dock with boat lift, and low maintenance landscape. This home has it all! Move in now and start enjoying the beach and boating lifestyle one can only find on Siesta

  Timothy Bloch QUEST PROPERTIES INC

  306 Island Cir, Sarasota, FL 34242
• 

  

  /80

  $2,250,000

  • 3 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  4711 Ocean Blvd, Sarasota, FL 34242

  A beautiful Siesta Key property! The combination of 3 bedrooms and 3.5 baths offers plenty of space, and the wood-burning fireplace adds a cozy touch. With a large patio and lap pool, it seems perfect for entertaining or relaxing in the sun. Being across from the Gulf and just a short walk to Siesta Key Village and the beaches makes it an ideal location for enjoying the best of coastal living.

  Stephen Weeks MICHAEL SAUNDERS & COMPANY

  4711 Ocean Blvd, Sarasota, FL 34242
• 

  

  /51

  $1,975,000

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  5430 Avenida Del Mare, Sarasota, FL 34242

  PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT CANAL HOME! PROPERTY HIGHLIGHTS: LOCATION, LOCATION, LOCATION! Exceptional opportunity to own a fully renovated 2025 turn-key home on the Grand Canal—a short 5 minute stroll to Siesta Key Beach (Access 11) and only minutes to Siesta Key Village. This rare property sits on a massive 13,126 SF lot, 125’ of Grand

  Jonathan Minerick HOMECOIN.COM

  5430 Avenida Del Mare, Sarasota, FL 34242
• 

  

  /34

  $2,240,000

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  462 Island Cir, Sarasota, FL 34242

  Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

  Dan Miller PREFERRED SHORE LLC

  462 Island Cir, Sarasota, FL 34242
• 

  

  /50

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1240 Northport Dr, Sarasota, FL 34242

  New Price! A rarely available property in Royal Palm Harbor, Siesta Key. Discover the ultimate island lifestyle just half a mile from the world-renowned, powdery white sands of Siesta Beach and the Gulf of Mexico. In a private, lush, tree-canopied community, this spacious three-bedroom, 3.5-bath, two-car garage home sits on a deep sailboat water bayou, just five lots from Sarasota Bay and the

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1240 Northport Dr, Sarasota, FL 34242
• 

  

  /26

  $2,299,000

  • 3 Beds
  • 4 Baths
  • 2,882 Sq Ft

  951 Contento St, Sarasota, FL 34242

  Under Construction: Nestled in one of Siesta Key’s best-kept secrets, The Coastal Haven is tucked away in the peaceful privacy of a relaxing cul-de-sac—away from the hustle and bustle, offering you an unmatched retreat. This stunning property boasts 100 feet of prime waterfrontage along the Grand Canal, where you have deep-water access for multiple boats, kayaks, or jet skis, with the Gulf of

  Michael Graf COLDWELL BANKER SARASOTA CENT.

  951 Contento St, Sarasota, FL 34242
• 

  

  /57

  $1,899,000

  • 2 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  5112 Jungle Plum Rd, Sarasota, FL 34242

  Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5112 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /12

  $1,950,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,723 Sq Ft

  5174 Sandy Cove Ave, Sarasota, FL 34242

  Pre-Construction. To be built. PLEASE READ Pre-Construction. This is your opportunity to take over this project in it's current condition. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Crafted by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship,

  Troy Jenkins REALTY EXECUTIVES GALLERY

  5174 Sandy Cove Ave, Sarasota, FL 34242
• 

  

  /66

  $1,625,000

  • 3 Beds
  • 3 Baths
  • 2,027 Sq Ft

  5215 Cape Leyte Dr, Sarasota, FL 34242

  SIESTA ISLES Waterfront Gem! Nestled in the back of the neighborhood, experience the best of Siesta Key living in this beautifully maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on The Grand Canal. Set on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the

  Lori Madden MANGROVE REALTY ASSOCIATES

  5215 Cape Leyte Dr, Sarasota, FL 34242
• 

  

  /40

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 1,967 Sq Ft

  795 Plymouth St, Sarasota, FL 34242

  Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool,

  Courtney Church COLDWELL BANKER REALTY

  795 Plymouth St, Sarasota, FL 34242
• 

  

  /40

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 2,165 Sq Ft

  4114 Roberts Point Cir, Sarasota, FL 34242

  Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the

  Kelley Callaway MICHAEL SAUNDERS & COMPANY

  4114 Roberts Point Cir, Sarasota, FL 34242
• 

  

  /70

  $8,995,000

  • 5 Beds
  • 5.5 Baths
  • 6,455 Sq Ft

  265 Cedar Park Cir, Sarasota, FL 34242

  A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet,

  Andrew Haddad COMPASS FLORIDA LLC

  265 Cedar Park Cir, Sarasota, FL 34242
• 

  

  /62

  $1,685,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  5164 Windward Ave, Sarasota, FL 34242

  ***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water

  Taylor Thompson WILLIAM RAVEIS REAL ESTATE

  5164 Windward Ave, Sarasota, FL 34242
• 

  

  /39

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  643 Calle de Peru, Sarasota, FL 34242

  Prime Opportunity less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Enjoy days with your toes in the cool, white, powder sand, take in a yoga class, or take a swim in The Gulf! Then stroll to the vibrant Siesta Key Village for dining, live music, shops, farmers market, and festivals! Do you dream of building a new island home? Plans and competitive pricing for new construction

  Rachelle Tirey PREFERRED SHORE LLC

  643 Calle de Peru, Sarasota, FL 34242
• 

  

  /49

  $750,000

  • 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
• 

  

  /89

  $15,950,000

  • 6 Beds
  • 9 Baths
  • 7,535 Sq Ft

  4315 Mangrove Place, Sarasota, FL 34242

  Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expensive 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 4315 Mangrove Place features a Tuscan-inspired central

  Inbal August DOUGLAS ELLIMAN

  4315 Mangrove Place, Sarasota, FL 34242
• 

  

  /85

  $500,000

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  4959 Commonwealth Dr, Sarasota, FL 34242

  AWESOME AUCTION PROPERTY - Siesta Key, Florida ATTENTION INVESTORS, BUILDERS & VISIONARIES! This is an exclusive EZBidDeals opportunity-offering qualified buyers the chance to secure premium Siesta Key real estate at auction pricing. Don't wait-opportunities like this don't come around often, and once it's gone, it's gone! Located in a high-demand area near top-rated beaches and vibrant

  Geri Scheckner Bright Realty

  4959 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /27

  $1,200,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  4920 Higel Ave, Sarasota, FL 34242

  Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  4920 Higel Ave, Sarasota, FL 34242
• 

  

  /19

  $745,000

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  753 Tropical Cir, Sarasota, FL 34242

  Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
• 

  

  /50

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 2,039 Sq Ft

  5572 Shadow Lawn Dr, Sarasota, FL 34242

  OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike

  Chris Kernan RE/MAX ALLIANCE GROUP

  5572 Shadow Lawn Dr, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 3

Why Live in Siesta Key

Siesta Key, located on a barrier island off the coast of Sarasota, Florida, is renowned for its pristine Siesta Beach, which boasts white quartz sand and was ranked the No. 2 beach in the United States by TripAdvisor in 2023. The island spans 8 miles, with most homes and activities concentrated on the north end, particularly around the downtown area and the quaint village district. This area features a variety of unique shops, restaurants, and nightclubs, enhancing the island's vibrant local flavor. Residents enjoy great walkability and a convenient trolley service that traverses the island. Housing options on Siesta Key include modern styles, Spanish Mediterraneans, ranch-style homes, cozy cottages, coastal-style homes, and several condominium complexes with amenities like pools and tennis courts. Dining highlights include the Toasted Mango Café, Miguel’s, and Captain Curt’s Crab & Oyster Bar, located roughly 3 miles south along the Midnight Pass corridor. The island also offers attractions such as Crescent Beach and Turtle Beach, with facilities for tennis, volleyball, and fishing. Education is served by the highly rated Out-of-Door Academy on the island and top-rated Sarasota County Schools, including Southside Elementary, Brookside Middle, and Riverview High. Siesta Key is accessible via the Siesta Key North Bridge and the Stickney Point Bascule Bridge, with the Sarasota Bradenton International Airport just 10 miles away.

Learn more about living in Siesta Key

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 22 days on the market compared to the national average of 52 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $2,600,000, down 41% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$2,600,000

Median Single Family Sale Price

$3,250,000

Average Price Per Sq Ft

$1,236

Number of Homes for Sale

6

Last 12 months Home Sales

3

Months of Supply

24.00

Median List Price

$3,062,500

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

-41%