Siesta Key, FL Homes for Sale

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  /35

  $850,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  **** Island Vibes with Office Perks—Yes, You Can Have Both! *Market shift = your opportunity to snag a little slice of Siesta Key magic! ?? This adorable 3-bedroom cottage, zoned OPI (Office, Professional, Institutional, Residential), is so versatile it might just be the real estate equivalent of a yoga instructor who also teaches accounting. **Whether you're a massage therapist who dreams of

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, FL 34242
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• 

  

  

  /79

  $1,566,000

  • 3 Beds
  • 2.5 Baths
  • 2,041 Sq Ft

  221 Tenacity Ln, Sarasota, FL 34242

  This stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 842-0063

  221 Tenacity Ln, Sarasota, FL 34242
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  /99

  $875,000

  • Land
  • 0.26 Acre
  • $3,365,385 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision—whether you’re seeking a full-time

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 394-0942

  5019 Commonwealth Dr, Sarasota, FL 34242
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  /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
• 

  

  /37

  $699,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 Avenida Messina Unit 3, Sarasota, FL 34242

  Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 219-0452

  145 Avenida Messina Unit 3, Sarasota, FL 34242
• 

  

  /31

  $599,900

  • 1 Bed
  • 1 Bath
  • 531 Sq Ft

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242

  Beautifully remodeled 1 bedroom condo located in Beachaven on #1 voted beach, Siesta Key. You can sleep 4 in this unit. This community has a private beach directly on the Gulf of America. Remodeled by Licensed contractor with all necessary permits and building codes. Everything in the unit is new. Cabinetry, flooring, appliances, and furniture. Only steps away from putting your feet in the sand.

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 231-3520

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242
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  /77

  $499,000

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  VIEWS, VALUE, & VACATION INCOME! Lowest price per sq. foot in Bay Oaks on the market with the best views! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning

  

  Julia Montei

  COLDWELL BANKER REALTY

  (941) 909-3685

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242
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  /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
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  /56

  $719,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

  Experience the pinnacle of coastal luxury in this completely updated, fully furnished end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
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  /69

  $1,295,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242

  A truly RARE offering, this TOP floor, GULF FRONT PENTHOUSE residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every

  Harriet Stopher COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242
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  /46

  $1,895,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,511 Sq Ft

  4108 Roberts Point Rd, Sarasota, FL 34242

  Welcome to one of the most desirable streets on Siesta Key, Roberts Point Road. Just steps from Shell Beach and minutes from the north bridge, this home blends island charm with thoughtful updates, including a brand-new roof in 2024. Enter through a tranquil, private courtyard, ideal for quiet mornings or intimate entertaining before stepping into a stunning interior with soaring 22' ceilings and

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  4108 Roberts Point Rd, Sarasota, FL 34242
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  /52

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,253 Sq Ft

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Rarely available beach villa on Siesta Key in Crystal Sands. Experience the ultimate in island living with this beautifully renovated, free-standing villa in Crystal Sands — a sought-after beachfront community ideally positioned on the powdery white sands of world-renowned Siesta Beach. Offering the privacy and comfort of a single-family home with ease of condominium ownership, this rare

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242
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  /39

  $699,900

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  Welcome to this stunning waterfront Siesta Key beach community featuring a private beach, gorgeous views of the Gulf, and spectacular sunsets. This spacious, fully furnished, two bedroom single family Villa was totally renovated in 2025. The large new kitchen is a masterpiece with stainless steel appliances and quartz countertops. The huge open living area features a living room and dining room

  Klaus Breitsameter CHARLES RUTENBERG REALTY INC

  6150 Midnight Pass Rd Unit 4, Sarasota, FL 34242
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  /49

  $1,100,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 1,737 Sq Ft

  1233 Dockside Place Unit 207, Sarasota, FL 34242

  RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  1233 Dockside Place Unit 207, Sarasota, FL 34242
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  /63

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  19 Whispering Sands Dr Unit 805, Sarasota, FL 34242

  Welcome to Unit 805 at Whispering Sands – Your Gulf-Front Oasis AwaitsStep into paradise at Unit 805 in the North Tower of Whispering Sands, where the bright sands and shimmering aqua waters of the Gulf of Mexico are just outside your door. This beautifully turnkey-furnished 2-bedroom, 2-bath condo offers breathtaking, panoramic views from its 8th-floor balcony—balcony completion expected

  David Stasney COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 805, Sarasota, FL 34242
• 

  

  /25

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 2,037 Sq Ft

  5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242

  See this beautifully decorated three-bedroom home, at the top rated condominium, Casarina. Escape winter's gloom and embrace the sun-kissed shores of Siesta Key, America's number one beach. Go from your door onto the sugar white sands for sunset visits, invigorating swims, or lively tennis and pickleball matches. This rare three-bedroom condominium, ideal for year-round living or as a seasonal

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242
• 

  

  /40

  $1,249,900

  • 2 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242

  Enjoy one of the best views on Siesta Key ~ unobstructed direct WATER VIEWS of the Bay/Intercoastal from your large enclosed lanai with all impact glass doors! Have coffee on your own private brick patio with water views that leads right out to the dock/fishing pier. This 2 BEDROOM/DEN/2 BATH unit is in one of Siesta Key's best and newest complexes ~ Dolphin Bay. This updated unit has a large

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
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  /53

  $800,000

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

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242

  Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242
• 

  

  /41

  $750,000 Open House 6/22

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

  Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites

  Dana Cook Westmark MICHAEL SAUNDERS & COMPANY

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
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  /26

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242

  Breathtaking Gulf Views and Spectacular Sunsets Await!Perched on the 6th floor, this beautifully updated condo offers sweeping views of the Gulf and stunning nightly sunsets. The building has recently completed a $12 million structural renovation, featuring all-new hurricane-impact windows and sliding glass doors, along with fresh exterior stucco and paint—making it one of the most modern and

  Heidi Scholten MEDWAY REALTY

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242
• 

  

  /39

  $739,995

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

  Best Deal on Siesta Key! Centrally located and priced right, this 2-bedroom, 2-bath ground-level condo offers unbeatable value and peace of mind. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a highly sought-after community and just steps from the main pool, this unit boasts prime

  Marni Hayden CHROME REALTY LLC

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
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  /55

  $2,050,000

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

  868 Siesta Key Cir, Sarasota, FL 34242

  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 property so

  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 villa 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
• 

  

  /38

  $810,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  6204 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Just two walkways from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath condo offers the perfect blend of coastal living and investment potential. Withstanding recent hurricanes without issue, this unit is a solid choice for peace of mind and performance. In 2023 alone, it generated over $62,000 in rental income, supported by a strong short-term rental history and top-notch

  Nili Blaha VUE REALTY, LLC

  6204 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /70

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  625 Beach Rd Unit 207, Sarasota, FL 34242

  Rare opportunity to experience the ultimate Siesta Key lifestyle in this beautifully appointed, turnkey furnished 2-bedroom, 2-bathroom coveted end unit condo on the desirable second floor, perfectly positioned with direct access to Siesta Key Beach through the exclusive private Tivoli beach entrance. Be captivated by the stunning gulf views and spectacular sunsets from your updated unit

  Pamela Wall MICHAEL SAUNDERS & COMPANY

  625 Beach Rd Unit 207, Sarasota, FL 34242
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  /29

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  5780 Midnight Pass Rd Unit 410, Sarasota, FL 34242

  Welcome to Siesta Keys most prestigious resort community. This end unit is full of natural sunlight with views of lakes, fountains, 2 swimming pool, beach and the beautiful Gulf of Mexico. Gulf & Bay Club is 32 acres of gated resort grounds with 800 sq. ft. of pristine, private beach. Amenities include 3 heated swimming pools, tennis, pickleball, saunas, electric car charging stations, new

  Carol Thomas MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 410, Sarasota, FL 34242
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  /50

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 2,927 Sq Ft

  5181 Sandy Shore Ave, Sarasota, FL 34242

  Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living

  Shasta DeGraw REALTY ONE GROUP MVP

  5181 Sandy Shore Ave, Sarasota, FL 34242
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  /74

  $799,000

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

  777 Beach Rd Unit 1B, Sarasota, FL 34242

  Are you ready to experience the epitome of beachside living? Imagine waking up to the soft sound of waves and the scent of salt air. This is life in Siesta Key Beach. This fully furnished two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and

  Trish Chandler PREMIER SOTHEBY'S INTERNATIONAL REALTY

  777 Beach Rd Unit 1B, Sarasota, FL 34242
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  /61

  $810,000

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  6204 Midnight Pass Rd Unit 102, Sarasota, FL 34242

  Welcome to your slice of paradise in the sought-after beachfront community of Siesta Dunes on Siesta Key! This first-floor turnkey furnished condo(with just five steps to the front door) provides easy access while remaining elevated for peace of mind during heavy rains. Inside, you'll find tile flooring throughout the main living areas and carpet in the bedrooms, creating a warm, inviting feel. 

  Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  6204 Midnight Pass Rd Unit 102, Sarasota, FL 34242
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  /55

  $2,200,000

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft

  4964 Commonwealth Dr, Sarasota, FL 34242

  Discover timeless elegance and coastal charm in this stunning 3-bedroom 5-bath home situated on the Grand Canal of Siesta Key. Elevated and meticulously designed, this residence offers a rare blend of luxury, warmth, and functionality in one of Sarasota's Most desirable waterfront neighborhoods. Soaring 14-foot ceilings define the main living area, where natural cherry hardwood floors carry

  Traci Rusek FINE PROPERTIES

  4964 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /48

  $795,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  6236 Midnight Pass Rd Unit 300, Sarasota, FL 34242

  Experience coastal living at its finest in residence #300 at Siesta Dunes, ideally on renowned Siesta Key Beach. This meticulously remodeled two-bedroom, two-bath condominium offers 1,150 square feet of luxurious living space on the third floor, providing a tranquil ambiance and a sense of escape. Crown molding accents the professionally decorated interior, creating a sophisticated atmosphere.

  Sharon Chiodi PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6236 Midnight Pass Rd Unit 300, Sarasota, FL 34242
• 

  

  /23

  $1,950,000

  • 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
• 

  

  /12

  $2,100,000 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
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  /38

  $1,125,000

  • 3 Beds
  • 3.5 Baths
  • 1,767 Sq Ft

  5108 Saint Albans Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer | BEACH VIBES? Check, PRIME LOCATION? Check, HIGH END RENOVATIONS all completed in 2025? Check, check & check! Welcome to the ultimate in Florida living – whether you are looking to settle in full time or score an amazing SHORT TERM RENTAL/VACATION HOME, this one is a MUST SEE! Located in the

  Jennifer Wemert WEMERT GROUP REALTY LLC

  5108 Saint Albans Ave, Sarasota, FL 34242
• 

  

  /30

  $685,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242

  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 waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to Glass Enclosed Lanai with Breathtaking Views!

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242
• 

  

  /41

  $1,500,000

  • 3 Beds
  • 3 Baths
  • 1,658 Sq Ft

  5169 Oxford Dr, Sarasota, FL 34242

  Welcome to 5169 Oxford Drive, a beautifully renovated waterfront home located in the heart of Siesta Key, Sarasota. This 3-bedroom, 3-bathroom residence offers the perfect blend of coastal charm and modern luxury, thoughtfully updated in 2021 with high-end finishes throughout. Inside, you'll find over 2,000 square feet of open living space featuring soaring ceilings, crown molding, and luxury

  John Chalkias CHARLES RUTENBERG REALTY ORLANDO

  5169 Oxford Dr, Sarasota, FL 34242
• 

  

  /17

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,577 Sq Ft

  782 Birdsong Ln, Sarasota, FL 34242

  Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs

  Joey Lamielle RE/MAX ALLIANCE GROUP

  782 Birdsong Ln, Sarasota, FL 34242
• 

  

  /83

  $650,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242

  Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the

  ashley little WILLIAM RAVEIS REAL ESTATE

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242
• 

  

  /43

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  310 Avenida Milano, Sarasota, FL 34242

  Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of

  Domanic Calamese KW COASTAL LIVING III

  310 Avenida Milano, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 9

Why Live in Siesta Key

Occupying a barrier island in the Gulf of Mexico off the coast of Sarasota, Siesta Key is home to Siesta Beach, rated the No. 2 beach in the United States by TripAdvisor’s Traveler’s Choice Awards in 2023 and known for its white quartz sand. “Many people find that the sand has a certain energy,” says Dawn Bear, a Realtor with William Raveis Real Estate. While Siesta Beach is destination for travelers, it is also central to the experience of living on the island. “Siesta Key is just a very carefree, wonderful, stress-free community,” says Bear. ...

Learn more about living in Siesta Key

Frequently Asked Questions

What is the average home price in Siesta Key, FL?

Homes for sale in Siesta Key, FL have an average home price of $2,075,620.

How many homes have sold over the last 12 months in Siesta Key, FL?

124 homes have sold in Siesta Key, FL over the last 12 months.

Is Siesta Key, FL a safe city?

In general, the safest neighborhood in Siesta Key, FL with lower crime scores is Coral Cove/Holiday Harbor.

What are the most popular zip codes in Siesta Key, FL?

The most popular zip codes in Siesta Key, FL include 34293, 34211, 34275, 34287 and 34236.

What are the most popular neighborhoods in Siesta Key, FL?

The most popular neighborhood in Siesta Key, FL with the most homes for sale is Coral Cove/Holiday Harbor.

How much do you need to make to afford a house in Siesta Key?

The median home price in Siesta Key is $1,249,950. If you put a 20% down payment of $250,000 and had a 30-year fixed mortgage with an interest rate of 6.89%, your estimated principal and interest payment would be $6,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $282K a year to afford the median home price in Siesta Key.

How are the schools in Siesta Key, FL?

Siesta Key, FL has highly rated public and private schools. Some of the best schools in Siesta Key based on Niche Grades are Out-Of-Door Academy, Phillippi Shores Elementary School and Riverview High School. The neighborhood in Siesta Key with the highest rated schools is Coral Cove/Holiday Harbor. Browse all the schools in Siesta Key, FL to learn more.

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 97 days on the market compared to the national average of 49 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,087,500, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,087,500

Median Single Family Sale Price

$1,700,000

Median Townhouse Sale Price

$2,100,000

Median 2 Bedroom Sale Price

$750,000

Median 1 Bedroom Sale Price

$470,000

Average Price Per Sq Ft

$787

Number of Homes for Sale

167

Last 12 months Home Sales

124

Months of Supply

16.20

Median List Price

$1,249,950

Median Change From 1st List Price

10%

Median Home Sale Price YoY Change

1%