227

Siesta Key, FL Homes for Sale

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  • /38

    $509,000

    • 2 Beds
    • 2 Baths
    • 998 Sq Ft

    220 Pass Key Rd Unit 220, Sarasota, FL 34242

    Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities.Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years

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    Jeff Lauer

    EXP REALTY LLC

    220 Pass Key Rd Unit 220, Sarasota, FL 34242
  • /92

    $575,000

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    5600 Beach Way Dr Unit 201, Sarasota, FL 34242

    SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! 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

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    Ashley Nevadomski

    WILLIAM RAVEIS - FLORIDA LLC

    5600 Beach Way Dr Unit 201, Sarasota, FL 34242
  • /38

    $299,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

    Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes

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    Renee Nadiv

    WILLIAM RAVEIS - FLORIDA LLC

    5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
  • /96

    $449,900

    Open Sun 1PM - 3PM
    • 1 Bed
    • 2 Baths
    • 780 Sq Ft

    1257 S Portofino Dr Unit 104, Sarasota, FL 34242

    Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats

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    Suzy Kolaz

    KELLER WILLIAMS ON THE WATER S

    1257 S Portofino Dr Unit 104, Sarasota, FL 34242
  • /97

    $2,600,000

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    339 Treasure Boat Way, Sarasota, FL 34242

    Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find

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    Tonna Gruber

    KW SUNCOAST

    339 Treasure Boat Way, Sarasota, FL 34242
  • /27

    $845,000

    $145K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    5026 Calle Minorga, Siesta Key, FL 34242

    A rare opportunity in the heart of Siesta Key Village, this furnished 3-bedroom cottage offers something few properties on the island can: the ability to combine location, flexibility, and potential business use in one highly visible setting.Zoned OPI—Office, Professional, and Institutional—the property is among a limited number of Village locations where certain businesses may legally

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    Kim Donahue

    MEDWAY REALTY

    5026 Calle Minorga, Siesta Key, FL 34242
  • /35

    $699,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,463 Sq Ft

    1200 E Peppertree Ln Unit 302, Sarasota, FL 34242

    PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach.Offered fully turnkey furnished, this

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    Renee Nadiv

    WILLIAM RAVEIS - FLORIDA LLC

    1200 E Peppertree Ln Unit 302, Sarasota, FL 34242
  • /50

    $595,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

    NEW PRICE — SIESTA KEY BEACHFRONT LIFESTYLE AWAITS! Don’t miss this opportunity to own a beautifully renovated TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Located on the Gulf side of Midnight Pass Road, you’re just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. Near Point of Rocks, enjoy

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    Jennifer Thompson

    COLDWELL BANKER REALTY

    6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
  • /59

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft

    5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242

    Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. If you are looking for a great investment or the perfect place to call home, look no further. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated

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    Anthony DeLuca

    DELUCA REALTY INC

    5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242
  • /51

    $100,000

    • 2 Beds
    • 3 Baths
    • 1,750 Sq Ft

    915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242

    Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort,

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242
  • /53

    $59,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,255 Sq Ft

    915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242

    Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242
  • /24

    $575,000

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an

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    Daniel Hut

    HUT REALTY, LLC

    6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242
  • /52

    $584,500

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,287 Sq Ft

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242

    Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor

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    Anthony DeLuca

    DELUCA REALTY INC

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242
  • /13

    $6,400,500

    • 8 Beds
    • 8.5 Baths
    • 5,313 Sq Ft

    5610 Avenida Del Mare, Sarasota, FL 34242

    Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots,

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    Tonna Gruber

    KW SUNCOAST

    5610 Avenida Del Mare, Sarasota, FL 34242
  • /59

    $125,000

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242

    Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
  • /50

    $48,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

    Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
  • /72

    $1,199,000

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

    20 Whispering Sands Dr Unit 501, Sarasota, FL 34242

    Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just

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    Christopher Bush

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    20 Whispering Sands Dr Unit 501, Sarasota, FL 34242
  • /44

    $115,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

    Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
  • /51

    $60,000

    • 4 Beds
    • 4 Baths
    • 2,625 Sq Ft

    915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

    Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

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    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
  • /99

    $5,392,000

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

    4819 Higel Ave, Sarasota, FL 34242

    Virtually Staged. 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

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    Cassandra Meyer

    BRIGHT REALTY

    4819 Higel Ave, Sarasota, FL 34242
  • /100

    $4,800,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 3,765 Sq Ft

    533 Venice Ln, Sarasota, FL 34242

    Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious

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    Cassandra Meyer

    BRIGHT REALTY

    533 Venice Ln, Sarasota, FL 34242
  • /100

    $4,950,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,158 Sq Ft

    527 Venice Ln, Sarasota, FL 34242

    Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream.This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no

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    Cassandra Meyer

    BRIGHT REALTY

    527 Venice Ln, Sarasota, FL 34242
  • /26

    $689,000

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

    5600 Beach Way Dr Unit 111, Sarasota, FL 34242

    Virtually Staged. Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale.Welcome to Beach Way, where island living begins just steps from world-famous Siesta Key Beach! Perfectly positioned directly across from the powdery white quartz sands and turquoise Gulf waters, this

    Lisa Lococo KELLER WILLIAMS ON THE WATER S

    5600 Beach Way Dr Unit 111, Sarasota, FL 34242
  • /60

    $1,999,999

    $249K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    5361 Siesta Ct, Sarasota, FL 34242

    PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior

    David James CHARLES RUTENBERG REALTY INC

    5361 Siesta Ct, Sarasota, FL 34242
  • /57

    $2,349,000

    Open Sun 1PM - 4PM $341K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,341 Sq Ft

    4508 Woodside Rd, Sarasota, FL 34242

    WHY SPEND 30–45 MINUTES IDLING THROUGH CANALS WHEN YOU CAN REACH SARASOTA BAY IN LESS THAN 3 MINUTES? Offering the fastest open-water access currently available on Siesta Key under $2.5 million, this exceptional waterfront residence delivers approximately 95 feet of waterfront, a 75-foot dock and a premier deep-water canal location designed for serious boating enthusiasts.If you’ve been

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    4508 Woodside Rd, Sarasota, FL 34242
  • /91

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 2,114 Sq Ft

    670 Venice Ln, Sarasota, FL 34242

    Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool.This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-acre (21,977 SF) parcel, offering a rare blend of space, privacy, high-end craftsmanship, and indoor-outdoor living on Siesta Key.Inside, wide-plank flooring, designer lighting, and warm natural textures anchor a bright,

    Oleg Lisitsyn REALTY ONE GROUP MVP

    670 Venice Ln, Sarasota, FL 34242
  • /40

    $689,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    5600 Beach Way Dr Unit 109, Sarasota, FL 34242

    Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale.Experience the best of Siesta Key living in this beautifully renovated first-floor condominium at Beach Way. Located directly across from the world-famous Siesta Key Beach and just a short stroll to Siesta Key Village, this

    Lisa Lococo KELLER WILLIAMS ON THE WATER S

    5600 Beach Way Dr Unit 109, Sarasota, FL 34242
  • /47

    $999,000

    Open Sun 1PM - 3PM $73K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,168 Sq Ft

    611 Venice Ln, Sarasota, FL 34242

    Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental.Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof

    Christine Pope MICHAEL SAUNDERS & COMPANY

    611 Venice Ln, Sarasota, FL 34242
  • /50

    $2,345,000

    $55K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,965 Sq Ft

    5073 Higel Ave, Sarasota, FL 34242

    Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and

    Abraham Ruth REALTY HUB

    5073 Higel Ave, Sarasota, FL 34242
  • /46

    $649,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242

    Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest

    Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

    5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242
  • /77

    $3,397,500

    New Construction $260K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 3,034 Sq Ft

    5103 Windward Ave, Sarasota, FL 34242

    Freshly completed and built safely 10 feet above the island’s flood plain, 5103 Windward is a spectacular new waterfront residence where elevated design meets effortless island living. Set on nearly one-third of an acre along the Grand Canal, with 90 feet of new seawall and saltwater boating access to the Intracoastal Waterway and Gulf beyond, this is the kind of home that turns everyday life

    Karen Greco GRECO REAL ESTATE

    5103 Windward Ave, Sarasota, FL 34242
  • /56

    $669,000

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    1141 W Peppertree Dr Unit 118B, Sarasota, FL 34242

    Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views.The interior has been thoughtfully

    Eliza Miller PEPPERTREE BAY REALTY INC

    1141 W Peppertree Dr Unit 118B, Sarasota, FL 34242
  • /84

    $1,600,000

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    5231 Siesta Cove Dr, Sarasota, FL 34242

    Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted

    Natalie Gutwein MICHAEL SAUNDERS & COMPANY

    5231 Siesta Cove Dr, Sarasota, FL 34242
  • /39

    $1,300,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft

    5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

    An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated

    Maurice Menager MICHAEL SAUNDERS & COMPANY

    5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
  • /71

    $679,000

    Open Sun 1PM - 3PM $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft

    101 Whispering Sands Dr Unit 105, Sarasota, FL 34242

    INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL WATER VIEWS throughout all Living Areas!..... Located in the Whispering Sands Community you will be able to WALK to the adjacent Village as well as ENJOY over 800' of PRIVATE deeded "white baby powder quartz sands" Beach Access;

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    101 Whispering Sands Dr Unit 105, Sarasota, FL 34242
  • /22

    $1,700,000

    • Land
    • 14,810 Sq Ft
    • $5,000,000 per Acre

    5323 Calle Florida, Sarasota, FL 34242

    Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft.Embrace the quintessential Florida lifestyle on prestigious Palm Island—a peaceful, golf-cart-friendly sanctuary surrounded by deep-water canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare

    Bethany Behrmann REAL BROKER, LLC

    5323 Calle Florida, Sarasota, FL 34242
  • /38

    $349,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    5683 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach.Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes

    Brian Wood COMPASS FLORIDA LLC

    5683 Midnight Pass Rd Unit 105, Sarasota, FL 34242
  • /64

    $5,450,000

    New Construction Open Mon 11AM - 3PM $240K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,195 Sq Ft

    539 Avenida Del Norte, Sarasota, FL 34242

    Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south

    Andrew Azzarello PREFERRED SHORE LLC

    539 Avenida Del Norte, Sarasota, FL 34242
  • /59

    $1,250,000

    Open Sun 1PM - 4PM $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft

    5128 Oxford Dr, Sarasota, FL 34242

    Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated

    Jessica Hoffman COLDWELL BANKER REALTY

    5128 Oxford Dr, Sarasota, FL 34242
  • /40

    $630,000

    Open Sun 10AM - 12PM $60K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERREDiscover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise.Whether you call Sarasota or

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 6

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.

Siesta Key, FL Home Prices vs. Nearby Neighborhoods

Siesta Key, FL Coral Cove/Holiday Harbor
Median Home Price
$3,250,000
$489,450
Median Sale Price
$2,680,000
+3% YoY
$455,000
-16% YoY
Avg. Price per Square Foot
$831
$359
Median Single Family Price
$3,250,000
$635,000
Median Townhouse Price
--
$564,500
Median Condo Price
$605,000
$260,000
Total Active Listings
4 listings
52 listings
Market Conditions
7 Months of Supply
Buyer's Market
5 Months of Supply
Balanced Market

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 $3,420,445.
How many homes have sold over the last 12 months in Siesta Key, FL?
7 homes have sold in Siesta Key, FL over the last 12 months.
What are the most popular zip codes in Siesta Key, FL?
The most popular zip codes in Siesta Key, FL include 34242, 34231, 34239, 34236 and 34233.
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 $3,250,000. If you put a 20% down payment of $650,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $16,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $720K a year to afford the median home price in Siesta Key. Learn how much home you can afford with our Home Affordability Calculator.
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.
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