Siesta Key, FL Homes

/61
$525,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242

This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout

Thomas Cail RE/MAX ALLIANCE GROUP

5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242
/27
$6,900 per month
- 1 Bed
- 1 Bath
- 845 Sq Ft
- Condo for Rent
1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.*Taxes and Fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
/2
$1,575,000 Sold Mar 17, 2025
- 2,156 Sq Ft
- $731/SF
- 272 Days On Market
- 4 Beds
- 3 Baths
- Built 1997
5566 Siesta Estates Ct, Sarasota, FL 34242

PARADISE FOUND! An extremely rare opportunity in a peaceful gated community just ONE block to Siesta Key Beach! Featuring an open floor plan with high ceilings and a plethora of sliding glass doors to access and enjoy the beautiful pool, lanai and private yard beyond, this stunning 4 bed/3 bath home exudes the attention to detail that legendary John Cannon built homes are known for. Details which

George Miller COLDWELL BANKER REALTY

5566 Siesta Estates Ct, Sarasota, FL 34242

/52
Est $526,211 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E02, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E02, Sarasota, FL 34242

/47
$550,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 929 Sq Ft
1350 N Portofino Dr Unit 208, Sarasota, FL 34242

Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for

Maurice Menager MICHAEL SAUNDERS & COMPANY

1350 N Portofino Dr Unit 208, Sarasota, FL 34242
/60
$15,000 per month
- 3 Beds
- 2 Baths
- 2,259 Sq Ft
- House for Rent
5516 Avenida Del Mare, Sarasota, FL 34242

Welcome to Surf’s Up, a modern coastal beach inspired home, where you will enjoy and marvel at the crystal-clear waters of the Gulf of Mexico. This home was purchased, designed, equipped, and furnished for families to experience the ultimate vacation home. Located just 10 homes from the most beautiful beach in the United States, Siesta Key! This newly remodeled home with brand new furnishings

Beth Dilley ASCENDIA REAL ESTATE

5516 Avenida Del Mare, Sarasota, FL 34242
/54
$732,000 Sold Mar 14, 2025
- 1,469 Sq Ft
- $498/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
6285 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Welcome to the Picturesque, Excelsior Beach to Bay condo community on Siesta Key! This 2 bedroom 2 bath home is absolutely delightful from the moment you walk in! With this rarely available end unit...loads of natural light pour in through the abundant windows and glass doors. This desirable open floor plan is ideal for entertaining. The kitchen is immaculate with SS appliances, recessed

Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE

6285 Midnight Pass Rd Unit 101, Sarasota, FL 34242

/23
Est $536,899 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6157 Midnight Pass Rd Unit E01, Sarasota, FL 34242

6157 Midnight Pass Rd Unit E01, Sarasota, FL 34242

/39
$699,000
- 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. Can be furnished (with the exception of a few personal items) or unfurnished. 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

Marni Hayden CHROME REALTY LLC

1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
/22
$6,554 per month
- 3 Beds
- 2 Baths
- 1,821 Sq Ft
- House for Rent
614 Treasure Boat Way, Sarasota, FL 34242

AVAILABLE MAY-JUNE-JULY and August 2025Beautiful house on Siesta Key with private pool (not heated) and generous space. 15 min walk to the beach!This charming 3-bedroom, 2-bathroom private home is located in discreet residential neighborhood, on the beautiful Siesta Key island.It offers a private pool, plenty of parking and can accommodate up to 6 guests!This is a well maintained

Sandrine Maquet LPT REALTY, LLC

614 Treasure Boat Way, Sarasota, FL 34242
/50
$850,000 Sold Mar 14, 2025
- 1,282 Sq Ft
- $663/SF
- 44 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
19 Whispering Sands Dr Unit 103, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Fantastic price reduction on this miracle condo! No storm damage! What a wonderful opportunity for someone to own a ground floor condo steps to a private beach only for Whispering Sands owners and their guests, and the beautiful sparkling blue Gulf waters. This 2 bedroom/2 bath condo has been lovingly cared for by the same family for 27 years. They

Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

19 Whispering Sands Dr Unit 103, Sarasota, FL 34242

/71
Est $436,360 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit D21, Sarasota, FL 34242

6157 Midnight Pass Rd Unit D21, Sarasota, FL 34242

/55
$690,000
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
1159 Lake House Cir Unit C120, Sarasota, FL 34242

Enjoy this ultimate beach getaway and investment opportunity! This updated 2-bedroom 2 bath townhome is located directly across from Siesta Key beach and offers a generous split-bedroom and bi-level layout. Featuring high ceilings, a large light-filled eat-in kitchen, inside laundry, separate dining and living room areas and a spacious balcony overlooking the serene lake. The master bedroom suite

Dan Miller PREFERRED SHORE LLC

1159 Lake House Cir Unit C120, Sarasota, FL 34242
/66
$4,200 per month
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- Condo for Rent
5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242

This charming beach palace is located in the gated community of Harbor Towers on Siesta Key! Located just minutes from the world-famous sugary sands of Siesta Key beach and a quick trolley, bike or golf cart ride to the Siesta Key Village where there are delicious restaurants and shopping! From the moment you park in your assigned parking spot, you feel the luxurious beach resort vibe that is

Beth Dilley ASCENDIA REAL ESTATE

5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
/2
$1,275,000 Sold Mar 14, 2025
- 1,173 Sq Ft
- $1087/SF
- 27 Days On Market
- 2 Beds
- 2 Baths
- Built 1971
5924 Midnight Pass Rd Unit 209, Sarasota, FL 34242

Just in time for the lucrative winter and spring season on Siesta Key, this stunning two bed, two bath beach condo presents an enticing opportunity to own at the incomparable Sarasota Surf & Racquet while earning income. Located in the highly sought after building Y, this spacious retreat blends coastal living and modern comfort. Located just steps from the sandy shore, life is (literally) a

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5924 Midnight Pass Rd Unit 209, Sarasota, FL 34242

/82
Est $601,532 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242

/70
$15,500,000
- 5 Beds
- 7 Baths
- 5,175 Sq Ft
26 Sandy Hook Rd S, Sarasota, FL 34242

26 Sandy Hook Road | Gulf-Front Luxury Redefined on Siesta KeyWelcome to 26 Sandy Hook Road, an extraordinary Gulf-front estate that offers a rare blend of elevated design, smart living, and private beachfront serenity. Located on a one-acre lot in Siesta Key’s exclusive Sandy Hook enclave, this fully renovated residence spans over 5,000 sq. ft. and is just minutes from the vibrant Siesta Key

Inbal August DOUGLAS ELLIMAN

26 Sandy Hook Rd S, Sarasota, FL 34242
/98
$18,000 per month
- 3 Beds
- 2 Baths
- 1,617 Sq Ft
- House for Rent
345 Avenida Leona, Sarasota, FL 34242

Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a

Beth Dilley ASCENDIA REAL ESTATE

345 Avenida Leona, Sarasota, FL 34242
/27
$1,200,000 Sold Mar 12, 2025
- 2,181 Sq Ft
- $550/SF
- 30 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
579 Commonwealth Ln, Sarasota, FL 34242

LARGE LOT ON SIESTAS GRAND CANAL! with seawall, boat dock and lift. Sited on a quiet cul-de-sac with mature trees and newer/ larger homes. Just a short ride to Siesta beach and village. New dock built 2010 and lift new in 2022. This property did survive flooding during recent storms, it is sold at land value so the home is a gift. No warranties, representations or disclosures available as buyer

Bob Stahlschmidt II BRIGHT REALTY

579 Commonwealth Ln, Sarasota, FL 34242

/54
Est $488,751 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

/63
$2,550,000
- Land
- 0.58 Acre
- $4,396,552 per Acre
0 Ocean Blvd, Sarasota, FL 34242

Rare Canal-Front Opportunity on Siesta Key – Last Available Raw Land Parcels. Don’t miss the final two canal-front parcels on Siesta Key, exclusively offered as a package to one buyer. These gorgeous lots can be kept as individual + acre parcels or combined into a single -acre estate. Build your dream home on the serene, tree-lined canal-front lot and develop the front lot as a

Lisa Shepard BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

0 Ocean Blvd, Sarasota, FL 34242
/46
$12,000 per month
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Condo for Rent
20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
/28
$780,000 Sold Mar 11, 2025
- 1,492 Sq Ft
- $523/SF
- 99 Days On Market
- 3 Beds
- 2 Baths
- Built 1969
5133 Sandy Beach Ave, Sarasota, FL 34242

*FEMA APPRAISAL STRUCTURE VALUE IS $446,000* Presenting a unique restoration or new build opportunity in the heart of coveted Siesta Key. This home sits on an expansive 10,000+ square foot lot just moments from Siesta Key's world-renowned white quartz sand beaches. While the property has sustained some damage from recent storms, it offers solid bones and incredible potential for those looking to

Joanna Benante MICHAEL SAUNDERS & COMPANY

5133 Sandy Beach Ave, Sarasota, FL 34242

/26
Est $647,333 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

/68
$649,000
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an

Christine Green COLDWELL BANKER REALTY

5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
/96
$3,900 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 38, Sarasota, FL 34242

DECEMBER SPECIAL *** $3,900! Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or

Kay Esposito SIGNATURE REALTY ASSOCIATES

1257 S Portofino Dr Unit 38, Sarasota, FL 34242
/2
$882,500 Sold Mar 07, 2025
- 2,346 Sq Ft
- $376/SF
- 0 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1962
431 Island Cir, Sarasota, FL 34242

Water-damaged home with tons of potential. Great opportunity to own on Siesta Key.

Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

431 Island Cir, Sarasota, FL 34242

/35
Est $449,754 Not Listed For Sale
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit A41, Sarasota, FL 34242

6157 Midnight Pass Rd Unit A41, Sarasota, FL 34242

/55
$1,299,900
- 3 Beds
- 2 Baths
- 2,956 Sq Ft
5385 Avenida Del Mare, Sarasota, FL 34242

Beachside Oasis with Income Potential – Just 2 Blocks from Siesta Key Beach!Welcome to your slice of paradise! This spacious 2,956 sq ft single-family home is perfectly positioned just two blocks from the world-famous Siesta Key Beach. With 3 bedrooms and 2 bathrooms on the upper level, plus a fully equipped 1-bedroom 1-bath apartment/in-law suite with private entrance on the lower level, this

Tracey Bodmer THE BREEZE REALTY GROUP INC

5385 Avenida Del Mare, Sarasota, FL 34242
/57
$5,000 per month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

Listing reflects off-season rate. Available peak season months: March 2026, April 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot

Beth Dilley ASCENDIA REAL ESTATE

5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
/2
$1,600,000 Sold Mar 07, 2025
- 2,095 Sq Ft
- $764/SF
- 7 Days On Market
- 4 Beds
- 3 Baths
- Built 1985
1302 Roberts Bay Ln, Sarasota, FL 34242

Wow! Completely remodeled in 2022, this stunning 4-bedroom, 3-bathroom home with a 2-car garage is designed to impress. Thoughtfully decorated in warm earth tones, it offers an inviting and elegant atmosphere. As you enter, the foyer opens to a spacious living room with a cozy wood-burning fireplace, creating a welcoming space for relaxation and entertainment.Every detail has been upgraded in

Tori Harless COLDWELL BANKER REALTY

1302 Roberts Bay Ln, Sarasota, FL 34242

/65
Est $834,421 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
1100 Cove II Place Unit 933, Sarasota, FL 34242

1100 Cove II Place Unit 933, Sarasota, FL 34242

/5
$2,200,000
- Land
- 0.34 Acre
- $6,470,588 per Acre
940 Siesta Key Place, Sarasota, FL 34242

Paradise in North Siesta Key!Discover one of the island’s hidden gems — a rarely available 15,000+ SF waterfront parcel boasting 316+ feet of canal frontage in one of Siesta Key’s most coveted neighborhoods. Tucked away on a quiet cul-de-sac, this prime homesite offers unparalleled privacy, surrounded by lush, mature tropical landscaping and breathtaking wide water views.Enjoy boater-friendly

Frederick Insogna COLDWELL BANKER REALTY

940 Siesta Key Place, Sarasota, FL 34242
/99
$5,900 per month
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Condo for Rent
1660 Summerhouse Ln Unit 301, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Siesta Key is available for an ANNUAL LEASE. This corner unit, light and bright property has been meticulously professionally decorated and it shows. Three bedrooms, three and a half bathrooms, turnkey furnished, three open lanais that face east and west, living room/kitchen/dining

C. Alison Hunter JENNETTE PROPERTIES INC

1660 Summerhouse Ln Unit 301, Sarasota, FL 34242
/2
$390,000 Sold Mar 06, 2025
- 522 Sq Ft
- $747/SF
- 159 Days On Market
- 1 Bed
- 1 Bath
- Built 1978
5955 Midnight Pass Rd Unit 12E, Sarasota, FL 34242

SUPERB DAILY VACATION RENTAL on the world-famous SIESTA KEY known for sugar sand beaches, fine dining, excellent shopping, tons of nightlife and entertainment in Siesta Key Village. Cobalt blue waters are just across the street with a gated and deeded access to the sand where you can spend your day swimming, sunning and building castles on this perfect island on the gorgeous Gulf of Mexico. SEA

Michelle Hennessy PREFERRED SHORE LLC

5955 Midnight Pass Rd Unit 12E, Sarasota, FL 34242

/34
Est $596,309 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 533, Sarasota, FL 34242

1500 Cove II Place Unit 533, Sarasota, FL 34242

/55
$689,300
- 2 Beds
- 2 Baths
- 1,306 Sq Ft
6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242

Welcome to the only 4th floor/Penthouse condo for sale at the Excelsior Bayside Complex. Coveted for its soaring ceilings and the opportunity to add a 3rd bedroom, years can pass without one becoming available, This particular unit faces south and is filled with natural light throughout the year. New AC and water heater in 2025. A pre-listing home inspection conducted for your peace of mind and

Joan Winters EXIT KING REALTY

6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242
/42
$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Condo for Rent
6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

Variable rent based on season

Terry Dorrity INTEGRITY INVESTMENTS REALTY

6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
/2
$600,000 Sold Mar 03, 2025
- 816 Sq Ft
- $735/SF
- 31 Days On Market
- 1 Bed
- 1 Bath
- Built 1970
797 Beach Rd Unit 305, Sarasota, FL 34242

Here's your chance to own your little slice of paradise directly across from the most beautiful beach in the country! This updated, turnkey furnished condo has great rentals, as well as a fabulous location on Siesta Key. Close to the village of Siesta, with its shops and restaurants, directly across from world famous Siesta Key Beach, this complex offers a pool, club house, fitness room, gated

Karen Chandler MICHAEL SAUNDERS & COMPANY

797 Beach Rd Unit 305, Sarasota, FL 34242

/61
Est $804,731 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

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