Siesta Key, FL Homes

/53
$1,700,000
- 3 Beds
- 2 Baths
- 1,713 Sq Ft
5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242

Wake each morning to the soothing rhythm of the sea in this stunning gulf-front condominium, where glorious, unobstructed views sweep across lushly manicured grounds, the shimmering pool, powder-soft beach, and the sparkling waters of the Gulf. This beautifully remodeled three-bedroom residence and two baths has been completely re-imagined, taken down to the studs and rebuilt from floor to

Kristina Rain MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242
/12
$10,230 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242

This beautiful condo, is right ON the beach! Siesta Key Beach, designated #1 beach in America, Unit #301 offers a superior, sweeping view of the entire 6 mile long, white sand (quartz) beach. Sliding glass doors open to the lanai and to the living room to allow for sea breezes and sounds of the surf. Each bedroom has the same dramatic view and you are just steps from the beach. Private Wireless

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242
/2
$2,100,000 Sold Apr 14, 2025

3927 Somerset Dr, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,758 Sq Ft
- Built 1990
Last Sold Summary
- 10% Below List Price
- $761/SF
- 64 Days On Market
Current Estimated Value $1,974,346

Last Listing Agent Patrick Dipinto, III OCEAN REAL ESTATE LLC

3927 Somerset Dr, Sarasota, FL 34242

/2
Est $1,755,808 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

/26
$600,000 Open Sun 11AM - 1PM
- 2 Beds
- 2 Baths
- 921 Sq Ft
5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key Beachfront Living at Jamaica Royale--Experience the best of coastal Florida in this fully renovated two-bedroom, two-bath condominium, perfectly situated on world-famous Siesta Key Beach. With 300 feet of private, powder-white quartz sand just steps away and no roads to cross, this Jamaica Royale residence delivers true beachfront living

Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242
/14
$7,500 per month
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242

Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242
/2
$20,000 Sold Apr 25, 2025

915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
- Built 2009
Last Sold Summary
- 74% Below List Price
- $11/SF
- 175 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242

/60
Est $1,306,311 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

/42
$475,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242

Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community

Lisa Blakeney COLDWELL BANKER REALTY

5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
/19
$8,370 per month
- 2 Beds
- 1 Bath
- 744 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242

You’ll love the light, bright coastal décor of the beautifully appointed and inviting Villa 31 at Aloha Kai. This little piece of paradise offers effortless living and a stay so enjoyable, leaving feels impossible. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242
/2
$890,000 Sold Apr 01, 2025

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1981
Last Sold Summary
- 9% Below List Price
- $654/SF
- 124 Days On Market
Current Estimated Value $860,806

Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/48
Est $1,650,429 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

1660 Summerhouse Ln Unit 201, Sarasota, FL 34242

/27
$930,000
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
315 Avenida de Paradisio, Sarasota, FL 34242

Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back

Jason Skowronski COMPASS FLORIDA LLC

315 Avenida de Paradisio, Sarasota, FL 34242
/22
$7,470 per month
- 1 Bed
- 1 Bath
- 612 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242

If you’re seeking a peaceful beach hideaway, Villa 5 at Aloha Kai is the perfect escape. Featuring tropical decor, this inviting villa encourages you to kick off your shoes, slip into your bathing suit, and head to the pool or beach. Enjoy the tranquility of the front porch while listening to early morning birdsong or the gentle afternoon breezes. Located on Siesta Key, a popular barrier island

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242
/2
$875,000 Sold Jan 15, 2026

757 Beach Rd Unit 300, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,181 Sq Ft
- Built 1970
Last Sold Summary
- $741/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

757 Beach Rd Unit 300, Sarasota, FL 34242

/57
Est $1,729,575 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

/77
$1,700,000
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
915 Seaside Dr Unit 604, Sarasota, FL 34242

Live in it, rent it or both...the choice is yours!Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where coastal luxury meets effortless ownership. This stunning 3-bedroom, 3-bath residence at 915 Seaside Drive offers the ultimate beachfront experience—fully furnished, designer finished, and just steps from the powdery white sands of Siesta Key, consistently ranked the #1 beach in

Matthew Hickey EXP REALTY LLC

915 Seaside Dr Unit 604, Sarasota, FL 34242
/12
$8,340 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Experience breathtaking, unobstructed views of the sparkling Gulf of Mexico and the pristine shores of Crescent Beach from the spacious 3rd-floor lanai of this beautifully appointed two-bedroom, two-bathroom beachfront apartment. Perfectly designed for comfort and relaxation, this well-maintained unit features a fully equipped kitchen with all the essentials needed to prepare everything from

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/2
$450,000 Sold Dec 19, 2025

1350 N Portofino Dr Unit 208, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1969
Last Sold Summary
- 18% Below List Price
- $484/SF
- 188 Days On Market
Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

1350 N Portofino Dr Unit 208, Sarasota, FL 34242

/64
Est $606,837 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

1041 W Peppertree Dr Unit 1113, Sarasota, FL 34242

/37
$6,000,000
- 5 Beds
- 7 Baths
- 4,496 Sq Ft
5507 Calle Del Invierno, Sarasota, FL 34242

There is only one – The Lookout. Effortlessly close to everything yet a world apart, this modern Siesta Key estate embodies the essence of the Vunique Homes experience—architectural artistry, intentional design, and a lifestyle defined by luxury and ease. Steps from Siesta Key Beach and the vibrant Siesta Village, this turnkey furnished residence is ideally positioned for those who value

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5507 Calle Del Invierno, Sarasota, FL 34242
/10
$9,420 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach, from the 1st floor of this beautifully appointed two- bedroom, two-bathroom apartment with fully-equipped kitchen. Relax in the living room that overlooks the gulf. Enjoy your morning coffee sitting out on the screened in lanai just steps from the sand.This unit features Private wireless internet, Double

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242
/2
$865,000 Sold Feb 14, 2025

5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 35% Below List Price
- $636/SF
- 581 Days On Market
Current Estimated Value $830,724

Last Listing Agent Stephanie Kitsemble COLDWELL BANKER REALTY

5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242

/43
Est $684,432 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

/60
$3,850,000
- 4 Beds
- 3.5 Baths
- 3,122 Sq Ft
5263 Avenida de Cortez, Sarasota, FL 34242

Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away... you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat

Jessica Hoffman COLDWELL BANKER REALTY

5263 Avenida de Cortez, Sarasota, FL 34242
/11
$7,500 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242

Watch the magnificent sunsets over blue gulf waters from the lanai of a newly, up-dated, completely renovated, and re-decorated ground floor apartment on the white sands of Crescent Beach on Siesta Key. The 2 bedroom, 2 bathroom, apartment sleeps 4. The beds can be arranged as 1 King and 2 twin beds pushed together to form 1 Large Queen with advance notice to the office. The kitchen is granite

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242
/2
$2,200,000 Sold Apr 02, 2025

447 Canal Rd Unit 447, Sarasota, FL 34242
- 3 Beds
- 4 Baths
- 2,635 Sq Ft
- Built 2003
Last Sold Summary
- 12% Below List Price
- $835/SF
- 81 Days On Market
Current Estimated Value $2,017,668

Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY

447 Canal Rd Unit 447, Sarasota, FL 34242

/41
Est $1,337,096 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,976 Sq Ft
6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

/61
$2,690,000
- 4 Beds
- 3.5 Baths
- 3,228 Sq Ft
467 Canal Rd Unit 467, Sarasota, FL 34242

Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in

Dan Miller PREFERRED SHORE LLC

467 Canal Rd Unit 467, Sarasota, FL 34242
/9
$10,770 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 206, Sarasota, FL 34242

We welcome you to stay in our updated oceanfront condo on Siesta Key Crescent Beach - the best beach in Florida! Our spacious 2 bed/2 bath oceanfront home is 1080 square feet with an ocean view that cannot be beat! Unit #206 is part of the Casa Blanca Vacation Beach Resort, and the crystal white sand is steps away! Remodeled in 2023, fully equipped kitchen with quiet dishwasher, spacious living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 206, Sarasota, FL 34242
/2
$810,000 Sold Nov 21, 2025

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Built 1974
Last Sold Summary
- 25% Below List Price
- $696/SF
- 264 Days On Market
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

/33
Est $789,756 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

/99
$690,000
- 1 Bed
- 1 Bath
- 816 Sq Ft
797 Beach Rd Unit 509, Sarasota, FL 34242

PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional

Sandy Gamble Hulvat WATERSIDE REALTY LLC

797 Beach Rd Unit 509, Sarasota, FL 34242
/11
$10,230 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 102, Sarasota, FL 34242

Wake up to views of the beautiful gulf and beach from every room. Walk out to the best beach in the world. End your day with a breathtaking sunset dinner on the lanai. 102 is a ground floor, beach front apartment with 2 bedrooms and 2 baths. It is an open floor plan with porcelain tile throughout, comfortable seating in the living area, a full kitchen with all cookware and service items, and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 102, Sarasota, FL 34242
/2
$900,000 Sold Aug 29, 2025

5108 Saint Albans Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 1,767 Sq Ft
- Built 1968
Last Sold Summary
- 20% Below List Price
- $509/SF
- 57 Days On Market
Current Estimated Value $909,210

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

5108 Saint Albans Ave, Sarasota, FL 34242

/59
Est $691,931 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

/58
$1,295,000 Pending
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242

Under contract-accepting backup offers. Experience elevated coastal living in this beachfront penthouse condo on Siesta Key, where direct Gulf views greet you the moment you walk through the door. Bathed in natural light, this turnkey furnished residence captures breathtaking sunsets and offers an effortless blend of luxury and comfort.The bright kitchen is thoughtfully designed with granite

Chelsa Vahtomin COLDWELL BANKER REALTY

19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242
/11
$8,070 per month
- 1 Bed
- 1 Bath
- 757 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 103, Sarasota, FL 34242

Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach from the 1st floor of this tastefully decorated one bedroom, one bath apartment with tile throughout. Enjoy morning coffee and stunning sunsets on the lanai every day! Newly updated fully equipped kitchen. The property offers one of the largest pools on Siesta Key. Come in, unpack and relax! Siesta Key Beach has

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 103, Sarasota, FL 34242
/2
$925,000 Sold Dec 08, 2025

396 Avenida Madera, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,964 Sq Ft
- Built 1958
Last Sold Summary
- 20% Below List Price
- $471/SF
- 148 Days On Market
Last Listing Agent Michael Nogueira LUXURY & BEACH REALTY INC

396 Avenida Madera, Sarasota, FL 34242

/39
Est $708,257 Not Listed For Sale
- 2 Beds
- 2 Baths
- 939 Sq Ft
6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

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