Siesta Key, FL Homes

/96
$1,795,000
- 2 Beds
- 3.5 Baths
- 1,862 Sq Ft
540 Beach Rd Unit 510, Sarasota, FL 34242

A beachfront home for the price of a condo. 540 Beach Road on Siesta Key is a three-story standalone Gulf front residence with private beach access and breathtaking views directly on famed Siesta Key Beach. Privacy and exclusivity await at Tiffany Sands, an enclave of only 9 units. With expansive Gulf views from the moment you open the front door, 540 Beach Road is a detached single-family condo

Robin Leonardi MICHAEL SAUNDERS & COMPANY

540 Beach Rd Unit 510, Sarasota, FL 34242
/36
$9,500 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

Andy Moore GULF COAST REALTY & MANAGEMENT

1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
/2
$3,850,000 Sold Feb 25, 2025
- 2,647 Sq Ft
- $1454/SF
- 19 Days On Market
- 4 Beds
- 4 Baths
- Built 1969
1290 Hidden Harbor Way, Sarasota, FL 34242

IMAGINE owning nearly 3/4 of an acre on the exquisite Sarasota Bayfront! Your imagination can become reality on the northern end of world-renowned Siesta Key! This incredible property is perfect for living the true island life that you imagine! This dream property is located in Hidden Harbor only minutes from the famous Siesta Key Village as well as the #1 Beach in the United States and is

Frank Pachinger RE/MAX ALLIANCE GROUP

1290 Hidden Harbor Way, Sarasota, FL 34242

/35
Est $1,116,066 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
305 Beach Rd Unit 305-2, Sarasota, FL 34242

305 Beach Rd Unit 305-2, Sarasota, FL 34242

/64
$1,599,000
- 2 Beds
- 2 Baths
- 2,042 Sq Ft
1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242

RARE OPPORTUNITY to own this beautifully remodeled, TURNKEY furnished fifth floor, PENTHOUSE, with soaring cathedral ceilings and incredible, UNOBSTRUCTED VIEWS OF THE INTRACOASTAL, one of only five units like it in Dolphin Bay! This stunning condo offers luxury living in one of Siesta Keys most sought-after gated, dog friendly communities. Only the top floor boasts these dramatic ceilings,

Michelle Silva MICHAEL SAUNDERS & COMPANY

1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242
/34
$2,900 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 202, Sarasota, FL 34242

AVAILABLE NOW! Enjoy the island living in this cute and cozy 2 bedroom, 2 bathroom condo with canal views! Nestled in the heart of Siesta Key, this 55+ Community has it all! The unit is newly painted and adorned with coastal flair, a king size bed in the master bedroom and a queen size in the guest bedroom, vinyl flooring and a screened in lanai. One of the best features of this unit is the water

Deserea Hardy ROSSI & COMPANY INC

1215 S Portofino Dr Unit 202, Sarasota, FL 34242
/2
$2,600,000 Sold Feb 24, 2025
- 5,034 Sq Ft
- $516/SF
- 0 Days On Market
- 4 Beds
- 6 Baths
- Built 1978
1358 Roberts Bay Ln, Siesta Key, FL 34242

This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay

Judie Berger PREMIER SOTHEBYS INTL REALTY

1358 Roberts Bay Ln, Siesta Key, FL 34242

/19
Not Listed For Sale
0 Azure Way, Sarasota, FL 34242

0 Azure Way, Sarasota, FL 34242

/85
$2,900,000
- 4 Beds
- 3.5 Baths
- 2,964 Sq Ft
497 Island Cir, Sarasota, FL 34242

Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a

Judie Berger PREMIER SOTHEBYS INTL REALTY

497 Island Cir, Sarasota, FL 34242
/41
$7,600 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242

Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your

Andy Moore GULF COAST REALTY & MANAGEMENT

1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
/2
$475,000 Sold Feb 24, 2025
- 787 Sq Ft
- $604/SF
- 68 Days On Market
- 1 Bed
- 1 Bath
- Built 1969
711 Beach Rd Unit 208, Sarasota, FL 34242

Location, Location! NO HURRICANE DAMAGE to this unit. Luxurious lifestyle awaits you with Glorious Unobstructed Breathtaking FULL GULF VIEWS of tranquil aqua waters and enchanting sunsets right from your own Condo. DIRECT BEACH VIEW & ACCESS + a convenient WALK to the VILLAGE full of restaurants, music and shopping. Only a handful of buildings have full VIEWS + LOCATION + BEACH. MINIMUM ONE WEEK

Yvonne Blackburn SUNSET REALTY

711 Beach Rd Unit 208, Sarasota, FL 34242

/44
Est $646,223 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
5600 Beach Way Dr Unit 213, Sarasota, FL 34242

5600 Beach Way Dr Unit 213, Sarasota, FL 34242

/36
$2,695,000
- 4 Beds
- 3.5 Baths
- 3,250 Sq Ft
1248 Northport Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack-n-Jill bath plus a primary suite. The 1,200-square-foot

Peg Davant PREMIER SOTHEBYS INTL REALTY

1248 Northport Dr, Sarasota, FL 34242
/30
$7,700 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

Andy Moore GULF COAST REALTY & MANAGEMENT

1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
/2
$730,000 Sold Feb 21, 2025
- 1,061 Sq Ft
- $688/SF
- 69 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
1350 N Portofino Dr Unit 302, Sarasota, FL 34242

Stunning Direct Intracoastal Waterway Views. Experience breathtaking, direct views of the Intracoastal Waterway from this beautifully renovated 3rd-floor unit in the exclusive Tarpon Building. With only 8 units facing the water, this residence offers a rare opportunity to live in one of Siesta Harbor’s most coveted locations. This spacious 2-bedroom, 2-bathroom condo boasts a modern, open floor

Liza Knipe RE/MAX PLATINUM

1350 N Portofino Dr Unit 302, Sarasota, FL 34242

/25
Est $628,472 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,010 Sq Ft
1200 Cove II Place Unit 823, Sarasota, FL 34242

1200 Cove II Place Unit 823, Sarasota, FL 34242

/21
$1,140,000
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
1240 Dolphin Bay Way Unit 304, Sarasota, FL 34242

Experience the ultimate in luxury living in this stunning 3-bedroom, 3-bath residence in the exclusive Dolphin Bay community on Siesta Key. With its expansive 2200 square feet of interior living space, multiple outdoor areas, and beautifully appointed features like plantation shutters and a gourmet kitchen, this property is the epitome of elegance. Enjoy breathtaking views of the Intracoastal

David Haller RE/MAX SELECT GROUP

1240 Dolphin Bay Way Unit 304, Sarasota, FL 34242
/24
$4,500 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242

Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when

Andy Moore GULF COAST REALTY & MANAGEMENT

1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242
/2
$1,100,000 Sold Feb 21, 2025
- 2,550 Sq Ft
- $431/SF
- 64 Days On Market
- 4 Beds
- 3 Baths
- Built 1963
5624 Cape Leyte Dr, Sarasota, FL 34242

$100k PRICE REDUCTION. RARE LOCATION! Rare opportunity to live just five houses from the street entrance to famed Siesta Key public beach. No need for a car or to worry about parking. Just a 5 minute walk and you’ll be enjoying the beautiful quartz sand and crystal clear water. If that isn't enough, this rare parcel is situated between two properties, and has a direct bird's eye view of the

Amy Tanaka SILVER PALM REALTY

5624 Cape Leyte Dr, Sarasota, FL 34242

/72
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

/45
$1,100,000
- 2 Beds
- 2 Baths
- 1,760 Sq Ft
1163 Coquille St Unit 207, Sarasota, FL 34242

Tucked within a charming Gulf-side community of just 27 residences, this rarely available townhouse on Siesta Key offers private access to one of the most celebrated beaches in the country. With 1,760 square feet of living space, the home features soaring two-story ceilings and abundant natural light throughout the main living areas. Head upstairs on the grand staircase to an additional bedroom

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

1163 Coquille St Unit 207, Sarasota, FL 34242
/24
$7,200 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

Andy Moore GULF COAST REALTY & MANAGEMENT

1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
/2
$4,600,000 Sold Feb 21, 2025
- 3,844 Sq Ft
- $1197/SF
- 182 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1945
4049 Shell Rd, Sarasota, FL 34242

A rare opportunity to own a charming private home on almost an acre with 84 ft. of seawall located directly on Big Pass with incredible views of the Gulf of Mexico, South Lido Key Beach and Sarasota Bay. The island residence boasts mature trees and lush landscaping providing an old Florida feel nestled above the home and back patio. The walkway leads you to your own private beach and stairs that

Andrew Martell KELLER WILLIAMS ON THE WATER S

4049 Shell Rd, Sarasota, FL 34242

/48
Est $713,902 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

/90
$725,000
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242

Welcome to your Island getaway! This lovely two-bedroom two bath condo has everything you need to enjoy the Siesta Key lifestyle. Situated on the bay side of Excelsior, this complex features beach to bay access, two pools, tennis and pickle ball courts, fitness center, clubhouse, shuffle board courts, catering kitchen, and library. Walk to the beach, or stroll the lovely bayside grounds and sit

Karen Chandler MICHAEL SAUNDERS & COMPANY

6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242
/23
$6,900 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

Andy Moore GULF COAST REALTY & MANAGEMENT

1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
/2
$1,100,000 Sold Feb 20, 2025
- 1,444 Sq Ft
- $762/SF
- 34 Days On Market
- 2 Beds
- 2 Baths
- Built 1999
421 Island Cir, Sarasota, FL 34242

Your island escape awaits! Nestled on the serene Palm Island in the heart of Siesta Key and just two blocks from the iconic Siesta Key Beach, this charming pool home invites you to embrace the ultimate coastal lifestyle. Built with sturdy block construction and elevated over 10 feet, this home has withstood recent hurricanes unscathed, offering peace of mind for years to come. Sitting on nearly a

Kaisen Mitchell COLDWELL BANKER REALTY

421 Island Cir, Sarasota, FL 34242

/41
Est $1,291,302 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

/44
$2,495,000
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
5430 Avenida Del Mare, Sarasota, FL 34242

WALK TO SIESTA KEY BEACH! Exquisite Fully Renovated in 2025, Grand Canal Waterfront Home on Siesta Key Beach, Florida. Property Highlights: • Rare Opportunity: Renovated in 2025 home-Situated on 2.5 buildable lots- on Grand Canal waterfront, offering unmatched potential for development on Siesta Key. • Prime Location: Just a 5-minute walk to the world-renowned Siesta Key Beach

Jonathan Minerick HOMECOIN.COM

5430 Avenida Del Mare, Sarasota, FL 34242
/27
$9,900 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242

Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share

Andy Moore GULF COAST REALTY & MANAGEMENT

1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
/2
$1,125,000 Sold Feb 19, 2025
- 2,200 Sq Ft
- $511/SF
- 49 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
1240 Dolphin Bay Way Unit 204, Sarasota, FL 34242

INCREDIBLE OPPORTUNITY for (3) Bedroom (3) Bath Well Appointed Residence in Premier "Boutique" Community---Dolphin Bay on Siesta Key.....Multiple Outdoor Spaces; 2200 Square Feet Interior Living Spaces; Hurricane Impact Sliding Doors; Plantation Shutters; Updated Kitchen; Tile Throughout & Your Own PRIVATE GARAGE!...Enjoy Morning Coffees, Evening Cocktails, Watching Boats on the Intracoastal, or

Michael A Martino KELLER WILLIAMS ON THE WATER S

1240 Dolphin Bay Way Unit 204, Sarasota, FL 34242

/72
Est $5,819,041 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,131 Sq Ft
5119 Jungle Plum Rd, Sarasota, FL 34242

5119 Jungle Plum Rd, Sarasota, FL 34242

/85
$1,399,000
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
20 Whispering Sands Dr Unit 406, Sarasota, FL 34242

Welcome to this beautifully REMODELED 2 bed/2 bath GULF FRONT residence, where quiet luxury meets modern comfort! Breathtaking FULL GULF VIEWS. Selected furniture negotiable. Exceptionally light and bright, this is a rare, highly desirable END UNIT featuring an extra window with sunny southern exposure. Step inside to a spacious OPEN CONCEPT layout, featuring brand NEW 2025 LUXURY VINYL PLANK

Harriet Stopher COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 406, Sarasota, FL 34242
/22
$7,200 per month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key!**Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
/2
$1,650,000 Sold Feb 14, 2025
- 2,672 Sq Ft
- $618/SF
- 23 Days On Market
- 4 Beds
- 3 Baths
- Built 1972
4820 Higel Ave, Sarasota, FL 34242

This Move-in Ready waterfront property is the epitome of tropical luxury living in the heart of Siesta Key, Florida. Just a 5-minute drive from the world-renowned Siesta Key Beach, this home offers the best of both worlds: a serene retreat tucked behind private gates and a vibrant coastal lifestyle.The grand property welcomes you with a circular driveway and lush natural surroundings.

Ryan Skrzypkowski COLDWELL BANKER REALTY

4820 Higel Ave, Sarasota, FL 34242

/45
Est $1,521,538 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,555 Sq Ft
313 Beach Rd Unit 313S1, Sarasota, FL 34242

313 Beach Rd Unit 313S1, Sarasota, FL 34242

/26
$725,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 306, Sarasota, FL 34242

Rarely available top floor end unit in highly desireable Whispering Sands mid rise building. The 1271 Sq ft 2 bedroom 2 bathroom condominium was totally renovated in 2018. The kitchen was re-deigned to be more open and accessible to the dining area and the living room, all kitchen appliances, cabinets and countertops replaced. New wood flooring throughout including in the lanai. All new

Barbara May MICHAEL SAUNDERS & COMPANY

225 Hourglass Way Unit 306, Sarasota, FL 34242
/24
$9,300 per month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

Andy Moore GULF COAST REALTY & MANAGEMENT

1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
/2
$865,000 Sold Feb 14, 2025
- 1,361 Sq Ft
- $636/SF
- 581 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242

Unquestionally Gulf & Bay is the finest beachfront complex on Siesta Key. With its 800 feet of frontage on luxurious Siesta Key Beach you will be captivated by the beautiful aqua waters and so soft crystal sands that have been the subject of “Finest” beaches over many years. This is in addition to the view of private pools, lagoon and fountains all bringing you the tropical lifestyle so

Stephanie Kitsemble COLDWELL BANKER REALTY

5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242

/49
Est $1,526,924 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,520 Sq Ft
308 Calle Miramar Unit 308S1, Sarasota, FL 34242

308 Calle Miramar Unit 308S1, Sarasota, FL 34242

Showing Results 241 - 280, Page 7 of 18

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