Siesta Key, FL Homes

/70
$5,985,000
- 7 Beds
- 7.5 Baths
- 3,750 Sq Ft
89 Avenida Messina, Sarasota, FL 34242

Welcome to Seashell Esta, a stunning coastal retreat nestled in the heart of Siesta Key, offering the epitome of luxury living. Boasting 7 bedrooms and 7.5 baths, this brand-new home is turnkey furnished is only steps to the beach and offers an elevator. Step inside and discover a haven of sophistication, where chic, modern furnishings grace every corner. The private balconies and rooftop deck

Jay Travis RE/MAX ALLIANCE GROUP

89 Avenida Messina, Sarasota, FL 34242
/2
$560,000 Sold Jan 31, 2025
- 1,056 Sq Ft
- $530/SF
- 276 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242

This property has so much to offer, LOCATION< LOCATION< LOCATION !!!! Watch stunning sunsets right from your Balcony every clear evening. Harbor Towers is a short half mile walk from the Crescent Beach of Siesta Key. There is also a Trolley that can pick you up for a free ride to Siesta Village or a Mile stroll for fine dining, shopping, or Happy Hour. Siesta key has some of the Worlds finest

Barbara Pawlak LOKATION

5855 Midnight Pass Rd Unit 320, Sarasota, FL 34242

/29
Est $767,574 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
1087 Lake House Cir Unit C104, Sarasota, FL 34242

1087 Lake House Cir Unit C104, Sarasota, FL 34242

/43
$2,895,000
- 5 Beds
- 4 Baths
- 2,498 Sq Ft
91 Avenida Veneccia, Sarasota, FL 34242

Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nestled just steps away from Siesta Key Village, this stunning beach home offers the perfect blend of beachside serenity and urban convenience. Your gateway to the best shopping, dining, and entertainment Siesta Key has to offer, and just minutes from the world-famous Siesta Key

Jay Travis RE/MAX ALLIANCE GROUP

91 Avenida Veneccia, Sarasota, FL 34242
/2
$4,325,000 Sold Jan 30, 2025
- 3,234 Sq Ft
- $1337/SF
- 33 Days On Market
- 4 Beds
- 7 Baths
- Built 2023
5300 Avenida Del Mare, Sarasota, FL 34242

Sophisticated and sleek, this dazzling masterpiece is located along the grand canal in the heart of Siesta Key. A modern exterior will impress neighbors and onlookers with sharp lines and a refined combination of materials that blend style and durability for island living. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5300 Avenida Del Mare, Sarasota, FL 34242

/66
Est $504,524 Not Listed For Sale
- 2 Beds
- 2 Baths
- 991 Sq Ft
1300 N Portofino Dr Unit 202, Sarasota, FL 34242

1300 N Portofino Dr Unit 202, Sarasota, FL 34242

/65
$1,200,000
- Land
- 0.45 Acre
- $2,666,667 per Acre
105 Island Cir, Sarasota, FL 34242

This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy

Linda Scheller COLDWELL BANKER REALTY

105 Island Cir, Sarasota, FL 34242
/2
$600,000 Sold Jan 30, 2025
- 1,314 Sq Ft
- $457/SF
- 59 Days On Market
- 1 Bed
- 2 Baths
- Built 1951
671 Avenida Del Norte, Sarasota, FL 34242

Ideally just moments from Siesta Key Village, you'll enjoy the vibrant heart of the key, where friends gather for lively entertainment, delectable dining and unique shopping experiences. Whether you're savoring a sunset cocktail or indulging in fresh seafood, the village offers an array of options to satisfy your cravings. This property suffered damage from the recent hurricane. The famed white

Melissa Caldwell PREMIER SOTHEBYS INTL REALTY

671 Avenida Del Norte, Sarasota, FL 34242

/41
Est $707,167 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
5855 Midnight Pass Rd Unit 530, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 530, Sarasota, FL 34242

/86
$1,450,000
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242

Sarasota Surf and Racquet Club – Tower Building - Exceptional Beachfront Living on Siesta KeyDon’t miss this rare opportunity to own a beautifully appointed 2-bedroom, 2-bathroom condo in the highly sought-after Tower Building of Sarasota Surf and Racquet Club, located directly on Crescent Beach, Siesta Key’s world-famous stretch of powdery white sand.Situated on the 4th floor, this turnkey

Greg Hudson COLDWELL BANKER REALTY

5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242
/2
$17,000 Sold Jan 29, 2025
- 2,255 Sq Ft
- $8/SF
- 40 Days On Market
- 3 Beds
- 3 Baths
- Built 2009
915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services.This exclusive opportunity offers the ultimate in

Kelly Mooney THE SARASOTA REAL ESTATE COMP.

915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

/44
Est $1,995,716 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,884 Sq Ft
555 Commonwealth Place, Sarasota, FL 34242

555 Commonwealth Place, Sarasota, FL 34242

/72
$75,000
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242

Fractional Ownership. GUARANTEED GULF FRONT DELUXE UNIT. Only the Deluxe units are guaranteed to have gulf front views. Fractional Ownership weeks 22-23 (May 24 through June 7, in 2025). This ownership includes a float week as well, totaling three weeks. 1/16TH FRACTIONAL OWNERSHIP. An exciting aspect of the Residences on Siesta Key is that an owner may use the beach, pool and amenities

Ethel Lovelace MICHAEL SAUNDERS & COMPANY

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242
/2
$1,600,000 Sold Jan 28, 2025
- 1,271 Sq Ft
- $1259/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
6300 Midnight Pass Rd Unit 703, Sarasota, FL 34242

Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space,

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 703, Sarasota, FL 34242

/32
Est $1,540,060 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,277 Sq Ft
4708 Ocean Blvd Unit E1, Sarasota, FL 34242

4708 Ocean Blvd Unit E1, Sarasota, FL 34242

/22
$899,000
- Land
- 0.27 Acre
- $3,329,630 per Acre
717 Treasure Boat Way, Sarasota, FL 34242

Looking for the perfect slice of Siesta Key paradise to make your own? This property offers 110’ of street frontage and is situated on just over ¼ acre lot with majestic trees offering shade, privacy and tons of character. For families, the highly rated Out-Of-Door Academy is just a few blocks away for Pre-K through Grade 5. The #1 Siesta Key Beach is located approximately 1 mile from the front

Ian Addy, PA MICHAEL SAUNDERS & COMPANY

717 Treasure Boat Way, Sarasota, FL 34242
/2
$925,000 Sold Jan 28, 2025
- 3,042 Sq Ft
- $304/SF
- 67 Days On Market
- 1 Bed
- 1 Bath
- Built 1951
4439 Ocean Blvd, Sarasota, FL 34242

Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with

Jay Hogue W.I.T. REALTY LLC

4439 Ocean Blvd, Sarasota, FL 34242

/67
Est $1,832,783 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,063 Sq Ft
4960 Commonwealth Dr, Sarasota, FL 34242

4960 Commonwealth Dr, Sarasota, FL 34242

/42
$899,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,978 Sq Ft
717 Treasure Boat Way, Sarasota, FL 34242

Looking for the perfect slice of Siesta Key paradise to make your own? This 2 bed/2 bath home is situated on just over acre lot with majestic trees offering shade, privacy and tons of character. The newly carpeted living room opens up to the Florida Room for the perfect marriage of indoor/outdoor living. An oversized screened patio just off the kitchen provides the perfect opportunity for

Ian Addy, PA MICHAEL SAUNDERS & COMPANY

717 Treasure Boat Way, Sarasota, FL 34242
/2
$680,000 Sold Jan 24, 2025
- 1,180 Sq Ft
- $576/SF
- 5 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
5855 Midnight Pass Rd Unit 225, Sarasota, FL 34242

You have found your oasis! Harbor Towers Yacht & Racquet Club recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. Copies of the funded upgrade program are available for your review. This no-worries furnished, updated unit, has all new hurricane-rated windows and doors, two small balconies, a

Roger Grenier PREMIER SOTHEBY'S INTERNATIONAL REALTY

5855 Midnight Pass Rd Unit 225, Sarasota, FL 34242

/36
Est $1,463,092 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,433 Sq Ft
5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

/37
$1,250,000
- 3 Beds
- 4 Baths
- 3,050 Sq Ft
5324 Siesta Ct, Sarasota, FL 34242

Welcome to this striking contemporary residence tucked away in the highly sought-after community of Siesta Cove—an established subdivision on Siesta Key. Located just moments from the powdery sands of Siesta Key Beach and Siesta Key Village. Built in 1980 and thoughtfully updated, this three-bedroom, four-bathroom home sits on a beautifully designed eco-friendly yard with tropical and native

James Gammello WILLIAM RAVEIS REAL ESTATE

5324 Siesta Ct, Sarasota, FL 34242
/2
$1,470,000 Sold Jan 23, 2025
- 2,200 Sq Ft
- $668/SF
- 38 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
1240 Dolphin Bay Way Unit 301, Sarasota, FL 34242

Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the

Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

1240 Dolphin Bay Way Unit 301, Sarasota, FL 34242

/35
Est $652,195 Not Listed For Sale
- 2 Beds
- 2 Baths
- 940 Sq Ft
915 Beach Rd Unit 114, Sarasota, FL 34242

915 Beach Rd Unit 114, Sarasota, FL 34242

/64
$1,525,000 Open Sun 1PM - 4PM
- 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
/2
$1,400,000 Sold Jan 22, 2025
- 2,095 Sq Ft
- $668/SF
- 31 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
5537 Cape Leyte Dr, Sarasota, FL 34242

Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way.While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a

Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

5537 Cape Leyte Dr, Sarasota, FL 34242

/36
Est $719,668 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
6287 Midnight Pass Rd Unit 203, Sarasota, FL 34242

6287 Midnight Pass Rd Unit 203, Sarasota, FL 34242

/54
$750,000
- 2 Beds
- 2 Baths
- 1,462 Sq Ft
1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when

Lisa Beach WATERSIDE REALTY LLC

1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
/2
$3,025,000 Sold Jan 21, 2025
- 3,647 Sq Ft
- $829/SF
- 0 Days On Market
- 5 Beds
- 5 Baths
- Built 2005
850 Siesta Key Cir, Sarasota, FL 34242

PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the

Mark McCann, PA MICHAEL SAUNDERS & COMPANY

850 Siesta Key Cir, Sarasota, FL 34242

/59
Est $1,330,809 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,770 Sq Ft
6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242

6281 Midnight Pass Rd Unit 6281, 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 SOTHEBY'S INTERNATIONAL REALTY

1248 Northport Dr, Sarasota, FL 34242
/2
$1,650,000 Sold Jan 17, 2025
- 3,831 Sq Ft
- $431/SF
- 24 Days On Market
- 4 Beds
- 4 Baths
- Built 1958
4933 Featherbed Ln, Sarasota, FL 34242

THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on

Beth Harris COMPASS FLORIDA LLC

4933 Featherbed Ln, Sarasota, FL 34242

/76
Est $634,312 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 505, 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
/2
$455,000 Sold Jan 16, 2025
- 900 Sq Ft
- $506/SF
- 2 Beds
- 2 Baths
- Built 1964
6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

Sold Information only

Stellar Non-Member Agent Stellar Non-Member Office

6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

/49
Est $678,399 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 209, 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
/2
$650,000 Sold Jan 16, 2025
- Land
- 0.14 Acre
- $4,642,857 per Acre
- 22 Days On Market
675 Avenida Del Norte, Sarasota, FL 34242

Remodel or tear down. Discover the endless possibilities of Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace

Kevin Henry BAY VISION REALTY INC

675 Avenida Del Norte, Sarasota, FL 34242

/34
Est $1,186,759 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
5579 Cape Aqua Dr, Sarasota, FL 34242

5579 Cape Aqua Dr, 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

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