Siesta Key, FL Homes

/54
$695,000
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

6th floor Gulfside Highrise facing East overlooking the peppertree grounds--High and Dry! Beautifully appointed with detail to owners care of the unit. Spacious open kitchen with extra storage, wood lament flooring throughout the living areas; tile in the baths and lanai. Lanai enclosed with hurricane windows and new murphy bed on lanai. Supersized utility room with washer and dryer.

Lisa Beach WATERSIDE REALTY LLC

1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242
/2
$1,870,000 Sold Dec 03, 2024
- 1,839 Sq Ft
- $1017/SF
- 2 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1951
3928 Roberts Point Rd, Sarasota, FL 34242

This stunning waterfront property on Roberts Point Road in Siesta Key is a rare opportunity for avid boaters and waterfront enthusiasts to build their dream home. The existing house is a tear-down, allowing you to start fresh on an expansive lot of over half an acre, with direct access to Sarasota Bay and quick entry to Big Pass and the Gulf of Mexico. Located in one of the most desirable areas

Wayne Cherry PROGRAM REALTY, LLC

3928 Roberts Point Rd, Sarasota, FL 34242

/75
Est $3,835,659 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 5,098 Sq Ft
5315 Hidden Harbor Rd, Sarasota, FL 34242

5315 Hidden Harbor Rd, Sarasota, FL 34242

/61
$3,299,000
- 3 Beds
- 3.5 Baths
- 5,423 Sq Ft
875 Siesta Key Cir, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100

Thomas Cail RE/MAX ALLIANCE GROUP

875 Siesta Key Cir, Sarasota, FL 34242
/2
$870,000 Sold Nov 29, 2024
- 1,181 Sq Ft
- $737/SF
- 39 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
757 Beach Rd Unit 412, Sarasota, FL 34242

Boasting breathtaking Gulf views, a tastefully updated interior, and first-class amenities, this is more than just a property - it's an opportunity. Invest in your dream lifestyle or build a profitable rental portfolio with this updated fourth-floor condominium directly across from Siesta Key Beach. Crescent Royale's desirable location and impressive amenities make it a standout investment.

Darlene Gamble FINE PROPERTIES

757 Beach Rd Unit 412, Sarasota, FL 34242

/34
Est $1,134,116 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,521 Sq Ft
6140 Midnight Pass Rd Unit 502, Sarasota, FL 34242

6140 Midnight Pass Rd Unit 502, Sarasota, FL 34242

/90
$1,425,000
- 4 Beds
- 4 Baths
- 2,927 Sq Ft
4646 Gleason Ave, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma on our famed Siesta Key. Renovated with meticulous attention to detail, this

Logan Clark LPT REALTY, LLC

4646 Gleason Ave, Sarasota, FL 34242
/2
$1,450,000 Sold Nov 27, 2024
- 1,376 Sq Ft
- $1054/SF
- 64 Days On Market
- 2 Beds
- 2 Baths
- Built 1967
6146 Midnight Pass Rd Unit 17S, Sarasota, FL 34242

Here is an excellent investment property on Siesta Key! Top floor unit of a midrise building provides excellent views of beach and gulf.Fabulous views of the Gulf of Mexico. Weekly rental. On-site manager. This is an extremely well-managed property. Enjoy evening sunsets or play shuffleboard. Two gas grills available and heated pool for the perfect vacation spot. This condominium has been

Linda Stowe MICHAEL SAUNDERS & COMPANY

6146 Midnight Pass Rd Unit 17S, Sarasota, FL 34242

/45
Est $1,456,857 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,996 Sq Ft
814 Paradise Way, Sarasota, FL 34242

814 Paradise Way, Sarasota, FL 34242

/40
$825,000
- 2 Beds
- 2 Baths
- 1,238 Sq Ft
1900 Cove II Place Unit 133, Sarasota, FL 34242

Welcome to this stunning top-floor condo on Siesta Key, offering breathtaking, panoramic views of the Intracoastal Waterway, a playground to wildlife and impressive boat traffic year-round. This meticulously maintained property combines luxury, comfort, and serene waterfront living, all within steps of the world-renowned Siesta Key Beach. Upon entering, you’re greeted with an expansive open

Rudy Dudon MICHAEL SAUNDERS & COMPANY

1900 Cove II Place Unit 133, Sarasota, FL 34242
/2
$1,482,000 Sold Nov 25, 2024
- 1,187 Sq Ft
- $1249/SF
- 240 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
5400 Ocean Blvd Unit 11-3, Sarasota, FL 34242

Panoramic Siesta Key Views!!!!! This 2 bedroom / 2 bath, 11th floor residence is located in the heart of Siesta Key. The Beach Terrace building has one of the most desirable locations with a direct Gulf of Mexico location. It nestled at the end of The Siesta Key Village and is walking distance to all of the restaurants and shops. This corner residence faces northwest and offers oversized

Mickey Kiernan MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 11-3, Sarasota, FL 34242

/64
Est $1,536,499 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242

5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242

/41
$445,000 Open Sun 11AM - 2PM
- 2 Beds
- 1 Bath
- 690 Sq Ft
6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242

PRICE IMPROVEMENT! Live the Dream on Siesta Key!Discover the perfect blend of coastal luxury and investment opportunity. This beautifully furnished modern condo, SLEEPS UP TO SIX! Located just minutes from the world-famous Siesta Key Beach. Whether you're looking for a dream getaway or a highly desirable rental property—with weekly rentals allowed—this gem checks all the boxes!Built to last, this

Dena Olson EXIT KING REALTY

6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242
/2
$601,050 Sold Nov 21, 2024
- 1,755 Sq Ft
- $342/SF
- 25 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
734 Birdsong Ln, Sarasota, FL 34242

The epitome of Siesta Key charm. Old Florida oaks provide shade and epitomize Sarasota character on this large 8,869 sqft LOT. Birdsong Lane is a quiet and friendly neighborhood just minutes away from Siesta Key Village and minutes from world-famous Siesta Key Beach.The block construction home with POOL features a fantastic, versatile floorplan with 2 bedrooms PLUS DEN, 2 bathrooms; 2

Robert Hanna PREFERRED SHORE LLC

734 Birdsong Ln, Sarasota, FL 34242

/64
Est $1,368,216 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,341 Sq Ft
4879 Commonwealth Dr, Sarasota, FL 34242

4879 Commonwealth Dr, Sarasota, FL 34242

/43
$1,995,000
- 4 Beds
- 4 Baths
- 2,767 Sq Ft
4922 Commonwealth Dr, Sarasota, FL 34242

Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of

Drew Russell MICHAEL SAUNDERS & COMPANY

4922 Commonwealth Dr, Sarasota, FL 34242
/2
$1,150,000 Sold Nov 21, 2024
- 1,896 Sq Ft
- $607/SF
- 235 Days On Market
- 3 Beds
- 3 Baths
- Built 1982
4939 Commonwealth Dr, Sarasota, FL 34242

Below Market Value, Motivated Seller ! This Unique Coastal Contemporary is completely updated in a highly desirable community on Siesta Key just minutes to the famous Siesta Key Beach! If you are seeking a second home, a rental investment opportunity or multigenerational living with an in-law suite this is it! The upstairs includes 2bd/2 baths with incredibly spacious living and the first floor

Lori Lockhart COLDWELL BANKER REALTY

4939 Commonwealth Dr, Sarasota, FL 34242

/47
Est $1,904,819 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,616 Sq Ft
615 Calle Del Otono, Sarasota, FL 34242

615 Calle Del Otono, Sarasota, FL 34242

/82
$5,500,000
- 3 Beds
- 3.5 Baths
- 2,750 Sq Ft
534 Beach Rd Unit 4, Sarasota, FL 34242

Exquisite gulf-front penthouse, steps to Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular gulf-front penthouse, where the world-renowned powdery quartz sands of Siesta Beach are just steps away. Designed for the beach-loving connoisseur, this one-of-a-kind three-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

534 Beach Rd Unit 4, Sarasota, FL 34242
/2
$1,475,000 Sold Nov 19, 2024
- 1,240 Sq Ft
- $1190/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
6300 Midnight Pass Rd Unit 603, Sarasota, FL 34242

Welcome to luxury living in the renowned Crystal Sands building on Siesta Key, where every day brings full, unobstructed views of the Gulf of Mexico. This stunning condo features an open-concept design with newer windows that allow the turquoise waters and breathtaking sunsets to fill your living space. The kitchen is open to the living space and has the same stunning views, perfect for both

Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

6300 Midnight Pass Rd Unit 603, Sarasota, FL 34242

/68
Est $2,641,654 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,950 Sq Ft
5132 Sandy Shore Ave, Sarasota, FL 34242

5132 Sandy Shore Ave, Sarasota, FL 34242

/42
$890,000
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
20 Whispering Sands Dr Unit 301, Sarasota, FL 34242

Discover coastal luxury like never before with this immaculate beachfront condo at Whispering Sands. This newly renovated residence boasts two bedrooms and two bathrooms, each designed with sophisticated touches that promise comfort and elegance. From the moment you enter, be greeted by newly installed plank tile floors and expansive, redesigned living spaces illuminated by recessed LED

Dion Souza SARABAY REAL ESTATE INC

20 Whispering Sands Dr Unit 301, Sarasota, FL 34242
/2
$1,550,000 Sold Nov 18, 2024
- 2,689 Sq Ft
- $576/SF
- 273 Days On Market
- 5 Beds
- 5 Baths
- Built 1953
5408 Plaza Des Las Palmas, Sarasota, FL 34242

Create income in this three-unit property. Turnkey and ready to rent daily or weekly. Completely remodeled-2 swimming pools.

Doug Addeo COMMUNITY REALTY ASSOCIATES

5408 Plaza Des Las Palmas, Sarasota, FL 34242

/44
Est $785,793 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4900 Ocean Blvd Unit 304, Sarasota, FL 34242

4900 Ocean Blvd Unit 304, Sarasota, FL 34242

/48
$1,675,000
- 4 Beds
- 2.5 Baths
- 2,598 Sq Ft
749 Tropical Cir, Sarasota, FL 34242

Siesta Key sanctuary, a coastal retreat with modern luxury. Discover a private tropical paradise in this contemporary, renovated four-bedroom, 2.5-bath pool home, ideally on nearly half an acre in one of Siesta Key’s sought-after communities. Designed with elegance and ease in mind, this stunning concrete block residence blends timeless charm with modern upgrades, offering the ultimate coastal

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

749 Tropical Cir, Sarasota, FL 34242
/2
$580,000 Sold Nov 15, 2024
- 1,123 Sq Ft
- $516/SF
- 226 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
1300 N Portofino Dr Unit 301, Sarasota, FL 34242

3rd Floor CORNER END UNIT ON THE CANAL! Rarely available 2 bedroom 2 bath in the Sailfish Building! Welcome to this delightful remodeled, Turn-key furnished and ready to move in 2-bedroom, 2-bathroom canal front condominium, ideally situated on Siesta Key. Final Stages of a Full Kitchen remodel with raised recessed lighting Now Complete. Brand new Light Shaker Cabinetry, Gorgeous granite

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1300 N Portofino Dr Unit 301, Sarasota, FL 34242

/47
Est $983,939 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,224 Sq Ft
4532 Ocean Blvd Unit 209, Sarasota, FL 34242

4532 Ocean Blvd Unit 209, Sarasota, FL 34242

/61
$3,975,000
- 4 Beds
- 6 Baths
- 4,087 Sq Ft
3916 N Shell Rd, Sarasota, FL 34242

*RARE OPPORTUNITY*Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning

Ryan Skrzypkowski COLDWELL BANKER REALTY

3916 N Shell Rd, Sarasota, FL 34242
/2
$795,000 Sold Nov 14, 2024
- Land
- 0.18 Acre
- $4,416,667 per Acre
- 5 Days On Market
5208 Calle de Rio, Sarasota, FL 34242

LARGE LOT IN SIESTA VILLAGE 75X102. Priced well below market value. Home has flood damage but may be renovated. Build your dream home here.

Bob Stahlschmidt II BRIGHT REALTY

5208 Calle de Rio, Sarasota, FL 34242

/52
Est $1,011,881 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
1334 Siesta Bayside Dr Unit 1334B, Sarasota, FL 34242

1334 Siesta Bayside Dr Unit 1334B, Sarasota, FL 34242

/69
$535,000
- 2 Beds
- 2 Baths
- 991 Sq Ft
1250 N Portofino Dr Unit 201, Sarasota, FL 34242

Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open,

Jessica Bow RE/MAX PLATINUM

1250 N Portofino Dr Unit 201, Sarasota, FL 34242
/2
$1,325,000 Sold Nov 14, 2024
- 1,709 Sq Ft
- $775/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1967
5062 Sandy Cove Ave, Sarasota, FL 34242

Build your dream home on Siesta Key! This canal lot is perfect! The property has a 1,709 sq ft single-family home with 3 bedrooms and 2 bathrooms. It was built in 1967. This home is priced for the value of the land only. While the home is livable, the highest and best use is as a tear down. This home did have some water intrusion from Hurricane Helene - and is/has been remediated - but none from

Jerome Dorsey COLDWELL BANKER REALTY

5062 Sandy Cove Ave, Sarasota, FL 34242

/50
Est $512,990 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242

5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242

/50
$1,129,000
- 2 Beds
- 2 Baths
- 852 Sq Ft
6342 Midnight Pass Rd Unit 212, Sarasota, FL 34242

Nestled in the sought-after MIDNIGHT COVE community on the beachside of Siesta Key, this charming condominium offers the perfect blend of beachfront living and modern convenience. BEST NEWS OF ALL - - NO HURRICANE DAMAGE, WATER OR SAND IN THIS UNIT! Located at 6342 Midnight Pass Road, this unit is part of a gulf-to-bay property renowned for its prime location just steps from the powdery sugar

Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

6342 Midnight Pass Rd Unit 212, Sarasota, FL 34242
/2
$600,000 Sold Nov 13, 2024
- 1,000 Sq Ft
- $600/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1974
5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

Palm Bay Resort - Siesta Key! An Absolute Investor's Paradise! Palm Bay Club is a Beach to Bay community featuring an exceptional on-site rental program with a rare 3-day minimum rental policy. This charming 2-bedroom, 2-bathroom condo on the third floor offers an elevator and a lovely outdoor porch. Experience tranquility with picturesque tropical courtyard views, just steps from both the beach

Cheryl Santelli PEPPERTREE BAY REALTY INC

5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

/52
Est $1,198,958 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,361 Sq Ft
5780 Midnight Pass Rd Unit 110, Sarasota, FL 34242

5780 Midnight Pass Rd Unit 110, Sarasota, FL 34242

/42
$794,000
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242

Welcome to 1239 Siesta Bayside Drive, a beautifully updated 2-bedroom, 2-bath ground-floor condo in the desirable Gulf & Bay Club Bayside community on Siesta Key. This charming complex offers a distinct Key West vibe and exceptional amenities, including multiple heated pools, a fitness center, grilling areas, and tennis/pickleball courts. Located directly across from the world-renowned Siesta

Ryan Carson RE/MAX ALLIANCE GROUP

1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242
/2
$1,990,000 Sold Nov 13, 2024
- 3,339 Sq Ft
- $596/SF
- 99 Days On Market
- 4 Beds
- 5 Baths
- Built 2007
472 Island Cir, Sarasota, FL 34242

On beautiful Palm Island in the heart of Siesta Key and just 2 blocks from world famous Siesta Key Beach, you'll find this spectacular contemporary retreat with 4 bedrooms, 3.5 baths, designer finishes, incredible pool/lanai/summer kitchen, and private elevator, located on a great canal front lot with dock and lift for your boat. Sold turnkey furnished for your convenience, purchase as your own

Lenore Treiman MICHAEL SAUNDERS & COMPANY

472 Island Cir, Sarasota, FL 34242

/28
Est $827,215 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
757 Beach Rd Unit 310, Sarasota, FL 34242

757 Beach Rd Unit 310, Sarasota, FL 34242

/41
$700,000
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242

Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend ofrelaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil

Marci McFarland MICHAEL SAUNDERS & COMPANY

6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242

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