Siesta Key, FL Homes

/78
$699,900
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242

Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray

Shane Lewis MICHAEL SAUNDERS & COMPANY

1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242
/11
$7,470 Per Month
- 1 Bed
- 1 Bath
- 728 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242
/2
$420,000 Sold Jan 05, 2026

6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
Last Sold Summary
- 14% Below List Price
- $488/SF
- 30 Days On Market
Current Estimated Value $427,072

Last Listing Agent Nancie Kalin MICHAEL SAUNDERS & COMPANY

6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242

/55
Est $845,507 Not Listed For Sale

777 Beach Rd Unit 5A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,166 Sq Ft
- Built 1970
777 Beach Rd Unit 5A, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $789/SF
- 42 Days On Market
- Last Sold Price $920,000
- Apr 29, 2024
Last Listing Agent Bill McCue BRIGHT REALTY

/35
$1,200,000
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242

Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in

Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY

5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242
/29
$10,700 Per Month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
6018 W Peppertree Way Unit 231B, Sarasota, FL 34242

Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous 2 bedroom 2 bath stunning beach view condo overlooking the pool. This beautiful condo is just steps from the pool and Direct Beach Access. Amenities for the complex include: 2 fitness centers, 2 heated pools, a fishing pier, 2 clubhouses, pickle-ball and tennis courts. You will enjoy hopping on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
/2
$852,500 Sold Jan 07, 2026

5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $626/SF
- 20 Days On Market
Current Estimated Value $856,643

Last Listing Agent Curtis Ware KW COASTAL LIVING III

5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242

/44
Est $1,135,775 Not Listed For Sale

1137 Coquille St Unit 107, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,071 Sq Ft
- Built 1983
1137 Coquille St Unit 107, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $611/SF
- 36 Days On Market
- Last Sold Price $1,265,000
- Oct 24, 2023
Last Listing Agent Lorraine Neal Michael Saunders

/57
$2,800,000 New Construction
- 4 Beds
- 4.5 Baths
- 2,970 Sq Ft
6924 Bochi Cir, Sarasota, FL 34242

Under Construction. **Short term promotional pricing, take advantage now while it's available!**Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels,

Jeremy Hartmark LPT REALTY, LLC

6924 Bochi Cir, Sarasota, FL 34242
/84
$9,000 Per Month
- 3 Beds
- 2 Baths
- 1,704 Sq Ft
- House for Rent
327 Avenida Milano, Sarasota, FL 34242

Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with modern finishes. The beautifully

Chrissie Cummings JENNETTE PROPERTIES INC

327 Avenida Milano, Sarasota, FL 34242
/2
$650,000 Sold Nov 25, 2025

5963 Midnight Pass Rd Unit 355, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 1974
Last Sold Summary
- 21% Below List Price
- $650/SF
- 199 Days On Market
Current Estimated Value $651,690

Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

5963 Midnight Pass Rd Unit 355, Sarasota, FL 34242

/48
Est $1,221,798 Not Listed For Sale

5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1984
5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $1,049/SF
- 40 Days On Market
- Last Sold Price $1,400,000
- Apr 01, 2024
Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

/94
$2,850,000
- 5 Beds
- 4 Baths
- 3,260 Sq Ft
126 Avenida Veneccia, Sarasota, FL 34242

Just steps from vibrant Siesta Key Village and the world-famous Siesta Key Beach, this rustic coastal getaway offers an exceptional location with endless potential. Zoned RMF1, the property currently features two fully furnished, income-producing apartments ideal for daily, weekly, monthly, or annual rentals. Apartment 126, located on the second level, includes two spacious bedrooms, two

Tina von Kessel COLDWELL BANKER REALTY

126 Avenida Veneccia, Sarasota, FL 34242
/27
$12,000 Per Month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. 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

1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
/2
$1,125,000 Sold Mar 31, 2026

6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 1977
Last Sold Summary
- 13% Below List Price
- $927/SF
- 49 Days On Market
Current Estimated Value $1,245,692

Last Listing Agent Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242

/68
Est $1,189,421 Not Listed For Sale

6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
- Built 1979
6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $676/SF
- 7 Days On Market
- Last Sold Price $1,300,000
- Feb 27, 2024
Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

/70
$619,000
- 1 Bed
- 1 Bath
- 697 Sq Ft
925 Beach Rd Unit 109, Sarasota, FL 34242

Good things come in small packages. This one-bedroom unit has a lot of rental power: 2026 bookings are already over $31,000. And there is over $8,000 in rental income booked for 2027. Have you ever dreamed of owning a piece of paradise steps from Siesta Beach, consistently ranked among the top beaches in the U.S.? You've arrived. Experience sunsets and direct beach access from this newly

Jennifer Russo COLDWELL BANKER REALTY

925 Beach Rd Unit 109, 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. 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 bright, coastal-styled haven designed for relaxation and comfort. The spacious primary

Beth Dilley ASCENDIA REAL ESTATE

345 Avenida Leona, Sarasota, FL 34242
/2
$325,000 Sold Dec 31, 2025

101 Whispering Sands Dr Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
Last Sold Summary
- 19% Below List Price
- $256/SF
- 25 Days On Market
Current Estimated Value $381,633

Last Listing Agent Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE

101 Whispering Sands Dr Unit 205, Sarasota, FL 34242

/58
Est $1,555,043 Not Listed For Sale

4712 Ocean Blvd Unit W3, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,277 Sq Ft
- Built 1981
4712 Ocean Blvd Unit W3, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $747/SF
- 20 Days On Market
- Last Sold Price $1,700,000
- Jul 27, 2023
Last Listing Agent Lynn Brock BROCK REALTY INC.

/54
$399,000
- 1 Bed
- 1 Bath
- 656 Sq Ft
115 Pass Key Rd Unit 115, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully

Tim Yocum, Sr COLDWELL BANKER REALTY

115 Pass Key Rd Unit 115, Sarasota, FL 34242
/25
$7,650 Per Month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242

Starting at $255/night! Experience the ultimate beachfront getaway at Villa 40, a beautifully appointed 2-bedroom, 2-bathroom condo at Casa Mar, thoughtfully designed to accommodate up to six guests in comfort and style. This spacious retreat features a king bed in the primary bedroom, two twin beds in the second bedroom, and a queen air mattress for added flexibility. The fully equipped kitchen

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242
/2
$1,259,000 Sold Jul 16, 2025

20 Whispering Sands Dr Unit 406, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 10% Below List Price
- $982/SF
- 61 Days On Market
Current Estimated Value $1,195,815

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 406, Sarasota, FL 34242

/74
Est $865,409 Not Listed For Sale

20 Whispering Sands Dr Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
20 Whispering Sands Dr Unit 205, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $722/SF
- 111 Days On Market
- Last Sold Price $925,000
- Apr 23, 2024
Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

/65
$399,000
- 2 Beds
- 2 Baths
- 929 Sq Ft
1300 N Portofino Dr Unit 103, Sarasota, FL 34242

Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #1 beach in the U.S., this beautifully updated 2-bedroom, 2-bathroom condo in the highly desirable Siesta Harbor 55+ community is the ultimate coastal retreat. Bright, spacious, and thoughtfully designed, this residence features stylish luxury vinyl flooring, a beautifully

Rachelle Golden MICHAEL SAUNDERS & COMPANY

1300 N Portofino Dr Unit 103, Sarasota, FL 34242
/26
$6,650 Per Month
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 705, Sarasota, FL 34242

This property is a 30 night minimum.1125 - 705 is a high-rise unit, located on the Gulf-side of Midnight Pass, approx.175 yards away from Crescent beach.Open kitchen floor plan. Newly remodeled kitchen with stainless steel appliances. Dual sink vanity in the Master bathroom. Assigned covered parking located in parking garage.Approx. 1200 Sq. Ft. (1480 including the lanai). Condo

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 705, Sarasota, FL 34242
/2
$700,000 Sold Dec 08, 2025

4637 Ocean Blvd, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,065 Sq Ft
- Built 1952
Last Sold Summary
- 20% Below List Price
- $339/SF
- 73 Days On Market
Current Estimated Value $714,079

Last Listing Agent Albert Wooster ALBERT WOOSTER & COMPANY

4637 Ocean Blvd, Sarasota, FL 34242

/2
Est $1,918,265 Not Listed For Sale

5125 Oxford Dr, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,704 Sq Ft
- Built 1992
5125 Oxford Dr, Sarasota, FL 34242

Last Sold Summary
- 1% Above List Price
- $699/SF
- 16 Days On Market
- Last Sold Price $1,890,000
- Feb 07, 2025
Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

/68
$4,495,000
- 5 Beds
- 4 Baths
- 3,654 Sq Ft
5569 Cape Leyte Dr, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every

Steve Hagan MICHAEL SAUNDERS & COMPANY

5569 Cape Leyte Dr, Sarasota, FL 34242
/21
$7,800 Per Month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
6039 E Peppertree Way Unit 222, Sarasota, FL 34242

This property is a 30 night minimum.This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass.The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head.The guest bedroom has a king bed, a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6039 E Peppertree Way Unit 222, Sarasota, FL 34242
/2
$625,000 Sold Feb 20, 2026

6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Built 1967
Last Sold Summary
- 11% Below List Price
- $568/SF
- 54 Days On Market
Current Estimated Value $639,732

Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY

6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242

/2
Est $945,487 Not Listed For Sale

5300 Ocean Blvd Unit 803, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,375 Sq Ft
- Built 1973
5300 Ocean Blvd Unit 803, Sarasota, FL 34242

Last Sold Summary
- 4% Above List Price
- $662/SF
- 267 Days On Market
- Last Sold Price $910,000
- Apr 22, 2025
Last Listing Agent Diane Goodwin EXP REALTY LLC

/57
$25,000,000 Pending
- 5 Beds
- 6.5 Baths
- 6,301 Sq Ft
4050 Higel Ave, Siesta Key, FL 34242

Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and

Faith Stutzman PHAM REALTY GROUP LLC

4050 Higel Ave, Siesta Key, FL 34242
/33
$6,000 Per Month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that

Andy Moore GULF COAST REALTY & MANAGEMENT

1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
/2
$1,700,000 Sold Aug 21, 2025

1031 Contento St, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,853 Sq Ft
- Built 1971
Last Sold Summary
- 3% Below List Price
- $917/SF
- 24 Days On Market
Current Estimated Value $1,641,196

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1031 Contento St, Sarasota, FL 34242

/40
Est $1,494,581 Not Listed For Sale

599 Commonwealth Ln, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 2,156 Sq Ft
- Built 1972
599 Commonwealth Ln, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $742/SF
- 142 Days On Market
- Last Sold Price $1,600,000
- May 20, 2024
Last Listing Agent Andrew Bers PREMIER SOTHEBY'S INTERNATIONAL REALTY

/76
$1,299,900
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and

Stacey Andrews ANDREWS & ASSOCIATES REALTY

1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242
/44
$2,950 Per Month
- 3 Beds
- 2 Baths
- 1,953 Sq Ft
- House for Rent
5151 Oakmont Place, Sarasota, FL 34242

Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight,

Beth Harris COMPASS FLORIDA LLC

5151 Oakmont Place, Sarasota, FL 34242
/2
$660,000 Sold Feb 26, 2026

1131 Lake House Cir Unit C114, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- $488/SF
Current Estimated Value $705,480

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

1131 Lake House Cir Unit C114, Sarasota, FL 34242

/70
Est $1,896,282 Not Listed For Sale

4099 Higel Ave, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 4,223 Sq Ft
- Built 1991
4099 Higel Ave, Sarasota, FL 34242

Last Sold Summary
- 12% Above List Price
- $403/SF
- 268 Days On Market
- Last Sold Price $1,700,000
- May 16, 2024
Last Listing Agent Joshua Beckmann BECKMANN REAL ESTATE

Showing Results 481 - 520, Page 13 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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