Siesta Key, FL Homes

/44
$1,390,000 Pending
- 4 Beds
- 3 Baths
- 2,165 Sq Ft
4114 Roberts Point Cir, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple

Kelley Callaway MICHAEL SAUNDERS & COMPANY

4114 Roberts Point Cir, Sarasota, FL 34242
/25
$27,000 Per Month
- 2 Beds
- 2 Baths
- 1,164 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242

When only the best will do, Villa 26 at Aloha Kai is the perfect choice. Beautifully updated with meticulous attention to detail, this beachfront villa offers an ideal retreat where you can watch shorebirds, dolphins, and breathtaking sunsets from your private porch. The kitchen is a chef’s dream, while the bathrooms provide a spa-like experience for ultimate relaxation. Located on Siesta Key, a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242
/2
$875,000 Sold Sep 25, 2025

5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 20% Below List Price
- $643/SF
- 493 Days On Market
Current Estimated Value $881,187

Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242

/54
Est $1,690,548 Not Listed For Sale

3902 Somerset Dr Unit 10, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,758 Sq Ft
- Built 1993
3902 Somerset Dr Unit 10, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $625/SF
- 93 Days On Market
- Last Sold Price $1,725,000
- Jun 12, 2023
Last Listing Agent Barbara May Michael Saunders

/49
$1,000,000
- 2 Beds
- 2 Baths
- 1,996 Sq Ft
1374 Moonmist Dr Unit B1, Sarasota, FL 34242

A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1374 Moonmist Dr Unit B1, Sarasota, FL 34242
/22
$8,370 Per Month
- 2 Beds
- 1.5 Baths
- 834 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242

Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
/2
$1,550,000 Sold Mar 16, 2026

557 Venice Ln, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 3,213 Sq Ft
- Built 1979
Last Sold Summary
- 13% Below List Price
- $482/SF
- 15 Days On Market
Current Estimated Value $1,685,934

Last Listing Agent Estela Ziu COMPASS FLORIDA, LLC

557 Venice Ln, Sarasota, FL 34242

/75
Est $1,792,813 Not Listed For Sale

5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242
- 2 Beds
- 3 Baths
- 1,437 Sq Ft
- Built 1970
5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $1,350/SF
- 12 Days On Market
- Last Sold Price $1,940,000
- Jan 05, 2024
Last Listing Agent Christopher Davenport STARLINK REALTY INC

/48
$580,000
- 2 Beds
- 1 Bath
- 753 Sq Ft
915 Beach Rd Unit 215, Sarasota, FL 34242

This turnkey condo sits right across the street from one of the #1 beaches in America! The 2 bedroom 1 bathroom condo with open floor plan overlooking the pool and courtyard, is perfect for your new home or investment opportunity near the beach. The recent updates include, new carpet, light fixtures, furniture, lanai furniture and decor. New HVAC installed 11/2025! La Siesta has on site

Amber Moss RE/MAX Realty Team

915 Beach Rd Unit 215, Sarasota, FL 34242
/64
$2,450 Per Month
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Condo for Rent
446 Canal Rd Unit 5, Sarasota, FL 34242

This is a short term rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need

Beth Dilley ASCENDIA REAL ESTATE

446 Canal Rd Unit 5, Sarasota, FL 34242
/2
$425,000 Sold Mar 13, 2026

6006 Midnight Pass Rd Unit 4, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Built 1960
Last Sold Summary
- 6% Below List Price
- $708/SF
- 5 Days On Market
Current Estimated Value $438,024

Last Listing Agent Dawn Lacey LACEY REALTY INC

6006 Midnight Pass Rd Unit 4, Sarasota, FL 34242

/63
Est $3,541,522 Not Listed For Sale

5349 Hidden Harbor Rd, Sarasota, FL 34242
- 4 Beds
- 5 Baths
- 4,457 Sq Ft
- Built 1972
5349 Hidden Harbor Rd, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $886/SF
- 34 Days On Market
- Last Sold Price $3,950,000
- May 10, 2024
Last Listing Agent Stacy Hanan Michael Saunders

/54
$3,100,000 New Construction
- 4 Beds
- 3 Baths
- 2,292 Sq Ft
276 Island Cir, Sarasota, FL 34242

Under Construction. Update as of 4/29/26: The pool has been filled and landscaping is in! Final punchlist is being completed, professional pictures coming soon. Call today to schedule your private showing! Photos are of a previous model, finishings vary. Located less than a half mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s

Michael Cella CELLA'S REAL ESTATE INC

276 Island Cir, Sarasota, FL 34242
/57
$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step

Beth Dilley ASCENDIA REAL ESTATE

5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
/2
$500,000 Sold Nov 21, 2025

4189 Roberts Point Cir, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,757 Sq Ft
- Built 1930
Last Sold Summary
- 38% Below List Price
- $285/SF
- 315 Days On Market
Current Estimated Value $572,892

Last Listing Agent Shane Lewis MICHAEL SAUNDERS & COMPANY

4189 Roberts Point Cir, Sarasota, FL 34242

/32
Est $2,058,807 Not Listed For Sale

525 Treasure Boat Way, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 2,097 Sq Ft
- Built 1973
525 Treasure Boat Way, Sarasota, FL 34242

Last Sold Summary
- 20% Above List Price
- $815/SF
- 118 Days On Market
- Last Sold Price $1,710,000
- Apr 27, 2023
Last Listing Agent Drew Russell Michael Saunders

/45
$645,000
- 2 Beds
- 1 Bath
- 836 Sq Ft
6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242

Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or

Joel Schemmel DOUGLAS ELLIMAN

6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242
/25
$6,500 Per Month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

Andy Moore GULF COAST REALTY & MANAGEMENT

1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
/2
$712,000 Sold Nov 21, 2025

5600 Beach Way Dr Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1970
Last Sold Summary
- 6% Below List Price
- $602/SF
- 72 Days On Market
Current Estimated Value $689,137

Last Listing Agent Janell Stuckwisch EXP REALTY LLC

5600 Beach Way Dr Unit 304, Sarasota, FL 34242

/40
Est $3,672,510 Not Listed For Sale

250 Island Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,416 Sq Ft
- Built 2016
250 Island Cir, Sarasota, FL 34242

Last Sold Summary
- 70% Above List Price
- $634/SF
- 13 Days On Market
- Last Sold Price $2,165,000
- Feb 06, 2020
Last Listing Agent Bob Mcgrath WILLIAM RAVEIS REAL ESTATE

/76
$1,150,000
- 2 Beds
- 2 Baths
- 1,433 Sq Ft
5790 Midnight Pass Rd Unit 209, Sarasota, FL 34242

Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo

Jamie Mullis COLDWELL BANKER REALTY

5790 Midnight Pass Rd Unit 209, Sarasota, FL 34242
/29
$5,700 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

Andy Moore GULF COAST REALTY & MANAGEMENT

1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
/2
$875,000 Sold May 19, 2025

1900 Cove II Place Unit 135, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,238 Sq Ft
- Built 1979
Last Sold Summary
- $707/SF
Current Estimated Value $841,924

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

1900 Cove II Place Unit 135, Sarasota, FL 34242

/80
Est $3,088,704 Not Listed For Sale

5322 Siesta Cove Dr, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 3,571 Sq Ft
- Built 1979
5322 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $980/SF
- 8 Days On Market
- Last Sold Price $3,500,000
- Mar 15, 2024
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/12
$5,400,000 New Construction
- 3 Beds
- 4 Baths
- 4,154 Sq Ft
70 Avenida Veneccia Unit 204, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Under Construction. One or more photos have been virtually staged. Currently under construction with an estimated completion in the first half of 2026, Sunset Beach embodies the pinnacle of luxurious beachfront living on Siesta Key. Nestled within a neighborhood-inspired enclave surrounded by newly built homes, it offers a prime location just steps

David Lehrman THE SARASOTA REAL ESTATE COMP.

70 Avenida Veneccia Unit 204, Sarasota, FL 34242
/89
$4,700 Per Month
- 3 Beds
- 3 Baths
- 1,867 Sq Ft
- Condo for Rent
4900 Ocean Blvd Unit 501, Sarasota, FL 34242

Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico! With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical

Beth Dilley ASCENDIA REAL ESTATE

4900 Ocean Blvd Unit 501, Sarasota, FL 34242
/2
$3,600,000 Sold Mar 10, 2026

5400 Ocean Blvd Unit 12-2, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,374 Sq Ft
- Built 1970
Last Sold Summary
- 10% Below List Price
- $1,516/SF
- 92 Days On Market
Current Estimated Value $3,803,245

Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 12-2, Sarasota, FL 34242

/64
Est $1,295,386 Not Listed For Sale

5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
- Built 1970
5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242

Last Sold Summary
- 23% Below List Price
- $1,411/SF
- 75 Days On Market
- Last Sold Price $1,675,000
- May 25, 2023
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/69
$3,895,000 Pending
- 5 Beds
- 7 Baths
- 4,563 Sq Ft
329 Beach Rd Unit B, Sarasota, FL 34242

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over

Rudy Dudon MICHAEL SAUNDERS & COMPANY

329 Beach Rd Unit B, Sarasota, FL 34242
/13
$7,470 Per Month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242

New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
/2
$2,200,000 Sold Feb 27, 2026

222 Beach Rd Unit 7, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 2,952 Sq Ft
- Built 1980
Last Sold Summary
- 33% Below List Price
- $745/SF
- 224 Days On Market
Current Estimated Value $2,780,327

Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

222 Beach Rd Unit 7, Sarasota, FL 34242

/47
Est $1,820,365 Not Listed For Sale

615 Calle Del Otono, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,616 Sq Ft
- Built 2022
615 Calle Del Otono, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $726/SF
- 69 Days On Market
- Last Sold Price $1,900,000
- May 14, 2024
Last Listing Agent Dale OHara, LLC PREFERRED SHORE LLC

/69
$999,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
625 Beach Rd Unit 602, Sarasota, FL 34242

PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent

Susanne Losso COLDWELL BANKER REALTY

625 Beach Rd Unit 602, Sarasota, FL 34242
/19
$7,470 Per Month
- 1 Bed
- 10 Baths
- 728 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

Casa Blanca offers this charming 1 bedroom/1 bath villa in Siesta Key on the Gulf of Mexico. Spend your vacation in Villa A01, conveniently located to the pool and just a three-minute walk to Siesta Keys Crescent Beach, voted #1 beach in the US! This beautiful beach has soft; white quartz sands, a shade area and guests are provided with private access.The villa comes fully furnished and is a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
/2
$650,000 Sold Oct 03, 2025

5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,268 Sq Ft
- Built 1975
Last Sold Summary
- 8% Above List Price
- $513/SF
- 10 Days On Market
Current Estimated Value $656,331

Last Listing Agent Marcia Van Ginhoven REDFIN CORPORATION

5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242

/68
Est $2,646,739 Not Listed For Sale

5132 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,950 Sq Ft
- Built 2016
5132 Sandy Shore Ave, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $958/SF
- 65 Days On Market
- Last Sold Price $2,825,000
- Jul 13, 2023
Last Listing Agent Judy Limekiller COLDWELL BANKER SARASOTA CENT.

/93
$499,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 303, Sarasota, FL 34242

3RD FLOOR FLOODPROOF CORNER UNIT TOP FLOOR PENTHOUSE PRIVATE BEACH RESORT APPROX.1,665 sf. The Treehouse at Beautiful Whispering Sands Siesta Key the World's Finest White Sand Beach. This is a unique opportunity to own a rare corner unit on the green belt Not a Parking Lot View, double Lanai flood proof no damage from Hurricanes. The breeze you get going through this condo is incredible, also

Jonathan Minerick HOMECOIN.COM

225 Hourglass Way Unit 303, Sarasota, FL 34242
/27
$2,800 Per Month
- 1 Bed
- 1 Bath
- 748 Sq Ft
- House for Rent
6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242

Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to

Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
/2
$825,000 Sold Sep 12, 2025

514 Ralph St, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 1,934 Sq Ft
- Built 1957
Last Sold Summary
- 30% Below List Price
- $427/SF
- 169 Days On Market
Current Estimated Value $853,137

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

514 Ralph St, Sarasota, FL 34242

/47
Est $807,938 Not Listed For Sale

4532 Ocean Blvd Unit 209, Sarasota, FL 34242
- 2 Beds
- 2.5 Baths
- 1,224 Sq Ft
- Built 1963
4532 Ocean Blvd Unit 209, Sarasota, FL 34242

Last Sold Summary
- 17% Below List Price
- $792/SF
- 1 Day On Market
- Last Sold Price $969,300
- May 22, 2023
Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

Showing Results 521 - 560, Page 14 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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