Siesta Key, FL Homes

/26
$800,000
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Welcome to Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true beachside convenience with direct access to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, or tennis courts right within the community. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every

Alex Chau COLDWELL BANKER REALTY

6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/10
$6,900 per month
- 2 Beds
- 1 Bath
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 12, Sarasota, FL 34242

Villa C12 is a beautiful 2 bedrooms, 1 bathroom beach accommodation located in the exclusive Casa Blanca beachside condos on the pristine shores of Siesta Key's coveted Crescent Beach rated as one of the top ten beaches in the USA. The kitchen is fully equipped for all your food preparation needs. You'll love dining al fresco or sipping a cocktail in the screened lanai. It is located a few short

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 12, Sarasota, FL 34242
/2
$640,000 Sold Dec 08, 2025

141 Avenida Messina Unit 4, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,035 Sq Ft
- Built 1966
Last Sold Summary
- 8% Below List Price
- $618/SF
- 60 Days On Market
Current Estimated Value $641,800

Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

141 Avenida Messina Unit 4, Sarasota, FL 34242

/27
Est $578,088 Not Listed For Sale

1600 Cove II Place Unit 414, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1600 Cove II Place Unit 414, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $762/SF
- 30 Days On Market
Last Sold Price $655,000

Last Listing Agent Peter Lev EXCEPTIONS REALTY

/69
$899,000 Pending
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
4822 Ocean Blvd Unit 8D, Sarasota, FL 34242

Under contract-accepting backup offers. Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas.

Darlene Gamble FINE PROPERTIES

4822 Ocean Blvd Unit 8D, Sarasota, FL 34242
/10
$8,370 per month
- 2 Beds
- 1.5 Baths
- 941 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242

Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242
/2
$1,375,000 Sold May 09, 2025

702 Treasure Boat Way, Sarasota, FL 34242
- 4 Beds
- 2.5 Baths
- 2,299 Sq Ft
- Built 2007
Last Sold Summary
- 14% Below List Price
- $598/SF
- 193 Days On Market
Current Estimated Value $1,321,337

Last Listing Agent Mark Borg LIST WITH 1 REALTY

702 Treasure Boat Way, Sarasota, FL 34242

/36
Est $706,141 Not Listed For Sale

5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,270 Sq Ft
- Built 1974
5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $634/SF
- 0 Days On Market
Last Sold Price $805,000

Last Listing Agent Rudy Dudon Michael Saunders

/63
$839,000
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242

Fabulous free-standing villa with carport just steps from world-renowned Siesta Key Beach, offering the ultimate blend of luxury upgrades and island lifestyle. This completely reimagined 2-bedroom, 2-bath residence showcases exceptional craftsmanship and “no detail overlooked” finishes throughout. Porcelain tile flooring flows seamlessly through the entire home, highlighted by shiplap accent

Kristina Waskom MICHAEL SAUNDERS & COMPANY

6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242
/18
$8,970 per month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B06, 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 B06, Sarasota, FL 34242
/2
$1,630,000 Sold Apr 28, 2025

320 Avenida Leona, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 1964
Last Sold Summary
- 12% Below List Price
- $915/SF
- 47 Days On Market
Current Estimated Value $1,465,115

Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

320 Avenida Leona, Sarasota, FL 34242

/41
Not Listed For Sale

5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242
- 3 Beds
- 4 Baths
- 2,463 Sq Ft
- Built 1970
5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242

Last Sold Summary
- $1,380/SF
- 122 Days On Market
Last Sold Price $3,400,000

Last Listing Agent Lenore Treiman Michael Saunders

/72
$2,795,000
- 3 Beds
- 2 Baths
- 3,201 Sq Ft
5303 Hidden Harbor Rd, Sarasota, FL 34242

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded

Walter Shepherd COLDWELL BANKER REALTY

5303 Hidden Harbor Rd, Sarasota, FL 34242
/10
$7,500 per month
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit A06, Sarasota, FL 34242

Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV with DVD/VHS in the master bedroom. Kids will enjoy

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit A06, Sarasota, FL 34242
/2
$690,000 Sold Feb 06, 2026

204 Hourglass Way Unit V9, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,327 Sq Ft
- Built 1968
Last Sold Summary
- 8% Below List Price
- $520/SF
- 22 Days On Market
Current Estimated Value $689,332

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

204 Hourglass Way Unit V9, Sarasota, FL 34242

/38
Est $579,992 Not Listed For Sale

199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1970
199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $511/SF
- 5 Days On Market
Last Sold Price $650,000

Last Listing Agent Raeanne Malone COLDWELL BANKER REALTY

/45
$975,000
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities.Spanning nearly

Roger Pettingell COLDWELL BANKER REALTY

1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
/10
$8,370 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B04, Sarasota, FL 34242

This newly furnished and decorated 2 bedroom villa with a brand new king mattress, and sleeper sofa, accommodates up to 6 guests. The master bedroom offers a king bed, private bath and cable TV. The guest bedroom offers 2 twin beds and cable. Villa B4 offers HD TV, DVD, movie choices, surround sound, and wireless internet services. Fully screened lanai offers seating and privacy shades for your

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B04, Sarasota, FL 34242
/2
$599,000 Sold Nov 14, 2025

5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $414/SF
- 314 Days On Market
Current Estimated Value $623,542

Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242

/47
Est $696,110 Not Listed For Sale

1101 Lake House Cir Unit C-206, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
1101 Lake House Cir Unit C-206, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $573/SF
- 154 Days On Market
Last Sold Price $775,000

Last Listing Agent Kenneth Ipox DOUGLAS ELLIMAN

/50
$2,300,000 Pending
- 3 Beds
- 3.5 Baths
- 2,468 Sq Ft
5024 Commonwealth Dr, Sarasota, FL 34242

Under contract-accepting backup offers. Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural

Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

5024 Commonwealth Dr, Sarasota, FL 34242
/10
$7,500 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
/2
$455,000 Sold Aug 08, 2025

1250 N Portofino Dr Unit 201, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
Last Sold Summary
- 27% Below List Price
- $459/SF
- 125 Days On Market
Current Estimated Value $454,197

Last Listing Agent Jessica Bow RE/MAX PALM

1250 N Portofino Dr Unit 201, Sarasota, FL 34242

/44
Est $639,925 Not Listed For Sale

5600 Beach Way Dr Unit 213, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 213, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $534/SF
- 141 Days On Market
Last Sold Price $685,000

Last Listing Agent Lori Carey PREMIER SOTHEBY'S INTERNATIONAL REALTY

/86
$2,865,000 Open Sat 1PM - 3PM
- 4 Beds
- 4 Baths
- 2,819 Sq Ft
4881 Oxford Dr, Siesta Key, FL 34242

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment

Darlene Gamble FINE PROPERTIES

4881 Oxford Dr, Siesta Key, FL 34242
/15
$8,370 per month
- 2 Beds
- 1.5 Baths
- 941 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 14, 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 14, Sarasota, FL 34242
/2
$450,000 Sold Nov 06, 2025

5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
Last Sold Summary
- 9% Below List Price
- $445/SF
- 152 Days On Market
Current Estimated Value $448,420

Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242

/2
Est $718,986 Not Listed For Sale

6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,263 Sq Ft
- Built 1980
6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $578/SF
- 81 Days On Market
Last Sold Price $730,000

Last Listing Agent Jack McSweeney COLDWELL BANKER REALTY

/38
$2,600,000
- 3 Beds
- 3.5 Baths
- 3,795 Sq Ft
5331 Siesta Cove Dr, Sarasota, FL 34242

Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open

Mary Tardi LOKATION

5331 Siesta Cove Dr, Sarasota, FL 34242
/10
$8,370 per month
- 2 Beds
- 1 Bath
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C08, 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 C08, Sarasota, FL 34242
/2
$913,500 Sold Oct 10, 2025

5385 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,956 Sq Ft
- Built 1981
Last Sold Summary
- 39% Below List Price
- $309/SF
- 96 Days On Market
Current Estimated Value $1,063,311

Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

5385 Avenida Del Mare, Sarasota, FL 34242

/2
Est $1,403,603 Not Listed For Sale

5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,164 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $1,310/SF
- 141 Days On Market
Last Sold Price $1,525,000

Last Listing Agent Rudy Dudon Michael Saunders

/63
$799,000 Open Sun 1PM - 4PM
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
6285 Midnight Pass Rd Unit 406, Sarasota, FL 34242

Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal

Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

6285 Midnight Pass Rd Unit 406, 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
$2,850,000 Sold Nov 24, 2025

1216 Northport Dr, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,579 Sq Ft
- Built 2014
Last Sold Summary
- $796/SF
Current Estimated Value $2,856,071

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

1216 Northport Dr, Sarasota, FL 34242

/72
Not Listed For Sale

1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2005
1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

Last Sold Summary
- $554/SF
- 174 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

/77
$795,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4900 Ocean Blvd Unit 304, Sarasota, FL 34242

Perched among the treetops in the beloved Sandy Cove community on Siesta Key, this beautifully renovated 2BR/2BA residence offers a rare blend of privacy, charm and authentic island living. With 1,200+/- sq. ft. of thoughtfully designed space and three private balconies, life here feels like a peaceful retreat surrounded by nature, where sunlight filters through the trees and the gentle sounds of

Tracey Stetler COLDWELL BANKER REALTY

4900 Ocean Blvd Unit 304, 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
$575,000 Sold Mar 13, 2026

5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 1,040 Sq Ft
- Built 1971
Last Sold Summary
- 4% Below List Price
- $553/SF
- 10 Days On Market
Current Estimated Value $588,364

Last Listing Agent Keith Redding WILLIAM RAVEIS REAL ESTATE

5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242

/41
Est $1,252,724 Not Listed For Sale

19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

Last Sold Summary
- 18% Below List Price
- $1,190/SF
- 14 Days On Market
Last Sold Price $1,525,000

Last Listing Agent Yvonne Buyers-Hicks COLDWELL BANKER REALTY

Showing Results 241 - 280, Page 7 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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