Siesta Key, FL Homes

/60
$2,249,000
- 4 Beds
- 2.5 Baths
- 2,774 Sq Ft
5361 Siesta Ct, Sarasota, FL 34242

Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable

David James CHARLES RUTENBERG REALTY INC

5361 Siesta Ct, Sarasota, FL 34242
/15
$6,900 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242

Welcome to Villa B07! This unit has been completely renovated with all new flooring, walls, windows, doors, kitchen cabinets, granite countertop, state-of-the-art stainless-steel appliances, a new full bath with walk-in shower and new vanity, new half bath with new vanity, and a new hot/cold shower on the outside of the villa. The two bedrooms sleep 4 comfortably but there is a queen-sized

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242
/2
$600,000 Sold Aug 29, 2025

4522 Banan Place, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 978 Sq Ft
- Built 1962
Last Sold Summary
- 17% Below List Price
- $613/SF
- 191 Days On Market
Current Estimated Value $671,067

Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

4522 Banan Place, Sarasota, FL 34242

/45
Est $632,879 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

/69
$2,695,000
- 5 Beds
- 3.5 Baths
- 3,205 Sq Ft
430 Island Cir, Sarasota, FL 34242

Welcome to 430 Island Circle, where island living feels both luxurious and refreshingly relaxed. Set on Palm Island, the “heart of Siesta Key”, just moments from the sugar-white sands of Siesta Key Beach, this home offers the perfect balance of modern comfort and coastal charm. Completely reimagined from top to bottom, this five bedroom, three and a half bathroom residence opens with sun-filled

Jesse Bauer KELLER WILLIAMS ON THE WATER S

430 Island Cir, Sarasota, FL 34242
/17
$10,200 per month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

Welcome to Casa Blanca A-15, your beautiful beach retreat just steps from the powdery white sands of Siesta Key’s private Crescent Beach. This spacious, totally remodeled (August 2025) 2- bedroom, 2-bath villa blends coastal charm with modern comfort, offering everything you need for a relaxing getaway.Step inside and feel the open, airy flow of this sunlit villa. The master suite features an

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
/2
$5,600,000 Sold Jan 22, 2026

251 Cedar Park Cir, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,446 Sq Ft
- Built 2013
Last Sold Summary
- 7% Below List Price
- $1,625/SF
- 20 Days On Market
Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

251 Cedar Park Cir, Sarasota, FL 34242

/47
Est $1,472,969 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

/61
$3,657,625 New Construction
- 3 Beds
- 4.5 Baths
- 3,034 Sq Ft
5103 Windward Ave, Sarasota, FL 34242

Under Construction. Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand

Karen Greco GRECO REAL ESTATE

5103 Windward Ave, Sarasota, FL 34242
/28
$8,250 per month
- 2 Beds
- 2 Baths
- 1,552 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 52A, Sarasota, FL 34242

Let’s all go to the beach! Villa 52S at Aloha Kai is a spacious and bright 3-bedroom, 2-bath getaway with plenty of room for everyone to relax and enjoy. The large, open kitchen is perfect for gathering with friends and family to prepare drinks, snacks, or full meals to enjoy in the dining room or on your private rooftop patio. For added convenience, this villa also includes a washer and dryer.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 52A, Sarasota, FL 34242
/2
$630,000 Sold Apr 30, 2025

5239 Winding Way, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1958
Last Sold Summary
- 33% Below List Price
- $417/SF
- 69 Days On Market
Current Estimated Value $713,600

Last Listing Agent Brian Cirillo BALDWIN PARK REALTY LLC

5239 Winding Way, Sarasota, FL 34242

/27
Est $674,775 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242

6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242

/89
$1,350,000 Open Sun 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,552 Sq Ft
6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242

Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242
/14
$7,500 per month
- 2 Beds
- 2 Baths
- 889 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

This is a lovely updated villa is just steps away from Siesta Key's white sand beach. Master bedroom has a king bed and guest bedroom has 2 queens. his unit can occupy up to 6 persons comfortably with 3 LCD Flat Screen Televisions with DVD players and 1 CD Player. The unit has beautiful Tile Floors throughout, and a Screened Lanai. Free Unlimited local and long Distance calls to US and Canada as

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
/2
$1,950,000 Sold Dec 18, 2025

5430 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
- Built 1951
Last Sold Summary
- 22% Below List Price
- $970/SF
- 225 Days On Market
Last Listing Agent Jonathan Minerick HOMECOIN.COM

5430 Avenida Del Mare, Sarasota, FL 34242

/73
Est $555,072 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 532, Sarasota, FL 34242

1500 Cove II Place Unit 532, Sarasota, FL 34242

/58
$1,499,000 Pending
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

Under contract-accepting backup offers. Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers

Christa Spalding COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
/10
$6,900 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B05, Sarasota, FL 34242

The owners have just replaced the carpet in this beautifully appointed 2 bedroom one and one half bathroom unit. There is private wireless for your enjoyment, while being just steps away from the refreshing pool and a short walk to the beach this unit is waiting for you. Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B05, Sarasota, FL 34242
/2
$4,095,000 Sold Jan 26, 2026

5078 Sandy Beach Ave, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $1,294/SF
- 2 Days On Market
Last Listing Agent Darlene Gamble FINE PROPERTIES

5078 Sandy Beach Ave, Sarasota, FL 34242

/79
Est $660,967 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,139 Sq Ft
1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

/31
$950,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
757 Beach Rd Unit 310, Sarasota, FL 34242

Front row view of the world-renowned Siesta Key Beach. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large

Shirley LaGrange COLDWELL BANKER REALTY

757 Beach Rd Unit 310, 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
$700,000 Sold Dec 22, 2025

5223 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
- Built 1967
Last Sold Summary
- 30% Below List Price
- $480/SF
- 161 Days On Market
Last Listing Agent Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242

/79
Est $783,754 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
1600 Cove II Place Unit 424, Sarasota, FL 34242

1600 Cove II Place Unit 424, Sarasota, FL 34242

/37
$2,500,000 Open Sat 12PM - 2PM
- 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 and Jill bath plus a primary suite. The 1,200-square-foot

Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

1248 Northport Dr, 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
$1,595,000 Sold Sep 02, 2025

5121 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,270 Sq Ft
- Built 1983
Last Sold Summary
- $703/SF
- 1 Day On Market
Current Estimated Value $1,560,670

Last Listing Agent Mark Coppens EXP REALTY LLC

5121 Oxford Dr, Sarasota, FL 34242

/17
Est $486,043 Not Listed For Sale
- 1 Bed
- 1 Bath
- 612 Sq Ft
6334 Midnight Pass Rd Unit 45, Sarasota, FL 34242

6334 Midnight Pass Rd Unit 45, Sarasota, FL 34242

/34
$2,240,000
- 3 Beds
- 2.5 Baths
- 1,670 Sq Ft
462 Island Cir, Sarasota, FL 34242

Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

Dan Miller PREFERRED SHORE LLC

462 Island Cir, 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
$1,000,000 Sold Mar 24, 2025

6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1970
Last Sold Summary
- 13% Below List Price
- $787/SF
- 46 Days On Market
Current Estimated Value $969,339

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242

/69
Est $572,774 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
5600 Beach Way Dr Unit 209, Sarasota, FL 34242

5600 Beach Way Dr Unit 209, Sarasota, FL 34242

/47
$2,300,000
- 4 Beds
- 3 Baths
- 2,497 Sq Ft
3919 Roberts Point Rd, Sarasota, FL 34242

MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior

Kathy White PREFERRED SHORE LLC

3919 Roberts Point 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 Nov 24, 2025

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1968
Last Sold Summary
- 5% Below List Price
- $497/SF
- 0 Days On Market
Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

/61
Est $973,092 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,827 Sq Ft
1319 Dockside Place Unit 221, Sarasota, FL 34242

1319 Dockside Place Unit 221, Sarasota, FL 34242

/39
$1,400,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 804, 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
$550,000 Sold May 27, 2025

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 748 Sq Ft
- Built 1967
Last Sold Summary
- $735/SF
- 1 Day On Market
Current Estimated Value $519,402

Last Listing Agent Scotty Ledford VUE REALTY, LLC

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

/36
Est $570,965 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1400 Cove Place Unit 631, Sarasota, FL 34242

1400 Cove Place Unit 631, Sarasota, FL 34242

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