Luxury homes for sale & real estate in Siesta Key, FL

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ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Park your Boat behind your home . .. . Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a Lucas Lagoons designed pool transforms your outdoor living area into a r

$1,999,900

3 beds3 baths3,324 sq ft

681 Avenida DE Mayo, Sarasota, FL 34242

Central siesta key • 8,688 sq ft lot • Pool

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ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Turnkey-furnished 8th-floor gem in Crystal Sands on Siesta Key! Renovated in 2022 with stunning Gulf views, custom wood beam ceilings, granite counters, laminate floors, and wind-rated glass. Designer kitchen with built-in banquet and seamless fridge/cabinet design. Both bedrooms feature walk-in closets; primary bath has dual sinks and luxe shower. Huge lanai for sunset views. This unit grossed $150K income (January 2024 through May 2025). Art Deco-style beachfront complex with pool on the beach. Trolley service up and down the key, providing rides to beaches, dining, and Siest Key Village.

$1,600,000

2 beds2 baths1,271 sq ft

6300 Midnight Pass Rd #809, Sarasota, FL 34242

Designer kitchen • Laminate floors • Wind-rated glass

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space

$1,099,000

3 beds2.5 baths2,168 sq ft

4117 Roberts Point Cir, Sarasota, FL 34242

Large island • Lush greenery • Outdoor shower

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas.

$2,250,000

3 beds3.5 baths2,611 sq ft

546A Beach Rd Unit A544, Siesta Key, FL 34242

Gulf front balcony • Private beach access • Unobstructed views

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar are

$3,500,000

6 beds4.5 baths4,699 sq ft

1240 Solitude Ln, Sarasota, FL 34242

Partial bay view • Gourmet kitchen • Canal front homes

Property at 5880 Midnight Pass Rd #306, Sarasota, FL 34242, 2 beds, 2 baths

$1,300,000

2 beds2 baths1,498 sq ft

5880 Midnight Pass Rd #306, Sarasota, FL 34242

Property at 5920 Midnight Pass Rd #406, Sarasota, FL 34242, 2 beds, 2 baths

$1,399,000

2 beds2 baths1,334 sq ft

5920 Midnight Pass Rd #406, Sarasota, FL 34242

Property at 19 Whispering Sands Dr #805, Sarasota, FL 34242, 2 beds, 2 baths

$1,125,000

2 beds2 baths1,282 sq ft

19 Whispering Sands Dr #805, Sarasota, FL 34242

Property at 711 Birdsong Ln, Sarasota, FL 34242, 3 beds, 2 baths

$960,000

3 beds2 baths1,730 sq ft

711 Birdsong Ln, Sarasota, FL 34242

Property at 420 Beach Rd #203, Sarasota, FL 34242, 2 beds, 2 baths

$1,324,900

2 beds2 baths1,316 sq ft

420 Beach Rd #203, Sarasota, FL 34242

Property at 6236 Midnight Pass Rd #304, Sarasota, FL 34242, 2 beds, 2 baths

$850,000

2 beds2 baths1,150 sq ft

6236 Midnight Pass Rd #304, Sarasota, FL 34242

Property at 84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242, 4 beds, 4.5 baths

$8,500,000

4 beds4.5 baths6,206 sq ft

84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242

Property at 70 Avenida Veneccia #202, Siesta Key, FL 34242, 3 beds, 3.5 baths

$6,900,000

3 beds3.5 baths3,550 sq ft

70 Avenida Veneccia #202, Siesta Key, FL 34242

Property at 540 Beach Rd #510, Sarasota, FL 34242, 2 beds, 3.5 baths

$1,795,000

2 beds3.5 baths1,862 sq ft

540 Beach Rd #510, Sarasota, FL 34242

Property at 548 Beach Rd Unit 540A, Siesta Key, FL 34242, 3 beds, 3.5 baths

$1,900,000

3 beds3.5 baths2,480 sq ft

548 Beach Rd Unit 540A, Siesta Key, FL 34242

Property at 6924 Bochi Cir, Sarasota, FL 34242, 4 beds, 4.5 baths

$2,800,000

4 beds4.5 baths2,970 sq ft

6924 Bochi Cir, Sarasota, FL 34242

Property at 746 Plymouth St, Sarasota, FL 34242, 4 beds, 2 baths

$1,800,000

4 beds2 baths2,185 sq ft

746 Plymouth St, Sarasota, FL 34242

Property at 70 Avenida Veneccia #204, Siesta Key, FL 34242, 3 beds, 4 baths

$5,400,000

3 beds4 baths4,154 sq ft

70 Avenida Veneccia #204, Siesta Key, FL 34242

Property at 304 Calle Miramar Unit S2, Siesta Key, FL 34242, 4 beds, 3.5 baths

$2,600,000

4 beds3.5 baths3,236 sq ft

304 Calle Miramar Unit S2, Siesta Key, FL 34242

Property at 1275 Siesta Bayside Dr #1275, Siesta Key, FL 34242, 3 beds, 2 baths

$1,099,000

3 beds2 baths1,690 sq ft

1275 Siesta Bayside Dr #1275, Siesta Key, FL 34242

Property at 462 Island Cir, Sarasota, FL 34242, 3 beds, 2.5 baths

$2,240,000

3 beds2.5 baths1,670 sq ft

462 Island Cir, Sarasota, FL 34242

Property at 5019 Commonwealth Dr, Sarasota, FL 34242, 4 beds, 4.5 baths

$2,554,250

4 beds4.5 baths2,735 sq ft

5019 Commonwealth Dr, Sarasota, FL 34242

Property at 5880 Midnight Pass Rd #207, Sarasota, FL 34242, 3 beds, 2 baths

$1,550,000

3 beds2 baths2,037 sq ft

5880 Midnight Pass Rd #207, Sarasota, FL 34242

Property at 4819 Higel Rd, Sarasota, FL 34242, 4 beds, 5 baths

$5,392,000

4 beds5 baths4,220 sq ft

4819 Higel Rd, Sarasota, FL 34242

Property at 1260 Dolphin Bay Way #203, Sarasota, FL 34242, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,915 sq ft

1260 Dolphin Bay Way #203, Sarasota, FL 34242

Property at 558 Venice Ln, Sarasota, FL 34242, 4 beds, 4.5 baths

$4,985,000

4 beds4.5 baths4,132 sq ft

558 Venice Ln, Sarasota, FL 34242

Property at 467 Canal Rd #467, Sarasota, FL 34242, 4 beds, 3.5 baths

$2,690,000

4 beds3.5 baths3,228 sq ft

467 Canal Rd #467, Sarasota, FL 34242

Property at 6140 Midnight Pass Rd #407, Sarasota, FL 34242, 2 beds, 2 baths

$1,375,000

2 beds2 baths1,521 sq ft

6140 Midnight Pass Rd #407, Sarasota, FL 34242

Property at 4903 Commonwealth Dr, Siesta Key, FL 34242, 4 beds, 4 baths

$3,250,000

4 beds4 baths3,146 sq ft

4903 Commonwealth Dr, Siesta Key, FL 34242

Property at 6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242, 2 beds, 2 baths

$950,000

2 beds2 baths1,068 sq ft

6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242

Property at 308 Canal Rd, Sarasota, FL 34242

$2,450,000

0 beds— baths1,920 sq ft

308 Canal Rd, Sarasota, FL 34242

Property at 1249 Dockside Pl #110, Sarasota, FL 34242, 2 beds, 2 baths

$899,000

2 beds2 baths1,217 sq ft

1249 Dockside Pl #110, Sarasota, FL 34242

Property at 5331 Siesta Cove Dr, Sarasota, FL 34242, 3 beds, 3.5 baths

$2,850,000

3 beds3.5 baths3,795 sq ft

5331 Siesta Cove Dr, Sarasota, FL 34242

Property at 113 & 125 Big Pass Ln, Sarasota, FL 34242

$16,100,000

— beds— baths— sq ft

113 & 125 Big Pass Ln, Sarasota, FL 34242

Property at 3821 Flamingo Ave, Sarasota, FL 34242

$8,450,000

— beds— baths— sq ft

3821 Flamingo Ave, Sarasota, FL 34242

Property at 4105 Shell Rd, Sarasota, FL 34242

$8,900,000

— beds— baths— sq ft

4105 Shell Rd, Sarasota, FL 34242

Property at 5225 Hidden Harbor Rd, Sarasota, FL 34242

$2,995,000

— beds— baths— sq ft

5225 Hidden Harbor Rd, Sarasota, FL 34242

Property at Ocean Blvd, Sarasota, FL 34242

$2,150,000

— beds— baths— sq ft

Ocean Blvd, Sarasota, FL 34242

Property at 6263 Midnight Pass Rd #403, Sarasota, FL 34242, 2 beds, 2 baths

$889,999

2 beds2 baths1,475 sq ft

6263 Midnight Pass Rd #403, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in Siesta Key

There are currently 162 luxury homes for sale in Siesta Key at a median listing price of $1.08M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Siesta Key stay on the market for 130 days. Popular neighborhoods include Siesta Beach, The Landings, Sarasota Beach, Siesta, and Whispering Sands Condominiums. This map is refreshed with the newest listings in Siesta Key every 15 minutes.

In the past month, 26 homes have been sold in Siesta Key. In addition to houses in Siesta Key, there were also 159 condos, 6 townhouses, and 2 multi-family units for sale in Siesta Key last month. Find your dream home in Siesta Key using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Siesta Key are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Siesta Key. Our Siesta Key real estate stats and trends will give you more information about home buying and selling trends in Siesta Key. If you're looking to sell your home in the Siesta Key area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Siesta Key with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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