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:
SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refriger

$3,999,999

3 beds3 baths2,374 sq ft

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

Gulf and beach views • $3,600 HOA • 2 parking spots

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Pool Home!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq. ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for thos

$875,000

3 beds2.5 baths1,831 sq ft

4894 Oxford Dr, Sarasota, FL 34242

Mature oaks • Caged pool • Patio area

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
Experience Unparalleled Bayfront Living at Dolphin Bay on Siesta Key! Enjoy one of the most breathtaking views on Siesta Key with unobstructed, direct water views of the Bay and Intracoastal from your spacious enclosed lanai, complete with impact glass doors. Start your mornings with coffee on your private brick patio overlooking the water, which leads directly to the community dock and fishing pier. This beautifully updated 2-bedroom plus den, 2-bath residence is located in one of Siesta Key’s most desirable and newer communities — Dolphin Bay. The open, thoughtfully designed floor plan features a large kitchen with an eat-in area, perfect for entertaining, as well as an expan

$1,200,000

2 beds2 baths1,840 sq ft

1280 Dolphin Bay Way #204, Sarasota, FL 34242

Fishing pier • Private brick patio • Community dock

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
QUICK BEACH ACCESS! Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! 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 located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertop

$1,150,000

2 beds2 baths1,433 sq ft

5790 Midnight Pass Rd #209, Sarasota, FL 34242

Brick paved streets • Private beach access • Large island

OPEN SUN, 2PM TO 5PM

ABOUT THIS HOME
Luxury Home for sale in Siesta Key, FL:
It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been up

$1,749,000

2 beds2 baths1,204 sq ft

6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242

Full gulf view • Community pool • Direct beach access

Property at 4830 Estrada DE Costa, Sarasota, FL 34242, 3 beds, 3 baths

$1,180,000

3 beds3 baths2,522 sq ft

4830 Estrada DE Costa, Sarasota, FL 34242

Property at 5880 Midnight Pass Rd #906, Sarasota, FL 34242, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,642 sq ft

5880 Midnight Pass Rd #906, Sarasota, FL 34242

Property at 5112 Oakmont Pl, Sarasota, FL 34242, 3 beds, 2 baths

$1,075,000

3 beds2 baths1,715 sq ft

5112 Oakmont Pl, Sarasota, FL 34242

Property at 5246 Avenida Del Mare, Sarasota, FL 34242, 5 beds, 5 baths

$2,995,000

5 beds5 baths3,206 sq ft

5246 Avenida Del Mare, Sarasota, FL 34242

Property at 62 Sandy Hook Rd S, Sarasota, FL 34242, 5 beds, 3 baths

$4,995,000

5 beds3 baths2,658 sq ft

62 Sandy Hook Rd S, Sarasota, FL 34242

Property at 5507 Calle Del Invierno, Sarasota, FL 34242, 5 beds, 6 baths

$6,000,000

5 beds6 baths4,496 sq ft

5507 Calle Del Invierno, Sarasota, FL 34242

Property at 315 Avenida DE Paradisio, Sarasota, FL 34242, 3 beds, 2 baths

$950,000

3 beds2 baths1,464 sq ft

315 Avenida DE Paradisio, Sarasota, FL 34242

Property at 5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242, 1 bed, 1.5 baths

$1,350,000

1 bed1.5 baths928 sq ft

5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242

Property at 0 Roberts Point Cir Lot 19, Sarasota, FL 34242, 4 beds, 4 baths

$3,400,000

4 beds4 baths3,240 sq ft

0 Roberts Point Cir Lot 19, Sarasota, FL 34242

Property at 20 Whispering Sands Dr #1205, Sarasota, FL 34242, 2 beds, 2 baths

$1,499,000

2 beds2 baths1,282 sq ft

20 Whispering Sands Dr #1205, Sarasota, FL 34242

Property at 4822 Ocean Blvd Unit 2A, Sarasota, FL 34242, 2 beds, 2 baths

$850,000

2 beds2 baths1,435 sq ft

4822 Ocean Blvd Unit 2A, Sarasota, FL 34242

Property at 1248 Northport Dr, Sarasota, FL 34242, 4 beds, 3.5 baths

$2,500,000

4 beds3.5 baths3,250 sq ft

1248 Northport Dr, Sarasota, FL 34242

Property at 4185 Roberts Point Cir, Sarasota, FL 34242, 4 beds, 4.5 baths

$3,400,000

4 beds4.5 baths3,200 sq ft

4185 Roberts Point Cir, Sarasota, FL 34242

Property at 5012 Higel Ave, Sarasota, FL 34242, 4 beds, 3 baths

$2,550,000

4 beds3 baths3,541 sq ft

5012 Higel Ave, Sarasota, FL 34242

Property at 521 Cummings St, Sarasota, FL 34242, 3 beds, 2 baths

$1,595,000

3 beds2 baths2,500 sq ft

521 Cummings St, Sarasota, FL 34242

Property at 1260 Dolphin Bay Way #301, Sarasota, FL 34242, 3 beds, 3 baths

$1,795,000

3 beds3 baths2,200 sq ft

1260 Dolphin Bay Way #301, Sarasota, FL 34242

Property at 3799 Flamingo Ave, Sarasota, FL 34242, 4 beds, 5 baths

$18,500,000

4 beds5 baths8,138 sq ft

3799 Flamingo Ave, Sarasota, FL 34242

Property at 5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242, 2 beds, 2 baths

$1,400,000

2 beds2 baths1,187 sq ft

5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242

Property at 795 Plymouth St, Sarasota, FL 34242, 4 beds, 2.5 baths

$975,000

4 beds2.5 baths1,967 sq ft

795 Plymouth St, Sarasota, FL 34242

Property at 5880 Midnight Pass Rd #206, Sarasota, FL 34242, 3 beds, 2 baths

$1,369,000

3 beds2 baths1,642 sq ft

5880 Midnight Pass Rd #206, Sarasota, FL 34242

Property at 5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242, 1 bed, 1 bath

$995,000

1 bed1 bath928 sq ft

5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242

Property at 276 Island Cir, Sarasota, FL 34242, 4 beds, 3 baths

$3,100,000

4 beds3 baths2,292 sq ft

276 Island Cir, Sarasota, FL 34242

Property at 5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242, 2 beds, 2 baths

$1,649,000

2 beds2 baths1,187 sq ft

5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

Property at 5309 Hidden Harbor Rd, Sarasota, FL 34242, 6 beds, 6 baths

$4,900,000

6 beds6 baths6,655 sq ft

5309 Hidden Harbor Rd, Sarasota, FL 34242

Property at 262 Island Cir, Sarasota, FL 34242, 4 beds, 5 baths

$4,195,000

4 beds5 baths3,455 sq ft

262 Island Cir, Sarasota, FL 34242

Property at 430 Island Cir, Sarasota, FL 34242, 5 beds, 3.5 baths

$2,695,000

5 beds3.5 baths3,205 sq ft

430 Island Cir, Sarasota, FL 34242

Property at 6281 Midnight Pass Rd #6281, Sarasota, FL 34242, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,770 sq ft

6281 Midnight Pass Rd #6281, Sarasota, FL 34242

Property at 6140 Midnight Pass Rd #601, Sarasota, FL 34242, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,552 sq ft

6140 Midnight Pass Rd #601, Sarasota, FL 34242

Property at 5179 Hidden Harbor Rd, Sarasota, FL 34242, 6 beds, 7.5 baths

$7,500,000

6 beds7.5 baths4,900 sq ft

5179 Hidden Harbor Rd, Sarasota, FL 34242

Property at 312 Avenida Leona, Siesta Key, FL 34242, 4 beds, 3.5 baths

$1,705,900

4 beds3.5 baths1,824 sq ft

312 Avenida Leona, Siesta Key, FL 34242

Property at 6140 Midnight Pass Rd #902, Sarasota, FL 34242, 1 bed, 1 bath

$975,000

1 bed1 bath1,000 sq ft

6140 Midnight Pass Rd #902, Sarasota, FL 34242

Property at 4315 Mangrove Pl, Sarasota, FL 34242, 6 beds, 7.5 baths

$15,950,000

6 beds7.5 baths7,535 sq ft

4315 Mangrove Pl, Sarasota, FL 34242

Property at 5502 Shadow Lawn Dr, Sarasota, FL 34242, 3 beds, 4 baths

$1,295,000

3 beds4 baths2,337 sq ft

5502 Shadow Lawn Dr, Sarasota, FL 34242

Property at 4859 Commonwealth Dr, Sarasota, FL 34242, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,222 sq ft

4859 Commonwealth Dr, Sarasota, FL 34242

Property at 3942 Hamilton Club Cir #13, Sarasota, FL 34242, 3 beds, 3.5 baths

$1,799,000

3 beds3.5 baths2,691 sq ft

3942 Hamilton Club Cir #13, Sarasota, FL 34242

Property at 3959 Somerset Dr, Siesta Key, FL 34242, 4 beds, 3.5 baths

$2,495,000

4 beds3.5 baths2,757 sq ft

3959 Somerset Dr, Siesta Key, 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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