SIESTA KEY ... The Perfect Blend of Lifestyle & Investment Opportunity

Siesta Key is a true paradise for those seeking the ideal beachfront lifestyle. With its pristine beaches, vibrant neighborhoods, eclectic village dining and entertainment scene, and lucrative investment opportunities (thanks to a thriving tourism industry!) this picturesque barrier island offers the perfect blend of tranquility and excitement.    

When it comes to lifestyle, Siesta Key has it all. Known for its powdery white sands, Siesta Beach consistently ranks among the top beaches in the world.  If you're a sunbather, avid swimmer, or beach volleyball enthusiast, the crystal-clear waters and warm sunshine are sure to bring joy to your everyday life.   Whether you're looking for a cozy cottage, luxury waterfront, condominium or single family, Siesta Key has somethin for every lifestyle!  
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549 Properties

549 Featured Properties Available

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5830 MIDNIGHT PASS RD #52, Sarasota, FL 34242
3D

$615,000

Open Sun 12PM-2PM

Condo

1 Bed 1 Bath 728 SqFt

5830 MIDNIGHT PASS RD #52, Sarasota, FL 34242

Enjoy the ultimate beach lifestyle in this completely renovated 1 bed, 1 bath condo at Jamaica Royale. The spacious open...

Listed by KELLER WILLIAMS ON THE WATER S

6415 MIDNIGHT PASS RD #205, Sarasota, FL 34242
1/62 62

$499,500

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 1,287 SqFt

6415 MIDNIGHT PASS RD #205, Sarasota, FL 34242

***PROJECTED GROSS REVENUE UPWARDS OF 45,000 PER YEAR***Experience the best of Siesta Key living in this light-filled, s...

Listed by KELLER WILLIAMS ON THE WATER S

795 PLYMOUTH ST, Sarasota, FL 34242
1/40 40

$1,100,000

Open 9/21 1PM-3PM

Single Family Home

4 Beds 3 Baths 1,967 SqFt

795 PLYMOUTH ST, Sarasota, FL 34242

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coa...

Listed by COLDWELL BANKER REALTY

5760 MIDNIGHT PASS RD #404, Sarasota, FL 34242
1/66 66

$1,200,000

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 1,361 SqFt

5760 MIDNIGHT PASS RD #404, Sarasota, FL 34242

Welcome to your dream coastal retreat! This beautiful newly renovated 2-bedroom, 2-bathroom condo, complete with a versa...

Listed by BERKSHIRE HATHAWAY HOMESERVICE

1250 N PORTOFINO DR #208, Sarasota, FL 34242
1/62 62

$535,000

Open Sun 12PM-2PM

Condo

2 Beds 2 Baths 991 SqFt

1250 N PORTOFINO DR #208, Sarasota, FL 34242

Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom c...

Listed by JUDITH GUZZI & ASSOCIATES LLC

512 TREASURE BOAT WAY, Sarasota, FL 34242
1/72 72

$2,795,000

Open Sat 12PM-2PM

Single Family Home

4 Beds 5 Baths 5,078 SqFt

512 TREASURE BOAT WAY, Sarasota, FL 34242

Elevated Living. Expanded Luxury. Move-In Ready. <br> <br>More space. More land. More peace of mind — and better value t...

Listed by KELLER WILLIAMS ON THE WATER S

5569 CAPE LEYTE DR, Sarasota, FL 34242
1/54 54

$4,695,000

Open Sun 1PM-4PM

Single Family Home

3 Beds 4 Baths 3,654 SqFt

5569 CAPE LEYTE DR, Sarasota, FL 34242

LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend th...

Listed by MICHAEL SAUNDERS & COMPANY

1350 N PORTOFINO DR #402, Sarasota, FL 34242
1/37 37

$685,000

Open Sun 12PM-2PM

Condo

2 Beds 2 Baths 929 SqFt

1350 N PORTOFINO DR #402, Sarasota, FL 34242

UNUSALLLY AVAILABLE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intra...

Listed by JUDITH GUZZI & ASSOCIATES LLC

4108 ROBERTS POINT RD, Sarasota, FL 34242
1/46 46

$1,795,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 3 Baths 2,511 SqFt

4108 ROBERTS POINT RD, Sarasota, FL 34242

PRICE REDUCED $100,000 — FULLY FURNISHED* Whether you are looking for the IDEAL SECOND HOME that's furnished, has a pool...

Listed by MICHAEL SAUNDERS & COMPANY

6512 MIDNIGHT PASS RD #303, Sarasota, FL 34242
1/53 53

$2,190,000

Open Sun 1PM-4PM

Condo

3 Beds 2 Baths 1,763 SqFt

6512 MIDNIGHT PASS RD #303, Sarasota, FL 34242

Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-squ...

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

9265 BLIND PASS RD, Sarasota, FL 34242
1/55 55

$2,950,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 3 Baths 3,186 SqFt

9265 BLIND PASS RD, Sarasota, FL 34242

Gulf-to-Bay elegance meets coastal sophistication in this sailboat-access waterfront retreat, nestled in one of Siesta K...

Listed by KELLER WILLIAMS ON THE WATER S

8800 MIDNIGHT PASS RD, Sarasota, FL 34242
1/90 90

$4,500,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 5 Baths 3,676 SqFt

8800 MIDNIGHT PASS RD, Sarasota, FL 34242

Host your family, friends, or dream vacations at this New Construction Luxury Beach House with Ocean Views on Siesta Key...

Listed by THE STUTZMAN REALTY GROUP, LLC

6415 MIDNIGHT PASS RD #607, Sarasota, FL 34242
1/23 23

$625,000

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 1,287 SqFt

6415 MIDNIGHT PASS RD #607, Sarasota, FL 34242

Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spaciou...

Listed by SARASOTA LAND AND HOMES LLC

603 TREMONT ST, Sarasota, FL 34242
1/100 100

$4,299,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 5 Baths 3,996 SqFt

603 TREMONT ST, Sarasota, FL 34242

Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by M&J Pham Developmen...

Listed by THE STUTZMAN REALTY GROUP, LLC

5169 SANDY SHORE AVE, Sarasota, FL 34242
3D

$3,288,000

Open Sat 11AM-1PM

Single Family Home

3 Beds 4 Baths 2,885 SqFt

5169 SANDY SHORE AVE, Sarasota, FL 34242

One or more photo(s) has been virtually staged. PRIVATE WATERFRONT LUXURY | Siesta Key's Discreet Side of Paradise <br>T...

Listed by WATERSIDE REALTY LLC

6140 MIDNIGHT PASS RD #B6, Sarasota, FL 34242
1/45 45

$950,000

Open Sat 12PM-2PM

Villa

2 Beds 2 Baths 1,068 SqFt

6140 MIDNIGHT PASS RD #B6, Sarasota, FL 34242

Gulf-side two-bedroom, two-bath villa on Siesta Key, a prime investment opportunity. Seize the opportunity to own a stun...

Listed by PREMIER SOTHEBYS INTL REALTY

4931 OXFORD DR, Sarasota, FL 34242
1/43 43

$1,745,000

Open Sun 4PM-7PM

Single Family Home

3 Beds 3 Baths 3,357 SqFt

4931 OXFORD DR, Sarasota, FL 34242

Fully Furnished Siesta Key Dream Home on the Grand Canal - Just Minutes from the Beach! <br>One of the lowest priced in ...

Listed by EXIT KING REALTY

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