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38 Properties

38 Properties Available

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430 ISLAND CIR, Sarasota, FL 34242
3D

$2,840,000

Open Sun 2:30PM-4:30PM

Single Family Home

5 Beds 4 Baths 3,205 SqFt

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...

Listed by

Stellar MLS
4114 ROBERTS POINT CIR, Sarasota, FL 34242
1/40 40

$1,495,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 3 Baths 2,165 SqFt

4114 ROBERTS POINT CIR, Sarasota, FL 34242

Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key...

Listed by

Stellar MLS
1203 LYRIC LN, Sarasota, FL 34242
1/66 66

$975,000

Open Sat 12PM-2PM

Single Family Home

2 Beds 2 Baths 1,626 SqFt

1203 LYRIC LN, Sarasota, FL 34242

One or more photo(s) has been virtually staged. INVESTORS >$25,000 Seller Credit toward furnishings! ** Gorgeous updated...

Listed by

Stellar MLS
1215 S PORTOFINO DR #108, Sarasota, FL 34242
1/33 33

$475,000

Open Sun 12PM-2PM

Condo

2 Beds 2 Baths 1,037 SqFt

1215 S PORTOFINO DR #108, Sarasota, FL 34242

PRICE IMPROVEMENT! BEACH LOVERS AND BOATERS THIS PROPERTY IS FOR YOU! Experience the best of waterfront living in this b...

Listed by

Stellar MLS
5780 MIDNIGHT PASS RD #303, Sarasota, FL 34242
1/59 59

$875,000

New

Condo

2 Beds 2 Baths 1,361 SqFt

5780 MIDNIGHT PASS RD #303, Sarasota, FL 34242

Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay ...

Listed by

Stellar MLS
810 SIESTA DR, Sarasota, FL 34242
1/94 94

$3,995,000

Active

Single Family Home

3 Beds 4 Baths 4,622 SqFt

810 SIESTA DR, Sarasota, FL 34242

Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater's dream come true. On the desired ...

Listed by

Stellar MLS
3959 SOMERSET DR UNIT 5, Sarasota, FL 34242
1/78 78

$2,495,000

Active

Single Family Home

4 Beds 4 Baths 2,757 SqFt

3959 SOMERSET DR UNIT 5, Sarasota, FL 34242

Boaters, this one is rare! On deep, protected water in Cocoanut Bayou with no fixed bridges. This fully remodeled home o...

Listed by

Stellar MLS
5855 MIDNIGHT PASS RD #404, Sarasota, FL 34242
1/45 45

$4,500

Active

Condo

2 Beds 2 Baths 1,152 SqFt

5855 MIDNIGHT PASS RD #404, Sarasota, FL 34242

AVAILABLE Jan, Feb, Mar, April 2026! Experience the best of Siesta Key living in this beautifully updated 2-bedroom, 2-b...

Listed by

Stellar MLS
6020 MIDNIGHT PASS RD #63, Siesta Key, FL 34242
1/52 52

$600,000

Active

Single Family Home

1 Bed 1 Bath 672 SqFt

6020 MIDNIGHT PASS RD #63, Siesta Key, FL 34242

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-...

Listed by

Stellar MLS
5141 SAINT ALBANS AVE, Sarasota, FL 34242
1/32 32

$764,000

Active

Single Family Home

2 Beds 2 Baths 1,131 SqFt

5141 SAINT ALBANS AVE, Sarasota, FL 34242

Tucked away on a quiet, tree-canopied street that sits high and did NOT flood, this Siesta Key property is more than a t...

Listed by

Stellar MLS
797 BEACH RD #509, Sarasota, FL 34242
1/99 99

$739,000

Active

Condo

1 Bed 1 Bath 816 SqFt

797 BEACH RD #509, Sarasota, FL 34242

PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the...

Listed by

Stellar MLS
925 BEACH RD #310, Sarasota, FL 34242
1/18 18

$605,000

Active

Condo

2 Beds 1 Bath 753 SqFt

925 BEACH RD #310, Sarasota, FL 34242

Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows...

Listed by

Stellar MLS
9397 MIDNIGHT PASS RD #P3, Sarasota, FL 34242
1/74 74

$2,800

Active

Condo

1 Bed 1 Bath 778 SqFt

9397 MIDNIGHT PASS RD #P3, Sarasota, FL 34242

Now available for ANNUAL RENTAL-$2800/mo OR MONTHLY RENTAL-$3,500/mo (May-Nov), $4,900/mo Dec-April, (plus tax). <br>3-...

Listed by

Stellar MLS
5215 CAPE LEYTE DR, Sarasota, FL 34242
1/66 66

$1,549,000

Pending

Single Family Home

3 Beds 3 Baths 2,027 SqFt

5215 CAPE LEYTE DR, Sarasota, FL 34242

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom...

Listed by

Stellar MLS
6263 MIDNIGHT PASS RD #403, Sarasota, FL 34242
1/77 77

$889,999

Active

Condo

2 Beds 2 Baths 1,475 SqFt

6263 MIDNIGHT PASS RD #403, Sarasota, FL 34242

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an add...

Listed by

Stellar MLS
8776 MIDNIGHT PASS RD #C107, Sarasota, FL 34242
1/47 47

$3,500

Active

Condo

2 Beds 2 Baths 1,338 SqFt

8776 MIDNIGHT PASS RD #C107, Sarasota, FL 34242

Available November and December 2025 - 3500.00... - Not Available January through April 2026.. Experience the best of ...

Listed by

Stellar MLS
5855 MIDNIGHT PASS RD #314, Sarasota, FL 34242
1/58 58

$475,000

Active

Condo

1 Bed 1 Bath 751 SqFt

5855 MIDNIGHT PASS RD #314, Sarasota, FL 34242

Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, ...

Listed by

Stellar MLS
8701 MIDNIGHT PASS RD #106A, Sarasota, FL 34242
1/49 49

$3,250

Active

Condo

2 Beds 2 Baths 1,357 SqFt

8701 MIDNIGHT PASS RD #106A, Sarasota, FL 34242

The owners are open and flexible, and are happy to consider all reasonable rental offers. <br>Prime Location! Prime Liv...

Listed by

Stellar MLS
5164 WINDWARD AVE, Sarasota, FL 34242
1/62 62

$1,635,000

Active

Single Family Home

3 Beds 2 Baths 1,972 SqFt

5164 WINDWARD AVE, Sarasota, FL 34242

***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta K...

Listed by

Stellar MLS
22 SANDY COVE RD #APT 10-5, Sarasota, FL 34242
1/38 38

$15,000

Active

Condo

3 Beds 3 Baths 1,898 SqFt

22 SANDY COVE RD #APT 10-5, Sarasota, FL 34242

RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exc...

Listed by

Stellar MLS
544 CANAL RD, Sarasota, FL 34242
1/35 35

$5,500,000

Active

Multi-Family

8 Beds 8 Baths 6,490 SqFt

544 CANAL RD, Sarasota, FL 34242

SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled ...

Listed by

Stellar MLS
5518 SHADOW LAWN DR, Sarasota, FL 34242
1/18 18

$4,500

Active

Single Family Home

2 Beds 2 Baths 1,790 SqFt

5518 SHADOW LAWN DR, Sarasota, FL 34242

NEW LOWER PRICE! 2 Bedroom, 2 Bath home on Siesta Key with deep water canal access and minutes to famous Siesta Key Beac...

Listed by

Stellar MLS
568 VENICE LN, Sarasota, FL 34242
1/24 24

$1,019,000

Active

Single Family Home

3 Beds 3 Baths 1,818 SqFt

568 VENICE LN, Sarasota, FL 34242

Don't Miss This Waterside East Gem in Siesta Key! <br> <br>Amazing opportunity to own a pool home with a seawall and doc...

Listed by

Stellar MLS
915 BEACH RD #321, Sarasota, FL 34242
1/39 39

$599,000

Active

Condo

2 Beds 2 Baths 940 SqFt

915 BEACH RD #321, Sarasota, FL 34242

INVESTOR ALERT!! JUST REDUCED $26K!! This is the LOWEST PRICED and ONLY 2/2 available in LA SIESTA where weekly rentals ...

Listed by

Stellar MLS
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