MLS Listings for Sale in Siesta Key, FL

238 homes

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ABOUT THIS HOME
MLS Listings for Sale in Siesta Key, FL
Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lakes and fountain with estuary area. Going furnished so no need to start shopping. Owner used unit November and March and April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private full size washer and dryer inside unit. Large storage room inside unit. Owners loved the location easy access to the pool, fitness center, clubhouse, bbq's and of course the #1 Beach Siesta Key. Note: several pieces of artwork will not convey with sale, list available. As these original owners say it's ti

$599,000

2 beds2 baths1,075 sq ft

1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242

$1,010 HOA • Community pool • Built 1974

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Siesta Key, FL
This delightful unit is just a short stroll from the tennis/pickelball courts, pool and siesta key private access beach, nestled in a quiet Gulf-side location. This 2 bedroom 2 bath condo is positioned upstairs on the 2nd floor, it offers serene views of one of the picturesque pond within the Peppertree complex. The unit has consistently generated rental income during peak season, or you could choose to enjoy it as your own beach retreat during the off-season. Updates include a renovated kitchen, bathrooms, and flooring. The spacious master bedroom comfortably accommodates a king-size bed and features a walk-in closet. The unit is well-maintained and comes with a full-size washer and dryer,

$687,000

2 beds2 baths975 sq ft

1130 W Peppertree Ln #118, Sarasota, FL 34242

Heated pools • Fishing pier • Private access beach

ABOUT THIS HOME
MLS Listings for Sale in Siesta Key, FL
Price Reduction! An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. T

$1,099,000

3 beds2 baths1,690 sq ft

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

Solid wood cabinetry • Quartz countertops • Windowed dining area

ABOUT THIS HOME
MLS Listings for Sale in Siesta Key, FL
Perched above the captivating charm of Siesta Key, this exquisite penthouse is just steps from America's top-rated beach. Located in the heart of Siesta Key Village, this luxury residence offers an unparalleled blend of elegance and relaxation, spanning 3,236 square feet across two thoughtfully designed levels with 4 bedrooms, 4 bathrooms, and sweeping terraces that frame picturesque Gulf views. A private elevator ushers you into a world of refined coastal living, where sophisticated design meets effortless functionality. The main living area embodies open-concept elegance, anchored by a chef's kitchen featuring premium appliances, a sprawling center island ideal for entertaining, and a cas

$2,600,000

4 beds3.5 baths3,236 sq ft

304 Calle Miramar Unit S2, Siesta Key, FL 34242

Private rooftop deck • A private elevator • 2 garage spots

ABOUT THIS HOME
MLS Listings for Sale in Siesta Key, FL
Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat

$2,690,000

4 beds3.5 baths3,228 sq ft

467 Canal Rd #467, Sarasota, FL 34242

Canal front property • Private dock • Weekly rentals

Property at 6157 Midnight Pass Rd Unit D31, Sarasota, FL 34242, 2 beds, 1 bath

$375,000

2 beds1 bath690 sq ft

6157 Midnight Pass Rd Unit D31, Sarasota, 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 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 1250 N Portofino Dr #304, Sarasota, FL 34242, 1 bed, 2 baths

$449,900

1 bed2 baths780 sq ft

1250 N Portofino Dr #304, Sarasota, FL 34242

Property at 5300 Ocean Blvd #202, Sarasota, FL 34242, 2 beds, 2 baths

$1,195,000

2 beds2 baths1,372 sq ft

5300 Ocean Blvd #202, 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 1255 E Peppertree Dr #507, Sarasota, FL 34242, 2 beds, 2 baths

$780,000

2 beds2 baths1,460 sq ft

1255 E Peppertree Dr #507, Sarasota, FL 34242

Property at 5855 Midnight Pass Rd #520, Sarasota, FL 34242, 2 beds, 2 baths

$730,000

2 beds2 baths1,152 sq ft

5855 Midnight Pass Rd #520, 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 5855 Midnight Pass Rd #621, Sarasota, FL 34242, 2 beds, 2 baths

$849,000

2 beds2 baths1,056 sq ft

5855 Midnight Pass Rd #621, Sarasota, FL 34242

Property at 6157 Midnight Pass Rd Unit C12, Sarasota, FL 34242, 2 beds, 2.5 baths

$499,000

2 beds2.5 baths1,332 sq ft

6157 Midnight Pass Rd Unit C12, 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 5855 Midnight Pass Rd #311, Sarasota, FL 34242, 2 beds, 2 baths

$679,000

2 beds2 baths1,165 sq ft

5855 Midnight Pass Rd #311, 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 1255 E Peppertree Dr #506, Sarasota, FL 34242, 2 beds, 2 baths

$650,000

2 beds2 baths1,462 sq ft

1255 E Peppertree Dr #506, Sarasota, FL 34242

Property at 1200 E Peppertree Ln #305, Sarasota, FL 34242, 2 beds, 2 baths

$745,000

2 beds2 baths1,200 sq ft

1200 E Peppertree Ln #305, Sarasota, FL 34242

Property at 1300 N Portofino Dr #305, Sarasota, FL 34242, 1 bed, 2 baths

$467,000

1 bed2 baths780 sq ft

1300 N Portofino Dr #305, 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 6263 Midnight Pass Rd #105, Sarasota, FL 34242, 2 beds, 2 baths

$735,000

2 beds2 baths1,550 sq ft

6263 Midnight Pass Rd #105, Sarasota, FL 34242

Property at 6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242, 2 beds, 1 bath

$449,000

2 beds1 bath690 sq ft

6157 Midnight Pass Rd Unit G11, 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 5587 Shadow Lawn Dr, Sarasota, FL 34242

$749,000

— beds— baths— sq ft

5587 Shadow Lawn 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 5219 Calle DE Rio, Siesta Key, FL 34242

$595,000

— beds— baths— sq ft

5219 Calle DE Rio, Siesta Key, 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 Ocean Blvd, Sarasota, FL 34242

$2,150,000

— beds— baths— sq ft

Ocean Blvd, Sarasota, FL 34242

Property at 5225 Hidden Harbor Rd, Sarasota, FL 34242

$3,200,000

— beds— baths— sq ft

5225 Hidden Harbor Rd, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Tue Nov 11 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.

MLS Listings for Sale in Siesta Key

There are currently 238 mls listings for sale in Siesta Key at a median listing price of $1.07M. 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 134 days. Popular neighborhoods include Siesta Beach, The Landings, Bay Island, Mira Mar Beach, 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 155 condos, 5 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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