Siesta Key, FL Homes

/39
$1,495,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/30
$8,970 Per Month
- 2 Beds
- 1.5 Baths
- 887 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 1, Sarasota, FL 34242

Villa 1 at Aloha Kai is ideally situated on Siesta Key, a popular barrier island along Florida’s West Coast. Nestled within the family-friendly, gated resort community of Aloha Kai, it lies in the heart of Crescent Beach—ranked the number one beach in the continental United States. Renowned for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 1, Sarasota, FL 34242
/2
$875,000 Sold Jan 15, 2026

757 Beach Rd Unit 300, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,181 Sq Ft
- Built 1970
Last Sold Summary
- $741/SF
Current Estimated Value $870,627

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

757 Beach Rd Unit 300, Sarasota, FL 34242

/66
Est $462,790 Not Listed For Sale

1300 N Portofino Dr Unit 202, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
1300 N Portofino Dr Unit 202, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $510/SF
- 88 Days On Market
- Last Sold Price $505,000
- Mar 20, 2024
Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

/37
$1,390,000
- 3 Beds
- 3 Baths
- 2,090 Sq Ft
4939 Commonwealth Dr, Sarasota, FL 34242

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs

Jessica Hoffman COLDWELL BANKER REALTY

4939 Commonwealth Dr, Sarasota, FL 34242
/31
$9,300 Per Month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
/2
$1,125,000 Sold Feb 19, 2026

5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Built 1971
Last Sold Summary
- 4% Below List Price
- $959/SF
- 6 Days On Market
Current Estimated Value $1,094,179

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242

/2
Est $513,708 Not Listed For Sale

6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
- Built 1975
6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242

Last Sold Summary
- 12% Above List Price
- $356/SF
- 4 Days On Market
- Last Sold Price $458,000
- Dec 27, 2024
Last Listing Agent Deborah Miller RE/MAX PALM

/37
$1,095,000
- 4 Beds
- 3.5 Baths
- 2,314 Sq Ft
5151 Saint Albans Ave, Sarasota, FL 34242

Charming Coastal Oasis in the Heart of Siesta KeyNestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz

Dianne Anderson COMPASS FLORIDA LLC

5151 Saint Albans Ave, Sarasota, FL 34242
/14
$8,370 Per Month
- 2 Beds
- 1.5 Baths
- 780 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242

Villa 54 at Aloha Kai is your ideal beach retreat, spacious, sun-filled, and designed for total relaxation. This corner villa features an open floor plan with abundant natural light, custom cabinetry, and thoughtful upgrades throughout. The updated kitchen includes stainless steel appliances and is fully equipped to make meal prep easy, while the in-unit washer and dryer add everyday convenience

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242
/2
$450,000 Sold Dec 19, 2025

1350 N Portofino Dr Unit 208, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1969
Last Sold Summary
- 18% Below List Price
- $484/SF
- 188 Days On Market
Current Estimated Value $452,861

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

1350 N Portofino Dr Unit 208, Sarasota, FL 34242

/32
Est $1,461,254 Not Listed For Sale

4708 Ocean Blvd Unit E1, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,277 Sq Ft
- Built 1981
4708 Ocean Blvd Unit E1, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $692/SF
- 4 Days On Market
- Last Sold Price $1,575,000
- Mar 11, 2024
Last Listing Agent Doug Parks Michael Saunders

/45
$1,595,000
- 3 Beds
- 2 Baths
- 1,841 Sq Ft
1358 Moonmist Dr Unit B4, Sarasota, FL 34242

Exceptional waterfront villa on the Intracoastal Waterway in the heart of Siesta Key. Located in the highly sought-after Polynesian Gardens, this rare 3-bedroom residence offers the space and feel of a single-family home with the ease of condominium living. Designed for seamless indoor-outdoor coastal living, the open great room is anchored by massive 10' x 9' Euro Vista folding doors, flanked by

Nadiya Marisol-Pote DALTON WADE INC

1358 Moonmist Dr Unit B4, Sarasota, FL 34242
/24
$11,105 Per Month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Apartment for Rent
1055 W Peppertree Dr Unit 207AA, Sarasota, FL 34242

This property is a 30 night minimum. This 2 bedroom, 2 full bath unit is located in a Gulfside Highrise, only steps from Crescent Beach. An open concept living space flows nicely from the formal dining to spectacular views of Peppertree Pond on the lanai. The living area has plenty of comfortable seating for the entire family, a 55" Smart TV, and glass door lanai access. The kitchen has been

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1055 W Peppertree Dr Unit 207AA, Sarasota, FL 34242
/2
$810,000 Sold Nov 21, 2025

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Built 1974
Last Sold Summary
- 25% Below List Price
- $696/SF
- 264 Days On Market
Current Estimated Value $821,003

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

/67
Est $1,829,721 Not Listed For Sale

4960 Commonwealth Dr, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 3,063 Sq Ft
- Built 2004
4960 Commonwealth Dr, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $612/SF
- 241 Days On Market
- Last Sold Price $1,875,000
- Feb 29, 2024
Last Listing Agent Glenn Brown RE/MAX

/90
$1,340,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
445 Reid St, Sarasota, FL 34242

Coastal Chic meets Contemporary Classic on Siesta Key. This 3-bed, 2-bath oasis with saltwater pool boasts 1,750 square feet under air, $100,000 in upgrades and $50,000+ in brand new designer furnishings from Crate & Barrel. In 2025, the owners installed new tile flooring throughout the home, all new appliances, new washer & dryer, new doors (except the front door), new water heater and pool

Robin Leonardi MICHAEL SAUNDERS & COMPANY

445 Reid St, Sarasota, FL 34242
/24
$7,000 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 501, Sarasota, FL 34242

2 BR -- 2 BA -- 4 Person Max -- High Rise -- Beach and Pond View1125-501 is a high-rise unit, located on the Gulf-side of Midnight Pass, approx. 175 yards away from Crescent beach.Open kitchen floor plan with recessed lighting. Granite counters, Stainless steel fridge. Assigned covered parking located in parking garage.Approx. 1200 Sq. Ft. (1480 including the lanai).Condo

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 501, Sarasota, FL 34242
/2
$900,000 Sold Aug 29, 2025

5108 Saint Albans Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 1,767 Sq Ft
- Built 1968
Last Sold Summary
- 20% Below List Price
- $509/SF
- 57 Days On Market
Current Estimated Value $910,854

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

5108 Saint Albans Ave, Sarasota, FL 34242

/36
Est $1,361,425 Not Listed For Sale

5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,433 Sq Ft
- Built 1979
5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $1,082/SF
- 19 Days On Market
- Last Sold Price $1,550,000
- May 23, 2024
Last Listing Agent Rudy Dudon Michael Saunders

/51
$1,395,000
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a

Mina Johnson MICHAEL SAUNDERS & COMPANY

1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242
/26
$9,300 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

Andy Moore GULF COAST REALTY & MANAGEMENT

1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
/2
$925,000 Sold Dec 08, 2025

396 Avenida Madera, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,964 Sq Ft
- Built 1958
Last Sold Summary
- 20% Below List Price
- $471/SF
- 148 Days On Market
Current Estimated Value $927,057

Last Listing Agent Michael Nogueira LUXURY & BEACH REALTY INC

396 Avenida Madera, Sarasota, FL 34242

/35
Est $605,100 Not Listed For Sale

915 Beach Rd Unit 114, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 940 Sq Ft
- Built 1972
915 Beach Rd Unit 114, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $734/SF
- 23 Days On Market
- Last Sold Price $690,000
- Jun 04, 2024
Last Listing Agent Colleen Finnegan RE/MAX

/76
$774,900
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
1218 Moonmist Cir Unit S2, Sarasota, FL 34242

Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community.This, home offers a

Jayne Appleyard EXP REALTY LLC

1218 Moonmist Cir Unit S2, Sarasota, FL 34242
/21
$7,470 Per Month
- 1 Bed
- 1 Bath
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242

Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242
/2
$3,990,000 Sold Aug 12, 2025

4815 Featherbed Ln, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 3,329 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $1,199/SF
- 178 Days On Market
Current Estimated Value $3,788,822

Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

4815 Featherbed Ln, Sarasota, FL 34242

/40
Est $1,756,636 Not Listed For Sale

1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 1997
1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

Last Sold Summary
- 18% Above List Price
- $677/SF
- 35 Days On Market
- Last Sold Price $1,490,000
- Jul 03, 2024
Last Listing Agent Ethel Lovelace Michael Saunders

/72
$3,300,000
- 6 Beds
- 8 Baths
- 2,660 Sq Ft
355 Calle Miramar, Sarasota, FL 34242

Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully

Matthew Vander Wyden WILLIAM RAVEIS FLORIDA LLC

355 Calle Miramar, Sarasota, FL 34242
/27
$7,000 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 701, Sarasota, FL 34242

2 BR -- 2 BA -- 4 Person Max -- High Rise -- Beach ViewThis property is a 30 night minimum.This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 701, Sarasota, FL 34242
/2
$357,000 Sold Sep 19, 2025

1300 N Portofino Dr Unit 208, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
Last Sold Summary
- 29% Below List Price
- $360/SF
- 403 Days On Market
Current Estimated Value $402,927

Last Listing Agent Jill Thomas BERKSHIRE HATHAWAY HOMESERVICE

1300 N Portofino Dr Unit 208, Sarasota, FL 34242

/2
Est $672,403 Not Listed For Sale

1137 Lake House Cir Unit C215, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
1137 Lake House Cir Unit C215, Sarasota, FL 34242

Last Sold Summary
- 8% Above List Price
- $461/SF
- 37 Days On Market
- Last Sold Price $623,000
- Feb 28, 2025
Last Listing Agent Mike Winger TIDELINE REAL ESTATE BROKERS

/100
$1,895,000 Pending
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
1660 Summerhouse Ln Unit 402, Sarasota, FL 34242

Rarely available bayfront luxury awaits in Summer Cove on Siesta Key— offering expansive water views in a boutique, gated community of just 45 residences on 3.5 lush acres with beach access to world-famous Siesta Key Beach. Built in 2007, this beautifully renovated 4th-floor condo offers 3 bedrooms with 2.5 baths, in approximately 2,100 sq ft that truly lives like a single-family home. A private

Robert Ruiz WILLIAM RAVEIS REAL ESTATE

1660 Summerhouse Ln Unit 402, Sarasota, FL 34242
/19
$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
1255 E Peppertree Dr Unit 501, Sarasota, FL 34242

Welcome to this beautifully remodeled Bayside Mid-rise unit. This spacious 2-bedroom, 2-bathroom condo is situated on the 5th floor, As you step inside, you'll be greeted by a tastefully decorated living area with modern furnishings and a serene coastal color palette. The open-concept design seamlessly connects the living, dining, and kitchen areas, creating a perfect space for relaxation and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
/2
$700,000 Sold Aug 27, 2025

1228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 1988
Last Sold Summary
- 18% Below List Price
- $547/SF
- 155 Days On Market
Current Estimated Value $695,020

Last Listing Agent Fred Sieger Jr COMPASS FLORIDA LLC

1228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242

/76
Est $592,013 Not Listed For Sale

5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1976
5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $616/SF
- 33 Days On Market
- Last Sold Price $650,000
- Jun 16, 2023
Last Listing Agent John Masters COLDWELL BANKER REALTY

/69
$1,150,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 605, Sarasota, FL 34242

Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of

Dion Souza SARABAY REAL ESTATE INC

5880 Midnight Pass Rd Unit 605, Sarasota, FL 34242
/31
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242

Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
/2
$1,350,000 Sold Dec 08, 2025

5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $901/SF
- 38 Days On Market
Current Estimated Value $1,340,034

Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242

/34
Est $1,165,536 Not Listed For Sale

5579 Cape Aqua Dr, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
- Built 1973
5579 Cape Aqua Dr, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $835/SF
- 8 Days On Market
- Last Sold Price $1,300,000
- Dec 07, 2023
Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

Showing Results 441 - 480, Page 12 of 18

Florida Sarasota County Siesta Key

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