Siesta Key, FL Homes

/51
$60,000
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

Kelly Mooney

DOUGLAS ELLIMAN

(941) 369-8950

915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
/24
$5,370 per month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 65, Sarasota, FL 34242

Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat offers a fully equipped kitchen adjacent to a spacious dining area, ideal for entertaining. A convenient stackable washer and dryer is located within the unit, adding to your comfort and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 65, Sarasota, FL 34242
/2
$650,000 Sold Sep 12, 2025

6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
- Built 1975
Last Sold Summary
- 6% Below List Price
- $505/SF
- 11 Days On Market
Current Estimated Value $633,510

Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

/46
Est $1,223,671 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,898 Sq Ft
22 Sandy Cove Rd Unit 501, Sarasota, FL 34242

22 Sandy Cove Rd Unit 501, Sarasota, FL 34242

/67
$659,000 Pending
- 2 Beds
- 2 Baths
- 1,165 Sq Ft
5855 Midnight Pass Rd Unit 311, Sarasota, FL 34242

Price Reduction - Motivated to Sell! This beautifully updated condo at Harbor Towers Yacht & Racquet Club presents an exceptional opportunity for both luxurious coastal living and strong investment potential. Thoughtfully renovated with attention to every detail, recent upgrades include a NEW HVAC system (Nov. 2025), NEW electrical panel (Nov. 2025), luxury vinyl flooring, and a remodeled kitchen

Jennifer Thompson

WILLIAM RAVEIS REAL ESTATE

(941) 207-5546

5855 Midnight Pass Rd Unit 311, Sarasota, FL 34242
/22
$5,370 per month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242

Starting at $179/night! Step into your perfect getaway at this charming ground-floor 1-bedroom unit nestled within the Casa Mar complex, just steps from the beach off Midnight Pass Road. Relax on the screened lanai overlooking a tranquil courtyard, where not one but two inviting pools beckon you to unwind. A leisurely stroll along the sidewalk leads you straight to the sandy shores. Enjoy the

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242
/2
$2,650,000 Sold Oct 14, 2025

512 Treasure Boat Way, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 5,078 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $522/SF
- 88 Days On Market
Current Estimated Value $2,613,460

Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

512 Treasure Boat Way, Sarasota, FL 34242

/2
Est $1,950,451 Not Listed For Sale
- 5 Beds
- 5 Baths
- 2,689 Sq Ft
5408 Plaza Des Las Palmas, Sarasota, FL 34242

5408 Plaza Des Las Palmas, Sarasota, FL 34242

/52
$75,000
- 3 Beds
- 3 Baths
- 1,780 Sq Ft
915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

Kelly Mooney

DOUGLAS ELLIMAN

(941) 271-5462

915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
/19
$5,070 per month
- 1 Bath
- 420 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242

Starting at $169/night. Discover the perfect beach getaway at our charming studio on beautiful Siesta Key, just steps from the world-famous white sands of Siesta Beach. Ideal for couples or solo travelers, this cozy and well-appointed retreat offers everything you need for a relaxing escape. Nestled in the heart of Siesta Key, you’ll be within easy walking distance of the beach, local shops, and

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242
/2
$600,000 Sold Jan 30, 2025

671 Avenida Del Norte, Sarasota, FL 34242
- 1 Bed
- 2 Baths
- 1,314 Sq Ft
- Built 1951
Last Sold Summary
- 33% Below List Price
- $457/SF
- 59 Days On Market
Current Estimated Value $595,177

Last Listing Agent Melissa Caldwell PREMIER SOTHEBYS INTL REALTY

671 Avenida Del Norte, Sarasota, FL 34242

/39
Est $1,858,983 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,234 Sq Ft
340 Canal Rd Unit B, Sarasota, FL 34242

340 Canal Rd Unit B, Sarasota, FL 34242

/85
$1,800,000
- 4 Beds
- 2 Baths
- 2,185 Sq Ft
746 Plymouth St, Sarasota, FL 34242

Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are

Carla Rayman Kidd

COLDWELL BANKER REALTY

(941) 239-2641

746 Plymouth St, Sarasota, FL 34242
/30
$5,370 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242

Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
/2
$1,100,000 Sold Jun 27, 2025

4857 Primrose Path, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,519 Sq Ft
- Built 1957
Last Sold Summary
- 37% Below List Price
- $437/SF
- 83 Days On Market
Current Estimated Value $1,197,245

Last Listing Agent Nadiya Marisol-Pote DALTON WADE INC

4857 Primrose Path, Sarasota, FL 34242

/47
Est $2,066,969 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,358 Sq Ft
6906 Bochi Cir, Sarasota, FL 34242

6906 Bochi Cir, Sarasota, FL 34242

/54
$80,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242

Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services. This exclusive opportunity offers the ultimate in

Kelly Mooney

DOUGLAS ELLIMAN

(941) 389-0934

915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242
/26
$5,370 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/2
$1,890,000 Sold Feb 07, 2025

5125 Oxford Dr, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,704 Sq Ft
- Built 1992
Last Sold Summary
- 10% Below List Price
- $699/SF
- 16 Days On Market
Current Estimated Value $1,703,406

Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

5125 Oxford Dr, Sarasota, FL 34242

/68
Est $635,103 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

/9
$4,800,000 New Construction
- 4 Beds
- 5.5 Baths
- 3,765 Sq Ft
533 Venice Ln, Sarasota, FL 34242

Under Construction. Expected completion in January 2026, this stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious

Cassandra Meyer

BRIGHT REALTY

(941) 206-4697

533 Venice Ln, Sarasota, FL 34242
/24
$6,300 per month
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242

Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
/2
$650,000 Sold Jul 30, 2025

813 Plymouth St, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,919 Sq Ft
- Built 1953
Last Sold Summary
- 43% Below List Price
- $223/SF
- 130 Days On Market
Current Estimated Value $965,097

Last Listing Agent Georgia Salaverri COMPASS FLORIDA LLC

813 Plymouth St, Sarasota, FL 34242

/2
Est $1,317,899 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,520 Sq Ft
312 Calle Miramar Unit S1, Sarasota, FL 34242

312 Calle Miramar Unit S1, Sarasota, FL 34242

/11
$4,950,000 New Construction
- 4 Beds
- 5.5 Baths
- 4,158 Sq Ft
527 Venice Ln, Sarasota, FL 34242

Under Construction. Be the first owner of this exceptional new construction home, expected to be completed in January 2026. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous

Cassandra Meyer

BRIGHT REALTY

(941) 390-2066

527 Venice Ln, Sarasota, FL 34242
/18
$8,970 per month
- 1 Bath
- 435 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242

Starting at $299/night! Explore a luxurious studio-style condominium at Casa Mar, featuring one bathroom and a queen-sized murphy bed. This elegant retreat boasts a fully equipped kitchen that flows into a spacious dining area, ideal for hosting guests. Benefit from the convenience of a private carport just a few steps away from your residence. Casa Mar offers an impressive range of amenities,

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242
/2
$3,000,000 Sold Oct 15, 2025

137 Big Pass Ln, Sarasota, FL 34242
- 5 Beds
- 4.5 Baths
- 4,486 Sq Ft
- Built 2006
Last Sold Summary
- 30% Below List Price
- $669/SF
- 148 Days On Market
Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

137 Big Pass Ln, Sarasota, FL 34242

/27
Est $702,111 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

/42
$5,392,000 New Construction
- 4 Beds
- 6 Baths
- 4,220 Sq Ft
4819 Higel Ave, Sarasota, FL 34242

New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive

Cassandra Meyer

BRIGHT REALTY

(941) 231-6297

4819 Higel Ave, Sarasota, FL 34242
/15
$5,070 per month
- 1 Bath
- 420 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242

Starting at $154/night! Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting space is ideal for couples or solo travelers looking to unwind in comfort. The studio features two plush queen-size beds, a relaxed seating area, and a flat-screen TV for your entertainment. Prepare

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242
/2
$452,000 Sold Dec 18, 2025

73 Avenida Messina Unit 15, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 408 Sq Ft
- Built 1969
Last Sold Summary
- 5% Below List Price
- $1,108/SF
Last Listing Agent Maxwell Mann MICHAEL SAUNDERS & COMPANY

73 Avenida Messina Unit 15, Sarasota, FL 34242

/53
Est $483,257 Not Listed For Sale
- 1 Bed
- 1 Bath
- 561 Sq Ft
44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

/26
$2,554,250 New Construction
- 4 Beds
- 4.5 Baths
- 2,735 Sq Ft
5019 Commonwealth Dr, Sarasota, FL 34242

Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted custom home plans by Yoder Construction—giving buyers a rare chance to build new in a prime island

Dawn Bear

WILLIAM RAVEIS REAL ESTATE

(941) 206-3975

5019 Commonwealth Dr, Sarasota, FL 34242
/20
$5,070 per month
- 1 Bath
- 435 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242

Starting at $169/night. Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, well-appointed retreat is perfect for couples or solo travelers seeking a relaxing escape. The studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242
/2
$990,000 Sold Jun 25, 2025

20 Whispering Sands Dr Unit 306, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,464 Sq Ft
- Built 1973
Last Sold Summary
- 38% Below List Price
- $676/SF
- 117 Days On Market
Current Estimated Value $1,012,234

Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

/2
Est $519,722 Not Listed For Sale
- 2 Beds
- 2 Baths
- 929 Sq Ft
1257 S Portofino Dr Unit 406, Sarasota, FL 34242

1257 S Portofino Dr Unit 406, Sarasota, FL 34242

/69
$2,695,000
- 5 Beds
- 3.5 Baths
- 3,205 Sq Ft
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 “heart of Siesta Key”, just moments from the sugar-white sands of Siesta Key Beach, this home offers the perfect balance of modern comfort and coastal charm. Completely reimagined from top to bottom, this five bedroom, three and a half bathroom residence opens with sun-filled

Jesse Bauer KELLER WILLIAMS ON THE WATER S

430 Island Cir, Sarasota, FL 34242
/22
$5,370 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 5, Sarasota, FL 34242

Starting at $179/night! Welcome to your vibrant beachside retreat—a beautifully renovated 1-bedroom, 1-bathroom oasis where modern comfort meets coastal charm. Thoughtfully designed with relaxation in mind, the serene bedroom features a deluxe queen bed dressed in premium linens, perfect for restful nights after sun-filled days. The fully equipped kitchen boasts modern appliances, cookware, and a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 5, Sarasota, FL 34242
/2
$400,000 Sold Aug 20, 2025

6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Built 1974
Last Sold Summary
- 26% Below List Price
- $300/SF
- 86 Days On Market
Current Estimated Value $443,641

Last Listing Agent Julia Montei COLDWELL BANKER REALTY

6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

/77
Est $666,607 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

Showing Results 81 - 120, Page 3 of 18

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