Siesta Key, FL Homes

/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
/20
$5,370 per month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 53, 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 boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
/2
$2,200,000 Sold Feb 27, 2026

222 Beach Rd Unit 7, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 2,952 Sq Ft
- Built 1980
Last Sold Summary
- 33% Below List Price
- $745/SF
- 224 Days On Market
Current Estimated Value $2,738,466

Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

222 Beach Rd Unit 7, Sarasota, FL 34242

/54
Est $1,701,962 Not Listed For Sale

3902 Somerset Dr Unit 10, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,758 Sq Ft
- Built 1993
3902 Somerset Dr Unit 10, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $625/SF
- 93 Days On Market
Last Sold Price $1,725,000

Last Listing Agent Barbara May Michael Saunders

/39
$705,000 Pending
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242

Under contract-accepting backup offers. Huge Price Reduction!! Stunning Beach-to-Bay Condo on Siesta Key – 2 Bed, 2 Bath Excelsior Beach to Bay Condo Discover your perfect slice of paradise at this beautifully appointed 2-bedroom, 2-bathroom condo located in the coveted Excelsior Beach to Bay community on Siesta Key. This light-filled retreat offers the ultimate Florida lifestyle, with private

Randy Owens COLDWELL BANKER REALTY

6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242
/25
$7,650 per month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242

Starting at $255/night! Experience the ultimate beachfront getaway at Villa 40, a beautifully appointed 2-bedroom, 2-bathroom condo at Casa Mar, thoughtfully designed to accommodate up to six guests in comfort and style. This spacious retreat features a king bed in the primary bedroom, two twin beds in the second bedroom, and a queen air mattress for added flexibility. The fully equipped kitchen

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 40, Sarasota, FL 34242
/2
$650,000 Sold Oct 03, 2025

5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,268 Sq Ft
- Built 1975
Last Sold Summary
- 8% Above List Price
- $513/SF
- 10 Days On Market
Current Estimated Value $652,294

Last Listing Agent Marcia Van Ginhoven REDFIN CORPORATION

5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242

/75
Est $1,783,384 Not Listed For Sale

5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242
- 2 Beds
- 3 Baths
- 1,437 Sq Ft
- Built 1970
5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $1,350/SF
- 12 Days On Market
Last Sold Price $1,940,000

Last Listing Agent Christopher Davenport STARLINK REALTY INC

/90
$1,350,000
- 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
/16
$5,370 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 24, Sarasota, FL 34242

Starting at $179/night! Step into your perfect beach getaway with this charming ground-floor 1-bedroom unit located in the sought-after Casa Mar complex, just off Midnight Pass Road and only steps from the sand. Relax on the screened lanai overlooking a peaceful courtyard, where two sparkling pools invite you to unwind in the Florida sunshine. A short stroll along the sidewalk brings you directly

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 24, Sarasota, FL 34242
/2
$825,000 Sold Sep 12, 2025

514 Ralph St, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 1,934 Sq Ft
- Built 1957
Last Sold Summary
- 30% Below List Price
- $427/SF
- 169 Days On Market
Current Estimated Value $844,826

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

514 Ralph St, Sarasota, FL 34242

/63
Est $3,411,527 Not Listed For Sale

5349 Hidden Harbor Rd, Sarasota, FL 34242
- 4 Beds
- 5 Baths
- 4,457 Sq Ft
- Built 1972
5349 Hidden Harbor Rd, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $886/SF
- 34 Days On Market
Last Sold Price $3,950,000

Last Listing Agent Stacy Hanan 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
/21
$5,370 per month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242

Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
/2
$690,000 Sold Aug 14, 2025

6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 894 Sq Ft
- Built 1968
Last Sold Summary
- 3% Below List Price
- $772/SF
- 10 Days On Market
Current Estimated Value $680,719

Last Listing Agent Halie Monde KW COASTAL LIVING III

6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

/32
Est $2,272,066 Not Listed For Sale

525 Treasure Boat Way, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 2,097 Sq Ft
- Built 1973
525 Treasure Boat Way, Sarasota, FL 34242

Last Sold Summary
- 33% Above List Price
- $815/SF
- 118 Days On Market
Last Sold Price $1,710,000

Last Listing Agent Drew Russell Michael Saunders

/46
$1,795,000
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

Discover this truly exceptional 3-bedroom, 3-bathroom condominium offering mesmerizing views of the Intracoastal Waterway. Redesigned with modern elegance, this home features a spacious chef's kitchen equipped with Sub Zero, Monogram, and Viking appliances, along with an impressive six-foot-tall built-in double-door wine cellar. This stunning residence boasts 9-foot ceilings, copious custom

Mina Johnson MICHAEL SAUNDERS & COMPANY

1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242
/24
$5,370 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242

Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
/2
$1,100,000 Sold Mar 20, 2026

6342 Midnight Pass Rd Unit 310, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 852 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $1,291/SF
- 0 Days On Market
Current Estimated Value $1,207,998

Last Listing Agent Brian Livesey WATERSIDE REALTY LLC

6342 Midnight Pass Rd Unit 310, Sarasota, FL 34242

/40
Est $3,589,705 Not Listed For Sale

250 Island Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,416 Sq Ft
- Built 2016
250 Island Cir, Sarasota, FL 34242

Last Sold Summary
- 66% Above List Price
- $634/SF
- 13 Days On Market
Last Sold Price $2,165,000

Last Listing Agent Bob Mcgrath WILLIAM RAVEIS REAL ESTATE

/36
$1,795,000
- Land
- 0.25 Acre
- $7,180,000 per Acre
9238 Midnight Pass Rd, Sarasota, FL 34242

Building Permit Has been issed for this property. INCREDIBLE WATERFRONT OPPORTUNITY ON WORLD RENOWNED SIESTA KEY !!! This 10,857 square foot vacant lot is shovel ready with permits and plans approved and in hand, This lot lies within RMF zoning which allows for short-term rentals. This is the perfect location for your new home or your next income property: close to the restaurants and shopping or

Robert Louloudes STARZ REAL ESTATE, LLC

9238 Midnight Pass Rd, 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
$720,000 Sold Feb 05, 2026

312 Avenida Leona, Siesta Key, FL 34242
- 4 Beds
- 3.5 Baths
- 1,824 Sq Ft
- Built 2026
Last Sold Summary
- 58% Below List Price
- $395/SF
- 161 Days On Market
Current Estimated Value $1,478,333

Last Listing Agent Ron Pepka KW SUNCOAST

312 Avenida Leona, Siesta Key, FL 34242

/80
Est $2,956,718 Not Listed For Sale

5322 Siesta Cove Dr, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 3,571 Sq Ft
- Built 1979
5322 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 16% Below List Price
- $980/SF
- 8 Days On Market
Last Sold Price $3,500,000

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/72
$3,500,000
- 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
/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
$585,000 Sold Dec 01, 2025

1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Built 1974
Last Sold Summary
- 16% Below List Price
- $503/SF
- 142 Days On Market
Current Estimated Value $582,577

Last Listing Agent Lisa Beach WATERSIDE REALTY LLC

1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

/75
Est $3,796,690 Not Listed For Sale

5315 Hidden Harbor Rd, Sarasota, FL 34242
- 4 Beds
- 5.5 Baths
- 5,098 Sq Ft
- Built 2000
5315 Hidden Harbor Rd, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $814/SF
- 68 Days On Market
Last Sold Price $4,150,000

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/100
$1,895,000
- 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
$5,070 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
$1,000,000 Sold Jan 30, 2026

5036 Higel Ave, Sarasota, FL 34242
- Land
- 0.35 Acre
- $2,857,143 per Acre
Last Sold Summary
- 9% Below List Price
- 8 Days On Market
Current Estimated Value $1,101,562

Last Listing Agent Diana Pomarico PALERMO REAL ESTATE PROF. INC.

5036 Higel Ave, Sarasota, FL 34242

/64
Est $735,128 Not Listed For Sale

5740 Midnight Pass Rd Unit 207, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,340 Sq Ft
- Built 1986
5740 Midnight Pass Rd Unit 207, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $560/SF
- 146 Days On Market
Last Sold Price $750,000

Last Listing Agent Robert Bevington SHOWTIME REALTY

/19
$315,000
- 1 Bed
- 1 Bath
- 857 Sq Ft
5683 Midnight Pass Rd Unit 110, Sarasota, FL 34242

5683 Midnight Pass Rd #110 — Siesta Key Beach Condo 1 Bed | 1 Bath | ~857 Sq Ft | Turnkey | White Sands Village Discover your slice of paradise at White Sands Village, perfectly located just across the street from world-famous Siesta Key Beach. This beautifully maintained 1-bedroom, 1-bath condo at 5683 Midnight Pass Rd #110 combines the ultimate beach lifestyle with outstanding rental income

Bradley Kayser COLDWELL BANKER REALTY

5683 Midnight Pass Rd Unit 110, 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
$1,900,000 Sold Apr 04, 2025

5143 Oxford Dr, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 2,830 Sq Ft
- Built 2005
Last Sold Summary
- $671/SF
- 0 Days On Market
Current Estimated Value $1,782,520

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

5143 Oxford Dr, Sarasota, FL 34242

/64
Est $1,400,261 Not Listed For Sale

5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
- Built 1970
5400 Ocean Blvd Unit 5-4, Sarasota, FL 34242

Last Sold Summary
- 16% Below List Price
- $1,411/SF
- 75 Days On Market
Last Sold Price $1,675,000

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/69
$1,200,000
- 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
/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
$1,895,000 Sold Mar 10, 2026

5165 Sandy Cove Ave, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,216 Sq Ft
- Built 1964
Last Sold Summary
- 5% Below List Price
- $855/SF
- 72 Days On Market
Current Estimated Value $1,909,895

Last Listing Agent Darlene Gamble FINE PROPERTIES

5165 Sandy Cove Ave, Sarasota, FL 34242

/47
Est $1,776,606 Not Listed For Sale

615 Calle Del Otono, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,616 Sq Ft
- Built 2022
615 Calle Del Otono, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $726/SF
- 69 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Dale OHara, LLC PREFERRED SHORE LLC

Showing Results 521 - 560, Page 14 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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