Siesta Key, FL Homes

/12
$5,400,000 New Construction
- 3 Beds
- 4 Baths
- 4,154 Sq Ft
70 Avenida Veneccia Unit 204, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Under Construction. One or more photos have been virtually staged. Currently under construction with an estimated completion in the first half of 2026, Sunset Beach embodies the pinnacle of luxurious beachfront living on Siesta Key. Nestled within a neighborhood-inspired enclave surrounded by newly built homes, it offers a prime location just steps

David Lehrman THE SARASOTA REAL ESTATE COMP.

70 Avenida Veneccia Unit 204, Sarasota, FL 34242
/73
$10,000 per month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242

Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant

Andy Moore GULF COAST REALTY & MANAGEMENT

5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
/2
$2,550,000 Sold Jul 07, 2025

601 Avenida de Mayo, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 3,496 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $729/SF
- 26 Days On Market
Current Estimated Value $2,437,610

Last Listing Agent Camilla Hildebrand Norberg FINE PROPERTIES

601 Avenida de Mayo, Sarasota, FL 34242

/45
Est $1,464,719 Not Listed For Sale

395 Avenida Milano, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,143 Sq Ft
- Built 1962
395 Avenida Milano, Sarasota, FL 34242

Last Sold Summary
- 16% Below List Price
- $817/SF
- 0 Days On Market
Last Sold Price $1,750,000

Last Listing Agent Jonathan Abrams Michael Saunders

/69
$3,950,000
- 5 Beds
- 7 Baths
- 4,563 Sq Ft
329 Beach Rd Unit B, Sarasota, FL 34242

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over

Rudy Dudon MICHAEL SAUNDERS & COMPANY

329 Beach Rd Unit B, Sarasota, FL 34242
/49
$10,500 per month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242

Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances

Robert Bevington SHOWTIME REALTY

5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
/2
$1,110,000 Sold Jun 12, 2025

4818 Givens Ct, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,138 Sq Ft
- Built 1989
Last Sold Summary
- 23% Below List Price
- $519/SF
- 37 Days On Market
Current Estimated Value $1,125,727

Last Listing Agent Lisa Bouck, PA RE/MAX ALLIANCE GROUP

4818 Givens Ct, Sarasota, FL 34242

/72
Est $1,534,856 Not Listed For Sale

4926 Commonwealth Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,968 Sq Ft
- Built 1987
4926 Commonwealth Dr, Sarasota, FL 34242

Last Sold Summary
- 20% Below List Price
- $978/SF
- 1 Day On Market
Last Sold Price $1,925,000

Last Listing Agent Karen Nasello EXP REALTY LLC

/69
$1,295,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
625 Beach Rd Unit 602, Sarasota, FL 34242

DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal

Susanne Losso COLDWELL BANKER REALTY

625 Beach Rd Unit 602, Sarasota, FL 34242
/42
$8,500 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Condo for Rent
1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242

Beautifully turnkey furnished 2-bedroom, 2-bathroom, ground-floor condo available for monthly rent in a gated, resort-style community on Siesta Key. Just a short 5-minute walk to private access at world-famous Siesta Key Beach, known for its fine quartz sand and turquoise waters. This tropical retreat features a spacious open-concept layout, a fully equipped kitchen, in-unit laundry, private

Sinan Turkomer PREFERRED SHORE LLC

1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
/2
$900,000 Sold Sep 24, 2025

5572 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,039 Sq Ft
- Built 1963
Last Sold Summary
- 25% Below List Price
- $441/SF
- 77 Days On Market
Current Estimated Value $966,837

Last Listing Agent Chris Kernan RE/MAX ALLIANCE GROUP

5572 Shadow Lawn Dr, Sarasota, FL 34242

/2
Est $742,119 Not Listed For Sale

1200 E Peppertree Ln Unit 407, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,460 Sq Ft
- Built 1973
1200 E Peppertree Ln Unit 407, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $562/SF
- 179 Days On Market
Last Sold Price $820,000

Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

/34
$685,000
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242

Looking for the perfect balance of location, lifestyle and income potential? This one delivers all three. Welcome to your slice of paradise on world-renowned Siesta Key! This spacious 2-bedroom, 2-bath condo is located in the highly sought-after Palm Bay Club, offering the perfect blend of coastal living and resort-style amenities. Located on the second floor, step inside to an open-concept

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242
/53
$5,000 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242

Beachfront Bliss at Casa Mar – Siesta KeyDreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim

Robert Bevington SHOWTIME REALTY

6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
/2
$925,000 Sold Feb 26, 2026

5790 Midnight Pass Rd Unit 510, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1979
Last Sold Summary
- 6% Below List Price
- $693/SF
- 14 Days On Market
Current Estimated Value $979,048

Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

5790 Midnight Pass Rd Unit 510, Sarasota, FL 34242

/10
Est $830,216 Not Listed For Sale

1001 Beach Rd Unit A504, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,204 Sq Ft
- Built 1981
1001 Beach Rd Unit A504, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $789/SF
- 0 Days On Market
Last Sold Price $950,000

Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

/2
$499,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
225 Hourglass Way Unit 303, Sarasota, FL 34242

3RD FLOOR FLOODPROOF CORNER UNIT TOP FLOOR PENTHOUSE PRIVATE BEACH RESORT The Treehouse at Beautiful Whispering Sands Siesta Key the World's Finest White Sand Beach. This is a unique opportunity to own a rare corner unit on the green belt Not a Parking Lot View, double Lanai flood proof no damage from Hurricanes. The breeze you get going through this condo is incredible, also there is brand new

Jonathan Minerick HOMECOIN.COM

225 Hourglass Way Unit 303, Sarasota, FL 34242
/37
$6,500 per month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 202, Sarasota, FL 34242

BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a

Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

1215 S Portofino Dr Unit 202, Sarasota, FL 34242
/2
$9,250,000 Sold Dec 12, 2025

4214 Higel Ave, Sarasota, FL 34242
- Land
- 1.54 Acres
- $6,006,494 per Acre
Last Sold Summary
- 6% Below List Price
- 168 Days On Market
Last Listing Agent Hailey Kendall WILLIAM RAVEIS FLORIDA LLC

4214 Higel Ave, Sarasota, FL 34242

/46
Est $761,144 Not Listed For Sale

6300 Midnight Pass Rd Unit 4, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,253 Sq Ft
- Built 1969
6300 Midnight Pass Rd Unit 4, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $678/SF
- 261 Days On Market
Last Sold Price $850,000

Last Listing Agent Maurice Menager Michael Saunders

/41
$1,160,000
- 3 Beds
- 2 Baths
- 2,272 Sq Ft
5345 Siesta Ct, Sarasota, FL 34242

Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring

Fred Sassen MICHAEL SAUNDERS & COMPANY

5345 Siesta Ct, Sarasota, FL 34242
/38
$15,000 per month
- 3 Beds
- 3 Baths
- 1,898 Sq Ft
- Condo for Rent
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242

RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been

Cole Collins COLDWELL BANKER REALTY

22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
/2
$425,000 Sold Mar 26, 2026

212 Pass Key Rd Unit 212, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,108 Sq Ft
- Built 1973
Last Sold Summary
- 32% Below List Price
- $384/SF
- 347 Days On Market
Current Estimated Value $485,557

Last Listing Agent Dave Beachy BEACHY PROPERTIES

212 Pass Key Rd Unit 212, Sarasota, FL 34242

/38
Est $3,368,657 Not Listed For Sale

5212 Siesta Cove Dr, Sarasota, FL 34242
- 5 Beds
- 6.5 Baths
- 5,133 Sq Ft
- Built 1979
5212 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $662/SF
- 225 Days On Market
Last Sold Price $3,400,000

Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

/25
$1,550,000
- 3 Beds
- 2 Baths
- 2,037 Sq Ft
5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242

See this beautifully decorated three-bedroom home, at the top rated condominium, Casarina. Escape winter's gloom and embrace the sun-kissed shores of Siesta Key, America's number one beach. Go from your door onto the sugar white sands for sunset visits, invigorating swims, or lively tennis and pickleball matches. This rare three-bedroom condominium, ideal for year-round living or as a seasonal

Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242
/36
$14,000 per month
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
- House for Rent
211 Island Cir, Sarasota, FL 34242

AVAILABLE for 2026... Jan., Feb and April Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less

Brenda Cozy COLDWELL BANKER REALTY

211 Island Cir, Sarasota, FL 34242
/2
$650,000 Sold Feb 27, 2026

1255 E Peppertree Dr Unit 507, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,460 Sq Ft
- Built 1972
Last Sold Summary
- 19% Below List Price
- $445/SF
- 261 Days On Market
Current Estimated Value $740,549

Last Listing Agent Ethel Lovelace MICHAEL SAUNDERS & COMPANY

1255 E Peppertree Dr Unit 507, Sarasota, FL 34242

/28
Est $707,129 Not Listed For Sale

6206 Midnight Pass Rd Unit 203, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Built 1979
6206 Midnight Pass Rd Unit 203, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $621/SF
- 454 Days On Market
Last Sold Price $815,000

Last Listing Agent Linda Stowe Michael Saunders

/79
$2,200,000
- 3 Beds
- 2 Baths
- 1,798 Sq Ft
6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242

Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 401, Sarasota, FL 34242
/47
$15,000 per month
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
- House for Rent
4879 Commonwealth Dr, Sarasota, FL 34242

FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting

Daniel Petrilla PREFERRED SHORE LLC

4879 Commonwealth Dr, Sarasota, FL 34242
/2
$650,000 Sold Dec 29, 2025

1093 Lake House Cir Unit C205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $481/SF
- 38 Days On Market
Current Estimated Value $650,782

Last Listing Agent Pamela Wall MICHAEL SAUNDERS & COMPANY

1093 Lake House Cir Unit C205, Sarasota, FL 34242

/30
Est $551,074 Not Listed For Sale

901 Beach Rd Unit 202, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 753 Sq Ft
- Built 1972
901 Beach Rd Unit 202, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $764/SF
- 16 Days On Market
Last Sold Price $575,000

Last Listing Agent Solveiga Spalvins LPT REALTY LLC

/43
$1,100,000
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
310 Avenida Milano, Sarasota, FL 34242

Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of

Domanic Calamese KW COASTAL LIVING III

310 Avenida Milano, Sarasota, FL 34242
/76
$3,500 per month
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Condo for Rent
1700 Cove II Place Unit 310, Sarasota, FL 34242

Available 3500.00 Monthly - September 17th 2026 through December 31st 2026... Available January 2026 - 5,000.00 May be rented weekly. l – Stunning Water Views & Deeded Beach Access | Siesta Keyplus taxes and fees. Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with

Robert Bevington SHOWTIME REALTY

1700 Cove II Place Unit 310, Sarasota, FL 34242
/2
$635,000 Sold Mar 23, 2026

5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1976
Last Sold Summary
- 9% Below List Price
- $551/SF
- 214 Days On Market
Current Estimated Value $628,286

Last Listing Agent Suzy Kolaz KELLER WILLIAMS ON THE WATER S

5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242

/90
Est $2,098,444 Not Listed For Sale

5420 Azure Way, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 4,105 Sq Ft
- Built 1978
5420 Azure Way, Sarasota, FL 34242

Last Sold Summary
- $512/SF
- 108 Days On Market
Last Sold Price $2,100,000

Last Listing Agent Dan Miller PREFERRED SHORE LLC

/79
$1,335,000
- 3 Beds
- 2 Baths
- 1,642 Sq Ft
5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242

Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling

Suki Scollo COLDWELL BANKER REALTY

5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242
/55
$5,000 per month
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
- House for Rent
4946 Commonwealth Dr, Sarasota, FL 34242

Available as a monthly rental starting in May. Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock,

Beth Dilley ASCENDIA REAL ESTATE

4946 Commonwealth Dr, Sarasota, FL 34242
/2
$962,500 Sold Oct 03, 2025

5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1984
Last Sold Summary
- 12% Below List Price
- $721/SF
- 86 Days On Market
Current Estimated Value $968,116

Last Listing Agent Brian Livesey WATERSIDE REALTY LLC

5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242

/2
Est $1,173,042 Not Listed For Sale

420 Beach Rd Unit 305, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1980
420 Beach Rd Unit 305, Sarasota, FL 34242

Last Sold Summary
- 2% Above List Price
- $874/SF
- 393 Days On Market
Last Sold Price $1,150,000

Last Listing Agent Julie Trimpe COMMUNITY REALTY SERVICES

Showing Results 641 - 680, Page 17 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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