Siesta Key, FL Homes

/52
$949,000
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
5250 Calle de Rio, Sarasota, FL 34242

Location, location, location! Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood, offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with

Kelli Eggen COLDWELL BANKER REALTY

5250 Calle de Rio, Sarasota, FL 34242
/2
$1,475,000 Sold Nov 19, 2024
- 1,240 Sq Ft
- $1190/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
6300 Midnight Pass Rd Unit 603, Sarasota, FL 34242

Welcome to luxury living in the renowned Crystal Sands building on Siesta Key, where every day brings full, unobstructed views of the Gulf of Mexico. This stunning condo features an open-concept design with newer windows that allow the turquoise waters and breathtaking sunsets to fill your living space. The kitchen is open to the living space and has the same stunning views, perfect for both

Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

6300 Midnight Pass Rd Unit 603, Sarasota, FL 34242

/36
Est $733,514 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
6287 Midnight Pass Rd Unit 203, Sarasota, FL 34242

6287 Midnight Pass Rd Unit 203, Sarasota, FL 34242

/11
$899,000
- 3 Beds
- 3.5 Baths
- 2,757 Sq Ft
4725 Gleason Ave, Siesta Key, FL 34242

Prime location on Siesta Key. This oversized corner lot with canal access is walking distance to the vibrant village of Siesta Key and beach access. The home was damaged from Hurricane Helene and is being sold at land value. Easy access to downtown Sarasota to enjoy the arts district, theater, fine dining and more. Don't miss this opportunity to build your dream home and enjoy all that Siesta Key

Tim Yocum, Sr COLDWELL BANKER REALTY

4725 Gleason Ave, Siesta Key, FL 34242
/2
$1,550,000 Sold Nov 18, 2024
- 2,689 Sq Ft
- $576/SF
- 273 Days On Market
- 5 Beds
- 5 Baths
- Built 1953
5408 Plaza Des Las Palmas, Sarasota, FL 34242

Create income in this three-unit property. Turnkey and ready to rent daily or weekly. Completely remodeled-2 swimming pools.

Doug Addeo COMMUNITY REALTY ASSOCIATES

5408 Plaza Des Las Palmas, Sarasota, FL 34242

/59
Est $1,267,478 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,770 Sq Ft
6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242

6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242

/56
$874,900
- 3 Beds
- 2 Baths
- 1,566 Sq Ft
5855 Midnight Pass Rd Unit 319, Sarasota, FL 34242

RARE FIND; 3 Bedroom, 2 Bath condo at the Newly Renovated Harbor Towers. The Exterior Facelift (2024-2025) includes New hurricane glass and windows, and a modernized exterior look that will give the new owner tremendous pride and comfort. The Assessments for this restoration have been paid in full by the current owner. Inside, the home comes Fully Furnished and is ready to begin as a rental

Michelle Shiver KELLER WILLIAMS ON THE WATER S

5855 Midnight Pass Rd Unit 319, Sarasota, FL 34242
/2
$580,000 Sold Nov 15, 2024
- 1,123 Sq Ft
- $516/SF
- 226 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
1300 N Portofino Dr Unit 301, Sarasota, FL 34242

3rd Floor CORNER END UNIT ON THE CANAL! Rarely available 2 bedroom 2 bath in the Sailfish Building! Welcome to this delightful remodeled, Turn-key furnished and ready to move in 2-bedroom, 2-bathroom canal front condominium, ideally situated on Siesta Key. Final Stages of a Full Kitchen remodel with raised recessed lighting Now Complete. Brand new Light Shaker Cabinetry, Gorgeous granite

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1300 N Portofino Dr Unit 301, Sarasota, FL 34242

/76
Est $612,287 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242

/62
$1,395,000
- 5 Beds
- 3.5 Baths
- 3,362 Sq Ft
614 Tropical Cir, Sarasota, FL 34242

Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the

Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

614 Tropical Cir, Sarasota, FL 34242
/2
$795,000 Sold Nov 14, 2024
- Land
- 0.18 Acre
- $4,416,667 per Acre
- 5 Days On Market
5208 Calle de Rio, Sarasota, FL 34242

LARGE LOT IN SIESTA VILLAGE 75X102. Priced well below market value. Home has flood damage but may be renovated. Build your dream home here.

Bob Stahlschmidt II BRIGHT REALTY

5208 Calle de Rio, Sarasota, FL 34242

/49
Est $679,488 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242

/49
$3,290,000 Open House 5/13
- 3 Beds
- 3.5 Baths
- 2,885 Sq Ft
5169 Sandy Shore Ave, Sarasota, FL 34242

One or more photo(s) has been virtually staged. SANCTUARY BY THE SEA: A RARE SIESTA KEY WATERFRONT RETREATNow Offered at $3,290,000 | Exceptional Value on Sought-After Siesta KeyWelcome to a home where mornings begin with dolphin sightings and evenings unfold with golden sunsets. Built in 2015 by acclaimed builder Lee Wetherington, this custom Key West–style retreat offers more than luxury—it

Andy Barnhardt WATERSIDE REALTY LLC

5169 Sandy Shore Ave, Sarasota, FL 34242
/2
$1,325,000 Sold Nov 14, 2024
- 1,709 Sq Ft
- $775/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1967
5062 Sandy Cove Ave, Sarasota, FL 34242

Build your dream home on Siesta Key! This canal lot is perfect! The property has a 1,709 sq ft single-family home with 3 bedrooms and 2 bathrooms. It was built in 1967. This home is priced for the value of the land only. While the home is livable, the highest and best use is as a tear down. This home did have some water intrusion from Hurricane Helene - and is/has been remediated - but none from

Jerome Dorsey COLDWELL BANKER REALTY

5062 Sandy Cove Ave, Sarasota, FL 34242

/34
Est $1,175,917 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,557 Sq Ft
5579 Cape Aqua Dr, Sarasota, FL 34242

5579 Cape Aqua Dr, Sarasota, FL 34242

/45
$639,900
- 2 Beds
- 1 Bath
- 753 Sq Ft
915 Beach Rd Unit 318, Sarasota, FL 34242

Experience the ultimate Siesta Key lifestyle in this turnkey furnished, beautifully decorated 2-bedroom, 1-bathroom condo in the highly sought-after La Siesta Condominiums! Located on the third floor of Building C, this unit boasts stunning views of the community pool and the world-famous Siesta Key Beach—just steps away across the street!With 753 sq. ft. of thoughtfully designed space, this

Laura Millslagle PREFERRED SHORE LLC

915 Beach Rd Unit 318, Sarasota, FL 34242
/2
$600,000 Sold Nov 13, 2024
- 1,000 Sq Ft
- $600/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1974
5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

Palm Bay Resort - Siesta Key! An Absolute Investor's Paradise! Palm Bay Club is a Beach to Bay community featuring an exceptional on-site rental program with a rare 3-day minimum rental policy. This charming 2-bedroom, 2-bathroom condo on the third floor offers an elevator and a lovely outdoor porch. Experience tranquility with picturesque tropical courtyard views, just steps from both the beach

Cheryl Santelli PEPPERTREE BAY REALTY INC

5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

/75
Est $675,545 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
6415 Midnight Pass Rd Unit 706, Sarasota, FL 34242

6415 Midnight Pass Rd Unit 706, Sarasota, FL 34242

/40
$1,600,000
- Land
- 0.20 Acre
- $8,000,000 per Acre
4114 Roberts Point Cir, Sarasota, FL 34242

Discover an exceptional opportunity to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point, a prime North Siesta Key location. This two-story residence offers endless possibilities—whether you choose to move in, renovate, or rebuild to create your dream retreat. Designed for entertaining, the home features a hot tub and multiple outdoor living spaces and decks overlooking

Kelley Callaway MICHAEL SAUNDERS & COMPANY

4114 Roberts Point Cir, Sarasota, FL 34242
/2
$1,990,000 Sold Nov 13, 2024
- 3,339 Sq Ft
- $596/SF
- 99 Days On Market
- 4 Beds
- 5 Baths
- Built 2007
472 Island Cir, Sarasota, FL 34242

On beautiful Palm Island in the heart of Siesta Key and just 2 blocks from world famous Siesta Key Beach, you'll find this spectacular contemporary retreat with 4 bedrooms, 3.5 baths, designer finishes, incredible pool/lanai/summer kitchen, and private elevator, located on a great canal front lot with dock and lift for your boat. Sold turnkey furnished for your convenience, purchase as your own

Lenore Treiman MICHAEL SAUNDERS & COMPANY

472 Island Cir, Sarasota, FL 34242

/55
Est $905,608 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,166 Sq Ft
777 Beach Rd Unit 5A, Sarasota, FL 34242

777 Beach Rd Unit 5A, Sarasota, FL 34242

/58
$1,195,000
- 3 Beds
- 2 Baths
- 1,644 Sq Ft
5525 Shadow Lawn Dr, Sarasota, FL 34242

With just a short distance to the #1 Rated beach in the US, Siesta Key, this location is perfect for an Island lifestyle. Located in the desirable Siesta Isles community on a large lot with over 13,000 sf. Charming brick home with three bedrooms and 2 bathrooms, a heated pool and a two-car garage. The home has been restored with new kitchen cabinets, new stainless appliances and two new

June Howell MICHAEL SAUNDERS & COMPANY

5525 Shadow Lawn Dr, Sarasota, FL 34242
/2
$1,550,000 Sold Nov 02, 2024
- 3,000 Sq Ft
- $517/SF
- 84 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
5357 Siesta Ct, Sarasota, FL 34242

***Taking Back Up offers***Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that

Cindy Lockhart FINE PROPERTIES

5357 Siesta Ct, Sarasota, FL 34242

/24
Est $947,810 Not Listed For Sale
- 1 Bed
- 1 Bath
- 899 Sq Ft
6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242

6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242

/78
$1,350,000
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
4117 Roberts Point Cir, Sarasota, FL 34242

Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida

Jim Mast KELLER WILLIAMS ON THE WATER S

4117 Roberts Point Cir, Sarasota, FL 34242
/2
$1,525,000 Sold Nov 01, 2024
- 1,164 Sq Ft
- $1310/SF
- 141 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

This is your opportunity to own at the exclusive Palm Bay Club on Siesta Key. This two bedroom two bathroom unit boasts sweeping views of the sparkling Gulf of Mexico waters from its seventh floor vantage point and sits high enough to see over the neighboring complex to the northern end of Crescent Beach. When you can take a moment to step away from your breathtaking view, you will find yourself

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

/28
Est $909,490 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,253 Sq Ft
6300 Midnight Pass Rd Unit 3, Sarasota, FL 34242

6300 Midnight Pass Rd Unit 3, Sarasota, FL 34242

/6
$469,900
- Land
- 0.14 Acre
- $3,356,429 per Acre
5218 Winding Way, Sarasota, FL 34242

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

5218 Winding Way, Sarasota, FL 34242
/2
$1,275,000 Sold Oct 31, 2024
- Land
- 0.26 Acre
- $4,903,846 per Acre
- 18 Days On Market
606 Canal Rd, Sarasota, FL 34242

SPECTACULAR LOCATION ~ ONE BLOCK TO BEACH ~ 5 BLOCKS TO THE VILLAGE. CORNER LOT .26 OF AN ACRE...WE HAVE A PERMIT FOR THE BOAT DOCK ACROSS THE STREET!!

Tony Andrews ANDREWS & ASSOCIATES REALTY

606 Canal Rd, Sarasota, FL 34242

/44
Est $1,175,859 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,071 Sq Ft
1137 Coquille St Unit 107, Sarasota, FL 34242

1137 Coquille St Unit 107, Sarasota, FL 34242

/6
$469,900
- 2 Beds
- 2 Baths
- 944 Sq Ft
5218 Winding Way, Sarasota, FL 34242

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

5218 Winding Way, Sarasota, FL 34242
/2
$495,000 Sold Oct 31, 2024
- 929 Sq Ft
- $533/SF
- 96 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
1350 N Portofino Dr Unit 309, Sarasota, FL 34242

Relax and enjoy Island-style living at Siesta Harbor II, a waterside community bordering the Intracoastal Waterway and the community’s 807-foot boat canal. Nicely maintained and updated, this delightful waterside condominium is fully furnished and ready for your own enjoyment or available to rent on a monthly basis. The southern-facing lanai affords shade in the summer months and a bit of warmth

Peg Davant PREMIER SOTHEBYS INTL REALTY

1350 N Portofino Dr Unit 309, Sarasota, FL 34242

/13
Est $594,863 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
6006 Midnight Pass Rd Unit 57, Sarasota, FL 34242

6006 Midnight Pass Rd Unit 57, Sarasota, FL 34242

/30
$1,395,000
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
329 Avenida Leona, Sarasota, FL 34242

PRICE REDUCTION FOR FAST SALE! A must see and an incredible value on Siesta Key at a prime location. BRING ALL REASONABLE OFFERS! MOVE-IN READY, turn-key furnished opportunity to own a completely remodeled canal front/boat lift/pool home with a just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the

Randy Owens COLDWELL BANKER REALTY

329 Avenida Leona, Sarasota, FL 34242
/2
$925,000 Sold Oct 24, 2024
- 1,144 Sq Ft
- $809/SF
- 103 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
625 Beach Rd Unit 503, Sarasota, FL 34242

Welcome to your Siesta Key coastal retreat! Nestled along the pristine Gulf of Mexico, this turnkey furnished property offers a unique blend of amenities, comfort and breathtaking views. Here’s what makes this coastal haven truly exceptional: This 2-bedroom, 2 full bathroom condo is perched on the desirable 5th floor, offering sweeping views of the Gulf of Mexico and #1 rated Siesta Key Beach

Lenore Treiman MICHAEL SAUNDERS & COMPANY

625 Beach Rd Unit 503, Sarasota, FL 34242

/48
Est $1,325,508 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

/81
$1,599,000
- 2 Beds
- 2 Baths
- 1,466 Sq Ft
5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242

This gulf front sophisticated end unit with lots of natural light and forever simply breathtaking gulf & beach views is a magnificent beach getaway in a gated community! Both luxurious & elegant this 2 bedroom, 2 bath condominium simply wows you! The attractive porcelain flooring adds a glow throughout the entire space. The spacious well designed kitchen is a show stopper featuring exquisite

Cindy Furtado WATERSIDE REALTY LLC

5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242
/2
$650,000 Sold Oct 23, 2024
- 753 Sq Ft
- $863/SF
- 2 Beds
- 1 Bath
- Built 1972
915 Beach Rd Unit 419, Sarasota, FL 34242

Welcome to this 2 bedroom, 1 bathroom condo located across the street from the most beautiful beach, Siesta Key!

Stellar Non-Member Agent Stellar Non-Member Office

915 Beach Rd Unit 419, Sarasota, FL 34242

/68
Est $1,290,767 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

/81
$995,000
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
6415 Midnight Pass Rd Unit 904, Sarasota, FL 34242

Luxurious Coastal Living at its Finest. - PRICE IMPROVEMENT OF $180,000 IN VALUE. Welcome to a lifestyle of unparalleled elegance in this impeccably renovated 9th-floor corner unit at Anchorage Yacht and Tennis on Siesta Key. Revel in the epitome of beachfront living, just steps away from the pristine crystal sands of Siesta Key with deeded beach access.The Anchorage offers a host of exclusive

Rick Bumbaca AZZURRO REALTY

6415 Midnight Pass Rd Unit 904, Sarasota, FL 34242

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