Siesta Key, FL Homes

/31
$950,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
757 Beach Rd Unit 310, Sarasota, FL 34242

Front row view of the world-renowned Siesta Key Beach. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large

Shirley LaGrange COLDWELL BANKER REALTY

757 Beach Rd Unit 310, Sarasota, FL 34242
/23
$6,900 Per Month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

Andy Moore GULF COAST REALTY & MANAGEMENT

1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
/2
$425,000 Sold Sep 11, 2025

6029 E Peppertree Way Unit 116, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
- Built 1973
Last Sold Summary
- 27% Below List Price
- $436/SF
- 234 Days On Market
Current Estimated Value $440,453

Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

6029 E Peppertree Way Unit 116, Sarasota, FL 34242

/45
Est $611,421 Not Listed For Sale

5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $618/SF
- 172 Days On Market
- Last Sold Price $680,000
- Jun 21, 2024
Last Listing Agent Kara Wootson WAGNER REALTY

/49
$1,350,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242

Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the

Rudy Dudon MICHAEL SAUNDERS & COMPANY

6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242
/9
$6,930 Per Month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
/2
$1,000,000 Sold May 12, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1952
Last Sold Summary
- 13% Below List Price
- $488/SF
- 6 Days On Market
Current Estimated Value $970,516

Last Listing Agent Frederick Insogna COLDWELL BANKER REALTY

Unlisted Address

/45
Est $643,375 Not Listed For Sale

5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 328, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $750/SF
- 18 Days On Market
- Last Sold Price $750,000
- Dec 07, 2023
Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

/37
$2,500,000
- 4 Beds
- 3.5 Baths
- 3,250 Sq Ft
1248 Northport Dr, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot

Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

1248 Northport Dr, 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
$600,000 Sold Aug 29, 2025

4522 Banan Place, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 978 Sq Ft
- Built 1962
Last Sold Summary
- 17% Below List Price
- $613/SF
- 191 Days On Market
Current Estimated Value $651,620

Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

4522 Banan Place, Sarasota, FL 34242

/47
Est $1,310,067 Not Listed For Sale

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

Last Sold Summary
- 31% Above List Price
- $780/SF
- 15 Days On Market
- Last Sold Price $1,000,000
- Nov 20, 2023
Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

/34
$2,240,000
- 3 Beds
- 2.5 Baths
- 1,670 Sq Ft
462 Island Cir, Sarasota, FL 34242

Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

Dan Miller PREFERRED SHORE LLC

462 Island Cir, 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
$5,600,000 Sold Jan 22, 2026

251 Cedar Park Cir, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,446 Sq Ft
- Built 2013
Last Sold Summary
- 7% Below List Price
- $1,625/SF
- 20 Days On Market
Current Estimated Value $5,532,024

Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

251 Cedar Park Cir, Sarasota, FL 34242

/27
Est $636,087 Not Listed For Sale

6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1967
6140 Midnight Pass Rd Unit VILLA D3, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $676/SF
- 0 Days On Market
- Last Sold Price $722,500
- Nov 03, 2023
Last Listing Agent Barrett Webber BEACHY PROPERTIES

/39
$1,350,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
/37
$10,000 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 102, Sarasota, FL 34242

A 3 month stay is preferred but will accept a 2 month stay, possible 1 month. Call the office for details.Luxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building.The unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting.The kitchen is fully updated with stainless steel appliances, gorgeous counter

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 102, Sarasota, FL 34242
/2
$1,950,000 Sold Dec 18, 2025

5430 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
- Built 1951
Last Sold Summary
- 22% Below List Price
- $970/SF
- 225 Days On Market
Current Estimated Value $1,865,583

Last Listing Agent Jonathan Minerick HOMECOIN.COM

5430 Avenida Del Mare, Sarasota, FL 34242

/73
Est $567,711 Not Listed For Sale

1500 Cove II Place Unit 532, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1500 Cove II Place Unit 532, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $733/SF
- 41 Days On Market
- Last Sold Price $630,000
- Oct 27, 2023
Last Listing Agent Jason Wood CORCORAN DWELLINGS REALTY

/35
$734,000
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized

Roger Pettingell COLDWELL BANKER REALTY

1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
/38
$8,900 Per Month
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242

Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal

Andy Moore GULF COAST REALTY & MANAGEMENT

1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242
/2
$4,095,000 Sold Jan 26, 2026

5078 Sandy Beach Ave, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $1,294/SF
- 2 Days On Market
Current Estimated Value $4,051,320

Last Listing Agent Darlene Gamble FINE PROPERTIES

5078 Sandy Beach Ave, Sarasota, FL 34242

/79
Est $717,068 Not Listed For Sale

1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,139 Sq Ft
- Built 1975
1325 S Portofino Dr Unit 505 PH-D, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $641/SF
- 48 Days On Market
- Last Sold Price $730,000
- Dec 29, 2023
Last Listing Agent Ian McPherson COLDWELL BANKER REALTY

/46
$1,385,000
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/20
$3,150 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 302, Sarasota, FL 34242

55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether

Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

1250 N Portofino Dr Unit 302, Sarasota, FL 34242
/2
$700,000 Sold Dec 22, 2025

5223 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
- Built 1967
Last Sold Summary
- 30% Below List Price
- $480/SF
- 161 Days On Market
Current Estimated Value $725,098

Last Listing Agent Justin Harris REAL BROKER, LLC

5223 Shadow Lawn Dr, Sarasota, FL 34242

/79
Est $808,156 Not Listed For Sale

1600 Cove II Place Unit 424, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
- Built 1979
1600 Cove II Place Unit 424, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $474/SF
- 28 Days On Market
- Last Sold Price $815,000
- Aug 18, 2023
Last Listing Agent Peter Lev EXCEPTIONS REALTY

/2
$3,400,000 New Construction
- 5 Beds
- 5.5 Baths
- 3,200 Sq Ft
4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242

Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside

Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242
/38
$3,500 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit G1, Sarasota, FL 34242

Discover your sunlit retreat in the desirable waterfront community of Sea Village on Siesta Key! This ground-floor, 2-bedroom, 2-bathroom condo offers a bright and spacious living environment. The open kitchen is perfect for those who enjoy cooking, and the living area provides ample space for relaxation and entertaining. Each bedroom is a comfortable haven with custom closets for added

Beth Dilley ASCENDIA REAL ESTATE

4660 Ocean Blvd Unit G1, Sarasota, FL 34242
/2
$1,595,000 Sold Sep 02, 2025

5121 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,270 Sq Ft
- Built 1983
Last Sold Summary
- $703/SF
- 1 Day On Market
Current Estimated Value $1,580,321

Last Listing Agent Mark Coppens EXP REALTY LLC

5121 Oxford Dr, Sarasota, FL 34242

/17
Est $497,504 Not Listed For Sale

6334 Midnight Pass Rd Unit 45, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 612 Sq Ft
- Built 1962
6334 Midnight Pass Rd Unit 45, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $899/SF
- 0 Days On Market
- Last Sold Price $550,000
- Jun 22, 2023
Last Listing Agent Melissa Cheetham LPT REALTY, LLC

/75
$875,000
- 1 Bed
- 1 Bath
- 1,041 Sq Ft
6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 1⁄2

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242
/31
$6,000 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 605, Sarasota, FL 34242

2 BR - 2 BA - 6 Person Max - Pond View - Gulf-side High-rise - Approx. 150 yards from beachThis property is a 30 night minimum.Unit 1125-605 offers assigned covered parking under the building.The master bedroom offers a King bed and a walk-in glass door shower with 2 vanities.The guest bedroom offers 2 twin beds and a walk-in glass door shower with one vanity.Enjoy the futon

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 605, Sarasota, FL 34242
/2
$20,000 Sold Mar 03, 2026

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
- Built 2009
Last Sold Summary
- 43% Below List Price
- $8/SF
- 51 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242

/69
Est $571,310 Not Listed For Sale

5600 Beach Way Dr Unit 209, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 209, Sarasota, FL 34242

Last Sold Summary
- 3% Below List Price
- $499/SF
- 0 Days On Market
- Last Sold Price $590,000
- Jun 15, 2023
Last Listing Agent Michael Bridges RE/MAX

/26
$800,000
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning

Alex Chau COLDWELL BANKER REALTY

6236 Midnight Pass Rd Unit 305, 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 Nov 24, 2025

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1968
Last Sold Summary
- 5% Below List Price
- $497/SF
- 0 Days On Market
Current Estimated Value $684,655

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

/61
Est $975,892 Not Listed For Sale

1319 Dockside Place Unit 221, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,827 Sq Ft
- Built 1982
1319 Dockside Place Unit 221, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $588/SF
- 141 Days On Market
- Last Sold Price $1,075,000
- May 08, 2024
Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

Showing Results 201 - 240, Page 6 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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