Siesta Key, FL Homes

/60
$425,000 Open Sun 1PM - 3PM
- 1 Bed
- 1 Bath
- 656 Sq Ft
117 Pass Key Rd Unit 117, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower,

Tim Yocum, Sr COLDWELL BANKER REALTY

117 Pass Key Rd Unit 117, Sarasota, FL 34242
/24
$7,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 501, Sarasota, FL 34242

2 BR -- 2 BA -- 4 Person Max -- High Rise -- Beach and Pond View1125-501 is a high-rise unit, located on the Gulf-side of Midnight Pass, approx. 175 yards away from Crescent beach.Open kitchen floor plan with recessed lighting. Granite counters, Stainless steel fridge. Assigned covered parking located in parking garage.Approx. 1200 Sq. Ft. (1480 including the lanai).Condo

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 501, Sarasota, FL 34242
/2
$700,000 Sold Dec 08, 2025

4637 Ocean Blvd, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,065 Sq Ft
- Built 1952
Last Sold Summary
- 20% Below List Price
- $339/SF
- 73 Days On Market
Current Estimated Value $712,985

Last Listing Agent Albert Wooster ALBERT WOOSTER & COMPANY

4637 Ocean Blvd, Sarasota, FL 34242

/44
Est $1,175,755 Not Listed For Sale

1137 Coquille St Unit 107, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,071 Sq Ft
- Built 1983
1137 Coquille St Unit 107, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $611/SF
- 36 Days On Market
Last Sold Price $1,265,000

Last Listing Agent Lorraine Neal Michael Saunders

/58
$1,870,000
- 4 Beds
- 3 Baths
- 2,838 Sq Ft
5334 Calle Florida, Sarasota, FL 34242

Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed

Niall Phelan LPT REALTY, LLC

5334 Calle Florida, 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
$625,000 Sold Feb 20, 2026

6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Built 1967
Last Sold Summary
- 11% Below List Price
- $568/SF
- 54 Days On Market
Current Estimated Value $690,050

Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY

6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242

/13
Est $590,793 Not Listed For Sale

6006 Midnight Pass Rd Unit 57, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- Built 1960
6006 Midnight Pass Rd Unit 57, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $804/SF
- 74 Days On Market
Last Sold Price $675,000

Last Listing Agent steve mularky LACEY REALTY INC

/28
$480,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
Unlisted Address

Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on

Terry Millett GULF SHORES REALTY & RENTALS

Unlisted Address
/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
$1,700,000 Sold Aug 21, 2025

1031 Contento St, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,853 Sq Ft
- Built 1971
Last Sold Summary
- 3% Below List Price
- $917/SF
- 24 Days On Market
Current Estimated Value $1,623,396

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1031 Contento St, Sarasota, FL 34242

/48
Est $1,173,239 Not Listed For Sale

5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1984
5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

Last Sold Summary
- 16% Below List Price
- $1,049/SF
- 40 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

/66
$669,000
- 1 Bed
- 1.5 Baths
- 959 Sq Ft
1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview,

Shane Lewis MICHAEL SAUNDERS & COMPANY

1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
/26
$9,225 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 402, Sarasota, FL 34242

Stylish 2-Bedroom, 2-Bathroom Condo in Peppertree Bay - Siesta Key, FLLooking for the perfect vacation getaway? This stunning 2-bedroom, 2-bathroom condo in the desirable Peppertree Bay community is just what you need! Nestled on the fourth floor, this high-rise retreat offers tranquil pond views and a serene atmosphere.The unit features assigned covered parking under the building for

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 402, Sarasota, FL 34242
/2
$660,000 Sold Feb 26, 2026

1131 Lake House Cir Unit C114, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- $488/SF
Current Estimated Value $698,483

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

1131 Lake House Cir Unit C114, Sarasota, FL 34242

/68
Est $1,155,446 Not Listed For Sale

6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
- Built 1979
6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $676/SF
- 7 Days On Market
Last Sold Price $1,300,000

Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

/67
$4,990,000 New Construction
- 8 Beds
- 8.5 Baths
- 4,380 Sq Ft
135 Avenida Veneccia, Sarasota, FL 34242

Experience elevated coastal living just moments from the powdery sands of Siesta Key Beach and the heart of Siesta Village. This newly built island escape offers eight bedrooms and eight and a half baths, thoughtfully designed for style, comfort, and effortless group living.Step into your own resort-inspired backyard with a shimmering pool, relaxing spa, and a waterslide wrapped in tropical

Curtis Ware KW COASTAL LIVING III

135 Avenida Veneccia, Sarasota, FL 34242
/25
$8,500 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 707, Sarasota, FL 34242

2 BR - 2 BA - 4 Person Max - Gulf side - Mid-Rise - Approx.150 yards from beach This property is a 30 night minimum.This 2-bedroom, 2 bath located on the gulf side is approx. 150 yards from the beach. This unit is on the 7th floor, accessible via elevator or stairs. Plenty of room for dining at the 6-service dining table. Couches, a ceiling fan, and TV in the living room for

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 707, Sarasota, FL 34242
/2
$875,000 Sold Sep 25, 2025

5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 20% Below List Price
- $643/SF
- 493 Days On Market
Current Estimated Value $873,861

Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242

/45
Est $610,756 Not Listed For Sale

1224 Moonmist Cir Unit S3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Built 1968
1224 Moonmist Cir Unit S3, Sarasota, FL 34242

Last Sold Summary
- $449/SF
- 53 Days On Market
Last Sold Price $610,000

Last Listing Agent Helene Hyland COLDWELL BANKER REALTY

/64
$1,275,000 Pending
- 2 Beds
- 2 Baths
- 1,521 Sq Ft
6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242

Under contract-accepting backup offers. Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta

Brian Partie ENGEL + VOELKERS SARASOTA

6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242
/14
$8,000 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 202, Sarasota, FL 34242

Second-Floor Condo in Sought-After Peppertree Bay. 30 day minimum stay. Starting between $250-$347/night!Welcome to this beautifully maintained second-floor condo located in the highly desirable Peppertree Bay community on Siesta Key. Offering a tranquil pond view, this residence provides a peaceful coastal retreat just steps from the Gulf.The condo features a full kitchen equipped with

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 202, Sarasota, FL 34242
/2
$425,000 Sold Mar 13, 2026

6006 Midnight Pass Rd Unit 4, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Built 1960
Last Sold Summary
- 6% Below List Price
- $708/SF
- 5 Days On Market
Current Estimated Value $451,532

Last Listing Agent Dawn Lacey LACEY REALTY INC

6006 Midnight Pass Rd Unit 4, Sarasota, FL 34242

/58
Est $1,483,415 Not Listed For Sale

4712 Ocean Blvd Unit W3, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,277 Sq Ft
- Built 1981
4712 Ocean Blvd Unit W3, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $747/SF
- 20 Days On Market
Last Sold Price $1,700,000

Last Listing Agent Lynn Brock BROCK REALTY INC.

/39
$1,495,000
- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated

Linda Stowe MICHAEL SAUNDERS & COMPANY

5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/26
$7,000 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 702, Sarasota, FL 34242

This property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination with updated finishes and grab bars.The guest bedroom has a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 702, Sarasota, FL 34242
/2
$500,000 Sold Nov 21, 2025

4189 Roberts Point Cir, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,757 Sq Ft
- Built 1930
Last Sold Summary
- 38% Below List Price
- $285/SF
- 315 Days On Market
Current Estimated Value $545,489

Last Listing Agent Shane Lewis MICHAEL SAUNDERS & COMPANY

4189 Roberts Point Cir, Sarasota, FL 34242

/74
Est $838,691 Not Listed For Sale

20 Whispering Sands Dr Unit 205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
20 Whispering Sands Dr Unit 205, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $722/SF
- 111 Days On Market
Last Sold Price $925,000

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

/61
$1,100,000
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
4822 Ocean Blvd Unit 9A, Sarasota, FL 34242

Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely

Darlene Gamble FINE PROPERTIES

4822 Ocean Blvd Unit 9A, Sarasota, FL 34242
/24
$11,105 per month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Apartment for Rent
1055 W Peppertree Dr Unit 207AA, Sarasota, FL 34242

This property is a 30 night minimum. This 2 bedroom, 2 full bath unit is located in a Gulfside Highrise, only steps from Crescent Beach. An open concept living space flows nicely from the formal dining to spectacular views of Peppertree Pond on the lanai. The living area has plenty of comfortable seating for the entire family, a 55" Smart TV, and glass door lanai access. The kitchen has been

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1055 W Peppertree Dr Unit 207AA, Sarasota, FL 34242
/2
$712,000 Sold Nov 21, 2025

5600 Beach Way Dr Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1970
Last Sold Summary
- 6% Below List Price
- $602/SF
- 72 Days On Market
Current Estimated Value $704,945

Last Listing Agent Janell Stuckwisch EXP REALTY LLC

5600 Beach Way Dr Unit 304, Sarasota, FL 34242

/2
Est $1,753,956 Not Listed For Sale

5125 Oxford Dr, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,704 Sq Ft
- Built 1992
5125 Oxford Dr, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $699/SF
- 16 Days On Market
Last Sold Price $1,890,000

Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

/37
$1,450,000 Open Sat 12PM - 3PM
- 3 Beds
- 3 Baths
- 2,090 Sq Ft
4939 Commonwealth Dr, Sarasota, FL 34242

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs

Jessica Hoffman COLDWELL BANKER REALTY

4939 Commonwealth Dr, Sarasota, FL 34242
/27
$7,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 701, Sarasota, FL 34242

2 BR -- 2 BA -- 4 Person Max -- High Rise -- Beach ViewThis property is a 30 night minimum.This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 701, Sarasota, FL 34242
/2
$875,000 Sold May 19, 2025

1900 Cove II Place Unit 135, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,238 Sq Ft
- Built 1979
Last Sold Summary
- $707/SF
Current Estimated Value $833,650

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

1900 Cove II Place Unit 135, Sarasota, FL 34242

/40
Est $1,477,799 Not Listed For Sale

599 Commonwealth Ln, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 2,156 Sq Ft
- Built 1972
599 Commonwealth Ln, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $742/SF
- 142 Days On Market
Last Sold Price $1,600,000

Last Listing Agent Andrew Bers PREMIER SOTHEBY'S INTERNATIONAL REALTY

/37
$1,095,000 Open Sat 12PM - 3PM
- 4 Beds
- 3.5 Baths
- 2,314 Sq Ft
5151 Saint Albans Ave, Sarasota, FL 34242

Charming Coastal Oasis in the Heart of Siesta KeyNestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz

Dianne Anderson COMPASS FLORIDA LLC

5151 Saint Albans Ave, Sarasota, FL 34242
/26
$6,650 per month
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 705, Sarasota, FL 34242

This property is a 30 night minimum.1125 - 705 is a high-rise unit, located on the Gulf-side of Midnight Pass, approx.175 yards away from Crescent beach.Open kitchen floor plan. Newly remodeled kitchen with stainless steel appliances. Dual sink vanity in the Master bathroom. Assigned covered parking located in parking garage.Approx. 1200 Sq. Ft. (1480 including the lanai). Condo

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 705, Sarasota, FL 34242
/2
$3,600,000 Sold Mar 10, 2026

5400 Ocean Blvd Unit 12-2, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,374 Sq Ft
- Built 1970
Last Sold Summary
- 10% Below List Price
- $1,516/SF
- 92 Days On Market
Current Estimated Value $3,795,732

Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 12-2, Sarasota, FL 34242

/70
Est $1,815,986 Not Listed For Sale

4099 Higel Ave, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 4,223 Sq Ft
- Built 1991
4099 Higel Ave, Sarasota, FL 34242

Last Sold Summary
- 7% Above List Price
- $403/SF
- 268 Days On Market
Last Sold Price $1,700,000

Last Listing Agent Joshua Beckmann BECKMANN REAL ESTATE

Showing Results 481 - 520, Page 13 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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