Siesta Key, FL Homes

/59
$125,000
- 3 Beds
- 3 Baths
- 1,780 Sq Ft
915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

Kelly Mooney

DOUGLAS ELLIMAN

(941) 256-2943

915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
/53
$6,000 per month
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
- House for Rent
1224 S View Dr, Sarasota, FL 34242

Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high

Beth Dilley ASCENDIA REAL ESTATE

1224 S View Dr, Sarasota, FL 34242
/2
$520,000 Sold Mar 26, 2025

1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 975 Sq Ft
- Built 1974
Last Sold Summary
- 19% Below List Price
- $533/SF
- 36 Days On Market
Current Estimated Value $513,658

Last Listing Agent Marc Rasmussen CORCORAN DWELLINGS REALTY

1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

/50
Est $4,502,600 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,214 Sq Ft
3954 Roberts Point Rd, Sarasota, FL 34242

3954 Roberts Point Rd, Sarasota, FL 34242

/46
$18,000
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242

Fractional Ownership. Summer Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on

Kelly Mooney

DOUGLAS ELLIMAN

(941) 269-1352

915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242
/40
$3,500 per month
- 2 Beds
- 1.5 Baths
- 1,122 Sq Ft
- Townhouse for Rent
11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242

SIESTA KEY...11 SANDY COVE RD. #8F. This 2 bedroom, 1.5 bathrooms is located in the sought after Sandy Cove Community, just steps away from Siesta Village with its own private beach. Plenty of restaurants and shopping. Enjoy breathtaking Gulf sunsets from this fully turnkey furnished townhouse ready for you to enjoy. Don't miss out on living the Florida life style at its best. Call now for a

Teresa Ribaudo JENNETTE PROPERTIES INC

11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242
/2
$1,100,000 Sold Jun 16, 2025

5239 Siesta Cove Dr, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,333 Sq Ft
- Built 1983
Last Sold Summary
- 20% Below List Price
- $471/SF
- 86 Days On Market
Current Estimated Value $1,100,426

Last Listing Agent Christopher Grant GRANT TEAM REAL ESTATE, LLC

5239 Siesta Cove Dr, Sarasota, FL 34242

/60
Est $7,177,746 Not Listed For Sale
- 6 Beds
- 6.5 Baths
- 6,369 Sq Ft
5131 Jungle Plum Rd, Sarasota, FL 34242

5131 Jungle Plum Rd, Sarasota, FL 34242

/24
$349,000
- 1 Bed
- 1 Bath
- 797 Sq Ft
5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242

PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene

Jim Gammello

WILLIAM RAVEIS REAL ESTATE

(941) 207-9258

5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242
/43
$17,000 per month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

Beachfront Bliss at Casa Mar – Siesta Key Discover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach. Why You’ll Love This Condo: Prime Beachfront Location – Step right onto the powdery whit e sands of Crescent Beach Classic Coastal Charm – Thoughtfully

Robert Bevington SHOWTIME REALTY

6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
/2
$735,000 Sold Nov 27, 2025

1055 Beach Rd Unit B204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,204 Sq Ft
- Built 1981
Last Sold Summary
- 5% Below List Price
- $610/SF
- 29 Days On Market
Last Listing Agent Jason Wood CORCORAN DWELLINGS REALTY

1055 Beach Rd Unit B204, Sarasota, FL 34242

/2
Est $683,977 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242

5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242

/44
$599,800 Pending
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
6415 Midnight Pass Rd Unit 702, Sarasota, FL 34242

Under contract-accepting backup offers. Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. This condominium is on the 7th floor facing north. Wait till you see the sunsets. Even a lightning storm is going to be fantastic from your large lanai perfect for entertaining. The main bedroom is big lots of with a walk-in shower. Guest

Anthony DeLuca

DELUCA REALTY INC

(941) 367-4587

6415 Midnight Pass Rd Unit 702, Sarasota, FL 34242
/22
$8,000 per month
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
- Condo for Rent
6044 W Peppertree Way Unit 233B, Sarasota, FL 34242

This property is a 30 night minimum. Welcome to your perfect vacation retreat! This beautifully appointed 3-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience. Situated in a prime location, this property provides the perfect base for your getaway, whether you’re seeking relaxation, adventure, or a little of both. Step inside to find a spacious open-concept living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6044 W Peppertree Way Unit 233B, Sarasota, FL 34242
/2
$5,400,000 Sold Mar 12, 2025

147 Avenida Veneccia, Sarasota, FL 34242
- 7 Beds
- 7 Baths
- 3,510 Sq Ft
- Built 2023
Last Sold Summary
- $1,538/SF
- 0 Days On Market
Current Estimated Value $5,078,022

Last Listing Agent Curtis Ware KW COASTAL LIVING III

147 Avenida Veneccia, Sarasota, FL 34242

/62
Est $635,057 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,359 Sq Ft
5600 Beach Way Dr Unit 101, Sarasota, FL 34242

5600 Beach Way Dr Unit 101, Sarasota, FL 34242

/81
$2,149,000 Open Sat 1PM - 3PM
- 4 Beds
- 3 Baths
- 2,657 Sq Ft
4817 Ocean Blvd, Sarasota, FL 34242

Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart ofSiesta KeySet on a tranquil spring-fed lake just moments from Siesta Beach and the Village, thisflood resilient and meticulously maintained coastal residence offers year-roundenjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, itblends timeless coastal style with

Gerard Healy

WILLIAM RAVEIS REAL ESTATE

(941) 541-8336

4817 Ocean Blvd, Sarasota, FL 34242
/23
$8,050 per month
- 2 Beds
- 2 Baths
- 975 Sq Ft
- Condo for Rent
6053 E Peppertree Way Unit 118, Sarasota, FL 34242

This property is a 30 night minimum. This unit has been completely renovated and offers spectacular views of the Intracoastal waterway and pier! The sliders to the lanai open to the screened-in area for fresh air and seamless indoor/outdoor living.The unit offers easy access to the walking paths that leads to the fishing pier and to the bay-side pool and clubhouse.This condo has 2

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6053 E Peppertree Way Unit 118, Sarasota, FL 34242
/2
$692,000 Sold Oct 06, 2025

6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $499/SF
- 165 Days On Market
Current Estimated Value $671,317

Last Listing Agent Marci McFarland MICHAEL SAUNDERS & COMPANY

6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242

/2
Est $581,707 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

/47
$1,099,000
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242

Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium association. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated inside. From the kitchen, bathrooms, plantation shutters, crown molding and more. Wi-Fi

Anthony DeLuca

DELUCA REALTY INC

(941) 368-4048

5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242
/29
$10,700 per month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
6018 W Peppertree Way Unit 231B, Sarasota, FL 34242

Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous 2 bedroom 2 bath stunning beach view condo overlooking the pool. This beautiful condo is just steps from the pool and Direct Beach Access. Amenities for the complex include: 2 fitness centers, 2 heated pools, a fishing pier, 2 clubhouses, pickle-ball and tennis courts. You will enjoy hopping on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
/2
$645,000 Sold Jun 17, 2025

6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
- Built 1975
Last Sold Summary
- 1% Below List Price
- $500/SF
- 3 Days On Market
Current Estimated Value $631,537

Last Listing Agent Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242

/72
Est $631,276 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

/82
$330,000
- 1 Bed
- 1 Bath
- 797 Sq Ft
5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

PRICE IMPROVEMENT: Affordable, Pet-Friendly Siesta Key Beach Condo Now Offered at $330,000 Experience the allure of coastal living at White Sands Village, ideally located along Midnight Pass Road on stunning Siesta Key. This beautifully furnished one-bedroom, one-bathroom residence is just a short walk from the world-famous Siesta Key Public Beach, making it an exceptional opportunity for beach

Jim Gammello

WILLIAM RAVEIS REAL ESTATE

(941) 206-4956

5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
/21
$7,800 per month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
6039 E Peppertree Way Unit 222, Sarasota, FL 34242

This property is a 30 night minimum.This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass.The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head.The guest bedroom has a king bed, a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6039 E Peppertree Way Unit 222, Sarasota, FL 34242
/2
$3,270,000 Sold Apr 01, 2025

77 Sandy Hook Rd N, Sarasota, FL 34242
- 2 Beds
- 2.5 Baths
- 2,627 Sq Ft
- Built 1966
Last Sold Summary
- 14% Below List Price
- $1,245/SF
- 75 Days On Market
Current Estimated Value $3,109,312

Last Listing Agent Daniel Shattuck FLORIDA REALTY INVESTMENTS

77 Sandy Hook Rd N, Sarasota, FL 34242

/36
Est $879,842 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
1600 Cove II Place Unit 420, Sarasota, FL 34242

1600 Cove II Place Unit 420, Sarasota, FL 34242

/51
$60,000
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

Kelly Mooney

DOUGLAS ELLIMAN

(941) 369-8950

915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
/27
$6,000 per month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- Condo for Rent
6052 W Peppertree Way Unit 235B, Sarasota, FL 34242

This property is a 30 night minimum. 6052 WPW is a Large Garden condo, located approximately 50 yards away from Crescent BeachOpen porch lanai with a 6 person table. Recessed lighting in both bathrooms. Master bathroom has a seat. Recessed lighting in the kitchen. This unit has access to a private garageApprox. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding: Master

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6052 W Peppertree Way Unit 235B, Sarasota, FL 34242
/2
$1,400,000 Sold Dec 18, 2025

4865 Featherbed Ln, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 4,482 Sq Ft
- Built 1955
Last Sold Summary
- 26% Below List Price
- $312/SF
- 348 Days On Market
Last Listing Agent Janet Boyden PREMIER SOTHEBY'S INTERNATIONAL REALTY

4865 Featherbed Ln, Sarasota, FL 34242

/35
Est $1,938,599 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,774 Sq Ft
6900 Bochi Cir, Sarasota, FL 34242

6900 Bochi Cir, Sarasota, FL 34242

/88
$2,750,000
- 4 Beds
- 4.5 Baths
- 3,764 Sq Ft
4712 Higel Ave, Sarasota, FL 34242

Gated Siesta Key Estate with Guest House & Boating Access. Experience the best of Siesta Key living, where award-winning white quartz sand beaches meet a relaxed island lifestyle, just minutes from Sarasota’s vibrant arts, dining, and cultural attractions. Tucked inside its own gated enclave, this exceptional waterfront estate with a detached guest house is surrounded by lush tropical

Carla Rayman Kidd

COLDWELL BANKER REALTY

(941) 401-0936

4712 Higel Ave, Sarasota, FL 34242
/28
$10,200 per month
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
6042 W Peppertree Way Unit 224B, Sarasota, FL 34242

his is a 3 bedroom, 2 bathroom, ground floor condo. Sleeps 6How about this location!! Gulf-side close to the Beach, Pool, Clubhouse and Fitness room.Lanai faces due west and you still have your privacy. Split Level unit with your own private one car garage, soaring living room ceiling, open kitchen silestone countertops throughout, new a/c, lanai has its own a/c split system; full size

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6042 W Peppertree Way Unit 224B, Sarasota, FL 34242
/2
$670,000 Sold May 28, 2025

1113 Lake House Cir Unit C110, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $496/SF
- 23 Days On Market
Current Estimated Value $649,568

Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

1113 Lake House Cir Unit C110, Sarasota, FL 34242

/47
Est $831,977 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,307 Sq Ft
1321 Dockside Place, Sarasota, FL 34242

1321 Dockside Place, Sarasota, FL 34242

/52
$75,000
- 3 Beds
- 3 Baths
- 1,780 Sq Ft
915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

Kelly Mooney

DOUGLAS ELLIMAN

(941) 271-5462

915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
/16
$10,770 per month
- 4 Beds
- 4 Baths
- 1,552 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242

Villa 52N at Aloha Kai offers the perfect escape for your next beach vacation, featuring three comfortable bedrooms and the convenience of an in-unit washer and dryer. Located on Siesta Key—a popular barrier island along Florida’s breathtaking West Coast—this villa is part of Aloha Kai, a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently ranked the

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242
/2
$650,000 Sold Sep 12, 2025

6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
- Built 1975
Last Sold Summary
- 6% Below List Price
- $505/SF
- 11 Days On Market
Current Estimated Value $633,510

Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

/2
Est $6,732,857 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 7,506 Sq Ft
1250 Hidden Harbor Way, Sarasota, FL 34242

1250 Hidden Harbor Way, Sarasota, FL 34242

Showing Results 41 - 80, Page 2 of 18

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