Siesta Key, FL Homes

/52
$699,000
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
6012 W Peppertree Way Unit 227B, Sarasota, FL 34242

Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer.

Cheryl Santelli PEPPERTREE BAY REALTY INC

6012 W Peppertree Way Unit 227B, Sarasota, FL 34242
/26
$10,230 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242

Completely remodeled in 2019. Endless Gulf views from every room. TWO queen sized beds in Master, two twins in second bedroom means plenty of space for your family, and everything is new and sparkling clean! Additional Person fees may apply. Enjoy a dip in one of the largest pools on Siesta Key! This second floor apartment has direct gulf views for stunning sunsets of the only beach to be voted

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242
/2
$20,000 Sold Apr 25, 2025

915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
- Built 2009
Last Sold Summary
- 74% Below List Price
- $11/SF
- 175 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242

/57
Est $707,554 Not Listed For Sale

6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
- Built 1967
6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $681/SF
- 26 Days On Market
Last Sold Price $825,000

Last Listing Agent Ned Sharpenter WATERSIDE REALTY LLC

/53
$2,000,000 Open Sun 12PM - 3PM
- 3 Beds
- 3.5 Baths
- 2,882 Sq Ft
951 Contento St, Sarasota, FL 34242

Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

951 Contento St, Sarasota, FL 34242
/19
$8,300 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242

Paradise is found at Villa 39 at Aloha Kai! Meticulously renovated, this villa stands out with its beamed ceilings and open floor plan, creating a cozy and inviting atmosphere from the moment you step inside this exceptional beach retreat. The primary bedroom features relaxing coastal decor and a spa-like private bath, while guests will feel equally comfortable in the thoughtfully designed living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242
/2
$890,000 Sold Apr 01, 2025

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1981
Last Sold Summary
- 9% Below List Price
- $654/SF
- 124 Days On Market
Current Estimated Value $902,212

Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

5760 Midnight Pass Rd Unit 702, Sarasota, FL 34242

/21
Est $546,182 Not Listed For Sale

5128 Calle Minorga Unit 5128, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 766 Sq Ft
- Built 1965
5128 Calle Minorga Unit 5128, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $717/SF
- 4 Days On Market
Last Sold Price $549,000

Last Listing Agent Frank Harris COAST 2 COAST HOME REALTY, PLLC

/48
$1,150,000
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
1002 Glebe Ln, Sarasota, FL 34242

Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows and abundant natural light, with French doors opening seamlessly to the private

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1002 Glebe Ln, Sarasota, FL 34242
/23
$8,550 per month
- 2 Beds
- 1 Bath
- 1,014 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242

Welcome to Villa #27, your home away from home on beautiful Crescent Beach, Siesta Key. As one of Aloha Kai’s closest villas to the Gulf of Mexico, you are just steps away from the top-rated beach in the United States. The villa’s décor is comfy and casual, featuring two sofas, a dining table that seats six, and an open kitchen—perfect for relaxing evenings in. Kick back and enjoy a late-night

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242
/2
$875,000 Sold Jan 15, 2026

757 Beach Rd Unit 300, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,181 Sq Ft
- Built 1970
Last Sold Summary
- $741/SF
Current Estimated Value $869,092

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

757 Beach Rd Unit 300, Sarasota, FL 34242

/64
Est $590,398 Not Listed For Sale

225 Hourglass Way Unit 307, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
225 Hourglass Way Unit 307, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $492/SF
- 3 Days On Market
Last Sold Price $625,000

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

/52
$599,800
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242

Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor

Anthony DeLuca DELUCA REALTY INC

6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242
/18
$7,367 per month
- 2 Beds
- 1 Bath
- 728 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 7, Sarasota, FL 34242

ife is good at the beach! This light, bright, and beautifully maintained 2-bedroom, 1-bath villa at Aloha Kai is ready for your arrival—just drop your bags and head straight to the pool or beach. Featuring stainless steel appliances, an open-concept floor plan, and a screened porch, the villa offers the perfect blend of comfort and style. Located on Siesta Key, a renowned barrier island on

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 7, Sarasota, FL 34242
/2
$1,125,000 Sold Feb 19, 2026

5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Built 1971
Last Sold Summary
- 4% Below List Price
- $959/SF
- 6 Days On Market
Current Estimated Value $1,084,157

Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242

/34
Est $571,444 Not Listed For Sale

4660 Ocean Blvd Unit F1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1971
4660 Ocean Blvd Unit F1, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $541/SF
- 48 Days On Market
Last Sold Price $649,000

Last Listing Agent Glenn Zakaria NEW DOOR REAL ESTATE LLC

/36
$600,000 Pending
- 2 Beds
- 2 Baths
- 921 Sq Ft
5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Siesta Key Beachfront Living at Jamaica Royale--Experience the best of coastal Florida in this fully renovated two-bedroom, two-bath condominium, perfectly situated on world-famous Siesta Key Beach. With 300 feet of private, powder-white quartz sand just steps away and no roads to cross, this Jamaica Royale

Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242
/14
$5,970 per month
- 1 Bed
- 1.5 Baths
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242

Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquility—whether it’s a leisurely walk on the beach, a refreshing swim in the pool, reading on the front porch, or grilling on the back patio. Your only task is to enjoy the day exactly as you please. Located on Siesta Key, a popular

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242
/2
$450,000 Sold Dec 19, 2025

1350 N Portofino Dr Unit 208, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1969
Last Sold Summary
- 18% Below List Price
- $484/SF
- 188 Days On Market
Current Estimated Value $447,868

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

1350 N Portofino Dr Unit 208, Sarasota, FL 34242

/55
Est $1,110,753 Not Listed For Sale

6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 1977
6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $988/SF
- 87 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Tom Ward WATERSIDE REALTY LLC

/42
$475,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242

Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community

Lisa Blakeney COLDWELL BANKER REALTY

5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
/12
$10,230 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242

This beautiful condo, is right ON the beach! Siesta Key Beach, designated #1 beach in America, Unit #301 offers a superior, sweeping view of the entire 6 mile long, white sand (quartz) beach. Sliding glass doors open to the lanai and to the living room to allow for sea breezes and sounds of the surf. Each bedroom has the same dramatic view and you are just steps from the beach. Private Wireless

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242
/2
$2,200,000 Sold Apr 02, 2025

447 Canal Rd Unit 447, Sarasota, FL 34242
- 3 Beds
- 4 Baths
- 2,635 Sq Ft
- Built 2003
Last Sold Summary
- 12% Below List Price
- $835/SF
- 81 Days On Market
Current Estimated Value $2,082,866

Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY

447 Canal Rd Unit 447, Sarasota, FL 34242

/86
Est $628,023 Not Listed For Sale

6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
- Built 1975
6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $544/SF
- 54 Days On Market
Last Sold Price $700,000

Last Listing Agent Lorraine Durinzi KELLER WILLIAMS ON THE WATER S

/55
$2,495,000 Pending
- 3 Beds
- 2.5 Baths
- 2,085 Sq Ft
5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242

Upscale, fully renovated & furnished 3 bed 2 1/2 bath beach luxury escape! Located in the heart of Siesta Key at the exclusive & sought after Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. Enjoy direct beach access just steps away from your front door with breath taking sunsets, sandy white powder that stretches 800 feet across this 32

Sylvia Wilk PREFERRED SHORE LLC

5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242
/14
$7,500 per month
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242

Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242
/2
$810,000 Sold Nov 21, 2025

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Built 1974
Last Sold Summary
- 25% Below List Price
- $696/SF
- 264 Days On Market
Current Estimated Value $813,793

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

/40
Est $490,083 Not Listed For Sale

5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $543/SF
- 12 Days On Market
Last Sold Price $550,000

Last Listing Agent Gail Runyon LLC COLDWELL BANKER REALTY

/77
$1,700,000
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
915 Seaside Dr Unit 604, Sarasota, FL 34242

Live in it, rent it or enjoy the best of both worlds.Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key

Mark Coppens EXP REALTY LLC

915 Seaside Dr Unit 604, Sarasota, FL 34242
/19
$8,370 per month
- 2 Beds
- 1 Bath
- 744 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242

You’ll love the light, bright coastal décor of the beautifully appointed and inviting Villa 31 at Aloha Kai. This little piece of paradise offers effortless living and a stay so enjoyable, leaving feels impossible. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242
/2
$900,000 Sold Aug 29, 2025

5108 Saint Albans Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 1,767 Sq Ft
- Built 1968
Last Sold Summary
- 20% Below List Price
- $509/SF
- 57 Days On Market
Current Estimated Value $901,674

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

5108 Saint Albans Ave, Sarasota, FL 34242

/2
Est $8,365,733 Not Listed For Sale

241 Cedar Park Cir, Sarasota, FL 34242
- 5 Beds
- 8 Baths
- 6,838 Sq Ft
- Built 1998
241 Cedar Park Cir, Sarasota, FL 34242

Last Sold Summary
- 19% Below List Price
- $1,514/SF
- 1 Day On Market
Last Sold Price $10,350,000

Last Listing Agent Tammy Garner COLDWELL BANKER REALTY

/76
$1,350,000
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242

Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is

Tina Johns COLDWELL BANKER REALTY

5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242
/22
$7,470 per month
- 1 Bed
- 1 Bath
- 612 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242

If you’re seeking a peaceful beach hideaway, Villa 5 at Aloha Kai is the perfect escape. Featuring tropical decor, this inviting villa encourages you to kick off your shoes, slip into your bathing suit, and head to the pool or beach. Enjoy the tranquility of the front porch while listening to early morning birdsong or the gentle afternoon breezes. Located on Siesta Key, a popular barrier island

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242
/2
$925,000 Sold Dec 08, 2025

396 Avenida Madera, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,964 Sq Ft
- Built 1958
Last Sold Summary
- 20% Below List Price
- $471/SF
- 148 Days On Market
Current Estimated Value $924,233

Last Listing Agent Michael Nogueira LUXURY & BEACH REALTY INC

396 Avenida Madera, Sarasota, FL 34242

/2
Est $4,817,197 Not Listed For Sale

5418 Siesta Cove Dr, Sarasota, FL 34242
- 5 Beds
- 5.5 Baths
- 4,230 Sq Ft
- Built 2020
5418 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $1,182/SF
- 5 Days On Market
Last Sold Price $5,000,000

Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

/37
$6,000,000
- 5 Beds
- 7 Baths
- 4,496 Sq Ft
5507 Calle Del Invierno, Sarasota, FL 34242

There is only one – The Lookout. Effortlessly close to everything yet a world apart, this modern Siesta Key estate embodies the essence of the Vunique Homes experience—architectural artistry, intentional design, and a lifestyle defined by luxury and ease. Steps from Siesta Key Beach and the vibrant Siesta Village, this turnkey furnished residence is ideally positioned for those who value

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5507 Calle Del Invierno, Sarasota, FL 34242
/12
$8,340 per month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Experience breathtaking, unobstructed views of the sparkling Gulf of Mexico and the pristine shores of Crescent Beach from the spacious 3rd-floor lanai of this beautifully appointed two-bedroom, two-bathroom beachfront apartment. Perfectly designed for comfort and relaxation, this well-maintained unit features a fully equipped kitchen with all the essentials needed to prepare everything from

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/2
$3,990,000 Sold Aug 12, 2025

4815 Featherbed Ln, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 3,329 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $1,199/SF
- 178 Days On Market
Current Estimated Value $3,723,596

Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

4815 Featherbed Ln, Sarasota, FL 34242

/66
Est $458,817 Not Listed For Sale

1300 N Portofino Dr Unit 202, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
1300 N Portofino Dr Unit 202, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $510/SF
- 88 Days On Market
Last Sold Price $505,000

Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

Showing Results 401 - 440, Page 11 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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