Siesta Key, FL Homes

/77
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,480 Sq Ft
548 Beach Rd Unit 540A, Sarasota, FL 34242

Rarely available on Siesta Key, this beautifully renovated Tiffany Sands townhome with beach views offers an exceptional blend of space, style, and prime location. The open floor plan features three spacious bedrooms—each with walk-in closets—along with three and a half baths and a versatile first-floor bonus room with a full bath and private entrance, perfect for guests, a home office, or

Jennifer Thompson

WILLIAM RAVEIS REAL ESTATE

(941) 206-4108

548 Beach Rd Unit 540A, Sarasota, FL 34242
Explore Siesta Key
/22
$4,800 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242

Available January through April, this stylishly furnished 2-bedroom, 2-bath Siesta Key condo offers an effortless blend of modern comfort and laid-back coastal living. Located just moments from Siesta Key Village and world-famous Siesta Beach, renowned for its powdery quartz sand and consistently ranked the #1 beach in the U.S., this updated second-floor retreat places you in the heart of island

Kevin Bryceland

RANCH REALTY

(941) 688-9685

4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
/2
$1,550,000 Sold Mar 16, 2026

557 Venice Ln, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 3,213 Sq Ft
- Built 1979
Last Sold Summary
- 13% Below List Price
- $482/SF
- 15 Days On Market
Current Estimated Value $1,508,785

Last Listing Agent Estela Ziu COMPASS FLORIDA, LLC

557 Venice Ln, Sarasota, FL 34242

/2
Est $1,199,121 Not Listed For Sale

6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,009 Sq Ft
- Built 1968
6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $1,283/SF
- 11 Days On Market
Last Sold Price $1,295,000

Last Listing Agent Tom Ward WATERSIDE REALTY LLC

/35
$729,000
- 2 Beds
- 2 Baths
- 1,463 Sq Ft
1200 E Peppertree Ln Unit 302, Sarasota, FL 34242

PRICE IMPROVEMENT OF $20.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully

Renee Nadiv

WILLIAM RAVEIS REAL ESTATE

(941) 421-5862

1200 E Peppertree Ln Unit 302, Sarasota, FL 34242
/50
$6,300 per month
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Condo for Rent
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available September 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet)RENTED LONG TERM. Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the

Marianne LeBar

ROSEBAY INTERNATIONAL REALTY, INC

(941) 213-8487

5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
/2
$465,000 Sold Mar 03, 2026

73 Avenida Messina Unit 6, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 408 Sq Ft
- Built 1969
Last Sold Summary
- 2% Below List Price
- $1,140/SF
- 2 Days On Market
Current Estimated Value $458,689

Last Listing Agent Maxwell Mann MICHAEL SAUNDERS & COMPANY

73 Avenida Messina Unit 6, Sarasota, FL 34242

/2
Est $2,546,837 Not Listed For Sale

5412 Siesta Cove Dr, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 3,198 Sq Ft
- Built 1979
5412 Siesta Cove Dr, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $860/SF
- 5 Days On Market
Last Sold Price $2,750,000

Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

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

Under contract-accepting backup offers. 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. Don’t be deceived by the 1977 construction date. A 2003 addition doubled the size of this home. Metal

Carla Rayman Kidd

COLDWELL BANKER REALTY

(941) 401-0936

4712 Higel Ave, Sarasota, FL 34242
/56
$13,000 per month
- 5 Beds
- 5 Baths
- 3,126 Sq Ft
- House for Rent
5624 Cape Leyte Dr, Sarasota, FL 34242

Prime Siesta Key Location – Fully Furnished Coastal Luxury – Walk to Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail

Wally Sabrii

SARASOTA INTERNATIONAL REALTY

(941) 677-1784

5624 Cape Leyte Dr, Sarasota, FL 34242
/2
$440,000 Sold Jun 17, 2025

6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Built 1974
Last Sold Summary
- 9% Below List Price
- $400/SF
- 74 Days On Market
Current Estimated Value $443,099

Last Listing Agent Robin Jones EXIT KING REALTY

6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242

/2
Est $1,169,913 Not Listed For Sale

5448 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,258 Sq Ft
- Built 1949
5448 Avenida Del Mare, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $1,073/SF
- 1 Day On Market
Last Sold Price $1,350,000

Last Listing Agent Constantine Stratos COLDWELL BANKER REALTY

/55
$419,900
- 1 Bed
- 2 Baths
- 780 Sq Ft
1350 N Portofino Dr Unit 107, Sarasota, FL 34242

SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way VISTAS with boats slowly IDILYING By and YOU HAVE BEACH ACCESS. BRING YOUR BOAT up to 30' because it only costs $1,000 ANNUALLY to berth your boat at your home! BUT WAIT till you see this TOTALLY RENOVATED BEAUTIFUL 1 bedroom 2 full bathroom condo! NEW, NEW, NEW...everything is new...Ceramic tile flooring, baseboards, interior doors &

Scotty Ledford

VUE REALTY, LLC

(941) 207-7524

1350 N Portofino Dr Unit 107, Sarasota, FL 34242
/27
$8,500 per month
- 2 Beds
- 2 Baths
- 1,455 Sq Ft
- Condo for Rent
1195 Coquille St Unit 309, Sarasota, FL 34242

Beautiful 2 Bedroom 2 Bathroom Townhome available! Come see this gorgeous home ready for you to call home! Large living spaces including full kitchen, living room and dining room, 3 seasons room and loft area. Loft area ideal for office space or second floor den. Two large bedrooms including plenty of closet and storage space. Nice patio with grill to enjoy evenings and entertaining. Large full

Anna Fattore

COMPASS FLORIDA LLC

(941) 390-0370

1195 Coquille St Unit 309, Sarasota, FL 34242
/2
$1,761,000 Sold Nov 10, 2025

4929 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,878 Sq Ft
- Built 1999
Last Sold Summary
- 2% Below List Price
- $612/SF
- 2 Days On Market
Current Estimated Value $1,719,671

Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

4929 Oxford Dr, Sarasota, FL 34242

/2
Est $1,514,184 Not Listed For Sale

5566 Siesta Estates Ct, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 2,156 Sq Ft
- Built 1997
5566 Siesta Estates Ct, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $731/SF
- 272 Days On Market
Last Sold Price $1,575,000

Last Listing Agent George Miller COLDWELL BANKER REALTY

/92
$575,000
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
5600 Beach Way Dr Unit 201, Sarasota, FL 34242

SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom

Ashley Nevadomski

WILLIAM RAVEIS REAL ESTATE

(941) 304-5005

5600 Beach Way Dr Unit 201, Sarasota, FL 34242
/20
$3,950 per month
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 3D, Siesta Key, FL 34242

Property Id: 2175264This Siesta Key condominium in Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask

4822 Ocean Blvd Unit 3D, Siesta Key, FL 34242
/2
$1,527,000 Sold Sep 26, 2025

5033 Oxford Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
- Built 1960
Last Sold Summary
- 24% Below List Price
- $612/SF
- 124 Days On Market
Current Estimated Value $1,533,684

Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY

5033 Oxford Dr, Sarasota, FL 34242

/28
Est $745,859 Not Listed For Sale

5133 Sandy Beach Ave, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
- Built 1969
5133 Sandy Beach Ave, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $523/SF
- 99 Days On Market
Last Sold Price $780,000

Last Listing Agent Joanna Benante Michael Saunders

/71
$1,999,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
915 Seaside Dr Unit 412, Sarasota, FL 34242

Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a

Kelly Mooney

DOUGLAS ELLIMAN

(941) 392-7730

915 Seaside Dr Unit 412, Sarasota, FL 34242
/45
$2,295 per month
- 1 Bed
- 1 Bath
- 820 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 5E, Sarasota, FL 34242

Beautifully updated waterfront turnkey furnished 1-bedroom condo with breathtaking views of the Gulf of Mexico and Downtown Sarasota, all just a short stroll from the shops, restaurants, and nightlife of Siesta Key Village. RENT NOW WITH ZERO DEPOSIT MOVE IN! Available on a 6 or 12-month lease, this condo is turn-key - just bring your clothes and toothbrush!Rent includes Water, Cable TV and

Andrew Clark SECURE DOOR PROPERTY MANAGEMENT

4822 Ocean Blvd Unit 5E, Sarasota, FL 34242
/2
$1,075,000 Sold Mar 24, 2026

6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,552 Sq Ft
- Built 1967
Last Sold Summary
- 20% Below List Price
- $693/SF
- 175 Days On Market
Current Estimated Value $1,370,188

Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242

/2
Est $1,189,894 Not Listed For Sale

5924 Midnight Pass Rd Unit 209, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Built 1971
5924 Midnight Pass Rd Unit 209, Sarasota, FL 34242

Last Sold Summary
- 7% Below List Price
- $1,087/SF
- 27 Days On Market
Last Sold Price $1,275,000

Last Listing Agent Rudy Dudon Michael Saunders

/94
$948,000
- 3 Beds
- 2 Baths
- 2,255 Sq Ft
635 Tropical Cir, Sarasota, FL 34242

Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home

Tami Cashi

COLDWELL BANKER REALTY

(941) 273-8651

635 Tropical Cir, Sarasota, FL 34242
/61
$4,750 per month
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- House for Rent
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242

Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect

Curtis Ware KW COASTAL LIVING III

131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
/2
$2,200,000 Sold Dec 12, 2025

6925 Bochi Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,796 Sq Ft
- Built 2011
Last Sold Summary
- 4% Below List Price
- $580/SF
- 32 Days On Market
Current Estimated Value $2,186,580

Last Listing Agent Jeremy Hartmark LPT REALTY, LLC

6925 Bochi Cir, Sarasota, FL 34242

/54
Est $703,411 Not Listed For Sale

6285 Midnight Pass Rd Unit 101, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
- Built 1981
6285 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $498/SF
- 4 Days On Market
Last Sold Price $732,000

Last Listing Agent Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE

/46
$1,250,000
- 3 Beds
- 4 Baths
- 3,050 Sq Ft
5324 Siesta Ct, Sarasota, FL 34242

In a market where location defines value, this contemporary residence in Siesta Cove delivers on every level. Positioned on more than a quarter-acre just minutes from Siesta Key Beach and Siesta Key Village, the property pairs architectural character with rare privacy and scale. Equally important, it offers something increasingly essential in coastal real estate: confidence. The property has

Renee Nadiv

WILLIAM RAVEIS REAL ESTATE

(941) 401-1686

5324 Siesta Ct, Sarasota, FL 34242
/54
$6,550 per month
- 3 Beds
- 2 Baths
- 1,835 Sq Ft
- House for Rent
4237 Higel Ave, Sarasota, FL 34242

Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the

Joleisy Machado-Gonzales RELAX PROPERTY GROUP, LLC

4237 Higel Ave, Sarasota, FL 34242
/2
$1,290,000 Sold Feb 19, 2026

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 14% Below List Price
- $1,006/SF
- 86 Days On Market
Current Estimated Value $1,460,941

Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

/42
Est $845,039 Not Listed For Sale

5966 Midnight Pass Rd Unit G-42, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 720 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-42, Sarasota, FL 34242

Last Sold Summary
- 13% Below List Price
- $1,354/SF
- 0 Days On Market
Last Sold Price $975,000

Last Listing Agent Rudy Dudon Michael Saunders

/96
$2,390,000
- 3 Beds
- 3.5 Baths
- 2,856 Sq Ft
3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242

Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the

Jennifer Thompson

WILLIAM RAVEIS REAL ESTATE

(941) 352-2339

3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242
/53
$7,000 per month
- 3 Beds
- 3 Baths
- 1,963 Sq Ft
- House for Rent
710 Treasure Boat Way, Sarasota, FL 34242

6 to 12 months lease options. $7500 on a 6 month lease and $7000 for a 12 month lease. Ready to move in unfurnished meticulously maintained house for lease. 24 month lease at $6500 a month is a possibility for Lease-To-Own option. Live and experience the magic of the resort feel in the very desired Siesta Beach. Master Suite accessing the pool area 2 other bedrooms sharing one full bath in a

Parvathi Ganduri REAGAN REALTY LLC

710 Treasure Boat Way, Sarasota, FL 34242
/2
$1,000,000 Sold Jan 29, 2026

4920 Higel Ave, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,072 Sq Ft
- Built 1957
Last Sold Summary
- 17% Below List Price
- $483/SF
- 159 Days On Market
Current Estimated Value $1,206,372

Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

4920 Higel Ave, Sarasota, FL 34242

/50
Est $4,718,185 Not Listed For Sale

3954 Roberts Point Rd, Sarasota, FL 34242
- 5 Beds
- 5 Baths
- 4,214 Sq Ft
- Built 2014
3954 Roberts Point Rd, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $1,305/SF
- 9 Days On Market
Last Sold Price $5,499,000

Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

/97
$1,450,000
- 2 Beds
- 2 Baths
- 1,642 Sq Ft
5880 Midnight Pass Rd Unit 302, Sarasota, FL 34242

GULF VIEWS! Welcome to Casarina, one of Siesta Key’s most beautifully updated beachfront communities—and a place that truly captures the best of coastal living. This beautifully renewed 2-bed, 2-bath residence in Unit 302 blends comfort, quality, and a relaxed island feel from the moment you walk in. The entry opens to a light-filled space accented with custom-built-in cabinetry, detailed

Julia Montei

COLDWELL BANKER REALTY

(941) 294-5521

5880 Midnight Pass Rd Unit 302, Sarasota, FL 34242
/33
$4,750 per month
- 3 Beds
- 2 Baths
- 2,083 Sq Ft
- House for Rent
5354 Shadow Lawn Dr, Sarasota, FL 34242

Available on an Annual Lease. This is a nicely furnished 3 bedroom 2 bath Grand Canal pool home with a deep-water dock on Siesta Key! The home has a foyer entry with etched glass front doors. The open concept floor plan includes living, dining and family rooms which feature pocketing sliding glass doors leading to the large, screened-in lanai, paver deck and sparkling free-form pool overlooking

Todd Roughton SARASOTA MANAGEMENT & LEASING

5354 Shadow Lawn Dr, Sarasota, FL 34242
/2
$1,200,000 Sold Jul 22, 2025

1660 Summerhouse Ln Unit 102, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
- Built 2007
Last Sold Summary
- 28% Below List Price
- $569/SF
- 481 Days On Market
Current Estimated Value $1,197,579

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

1660 Summerhouse Ln Unit 102, Sarasota, FL 34242

/60
Est $7,434,406 Not Listed For Sale

5131 Jungle Plum Rd, Sarasota, FL 34242
- 6 Beds
- 6.5 Baths
- 6,369 Sq Ft
- Built 2001
5131 Jungle Plum Rd, Sarasota, FL 34242

Last Sold Summary
- 20% Below List Price
- $1,465/SF
- 252 Days On Market
Last Sold Price $9,330,000

Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Showing Results 1 - 40, Page 1 of 18

Florida Sarasota County Siesta Key

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 107 days on the market compared to the national average of 55 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,985,000, down 25% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,985,000

Median Single Family Sale Price

$3,470,000

Average Price Per Sq Ft

$1,158

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

21.00

Median List Price

$3,500,000

Median Change From 1st List Price

33%

Median Home Sale Price YoY Change

-25%

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Siesta Key, FL Homes

Real Estate & Homes

Home Trends in Siesta Key, FL

Housing Trends