Siesta Key, FL Homes

/96
$2,290,000
- 3 Beds
- 3.5 Baths
- 2,856 Sq Ft
3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242

Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath WATERFRONT residence offers an exceptional blend of comfort, style, and boating convenience in one of the island’s most desirable locations. A spacious screened lanai overlooking the water creates the perfect setting for morning coffee, evening cocktails, and

Jennifer Thompson

WILLIAM RAVEIS REAL ESTATE

(941) 352-2339

3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242
Explore Siesta Key
/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
$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 $450,385

Last Listing Agent Robin Jones EXIT KING REALTY

6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242

/2
Not Listed For Sale

915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
- Built 2009
915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242

Last Sold Summary
- $11/SF
- 175 Days On Market
- Last Sold Price $20,000
- Apr 25, 2025
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

/54
$1,130,000
- 2 Beds
- 2 Baths
- 1,372 Sq Ft
5300 Ocean Blvd Unit 202, Sarasota, FL 34242

Step inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach.Tastefully decorated and truly

Diane Goodwin

EXP REALTY LLC

(941) 207-7951

5300 Ocean Blvd Unit 202, Sarasota, FL 34242
/20
$6,342

Total Monthly Price
- 4 Beds
- 3 Baths
- Condo for Rent
5855 Midnight Pass Rd Unit SI ID1385908P, Siesta Key, FL 34242

The advertised rate of $6,342/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(941) 239-2253

5855 Midnight Pass Rd Unit SI ID1385908P, Siesta Key, 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 $1,726,898

Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

4929 Oxford Dr, Sarasota, FL 34242

/2
Est $1,136,104 Not Listed For Sale

3911 Roberts Point Rd, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,731 Sq Ft
- Built 2015
3911 Roberts Point Rd, Sarasota, FL 34242

Last Sold Summary
- 3% Above List Price
- $635/SF
- 10 Days On Market
- Last Sold Price $1,100,000
- May 01, 2025
Last Listing Agent Barbara May Michael Saunders

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

$50,000 Seller Credit Offered for the Right Offer • Rarely Available Deeded Garage Space • Direct Private Access to Crescent Beach • Updated Interior • 7+ Acres of Lush Landscaped Grounds • Resort-Style Amenities. Welcome to an exceptional opportunity at Casarina where coastal elegance meets resort-style living. For the right offer, the seller is offering a $50,000 credit toward furnishings,

Julia Montei

COLDWELL BANKER REALTY

(941) 294-5521

5880 Midnight Pass Rd Unit 302, Sarasota, FL 34242
/49
$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

***AVAILABLE MAY 2026*** one MONTH MIN***Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative fireplace, reclining sofa, two walk-in closets, washer and dryer in

Anthony DeLuca

AUDREY RAIN RENTALS, INC

(941) 271-7125

6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
/2
$360,000 Sold Mar 31, 2026

1250 N Portofino Dr Unit 305, Sarasota, FL 34242
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Built 1969
Last Sold Summary
- 28% Below List Price
- $462/SF
- 847 Days On Market
Current Estimated Value $412,428

Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

1250 N Portofino Dr Unit 305, Sarasota, FL 34242

/2
Est $668,519 Not Listed For Sale

631 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
- Built 1972
631 Venice Ln, Sarasota, FL 34242

Last Sold Summary
- 3% Above List Price
- $447/SF
- 209 Days On Market
- Last Sold Price $650,000
- Apr 28, 2025
Last Listing Agent Kelly Rosenberg COLDWELL BANKER REALTY

/43
$780,000
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
5600 Beach Way Dr Unit 315, Sarasota, FL 34242

Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is

Karie Backman

KELLER WILLIAMS ON THE WATER S

(941) 698-6217

5600 Beach Way Dr Unit 315, Sarasota, FL 34242
/20
$6,081

Total Monthly Price
- 2 Beds
- 2 Baths
- Condo for Rent
5760 Midnight Pass Rd Unit SI ID1385989P, Siesta Key, FL 34242

The advertised rate of $6,082/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(941) 394-8699

5760 Midnight Pass Rd Unit SI ID1385989P, 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 $1,523,372

Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY

5033 Oxford Dr, Sarasota, FL 34242

/2
Est $680,392 Not Listed For Sale

5239 Winding Way, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1958
5239 Winding Way, Sarasota, FL 34242

Last Sold Summary
- 8% Above List Price
- $417/SF
- 69 Days On Market
- Last Sold Price $630,000
- Apr 30, 2025
Last Listing Agent Brian Cirillo BALDWIN PARK REALTY LLC

/35
$669,000 Pending
- 2 Beds
- 2 Baths
- 1,083 Sq Ft
1050 W Peppertree Ln Unit 116B, Sarasota, FL 34242

Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright

Renee Nadiv

WILLIAM RAVEIS REAL ESTATE

(941) 207-0490

1050 W Peppertree Ln Unit 116B, 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
$1,275,000 Sold Mar 30, 2026

5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $955/SF
- 30 Days On Market
Current Estimated Value $1,333,367

Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242

/2
Est $1,206,532 Not Listed For Sale

5602 Cape Leyte Dr, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,111 Sq Ft
- Built 1960
5602 Cape Leyte Dr, Sarasota, FL 34242

Last Sold Summary
- 1% Above List Price
- $568/SF
- 50 Days On Market
- Last Sold Price $1,200,000
- Apr 25, 2025
Last Listing Agent Ben Angerami PREMIER SOTHEBY'S INTERNATIONAL REALTY

/27
$989,000
- 3 Beds
- 1 Bath
- 1,240 Sq Ft
5026 Calle Minorga, Siesta Key, FL 34242

RARE OPPORTUNITY IN SIESTA KEY VILLAGE! This charming cottage-style property is ideally located in the heart of Siesta Key Village, just steps from world-renowned Siesta Beach, boutique shopping, and vibrant dining. Zoned OPI (Office, Professional, Institutional), this versatile property offers endless potential for professional office use, boutique business, or residential conversion (buyer to

Kim Donahue

MEDWAY REALTY

(941) 395-0691

5026 Calle Minorga, Siesta Key, 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
$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 $1,154,989 Not Listed For Sale

1211 N View Dr, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,147 Sq Ft
- Built 1979
1211 N View Dr, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $547/SF
- 76 Days On Market
- Last Sold Price $1,175,000
- Apr 30, 2025
Last Listing Agent Thomas Cail RE/MAX

/35
$719,000
- 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
/16
$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242

Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1055 W Peppertree Dr Unit 603AA, 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 $2,190,838

Last Listing Agent Jeremy Hartmark LPT REALTY, LLC

6925 Bochi Cir, Sarasota, FL 34242

/2
Est $1,324,891 Not Listed For Sale

702 Treasure Boat Way, Sarasota, FL 34242
- 4 Beds
- 2.5 Baths
- 2,299 Sq Ft
- Built 2007
702 Treasure Boat Way, Sarasota, FL 34242

Last Sold Summary
- 4% Below List Price
- $598/SF
- 193 Days On Market
- Last Sold Price $1,375,000
- May 09, 2025
Last Listing Agent Mark Borg LIST WITH 1 REALTY

/55
$374,900
- 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
/33
$6,397

Total Monthly Price
- 2 Beds
- 2 Baths
- Condo for Rent
6265 Midnight Pass Rd Unit SI ID1383701P, Siesta Key, FL 34242

The advertised rate of $6,398/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

6265 Midnight Pass Rd Unit SI ID1383701P, Siesta Key, 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 $1,310,067

Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

/2
Est $597,283 Not Listed For Sale

6415 Midnight Pass Rd Unit 508, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,287 Sq Ft
- Built 1975
6415 Midnight Pass Rd Unit 508, Sarasota, FL 34242

Last Sold Summary
- 1% Above List Price
- $458/SF
- 17 Days On Market
- Last Sold Price $590,000
- Apr 25, 2025
Last Listing Agent Anthony DeLuca DELUCA REALTY INC

/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
/35
$7,400 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242

Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle

Andy Moore GULF COAST REALTY & MANAGEMENT

1338 Siesta Bayside Dr Unit 1338C, 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 $1,080,732

Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

4920 Higel Ave, Sarasota, FL 34242

/2
Est $1,528,797 Not Listed For Sale

320 Avenida Leona, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 1964
320 Avenida Leona, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $915/SF
- 47 Days On Market
- Last Sold Price $1,630,000
- Apr 28, 2025
Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

/96
$3,000,000
- 4 Beds
- 3 Baths
- 2,689 Sq Ft
339 Treasure Boat Way, Sarasota, FL 34242

Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience,

Tonna Gruber

COLDWELL BANKER REALTY

(941) 239-7863

339 Treasure Boat Way, Sarasota, FL 34242
/34
$3,500

Total Monthly Price
- 1 Bed
- 2 Baths
- 780 Sq Ft
- Condo for Rent
1300 N Portofino Dr Unit 205, Siesta Key, FL 34242

Welcome to your newly renovated dream coastal escape in beautiful Siesta Harbor on Siesta Key, Sarasota, Florida, USA! This turnkey furnished; spacious one-bedroom, two-bath condo featuring brand new furniture is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere. Just a short 5-minute stroll, you'll enjoy

1300 N Portofino Dr Unit 205, Siesta Key, 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 $1,223,293

Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

1660 Summerhouse Ln Unit 102, Sarasota, FL 34242

/2
Est $1,433,275 Not Listed For Sale

6300 Midnight Pass Rd Unit 606, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1970
6300 Midnight Pass Rd Unit 606, Sarasota, FL 34242

Last Sold Summary
- 1% Above List Price
- $1,121/SF
- 137 Days On Market
- Last Sold Price $1,425,000
- May 08, 2025
Last Listing Agent Rudy Dudon Michael Saunders

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 57 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

$3,250,000

Median 1 Bedroom Sale Price

$575,000

Average Price Per Sq Ft

$862

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

21.00

Median List Price

$3,250,000

Median Change From 1st List Price

33%

Median Home Sale Price YoY Change

-25%

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Siesta Key, FL Homes

Real Estate & Homes

Home Trends in Siesta Key, FL

Housing Trends