Siesta Key, FL Homes

/70
$874,900
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you

Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
/41
$5,000 per month
- 2 Beds
- 2 Baths
- 1,424 Sq Ft
- House for Rent
5577 Contento Dr, Sarasota, FL 34242

This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously

Beth Dilley ASCENDIA REAL ESTATE

5577 Contento Dr, Sarasota, FL 34242
/2
$450,000 Sold Nov 06, 2025

5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
Last Sold Summary
- 9% Below List Price
- $445/SF
- 152 Days On Market
Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242

/31
Est $516,864 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242

1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242

/52
$546,000
- 2 Beds
- 2 Baths
- 1,460 Sq Ft
1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

Mina Johnson MICHAEL SAUNDERS & COMPANY

1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
/64
$2,450 per month
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Condo for Rent
446 Canal Rd Unit 5, Sarasota, FL 34242

This is a short term rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need

Beth Dilley ASCENDIA REAL ESTATE

446 Canal Rd Unit 5, Sarasota, FL 34242
/2
$2,600,000 Sold Feb 24, 2025

1358 Roberts Bay Ln, Siesta Key, FL 34242
- 4 Beds
- 6 Baths
- 5,034 Sq Ft
- Built 1978
Last Sold Summary
- 5% Below List Price
- $516/SF
- 0 Days On Market
Current Estimated Value $2,377,519

Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

1358 Roberts Bay Ln, Siesta Key, FL 34242

/47
Est $708,601 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
1101 Lake House Cir Unit C-206, Sarasota, FL 34242

1101 Lake House Cir Unit C-206, Sarasota, FL 34242

/43
$1,150,000
- 4 Beds
- 2 Baths
- 1,915 Sq Ft
567 Venice Ln, Sarasota, FL 34242

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a

Conner Ashley PREFERRED SHORE LLC

567 Venice Ln, Sarasota, FL 34242
/25
$6,500 per month
- 1 Bed
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

Andy Moore GULF COAST REALTY & MANAGEMENT

1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
/2
$913,500 Sold Oct 10, 2025

5385 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,956 Sq Ft
- Built 1981
Last Sold Summary
- 39% Below List Price
- $309/SF
- 96 Days On Market
Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

5385 Avenida Del Mare, Sarasota, FL 34242

/6
Not Listed For Sale
0 Venice Ln Unit 4,5, Sarasota, FL 34242

0 Venice Ln Unit 4,5, Sarasota, FL 34242

/41
$745,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

Beautifully appointed, bright and airy unit with all the right touches. Move right in just bring your toothbrush and you are ready to start enjoying Island Living! You will be able to watch Sunsets every day. Take the Elevator to this 3rd floor unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is

Patti O Grady WATERSIDE REALTY LLC

1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
/58
$8,000 per month
- 3 Beds
- 3 Baths
- 1,835 Sq Ft
- Condo for Rent
1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242

Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside.Perched on the second story, this residence offers unparalleled bay-front views that will take your breath away. The open-concept living space seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere bathed in natural

Andy Moore GULF COAST REALTY & MANAGEMENT

1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242
/2
$1,100,000 Sold Feb 20, 2025

421 Island Cir, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,444 Sq Ft
- Built 1999
Last Sold Summary
- 8% Below List Price
- $762/SF
- 34 Days On Market
Current Estimated Value $1,047,351

Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

421 Island Cir, Sarasota, FL 34242

/25
Not Listed For Sale
0 Commonwealth Dr Unit A4538307, Sarasota, FL 34242

0 Commonwealth Dr Unit A4538307, Sarasota, FL 34242

/70
$1,395,000 Pending
- 2 Beds
- 2 Baths
- 1,471 Sq Ft
5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242

Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins,

Kathleen Griffin MICHAEL SAUNDERS & COMPANY

5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242
/33
$8,500 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

Andy Moore GULF COAST REALTY & MANAGEMENT

1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
/2
$2,850,000 Sold Nov 24, 2025

1216 Northport Dr, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,579 Sq Ft
- Built 2014
Last Sold Summary
- $796/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

1216 Northport Dr, Sarasota, FL 34242

/44
Est $626,040 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
5600 Beach Way Dr Unit 213, Sarasota, FL 34242

5600 Beach Way Dr Unit 213, Sarasota, FL 34242

/13
$6,270,000 New Construction
- 6 Beds
- 6.5 Baths
- 5,400 Sq Ft
44 Rockwell Ln, Sarasota, FL 34242

Pre-Construction. To be built. WALK TO YOUR OWN PRIVATE BEACH!New construction on Sandy Hook.Inspirational photo only. Buyer may use our design, or work with our team for custom design requirements.Final Plans "must" be approved by Sandy Hook HOA.All rules to met and approved before construction begins.Call for all details. Many possibilities. 12 month build

Joseph Russo COURTYARD MODERN

44 Rockwell Ln, Sarasota, FL 34242
/34
$8,000 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242

Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept

Andy Moore GULF COAST REALTY & MANAGEMENT

1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242
/2
$870,000 Sold Apr 14, 2025

5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1979
Last Sold Summary
- 27% Below List Price
- $639/SF
- 79 Days On Market
Current Estimated Value $854,793

Last Listing Agent Betsy Campbell MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

/2
Est $689,559 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,263 Sq Ft
6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

/52
$600,000
- 1 Bed
- 1 Bath
- 672 Sq Ft
6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver

Natalie Gutwein MICHAEL SAUNDERS & COMPANY

6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/38
$5,000 per month
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
- Condo for Rent
1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
/2
$1,100,000 Sold Aug 05, 2025

554 Canal Rd, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 1,085 Sq Ft
- Built 1945
Last Sold Summary
- 21% Below List Price
- $1,014/SF
- 119 Days On Market
Current Estimated Value $1,171,712

Last Listing Agent Curtis Ware KW COASTAL LIVING III

554 Canal Rd, Sarasota, FL 34242

/2
Est $1,411,594 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,164 Sq Ft
5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

/17
$4,100,000 New Construction
- 5 Beds
- 4 Baths
- 3,723 Sq Ft
5174 Sandy Cove Ave, Sarasota, FL 34242

Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

Troy Jenkins REALTY EXECUTIVES GALLERY

5174 Sandy Cove Ave, Sarasota, FL 34242
/29
$5,700 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

Andy Moore GULF COAST REALTY & MANAGEMENT

1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
/2
$5,000,000 Sold Feb 07, 2025

5418 Siesta Cove Dr, Sarasota, FL 34242
- 5 Beds
- 5.5 Baths
- 4,230 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $1,182/SF
- 5 Days On Market
Current Estimated Value $4,668,910

Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

5418 Siesta Cove Dr, Sarasota, FL 34242

/72
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

/91
$650,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 103, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant

Harriet Stopher COLDWELL BANKER REALTY

225 Hourglass Way Unit 103, Sarasota, FL 34242
/34
$8,100 per month
- 2 Beds
- 2 Baths
- 1,420 Sq Ft
- Condo for Rent
1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242

Welcome to your Gulf & Bay Club Bayside sanctuary in the heart of Siesta Key, FL! This second-story bay front condo offers a blissful retreat with breathtaking views of the azure waters. With two bedrooms and two bathrooms, this meticulously designed residence seamlessly blends coastal elegance with modern comfort.Step into a sunlit living space adorned with coastal-inspired décor,

Andy Moore GULF COAST REALTY & MANAGEMENT

1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242
/2
$640,000 Sold Oct 06, 2025

5369 Shadow Lawn Dr, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
- Built 1961
Last Sold Summary
- 19% Below List Price
- $475/SF
- 78 Days On Market
Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

5369 Shadow Lawn Dr, Sarasota, FL 34242

/48
Est $663,934 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

/34
$1,649,000 Open Sun 11AM - 1PM
- 2 Beds
- 2 Baths
- 1,187 Sq Ft
5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey

Carol Thomas MICHAEL SAUNDERS & COMPANY

5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242
/24
$7,600 per month
- 2 Beds
- 1 Bath
- 959 Sq Ft
- Condo for Rent
1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy

Andy Moore GULF COAST REALTY & MANAGEMENT

1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
/2
$965,000 Sold Apr 04, 2025

1271 Dockside Place Unit 215, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,737 Sq Ft
- Built 1982
Last Sold Summary
- 12% Below List Price
- $556/SF
- 165 Days On Market
Current Estimated Value $910,281

Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

1271 Dockside Place Unit 215, Sarasota, FL 34242

/41
Est $1,242,400 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

Showing Results 241 - 280, Page 7 of 18

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